Location: Windermere, Windermere
Do Not Show Listings
2503 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,799,00021 Days on yellowkey MLS ID: O6413242
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3297 Built: 1990Monthly Fee: $199 Tax: $16,376 (2025)Community: Windermere ClubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,376
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
8266 BRYCE CANYON AVE, WINDERMERE, FL 34786
$489,50013 Days on yellowkey MLS ID: O6410344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1825 Built: 2016Monthly Fee: $81 Tax: $5,441 (2025)Community: Windermere Trls Ph 3BSingle Family
Taxes:$5,441
Elementary School: Bay Lake Elementary
Middle School: Horizon West Middle School
Remarks: JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and harder to find in today's market. Why settle for a townhome when you can own a standalone home on a premium corner lot with more privacy, more outdoor space, and all the benefits of one of Central Florida's premier communities? This move-in-ready home has been extensively refreshed and improved, making it one of the best values currently available in the area. Property Highlights: • Premium corner lot with added space and privacy • Freshly painted interior, exterior, and garage • Brand-new AC system (inside and outside units) • Water softener system already installed • Freshly pressure-washed driveway and sidewalks • Spacious floor plan with a half bath downstairs • Versatile loft area upstairs • Newer construction home • Excellent curb appeal and move-in-ready condition Beyond the home itself, you'll love the lifestyle this community offers. Enjoy beautiful walking trails, abundant green spaces, playgrounds, a community clubhouse and pool, and an active neighborhood atmosphere where residents enjoy walking, exercising, biking, and outdoor activities year-round. Conveniently located just minutes from Disney, major highways, shopping, restaurants, fitness centers, entertainment, and everyday conveniences, this location truly puts everything within reach. Whether you're a first-time homebuyer, relocating, downsizing, or looking for a smart investment, this home delivers exceptional value and peace of mind with many of the major items already updated. Homes with this combination of condition, location, lifestyle, and value do not come along often. Schedule your private showing today and see why this may be one of the best opportunities currently available in Windermere. For more information or to schedule a private tour, contact: Mahmoud Mango, Realtor® The Mango Group
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
1700 LAKE ROBERTS CT, WINDERMERE, FL 34786
$1,450,00029 Days on yellowkey MLS ID: O6410847
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3929 Built: 2002Monthly Fee: $216 Tax: $10,637 (2025)Community: Butler Bay,Windermere ClubSingle Family
Taxes:$10,637
Remarks: Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the home makes a striking first impression and provides a serene setting for everyday living. Inside, thoughtfully designed interiors feature generous living and entertaining spaces, abundant natural light, and sophisticated finishes throughout. The spacious layout seamlessly accommodates both intimate family gatherings and large-scale entertaining. The outdoor retreat is equally impressive, highlighted by a sparkling pool and expansive patio areas ideal for relaxation and year-round enjoyment. The oversized lot offers exceptional privacy while providing ample space for outdoor activities and future enhancements. Residents enjoy access to outstanding community amenities and the convenience of a prime location close to premier shopping, dining, entertainment, top-rated schools, and major transportation routes. Offering an unparalleled blend of luxury, space, and lifestyle, this remarkable property presents a rare opportunity to own a distinguished home in one of the area’s most desirable communities. You're also nestled within a well-established community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: David Johnston (407-398-3295)
13324 LONGACRE DR, WINDERMERE, FL 34786
$510,00015 Days on yellowkey MLS ID: S5151263
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2058 Built: 2013Monthly Fee: $115 Tax: $7,924 (2025)Community: Windermere TerraceSingle Family
Taxes:$7,924
Elementary School: Sunset Park Elem
Remarks: Welcome to this beautifully maintained and exceptionally spacious one-story home located in the highly desirable Windermere Terrace community in the heart of Windermere. Offering 3 bedrooms, 2 bathrooms, plus a large dedicated office/flex room, this home provides the perfect blend of comfort, functionality, and style for today's lifestyle. From the moment you enter, you'll appreciate the open and inviting floor plan designed for both everyday living and entertaining. The spacious living and dining areas are filled with natural light, creating a warm and welcoming atmosphere throughout the home. The well-appointed kitchen features 42-inch cabinetry, granite countertops, stainless steel appliances, ample counter space, and abundant storage, making it a dream for both home chefs and entertainers alike. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for family members or guests, while the large office can easily be used as a home office, media room, playroom, or even a potential fourth bedroom. One of the standout features of this home is the oversized laundry room, complete with a convenient utility sink and additional storage space rarely found in similar homes. Step outside and enjoy the Florida lifestyle with outdoor living space perfect for relaxing, grilling, or spending quality time with family and friends. Residents of Windermere Terrace enjoy access to outstanding community amenities, including a resort-style swimming pool with cabana, playground, walking paths, and beautifully maintained common areas. The location is second to none—just minutes from shopping, dining, entertainment, and everyday conveniences. You'll love being approximately 10 minutes from Walt Disney World Resort, with easy access to major highways including SR-429, SR-408, CR-535, and Florida's Turnpike, making commuting throughout Central Florida simple and convenient. Families will appreciate the proximity to highly rated schools and the convenience of nearby shopping destinations, restaurants, golf courses, and recreational opportunities. With its desirable Windermere address, spacious one-story layout, flexible office space, excellent community amenities, and motivated seller offering potential closing cost assistance, this home represents an incredible value in today's market. Opportunities like this are becoming increasingly rare in Windermere. Don't miss your chance to make this beautiful home yours. Click the virtual tour button for a complete walkthrough and schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
8744 DANFORTH DR, WINDERMERE, FL 34786
$350,0007 Days on yellowkey MLS ID: O6414301
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
High School: West Orange High
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 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.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
8632 ABBOTSBURY DR, WINDERMERE, FL 34786
$625,00047 Days on yellowkey MLS ID: O6406433
0 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2720 Built: 2004Monthly Fee: $167 Tax: $8,567 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$8,567
Remarks: Under contract-accepting backup offers. Virtually Staged. Seller credit of $5,000 available toward buyer’s closing costs, prepaids, or interest rate buy-down ! Welcome to this beautifully updated 4-bedroom, 3.5-bath home located in the highly desirable gated community of Lakes of Windermere. Featuring fresh interior paint and luxury vinyl flooring, this spacious residence offers a modern, clean, and move-in-ready feel with an ideal layout for both everyday living and entertaining. The remodeled first floor creates a bright and inviting atmosphere, while the screened-in outdoor area provides the perfect space to relax and enjoy Florida living year-round. Community amenities include a resort-style pool, playground, and beautifully maintained common areas. Ideally located near shopping, dining, major highways, Disney attractions, and top-rated Windermere schools, this property is an excellent opportunity for homeowners and investors alike. Strong rental demand and a prime location make this home a standout opportunity in one of Central Florida’s most sought-after communities. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Priscila Policarpo Attuy De Albuquerque (321-947-5121)
1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,200,00098 Days on yellowkey MLS ID: O6390567
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4228 Built: 2019Monthly Fee: $250 Tax: $23,873 (2025)Community: Estancia/WindermereSpa: NoSingle Family
Taxes:$23,873
Remarks: Nestled within the exclusive enclave of Estancia at Windermere, this exceptional custom pool residence offers the perfect blend of sophisticated design, luxury finishes, and timeless Florida living. Built in 2019 and situated on a professionally landscaped homesite, this stunning two-story estate spans over 4,230 square feet of thoughtfully designed living space with 5 bedrooms and 5 bathrooms. The elegant interior showcases soaring ceilings, expansive living spaces, and a bright open-concept floor plan designed for both everyday comfort and grand-scale entertaining. A gourmet chef's kitchen serves as the heart of the home, featuring an oversized center island, premium built-in appliances, wine refrigerator, custom cabinetry, and generous gathering areas. The luxurious first-floor primary suite offers a private retreat with a spacious bedroom, spa-inspired bath, and oversized walk-in closet. Additional highlights include a dedicated office/den, formal dining room, loft-style secondary living area, media/flex space, oversized laundry room, and abundant storage throughout. High ceilings, designer finishes, custom window treatments, and expansive sliding glass doors enhance the home's sophisticated ambiance. Outdoor living is equally impressive. The resort-style backyard was designed for entertaining and relaxation, featuring a covered lanai, Travertine pool deck, sparkling heated pool, outdoor kitchen, grill station, and a fully fenced private backyard surrounded by mature landscaping. The three-car garage, concrete tile roof, and covered front porch further complement the home's exceptional curb appeal. This property has been upgraded with a $70,000 whole-home solar energy system and automatic backup generator. Whether lowering monthly energy expenses or maintaining power during storms and outages, this home is designed to deliver exceptional reliability, efficiency, and convenience. Located just minutes from charming downtown Windermere, residents enjoy one of Central Florida's most desirable luxury communities known for its tree-lined streets, lakeside setting, upscale estates, highly rated schools, and proximity to world-class golf, dining, shopping, and entertainment. Convenient access to the Butler Chain of Lakes, premier private schools, major highways, and the attractions of the Orlando area make this location as desirable as the home itself. Estancia offers an intimate luxury neighborhood atmosphere with beautifully maintained grounds and estate-sized homesites that provide both privacy and prestige. This extraordinary residence delivers the ultimate Windermere lifestyle—where luxury, comfort, and convenient living come together in one remarkable home.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Corey Cannon (407-615-0215)
11564 MIZZON DR #930, WINDERMERE, FL 34786
$325,00051 Days on yellowkey MLS ID: O6404607
2 Days Off yellowkey (back on 6/16/2026)
REDUCED by $10,000 (3.0%) on 05/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 2006 Tax: $4,561 (2025)Community: Lakeside/Lks/Windermere CondoCondo
Taxes:$4,561
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Lovely 3rd floor (Corner unit on top floor) In sought after Lakes at Lakeside of Windermere. Well-appointed 3 Bedrooms and 2 bathrooms Condo, Spacious feel. Offering an excellent layout. Newer carpets, home is ready to move in. Dine in kitchen has 42" dark cherry wood cabinets and granite countertops, stainless range and dishwasher, laminate flooring throughout the living areas and new carpet in bedrooms. Master bedroom Features walk-in closet, and Master bathroom 2 further bedrooms and other full bathroom. Step out from sliding doors to the Spacious covered/screened balcony. Elevators and stairs access to the unit. Superb community amenities. Resort style recreation, Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, BBQ area, & cozy outdoor fireplace! With easy access to all major highways including I-4, 429, & SR 535…Close to Disney theme parks & Restaurants, Dining, Shopping & School. Maintenance, carefree Florida living, in this well-maintained community
Listing is courtesy of: RE REALTY (321-363-6345)
Listing Agent: Reeta Gulati (321-363-6345)
2 CHASE RD, WINDERMERE, FL 34786
$2,200,000280 Days on yellowkey MLS ID: O6345197
REDUCED by $1,000,000 (31.3%) on 06/16/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3889 Built: 2026 Tax: $3,100 (2024)Community: WindermereSingle Family
Taxes:$3,100
High School: Olympia High
Tax Year: 2024
Middle School: Chain of Lakes Middle
Remarks: Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matthew Hughes (407-619-4717)
6897 NORTHWICH DR, WINDERMERE, FL 34786
$574,90063 Days on yellowkey MLS ID: O6400673
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $5,000 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2229 Built: 2003Monthly Fee: $82 Tax: $7,925 (2025)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$7,925
Remarks: Under contract-accepting backup offers. Welcome to the highly desirable Lakes of Windermere! Where comfort, convenience, and thoughtful updates come together in one of Central Florida’s most sought-after communities. This move-in ready 4-bedroom, 3-bathroom home offers a functional, open layout perfect for both everyday living and entertaining. Step inside to find upgraded flooring installed in 2023, creating a warm, modern feel throughout the main living areas. The kitchen has been refreshed with newer appliances, including a refrigerator (2025) and electric stove and microwave (2025), along with major systems such as roof (2018), and AC (2020) - giving buyers peace of mind and a clean, updated look from day one. Complementing the space is updated tile flooring in the kitchen (2023), blending durability with style. Major updates continue with a hot water heater (2023), adding to the home’s overall value and reducing big-ticket concerns for future homeowners. With four well-sized bedrooms and three full bathrooms, the layout offers flexibility for families, guests, or a dedicated home office. Located in the heart of Windermere, residents of Lakes of Windermere enjoy access to community amenities including a pool, playground, volleyball & tennis courts - conveniently across the street from your home. All while being just minutes from top-rated schools, shopping, dining, and major roadways. Your community now has fiber internet as an option! Don't miss out on one of the best values in Central Florida's most sought communities of Windermere!!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Blake Blahut (407-748-0484)
12555 CRUXBURY DR, WINDERMERE, FL 34786
$350,00029 Days on yellowkey MLS ID: O6410796
2 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1211 Built: 2005Monthly Fee: $200 Tax: $4,443 (2025)Community: Lakes Of Windermere - Lake Reams TownhomesTownhouse
Taxes:$4,443
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 12555 Cruxbury Drive in Windermere, a well-maintained 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a practical layout in a convenient Central Florida location. Set on a quieter street with a conservation area across the way, the home offers a more open surrounding feel with added privacy. The main level features comfortable living and dining areas designed for everyday use, along with a kitchen that has a pantry closet and connects easily to the shared spaces. The home has been thoughtfully improved with a number of recent upgrades, including replaced toilets, faucets, bathroom fixtures, dishwasher, washing machine, dryer, kitchen light fixture, and exterior lighting. Additional updates include a new kitchen backsplash, LED flood lights, epoxy-coated bathroom walls, and electrical improvements completed following the previous inspection. The mirrored bathroom walls were also removed, giving the spaces a cleaner and more updated appearance. Upstairs, both bedrooms are separated from the main living area, creating a practical setup for privacy, guests, roommates, or a home office arrangement. With 2 full bathrooms upstairs and a half bath on the first floor, the layout works well for both daily living and entertaining. Outside, the patio offers a manageable area for seating, plants, or a small outdoor dining setup. The exterior lighting adds function and curb appeal, while the conservation area across the way contributes to the home’s quieter setting. The exterior of the home was also freshly repainted last year through the HOA, helping maintain a clean and updated appearance. Adding to the home’s appeal is the low-maintenance lifestyle provided by the HOA, which handles roof repairs, exterior painting (touchup 2025), and landscaping maintenance, allowing for easier day-to-day ownership and added peace of mind. Located in Windermere, the property is close to restaurants, daycare options, nearby elementary schools, Disney University, shopping, parks, area employers, and major Central Florida roadways. With its low-maintenance layout, recent updates, HOA-covered exterior maintenance, patio space, and well-connected location, 12555 Cruxbury Drive offers a solid opportunity in a desirable Windermere area.
8662 ABBOTSBURY DR, WINDERMERE, FL 34786
$525,00012 Days on yellowkey MLS ID: O6416099
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1877 Built: 2004Monthly Fee: $170 Tax: $2,511 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$2,511
Remarks: Welcome home to this charming single story, 3-bedroom, 2-bath home located in the highly desired gated community, Lakes of Windermere – Peachtree. Step inside to an inviting open layout with brand new carpet, abundant natural light, spacious living and dining areas ideal for everyday living and entertaining. The kitchen features ample cabinetry, a kitchen island, and stunning views of the serene backyard. The split-bedroom floor plan provides a private primary suite with a walk in closet and en-suite bath, while two additional bedrooms and a full bath offers flexibility for family, guests, or a home office. Enjoy outdoor living in the fully fenced backyard and a screen enclosed patio overlooking lush conservation with no rear neighbors — a perfect setting for relaxing, gardening, or play. For added peace of mind, a NEW ROOF will be installed prior to closing, offering exceptional value to the next owner. Residents of Lakes of Windermere enjoy access to community amenities including a community pool, playground, and beautifully maintained green spaces, all just minutes from top-rated schools, dining, shopping, and the best of Windermere and Horizon West. Move in ready with meaningful updates and a premium lot — this home is the ideal blend of comfort, convenience, and Florida living.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Paul Donovan (407-785-7070)
13232 LONGACRE DR, WINDERMERE, FL 34786
$650,000165 Days on yellowkey MLS ID: O6372809
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2511 Built: 2013Monthly Fee: $120 Tax: $8,318 (2024)Community: Windermere TerraceSingle Family
Taxes:$8,318
Remarks: Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry. The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage space a, a mud-room and a large designated laundry room. From the living room you step outside to a covered porch and to the fenced and private patio/backyard. Upstairs, a large upper-floor loft, a large owner’s suite, bathroom with double sink, walking in closet and linen closet and the two other bedrooms with walk in closets and jack&jill bathroom. Subdivision has community pool, recreational trail for walking or biking around the pond. Fantastic location near shopping, dining, attractions and great schools. The best of Windermere!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Lucia Kronenberg (407-701-3493)
8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786
$825,00030 Days on yellowkey MLS ID: O6410762
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $15,000 (1.8%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3388 Built: 2013Monthly Fee: $10 Tax: $11,511 (2025)Community: Windermere Trls Ph 1CSpa: YesSingle Family
Taxes:$11,511
Remarks: Experience 8715 Quiet Meadows Trl, a residence recently refreshed with fresh interior paint throughout. The kitchen is equipped with a central island and all stainless steel appliances. The primary bathroom features double sinks and a separate tub and shower, while the primary bedroom contains a walk in closet. Outside, a covered patio overlooks a ground pool and partially fenced. A perfect blend of modern updates and refreshing outdoor comfort. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
713 MAIN ST, WINDERMERE, FL 34786
$2,175,000188 Days on yellowkey MLS ID: O6368185
REDUCED by $60,000 (2.7%) on 05/11/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5031 Built: 2013 Tax: $9,559 (2025)Community: WindermereSpa: NoSingle Family
Taxes:$9,559
Middle School: Gotha Middle
Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere with excellent walkability. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024) and windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. The property also offers the opportunity to add a FRONT GATE for enhanced privacy and security, and allows for a FUTURE POOL ADDITION, giving buyers flexibility to further customize the outdoor living experience. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new redevelopment complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Kari Fleck (407-925-5283)
11951 VERMILLION AVE, WINDERMERE, FL 34786
$459,00028 Days on yellowkey MLS ID: O6411413
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1539 Built: 2016Monthly Fee: $285 Tax: $4,584 (2025)Community: Windermere Trls Prcl 3Townhouse
Taxes:$4,584
Remarks: LOCATION! LOCATION! BRAND NEW roof and gutters were installed in late 2023. Discover this charming 3 bedroom, 2.5 bath townhome in picturesque Windermere! Nestled in a well-kept community, this home boasts a gorgeous private courtyard, perfect for relaxing or entertaining. Just steps from an A-rated elementary school, and surrounded by multiple scenic walking paths with water views, it’s the ideal place for families and anyone seeking a serene, active lifestyle. HOA covers full outside maintenance, paint and roof care. Community has a beautiful pool and relaxing area ideal for Floria living! A wonderful opportunity to own a move-in ready townhome in a highly desirable community! Don’t miss out!
Listing Agent: Sevara Botirova Patel (407-242-9546)
6965 TETTENHALL LN, WINDERMERE, FL 34786
$710,000266 Days on yellowkey MLS ID: O6340538
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3050 Built: 2007Monthly Fee: $75 Tax: $4,946 (2024)Community: Lakes/Windermere Ph 04Single Family
Taxes:$4,946
Remarks: Beautiful updated windermere home featuring 5 bedrooms 3 full bathrooms , with major upgrades already completed for a peace of mind . Enjoy a brand new roof 05/26 , a brand new Ac 2 Units 05/26 and a brand new water heater 05/26 . Marble floor through downstairs and laminate upstairs , along with remodeled Bathrooms . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney , universal , and SeaWorld and also close to all shopping , Dining and major Highways . Walking distance to top rated schools . Fenced backyard with A screened pool .The community offers incredible amenities including a pool,Tennis court , Sand volleyball and Basketball court and two playgrounds . This move-in-ready property combines modern updates comfort , and functionality in one of windermere's most desirable locations .Don't miss this exceptional opportunity. Schedule your showing today . The listing agent is the owner .
Listing is courtesy of: VISION HOME REAL ESTATE, LLC (407-902-6236)
Listing Agent: Nabil Chakrouni (407-963-8548)
12633 HADDON DR, WINDERMERE, FL 34786
$650,00027 Days on yellowkey MLS ID: O6411199
0 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2003Monthly Fee: $82 Tax: $7,410 (2025)Community: Lakes WindermereSpa: NoSingle Family
Taxes:$7,410
Remarks: Under contract-accepting backup offers. Sitting on a premium corner lot with mature landscaping, this beautiful Kensington model by Ashton Woods is located in the highly sought-after Lakes of Windermere community! Offering nearly 3,000 sq ft, this move-in ready home has been meticulously cared for and features room for a future pool. Recent updates include a new roof (2024), new downstairs A/C (2026), upstairs A/C (2023), upgraded Stainmaster PetProtect carpet (2026), quartz countertops, marble backsplash, cabinet lighting, paver patio, aluminum fencing, and updated landscaping. Inside, you’ll love the open split-bedroom floor plan, crown molding, upgraded flooring, and spacious kitchen with tons of cabinet space and stainless steel appliances overlooking the family room with custom built-in entertainment center wired for home theater. Upstairs 5th bedroom with full bath could also make the perfect theater room, game room, and guest suite. Lakes of Windermere offers a welcoming small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, tennis courts, playgrounds, and organized recreational activities. Ideally located just minutes from Disney, Winter Garden Village, I-4, SR 408, and the Florida Turnpike.
Listing Agent: Amy Brown (443-851-1508)
7612 FAIRGROVE AVE, WINDERMERE, FL 34786
$440,00049 Days on yellowkey MLS ID: S5149402
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1742 Built: 2016Monthly Fee: $347 Tax: $6,515 (2025)Community: Windermere Sound Ph 2Townhouse
Taxes:$6,515
Remarks: Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando's most sought-after areas.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)
Listing Agent: Maribel Minarro (407-908-3522)
8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786
$1,150,00016 Days on yellowkey MLS ID: O6413196
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3971 Built: 2016Monthly Fee: $8 Tax: $13,647 (2025)Community: Windermere Trls Ph 3BSpa: YesSingle Family
Taxes:$13,647
Remarks: FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
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