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LAKES WINDERMERE PH 01 49 108 - O6412101 - 7011 NOBLETON DR, WINDERMERE, FL 34786 1 Day on yellowkey
$580,000 | Single Family Home 4 bedrooms, 2.5 bathroom
TOP RATED SCHOOLS!!! Welcome to this beautifully maintained Craftsman-style home in the highly sought-after Lakes of Windermere community. Perfectly positioned on a premium homesite overlooking tranquil conservation views, this 4-bedroom, 2.5-bath residence combines timeless charm with modern upgrades and exceptional indoor-outdoor living. Inside, you’ll find a light-filled floor plan featuring hardwood flooring, elegant transom windows, custom built-ins, and spacious living and dining areas ideal for both everyday living and entertaining. The upgraded kitchen offers granite countertops, solid wood cabinetry, stainless steel appliances, a butler’s pantry, and ample prep and storage space. This is the one you’ve been waiting for—schedule your private showing today.
This listing is courtesy of: KARDOSH REALTY
WINDERMERE LNDGS PH 02 - O6412095 - 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 2 Days on yellowkey
$550,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
RARE OPPORTUNITY IN WINDERMERE LANDINGS! Beautifully upgraded 4-bedroom home in one of Windermere's most desirable communities, just steps from Windermere Preparatory School. Originally designed with an expansive downstairs living and family room layout, the spacious loft was thoughtfully converted into a versatile fourth bedroom, creating exceptional value rarely found at this price point. The result is a flexible floor plan ideal for families, remote work, guests, or a growing household. Pride of ownership shines throughout this one-owner home. Elegant porcelain tile flooring, custom wood accent walls, designer finishes, and abundant natural light create a sophisticated yet welcoming atmosphere. Every detail has been carefully maintained and thoughtfully enhanced. The location is simply unmatched. Enjoy a short walk to the community pool and playground, while being just minutes from top-rated schools, shopping, dining, and everyday conveniences. Disney, major attractions, and Orlando's world-class entertainment are only a short drive away. Whether you're searching for a primary residence, a relocation home, or an investment in one of Central Florida's most sought-after areas, this property delivers the perfect combination of location, upgrades, functionality, and value. Homes offering this level of quality, flexibility, and proximity to Windermere Prep rarely become available. Schedule your private showing today.
This listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS
GOTHA TOWN - O6410840 - 1407 HEMPEL AVE, WINDERMERE, FL 34786 2 Days on yellowkey
$1,090,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor living. One of the greatest advantages of this property is that it has NO HOA, allowing you the freedom to enjoy your property without restrictive association rules or expensive monthly fees. Whether you are looking for a primary residence, vacation home, or investment property, this home offers endless possibilities. The property features a beautiful swimming pool and stunning water views, creating the perfect atmosphere to relax, entertain guests, and enjoy the Florida lifestyle all year round. The oversized lot provides plenty of space for family gatherings, outdoor activities, parking, or future improvements.
This listing is courtesy of: MY REALTY GROUP, LLC.
GARDENS/ISLEWORTH - O6410843 - 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786 2 Days on yellowkey
$7,999,000 | Single Family Home 6 bedrooms, 7.5 bathroom, 4 car garage
Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes throughout. The exterior is highlighted by a durable concrete tile roof and resort-inspired outdoor living featuring a stunning pool with sundeck, deck jets, and a fully equipped summer kitchen with a Wolf grill, designed for year round entertaining. Inside, the expansive great room is framed by solid oak wall paneling and anchored by a striking gas Isokern fireplace.The chef’s kitchen is designed for both function and style with dual islands, Sub-Zero appliances, and an adjoining back kitchen for seamless preparation and hosting. Additional gathering spaces include an elegant sitting room with its own fireplace and a dedicated wine room. Thoughtfully designed for everyday convenience, the first-floor laundry room features dual washers, dual dryers, and a dedicated folding station. Sophistication and functionality come together seamlessly throughout this extraordinary Isleworth residence.
This listing is courtesy of: CORCORAN PREMIER REALTY
LAKESIDE/LKS/WINDERMERE - S5150874 - 11434 JASPER KAY TER #106, WINDERMERE, FL 34786 3 Days on yellowkey
$320,000 | Condo 3 bedrooms, 2.0 bathroom
investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2 bathrooms, this condo which is in perfect condition of care and maintenance, offers a spacious and open layout that perfectly combines the kitchen, dining and living areas, ideal for both everyday life and entertaining. The master suite, located to one side for privacy, has a generous bathroom with a garden-style tub/shower and a large walk-in closet. The kitchen is beautifully equipped with wood cabinets. On the opposite side, you will find the secondary bedrooms along with the second bathroom, a convenient laundry closet and ample storage space throughout. The gated resort-style community includes a clubhouse, pool, fitness room, walkways, green areas, parks, sports areas, on-site management and valet trash service, ensuring convenience and comfort. Located in the heart of Windermere in a strategic location just minutes from Walt Disney World and Downtown Winter Garden, easy access to major streets and highways that bring you closer to other important areas of the city and other local attractions such as Universal Studios, it is close to Publix, shops, restaurants and stores.
This listing is courtesy of: NUMBER 1 BROKER, LLC
BUTLER RIDGE - O6412016 - 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786 3 Days on yellowkey
$1,250,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 7 car garage
Calling all car enthusiasts or artisans needing a large, detached workshop on your property! This house has it all; including a gorgeous interior, huge pool and lanai equipped with an outdoor kitchen, and a large 30 x 30 detached garage/workshop. This house is perfect for work and play! Situated on a rare, 1 acre lot in the coveted town of Windermere, this house is truly 1 of a kind. Surrounded by sweeping oak trees and quiet streets, you’ll feel miles away from the hustle and bustle of the city even though you’re right at its back door. Enjoy entertaining? This is your dream entertaining house with a HUGE kitchen (which was gutted in 2017), high end appliances including a Bosch cook top/built in oven, and all the refrigerating needs you could have, including a wine fridge and a brand-new LG thinQ refrigerator that makes cocktail ice. There is plenty of room for friends and family to sprawl out as this house boasts an eat in kitchen as well as a formal dining area, and dual living room/family room areas that are split by a gorgeous, wood burning fireplace giving this home the coziest, homiest feeling. Love to have fun pool days? There is an oversized 14 x 34 lanai off the rear of the home decked out with an outdoor kitchen from Paradise Grills perfect for grilling out and relaxing. The oversized pool is a perfect place to cool off afterwards. This home has so much charm as a sprawling 1 story on a huge lot with space between houses, which is a rare find in this area. The backyard is fenced in for your furry friends enjoyment, and there is even plenty of land left to build an in-law suite if that is something you desire to do. With a fully renovated kitchen, and newly renovated bathrooms, this home is truly a turnkey experience. The sellers have poured tons of money into this home, please see MLS attachments for full list of recent upgrades. This home is zoned for top ‘A’ rated schools of Orange County including Windermere Elementary, Bridgewater Middle, and Windemere High school making it a great pick for personal enjoyment and resale value. The home has a 2 car garage attached to the home, and a 4 car detached garage in the back. ****Updates the sellers have completed since purchase: New AC unit - main house (Jan 2023) - New water heater (Oct 2021) - New water chlorination filtration system (2025)- Custom trim and molding throughout house (2025) - Custom built in shelving (2025) - Both bathrooms updated w custom cabinetry (2022 and 2025) - Black aluminum fencing in backyard (2021) - New AC in back garage (Sept 2021) - New refrigerator – LQ ThinQ (2025) - Pool area concrete replaced with pavers and patio extended off the master suite (2022) - New septic drain field and septic pumped (2026)... additionally, the kitchen and master bathroom were gutted and completely renovated in 2017, roof is 2017.
This listing is courtesy of: LOKATION
SUMMERPORT BEACH - O6412083 - 12334 SUMMERPORT LN, WINDERMERE, FL 34786 3 Days on yellowkey
$6,500,000 | Single Family Home 5 bedrooms, 5.5 bathroom, 3 car garage
Under Construction. Welcome to 12334 Summerport Lane, an extraordinary lakefront estate on the prestigious Butler Chain of Lakes in Windermere. Custom built by Davila Homes and featuring the stunning Stanford floor plan, this exceptional residence offers approximately 6,182 square feet of luxurious living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Perfectly positioned on the shores of Lake Butler, this one-of-a-kind waterfront retreat showcases breathtaking panoramic lake views and includes a private covered dock with direct access to the renowned Butler Chain of Lakes, offering the ultimate Florida boating lifestyle. Designed to impress, the home welcomes you through a grand foyer with soaring ceilings and elegant architectural details. The expansive open-concept layout seamlessly connects the formal living areas, family room, and gourmet chef's kitchen, complete with an oversized island, premium appliances, custom cabinetry, and an oversized walk-in pantry. Walls of glass frame spectacular water views and fill the home with natural light. The luxurious first-floor primary suite serves as a private sanctuary overlooking the lake, featuring spa-inspired finishes, dual walk-in closets, and direct access to the outdoor living spaces. Additional guest suites provide comfort and privacy for family and visitors alike. The second level offers spacious en-suite bedrooms, a versatile loft, and a bonus room ideal for a media room, game room, or private retreat. Every detail has been thoughtfully designed to maximize comfort, functionality, and the home's incredible waterfront setting. Outdoor living reaches new heights with expansive covered lanais, resort-style entertaining areas, and endless opportunities to enjoy Windermere's spectacular sunsets over Lake Butler. Whether hosting guests, enjoying water sports, or relaxing by the lake, this property embodies the finest in luxury waterfront living. Located in one of Central Florida's most desirable addresses, 12334 Summerport Lane offers convenient access to top-rated schools, world-class golf, upscale dining, luxury shopping, and all that Windermere has to offer while delivering the exclusivity and prestige of true Butler Chain lakefront ownership.
This listing is courtesy of: NOVA REAL ESTATE SERVICES INC
GOTHA TOWN - O6412077 - 9960 6TH ST, WINDERMERE, FL 34786 3 Days on yellowkey
$3,750,000 | Single Family Home 5 bedrooms, 5.5 bathroom, 3 car garage
Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.
BUTLER BAY - O6410967 - 2428 BUTLER BAY DR N, WINDERMERE, FL 34786 3 Days on yellowkey
$1,150,000 | Single Family Home 4 bedrooms, 4.0 bathroom, 3 car garage
This stunning updated 4 bedroom/4 bathroom executive pool home in exclusive Windermere Club has been meticulously maintained and is the perfect place to call home!!! Upon entering the gated community you will be impressed by the oversized lots and sprawling custom homes. When arriving to the residence and turning into the circular paver driveway you will enjoy the homes classic elevation with a tall center gable and a neutral exterior palette with classic French blue shutters. Upon stepping through the double entry doors you will immediately sense this home is special with a fabulous floorpan, open and spacious, perfect for entertaining. Soaring vaulted ceilings, wood moldings, wood flooring, French doors and neutral interior tones all contribute to the allure of a classic and timeless residence. The home offers a study with double doors located off the entry Foyer with custom built-in cabinetry/shelves. The oversized Dining Room overlooks the beautiful swimming pool and patio and is open to the kitchen. The Gourmet Kitchen with 42" cabinets, gorgeous granite counters tops, beautiful glass tile backsplash, a center island, stainless steel appliances is open to the large Breakfast Nook and spacious Family room featuring a gas fireplace with a custom wood mantel making it the perfect space for winding down after a long day or enjoying family gatherings and holidays. The home also benefits from tremendous natural light through its many windows. The oversized Primary Bedroom is fit for a King and Queen with French Doors overlooking the pool, a spa-like 5-piece Travertine bathroom featuring a shower, soaking tub, double vanities and two large walk-in closets with custom built-in shelving systems. The 3 additional bedrooms include 2 with ensuite bathrooms and a 3rd that is served by a hall bathroom. All of the bathrooms have been updated with high-end finishes. The 3 car side-entry garage with spacious car park area offers convenience and significant storage. The Pool area with covered space, an outdoor kitchen/grilling station and nature views is perfect for Florida entertaining! Schedule a showing today and see this amazing home before it's gone!
This listing is courtesy of: COLDWELL BANKER REALTY
THE ESTATES AT LAKE CLARICE - O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 3 Days on yellowkey
$2,180,000 | Single Family Home 5 bedrooms, 4.0 bathroom, 3 car garage
Nestled on 1.26 pristine lakefront acres within the exclusive Estates at Lake Clarice community and zoned for top-rated public schools, this custom-built estate offers an extraordinary blend of luxury, privacy, and lifestyle in the heart of Windermere. With expansive lake frontage and the opportunity to build your own private dock or gazebo, the property showcases breathtaking water views and even nightly Disney fireworks displays from the comfort of home. Adding to its rare appeal, HOA-owned land and a pond directly across the street ensure no front or rear neighbors, creating a truly serene and private setting. Designed with both elegance and functionality in mind, this impressive 5-bedroom, 4-bath residence features formal living and dining rooms, a private office, and an upstairs bonus/theater room. Complementing the home’s timeless architecture, soaring 12-foot ceilings on the main level and 9-foot ceilings upstairs create a bright and airy atmosphere throughout. From the moment you step through the grand wrought iron and glass entry doors, custom details shine with extensive moldings, intricate ceiling details, and rich hardwood flooring. The private office/study offers a wine cellar, while the luxurious primary suite features a sitting alcove, dual vanities, and a customized walk-in closet. At the heart of the home, the open-concept kitchen is designed for gathering and entertaining, complete with stainless steel appliances, stacked cabinetry with glass accents and lighting, granite countertops, an oversized island, breakfast bar, gas range, and seamless flow into the family room. Framed by expansive windows and French doors, the family room showcases a stunning stone gas fireplace, custom built-ins, and panoramic lake views that beautifully bring the outdoors in. Upstairs, four oversized secondary bedrooms and a spacious bonus/theater room are connected by a second staircase leading directly to the family room below. Outdoor living is equally impressive, with expansive covered porches on both levels — a standout architectural feature admired throughout the neighborhood — offering the perfect spaces to unwind and enjoy the picturesque surroundings. The screened resort-style pool and spa with paver decking, reaching 6 feet deep, provide ample space for recreation and entertaining, while the covered lanai and summer kitchen with grill, refrigeration, and gas outdoor grill connection create the ultimate outdoor retreat. Additional highlights include a spacious laundry room, oversized 3-car garage, Andersen windows newly installed on two-thirds of the home in 2025, and ample room on the expansive lot to build an additional garage, guest house, or mother-in-law suite. This remarkable lakefront estate offers timeless elegance, unmatched privacy,
This listing is courtesy of: FLORIDA REALTY INVESTMENTS
LAKES/WINDERMERE-LK REAMS TWHM - O6411226 - 12319 CRUXBURY DR, WINDERMERE, FL 34786 3 Days on yellowkey
$405,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Approximately 1,429 square feet of well-designed living space await in this attractive 3-bedroom, 2.5-bathroom home. Situated in a sought-after Windermere community, this turnkey home offers an inviting layout with a harmonious flow. The home showcases hardwood laminate flooring that extends throughout, including the staircase which has solid oak treads creating a cohesive aesthetic. The kitchen, which opens to the dinette and family room, is equipped with stainless steel appliances and a breakfast bar, making it an ideal space for meal preparation and casual gatherings. Upstairs, the primary suite boasts an upgraded walk-in shower, providing a private and rejuvenating retreat. Two additional bedrooms and a full bathroom complete the upper level, ensuring ample space and comfort for residents. The home is further enhanced by upgraded high-efficiency Renewal by Anderson windows for better energy savings, upgraded garage floor coating, providing a durable and attractive surface and ceiling fans throughout. The rear entry two-car garage with an automatic door opener offers convenient access, while the private fenced courtyard and paver patio offers a delightful outdoor space. Residents can enjoy evening Walt Disney World fireworks from the backyard, adding a touch of enchantment to the property. The community amenities include a well-maintained junior Olympic-sized pool and cabana, situated just minutes from the Walt Disney World employee entrance, offering residents a harmonious blend of convenience and recreation. With its well-thought-out design, quality finishes, and desirable location, this residence presents an ideal opportunity for those seeking a turnkey, move-in-ready home in a charming community, conveniently close to shopping, dining, major attractions and zoned for A-rated schools.
SILVER WOODS PH 03 - O6411270 - 9376 WOODBREEZE BLVD, WINDERMERE, FL 34786 4 Days on yellowkey
$675,000 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
Nestled inside the cozy community of Silver Woods, this 4 bedroom/2.5 bathroom residence is ready to welcome you home! Immediately upon pulling up to the house, you'll notice the immaculate landscaping and fresh exterior paint that gives the home a vibrant feel. But the good vibes don't stop at the front door! Once inside, you're immediately greeted with an open concept plan that still offers plenty of privacy. Just to the left you'll find the formal sitting room, perfect for drinks with guests or as a play area for children. Step further into this tranquil retreat and have your jaw dropped by the beautifully renovated chef's kitchen that overlooks the pool and large backyard! The family room is just to the right, providing plenty of comfortable space for unwinding after a long day. Beyond the family room sits 3 bedrooms and a bathroom that connects to the pool deck. Head back into the main living area and towards the opposite end of the house where you'll find the dining room just beyond the kitchen, complete with a stunning wall unit! Step inside your primary suite that is sure to make you feel at peace and ready for a good night's sleep! Then, of course, there's the outdoor living space that will blow you away! Open the pocketing glass doors to a covered seating area that overlooks the screened-in pool with attached spa. Off to the side you'll discover a hidden area perfect for storing pool supplies or grilling equipment OR a bar and couches for entertaining! The park-like backyard will WOW you with the amount of space it provides. Playground and swing included! And if all that isn't enough, this home offers a NEW ROOF, new duct work, new flooring and fresh interior paint! 9376 Woodbreeze Boulevard is sure to please a variety of home buyers, so schedule your showing today!
This listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
LAKES/WINDERMERE-LK REAMS TWNH - O6411551 - 13019 LANGSTAFF DR, WINDERMERE, FL 34786 4 Days on yellowkey
$360,000 | Townhouse 2 bedrooms, 2.5 bathroom, 2 car garage
Tucked away in the peaceful Lake Reams Townhome community, this charming home offers the perfect balance of excitement and relaxation — just minutes from Disney, shopping, dining, and top-rated schools, yet surrounded by the quiet comfort you’ll love coming home to after a day at the parks. Located at the end of a cul-de-sac with no rear neighbors and serene conservation views, this townhome feels like a private retreat in the heart of it all. Inside, you’ll find a bright eat-in kitchen featuring granite countertops and stainless steel appliances, opening into a spacious living and dining area designed for easy everyday living and entertaining. Outside you’ll find your private courtyard — the ideal spot for morning coffee before heading to Disney or winding down in the evening. The courtyard also leads to the detached 2-car garage for added convenience. Upstairs, the spacious primary suite creates a relaxing escape with double sinks, granite countertops, a garden tub, separate shower, and walk-in closet. The second bedroom includes its own private bathroom as well. The laundry closet is upstairs which makes laundry a breeze and the washer and dryer convey! Additional updates and features include a new AC (2025), newer roof (2022), downstairs half bath, ceiling fans, and generous storage throughout. The HOA takes care of lawn maintenance, exterior pest control, and provides access to the community pool — giving you more time to enjoy everything Central Florida has to offer while still coming home to peace and privacy.
This listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY
WINDERMERE TRLS PH 1C - O6409301 - 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786 4 Days on yellowkey
$495,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
Meticulously maintained, this 3-bedroom, 2.5-bathroom two-story home sits in an unbeatable location directly across from Bay Lake Elementary. The first level features a welcoming front porch, an open-concept living area with brand-new LVP flooring, an updated half bath, and a beautifully appointed kitchen boasting stone countertops, a walk-in pantry, and a breakfast bar. Upstairs, a versatile spacious loft leads to two guest bedrooms and a primary suite complete with newly installed carpet, updated bathroom with dual vanities, a tile shower, and a walk-in closet. Big-ticket upgrades offer total peace of mind, including a new roof (2022) and a new hybrid water heater (2025). Windemere Trails community offers excellent amenities and is ideally situated just minutes from Lakeside Village Center and Westside Shoppes (Publix, dining, fitness, and more) and a short drive to Orlando's Theme Parks, World Class Dining, Shopping, and Golf. This low-maintenance home offers exceptional accessibility and turnkey living!
This listing is courtesy of: REDFIN CORPORATION
ACREAGE - O6398100 - 1924 DOWN HOLLOW LN, WINDERMERE, FL 34786 4 Days on yellowkey
$1,680,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
Escape the ordinary! This charming Windermere cottage on the Butler Chain, is set on a beautiful and private wooded lot with a rare opportunity for lake and boat frontage on Lake Down! This inviting residence is nestled on nearly two acres in a serene, Florida-style setting, offering the perfect blend of privacy and convenience. Thoughtfully renovated, this 3-bed, 2.5-bath, 2-car garage home embraces a warm, relaxed style with timeless cottage appeal and inviting indoor-outdoor living. A welcoming front porch entry sets the tone for a spacious great room with a cozy fireplace, an eat-in kitchen with natural light, ample cabinets and counter top space, perfect for everyday living and hosting. The first-floor primary suite includes a walk-in closet and a private bath, featuring a dual vanity and a separate shower. The sunroom sitting areas open to an expansive deck with a recessed spa and TV, creating the perfect setting for entertaining or quiet evenings surrounded by nature. A true retreat, with a private walkway and dock leading directly to Lake Down, offering seamless access to the Butler Chain of Lakes and all the recreation the 13 interconnected lakes have to offer. Conveniently located near Downtown Windermere, top-rated schools, shopping, and dining, with easy access to major roadways and airports, delivers the best of both tranquility and accessibility.
This listing is courtesy of: THE REAL ESTATE COLLECTION LLC
LAKES WINDERMERE - O6411199 - 12633 HADDON DR, WINDERMERE, FL 34786 4 Days on yellowkey
$650,000 | Single Family Home 5 bedrooms, 3.5 bathroom, 2 car garage
Sitting on a premium corner lot with mature landscaping, this beautiful Kensington model by Ashton Woods is located in the highly sought-after Lakes of Windermere community! Offering nearly 3,000 sq ft, this move-in ready home has been meticulously cared for and features room for a future pool. Recent updates include a new roof (2024), new downstairs A/C (2026), upstairs A/C (2023), upgraded Stainmaster PetProtect carpet (2026), quartz countertops, marble backsplash, cabinet lighting, paver patio, aluminum fencing, and updated landscaping. Inside, you’ll love the open split-bedroom floor plan, crown molding, upgraded flooring, and spacious kitchen with tons of cabinet space and stainless steel appliances overlooking the family room with custom built-in entertainment center wired for home theater. Upstairs 5th bedroom with full bath could also make the perfect theater room, game room, and guest suite. Lakes of Windermere offers a welcoming small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, tennis courts, playgrounds, and organized recreational activities. Ideally located just minutes from Disney, Winter Garden Village, I-4, SR 408, and the Florida Turnpike.
This listing is courtesy of: REAL BROKER, LLC
WINDERMERE TRLS PRCL 3 - O6411413 - 11951 VERMILLION AVE, WINDERMERE, FL 34786 5 Days on yellowkey
$459,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
LOCATION! LOCATION! BRAND NEW roof and gutters were installed in late 2023. Discover this charming 3 bedroom, 2.5 bath townhome in picturesque Windermere! Nestled in a well-kept community, this home boasts a gorgeous private courtyard, perfect for relaxing or entertaining. Just steps from an A-rated elementary school, and surrounded by multiple scenic walking paths with water views, it’s the ideal place for families and anyone seeking a serene, active lifestyle. HOA covers full outside maintenance, paint and roof care. Community has a beautiful pool and relaxing area ideal for Floria living! A wonderful opportunity to own a move-in ready townhome in a highly desirable community! Don’t miss out!
SUMMERPORT PH 03 - O6407409 - 13450 SUNKISS LOOP, WINDERMERE, FL 34786 5 Days on yellowkey
$574,900 | Single Family Home 5 bedrooms, 2.5 bathroom, 2 car garage
This 5-bedroom, 2.5-bathroom two-story home offers a spacious and highly functional layout, perfect for large households or those needing extra space. The main level features a formal front living room and a well-appointed kitchen with all appliances included and in good working order. For added convenience and privacy, the primary suite is located on the first floor, while the four secondary bedrooms and a full bathroom are situated on the second level. Complete with an attached 2-car garage, this home provides a smart separation of space and a move-in-ready interior.
This listing is courtesy of: ENTERA REALTY LLC
ISLEWORTH - O6409961 - 5199 LATROBE DR, WINDERMERE, FL 34786 5 Days on yellowkey
$5,300,000 | Single Family Home 6 bedrooms, 6.5 bathroom, 4 car garage
Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.
This listing is courtesy of: ISLEWORTH REALTY LLC
RESERVE AT WATERFORD POINTE PH 01 - O6408915 - 2002 WATER KEY DR, WINDERMERE, FL 34786 5 Days on yellowkey
$1,299,000 | Single Family Home 5 bedrooms, 5.0 bathroom, 3 car garage
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Set behind the gates of Reserve at Waterford Pointe, this exceptional 5-bedroom, 5-bathroom estate spans 3,695 square feet on more than half an acre of beautifully manicured grounds, delivering refined everyday living in one of Central Florida's most sought-after lakeside communities. Framed by freshly updated landscaping and mature greenery, the residence commands attention with its stately presence, expansive lot, and genuine sense of privacy. Recent upgrades elevate both comfort and longevity, including a new HVAC system, new water heater, fresh carpet in the main living areas, and tile flooring throughout the primary rooms. A grand entry introduces spectacular formal living and dining spaces designed to elevate both intimate gatherings and large-scale entertaining. At the heart of the home, the chef's kitchen is thoughtfully designed with a large center island, bar seating, stainless steel appliances, abundant cabinetry, and an open-concept layout that flows effortlessly into the main living areas. Overlooking the kitchen, the family room feels both warm and dramatic, anchored by a striking floor-to-ceiling stone feature wall with a gas fireplace that creates an inviting focal point. Privately positioned, the primary suite serves as a luxurious retreat with direct access to the outdoor living spaces. Spacious and serene, it is complemented by a spa-inspired bath with dual vanities, a soaking tub, walk-in shower, and an oversized walk-in closet designed for both comfort and functionality. Upstairs, a generous bonus room doubles as a private movie theatre with a wet bar, offering an ideal space for entertaining, relaxing, or hosting guests in a setting that feels distinctly elevated. Beyond the interiors, the home opens into a private outdoor oasis featuring a sprawling screened lanai, sparkling pool and spa, and a fully equipped summer kitchen with grill and bar seating. The expansive backyard delivers exceptional space and privacy, framed by lush mature landscaping that creates a tranquil, secluded atmosphere. Residents of The Reserve at Waterford Pointe enjoy an exclusive lifestyle with access to private community amenities, including a boat ramp to Lake Roberts, tennis courts, a playground, and beautifully maintained park spaces. Ideally positioned just minutes from Disney, Universal Orlando, SR 429, the Florida Turnpike, and some of Central Florida's finest shopping and dining destinations, this remarkable residence offers a rare combination of luxury, privacy, and convenience.
This listing is courtesy of: ONE LUXURY INTERNATIONAL LLC
NONE - O6409659 - 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786 5 Days on yellowkey
$2,400,000 | Single Family Home 4 bedrooms, 3.5 bathroom
This listing presents two distinct 1+ acre residential properties, located at 10532 & 10520 Park Ridge Gotha Rd, offering a unique opportunity: a 2.522-acre residential estate parcel situated in Windermere, Florida. The two adjacent lots, both exceeding one acre, currently feature vacant, yet well-maintained, older single-family homes. Windermere is renowned as one of Central Florida's most desirable, high-end luxury communities. Orange County's A1 zoning permits one single-family home per acre, in addition to horses, agricultural activities, barns, nurseries, sheds, etc. The property offers ample space for various amenities, including a pool, summer kitchen, tennis court, playground, or horses and stables. The neighborhood is predominantly comprised of large, luxury residences. The land is high and dry & flat and level, with only a few mature trees. This premium location provides convenient access to numerous retail developments, hospitals, expressways, restaurants, entertainment venues, golf courses, Publix, Walmart, and other popular shopping areas. Please be advised that these two parcels can only be purchased together as a package; they are not available for individual purchase. Note the attachments for aerial video, surveys, floor plans, and other descriptions.
This listing is courtesy of: DAVID WEAVER, REALTOR
WINDERMERE ISLE - PHASE 2 - S5150324 - 8360 VIVARO ISLE WAY, WINDERMERE, FL 34786 6 Days on yellowkey
$690,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
Beautiful home located in a quiet and well-maintained community. This property features a functional layout with spacious, light-filled interiors. It offers 4 bedrooms and 2.5 bathrooms. The kitchen is equipped with appliances, and ample storage space—perfect for everyday living and entertaining. Additionally, it includes a private patio, perfect for relaxing or enjoying outdoor time. The community offers great amenities such as a swimming pool and common areas. Prime location close to shopping centers, restaurants, supermarkets, and with easy access to major highways.
This listing is courtesy of: MD3 HOMES LLC
LAKES OF WINDERMERE - LAKE REAMS TOWNHOMES - O6410796 - 12555 CRUXBURY DR, WINDERMERE, FL 34786 6 Days on yellowkey
$350,000 | Townhouse 2 bedrooms, 2.5 bathroom, 2 car garage
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome to 12555 Cruxbury Drive in Windermere, a well-maintained 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a practical layout in a convenient Central Florida location. Set on a quieter street with a conservation area across the way, the home offers a more open surrounding feel with added privacy. The main level features comfortable living and dining areas designed for everyday use, along with a kitchen that has a pantry closet and connects easily to the shared spaces. The home has been thoughtfully improved with a number of recent upgrades, including replaced toilets, faucets, bathroom fixtures, dishwasher, washing machine, dryer, kitchen light fixture, and exterior lighting. Additional updates include a new kitchen backsplash, LED flood lights, epoxy-coated bathroom walls, and electrical improvements completed following the previous inspection. The mirrored bathroom walls were also removed, giving the spaces a cleaner and more updated appearance. Upstairs, both bedrooms are separated from the main living area, creating a practical setup for privacy, guests, roommates, or a home office arrangement. With 2 full bathrooms upstairs and a half bath on the first floor, the layout works well for both daily living and entertaining. Outside, the patio offers a manageable area for seating, plants, or a small outdoor dining setup. The exterior lighting adds function and curb appeal, while the conservation area across the way contributes to the home’s quieter setting. The exterior of the home was also freshly repainted last year through the HOA, helping maintain a clean and updated appearance. Adding to the home’s appeal is the low-maintenance lifestyle provided by the HOA, which handles roof repairs, exterior painting (touchup 2025), and landscaping maintenance, allowing for easier day-to-day ownership and added peace of mind. Located in Windermere, the property is close to restaurants, daycare options, nearby elementary schools, Disney University, shopping, parks, area employers, and major Central Florida roadways. With its low-maintenance layout, recent updates, HOA-covered exterior maintenance, patio space, and well-connected location, 12555 Cruxbury Drive offers a solid opportunity in a desirable Windermere area.
This listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS
CHAINE DE LAC - O6410693 - 12623 PARK AVE, WINDERMERE, FL 34786 6 Days on yellowkey
$3,800,000 | Single Family Home 5 bedrooms, 6.0 bathroom, 6 car garage
Experience Unparalleled Luxury in Chaine Du Lac Nestled within the sought- after gated community of Chaine Du Lac, this extraordinary custom estate redefines luxury living. Offering over 7,100 sqft of meticulously crafted living space, this magnificent residence features 5 bedrooms, 5 full bathrooms, and 2 half bathrooms, combining timeless elegance with exceptional craftsmanship in one of Central Florida's most sought-after addresses. A pair of custom wrought-iron front doors welcomes you into a breathtaking foyer highlighted by a dramatic circular dome ceiling and grand architectural details. Porcelain flooring flows throughout the home, while custom barrel ceilings, designer ceiling treatments, extensive tray ceilings, and crown molding showcase the remarkable attention to detail found in every room. Expansive windows fill the residence with natural light, creating a warm and inviting atmosphere throughout. Each of the five bedrooms serves as a private suite, complete with its own luxurious en-suite bathroom and custom walk-in closet. Designer ceilings, elegant trim work, offering comfort, privacy, and sophistication for family and guests alike. Designed for both everyday living and grand-scale entertaining, the chef's kitchen is truly a showpiece. Premium Thermador appliances, a custom hand-hammered copper hood, abundant cabinetry, a spacious walk-in pantry, natural gas, and stunning natural quartzite countertops combine beauty and functionality to create an exceptional culinary experience. The outdoor living spaces are equally impressive, featuring over 7,000 square feet of premium travertine hardscaping, including a grand travertine driveway and expansive rear paver terraces. Covered outdoor living areas on both levels are enhanced by beautiful tongue-and-groove wood ceilings, creating seamless indoor-outdoor living. The expansive upstairs balcony offers the perfect setting to relax, entertain, and enjoy Florida's year-round lifestyle. Car enthusiasts will appreciate the oversized 6-car garage, offering ample space for a prized collection, recreational vehicles, or workshop space. A private executive office has been strategically designed with a direct view into the garage, creating a unique showcase for automotive enthusiasts and allowing your collection to become part of the home's everyday living experience. Entertainment and lifestyle amenities continue throughout the home, including a dedicated theater room, whole-home surround sound system, and a private salon complete with its own half bathroom. A durable and elegant metal roof crowns the residence, while extensive custom millwork and luxury finishes further elevate the home's exceptional quality and craftsmanship. Residents enjoy the prestige and security of a community patrolled by the Windermere Police Department following annexation into the Town of Windermere. Just minutes away, experience the charm of downtown Windermere, where weekly farmers markets, food truck gatherings, boutique shopping, and community events create a lifestyle as inviting as it is exclusive. This extraordinary residence offers a rare combination of architectural excellence, luxury finishes, resort-style outdoor living, and an unmatched location within one of Central Florida's most coveted communities. A true showcase estate designed for those who demand the very best in luxury living. More than a home, it's a masterpiece of luxury living in the coveted Chaine Du Lac.
This listing is courtesy of: ELEVATE REAL ESTATE BROKERS
CASABELLA - O6409406 - 4303 ISABELLA CIR, WINDERMERE, FL 34786 6 Days on yellowkey
$2,899,000 | Single Family Home 7 bedrooms, 5.0 bathroom, 5 car garage
Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home features an OPEN-CONCEPT floor plan with 7 BEDROOMS, including a beautifully appointed MAIN-LEVEL Primary Suite with a spa-inspired bath, freestanding soaking tub, expansive dual custom-designed walk-in closets, oversized glass-enclosed shower, and integrated STEAM SAUNA. The main floor also includes an additional GUEST SUITE and 2 HALF BATHS. Upstairs, 5 additional BEDROOMS, 2 FULL BATHROOMS, and a spacious LOFT create a well-designed secondary living retreat, offering flexibility for gathering, relaxation, and elevated everyday living. The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces. Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades, DIGITAL CODE LOCK entry systems on all bedroom doors for added privacy and convenience. Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces. Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING. Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR. With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlando’s premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermere’s most desirable communities.
This listing is courtesy of: SERHANT
KEENES POINTE - O6410754 - 11524 CLAYMONT CIR, WINDERMERE, FL 34786 6 Days on yellowkey
$1,288,999 | Single Family Home 5 bedrooms, 4.0 bathroom, 3 car garage
*** One of the lowest $/SF in Keene's Pointe *** Welcome to this updated, move-in ready luxury home in Keene’s Pointe, one of Windermere’s premier 24-hour guard-gated golf communities and home to the Golden Bear Club. Offering 5 bedrooms, 4 bathrooms, and 3,358 square feet of living space, this beautifully upgraded residence combines luxury finishes, functional design, and an exceptional Central Florida lifestyle just minutes from Disney, top-rated Windermere schools, shopping, dining, and major highways. Situated on an oversized homesite with a large driveway accommodating up to nine vehicles and a three-car garage, this home makes an immediate impression. Inside, the open-concept floor plan features commercial-grade porcelain tile flooring, crown molding, updated lighting, designer finishes, and spacious living areas designed for both everyday living and entertaining. Just off the entry, a custom wet bar with wine refrigerator and beverage fridge flows seamlessly into the dining area and main living space. The updated chef’s kitchen overlooks the family room and showcases quartz countertops, a large center island with additional 36-inch cabinetry storage, a farmhouse sink, soft-close dovetail cabinetry, stainless steel appliances, a natural gas range with vent hood, and an ideal layout for entertaining guests or hosting family gatherings. The spacious first-floor primary suite serves as a private retreat and features a large custom walk-in closet along with a beautifully updated spa-style bathroom complete with dual vanities, soaking tub, oversized walk-in shower with multiple spray features, and custom tile details. Three additional bedrooms and two updated bathrooms are located on the main level, while all bedrooms include custom closet systems and updated ceiling fans. Upstairs, newly finished stairs lead to a versatile loft with luxury vinyl plank flooring, an additional bedroom, and a full bathroom, creating flexible space ideal for a media room, home office, guest suite, or multigenerational living setup. The outdoor living space is designed for Florida entertaining with an approximately 900-square-foot paver patio, natural gas firepit, spacious backyard, and nightly Disney fireworks views. The rear yard is also prewired with 50-amp power for a future pool installation if desired by the next owner. Additional improvements include a 2021 roof replacement, extensive updates throughout the home, a new natural gas meter installed in 2025, and a meticulously maintained septic system with annual servicing over the past 10 years, a new septic alarm box and meter installed in 2021, and a new septic float installed in early 2025. The property also offers exceptional storage with three overhead garage storage racks rated for 600 pounds each, along with a fully planked, lighted, and walkable attic space above the entire three-car garage. Residents of Keene’s Pointe enjoy access to private boardwalks to Lake Tibet and the Butler Chain of Lakes, two community boat ramps, four playgrounds, and year-round neighborhood events. Optional Golden Bear Club membership offers access to championship Jack Nicklaus-designed golf, tennis courts, resort-style pool, fitness center, dining, and social activities. This updated Windermere luxury home offers a rare opportunity to own in one of Central Florida’s most desirable gated golf communities. Schedule your private showing today.
This listing is courtesy of: ALIGN REAL ESTATE LLC
WINDERMERE TRLS PH 1C - O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 7 Days on yellowkey
$840,000 | Single Family Home 4 bedrooms, 3.5 bathroom, 2 car garage
Experience 8715 Quiet Meadows Trl, a residence recently refreshed with fresh interior paint throughout. The kitchen is equipped with a central island and all stainless steel appliances. The primary bathroom features double sinks and a separate tub and shower, while the primary bedroom contains a walk in closet. Outside, a covered patio overlooks a ground pool and partially fenced. A perfect blend of modern updates and refreshing outdoor comfort. Included 100-Day Home Warranty with buyer activation
This listing is courtesy of: OPENDOOR BROKERAGE LLC
VINEYARDS/HORIZONS WEST PH 2B - O6410129 - 13730 CALERA ALY, WINDERMERE, FL 34786 8 Days on yellowkey
$465,000 | Townhouse 4 bedrooms, 2.5 bathroom, 2 car garage
Welcome to 13730 Calera Alley, a rare 4-bedroom fully furnished end-unit townhome that offers a combination that’s incredibly difficult to find in the community, providing additional privacy, extra natural light, and a more spacious feel compared to interior units. With additional windows and only one shared wall, this home lives much more like a single-family residence while still offering the convenience of townhome living. Adding to the appeal is a private covered patio — the perfect space to enjoy your morning coffee, unwind in the evenings, or create an outdoor living area with added privacy that’s hard to come by in townhome communities. Inside, the home has been thoughtfully upgraded with custom closet systems installed throughout the bedrooms. The primary suite features a massive walk-in closet complete with a fully customized organization system designed to maximize storage. Located just off Winter Garden Vineland Road, The Vineyards is loved for its charming streetscapes, resort-style pool and cabana, playground, and HOA-maintained landscaping, allowing residents to enjoy the lifestyle without the constant exterior upkeep. The neighborhood also stands out for having no CDD fees, which is increasingly rare for newer communities in the area. The home's location places you right in the middle of everything buyers are looking for in Horizon West. Just minutes away, you’ll find the rapidly growing Hamlin and Windermere corridor filled with shopping, dining, fitness studios, coffee shops, grocery stores, and everyday conveniences. Nearby favorites include Publix, Lakeside Village, Windermere Village, and an endless variety of restaurants and retail throughout Horizon West. It also offers quick connectivity to SR-429, Walt Disney World property, Winter Garden Village and major employment hubs throughout Central Florida. Outdoor enthusiasts will also appreciate being close to the Butler Chain of Lakes area, walking trails, parks, and nearby preserves. The Vineyards offers a balance that’s difficult to find — a true neighborhood feel with newer construction, maintained community spaces, and proximity to top-rated Windermere-area schools, all while being tucked away from the congestion of larger master-planned communities. Whether buyers are looking for extra space, a lock-and-leave lifestyle, or simply a rare end-unit opportunity in one of Windermere’s most convenient locations, this home delivers.
This listing is courtesy of: EXP REALTY LLC
SUMMERPORT TRAIL PH 2 - O6410454 - 13732 SUMMER HARBOR CT, WINDERMERE, FL 34786 9 Days on yellowkey
$599,000 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
Wonderful opportunity rental investment . Prepare to be amazed by this beautiful nature friendly corner lot in Summerport. This spacious & immaculate 4-bedroom 2.5 bath features an array of upgrades. Enjoy the tranquil Waterfront pond and Disney fireworks from the comfort of your front porch. This premium lot is sitting on a quiet CUL-DE-SAC, nestled in a corner with no right neighbors and stunning conservation area. The home chef will appreciate the beautiful kitchen that features granite, custom 42" cabinets, stainless appliances and walk-in pantry. The living room boasts of high ceilings all the way to the second story with lots of windows to provide a light and bright area. The second story has four bedrooms including the Master Suite and laundry room for convenience. Community and Recreational Amenities include the following: community recreation/fitness center, tennis courts, junior Olympic pool, playground, basketball court, sand volleyball court, bike/nature trail, 2 lakeside parks with lake access. LOCATION, LOCATION, LOCATION, you’re walking distance from Windermere High School, Publix, shops & restaurants. 5-minute drive from Winter Garden Village center where you can enjoy a list of shops and restaurants. Easy access to major road ways such as the 429, I-4, 408 and Florida Turnpike. Excellent Tenant in place otherwise 60 day-period to move out This gem won't last, schedule your tour today!
This listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC
WINDERMERE TOWN - O6409463 - 811 MAIN ST, WINDERMERE, FL 34786 9 Days on yellowkey
$649,999 | Single Family Home 2 bedrooms, 1.5 bathroom , 1 car carport
Exclusive Rare Opportunity to own this expansive 100'x160' double lot in downtown Windermere. Whether you’re looking for a charming home or a prime location to build your dream residence, this property delivers endless potential. The home features arched doorways, luxury vinyl plank (LVP) flooring, and a sunroom filled with natural light. The updated kitchen includes 42” soft-close cabinets, Granite countertops, stainless steel appliances, and a custom island with a breakfast bar. The primary bedroom boasts a spacious walk-in closet with custom built-ins, and the bathroom is finished with marble and subway tile. The nearly half-acre lot offers a fenced backyard, custom pergola, wood deck, fire pit, and a storage shed with electricity, perfect for entertaining or relaxing. Enjoy walking proximity to Windermere’s cafes, parks, and events like the Farmers Market. Deeded access to the Butler Chain of Lakes and Lake Bessie provides excellent opportunities for boating and water sports. With no HOA, A-rated schools, and golf-cart-friendly streets, this property blends convenience and practicality. Schedule your showing today.
This listing is courtesy of: CAMERON REALTY GROUP LLC
WESTSIDE VILLAGE - S5149947 - 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786 10 Days on yellowkey
$539,000 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!
This listing is courtesy of: MULTI CHOICE REALTY LLC
ESTATES AT WINDERMERE - O6410264 - 2230 RIDGEWIND WAY, WINDERMERE, FL 34786 10 Days on yellowkey
$1,349,000 | Single Family Home 5 bedrooms, 4.0 bathroom, 3 car garage
One or more photo(s) has been virtually staged. Spacious and beautifully maintained 5-bedroom, 4-bath pool home situated on a 1/2-acre fenced treed lot in desirable Estates at Windermere. This stunning residence offers a great split floorplan with generous living spaces, high ceilings, and abundant natural light throughout. As you enter the home the dining room is to the left and the living room on the right side could also be an office or den. The spacious family room with built-ins creates the perfect gathering space. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a breakfast area. The primary suite includes a spa-inspired bath, dual vanities, a soaking tub, and a walk-in shower. There are three spacious secondary bedrooms and two full baths offering flexibility for family and guests. There is a bonus room with a closet and full bath that provides endless possibilities like a mother-in-law suite, guest retreat, home office, media room or the 5th bedroom. Step outside to your private backyard oasis complete with a sparkling screened pool, covered lanai, and beautifully landscaped yard that backs to an expansive greenbelt common area that affords privacy. The owners have made many updates over the years and recently including new sliding hurricane doors, new carpet in all four bedrooms, painted the outside of the house and newer appliances. Conveniently located near top-rated schools, shopping, dining, attractions and major roadways. This exceptional home combines comfort, elegance, and the best of Florida living.
OASIS COVE/LAKESIDE VILLAGE PH VII - O6410152 - 14442 DESERT HAVEN ST #4305, WINDERMERE, FL 34786 10 Days on yellowkey
$359,900 | Condo 3 bedrooms, 2.5 bathroom, 1 car garage
Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences. This spacious townhome features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with a bright and open floorplan designed for both comfortable everyday living and entertaining. Residents enjoy access to excellent community amenities, creating a comfortable and enjoyable lifestyle in one of Central Florida’s most desirable areas. Ideally situated just minutes from Walt Disney World, major highways, top-rated schools, beautiful lakes, shopping, and dining, this property offers the perfect combination of tranquility, convenience, and prime location. An exceptional opportunity to own one of the best-priced 3-bedroom properties in the highly sought-after Windermere area.
This listing is courtesy of: WRA BUSINESS & REAL ESTATE
PRESTON SQUARE - O6410182 - 11401 EVESHAM DR, WINDERMERE, FL 34786 10 Days on yellowkey
$440,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
One or more photo(s) has been virtually staged. Brand New Roof just installed a couple of weeks ago! Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.
This listing is courtesy of: DENIZ REALTY PARTNERS LLC
OASIS COVE 1 AT LAKESIDE VILLAGE CONDO PH 1 - O6409827 - 14005 SPARKLING COVE LN, WINDERMERE, FL 34786 11 Days on yellowkey
$375,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys peaceful wooded and lake views with no rear neighbors, creating a tranquil retreat to come home to each day. Inside, soaring ceilings and an open-concept layout create a bright and spacious feel. The updated kitchen features granite countertops, ample cabinetry and overlooks the main living area, ideal for entertaining or everyday living. The primary suite is conveniently downstairs and offers serene wooded views for a relaxing escape. Upstairs, you’ll find additional bedrooms along with the loft and bonus room, ideal for remote work, hobbies, a media room, playroom or guest overflow space. The laundry room is also conveniently upstairs. Sellers are offering a $5,000 carpet allowance with an acceptable offer, giving buyers the opportunity to personalize the flooring to their taste. Enjoy Florida living year-round from the screened patio and open patio deck, both with attractive stone pavers in the front walkway and rear of the home. Additional upgrades include a 2020 HVAC system with UV lighting and an air filtration system for enhanced comfort and air quality. The home is also wired for surround sound, and the speakers are available should buyers wish to reconnect them after the freshly painted downstairs interior. Residents of Oasis Cove enjoy exceptional amenities, including a resort-style pool with lake views, fitness center, clubhouse, playground and beautifully maintained grounds. HOA fees include exterior maintenance, water, cable, internet, and grounds maintenance for added convenience and value. Just minutes from shopping, dining and everyday conveniences, this home also offers quick access to SR 429, Florida’s Turnpike, and Interstate 4. Enjoy being approximately 20 minutes from Walt Disney World, EPCOT and Disney's Animal Kingdom Theme Park while enjoying the peaceful charm of Windermere living. Nearby attractions also include Hamlin Town Center, golf courses, scenic lakes, restaurants and top-rated schools.
This listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY
GLENMUIR 48 39 - O6409714 - 11326 LEDGEMENT LN, WINDERMERE, FL 34786 11 Days on yellowkey
$939,000 | Single Family Home 5 bedrooms, 3.5 bathroom, 2 car garage
One or more photo(s) has been virtually staged. Experience refined living in this beautifully updated 5-bedroom home, nestled in an exclusive gated community zoned for top-rated schools. The open-concept main level boasts soaring high ceilings, abundant natural light, elegant tile flooring, and a convenient primary suite for ultimate privacy. At the heart of the home is a fully remodeled kitchen (2021) featuring upgraded cabinetry and modern finishes. Upstairs, you'll find premium luxury vinyl plank flooring, newly replaced in 2026. Additional high-value upgrades include a whole-house water filtration system and a private well irrigation system (both installed in 2022). 2 Air Conditioning units installed in October, 2020. Combining security, style, and efficiency, this thoughtfully upgraded home is completely move-in ready!
This listing is courtesy of: AAA GLOBAL VENTURES PA
LAKESIDE/LKS - S5150297 - 8180 BOAT HOOK LOOP #109, WINDERMERE, FL 34786 12 Days on yellowkey
$299,500 | Condo 2 bedrooms, 2.0 bathroom
Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 offers a functional split-bedroom layout with inviting living spaces, generous natural light, and easy ground-level access. The kitchen opens seamlessly to the main living area, creating a welcoming flow that works equally well for everyday living or entertaining guests. The primary suite features a spacious walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to enjoy the covered patio — a perfect spot for morning coffee or winding down at the end of the day. Situated within a gated community with resort-style amenities, residents enjoy access to a pool, fitness center, playground, walking areas, and more. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this property combines low-maintenance living with an unbeatable location.
This listing is courtesy of: ROMAN'S PRO REALTY LLC
WINDSOR HILL - O6408997 - 9527 QUEENSBURY CT, WINDERMERE, FL 34786 12 Days on yellowkey
$1,499,900 | Single Family Home 5 bedrooms, 5.0 bathroom, 3 car garage
Rare opportunity to purchase in the Windermere's Windsor Hill community on a quiet cul-de-sac. This spacious 5-bedroom home offers over 5,300 square feet of flexible living space designed for both everyday living and entertaining. Situated on nearly half an acre, the property features a functional layout with large gathering spaces, high ceilings, and plenty of natural light throughout. The kitchen includes stainless steel appliances, ample cabinet space, a center island, and connects directly to the main living areas, making it ideal for hosting or family life. The first-floor primary suite offers dual walk-in closets and a large ensuite bath, while the additional bedrooms and living spaces provide room for guests, work-from-home setups, or multigenerational living. One of the standout features of the home is the custom Indiana Jones-themed movie room, creating a unique and immersive entertainment space. The home also includes a bonus enclosed patio area that can function as a home gym or creative workspace. Outside, enjoy a large backyard, covered outdoor areas, and a private pool setting perfect for Florida living. Conveniently located near top-rated schools, shopping, dining, and major roadways, this Windermere home combines size, character, and functionality in a desirable location.
This listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC
RESERVE AT LAKE BUTLER SOUND - O6405977 - 11015 HAWKSHEAD CT, WINDERMERE, FL 34786 12 Days on yellowkey
$1,529,999 | Single Family Home 5 bedrooms, 4.5 bathroom, 3 car garage
Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.
LAKE DAVIS ESTATES - O6408495 - 5344 WATER CREEK DR, WINDERMERE, FL 34786 13 Days on yellowkey
$1,685,000 | Single Family Home 5 bedrooms, 4.0 bathroom, 4 car garage
Opportunities like this are extremely rare. This stunning custom-built Anthony Laux estate sits on a full acre in the private enclave of Lake Davis Estates in Windermere. Tucked away on a private street with just seven custom homes and no HOA fees, it offers privacy and tranquility while remaining minutes from everything that matters. The home greets you with impressive curb appeal, a long driveway, and a FOUR CAR garage. Ornate double entry solid wood doors open to soaring coffered ceilings and a formal living room anchored by a stone-encased gas fireplace, offering immediate views of the sparkling pool and expansive backyard. The formal dining room features exquisite architectural ceiling details, creating an elegant setting for memorable gatherings. The kitchen is a chef’s dream with custom cabinetry, a large prep island, Wolf gas cooktop with a true vented hood, a full-size wall refrigerator, and a walk-in pantry. The adjacent dinette overlooks the pool, making everyday meals feel special. This space flows seamlessly into the oversized family room, perfect for relaxing with family or entertaining friends. Designed for true one-story living, four of the five bedrooms are on the main level. The luxurious primary suite includes a generous custom walk-in closet, garden bath with dual vanities, and a spacious shower. A standout feature is the large rear bedroom with its own full bath and private exterior entrance—ideal as an IN-LAW SUITE—overlooking the pool and Lake Davis. Two additional bedrooms share a convenient Jack-and-Jill bath, completing the thoughtful and functional first-floor layout. Up the travertine staircase, the second floor offers a private retreat with a large bonus room, full bath, and bedroom—perfect for guests, a home office, or a teenager’s sanctuary. Throughout the home, rich wood flooring, meticulously laid travertine,detailed custom trim and casings, and elevated architectural ceiling work creates a luxurious feel. Outside, Florida living shines on the expansive covered lanai with remote screens and a well-equipped summer kitchen overlooking the large pool and large backyard. Breathtaking views of Lake Davis, spectacular sunsets, and even Disney fireworks in the evening add daily magic. An irrigation well keeps watering costs extremely low on the full-acre grounds. Sought after K-12 schools... Windermere Elementary, Bridgewater Middle, and Windermere High. Windermere Preparatory and Foundation Academy campuses being so close is another huge plus for those with school age family members. Shopping, dining, and entertainment options abound within minutes in every direction, including Dr. Phillips Restaurant Row, Downtown Winter Garden, and Disney just under 20 minutes away. Easy access to the 429 and Florida Turnpike makes commuting effortless. With a tile roof, four-car garage, private in-law suite, summer kitchen, bonus room, pool, and no HOA on a full acre, this estate offers exceptional value. Homes of this caliber and scale rarely become available—don’t miss your chance to make it yours.
This listing is courtesy of: RE/MAX PRIME PROPERTIES
ISLEWORTH - O6408804 - 4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 13 Days on yellowkey
$4,200,000 | Single Family Home 5 bedrooms, 6.0 bathroom, 3 car garage
Under contract-accepting backup offers. Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. Offering an impressive 5,695 square feet of meticulously designed living space, this villa presents an exquisite blend of elegance, comfort, and modern convenience, complemented by an array of exceptional features and amenities.The property encompasses five generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost privacy and convenience, along with a dedicated office space ideally suited for professionals working from home. The spacious chef’s kitchen is outfitted with high-end Viking, Wolf, and TRUE appliances, abundant storage, a butler’s pantry, and an adjacent entertaining bar designed for effortless hosting. Enhancing both peace of mind and functionality, the residence is equipped with a Moen whole-home water management system, along with a sophisticated home automation and security system that controls many of the home’s key functions. Designed to embrace the Florida lifestyle, the outdoor living spaces are equally exceptional. A private pool and spa, expansive lanai, and fully appointed summer kitchen create the perfect setting for relaxing or entertaining while enjoying the picturesque surroundings. In every detail, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining spacious design, refined finishes, advanced smart-home technology, and thoughtfully curated custom features. Whether enjoying the tranquility of the Gardens, entertaining poolside, or working from the comfort of your private office, this residence offers an unparalleled lifestyle of distinction.
PRESTON SQUARE - O6408661 - 6528 HELMSLEY CIR, WINDERMERE, FL 34786 14 Days on yellowkey
$325,000 | Townhouse 2 bedrooms, 2.5 bathroom, 2 car garage
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **MOVE IN READY** TWO PRIMARY SUITES** EASY OWNER FINANCING AVAILABLE** Your new home is a beautifully maintained townhome tucked inside the charming Preston Square community in the heart of Windermere. The inviting front porch, lush landscaping, and towering palms create the perfect first impression of Florida living at its finest. This two-story residence blends comfort, style, and convenience offering the ideal opportunity for first-time buyers, professionals, investors, or anyone looking to enjoy the Windermere lifestyle without sacrificing value. Inside, you’ll immediately notice the bright and airy layout enhanced by soaring ceilings, elegant crown molding, and an abundance of natural light pouring through oversized windows. The spacious living and dining areas flow seamlessly together, creating an open-concept design perfect for entertaining guests or enjoying relaxing evenings at home. The kitchen is designed to impress, featuring rich solid wood cabinetry, granite countertops, sleek black appliances, ample prep space, and a functional breakfast bar overlooking the main living area. Whether you’re preparing a quick morning coffee or hosting dinner with friends, this kitchen offers both style and practicality. Just beyond the sliding glass doors, a private oversized courtyard patio creates a peaceful outdoor retreat ideal for grilling, dining al fresco, gardening, or simply unwinding after a long day. Upstairs, the spacious primary suite offers a relaxing sanctuary complete with tray ceilings, beautiful wood flooring, a massive walk-in closet, and private balcony access where you can enjoy tranquil mornings. The en-suite bathroom features a large soaking tub, walk-in shower, and elegant finishes designed to create a spa-like experience at home. What truly sets this floor plan apart is the generously sized second bedroom, which also features its own private en-suite bathroom — making this home feel almost like it has two primary suites. This rare setup provides incredible flexibility for guests, roommates, multigenerational living, or anyone seeking additional privacy and comfort. Between the charming front porch, private courtyard patio, upstairs balcony, and attached two-car garage, this home delivers the space and functionality buyers are searching for. The thoughtful floor plan maximizes every square foot, creating a home that lives larger than expected while maintaining a cozy and manageable feel. Additional upgrades provide peace of mind and added value, including newer kitchen appliances along with a washer and dryer that convey with the home. Major system updates have already been completed for the new owner, featuring a new roof installed in 2023, AC replaced in 2022, and a water heater installed in 2024 — making this home truly move-in ready with big-ticket items already taken care of. Located within Preston Square, residents enjoy access to community amenities including a resort-style pool, playground, basketball court, green spaces, and beautifully maintained sidewalks throughout the neighborhood. The location is truly unbeatable — just minutes from Disney, Winter Garden Village, Horizon West, major highways, top-rated Windermere schools, shopping, dining, and entertainment. This community continues to attract buyers seeking the perfect balance between convenience, lifestyle, and long-term value. Schedule a private showing today!
This listing is courtesy of: NEW HEIGHTS REALTY GROUP
WEST LAKE BUTLER ESTATES - O6408637 - 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786 14 Days on yellowkey
$4,700,000 | Single Family Home 8 bedrooms, 6.0 bathroom, 3 car garage
Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12,323 gross square feet with 7,000 heated square feet, thoughtfully designed to maximize comfort, elegance, and breathtaking water views from nearly every angle. Adding to the property’s exceptional versatility is a private 2-bedroom, 1-bathroom guest house and separate garage apartment, creating incredible multigenerational living potential or the ideal setup for extended guests, private offices, or luxury accommodations. The showstopping covered dock pavilion is truly in a class of its own, featuring an expansive over-water lounge, designer outdoor kitchen, bar seating, dining area, and private boat slip, creating the ultimate lakeside retreat. Every detail of this estate has been curated to deliver a private luxury resort experience unlike anything else on the market. The grounds are equally spectacular with a custom screened pool and heated spa overlooking the lake, a private sandy beach, mature canopy trees, waterfront firepit lounge, multiple entertaining spaces, and beautifully manicured landscaping that creates total serenity and privacy. The property’s incredible resort-style entertaining infrastructure makes it ideal for hosting intimate gatherings or large-scale events with ease. Perfectly positioned just minutes from charming downtown Windermere, and conveniently located near Horizon West and downtown Winter Garden, this extraordinary estate also offers easy access to Orlando’s world-renowned attractions — including approximately 25 minutes to Disney and Central Florida’s premier theme parks, and only 30 minutes to Orlando International Airport (MCO). Whether enjoying peaceful mornings on the water, sunset cruises from your private dock, or entertaining on a grand scale, this extraordinary Windermere estate offers a rare opportunity to own one of Central Florida’s most impressive waterfront compounds. A true WOW property that must be experienced in person to fully appreciate its scale, setting, and lifestyle.
PALMS AT WINDERMERE - G5112469 - 14341 CREST PALM AVE, WINDERMERE, FL 34786 16 Days on yellowkey
$1,130,643 | Single Family Home 4 bedrooms, 4.0 bathroom, 2 car garage
One or more photo(s) has been virtually staged. Under Construction. Arlington Floorplan – 3,153 Sq. Ft. | 4 Beds | 4 Baths | 2.5-Car Garage | Arlington with Bonus Room – a thoughtfully designed, 1-story home plus a Bonus Room on the 2nd floor that perfectly blends luxury, functionality, and comfort. This brand new 3,153 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space. Features: 4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet. 4 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, a large center island, upgraded cabinetry, quartz countertops, a walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area. Projected Completion August/September. Preferred Lender incentives apply.
This listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC
LAKE CRESCENT RESERVE - O6405937 - 2804 MARQUESAS CT, WINDERMERE, FL 34786 17 Days on yellowkey
$1,999,000 | Single Family Home 5 bedrooms, 4.0 bathroom, 2 car garage
Under contract-accepting backup offers. Timeless architecture and design come together in this modern-traditional residence in the Town of Windermere, where lakefront living, community charm, and top-rated Windermere schools create one of Central Florida’s most desirable lifestyles. Rich in warmth and character with its classic brick exterior, this thoughtfully designed ranch home blends comfort, function, and classic American elegance. Set on Park Avenue, behind the gates of Lake Crescent Reserve, on a quiet cul-de-sac, this lakefront house sits on over an acre. A peaceful approach from the community entrance immediately sets a tone of privacy and serenity. The expansive windows, with water and nature views, welcome you home and fill the house with gorgeous natural light throughout the day. At 4,582 square feet under roof, with approximately 3,915 square feet of living space, the split floor plan features 5 bedrooms and 4 full baths, along with multiple gathering spaces designed for both entertaining and everyday living. From intimate to large family gatherings, the floor plan flows smoothly outdoors. This well-designed home offers a rare balance of openness, comfort, and privacy. The outdoor living experience is exceptional. The Cape Cod-style Florida room with panoramic sliders opens to the screened lanai, with a resort-style setting complete with a full summer kitchen, outdoor shower, pool, boathouse, private boat ramp, and boat mooring area, all overlooking the pristine waters of Lake Crescent. Well known for decades among water sports enthusiasts, Lake Crescent is a private 175-acre ski lake with exceptional water quality. While not part of the Butler Chain of Lakes, it shares the same water source and is listed on Florida’s Outstanding Florida Waters list, which recognizes efforts to preserve the lake’s natural beauty and quality. Adding to its appeal, Lake Crescent Reserve offers low HOA dues and is adjacent to the Windermere Recreation Center, with tennis courts, playgrounds, sports fields, and community events. Lake Crescent Reserve residents also enjoy a short bike or golf cart ride to Windermere Elementary and the charming downtown shops and restaurants along Main Street.
WINDSOR HILL - O6407352 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 17 Days on yellowkey
$1,450,000 | Single Family Home 4 bedrooms, 4.0 bathroom, 3 car garage
Nestled on a rare half-acre lot in one of Windermere’s most sought-after communities, Windsor Hills, this FULLY RENOVATED luxury home delivers the ultimate move-in-ready, like-new lifestyle buyers are searching for. Featuring 4 spacious bedrooms, 4 beautifully updated bathrooms, and a highly desirable open-concept layout, every inch of this residence has been meticulously redesigned with today’s modern buyer in mind. The stunning chef’s kitchen is a true showpiece, appointed with brand-new premium Thermador appliances, custom cabinetry, designer finishes, and elegant lighting that elevate the entire living experience. Wide-plank luxury vinyl flooring flows seamlessly throughout the home, combining sophistication with durability and low-maintenance living. Designed for both everyday comfort and entertaining, the flexible floor plan includes an oversized upstairs BONUS ROOM, with a built-in-closet and a full bathroom, ideal for a home theater, game room, executive office, fitness studio, or private guest retreat/in-law suite. Major upgrades provide exceptional value and peace of mind, including a 2021 roof, dual high-efficiency HVAC systems (2 units/ 2026), new water heater, upgraded sliding glass doors, and an epoxy-coated garage. The expansive backyard offers endless possibilities to create your dream outdoor oasis, resort-style pool, or entertaining space. Located just minutes from the renowned Butler Chain of Lakes, championship golf courses, upscale dining, shopping, and top-rated schools, this exceptional property combines luxury, privacy, and convenience in one of Central Florida’s most desirable locations. Rarely does a fully updated home with this level of quality, land, and location become available. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.
This listing is courtesy of: DOUGLAS ELLIMAN
SUMMERPORT PH 03 - O6406747 - 5225 LEMON TWIST LN, WINDERMERE, FL 34786 17 Days on yellowkey
$499,900 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
Under contract-accepting backup offers. Welcome to Summerport, one of Windermere's most sought-after communities! This charming 3 bedroom, 2 bath single-story home offers nearly 1,700 heated square feet of well-designed living space with a split bedroom floor plan, 2-car garage, and some of the most beautiful curb appeal on the street — complete with a brick paver walkway and low maintenance landscaping. Inside, gorgeous wood flooring flows through the main living areas and an abundance of natural light complements the open floor plan, making it ideal for both everyday living and entertaining. A multi-functional flex space off the foyer offers endless possibilities — formal dining, home office, gym, or playroom. The kitchen was fully remodeled in 2021 and features 42" white shaker cabinetry, subway tile backsplash, stainless steel appliances including a gas stove, a center island with bar seating, closet pantry, and an eating space — all open to the main living area. The primary suite is a true retreat, boasting tray ceilings, a generous walk-in closet, and a beautifully remodeled bathroom (2024) with dual sinks, soaking tub, walk-in shower, private water closet, and striking tile work. Step outside to your screen-enclosed lanai with brick pavers and an extended deck, all set within a fully fenced backyard with vinyl fencing — perfect for pets, play, or simply unwinding. Additional highlights include interior paint (2021) and AC (2019). Zoned for A-rated schools including Windermere High School, with the elementary school just a short distance away. Summerport's resort-style amenities are second to none — clubhouse, fitness center, pool, playground, beach volleyball, basketball and tennis courts, a fishing dock, sandy beach area, and miles of sidewalks winding past scenic ponds and beneath mature oak tree canopies perfect for walking and running. Whether you're a growing family, looking to downsize, or searching for a second home, this one checks all the boxes. Grocery, shopping, dining, and major highway access all just minutes away — this is Florida living at its finest!
This listing is courtesy of: KELLER WILLIAMS WINTER PARK
PRESTON SQUARE - O6406997 - 6615 HELMSLEY CIR, WINDERMERE, FL 34786 18 Days on yellowkey
$690,000 | Single Family Home 5 bedrooms, 3.5 bathroom, 2 car garage
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.
SUMMERPORT - O6405511 - 4948 WISE BIRD DR, WINDERMERE, FL 34786 18 Days on yellowkey
$679,000 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
One or more photo(s) has been virtually staged. Don’t miss the opportunity to live in the HIGHLY SOUGHT-AFTER A-RATED SCHOOL DISTRICT community of Summerport. This BEAUTIFUL ONE-STORY POOL HOME features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a NEW ROOF INSTALLED IN 2022. Step into a welcoming foyer that showcases the home’s OPEN LAYOUT. Two of the three bedrooms are located on the left side of the home, separated from the primary suite for added privacy. Continuing down the hallway, you’ll find a SPACIOUS FLEX ROOM currently being used as an additional bedroom, perfect as a guest room, office, gym, or playroom. The updated kitchen opens to a bright family and dining area filled with natural light. The primary suite is privately situated at the back of the home and features a WALK-IN CLOSET, dressing area, and an ensuite bathroom with DUAL SINKS, a separate shower, and a GARDEN TUB. Large sliding doors lead to your PRIVATE SCREENED-IN OASIS with a beautifully tiled lanai. The POOL AND SPA provide the perfect setting to enjoy the FLORIDA LIFESTYLE. Summerport offers excellent community amenities including a RESORT-STYLE POOL, fitness center, parks, playgrounds, and a fishing pier. Conveniently located near TOP-RATED SCHOOLS, shopping, major highways, and just MINUTES FROM DISNEY where you can enjoy the NIGHTLY FIREWORKS from the neighborhood. Don’t miss this INCREDIBLE OPPORTUNITY. Schedule your private showing today!
This listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC
SUMMERPORT PH 05 - O6403960 - 4819 INDIAN DEER RD, WINDERMERE, FL 34786 19 Days on yellowkey
$669,900 | Single Family Home 4 bedrooms, 4.0 bathroom, 3 car garage
Under contract-accepting backup offers. Expansive four-bedroom, four-bathroom home in Windermere featuring a grand and thoughtfully designed floor plan. Upon entry, you are welcomed by a dramatic foyer with a sweeping staircase and an overlooking balcony. The main level offers a versatile front flex space—ideal for a formal sitting area—that flows into a chef-inspired kitchen. With abundant cabinet and counter space, the kitchen is perfectly suited for hosting and opens seamlessly into a massive living room. Additionally, the ground floor includes a dedicated private office and a full bathroom. All bedrooms are located on the second floor for maximum privacy. The primary suite is a true retreat, featuring a "Romeo and Juliet" balcony overlooking the foyer, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities, a garden tub, and a separate standing shower. Ideally located just minutes from Winter Garden Village, Highway 429, and Downtown Winter Garden. This home is zoned for highly-regarded schools, including Keenes Crossing Elementary, Bridgewater Middle, and Windermere High School. Schedule your showings today!