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Windermere High School - O6425396 - 6533 CARTMEL LN, WINDERMERE, FL 34786 Just Added on 07/15/2026 2:07PM
$1,595,000 | Single Family Home | 5 beds | 3.5 baths | 3 gar
Welcome to The Reserve at Lake Butler Sound, one of Windermere's most prestigious 24-hour guard-gated luxury communities, where estate homes, tree-lined streets, and access to the renowned Butler Chain of Lakes create an unmatched lifestyle. Perfectly positioned on over half an acre at the end of a quiet cul-de-sac, this impeccably maintained 5-bedroom, 3.5-bath residence offers more than 3,750 square feet of thoughtfully designed single-story living with timeless architecture and sophisticated modern finishes. A paver driveway, mature tropical landscaping, and stately columns create an unforgettable first impression. Inside, grand beveled-glass French doors open to soaring ceilings, elegant architectural details, and expansive sightlines that lead directly to the screened pool and spa with a beautiful ceramic tiled deck, creating a seamless connection between indoor and outdoor living. Designed for both everyday comfort and elegant entertaining, the executive open-concept floor plan features formal living and dining spaces accented by tray ceilings, custom lighting, and graceful archways. Rich wood flooring, abundant natural light, and refined finishes elevate every room. At the heart of the home, the chef's kitchen is as functional as it is beautiful, featuring granite countertops, generous prep space, a large breakfast bar, natural gas counter top and a bright breakfast nook overlooking the outdoor pool and living area. The kitchen flows seamlessly into the spacious family room, where a cozy natural gas fireplace creates the perfect gathering space for family and guests. Privately tucked away, the owner's suite serves as a luxurious retreat with travertine flooring, dual custom walk-in closets, and a spa-inspired bath complete with dual vanities, an oversized walk-in shower with dual shower heads, and a convenient wet bar. An adjoining flex space offers endless possibilities as a private office, fitness room, reading lounge, or nursery. The secondary bedrooms are thoughtfully positioned for privacy and functionality, featuring a Jack-and-Jill bathroom, an additional full bath, and spacious accommodations for family or guests. A dedicated office at the front of the home functions as a fifth bedroom, providing exceptional flexibility for today's lifestyle. Step outside to your private backyard oasis, where the screened pool and spa are surrounded by lush landscaping, ambient lighting, and an expansive covered lanai—perfect for entertaining year-round or enjoying peaceful Florida evenings. Living in Lake Butler Sound means more than owning an exceptional home—it's embracing one of Central Florida's most coveted luxury lifestyles. Residents enjoy 24-hour guarded security, a private community fishing pier on Lake Butler, beautifully maintained parks and green spaces, and proximity to the Butler Chain of Lakes, one of Florida's most desirable chains for boating, skiing, paddleboarding, and waterfront recreation. The community is also zoned for top-rated schools and is just minutes from downtown Windermere, Restaurant Row, world-class golf, major highways, Orlando's premier attractions, and an exceptional collection of luxury shopping and dining. This is a rare opportunity to own an elegant estate in one of Windermere's most sought-after luxury communities, where privacy, location, and lifestyle come together in perfect harmony.
Listing is courtesy of: COLDWELL BANKER REALTY
Windermere High School - O6421205 - 6119 GROSVENOR SHORE DR, WINDERMERE, FL 34786 Just Added on 07/15/2026 10:37AM
$15,900,000 | Single Family Home | 7 beds | 8.5 baths | 6 gar
Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements, and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With six bedrooms and eight-and-a-half bathrooms plus guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room, and a private attached guest suite. The backyard retreat evokes the feeling of the Lake Como, with picturesque sightlines, expansive lake views, and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes, and countless other custom architectural elements. Situated within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering both privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds, and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality, and designation as an "Outstanding Florida Water."
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY
Windermere High School - O6425118 - 12947 RUNSWICK AVE, WINDERMERE, FL 34786 1 Day on yellowkey
$3,200 | Single Family Home | 4 beds | 2.0 baths | 2 gar
MOVE-IN READY! Beautiful and spacious 4-bedroom, 2-bath home located in the highly desirable Lakes of Windermere community. Surrounded by mature landscaping, scenic lakes, walking trails, and top-rated schools, this home even offers the opportunity to enjoy Disney fireworks just steps from your front door. This well-designed single-story home features luxury vinyl plank and tile flooring throughout. The spacious floor plan welcomes you with a formal living room and a flex room, perfect for a home office or study. Three generously sized bedrooms and a full bathroom are located at the front of the home. The open-concept kitchen features a large island, ample cabinet space, overlooking the expansive family and dining areas, making it ideal for everyday living and entertaining. Privately situated off the kitchen, the primary suite offers a walk-in closet and an ensuite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Enjoy Florida living year-round in the screened-in rear patio, while the rear-entry two-car garage provides added privacy and curb appeal. Residents of Lakes of Windermere enjoy outstanding community amenities, including a resort-style pool, tennis, basketball and volleyball courts, parks, playgrounds, walking trails, and a community dock. Tenant is responsible for utilities, internet, lawn care, and pest control. Schedule your private showing today!
Listing is courtesy of: RATIO REAL ESTATE, LLC
Windermere High School - O6424829 - 5007 RIVER GEM AVE, WINDERMERE, FL 34786 1 Day on yellowkey
$3,200 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to the perfect rental home in the desirable community of Summerport! This home has it all as it sits on a corner lot, has both a front porch and screened-in back porch, fully fenced in lush backyard (lawn care included!) with paver patio and much more! Inside you're greeted by what could be a formal living room or dining room space and from there enter the fully loaded kitchen with LG appliances including a full-sized fridge/freezer, gas range, microwave and dishwasher. Plenty of cabinet storage and a pantry for all your kitchen gadgets. Beyond the kitchen is the spacious family room with sliding glass doors leading to your screened back patio area. Off of the family room is access to the primary bedroom with ensuite bathroom which includes both a walk in shower, garden tub and double vanity! Down the hall is your laundry with washer and dryer included, the 2 secondary bedrooms and an additional full-sized bathroom. Lots of wonderful details about this home including the tray ceilings, crown molding, newer roof, new GAS water heater, new A/C and compressor, new carpeting in all living areas and luxury vinyl plank in the bathrooms. The Summerport community has amenities for everyone - a community pool, club house, tennis courts, basketball courts, a full fitness center, walking trails plus periodic events for the whole family. This home is close to all major highways, dining, shopping and entertainment. Prospects must view the home prior to applying. Tenant requirements include: minimum gross household income of 2.5x the monthly rent amount, a favorable background and credit screening, favorable rental history and references, proof of income/employment. A security deposit (same as rent) is due upon applicant approval to mark listing as Pending. First month rent and last month's rent are due 7 days prior to lease start date. The owner does not allow smoking in or around the home. Tenants are required to provide proof of renter's insurance. Tenants are responsible to pay all utilities and put in their name, where applicable. Please review these requirements BEFORE requesting a showing. After viewing, listing agent will provide application link, upon request. If a tenant-prospect chooses to apply for one of our rental properties, that DOES NOT guarantee that the prospect's application will be approved. The application fee is NON-REFUNDABLE. Tenant approval is contingent on a lease start date within 30 days of approval.
Listing is courtesy of: HOST MANAGEMENT GROUP LLC
Windermere High School - S5152800 - 8526 GREENBANK BLVD, WINDERMERE, FL 34786 2 Days on yellowkey
$2,975 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Prepare to fall in love with this home that perfectly blends elegance, comfort, and convenience. Featuring 3 spacious bedrooms, 2 beautifully designed bathrooms, and a bonus room, this property is ideal for families, professionals, or anyone seeking a serene retreat. The formal living and dining rooms provide an inviting space for entertaining, while the great room offers a cozy yet open area for relaxation. The kitchen has an island, perfect for meal prep or gathering. Wood flooring warmth and style, while high ceilings and tray accents create a grand and airy atmosphere. A spacious laundry room ensures convenience, and the 2-car garage provides ample storage and parking. Located in a secure gated community with access to a refreshing community pool, and as if that's not enough, it's situated just 5 minutes from the Magic Kingdom entrance, making it perfect for Disney enthusiasts or those who simply value prime location and world-class entertainment at their doorstep.
Listing is courtesy of: AVID REALTY LLC
Windermere High School - O6423867 - 13303 PENSHURST LN, WINDERMERE, FL 34786 2 Days on yellowkey
$669,900 | Single Family Home | 5 beds | 4.5 baths | 2 gar
Prime Windermere location just a couple miles from luxury, million-dollar estates and minutes from Windermere Downtown. Families appreciate access to top-rated schools, while the home’s proximity to world-class Disney Parks and Disney Springs adds exceptional lifestyle convenience. The property features two updated AC systems — one replaced in 2020 for the separate mother-in-law suite and another brand-new unit installed in 2024 for the main house. The detached mother-in-law residence offers outstanding flexibility, providing a private, comfortable space ideal for extended family or young adults learning independence, or even long-term guests who benefit from having their own dedicated living area. The community includes professional landscaping through the HOA, ensuring a clean, well-maintained environment year-round. With quick access to major roadways, shopping, dining, and Windermere’s charming lakeside town center, this home delivers exceptional value in one of Central Florida’s most desirable areas.
Listing is courtesy of: UNITED REALTY GROUP INC
Olympia High - O6418226 - 1629 HEMPEL AVE, WINDERMERE, FL 34786 4 Days on yellowkey
$2,500,000 | Single Family Home | 6 beds | 4.0 baths | 3 car
Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando’s renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.
Windermere High School - O6423949 - 13328 OVERSTREET RD, WINDERMERE, FL 34786 5 Days on yellowkey
$639,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Situated on a distinguished homesite in one of Windermere's most sought after locations, 13328 Overstreet Road impresses right when you pull into the oversized 6+ CAR PAVER DRIVWAY with parking for up to six vehicles. If any of those vehicles are electric, you can charge them using the installed TESLA CAR CHARGER and save $$ on the electric bill with the PAID-OFF SOLAR PANELS. This home defines exceptional value and modern efficiency. At the heart of the home, the GOURMET KITCHEN is an entertainer's dream, with not one, but two center islands, ample solid WOOD CABINETS with crown molding, granite counters, and a tile backsplash. A stainless steel appliance package complements these features. A spacious dining area, family room, a mini mudroom off the garage, and a multipurpose space with additional cabinetry perfect for a small office, coffee bar, or wine bar. If you are looking for some multigenerational space, take advantage of the downstairs ensuite, which includes built-in closet organizers, a new vanity and toilet and a walk in shower. There is no carpet; the entire first floor has ceramic tile and the stairs and upstairs feature newly installed hardwood flooring. Luxurious master suite provides ELECTRIC BLINDS to let the light in and out at your fingertips, a perfectly organized walk in closet with custom built ins plus a double sink vanity with vessel sinks, modern light framed mirrors and a remodeled huge walk in shower complete with a shower wand, RAINHEAD SHOWER and pebble stone floor. The second floor also offers a tremendous bonus/game room, media lounge, office or fitness studio along with 2 additional bedrooms, a full bath, and a laundry room with its own built-in sink and cabinet. Additional interior upgrades include plantation shutters on the first floor, an electric blind to the exterior and a digital thermostat. Exterior features include a SCREEN ENCLOSED LANAI overlooking the fully fenced backyard for quiet comfort, privacy and shade from the yard's mature landscaping. Pavers line the back patio, making it possible to step right outside to both grill and dine al fresco during the temperate fall, winter, and spring months here in Central Florida. Additional features include YEAR ROUND HOLIDAY LIGHTING installed on the home making you ready for every season with the flip of a switch. Neighborhood features include a community pool complete with lounge chairs and a covered pavilion, a basketball court, a tennis court, a putting green, playgrounds covered from the sun or rain, and plenty of green space. LOCATION BENEFITS include easy access to DISNEY, SR 429, SR 408 to Downtown Orlando, Florida Turnpike, I4, shopping, restaurants and much more! Combining sophisticated finishes, versatile living spaces, and cutting-edge energy-conscious upgrades, this exceptional Windermere residence offers a lifestyle as impressive as the home itself.
Listing is courtesy of: RE/MAX PRIME PROPERTIES
Windermere High School - O6422756 - 7460 RIPPLEPOINTE WAY, WINDERMERE, FL 34786 5 Days on yellowkey
$2,600 | Townhouse | 3 beds | 2.5 baths | 2 gar
Lake Burden Townhomes Windermere, Florida. This beautiful townhome offers a perfect blend of comfort and convenience with a spacious 2-car garage, a private fenced courtyard ideal for outdoor entertaining, and a versatile loft space perfect for a home office or play area. The master bedroom is located on the first floor for added convenience Windermere is renowned for its charming small-town atmosphere, picturesque landscapes, and exceptional quality of life. Residents enjoy access to top-rated schools, making it an ideal location for families. The area boasts an array of outdoor recreational opportunities, including nearby parks, lakes, and walking trails, perfect for those who love to stay active and connected with nature. The townhome features a spacious private courtyard, 2 car garage, master bedroom on the first floor for convenience and an open floor plan. Situated within a friendly and welcoming community that offers a tranquil suburban lifestyle while still being close to all the amenities you need. Enjoy a variety of dining, shopping, and entertainment options just a short drive away, as well as easy access to major highways for a seamless commute to downtown Orlando and beyond. Experience the best of Windermere living in this delightful townhome – a place you'll be proud to call home. Contact us to schedule a tour.
Listing is courtesy of: METROPOLITAN R.E SOLUTIONS INC
Windermere High School - O6423923 - 14252 CONFETTI (GARAGE APARTMENT) DR, WINDERMERE, FL 34786 6 Days on yellowkey
$1,350 | Single Family Home | 1 beds | 1.0 baths
MOVE IN NOW-Water & electricity included 1x1 above garage apartment!! Full kitchen & bathroom!! Washer & dryer! Separate entrance in back! 1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom. Washer & dryer in laundry closet. Garage/apartment is detached from the main house. Tenants renting garage apartment will utilize street parking. (Garage parking & driveway parking area is designated to main house tenant's ) Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Lawn care HOA responsibility. Renters insurance required. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $400.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- Tenant is responsible for obtaining/paying for internet & or cable.
Listing is courtesy of: HOMEVEST REALTY
Olympia High - O6423262 - 9433 PALM TREE DR, WINDERMERE, FL 34786 6 Days on yellowkey
$560,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
WELCOME HOME! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location. Situated in the highly sought-after 34786 zip code, this exceptional residence features a popular split-bedroom floor plan with 1,819 square feet of thoughtfully designed living space. Silver Woods is located in the center of SW Orlando, close to Downtown Windermere, Restaurant Row, Winter Garden Village, Downtown Winter Garden, churches, schools, shopping, and more. As you enter the front door, you will be impressed with the open floor plan. New paint, new carpet, and neutral tile create a light and bright environment. Step inside to discover spacious living and dining areas that flow seamlessly into the heart of the home. The living room looks out onto the huge patio and backyard. The kitchen offers abundant cabinetry, granite countertops, ample workspace, and overlooks the main living areas, making it ideal for everyday living. Enjoy the family room, which opens to a covered, screened lanai via sliding doors, creating an incredible outdoor living space perfect for relaxing, entertaining, or simply enjoying the tranquil backyard surrounded by mature trees. The oversized, park-like shared fenced backyard provides exceptional privacy and plenty of room for gardening, play, or creating your own outdoor oasis. Let your imagination create the perfect Pool/Spa area with a summer kitchen, fire-pit, and more. The primary bedroom features sliding doors to the expansive lanai, and the en-suite features a Tub, a newer double-sink vanity, and a walk-in shower. A split-bedroom plan is perfect for today's busy family, featuring two bedrooms and a hall bath with a shower/tub. Recent improvements, including a NEW ROOF, HVAC (2016), New Garage Door (2016), Septic (2021), Electric Panel (2017), Interior paint (2026), Front Sod (2026), and Carpet (2026) in the main living areas, make this home move-in ready while still offering opportunities for a new owner to personalize and add value over time. The community offers a park and a tennis court for the residents. Ideally located just minutes from top-rated Windermere schools, shopping, dining, churches, world-famous theme parks, major highways, and Orlando's many entertainment destinations, this home offers the perfect balance of peaceful neighborhood living and everyday convenience. Don't miss your chance to make this Windermere gem your next home- schedule your private showing today!
Windermere High School - O6422241 - 4642 RIVER GEM AVE, WINDERMERE, FL 34786 6 Days on yellowkey
$825,000 | Single Family Home | 5 beds | 5.0 baths | 3 gar
Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless elegance, everyday comfort, and an unmatched location. Offering an ideal floor plan for both everyday living and entertaining, this beautifully maintained home features a dedicated office, formal dining room, spacious living room, family room, and thoughtfully designed living spaces throughout. The entire first floor showcases upgraded luxury vinyl flooring, while the gourmet kitchen is appointed with beautiful granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating, perfect for casual dining and gathering with family and friends. Situated on an oversized homesite, the backyard has been thoughtfully upgraded to create the perfect outdoor retreat. Enjoy a spacious covered lanai, an extended paver patio, and a fire pit, offering the ideal setting for entertaining or relaxing under the shade of the mature Trees. Upstairs, you'll find all 5 generously sized bedrooms, each complemented by access to a full bathroom, providing exceptional comfort and privacy for family members and guests alike. The first floor features a spacious private office that can easily be converted into a media room or 6th bedroom, complemented by a full bathroom for added flexibility. A spacious 3-car garage offers abundant room for vehicles, storage, and recreational equipment. Designed with efficiency in mind, the home is equipped with solar panels producing approximately 22–23 MWh annually, delivering substantial energy savings while reducing utility costs. Summerport is one of Windermere's most desirable communities, offering residents an exceptional lifestyle with resort-style amenities, including a community pool, fitness center, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and beautiful lakes. Families will appreciate being zoned for highly rated schools, including the sought-after Windermere High School. Ideally located just minutes from Walt Disney World, Winter Garden Village, Publix, premier shopping, dining, and major highways, this home presents a rare opportunity to enjoy luxury living in one of Central Florida's most prestigious communities.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES
Windermere High School - S5153370 - 7612 FAIRGROVE AVE, WINDERMERE, FL 34786 6 Days on yellowkey
$2,700 | Townhouse | 3 beds | 2.5 baths | 2 gar
Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando's most sought-after areas.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC
Windermere High School - O6423493 - 7023 KIWANO WAY, WINDERMERE, FL 34786 7 Days on yellowkey
$4,980 | Single Family Home | 5 beds | 4.5 baths | 2 gar
Welcome to this beautiful, spacious two-story home located in the highly sought-after Sanctuary at Lakes of Windermere. This nearly new residence offers 5 bedrooms, 4.5 bathrooms, a private home office, an upstairs bonus room, and a thoughtfully designed floor plan that perfectly blends luxury, comfort, and functionality. Elegant French doors open to a dedicated home office, providing the ideal space for working from home or a quiet study. The open-concept living area flows seamlessly into the gourmet eat-in kitchen, which features granite countertops, a breakfast bar, stainless steel appliances, double wall ovens, abundant cabinetry, and a spacious dining area. A separate formal dining room offers the perfect setting for hosting family gatherings and special occasions. Upstairs, the expansive primary suite serves as a private retreat with two oversized walk-in closets, and a luxurious en-suite bathroom complete with dual vanities, garden tub, and a separate walk-in shower. Three additional bedrooms, full bathrooms, and a spacious bonus family room provide ample room for family and guests. The first floor also includes a private bedroom with its own en-suite bathroom, making it an ideal guest suite or playroom. Sliding glass doors from the family room lead to a covered lanai overlooking a large, fully fenced backyard, creating the perfect space for outdoor entertaining or relaxing. Lawn care is included in the rent. Additional features include a two-car garage with automatic openers, an electric vehicle charger, and a video doorbell for added convenience. Ideally located near top-rated Windermere schools, shopping, dining, championship golf courses, beautiful lakes, and the world-famous Disney theme parks, this home also offers convenient access to FL-429, FL-408, and Interstate 4 for an easy commute throughout Central Florida. Move-in ready.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY
Olympia High - O6423111 - 6119 PAYNE STEWART DR, WINDERMERE, FL 34786 7 Days on yellowkey
$15,000 | Single Family Home | 3 beds | 3.5 baths | 2 gar
Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area, opens to the family room with stately built-ins and a fireplace. Featuring smooth quartz counter tops and stainless-steel appliances, the kitchen offers a breakfast nook for casual dining. The primary suite boasts a private bath with his-and-her vanities and a walk-in shower with a tub, while two additional bedrooms also offer beautifully finished private baths. Complete with a new boat dock, the fenced manicured grounds perhaps best capture the panoramic lake views. RENTAL APPLICATION MUSTBE SUBMITTED AND APPLICABLE FEE PAID TO THE ISLEWORTH COMMUNITY ASSOCIATION.
Listing is courtesy of: ISLEWORTH REALTY LLC
Windermere High School - O6421604 - 8764 POWDER RIDGE TRL, WINDERMERE, FL 34786 7 Days on yellowkey
$4,750 | Single Family Home | 4 beds | 3.5 baths | 2 gar
LOCATION!! LOCATION!!! This stunning house has a large kitchen with a large central island, with quartz and also has a back splash, and a large pantry room, and a casual dining room. The first floor is entirely super charming and elegant porcelain title. The outside has a balcony and also space to have your party outdoors. There are two more rooms with a large space. The master suite on the second floor with two large closets, a luxurious bathroom with a bathtub and separate shower, and two double sinks. There are three more large rooms and a cinema with a super cozy space for you and your family. This house is located near Disney, and Winter Garden Village, and also next to the school, like 5-minute walk. , call now and schedule your visit, this house is ready for you to live in and enjoy with your family.!!
Listing is courtesy of: KARDOSH REALTY
Windermere High School - O6422852 - 8342 BOYLA CT, WINDERMERE, FL 34786 8 Days on yellowkey
$6,700,000 | Single Family Home | 8 beds | 8.5 baths | 4 gar
Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden. Offering 8,133 square feet under air and 10,971 total square feet, this exceptional home features 8 bedrooms, 7 full bathrooms, and 3 half bathrooms with unparalleled craftsmanship and luxury finishes throughout. A grand marble foyer welcomes you with soaring ceilings, designer lighting, wood beams, and rich solid oak flooring. The stunning chef’s kitchen features custom solid wood cabinetry, stunning countertops, Thermador paneled refrigerator and freezer with white wine refrigeration, Wolf range, built-in convection oven, microwave, and a custom exhaust hood. The expansive great room showcases a natural stone fireplace and wall to wall sliders that open to breathtaking views of the infinity edge saltwater pool, spa, backyard oasis, and Lake Burden. The luxurious primary suite offers panoramic water views, custom illuminated walk-in closets, a spa inspired bathroom with a massive shower, designer fixtures, and a freestanding soaking tub. Additional highlights include a temperature controlled wine cellar, hidden elevator, executive study with custom built-ins, five spacious main level bedrooms, and a spectacular second floor featuring a private gym with reinforced insulation, custom theater, loft with kitchenette, balcony overlooking the water, and three ensuite bedrooms. Outdoor living is designed for entertaining with your summer kitchen including a heavy duty grill and hood, motorized screens for the entire lanai, multiple gathering areas, fire pit, private putting green, and a nature path leading to your covered boat dock with boat lift for endless Lake Burden adventures on a 125 acre skiable lake. A four-car garage with built in ceiling lighting tracks and electric vehicle charging completes this exceptional residence. Keene’s Pointe offers an unmatched lifestyle with the Golden Bear Club, featuring a championship golf course, clubhouse, fitness center, tennis courts, resort-style pool, and numerous parks and recreation areas. Ideally located just minutes from Walt Disney World, world class dining, shopping, and top rated schools, with close proximity to Windermere Preparatory School. This rare never been lived in lakefront estate is being offered for the first time and represents a unique opportunity to own one of Central Florida’s finest custom homes. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP
Windermere High School - O6421171 - 8327 BRYCE CANYON AVE, WINDERMERE, FL 34786 8 Days on yellowkey
$2,800 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Beautiful 4-bedroom, 2.5-bath two-story home situated on a desirable corner lot in a highly sought-after community. This residence offers modern living with a spacious and functional open layout, generous bedroom sizes, and great natural flow throughout the home. Perfect for everyday living and entertaining. Conveniently located near major roadways, shopping, dining, and top-rated schools, this property combines comfort, style, and an excellent location. A wonderful opportunity in a thriving and well-established neighborhood.
Listing is courtesy of: POINTON REALTY INC
Windermere High School - O6422814 - 7449 ELLA LN, WINDERMERE, FL 34786 9 Days on yellowkey
$2,800 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Move into this fabulous 2-story home. 3 bedrooms and 2.5 bathrooms. Beautiful kitchen with granite countertops, a center island with a breakfast bar, SS appliances, and 42"cabinets. A separate living room and Family room for your enjoyment. All Ceramic tiles on the first floor and carpet on the 2nd floor. Fully fenced breezeway courtyard. This home is located in the quiet Windermere Sound community, which is conveniently located for easy access to shopping, Disney, and the attractions. Community amenities include a tot lot, tennis court, basketball court, and a resort-style swimming pool with sundeck and cabana. The HOA provides grounds maintenance, so you don't need to do any work to enjoy great landscaping! ++++Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - 1 small pet may be considered non-aggressive breed only
Listing is courtesy of: SHINING OAK REALTY
Windermere High School - O6422780 - 12210 LANGSTAFF DR, WINDERMERE, FL 34786 9 Days on yellowkey
$2,799 | Townhouse | 3 beds | 2.5 baths | 2 gar
Experience comfortable living in this beautifully upgraded 3-bedroom, 2.5-bathroom townhome located in one of Windermere's most desirable communities. Thoughtfully designed with both style and functionality in mind, this home features a bright open-concept floor plan filled with natural light, spacious living areas, and tasteful upgrades throughout. The kitchen serves as the heart of the home, showcasing modern countertops, stainless steel appliances, and generous prep space that seamlessly flows into the dining and family rooms, making it ideal for everyday living and entertaining. Upstairs, the spacious primary suite offers a relaxing retreat with a large walk-in closet and an inviting en-suite bathroom featuring dual vanities, a soaking tub, and a separate shower. Two additional bedrooms provide ample space for family, guests, or a home office, while the conveniently located upstairs laundry room adds to the home's practicality. Step outside to enjoy the private brick-paver courtyard, perfect for outdoor dining, grilling, or simply unwinding in your own outdoor oasis. A detached two-car garage offers additional storage and convenience and has been enhanced with ventilation for improved comfort and functionality. An additional refrigerator is also included, providing valuable extra storage space for beverages, groceries, and entertaining essentials. Residents will appreciate being just minutes from Disney theme parks and University. The community features resort-style amenities, including a sparkling pool, walking and biking trails, beautifully landscaped common areas, and ample guest parking. The location is truly exceptional, offering close proximity to top-rated Windermere schools.
Listing is courtesy of: CORCORAN PREMIER REALTY
Windermere High School - O6417788 - 6241 BLAKEFORD DR, WINDERMERE, FL 34786 9 Days on yellowkey
$1,795,000 | Single Family Home | 4 beds | 4.0 baths | 3 gar
Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring 30-foot ceilings and dramatic picture windows that frame breathtaking views of the pool, pond, and colorful Florida sunsets. Abundant natural light fills the space, creating an inviting atmosphere that seamlessly connects the main living areas. The thoughtfully designed split floor plan places the spacious primary suite in its own private wing, complete with French doors opening to the pool and a luxurious spa inspired bath showcasing exquisite custom tilework that is truly a work of art. On the opposite side of the home, you'll find a bright office or fifth bedroom with adjacent full bath, an additional guest bedroom, and a rear bedroom overlooking the garden and water, also with convenient pool access. The boutique-style kitchen is a showpiece, highlighted by a dramatic stacked-stone exhaust wall that beautifully complements the matching stone fireplace in the great room. Together, these elements create a warm and cohesive gathering space perfect for everyday living and entertaining. The formal dining room offers flexibility as a sitting room or entertaining space, while the breakfast nook is perfectly positioned to enjoy tranquil pond views and unforgettable sunsets. Upstairs, a spacious bonus room, fourth bedroom, full bath, and stackable washer/dryer closet create a private retreat ideal for guests, extended family, or multigenerational living. Situated on just over one-third acre with 90 feet of waterfront frontage, the property enjoys long pond views and stunning sunset vistas. The oversized three-car garage and prime location just steps from the Golden Bear Clubhouse add to the home's appeal. Move-in ready and worry free with new ACs and roof (2024) new quartz countertops (2023 & 2026), new flooring (2023) and newly painted exterior (2025).
Listing is courtesy of: KEENE'S POINTE REALTY
Olympia High - O6422132 - 2009 WOODY DR, WINDERMERE, FL 34786 9 Days on yellowkey
$1,200,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating a bright and inviting space. A barn door opens to the kitchen, which features travertine flooring, a gas stove, and stainless steel appliances—great for home cooking or entertaining. The living room is a cozy gathering space, with three skylights bringing in extra light and an Authentic Old Chicago Brick fireplace that adds warmth and character. The primary bedroom is spacious, with French doors that open to the screened-in pool lanai, offering easy access to outdoor living. The primary bathroom includes a Kohler clawfoot tub and Kohler fixtures, adding a touch of quality and comfort. Out back, the screened-in pool with travertine deck and patio provides a great spot to relax, while the larger open travertine patio off of the kitchen is perfect for hosting family and friends. The backyard is full of greenery, offering both beauty and privacy and an irrigation well. Home includes a 1,000 Underground Large Gas Tank and Full House Propane Generator and a hybrid water heater. A two-car attached garage is complemented by a large detached deep second two-car garage, perfect for extra parking, storage, or keeping your favorite lake-living toys. Living in Windermere Downs means access to a private community boat ramp, where you can launch your boat and explore Lake Down and the Butler Chain of Lakes. The community amenities include a dock with a roped-off swim area, tennis courts, pickleball courts, community park, playground—plenty of options for outdoor fun. Recent updates include whole house re-pipe (2026), freshly painted exterior and new soffit (2026).
Listing is courtesy of: REVEL REALTY LLC
Windermere High School - S5153060 - 12820 STRODE LN, WINDERMERE, FL 34786 11 Days on yellowkey
$2,900 | Townhouse | 3 beds | 2.5 baths | 2 gar
ONE MONTH FREE RENT! Move in by August 1st with an approved application and signed lease to receive one month free rent. Beautiful 3-bedroom, 2.5-bath townhome featuring a private fenced backyard in a well-maintained community with exceptional amenities, including a swimming pool and tennis courts. The home offers a spacious and functional layout, an open-concept living and dining area, a well-appointed kitchen, and a comfortable primary suite with a private bath. Located in one of Windermere's most sought-after communities, this home offers a welcoming, family-friendly atmosphere and is zoned for highly rated public schools. Enjoy the convenience of being just minutes from Windermere Plaza, grocery stores, restaurants, shopping, and major highways, while living in a beautifully maintained neighborhood that offers both comfort and convenience. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC
Windermere High School - S5153025 - 7060 VENTNOR DR, WINDERMERE, FL 34786 12 Days on yellowkey
$444,900 | Townhouse | 3 beds | 2.5 baths | 2 gar
BEST VALUE TOWNHOUSE IN WINDERMERE! OUTSTANDING HOME AND LOCATION in the desirable community of Preston Square in Windermere FL. This amazingly unique 3 bedroom, 2,5 bath feels like a single family home with its large kitchen and attached 2-car garage. When you enter, you will be welcomed by the beautiful columns, hardwood floors, separate dining room, separate living room and a great paved private courtyard. Wonderful front porch overlooks the park, community pool and basketball areas. Other awesome features include crown molding, sliding door with built-in blinds, retractable ceiling fans, plantation shutters and curved archways. Expansive kitchen has plenty of 42" wood cabinets and granite countertops with backsplash and an additional eat-in-kitchen space. Master suite has large walk-in closet, tray ceiling and spacious master bath with double sink, granite countertops, wood cabinets, jetted tub and shower. Wonderfully kept community maintains ground maintenance. Close to Disney, Publix, restaurants, retail stores, major roads and excellent Windermere schools. MOVE-IN-READY. Room measurements are approximate. Must see!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION
Windermere High School - O6421552 - 13845 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786 12 Days on yellowkey
$474,900 Reduced | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to this beautifully maintained home in the highly desirable community of Summerport Trail in Windermere. This spacious residence offers a functional open floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen featuring ample cabinetry, granite countertops, stainless steel appliances, and a large island perfect for entertaining. Throughout the home, you'll find updated luxury vinyl plank (LVP) and tile flooring, providing a modern look that's both stylish and easy to maintain. The primary suite provides a relaxing retreat with a spacious walk-in closet and an en suite bathroom featuring dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms offer flexibility for family, guests, or a home office. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando's world-famous attractions, this home offers the perfect blend of comfort, style, and convenience. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS
Windermere High School - O6422064 - 12912 DROXFORD RD, WINDERMERE, FL 34786 12 Days on yellowkey
$650,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Under contract-accepting backup offers. Welcome to this beautifully maintained two-story home in the highly sought-after Lakes of Windermere, offering 5 bedrooms, 3.5 bathrooms, a private screened pool, and a brand-NEW ROOF currently being installed for added value and peace of mind. Designed with both comfort and functionality in mind, the home features a bright, open floor plan with spacious living and dining areas, tile flooring throughout the main living spaces, and flexible room to accommodate everyday living, entertaining, working from home, or hosting guests. The well-appointed kitchen showcases wood cabinetry, granite countertops, stainless steel appliances, a center island, and seamless flow into the main living areas, making it the heart of the home. The spacious primary suite serves as a relaxing retreat with a large walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. Step outside to enjoy Florida living year-round in the screened lanai overlooking the private pool, brick paver deck, and fully fenced backyard—perfect for entertaining, family gatherings, or simply unwinding in your own backyard oasis. Located in the desirable Lakes of Windermere community, residents enjoy access to a playground, covered picnic area, and convenient proximity to top-rated schools, shopping, dining, Disney, major highways, and everything Southwest Orlando has to offer.
Listing is courtesy of: LPT REALTY, LLC
Olympia High - O6421738 - 2053 WOODY DR, WINDERMERE, FL 34786 12 Days on yellowkey
$679,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Through Windermere Downs HOA you will have access to a private beach -Chain of Lakes- Step inside and you’ll find a beautifully updated kitchen that’s truly the heart of the home—perfect for everyday living and entertaining family and friends. The generous living spaces, oversized lot and mature landscaping, with a prime location make this home an incredible opportunity for anyone looking to enjoy everything- Windermere. ROOF: 2020 NEW ELECTRIC PANEL (2026)-AC 2019
Windermere High School - O6421245 - 11429 BROWNSTONE ST, WINDERMERE, FL 34786 12 Days on yellowkey
$460,000 | Townhouse | 4 beds | 2.5 baths | 2 gar
Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.5-bath townhome with a rear facing 2-car garage in the sought-after Lake Burden South community! Offering a spacious, LOW MAINTENANCE LIFESTYLE, this home combines an ideal SPLIT BEDROOM floor plan with timeless finishes and an unbeatable location just steps from shopping, dining, and everyday conveniences. A charming covered front entry, attractive landscaping, and durable concrete TILE ROOF create welcoming CURB APPEAL. Inside, TILE & WOOD LAMINATE FLOORING flow throughout the home, while the light-filled OPEN CONCEPT design makes everyday living and entertaining effortless. FRENCH DOORS extend the living space to a private COURTYARD PAVER PATIO, creating the perfect spot to unwind, grill, or gather with friends. The kitchen is designed to be both functional and inviting, featuring rich cabinetry, granite countertops, a tiled backsplash, STAINLESS STEEL APPLIANCES, pantry storage, and a breakfast bar that overlooks the living and dining areas. The highly desirable MAIN FLOOR PRIMARY SUITE offers privacy and convenience with a generous WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile LOFT provides the perfect flex space for a home office, media room, or play area, while three additional bedrooms, a full bath, and upstairs laundry offer plenty of room for family, guests, or hobbies. Residents of Lake Burden South enjoy a COMMUNITY POOL and one of Windermere's most convenient locations, with easy access to Winter Garden Vineland Road, the area's beautiful lakes, Downtown Windermere, Disney, Winter Garden, Restaurant Row, shopping, dining, and major roadways. Whether you are looking for a full-time residence, a seasonal getaway, or a smart investment in one of Central Florida's most desirable communities, this exceptional townhome is ready to impress. Call today to schedule your tour and fall in love with Brownstone Street!
Listing is courtesy of: WEMERT GROUP REALTY LLC
Olympia High - O6422154 - 2512 TRYON PL, WINDERMERE, FL 34786 12 Days on yellowkey
$1,190,000 Reduced | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters of an acre and a corner lot. This impressive single-story residence offers 3,478 square feet of thoughtfully designed living space with 4 bedrooms, 3 full bathrooms, a side-entry 2-car garage, an extended driveway, and a screen-enclosed pool and spa. Step through the front door into a grand foyer that opens to a spacious, flowing floor plan. The formal living room sits adjacent to the formal dining room, creating ideal space for entertaining. The expansive family room features soaring ceilings, a cozy wood-burning fireplace, and french doors that lead to the fully enclosed florida room. The oversized primary suite is a true retreat, featuring double-door entry, high ceilings, ample room for a sitting area, a walk-in closet, and french doors opening to the florida room. The spacious primary bath was remodeled approximately four years ago and offers dual vanities, a garden tub, separate shower, and a private toilet room. The open layout provides privacy and flexibility. Two secondary bedrooms share a full bathroom, while the fourth bedroom is tucked away on the opposite side of the home with its own ensuite bath, ideal for guests or multigenerational living. The kitchen is designed for both everyday living and entertaining with granite countertops, a center island with cooktop, built-in oven, dinette area, and more french doors leading to the florida room. The laundry room includes a utility sink and built-in cabinetry for added convenience. Wood-look tile flooring extends throughout the home, with carpet only in the enclosed florida room. One of the home's standout features is the expansive L-shaped florida room that wraps around the side and rear of the home, creating an abundance of bright, versatile space perfect for relaxing, entertaining, a home office, hobby room, fitness area, or additional living space, all while enjoying year-round comfort. Additional updates include an approximately 4-year-old HVAC system and 7-year-old roof, offering peace of mind for the next owner. The Manors at Butler Bay is an intimate community nestled along the shores of beautiful Lake Crescent in southwest Orange County. Residents enjoy a low HOA, golf cart friendly streets, a park with picnic area and access to Lake Crescent for launching non-motorized watercraft such as kayaks and canoes. As a resident of the Town of Windermere, you'll also enjoy access to town amenities including tennis courts and the Lake Butler boat ramp, providing entry to the renowned Butler Chain of Lakes (also known as the Windermere Chain), a 5,000-acre network of 13 interconnected lakes. Renowned for crystal-clear waters, prime bass fishing, luxury waterfront estates, and connects via 32 navigable canals for boating and water sports. The home is conveniently located within a top-rated school district and close to shopping, dining, and major roadways. This exceptional home offers the perfect combination of space, location, and lifestyle. Don't miss your opportunity to own this rare one-owner home in one of Windermere's most desirable communities!
Listing is courtesy of: CENTURY 21 CARIOTI
Windermere High School - O6420653 - 11446 JASPER KAY TER #103, WINDERMERE, FL 34786 13 Days on yellowkey
$330,000 | Condo | 3 beds | 2.0 baths
Welcome to 11446 Jasper Kay Terrace, Unit 103, a beautifully updated first-floor condominium offering comfortable, low-maintenance living in a gated Windermere community. This move-in ready residence features a desirable split-bedroom floor plan with three bedrooms and two bathrooms, providing both privacy and functionality.The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. Recent updates include new kitchen countertops, newer kitchen appliances, updated bathrooms, recently replaced flooring throughout the main living areas, and a new HVAC system installed in 2025, providing added comfort and peace of mind. Abundant natural light creates a bright and welcoming atmosphere.The spacious primary suite features a walk-in closet and an updated en-suite bathroom. Two additional bedrooms provide flexibility for guests, a home office, or other lifestyle needs. Step outside to the private screened and covered patio, the perfect place to enjoy your morning coffee or relax at the end of the day.Residents enjoy access to a variety of community amenities, including a resort-style swimming pool, clubhouse, fitness center, playground, volleyball court, BBQ and picnic areas, scenic walking trails, water service, and valet trash. One reserved parking space is included.The community has recently completed extensive exterior improvements, including new roofs, freshly resurfaced and striped parking areas, and exterior building repainting, enhancing both curb appeal and long-term value. Fiber optic internet service is also available for high-speed connectivity.Conveniently located just minutes from Walt Disney World, Winter Garden Village, major highways, and directly across from Lakeside Village Center, this home offers easy access to shopping, dining, entertainment, and top-rated schools. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this updated condo offers the perfect combination of modern improvements, community amenities, and an exceptional location.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC
Windermere High School - O6420991 - 13219 CHARFIELD ST, WINDERMERE, FL 34786 13 Days on yellowkey
$565,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immediately appreciate the mature landscaping, beautiful tree-lined streets, and peaceful atmosphere that make this communityso special. Upon arrival, you're greeted by a spacious covered front porch — the perfect place to relax and enjoy the Florida lifestyle. Step inside to a welcoming, wide foyer that opens to a bright and airy living room featuring soaring ceilings and an abundance of natural light. Two secondary bedrooms are thoughtfully positioned at the front of the home, offering privacy and flexibility for family members, guests, or a home office. The formal dining room is enhanced by a large window that fills the space with beautiful natural light, creating an inviting setting for entertaining. The open-concept kitchen overlooks the living room, making it ideal for gathering with family and friends. It also includes a cozy breakfast nook, perfect for casual everyday meals. Privately located at the rear of the home, the spacious primary suite is filled with natural light from three large windows. The en-suite bathroom features dual vanities, a soaking tub, a separate walk-in shower, a walk-in closet, and an additional linen closet for extra storage. Sliding glass doors from the living room lead to a covered and screened lanai and a fenced backyard with a paved patio, providing the perfect space for outdoor dining, entertaining, or simply unwinding. Offering 1,706 square feet of living space, this well-maintained home features 3 bedrooms, 2 bathrooms, a formal dining room, an open living room, a functional kitchen, a dedicated laundry room, and a two-car garage. Conveniently located just minutes from Publix, coffee shops, dinners, restaurants, shopping, personal storage facilities, and schools. This home combines comfort, convenience, and an exceptional Windermere location. Don't miss the opportunity to make this beautiful and welcoming home your own—schedule your private showing today! The existing solar panel financing is transferable to qualified buyers, offering the opportunity to enjoy energy savings without the upfront installation cost.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC
Windermere High School - O6421734 - 8411 WOBURN CT, WINDERMERE, FL 34786 13 Days on yellowkey
$7,850 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this 4-bedroom, 3-bathroom home located on a quiet cul-de-sac in the guard-gated community of Keene's Pointe. Backing to the Tibet-Butler Preserve, this property offers peaceful conservation views and added privacy. Inside, you'll find a bright, open floor plan with plenty of natural light and tasteful updates throughout. The remodeled kitchen features modern cabinetry, granite countertops, and stainless-steel appliances, offering both style and functionality. The spacious primary suite includes an updated bathroom, while the split-bedroom layout offers privacy for family and guests. Step outside to enjoy the screened pool and spa overlooking the conservation area, creating the perfect place to relax and enjoy Florida living. Additional features include a home office, a two-car garage, and mature landscaping. Conveniently located near top-rated schools, shopping, dining, golf, and major roadways, this move-in-ready home offers comfort, privacy, and an excellent location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
Windermere High School - O6420023 - 2617 BUTLER BAY DR N, WINDERMERE, FL 34786 14 Days on yellowkey
$1,649,000 | Single Family Home | 4 beds | 4.0 baths | 3 gar
Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully positioned to maximize natural light, privacy, and panoramic lake views from nearly every main living space. From the moment you arrive, the setting speaks for itself, tranquil water vistas, expansive outdoor living, and an immediate sense of calm that defines this exceptional waterfront property. A grand entrance with custom glass double doors opens into a spectacular great room where soaring vaulted ceilings and a dramatic wall of windows frame uninterrupted panoramic lake views, filling the home with natural light and creating a stunning first impression that defines the entire residence. The open concept layout seamlessly connects the living room, dining area, and spacious kitchen, creating an inviting flow ideal for both relaxed everyday living and effortless entertaining, all while the lake remains the backdrop from nearly every main living space. A truly distinctive feature of the home is its extraordinary collection of handcrafted stained glass art installations. Rich jewel tones and custom artistic designs transform sunlight into ever changing displays of color throughout the home, adding a level of artistry, warmth, and individuality rarely found in lakefront properties. The primary suite is positioned as a private sanctuary, offering soaring ceilings, peaceful lake views, and direct visual connection to the covered, screened lanai and lake beyond. The spa-inspired bath is designed for comfort and relaxation, featuring generous space and soft natural light. The expansive screened lanai overlooks the sparkling pool, spa, and poolside summer kitchen, creating a seamless indoor-outdoor living experience designed for year round Florida enjoyment. Whether entertaining guests, enjoying quiet mornings, or unwinding at sunset, this outdoor space becomes an extension of the home itself. A private dock offers direct access to Lake Crescent, where boating, skiing, paddleboarding, kayaking, and fishing become part of everyday life. Set on a beautifully landscaped homesite offering privacy and exceptional waterfront exposure, this property combines single-story convenience with one of Windermere’s most captivating lakefront settings. Located just minutes from downtown Windermere, boutique shopping, dining, golf, and top-rated schools, it offers both seclusion and convenience in one of Central Florida’s most sought after communities. Rare opportunities on Lake Crescent are limited and homes offering this level of waterfront frontage, architectural character, artistic detail, and true resort-style lake living are seldom available. This is more than a home, it is a lakefront lifestyle designed to be experienced.
West Orange High - O6421614 - 8168 BOAT HOOK LOOP #724, WINDERMERE, FL 34786 14 Days on yellowkey
$325,000 | Condo | 3 beds | 2.0 baths
Virtually Staged. Imagine coming home to a resort-style community just minutes from Walt Disney World! This beautiful 3 Bed + 2 Bath top-floor unit is located in the highly sought-after Horizon West area of Windermere, where comfort, convenience, and an exceptional location come together. Perfectly situated directly across from the clubhouse with easy elevator access, this bright and spacious home offers relaxing views from the private screened balcony overlooking the community's extensive amenities. The open, split floor plan features tile flooring throughout the main living areas, carpet in the bedrooms, and gorgeous crown molding. The lovely kitchen has granite countertops, 42" maple cabinetry, quality appliances, upgraded fixtures, and a large walk-in pantry. Lakeside's amenities include two resort-style pools, fitness center, volleyball courts, and a spacious clubhouse. Located just minutes from Disney, Lake Side Shoppes, Hamlin Town Center, tons of restaurants and top-rated schools! Call today to schedule a viewing!
Listing is courtesy of: ROMAN REALTY GROUP, LLC
Windermere High School - O6421270 - 13137 PENSHURST LN, WINDERMERE, FL 34786 14 Days on yellowkey
This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud to call home. Step inside and you'll find two cozy bedrooms with a bathroom in between, also conveniently located for guests. The hallway leads to a two car garage entrance and laundry room (equipped with newer GE washer and dryer) on the left and a large flex space on the right. This space, with bamboo floors, can serve as a formal living room and family room or a formal dining room and living room - the options are endless! Across from this space is the kitchen, which also has space next to it that can be used for dining or a home office. The kitchen has a GE cooktop with separate oven, two microwaves (one can be replaced with a hood), a new Samsung fridge (2025), and walk-in pantry. The master bathroom which is conveniently located off of the kitchen has a walk in closet (with a rotating shoe rack that holds 90+ pairs), extended shower, and separate toilet room. But wait, there's more! Enjoy a screened lanai that extends the width of the house, mango and avocado trees, easy access to the newest community center with pool, and a plethora of smart features! Other features you'll be excited about include a water softener system (2024) and privacy tints on all windows - which also helps with the Florida heat! Oh and did I mention that the sun rises in the front and sets in the back?! Fall sunsets on the covered lanai are a dream!
Listing is courtesy of: MORRIS WILLIAMS REALTY
West Orange High - O6421056 - 11249 RAPALLO LN, WINDERMERE, FL 34786 14 Days on yellowkey
$750,000 | Single Family Home | 5 beds | 2.5 baths | 2 gar
BRAND NEW TILE ROOF. Nestled within the prestigious gated community of Belmere in Windermere, Florida, this exceptional Mediterranean resort-style pool home offers a rare opportunity to own one of the community's most unique properties. Beautifully maintained and extensively updated by its meticulous owners, this move-in-ready 5-bedroom, 2.5-bathroom residence features 2,366 square feet of thoughtfully designed living space, a brand-new tile roof, and breathtaking views overlooking a tranquil private pond. Every detail has been carefully cared for, creating a home that blends timeless elegance with modern convenience. Step inside to discover a bright, open-concept floor plan designed for both entertaining and everyday living. The spacious main living areas flow seamlessly into the kitchen and dining spaces, creating an inviting atmosphere for family gatherings and special occasions. The primary suite is conveniently located on the main floor, offering privacy and comfort with generous space and a well-appointed ensuite bath. Four additional bedrooms provide flexibility for guests, a home office, or growing families. Throughout the home, you'll appreciate the pride of ownership and thoughtful updates that make this property truly turnkey. The outdoor living space is where this home truly shines. Designed as a private Mediterranean-inspired resort, the backyard features a spectacular screened-in pool and an impressive 12-person jacuzzi, creating the ultimate setting for entertaining or relaxing. In 2024, the pool system was upgraded with top-of-the-line app-controlled automation, allowing you to effortlessly control lighting, heating, water features, and more directly from your smartphone. Whether you're hosting unforgettable gatherings, enjoying peaceful evenings under the stars, or taking in the serene pond views with your morning coffee, this extraordinary outdoor oasis delivers a luxury lifestyle that is rarely found in Belmere. Located just minutes from top-rated schools, shopping, dining, and Central Florida's world-famous attractions, this exceptional Windermere home offers the perfect combination of luxury, comfort, and convenience. With its brand-new tile roof, extensive updates, resort-style amenities, and impeccable maintenance, this is a truly move-in-ready home that stands apart from the rest. UPGRADES: Brand-new tile roof (2025), new Hot water heater (2025), a fully modernized pool and spa system (2024) featuring app-controlled Wi-Fi automation, upgraded Jacuzzi, fountains, and pool heater, a new Samsung gas range (2024), all new pool enclosure screens (2025), Google Home smart thermostats on both floors, and a new overhead garage ceiling storage system.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK
Olympia High - O6421265 - 20 OAKDALE ST, WINDERMERE, FL 34786 14 Days on yellowkey
$1,499,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to 20 Oakdale Street, an exceptional waterfront luxury residence in the highly sought-after Town of Windermere with direct access to Lake Down and the Butler Chain of Lakes offering an ideal blend of elegance, privacy, and Florida lifestyle, this beautiful home is perfectly positioned to enjoy the area's charming small-town atmosphere while remaining just minutes from world-class dining, shopping, golf, and attractions * Incredible backyard * Summer Kitchen with Pizza Oven * Firepit with Stone Seating * Boathouse * Viking 6 Burner Gas Cooktop * Viking Fridge * Built in 2004 * 2 Suites on 1st Floor * Step inside to discover spacious living areas filled with natural light, soaring ceilings, and thoughtfully designed spaces perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting gathering spaces, while the generous bedrooms provide comfort and privacy for family and guests. * Outside, enjoy your own private retreat with beautifully landscaped grounds, ample outdoor living space, and the opportunity to experience everything that makes Windermere one of Central Florida's most desirable communities. Whether relaxing by the pool, hosting friends, or taking advantage of nearby lakes and recreation, this home offers the lifestyle you've been searching for. * Located within close proximity to top-rated schools, renowned golf courses, the Butler Chain of Lakes, and just a short drive to downtown Orlando and major theme parks, this is a rare opportunity to own a premier property in one of Florida's most coveted addresses.
Listing is courtesy of: VINTAGE REALTY GROUP LLC