Location: Windermere, 34786
Do Not Show Listings
13430 HOPKINTON CT, WINDERMERE, FL 34786
$585,000238 Days on yellowkey MLS ID: O6346406
1 Days Off yellowkey (back on 5/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1732 Built: 2005Monthly Fee: $167 Tax: $7,277 (2024)Community: Lakes/Windermere-PeachtreeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,277
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: ***Charming Windermere Home in Lakes of Windermere – Peachtree! *** Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home located on a quiet cul-de-sac in the desirable Lakes of Windermere – Peachtree community, behind the famous Walt Disney World Magic Kingdom! This home combines comfort, convenience, and style in one of Central Florida’s most sought-after locations. Step inside to find a bright and open floor plan with a spacious great room, dining area, and a well-appointed kitchen featuring ample cabinetry and counter space and kitchen eat in nook. The primary suite includes a walk-in closet and an en-suite bath, while two additional bedrooms and a full bath provide plenty of room for family or guests. Outside, enjoy a large screened in patio perfect for relaxing or entertaining. The home also features a finished garage, new roof, recent exterior painting, storage racks in the garage, central heating & cooling, and fresh curb appeal. Located just minutes from Disney, shopping, dining, top-rated schools, and major highways, this property offers the ideal balance of convenience and community living. The HOA includes access to neighborhood amenities and ensures a well-kept environment. Don’t miss the opportunity to make this charming Windermere home yours!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lynn London (410-206-0952)
6315 CLEARMEADOW CT, WINDERMERE, FL 34786
$618,00038 Days on yellowkey MLS ID: O6398505
0 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 2002Monthly Fee: $170 Tax: $3,701 (2024)Community: Glenmuir 48 39Single Family
Taxes:$3,701
Elementary School: Windermere Elem
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the gated community of Glenmuir in Windermere. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, and the charming downtown areas of Winter Garden and Downtown Windermere, this location offers both luxury and convenience. Tucked away on a quiet cul-de-sac, this freshly painted 3-bedroom, 2-bath home offers 2,077 sq. ft. of move-in ready living space. The open-concept great room features retractable sliding glass doors that lead to a 350 sq. ft. covered and enclosed outdoor retreat, creating the perfect space for relaxing or entertaining. The spacious kitchen includes solid wood cabinetry, quartz countertops (2022), stainless steel appliances, and a new dishwasher (2025), along with a cozy breakfast nook. The primary suite offers a large walk-in closet and a spa-like bath with dual vanities, garden tub, and private water closet. Major upgrades include a brand-new Spanish tile roof (2025), sprinkler system upgrade (2025), hot water heater (2020), A/C (2017), new blown insulation, and new carpet throughout. The extended driveway fits six or more vehicles, ideal for hosting guests. Residents enjoy a beautiful tree-lined community with a park, playground, basketball courts, and convenient access to major highways including Interstate 4 and Florida's Turnpike. A rare opportunity to own a move-in ready home with luxury upgrades, a private cul-de-sac location, and an exceptional outdoor retreat in one of Windermere’s most desirable communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
9055 LEGADO DR, WINDERMERE, FL 34786
$425,00021 Days on yellowkey MLS ID: O6403350
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2019Monthly Fee: $240 Tax: $6,408 (2025)Community: LegadoTownhouse
Taxes:$6,408
Elementary School: Castleview Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Welcome to this beautiful former model townhome in the outstanding Legado community in Windermere, Florida with your own view of the Disney Fireworks! Legado is perfectly positioned near Winter Garden, Horizon West, and just minutes from Disney! Whether you're searching for a private Disney getaway, a smart investment property, or a place to call home, this location truly delivers. Offering 3 bedrooms, 2.5 baths, and 1,584 square feet, this residence showcases upscale finishes throughout, reflecting its status as the original model. The first floor features stunning porcelain wood-look tile and a spacious, open layout ideal for both everyday living and entertaining. The kitchen is a standout with a large peninsula that comfortably seats four, accented by three stylish pendant lights, warm wood cabinetry, including glass-front accents, a beautiful backsplash, and elegant quartz countertops. All appliances convey, including a high-end stainless steel refrigerator. The home is complete with blinds and custom window treatments throughout, and the staircase is enhanced with upgraded iron spindles, adding an additional touch of sophistication. Upstairs, the generous primary suite offers a relaxing retreat with a spa-like bathroom featuring upgraded cabinetry, counters, and a tiled shower. Secondary bedrooms are well-sized with ample storage. At the upstairs landing there is a private balcony overlooks a peaceful pond with no rear neighbors. A two-car garage adds convenience, and the home is ideally located directly across from the community amenities, including a pool and playground, making this property as functional as it is inviting. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
2 CHASE RD, WINDERMERE, FL 34786
$3,200,000247 Days on yellowkey MLS ID: O6345197
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
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)
13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$3,200,000270 Days on yellowkey MLS ID: TB8421056
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4500 Built: 2001 Tax: $16,201 (2024)Community: Lake Roper PointeSingle Family
Taxes:$16,201
Remarks: Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion foyer floor design, coffered ceilings, crown molding, and European-style ironwork boasts spectacular views of Lake Roper. The upstairs master bedroom has a beautiful view of Lake Roper. Master bath features an oversized tub and walk-in closet. This Grand Retreat has plenty of outdoor amenities including a basketball court, boat dock and boat lift. Heated family pool and spa. For all your family entertainment, a large open backyard leads to the dock with plenty of land. Stunning cedar and cypress trees surrender the property reminding you of FLORIDA living at its best. The ideal setting for privacy and serenity! Entertainment and fine shopping just minutes away. Close to major highways such as 429, 408 & the Turnpike. Easy access to the airport and Downtown Orlando yet secluded enough to give you a unique home in the heart of Windermere! Close to Windermere Prep school. Convenient to major highways, shops, restaurants, historic sites, major hospitals, and theme parks! Privacy awaits you! Schedule showing!
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Karolina Taylor (813-702-5478)
9721 CARILLON PARK DR, WINDERMERE, FL 34786
$5,000,000277 Days on yellowkey MLS ID: O6336879
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 8305 Built: 2011Monthly Fee: $283 Tax: $47,936 (2023)Community: Keenes PointeSpa: YesSingle Family
Taxes:$47,936
Tax Year: 2023
Remarks: Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
4029 ISABELLA CIR, WINDERMERE, FL 34786
$3,299,00036 Days on yellowkey MLS ID: O6400064
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 7217 Built: 2018Monthly Fee: $480 Tax: $30,300 (2025)Community: CasabellaSpa: YesSingle Family
Taxes:$30,300
Remarks: Under contract-accepting backup offers. Experience an architectural masterpiece in the gated enclave of Casabella. Situated on a rare, oversized .85-acre lot, this estate has been transformed by the original owner with impeccable attention to detail. The interior features 6 beds, 6 full and 2 half baths, all the high-scratch-resistant flooring throughout the home comes in a beautiful white oak finish with bathrooms featuring porcelain floors and walls. Tech enthusiasts will marvel at the Lutron smart home system's ability to control power shades and lighting throughout the home. enterprise-grade 10Gbps networking backbone. Cinema lovers will find no equal in the custom movie theater, boasting a 133” anti-reflection screen, Sony 4K 3D projection, and a commercial-grade Dolby Atmos 11.2 3D sound system within a fully soundproofed environment. The backyard is a tropical paradise featuring imported African white marble flooring, a custom smart pool, and a professional Alfresco summer kitchen. The centerpiece is a magnificent 20,000-gallon Obsidian & Natural Stone Koi garden, fully equipped with UV/scrub filters and gas heating to protect its world-class inhabitants. Located minutes from top-rated Windermere schools, Orlando Health Central, and Dr. P. Phillips Hospital, with easy access to Downtown Orlando. This is not just a home; it is a high-tech fortress and a private resort
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
6673 DUNCASTER ST, WINDERMERE, FL 34786
$539,000103 Days on yellowkey MLS ID: O6378820
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2005 Tax: $3,351 (2024)Community: Lakes/Windermere Ph 02ASpa: NoSingle Family
Taxes:$3,351
Remarks: One or more photo(s) has been virtually staged. Located in the highly sought-after Windermere area, this 3-bedroom, 2-bath residence offers 2,151 heated square feet of functional and versatile living space. The layout includes a formal living room, a spacious great room, and a dedicated den/study, providing flexibility for work, entertaining, or additional living areas. A covered lanai extends the living space outdoors. Situated within a well-established community with a low HOA fee of $230 quarterly and no CDD, this property offers long-term cost efficiency compared to many newer developments. The Windermere location provides convenient access to major roadways, shopping, dining, retail centers, and entertainment throughout Central Florida.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lilyan Machuca (407-738-7463)
9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$899,990103 Days on yellowkey MLS ID: S5143447
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3619 Built: 2017 Tax: $488 (2024)Community: Windermere Trls Ph 4BSingle Family
Taxes:$488
Remarks: One or more photo(s) has been virtually staged. Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails Community This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers exceptional amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!
Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)
Listing Agent: Macarena Jimenez (407-943-4558)
4301 DOWN POINT LN, WINDERMERE, FL 34786
$2,950,00041 Days on yellowkey MLS ID: O6398366
Bed: 5 Bath: 4.0 Gar: 6 Liv Area Sq Ft: 7153 Built: 1983 Tax: $19,012 (2025)Community: Down Point SubSingle Family
Taxes:$19,012
Remarks: Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.
Listing Agent: Phil Mariani (407-257-3609)
14236 OASIS COVE BLVD, WINDERMERE, FL 34786
$369,99052 Days on yellowkey MLS ID: O6395058
REDUCED by $4,410 (1.2%) on 05/03/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1512 Built: 2011Monthly Fee: $541 Tax: $3,995 (2025)Community: Oasis Cove At Lakeside VillageTownhouse
Taxes:$3,995
Elementary School: Bay Lake Elementary
Remarks: If watching Magic Kingdom fireworks from your own home sounds like a dream, this is where it becomes your reality. Welcome to Oasis Cove, a gated, resort-style community located just a few miles from Walt Disney World. This beautifully updated 3-bedroom, 2.5-bath residence stands out as one of the most upgraded and move-in ready homes in the community. As you walk in, you are welcomed by a beautiful hallway featuring custom wainscoting wood accent wall paneling, setting the tone for the design and attention to detail throughout the home. The half bath has been tastefully renovated with modern finishes and continues the same designer wall treatment, creating a cohesive and elevated look. The space then opens into a bright and airy open-concept layout connecting the kitchen, living, and dining areas. The kitchen is thoughtfully designed with stainless steel appliances, granite countertops, and a breakfast bar with pendant lighting. A dedicated coffee station adds both charm and functionality, perfect for everyday living. The living room is spacious and inviting, highlighted by a built-in fireplace with TV mount and a beautifully designed wallpaper, creating a warm and modern focal point. From here, sliding doors lead you to the private outdoor space. The dining area is enhanced by elegant designer wallpaper, adding a refined and stylish touch to the space. Step outside to a paved and fully fenced patio, with gate, ideal for outdoor dining, family gatherings, or enjoying Florida evenings in a private setting. As you head upstairs, the staircase showcases beautiful wood detailing. The primary suite offers a spacious layout with a walk-in closet featuring walk in built-in closet mirrored sliding doors. The primary bathroom has been fully renovated and features a modern tiled shower. Two additional bedrooms provide flexibility and comfort, each thoughtfully designed, including one with accent wallpaper and a custom built-in closet, and the other with themed parks design. The secondary bathroom has also been fully updated with a tiled shower and modern finishes. Laundry closet are convenience located upstairs, to make easy laundry days. With no carpet and laminate flooring throughout, this home offers a clean, cohesive, and low-maintenance lifestyle. Residents of Oasis Cove enjoy access to resort-style amenities including a clubhouse, fitness center, and scenic walking and biking trails around the lake, the hoa fee includes water, cable and internet Ideally located near Windermere High School, and top rates schools, fire house station, dining, shopping, and major highways, this home offers both convenience and lifestyle in one of the most desirable areas near Disney. A true turnkey opportunity.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Raquel Saunders (407-569-7398)
2125 KANE PARK WAY, WINDERMERE, FL 34786
$975,000168 Days on yellowkey MLS ID: O6358139
REDUCED by $24,998 (2.5%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2743 Built: 1992Monthly Fee: $118 Tax: $8,555 (2024)Community: Willows At Lake Rhea Ph 02Spa: NoSingle Family
Taxes:$8,555
Remarks: A rare opportunity to own a .71-acre pool home in the Town of Windermere for under $1 million—beautifully updated and truly move-in ready. Welcome to this beautifully updated single-story pool home on an oversized cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a peaceful setting rarely found in newer communities while still offering convenient access to major roads, shopping, dining, and area attractions. Custom built by well-known luxury builder Richard Watson, this four-bedroom, three-bath home features a thoughtful layout with formal living and dining rooms, a spacious family room, and a custom pool — ideal for both everyday living and entertaining. Inside, high ceilings, Acacia wood flooring, and abundant natural light highlight the open floor plan with views of the pool and backyard. The formal living room features triple sliding glass doors for seamless indoor-outdoor living, while the formal dining room offers a double tray ceiling, crown molding, and bay window with convenient access to the kitchen and family room. The kitchen and family room feature vaulted ceilings and porcelain tile flooring, with French doors leading outdoors. The kitchen includes soft-close cabinetry, granite countertops, under-cabinet lighting, generous storage, and a stylish backsplash. A bright breakfast nook overlooks the pool, while the family room is anchored by a wood-burning fireplace with built-in shelving. The oversized owner’s suite offers direct access to the pool and a spa-inspired bathroom with a freestanding soaking tub, quartz dual vanities, a zero-entry walk-in shower, and dual custom closets. Two spacious bedrooms share a Jack-and-Jill bathroom with dual sinks, while the fourth bedroom with French doors and a bay window works well as an office, den, or playroom. A third updated bathroom also serves as a convenient pool bath. Outdoor living features a custom pebble-finish pool, spacious deck, and screened lanai with a coffered ceiling, sink, and cabinetry. The expansive backyard provides rare space and privacy between homes with room for recreation or future enhancements. Additional highlights include a laundry room with utility sink and storage, an expansive driveway, and a side-entry garage. The Willows at Lake Rhea is zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and offers community amenities including tennis and pickleball courts, basketball, playground, and park. Residents also enjoy the nearby library, farmers market, food truck nights, and seasonal events. Residents of the Town of Windermere enjoy access to the Butler Chain of Lakes boat ramp, offering entry to one of Central Florida’s most sought-after boating destinations. Conveniently located near SR-429, SR-408, Florida’s Turnpike, Disney, Universal, Winter Garden Village, and the shopping and dining of Dr. Phillips. Recent improvements include a new air-conditioning system (2025), water heater (2024), new irrigation and pool pumps (2025), and septic drainfield completed in 2018. With its large private lot, quality construction, desirable school zoning, and recent price improvement, this home presents an outstanding opportunity in one of Windermere’s most sought-after communities. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786
$930,000119 Days on yellowkey MLS ID: O6376318
REDUCED by $40,000 (4.1%) on 04/30/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3820 Built: 2018Monthly Fee: $200 Tax: $10,983 (2024)Community: WindstoneSingle Family
Taxes:$10,983
Elementary School: Sunset Park Elem
Remarks: Designed for those who crave space, privacy, and elevated living, this exceptional newer home offers 5 BEDROOMS PLUS TWO BONUS ROOMS, including ALL 4 MAIN BEDROOMS with WALK-IN CLOSETS and a private guest suite featuring an EN-SUITE and WALK-IN CLOSET—all complemented by NO REAR NEIGHBORS and NO FRONT NEIGHBORS, creating extraordinary flexibility for refined living, entertaining, and everyday comfort. Have you ever dreamt of living close to Disney in an upscale neighborhood—where modern luxury meets peaceful surroundings? This is where that dream becomes reality. At the heart of the home, a gourmet kitchen that chefs will love anchors the OPEN-CONCEPT design. A Gas line is available for the stove. flowing effortlessly into the main living areas. Whether hosting celebrations or enjoying quiet evenings at home, the thoughtfully designed layout includes a living room, a family room, and expansive, light-filled spaces designed for connection. One of the large bonus rooms is currently being used as a MOVIE ROOM, offering a private, theater-style retreat ideal for entertaining or cozy nights in. The bedroom layout is equally impressive, offering space and privacy for everyone. ALL 4 MAIN BEDROOMS include WALK-IN CLOSETS, while the guest bedroom’s EN-SUITE and WALK-IN CLOSET create the perfect setup for visitors, multi-generational living, or a luxurious secondary retreat. Step outside to a truly rare outdoor setting—AN OVERSIZED BACKYARD with NO REAR NEIGHBORS and NO FRONT NEIGHBORS, where privacy and tranquility take center stage. This expansive space is ready to become your personal oasis, whether that includes a resort-style pool, outdoor kitchen, or serene garden escape. When the day winds down, retreat to the MASTER SUITE, an impressively spacious sanctuary designed for rest, relaxation, and renewal. Every detail throughout the home reflects thoughtful design, modern elegance, and effortless functionality. Ideally located VERY, VERY CLOSE TO DISNEY and ALL ATTRACTIONS in CENTRAL FLORIDA, this home offers the rare balance of privacy, space, and proximity—placing world-class entertainment, dining, and lifestyle experiences just minutes away. This is more than a home—it’s a lifestyle defined by luxury, location, and possibility.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Candice Liceaga (407-861-7303)
715 MAGNOLIA ST, WINDERMERE, FL 34786
$1,175,00041 Days on yellowkey MLS ID: S5147648
REDUCED by $75,000 (6.0%) on 04/27/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3390 Built: 1999 Tax: $5,631 (2024)Community: Windermere TownSpa: NoSingle Family
Taxes:$5,631
Middle School: Gotha Middle
Remarks: ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws, guests, or use as a private office. Located minutes from boat ramps and local amenities. Please schedule your viewing today.
Listing is courtesy of: IRIS INTERNATIONAL (407-448-5085)
Listing Agent: Robert Trien (407-484-8474)
9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786
$3,195,000102 Days on yellowkey MLS ID: O6380812
1 Days Off yellowkey (back on 5/2/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5071 Built: 2014Monthly Fee: $283 Tax: $29,036 (2024)Community: Keenes PointeSpa: YesSingle Family
Taxes:$29,036
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary custom residence located within the prestigious guard-gated golf community of Keene’s Pointe, one of Windermere’s most sought-after luxury enclaves. Built in 2014 and set on an expansive 0.51-acre, this estate offers over 5,000 square feet of refined living space, thoughtfully designed to balance elegance, comfort, and modern functionality. The property enjoys a rare premium setting with serene pond views wrapping both the rear and side of the home, creating a private, picturesque backdrop rarely found within the community. The residence features 5 bedroom suites, including a luxurious primary suite on the main level along with an additional first-floor guest suite, ideal for multigenerational living or extended visitors. Three spacious ensuite bedrooms are located upstairs, each offering comfort and privacy. At the heart of the home, the chef’s kitchen is a true showpiece, appointed with top-of-the-line appliances, custom cabinetry, an oversized island, and seamless flow into the main living and entertaining areas. Expansive windows and sliding glass doors flood the interiors with natural light while framing tranquil water views. Outdoor living is equally impressive, highlighted by a beautiful pool and spa, an extended brick-paver lanai, and a fully equipped summer kitchen, all designed for year-round Florida entertaining. The oversized yard, enhanced by the half-acre lot and pond frontage, provides both privacy and space rarely available in Keene’s Pointe. Additional highlights include: • 3-car garage • High ceilings & architectural detailing • Hidden pantry • Office on the 1st floor • Gas fireplace in the family room and outdoors • Modern transitional finishes throughout Residents enjoy 24-hour guard-gated security, lush landscaping, private roads, and optional membership to the Golden Bear Club, featuring golf, dining, fitness, tennis, and social amenities. Ideally located near top-rated Windermere schools, fine dining, shopping, and major roadways, this exceptional estate represents the pinnacle of luxury living in one of Central Florida’s premier golf communities.
1412 GLENHEATHER DR, WINDERMERE, FL 34786
$825,00024 Days on yellowkey MLS ID: O6400463
2 Days Off yellowkey (back on 5/2/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2903 Built: 2002Monthly Fee: $185 Tax: $7,383 (2025)Community: Reserve At Belmere 48 23Single Family
Taxes:$7,383
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Gorgeous UPDATED & UPGRADED Executive * POOL * home Located in the highly desired ~ GUARD GATED ~ Reserve at Belmere with fantastic LAKEFRONT Amenities including a Pier, Fitness Center, Beach Volleyball, Tennis, Playground & More! This Outstanding 4 Bedroom PLUS an OFFICE home will impress you at every turn. Situated on an Oversized 1/3 ACRE LOT with a HUGE Back Yard. Spacious and Open, Split Bedroom Floor Plan with Everything on ONE LEVEL. You will Love all the Incredible Upgrades & Updates including the NEW - 2025 * Luxury Vinyl ~ Wide Plank ~ Wood Floors * Throughout. Extensive updating in 2018 including – New Exterior Paint, New Interior Paint, New Air Conditioner, New Pool Screen, New Kitchen Appliances, New Washer & Dryer and New Light Fixtures. Updated Light Fixtures, Hardware, Plantation Shutters on all windows, Sealed Paver Drive & Walkway, 3 CAR GARAGE & So Much More! As you approach this Architectural Beauty, lush landscaping & a private walkway greet you, providing a sense of Tranquility & Privacy. The Foyer leads you into an Open Concept living area adorned with stunning LVP Floors, High Ceilings & Large Windows offering an abundance of Natural Light & creating an inviting atmosphere that Seamlessly Blends Indoor & Outdoor living. The Fabulous Gourmet Kitchen will inspire the Chef in you with Upgraded GE Profile Stainless Steel Appliances, Including a *GAS* 5 Burner Cooktop, DOUBLE OVENS, Tons of 42” Cabinets with Crown Molding & Light Rail, BOSCH Dishwasher, an Island & More! Perfect heart of the home with the Kitchen, breakfast bar, and breakfast nook all overlooking the large family room with Pool views. The Primary Suite is a True Sanctuary, w/ Beautiful LVP floors, Sitting Area, 2 Walk In Closets & a Spa-Like Primary Bathroom designed to Pamper & Rejuvenate. Plenty of room for everyone with 3 additional Bedrooms all with Bathroom access, plus a convenient Office. The Spacious Laundry Room offers a utility sink and cabinets for additional storage. Tons of closets throughout the home with plenty of space for everything. Enjoy Outdoor Florida living at its Best, Relaxing in your Sparkling * SALT SYSTEM POOL* with an Upgraded PEBBLE finish. Unwind & Indulge in this Outdoor Oasis with an Expansive Screened Lanai Perfect for Alfresco Dining & Entertaining. Imagine soaking up the Florida Sunshine by day & gathering with loved ones under the Stars by Night. Plenty of BACKYARD space for Everyone to Enjoy. PREMIER LOCATION adjacent to Orlando and Nestled Among the Lakes in the Affluent & Quaint Town of Windermere; offering Small Town Charm, Farmers Markets, Food Truck Events & the Famed Butler Chain of Lakes. Just minutes to UPSCALE Shopping, Restaurant Row * DISNEY WORLD * UNIVERSAL Studios, Epic Universe, Theme Parks & World Class GOLFING. Easy Access onto Major Roads to get you quickly to Orlando International Airport, the Space Coast, Sunny BEACHES & anywhere you want to go. Located in an Unparalleled Guard Gated LAKEFRONT Community with Majestic Tree Lined Streets, Custom Homes and fabulous Amenities. Don't miss this Exceptional Home in a Prime Location with Top Schools. Welcome Home!
Listing Agent: Kim Arena (407-701-1621)
13226 ZORI LN, WINDERMERE, FL 34786
$675,00021 Days on yellowkey MLS ID: O6403132
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2521 Built: 2004Monthly Fee: $110 Tax: $3,850 (2025)Community: Providence Ph 01 50 03Single Family
Taxes:$3,850
Remarks: WELCOME to this STUNNING, BEAUTIFULLY UPDATED, MOVE-IN READY home in one of Windermere’s most desirable locations! From the moment you arrive, this exceptional property captures your attention with its BRICK-PAVED DRIVEWAY, CHARMING FRONT PORCH, BEAUTIFULLY ENHANCED FRONT AND BACK LANDSCAPING, and RAIN GUTTERS, offering outstanding curb appeal and a warm first impression. Boasting over 2,521 square feet of living space, this spacious home features 4 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE, and a thoughtfully designed open layout that is perfect for both comfortable everyday living and effortless entertaining. Inside, you will find TILE FLOORING THROUGHOUT, SOARING 8-FOOT DOORS, ARCHED WALKWAYS, CROWN MOLDING, UPGRADED LIGHT FIXTURES, and RECESSED LIGHTING THROUGHOUT THE HOUSE, creating a bright, elegant, and inviting atmosphere. This home has been tastefully refreshed with FRESH INTERIOR PAINT THROUGHOUT, and the KITCHEN CABINETS HAVE BEEN RE-SURFACED AND PAINTED, giving the entire home a clean, stylish, and modern feel. The kitchen opens seamlessly to the family room and breakfast nook, making it the perfect central space for gathering, relaxing, and entertaining. Additional highlights include STAINLESS STEEL APPLIANCES, CEILING FANS, BUILT-IN SURROUND SOUND, EXTERIOR SPOTLIGHTS, CAMERA SECURITY SYSTEM, and an EV CHARGING PORT INSTALLED, adding both comfort and modern convenience. Major value-added improvements include a RE-ROOF COMPLETED IN SEPTEMBER 2020, SPRAY FOAM ATTIC INSULATION for enhanced energy efficiency, and a HIGH-QUALITY HVAC SYSTEM INSTALLED IN OCTOBER 2017, offering lasting comfort and peace of mind. The oversized PRIMARY SUITE serves as a private retreat, complete with a cozy sitting area, CEILING MOLDING, and sliding glass door access to the SCREENED LANAI. The spacious primary bathroom features a GARDEN TUB, WALK-IN SHOWER WITH FRAMELESS GLASS DOOR, DUAL VANITIES, and a LARGE WALK-IN CLOSET. Step outside and enjoy the SCREENED LANAI and spacious backyard, ideal for relaxing, entertaining, or simply enjoying the Florida lifestyle. The community also offers a RESORT-STYLE POOL and TOT LOT for residents to enjoy. Perfectly located just minutes from top-rated schools, Windermere Preparatory, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, Butler Chain of Lakes, and world-famous theme parks, this home offers the perfect blend of LOCATION, STYLE, and VALUE. A rare opportunity to own a BEAUTIFULLY UPDATED home in Windermere that truly stands out. Schedule your private showing today! 3D TOUR AND FLOOR PLAN LINK ABOVE.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Aziz Elbrak (407-433-1629)
9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786
$6,000,000140 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.
7719 ANSELMO LN, WINDERMERE, FL 34786
$375,00059 Days on yellowkey MLS ID: O6392007
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $7,000 (1.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1644 Built: 2008Monthly Fee: $375 Tax: $5,537 (2025)Community: Lake Sawyer South Ph 03Townhouse
Taxes:$5,537
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in ready townhome offering a clean, functional layout with abundant natural light throughout. Upon entry, you’re welcomed into a spacious living room that provides a comfortable and defined gathering space separate from the kitchen and dining areas. Toward the rear of the home, the kitchen and dining area are thoughtfully positioned for everyday functionality and ease of use. The kitchen features granite counters, stainless steel appliances, ample cabinetry, and a breakfast bar that offers additional seating and prep space. The adjacent dining area provides direct access to a private, fenced paver patio, creating a low-maintenance outdoor space ideal for relaxing or entertaining. Recent updates include new interior paint, new carpet, and a new water heater, enhancing both comfort and long-term value. A/C unit was replaced with a brand new unit in 2021. Upstairs, all bedrooms feature fresh carpet flooring and generous closet space. The primary suite offers a spacious layout with an en suite bathroom that includes dual sinks and a walk-in shower. Additional bedrooms are well-sized and versatile for guests, office space, or hobbies. A convenient upstairs laundry area and a main-level half bath add to the home’s practical appeal. With neutral finishes, thoughtful updates, and a well-maintained interior, this property is a strong option for buyers seeking low-maintenance living with functional space and modern touches.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Stephanie Pitts (407-353-6132)
11051 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,895,00028 Days on yellowkey MLS ID: O6400963
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3728 Built: 2003Monthly Fee: $637 Tax: $16,410 (2025)Community: Reserve At Lake Butler SoundSingle Family
Taxes:$16,410
Remarks: Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a seamless blend of sophistication and comfort. Spanning a thoughtfully designed single-story layout, the residence features five bedrooms, four full baths, and two half baths, all curated with impeccable attention to detail. From the moment you enter, soaring ceilings and an abundance of natural light highlight exquisite porcelain marble flooring that flows seamlessly throughout the main living areas—completely carpet-free for a clean, modern aesthetic. The bedrooms feature rich hardwood flooring, adding warmth and contrast. The open-concept design creates an inviting yet refined atmosphere, ideal for both intimate living and grand entertaining. At the heart of the home, the gourmet chef’s kitchen is a true showpiece, appointed with premium Viking stainless steel appliances, rich granite countertops, and bespoke custom cabinetry. Whether hosting elegant gatherings or enjoying everyday moments, this space is designed to impress. Step outside to your private resort-style sanctuary. The covered lanai, complete with a fully equipped outdoor kitchen and grill, overlooks a beautifully redesigned pool framed by lush, mature landscaping—creating a serene and secluded backdrop for relaxation or entertaining under the Florida sun. This home has been extensively upgraded with no detail overlooked, including a complete pool renovation with new equipment, a new screen enclosure, fresh exterior paint and lighting, two new HVAC systems, updated garage interiors and openers, EV charging capability, a new septic system, and a whole-home reverse osmosis water treatment system. Residents of this distinguished community enjoy 24-hour guard-gated security, private fishing dock on Lake Butler, and impeccably maintained surroundings—all just minutes from world-class attractions, fine dining, upscale shopping, top-rated schools, and major thoroughfares. This is more than a home—it is a statement of refined living in one of Central Florida’s most coveted addresses. Schedule your private tour today and experience it for yourself.
Listing Agent: Ken Pozek (407-813-2773)
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