Location: Windermere, 34786
Do Not Show Listings
1703 ROBERTS LANDING RD, WINDERMERE, FL 34786
$1,520,000290 Days on yellowkey MLS ID: O6346120
5 Days Off yellowkey (back on 6/30/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3288 Built: 1996 Tax: $17,269 (2024)Community: Roberts LandingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,269
Elementary School: Thornebrooke Elem
High School: Olympia High
Tax Year: 2024
Middle School: Gotha Middle
Remarks: Under contract-accepting backup offers. This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent upgrades—including a new roof, new insulation, new tile floors, new kitchen cabinets and countertops, new stainless steel appliances, fresh interior and exterior paint, and updated lighting fixtures-add modern elegance throughout. The east-facing design bathes every room in golden sunsets, creating a warm and inviting atmosphere. Set on 1.4 acres with no mandatory HOA, the property boasts a huge driveway with space for RV or boat parking, along with a twin boat slip dock and covered boat house. Perfectly located near top-rated schools, shops, restaurants, attractions, and major roads, this home is ideal for those seeking the Floridian way of life—where swimming, fishing, jet skiing, and year-round relaxation are just steps from your back door.
Listing is courtesy of: INTERNATIONAL NETWORK REALTY (407-963-8539)
Listing Agent: Wui Keong Goh (407-963-8539)
2630 STANTON HALL CT, WINDERMERE, FL 34786
$899,9998 Days on yellowkey MLS ID: O6420386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 1988Monthly Fee: $60 Tax: $10,084 (2025)Community: Manors At Butler Bay Ph 01Spa: NoSingle Family
Taxes:$10,084
Elementary School: Windermere Elem
Tax Year: 2025
Remarks: Incredible Opportunity to own a pool home with a huge lot that is in good condition but needs a little something to personalize it just for you * Good Floorplan * Close to Everything * Home has 3 Bedrooms * Separate Office * Formal Living Room * Breakfast Nook with Open Kitchen * Formal Dining RoomPool Bath * Vaulted Ceilings * Inside Laundry * Screened & Covered Pool with Large Deck * Formal Dining Room * Large Family Room with Fireplace * Must see to fully appreciate the home
Listing is courtesy of: VINTAGE REALTY GROUP LLC (407-217-5458)
Listing Agent: Darrell Nunnelley (407-467-8069)
9316 GLADYS GARDEN CT, WINDERMERE, FL 34786
$6,500,0008 Days on yellowkey MLS ID: O6420326
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5471 Built: 2026Monthly Fee: $2,370 Tax: $9,424 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$9,424
Middle School: Chain of Lakes Middle
Remarks: Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with professionally curated interiors by Design Specifications, creating a refined retreat where every detail has been carefully considered. Spanning more than 5,400 square feet, the five-bedroom residence unfolds through a series of light-filled living spaces distinguished by bespoke millwork, tailored cabinetry, and a sophisticated palette of designer-selected finishes. Clean architectural lines and expansive gathering areas create an atmosphere that feels both grand and inviting, while thoughtfully integrated design elements elevate everyday living. Throughout the home, custom cabinetry conceals a fully integrated Sub-Zero, Wolf, and Cove appliance suite, allowing the chef's kitchen to maintain its beautiful aesthetic while delivering professional-grade performance. Well-appointed entertaining spaces nearby transition effortlessly from intimate family gatherings to larger celebrations.Private bedroom retreats offer comfort and tranquility, while spa-inspired baths showcase carefully selected finishes, fixtures and materials that evoke exceptional craftsmanship. The primary suite serves as a sanctuary unto itself, complete with a private beverage bar and thoughtfully designed spaces that encourage both relaxation and retreat.Beyond the interiors, walls of glass open to an inviting outdoor environment designed for year-round enjoyment. A fully equipped summer kitchen anchors the outdoor living experience, creating a natural extension of the home's entertaining spaces and providing the perfect backdrop for gatherings beneath Florida's sunshine and tropical climate.Surrounded by lush landscaping, sparkling water features, and the natural beauty that defines The Gardens of Isleworth, the residence enjoys a setting that feels both private and refined. Residents of Isleworth enjoy access to a lifestyle renowned for championship golf, world-class amenities, exceptional service, and a level of privacy rarely found. Combining the freshness of brand-new construction with the prestige of an established luxury community, this is more than a home, it is an opportunity to experience Isleworth at its finest.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
9011 CHAPMAN OAK CT, WINDERMERE, FL 34786
$599,00082 Days on yellowkey MLS ID: S5148031
REDUCED by $30,000 (4.8%) on 06/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2050 Built: 1987Monthly Fee: $31 Tax: $8,592 (2025)Community: Silver Woods Ph 05Single Family
Taxes:$8,592
Elementary School: None
High School: None
Middle School: None
Remarks: Windermere Gem: Fully Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained, featuring an extensive list of recent high-value upgrades: Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and premium appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence or a high-performing investment property, this home is truly move-in ready.
Listing is courtesy of: TOWNE CENTER REALTY (407-447-7700)
Listing Agent: Shiran Moyal (407-716-0224)
9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786
$6,000,000186 Days on yellowkey MLS ID: O6370294
REDUCED by $150,000 (2.4%) on 05/01/2026
Bed: 7 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 8000 Built: 1999Monthly Fee: $1,043 Tax: $29,046 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$29,046
Remarks: Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
13755 BRAVANTE ALY, WINDERMERE, FL 34786
$465,000111 Days on yellowkey MLS ID: O6389321
REDUCED by $15,000 (3.1%) on 06/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2017Monthly Fee: $254 Tax: $5,646 (2025)Community: Vineyards/Horizons West Ph 2BTownhouse
Taxes:$5,646
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a bright open floor plan with comfortable living and dining areas that flow seamlessly into the kitchen, creating a welcoming space for everyday living and entertaining. The thoughtful layout provides both functionality and comfort, making it ideal for a variety of lifestyles. Upstairs, the bedrooms offer privacy and relaxation, along with a versatile second floor loft area that can be used as a home office, media space, or additional living area. The overall design maximizes space and natural light throughout the home. The property also features a covered patio on the side of the home complete with retractable screens, providing a comfortable outdoor space to relax, enjoy your morning coffee, or entertain guests year round. Residents enjoy access to community amenities including a pool and park, offering great opportunities for recreation and outdoor enjoyment. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort and convenience in the heart of Windermere.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
13366 ABUELA ALY, WINDERMERE, FL 34786
$415,000173 Days on yellowkey MLS ID: O6374298
REDUCED by $15,000 (3.5%) on 06/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1589 Built: 2020Monthly Fee: $240 Tax: $6,237 (2024)Community: LegadoTownhouse
Taxes:$6,237
Elementary School: Castleview Elementary
High School: Horizon High School
Middle School: Horizon West Middle School
Remarks: Welcome to this beautiful and move-in ready townhome located in the highly desirable Windermere area. Built in 2020, this modern residence offers the perfect combination of style, comfort, and low-maintenance living. This spacious home features 3 bedrooms, 2.5 bathrooms, and an open-concept layout ideal for both everyday living and entertaining. The kitchen showcases quartz countertops, stainless steel appliances, and generous cabinet space, seamlessly connecting to the dining and living areas to create a bright and inviting atmosphere. The primary suite offers a comfortable retreat with a walk-in closet and a well-appointed bathroom. The additional bedrooms provide flexibility for guests, a home office, or family living. Enjoy the convenience of a private garage and a well-maintained community environment. The location offers easy access to shopping, dining, major highways, and is just minutes from Disney, Winter Garden Village, and other Central Florida attractions
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Alexandra Mateu (321-332-8039)
9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$1,125,00032 Days on yellowkey MLS ID: O6413948
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4936 Built: 2014Monthly Fee: $94 Tax: $15,179 (2025)Community: Windermere Trls Ph 5ASingle Family
Taxes:$15,179
Elementary School: Bay Lake Elementary
Remarks: Experience elevated luxury living in this exceptional Windermere Trails estate, where timeless elegance, grand scale, and resort-style amenities combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, dedicated movie theater, sparkling pool, and an oversized 3-car garage, this remarkable residence spans nearly 5,000 square feet of thoughtfully designed living space. From the moment you arrive, the beautiful tile roof and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more magical with Disney fireworks visible nightly from the front of the home. Inside, you will find soaring ceilings and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The first-floor primary suite is a luxurious retreat, complete with tray ceilings and a spa-like en-suite bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and high-end newer bidets that add an extra touch of comfort and luxury. A private office and spacious laundry room complete the main level. Upstairs, an expansive loft provides the perfect space for a game room, lounge, or secondary living area. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a convenient Jack-and-Jill bathroom. The crown jewel awaits behind closed doors: your very own private movie theater, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a large screened lanai overlooks the stunning resort-style pool with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been upgraded with a newer saltwater conversion system, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully updated with new HVAC units and a whole-house water softener system, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in the heart of Windermere, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers convenient access to Disney, Downtown Orlando, and Orlando International Airport. Combining luxury, comfort, and an exceptional location, this is a rare opportunity to own one of Windermere Trails' most impressive residences.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786
$1,450,00068 Days on yellowkey MLS ID: S5146725
REDUCED by $49,000 (3.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4052 Built: 1998Monthly Fee: $267 Tax: $18,350 (2025)Community: BalmoralSingle Family
Taxes:$18,350
Remarks: Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral home to just 32 custom residences—where privacy, elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene retreat with mature greenery and a fully fenced yard designed for both relaxation and entertaining. Step through striking 8-foot wrought iron and glass entry doors into a light-filled interior featuring soaring 12-foot ceilings and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room offers a flexible layout ideal for both everyday living and hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth and natural light. The first-floor primary suite serves as a private retreat, complete with direct access to the pool and lanai, along with dual custom closets that provide ample storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, or game space. Beyond the home, Windermere offers a lifestyle that’s hard to match. Enjoy charming tree-lined streets, local dining, boutique shopping, and beloved community traditions like farmers markets and seasonal events. Just minutes away, the Butler Chain of Lakes invites you to experience boating, fishing, and waterfront living at its finest, while nearby top-rated schools add to the area’s appeal. Recent updates include new HVAC systems installed in 2021, offering added comfort and peace of mind. Experience refined living in one of Central Florida’s most sought-after communities—this is more than a home, it’s a lifestyle.
Listing is courtesy of: LA ROSA REALTY BEACHES LLC (954-526-7318)
Listing Agent: Seana Abdelmajid (727-278-7862)
1554 LAKE RHEA DR, WINDERMERE, FL 34786
$1,350,00060 Days on yellowkey MLS ID: O6406297
REDUCED by $50,000 (3.6%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3427 Built: 2004Monthly Fee: $241 Tax: $9,102 (2025)Community: Reserve At BelmereSpa: YesSingle Family
Taxes:$9,102
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space and over 4,528 total square feet, creating a larger footprint than many comparable homes within the community. Extensively upgraded with more than $250,000 in recent improvements, this meticulously maintained home showcases true pride of ownership. Significant updates completed within the last three years include three new Trane HVAC systems, replacement windows, premium appliances, pool renovations, designer lighting and numerous interior and exterior enhancements. From the moment you enter, soaring 24-foot ceilings and elegant architectural details set the tone. Crown molding, coffered ceilings, engineered hardwood flooring, custom window treatments and a marble wood-burning fireplace create a sophisticated yet inviting atmosphere. Expansive glass sliding doors frame the outdoor living spaces and provide seamless indoor-outdoor flow ideal for everyday living and entertaining. The chef’s kitchen has been thoughtfully curated with luxurious quartzite countertops, custom pullout cabinetry with rotating shelving systems and an impressive suite of premium German appliances, including a Miele built-in coffee system, convection oven, dishwasher and refrigerator. A professional-grade 48-inch chef gas range with six burners and a griddle, custom lighting and a built-in three-stage water filtration system complete the space. Privately on the main level, the primary suite offers a tranquil retreat with coffered ceilings, newly installed commercial-grade carpeting, serene pool views and direct patio access. The spa-inspired primary bath is appointed with marble and travertine finishes, a soaking tub, a separate shower and custom walk-in closet built-ins. Upstairs, generously sized secondary bedrooms and a spacious loft overlook the formal living and dining areas below. Designed for elevated outdoor living, the resort-style backyard features a resurfaced saltwater pool and spa, an updated pool heater, decorative fountains, remote-controlled pool systems and multiple entertaining areas surrounded by lush European-inspired landscaping, stone pathways and manicured grounds. Canary palms and mature landscaping create a private, luxurious setting. Additional highlights include a new front entry door, an oversized three-car garage, an upgraded security system, a partial roof replacement and designer chandeliers and lighting throughout. Ideally located in one of Windermere’s premier gated communities, residents of Reserve at Belmere enjoy convenient access to top-rated schools, dining, shopping, golf, major roadways and the area’s renowned luxury lifestyle offerings.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Adam Shuler, Ii (407-949-4495)
11401 EVESHAM DR, WINDERMERE, FL 34786
$425,00046 Days on yellowkey MLS ID: O6410182
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $10,000 (2.3%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1847 Built: 2008Monthly Fee: $315 Tax: $3,077 (2024)Community: Preston SquareTownhouse
Taxes:$3,077
Elementary School: Sunset Park Elem
Remarks: Under contract-accepting backup offers. Virtually Staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Chris Courtney (407-406-0506)
9110 PALM TREE DR, WINDERMERE, FL 34786
$650,00025 Days on yellowkey MLS ID: O6414631
REDUCED by $25,000 (3.7%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 1985Monthly Fee: $32 Tax: $8,182 (2025)Community: Silver Woods Ph 02Spa: NoSingle Family
Taxes:$8,182
Remarks: Welcome home. This wonderfully kept move-in ready 3 bedroom, 2 bathroom pool home is located in one of SouthWest Orlando's sought after communities, Silver Woods. It features travertine tile flooring throughout most of the home with engineered hardwood flooring in all the bedrooms, an open kitchen with stainless steel appliances and granite countertops overlooking the family room and an inside laundry room for your convenience. After long days, step outside on the patio and enjoy lounging around the open-air sparkling pool. The back yard also has plenty of space for the kids and pets to play. The major components of the home: roof 2022, A/C 2015, water heater 2023, GE electrical panel and CPVC plumbing.
Listing is courtesy of: VICARI REALTY CORP (407-415-4401)
Listing Agent: Tony Vicari (407-415-4401)
8744 DANFORTH DR, WINDERMERE, FL 34786
$350,00020 Days on yellowkey MLS ID: O6414301
2 Days Off yellowkey (back on 6/29/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1375 Built: 2005Monthly Fee: $200 Tax: $2,938 (2025)Community: Lakes Of Windermere - Lake Reams TownhomesTownhouse
Taxes:$2,938
Elementary School: Keene Crossing Elementary
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown that reduces the buyer’s interest rate and monthly payment** Welcome to 8744 Danforth Drive in Windermere, a FRESHLY UPDATED 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. EVERY BEDROOM FEATURES ITS OWN EN-SUITE FULL BATHROOM, providing maximum privacy and convenience for residents, guests, or work-from-home needs. Inside, the main level flows effortlessly between the living, dining, and kitchen areas, with a half bath conveniently serving the common spaces. The home received a FRESH INTERIOR PAINT JOB in 2026 and BRAND NEW FLOORING on the stairs and upper level in 2026, giving it a crisp, move-in ready feel throughout. The primary suite features a RECENTLY UPDATED WALK-IN SHOWER, adding a modern touch to your daily routine. Step outside to your OWN PRIVATE BACKYARD, a rare and UNIQUE feature amongst townhomes, offering a dedicated green space to relax, garden, entertain, or make entirely your own. The backyard is also home to a MATURE GUAVA TREE, providing fresh fruit and a charming touch for those who appreciate outdoor living. Parking is a breeze with a PRIVATE 2-CAR GARAGE tucked in the rear, plus ADDITIONAL OPEN STREET PARKING right in front of the home. The community delivers resort-style living with a POOL, PLAYGROUND, CLUBHOUSE, and ample walking space, and the HOA covers exterior maintenance so you can enjoy your home stress-free. The neighborhood stays lively year-round with food truck events and holiday celebrations that bring the community together, making this a truly FAMILY-FRIENDLY place to call home. And the location? UNBEATABLE, just MINUTES FROM DISNEY with fireworks visible right from the home, plus easy access to Winter Garden, Horizon West, shopping, dining, parks, schools, and all of greater Orlando.
5036 LATROBE DR, WINDERMERE, FL 34786
$4,900,000277 Days on yellowkey MLS ID: O6346003
1 Days Off yellowkey (back on 3/28/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5548 Built: 1990Monthly Fee: $1,224 Tax: $17,326 (2024)Community: IsleworthSpa: NoSingle Family
Taxes:$17,326
Remarks: Under contract-accepting backup offers. Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.
5849 SOTER LN, WINDERMERE, FL 34786
$445,900119 Days on yellowkey MLS ID: O6388590
REDUCED by $4,000 (0.9%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2001 Built: 2019Monthly Fee: $171 Tax: $6,775 (2024)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$6,775
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining. Upstairs you’ll find a large primary suite with private bath and walk-in closet, along with two additional bedrooms and a full bathroom. Convenient half bath on the first floor. Located near shopping, dining, parks, and top-rated schools, with easy access to major roads and Disney. A great opportunity to own in one of Central Florida’s fastest-growing communities.
Listing is courtesy of: ORLANDO HOME DEALER LLC (407-537-5353)
Listing Agent: Juliet Saldarriaga (407-579-1224)
6601 DUNCASTER ST, WINDERMERE, FL 34786
$627,90026 Days on yellowkey MLS ID: O6416272
REDUCED by $100 (0.0%) on 06/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3001 Built: 2006Monthly Fee: $82 Tax: $9,473 (2025)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,473
Remarks: ***NEW ROOF WILL BE INSTALLED BY THE END OF JULY 2026.***Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities!
Listing is courtesy of: ANTS REALTY LLC (689-800-8851)
Listing Agent: Wenyu Wang (407-505-9864)
12720 JACOB GRACE CT, WINDERMERE, FL 34786
$2,750,000124 Days on yellowkey MLS ID: TB8476930
1 Days Off yellowkey (back on 6/29/2026)
REDUCED by $95,000 (3.3%) on 06/16/2026
Bed: 6 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5882 Built: 2005Monthly Fee: $300 Tax: $13,298 (2024)Community: Tildens Grove Ph 01 47/65Spa: YesSingle Family
Taxes:$13,298
Remarks: Under contract-accepting backup offers. Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.
Listing Agent: Adrian Jacob (832-381-4670)
9620 MAYWOOD DR, WINDERMERE, FL 34786
$2,349,00083 Days on yellowkey MLS ID: O6399315
REDUCED by $51,000 (2.1%) on 06/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3004 Built: 1979 Tax: $20,433 (2025)Community: Lake Down ShoresSpa: NoSingle Family
Taxes:$20,433
Remarks: Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida’s sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water’s edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home’s seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.
Listing Agent: Linda O'Grady (407-970-6880)
11472 CENTER LAKE DR, WINDERMERE, FL 34786
$443,00019 Days on yellowkey MLS ID: O6418257
REDUCED by $32,000 (6.7%) on 06/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1898 Built: 2014Monthly Fee: $366 Tax: $6,854 (2025)Community: Lake Burden South Ph 2Townhouse
Taxes:$6,854
Remarks: Virtually Staged. WOW! Upgraded Windermere townhouse with pond views in both front and back! Rare 4-bedroom floor plan that’s hard to find. Loaded with upgrades: No carpet throughout, new AC (2024), brand-new paint, luxury vinyl flooring & stairs (2026), plus newer dishwasher, stove, microwave, washer & dryer. features a desirable primary bedroom on the first floor, tile roof, and convenient side parking. Located in a great community with excellent amenities and top-rated schools. Enjoy a private Paved and Fenced backyard, perfect for BBQ and relaxation, with space for one you love and pets to play. Prime location close to theme parks and major highways!
Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)
Listing Agent: Erika Gao (407-808-6966)
8463 TIBET BUTLER DR, WINDERMERE, FL 34786
$1,399,00020 Days on yellowkey MLS ID: O6417589
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3786 Built: 1998Monthly Fee: $298 Tax: $10,652 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$10,652
Remarks: Keene's Pointe gated/24-hour attended home featuring 4 bedrooms, 4 full/2 half baths, formal living and dining rooms, loft/office, and bonus/game room. This spacious home has low maintenance laminate flooring throughout. The primary suite is on the first floor with access to the lanai, walk-in closet with customized shelving and bath with tub, shower and two vanities. The kitchen and family room are centered in the home with multiple doors to the lanai. The family room has a two-story ceiling with gas fireplace and built-ins. Upstairs you will find a loft with built-in cabinetry that can also be a study, bonus/game room over the garage with full bath and three additional bedrooms (one is an en-suite and the other two share a hall bath). The back yard is spacious and has a large pool/spa with fencing, separate half pool bath, and covered lanai. There is also a three car garage large enough to house a golf cart. Shallow well for irrigation, built-in closet shelving, newer roof, AC units, gas water heater, and gutters are just some of the great features of this home. Discover all this community has to offer, including The Golden Bear Club, a private 18-hole golf course designed by Jack Nicklaus offering golf, tennis, swimming, dining and clubhouse. Located close to shopping, dining, expressways and top-rated public and private schools, this home is perfect as a primary home or vacation home. Call today for you private viewing.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
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