Location: Windermere
Do Not Show Listings
1361 WHITNEY ISLES DR, WINDERMERE, FL 34786
$1,200,000227 Days on yellowkey MLS ID: O6352069
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2787 Built: 2006Monthly Fee: $136 Tax: $6,975 (2024)Community: Whitney Isles/Belmere Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,975
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year, the home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator.
Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)
Listing Agent: Gabriel Mantovani (407-637-9878)
1849 WATERMERE LN, WINDERMERE, FL 34786
$1,299,00078 Days on yellowkey MLS ID: O6389840
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $26,000 (2.0%) on 05/04/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3934 Built: 2005Monthly Fee: $267 Tax: $8,439 (2024)Community: Windermere GrandeSpa: YesSingle Family
Taxes:$8,439
Remarks: Under contract-accepting backup offers. 1849 Watermere Ln. offers a traditional-styled, versatile nearly 4000 ft.² floor plan with 4 to 5 bedrooms and 3 1/2 baths. It features a three-car side-entry garage situated on three-quarter acres with no rear neighbors overlooking a 3-acre common area. To the back of the house, there’s a 1000 ft.² lanai undercover and a 1500 ft.² under screen. The 30-foot-long LED changing color lighted pool is equipped with an underground salt water filtration system and lighted bubbler. The back wall of the pool is lined with a blue, purple, and green iridescent tile. The pool has a pebble tech finish with a maximum depth of 6 1/2 feet. There’s also a separate six-person heated therapeutic spa with 72 powerful jets and changing light colors. The house has undergone upgrades to enhance energy efficiency and reduce utility costs. It boasts 74 Tesla solar panels on the roof that collect energy from dawn until sunset. Two Tesla storage batteries power the house when the sun sets. This system is designed to be off-grid, and Duke Energy purchases electricity from our system. We have an instant hot water system that allows simultaneous showers, baths, and appliance use. A well is used to irrigate the three-quarter acres of grass and planting. Household water usage is less than $25 month. There’s ample parking in a brick paver driveway with a long walkway leading to the front door. Double doors open to a spacious foyer, dining room, and formal living room. The ceilings are 14 feet high with crown molding and two large crystal contemporary chandeliers. The floors are Daltile continental slate in Egyptian beige, set diagonally throughout the house except for the bedrooms. Through a 12-foot sliding glass door in the living room, you can see the lanai, the pool, and the water features. To the right of the foyer and living room lies the master bedroom, featuring Brazilian teakwood hardwood floors, a tray ceiling, and a sliding glass door leading to the lanai. The master bedroom hallway connects to a spacious closet, the master bathroom equipped with a jetted tub, and a door that leads to the study, nursery, and sitting area. To the left of the living room, an archway entrance opens up to the U-shaped kitchen. This kitchen boasts real wood cabinets with granite countertops and a five-burner stove top. A large island and a two-door pantry complete the kitchen’s features. The kitchen overlooks the family room and TV room, which have two sliding glass doors that open up to the lanai and pool area. Adjacent to the family room is an in-law suite. This suite features cathedral ceilings with its own bedroom and bathroom, a kitchenette, and a sliding glass door that leads to the lanai. There’s also a separate entrance with a brick paver walkway that leads to the driveway. To the far left of the house, there are two additional bedrooms, a large bathroom, a stairway that leads to the bonus room above the three-car garage, and a laundry room lined with upper wood cabinets. The house also has a three-car garage, each with its own garage door. In 2017, the air conditioning system was replaced with a Trane system, and the house now has five air-conditioning zones throughout.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
3013 SEIGNEURY DR, WINDERMERE, FL 34786
$1,750,000118 Days on yellowkey MLS ID: O6377087
REDUCED by $100,000 (5.4%) on 05/25/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5130 Built: 2002Monthly Fee: $250 Tax: $24,337 (2024)Community: Harbor IsleSingle Family
Taxes:$24,337
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of amenities, right at home. Through the grand entrance, the formal living room is bright and chic, with ceiling niche lighting and picturesque windows to enhance the details of this beautifully-crafted estate. Formal living, wine bar, and fabulous chef’s kitchen with breakfast nook with built-ins, plus generously-sized family room enhance your largest gatherings and everyday living. The chef’s kitchen with island and preparation sink feature gas cooktop with hood, stainless appliances, and double ovens. The vast owner’s retreat spans the entire south wing of the house and includes a lovely sitting area, French doors to the patio, large walk-in closets, and a spa-like bath with double vanities, jetted tub, and large shower. Two additional bedrooms are located on the opposite side of the house on the first floor with a Jack and Jill bath and a secondary bed and bath are upstairs off a large game room. The resort-style pool and spa with mammoth paver patio decking and summer kitchen offers a private outdoor retreat under a large screen enclosure. New carpeting and new Plantation shutters just installed. Harbor Isle is an exclusive gated community of just 31 home sites, perched along the shores of Lake Down on The Butler Chain, and on the east side of Windermere offering easy access to downtown Orlando, theme parks, Restaurant Row, and the best shopping options in Central Florida.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
9527 QUEENSBURY CT, WINDERMERE, FL 34786
$1,499,90011 Days on yellowkey MLS ID: O6408997
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5378 Built: 1998Monthly Fee: $101 Tax: $20,104 (2025)Community: Windsor HillSpa: YesSingle Family
Taxes:$20,104
Tax Year: 2025
Remarks: 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.
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Tamar Hill (818-445-8263)
14353 CREST PALM AVE, WINDERMERE, FL 34786
$1,039,09136 Days on yellowkey MLS ID: G5111542
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Elementary School: Bay Lake Elementary
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: One or more photo(s) has been virtually staged. Under Construction. Sample Image Arlington Floorplan – 2,740 Sq. Ft. | 4 Beds | 3 Baths | 2.5-Car Garage a thoughtfully designed, 1-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,740 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in. Key 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.3 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.Oversized Lot: Extra space for a garden—ideal for entertaining or relaxing. Projected Completion July/August. Preferred Lender incentives apply.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
5061 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,888,88825 Days on yellowkey MLS ID: O6403804
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3888 Built: 2020Monthly Fee: $253 Tax: $22,337 (2025)Community: Sawyer SoundSpa: YesSingle Family
Taxes:$22,337
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: A truly exceptional CUSTOM residence in the gated enclave of SAWYER SOUND, a private neighborhood of 20 luxury homes. Across the street from Windermere Prep and Windermere High School! This MODERN TRANSITIONAL FARMHOUSE is a rare blend of architectural presence, intentional design, and elevated livability - set on nearly half an acre. Built in 2020 by Cam Bradford Homes, this home showcases solid BLOCK CONSTRUCTION, a METAL ROOF and a combination of BOARD AND BATTEN SIDING and HAND LAID PAINTED BRICK. From the moment you enter, SOARING CEILINGS, WIDE PLANK WHITE OAK flooring, CUSTOM BEAM DETAILS, and FULL CROWN MOLDING including 7’ BASEBOARDS THROUGHOUT create a sense of understated luxury. Designed for both everyday living and refined entertaining, the OPEN CONCEPT interiors flow effortlessly through retractable glass walls to a PRIVATE OUTDOOR RETREAT. The kitchen is a true centerpiece, crafted with QUARTZITE SURFACES, an OVERSIZE ISLAND WITH STORAGE, CUSTOM CABINETRY with glass accents, a fully integrated THERMADOR refrigerator, HIDDEN WALK-IN PANTRY creating a clean and tailored aesthetic. The floor plan is functional as it is beautiful, offering 1 DEDICATED FIRST FLOOR OFFICE, FIRST FLOOR 2ND OFFICE/BEDROOM FLEX SPACE, FIRST FLOOR PRIMARY bedroom/bath, FIRST FLOOR GUEST BEDROOM WITH ENSUITE BATH, a versatile LOFT space flanked by 2 more bedrooms, BOTH WITH ENSUITE BATHROOMS. The primary suite is a private sanctuary featuring DUAL CUSTOM WALK-IN CLOSETS and a spa inspired MARBLE BATH with a DOUBLE SHOWER. Outdoors, the property transforms into a RESORT CALIBER SETTING. A CUSTOM DESIGNED POOL with GLASS TILE, WATERFALL, SUNSHELF, BUBBLER, THERAPY JETS and ambient LED LIGHTING is surrounded by TRAVERTINE, TURF ACCENTS, and a CURATED LANDSCAPE of mature CYPRESS TREES creating both privacy and visual impact. The SUMMER KITCHEN and RETRACTABLE SCREENED LANAI elevate the experience of year round indoor/outdoor living. EVERY ELEMENT REFLECTS COMMITMENT TO QUALITY AND CUSTOMIZATION! Including the WHOLE HOME AUDIO with a DEDICATED AV ROOM with FIBER CONNECTIVITY IN EVERY ROOM, WiFi optimization, CAT 6 WIRING, 3 AIR HANDLERS including a 5 ton unit for the great room, 1 ton for primary bedroom and 1 ton for upstairs. A 3 CAR GARAGE with EPOXY FLOORING and CUSTOM STORAGE complete this home. A statement of architectural intention and refined living, this is a home that quietly sets itself apart.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Tammy Carns (561-445-6726)
9072 WOODBREEZE BLVD, WINDERMERE, FL 34786
$562,50025 Days on yellowkey MLS ID: O6403789
REDUCED by $10,000 (1.7%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1985Monthly Fee: $30 Tax: $3,899 (2025)Community: Silver WoodsSpa: NoSingle Family
Taxes:$3,899
Middle School: Chain of Lakes Middle
Remarks: Improved list price.. Welcome to 9072 Woodbreeze Blvd, a beautifully maintained and thoughtfully updated home nestled in the highly desirable Silver Woods community of Windermere. This charming single-story residence offers 3 bedrooms, 2 bathrooms, and 1,728 square feet of comfortable living space, perfectly blending classic character with modern improvements. Set on a spacious quarter-acre lot, the property showcases mature landscaping and a serene pond view that creates a peaceful backyard retreat. Inside, the home is filled with natural light and designed for both relaxation and everyday living. The kitchen and family room flow seamlessly together, offering inviting spaces to gather while enjoying picturesque views of the lush yard and water beyond. A standout feature is the added Florida room—an ideal spot to unwind, entertain, or simply take in the tranquil surroundings year-round. This home has been lovingly cared for, with key updates already completed for peace of mind. Recent improvements include a newer A/C system, newer hot water heater, updated exterior lighting and door hardware, and consistent professional grounds maintenance. Major systems have also been addressed, with the septic system replaced in 2019 and the roof replaced in 2020. The kitchen, updated in 2010, features full-sized cabinetry and durable Corian countertops, offering both functionality and timeless appeal. Silver Woods is known for its welcoming, family-friendly atmosphere and remarkably low HOA dues of just $364 annually. Residents enjoy access to community amenities including tennis and pickleball courts, all while being conveniently located within walking distance to local middle and high schools, as well as the Grove Publix shopping center with its variety of restaurants, shops, and fitness options. The location is truly exceptional—just minutes from Sand Lake Road’s renowned dining and entertainment, with easy access to major highways including I-4, the Turnpike, 528, and the 408. Downtown Orlando is only about 20 minutes away, and Orlando International Airport is approximately a 25-minute drive. This home offers a rare combination of comfort, updates, location, and community charm. It’s a place where you can truly settle in and enjoy the best of Central Florida living!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
5344 WATER CREEK DR, WINDERMERE, FL 34786
$1,685,00012 Days on yellowkey MLS ID: O6408495
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3924 Built: 2004 Tax: $13,028 (2025)Community: Lake Davis EstatesSpa: YesSingle Family
Taxes:$13,028
Remarks: 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.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
11419 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,295,00068 Days on yellowkey MLS ID: O6392667
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 2005Monthly Fee: $283 Tax: $7,583 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$7,583
Remarks: Under contract-accepting backup offers. Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jay Martin (407-496-8613)
13732 SUMMER HARBOR CT, WINDERMERE, FL 34786
$599,0008 Days on yellowkey MLS ID: O6410454
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2236 Built: 2015Monthly Fee: $90 Tax: $5,074 (2025)Community: Summerport Trail Ph 2Single Family
Taxes:$5,074
Elementary School: Keene Crossing Elementary
Remarks: 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!
Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)
Listing Agent: Daniel Sanchez (407-952-5066)
811 MAIN ST, WINDERMERE, FL 34786
$649,9998 Days on yellowkey MLS ID: O6409463
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1398 Built: 1985 Tax: $9,419 (2024)Community: Windermere TownSingle Family
Taxes:$9,419
Remarks: 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.
Listing is courtesy of: CAMERON REALTY GROUP LLC (321-947-0424)
Listing Agent: Asim Iftikhar (917-250-8883)
8411 WOBURN CT, WINDERMERE, FL 34786
$1,200,00066 Days on yellowkey MLS ID: O6391980
REDUCED by $50,000 (4.0%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2582 Built: 1999Monthly Fee: $222 Tax: $12,964 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$12,964
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$7,250,000137 Days on yellowkey MLS ID: O6373191
REDUCED by $345,000 (4.5%) on 05/21/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7099 Built: 1988Monthly Fee: $1,043 Tax: $21,279 (2024)Community: IsleworthSingle Family
Taxes:$21,279
Elementary School: None
High School: None
Middle School: None
Remarks: A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.
Listing is courtesy of: MEM REALTY GROUP (407-/58-3702)
Listing Agent: Armaan Memarpouri (407-583-7028)
3328 WAX BERRY CT, WINDERMERE, FL 34786
$925,000215 Days on yellowkey MLS ID: O6355868
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2636 Built: 1984Monthly Fee: $21 Tax: $10,867 (2024)Community: Lake Butler EstatesSingle Family
Taxes:$10,867
Remarks: One or more photo(s) has been virtually staged. Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. The location is ideal, situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, local hospitals, and within a 30 minute drive of the Orlando International Airport, Disney World, and Universal Studios. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities. Schedule your showing today!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Ferris Kassar (407-284-8384)
13842 ORANGE CREST DR, WINDERMERE, FL 34786
$739,88830 Days on yellowkey MLS ID: O6402132
REDUCED by $10,000 (1.3%) on 05/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2620 Built: 2003Monthly Fee: $116 Tax: $9,561 (2026)Community: Eden IsleSpa: YesSingle Family
Taxes:$9,561
Tax Year: 2026
Remarks: PRICED UNDER APPRAISED VALUE! Nestled behind the gated enclave of Eden Isle in Summerport, this stunning five-bedroom, three-bath residence blends modern updates with generous living space. Newly renovated in 2024, the home showcases luxury vinyl plank flooring throughout, a reimagined kitchen, and fully upgraded downstairs bathrooms. Step inside to soaring ceilings and an abundance of natural light that create an inviting first impression. The entryway opens to a spacious dining room, anchored by an eye-catching chandelier, ideal for hosting gatherings. The dining area transitions effortlessly into the open-concept kitchen, now beautifully updated with granite countertops, a waterfall island, abundant cabinetry, stainless steel appliances, and ample prep space. The expansive living room offers views of the backyard retreat, with direct access to a screened-in patio, private pool, and fully fenced yard, perfect for entertaining or unwinding. Designed with a split-bedroom layout, the home features two primary suites on separate levels. The main-floor primary suite, tucked just off the living area, includes a large walk-in closet and a spa-like bathroom with a rain shower, dual shower heads, floor-to-ceiling tile, double vanities and quartz counters. Two additional bedrooms and a fully renovated guest bath complete with quartz countertops, a new vanity, and a tiled floor-to-ceiling walk-in shower are also located on the first floor. The laundry room sits conveniently off the kitchen with direct garage access. Upstairs, a second primary suite offers a walk-in closet and private bath with dual sinks and a standalone shower, along with another generously sized bedroom just down the hall. Residents of Eden Isle enjoy exclusive amenities including a private boat ramp with access to Lake Speer, a playground, and added privacy. Notable upgrades include: UPGRADES: UPSTAIRS HVAC 2024! WATER HEATER 2023! TESLA CHARGER & BACK UP GATEWAY TO POWERHOUSE 2024! NEW POOL PUMP 2025! NEW POOL SCREENS WITH EXTRA PRIVACY 2024! PREMIUM LVP FLOORING & BASEBOARDS 2024! KITCHEN & DOWNSTAIRS BATHS FULLY RENOVATED 2024! POOL IS HEATED BY SOLAR! Conveniently located with easy access to major highways, Orlando’s world-renowned theme parks and attractions, downtown Orlando, Windermere, and Winter Garden, as well as Orlando International Airport, plus an abundance of nearby restaurants and shopping options. Don’t miss this opportunity to own a home in one of Central Florida’s most desirable areas, where lifestyle and convenience come together.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Erica Sadelfeld (407-427-0398)
10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786
$3,450,000124 Days on yellowkey MLS ID: O6377244
REDUCED by $25,000 (0.7%) on 05/07/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 5273 Built: 1986Monthly Fee: $103 Tax: $28,092 (2025)Community: LakesSpa: YesSingle Family
Taxes:$28,092
Remarks: Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
1430 GLENWICK DR, WINDERMERE, FL 34786
$779,90031 Days on yellowkey MLS ID: O6403052
4 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2606 Built: 2002Monthly Fee: $155 Tax: $6,877 (2025)Community: Reserve At BelmereSpa: NoSingle Family
Taxes:$6,877
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bed, 3-bath home in the Reserve at Belmere, a 24-hour guard-gated community in Windermere. Major upgrades include a new tile roof (2024), new energy-efficient windows (2025), and a new storm front door, and new plantation shutters with a lifetime warranty offering exceptional durability, style and long-term value, curb appeal, and long-term insurance benefits. The bright, open layout features high ceilings, spacious living areas, and a split floor plan with a generous primary suite. Enjoy a covered lanai and private backyard with room for outdoor living or a future pool. Community amenities include a fitness center, tennis courts, playground, clubhouse, and lakeside pier. Ideally located near top-rated schools, shopping, dining, and major highways—this home is truly move-in ready.
Listing is courtesy of: PREMIUM REAL ESTATE SERVICES (407-270-9550)
Listing Agent: Chloe Joseph (407-362-8312)
1125 KELSO BLVD, WINDERMERE, FL 34786
$1,425,00023 Days on yellowkey MLS ID: O6406003
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3660 Built: 1992Monthly Fee: $63 Tax: $13,799 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$13,799
Remarks: This is a must see!!! Offering four bedrooms and three and one half baths, this home sits on a beautifully landscaped, estate-sized 1 acre lot! The floor plan is flexible and allows for multiple entertaining options. The kitchen is a cook's dream with an abundance of wood cabinetry, expansive granite counters, a huge center island and built in appliances. It is light and bright and open to the breakfast area and family room, which have sweeping views across the pool and out to Lake Butler. All bedrooms are on the second floor and do not share walls, offering privacy for all of the occupants. The primary bedroom is large and even has space for a sitting area and all three upstairs bathrooms have been upgraded. Both the pool and enclosure are over-sized and have gorgeous views of Lake Butler. And there is still plenty of surrounding yard space. The house was re-piped, the pool enclosure screens and the roof were just replaced! Kelso on Lake Butler is one of the most sought-after, and little known. communities in Windermere. The street is a cul de sac, so there is no through traffic! This home will exceed your expectations, and the private community boat dock is just the icing on the cake!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Kenneth Teixeira (407-697-4946)
9648 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,500,00041 Days on yellowkey MLS ID: O6400680
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4482 Built: 2000Monthly Fee: $227 Tax: $20,450 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$20,450
Remarks: Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.
11015 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,529,99911 Days on yellowkey MLS ID: O6405977
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3868 Built: 2004Monthly Fee: $640 Tax: $18,824 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$18,824
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
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