Location: Windermere , 34786
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6036 GREATWATER DR, WINDERMERE, FL 34786
$1,999,9995 Days on yellowkey MLS ID: O6400277
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4013 Built: 2001Monthly Fee: $298 Tax: $15,493 (2024)Community: Keenes PointeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,493
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Classic elegance defined in this stately Keene’s Pointe residence, set along the 17th Fairway of the renowned Jack Nicklaus Signature Golf Course. An impressive grand foyer with warm hardwood flooring greets guests to a traditional-style home with office and formal plus family living spaces on the first floor, along with a guest suite. The primary bedroom and two other secondary bedrooms are upstairs, offering an elevated view of the golf course. A balcony spans the second floor of the home. All bedrooms feature new carpet and fresh interior paint and LED lighting. The updated kitchen features striking white cabinetry, stainless WOLF double ovens and gas cooktop with hood, Sub Zero built-in refrigerator, dishwasher, and two fridge drawers. A butler’s pantry off the dining room is perfectly suited with a beverage fridge and Miele espresso coffee bar. A covered back patio and summer kitchen is the ideal complement to the refreshing pool and paver patio, for outdoor entertaining. Roof replaced in 2023. New HVAC for the upstairs in 2024. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
6799 HELMSLEY CIR, WINDERMERE, FL 34786
$658,000159 Days on yellowkey MLS ID: O6361417
3 Days Off yellowkey (back on 4/20/2026)
REDUCED by $12,000 (1.8%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 2011Monthly Fee: $129 Tax: $9,339 (2024)Community: Preston SquareSingle Family
Taxes:$9,339
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
6443 CARTMEL LN, WINDERMERE, FL 34786
$1,475,000791 Days on yellowkey MLS ID: O6179128
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4257 Built: 2004Monthly Fee: $520 Tax: $14,632 (2023)Community: Reserve At Lake Butler Sound Unit 2Spa: YesSingle Family
Taxes:$14,632
Tax Year: 2023
Remarks: Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the residence, leading to the grand salon and dining room adorned with sculptured ceilings and columns. Beyond French doors, a private study offers a serene escape. The family room features a coffered ceiling and French doors opening to the covered veranda, seamlessly blending indoor and outdoor living. Elegant travertine, marble, and wood flooring flow seamlessly throughout, enhancing the ambiance of every space. A sprawling 30x12 ft. pool and spa are the focal point of outdoor entertainment and relaxation. The heart of the home lies in its gourmet kitchen, where a center island, built-in double ovens, walk-in pantry and granite countertops provide the perfect backdrop for culinary endeavors. The master suite is a sanctuary unto itself, boasting a morning kitchen, French doors to the veranda, dual walk-in closets, and a luxurious spa-style master bath with a dual-head shower and separate whirlpool tub. Ascending to the second floor, a versatile bonus room/fifth bedroom suite awaits, complete with a full bath, and walk-in closet. This space offers endless possibilities, whether as a home theater, game room, or private retreat. Luxury appointments abound, including travertine and exotic Kenpass hardwood flooring, an additional bonus space off the master, currently used as an exercise room, and an oversized three-car garage. Lavish landscaping completes the allure of this exceptional residence, offering a tranquil oasis in a prestigious community.
Listing Agent: Julie Bettosini, Pa (321-689-9594)
13430 HOPKINTON CT, WINDERMERE, FL 34786
$585,000211 Days on yellowkey MLS ID: O6346406
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
Taxes:$7,277
Elementary School: None
High School: None
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)
13712 SUMMERPORT VILLAGE PKWY, WINDERMERE, FL 34786
$444,90075 Days on yellowkey MLS ID: S5143431
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1997 Built: 2019Monthly Fee: $171 Tax: $5,448 (2025)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$5,448
Elementary School: Independence Elementary
Tax Year: 2025
Remarks: Location!!! Great price!!! Top-rated school district!!! and a Renovated!!! Property ready for you to move in or invest. High rental demand and low inventory, ideal for investors or families. Fresh paint inside and out, new carpets, new indoor A/C with warranty, rear entry 2-car garage with epoxy flooring, and a spacious driveway. Kitchen island, granite counters, breakfast bar, stainless appliances large porch with relaxing views, a patio ideal for barbecues or outdoor breakfasts, surrounded by beautiful landscaping. Upstairs: 3 spacious bedrooms, plus a flexible loft. Primary Suite with walk-in closet and bath with dual sinks, second bedroom with walk -in closet, third bedroom with a reach-in closet, shared bathroom with dual sinks. Vineyard at Horizon West community amenities include: 2 clubhouses, swimming pools, park, community mailbox, sidewalks and recreational areas. Windermere High School (0.6 mi) Independence Elementary (1,3 mi) Bridgewater Middle School (1,7 mi). Just minutes from Winter Garden Village, hospitals, Disney Springs, Walt Disney World, Universal Studios, and Orange County National Golf Center and lodge. Approx 3,5 miles to FL-429 exit 19. With our preferred lender, you'll receive an additional benefit. Contact me today and don't let this opportunity pass you by! For security purposes, property is equipped with Ring exterior security cameras located at the front entrance and garage. Seller may review multiple proposals.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carines Hernandez Bustillo (786-727-7434)
12411 MONTALCINO CIR, WINDERMERE, FL 34786
$1,550,0008 Days on yellowkey MLS ID: O6400067
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3399 Built: 2011Monthly Fee: $150 Tax: $11,027 (2025)Community: Casa Del LagoSpa: YesSingle Family
Taxes:$11,027
High School: West Orange High
Remarks: A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
4029 ISABELLA CIR, WINDERMERE, FL 34786
$3,299,0009 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: 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
713 MAIN ST, WINDERMERE, FL 34786
$2,235,000128 Days on yellowkey MLS ID: O6368185
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
High School: Olympia High
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. 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)
11686 WATER RUN ALY, WINDERMERE, FL 34786
$409,90043 Days on yellowkey MLS ID: O6390542
REDUCED by $2,000 (0.5%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $332 Tax: $6,025 (2025)Community: Ashlin Park Ph 2Spa: NoTownhouse
Taxes:$6,025
Remarks: Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a modern open-concept layout.The kitchen features granite countertops, stainless steel appliances, and ample cabinetry overlooking the bright living and dining areas—perfect for everyday living and entertaining. New laminate flooring has been installed throughout the first floor, adding a fresh and modern touch. The spacious primary suite includes a walk-in closet and private bath, while two additional bedrooms provide flexibility for family, guests, or a home office. A private courtyard connects to the detached two-car garage, which features a newly painted floor.Residents enjoy community amenities including a pool, clubhouse, playground, tennis courts, and walking trails. Conveniently located near shopping, dining, major roadways, and top-rated schools, this home offers comfort and convenience in one of Central Florida’s most sought-after areas.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
8411 WOBURN CT, WINDERMERE, FL 34786
$1,250,00030 Days on yellowkey MLS ID: O6391980
REDUCED by $10,000 (0.8%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2582 Built: 1999Monthly Fee: $222 Tax: $12,964 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$12,964
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
13622 DARCHANCE RD, WINDERMERE, FL 34786
$629,90035 Days on yellowkey MLS ID: S5146266
REDUCED by $19,100 (2.9%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 2007Monthly Fee: $81 Tax: $5,403 (2025)Community: Enclave/Berkshire Park B G H ISingle Family
Taxes:$5,403
Remarks: Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding everyday practicality for families. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this home delivers strong value through location, accessibility, and long-term growth potential. Schedule your private tour today.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Javin Lopez (407-873-6606)
4200 DOWN POINT LN, WINDERMERE, FL 34786
$9,900,00071 Days on yellowkey MLS ID: O6382393
2 Days Off yellowkey (back on 2/23/2026)
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 14435 Built: 2001 Tax: $82,719 (2025)Community: Down Point SubSpa: YesSingle Family
Taxes:$82,719
Middle School: Chain of Lakes Middle
Remarks: Under contract-accepting backup offers. Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling, and a stunning 10-ft Waterford chandelier. Every inch of this residence exudes sophistication, from the marble floors and corbels to the intricately carved fireplace mantels or even the ornate door hinges. Boasting 5 spacious bedroom suites, four with outdoor walk-outs, in the main home, complemented by a separate guest/staff apartment, this estate offers flexibility and privacy. A resort-style pool, cabana, along with a boathouse, dock and paver paths meandering through the property, create an outdoor haven for entertaining and relaxation. The guest quarters or a private office that takes in views from 3 sides. Architectural marvels abound, with handcrafted coffered ceilings, exposed wood beams, and a gourmet kitchen featuring a red brick barreled ceiling and appliances by Wolf and Sub-Zero. Hosting events is effortless with a separate full caterer's kitchen. The primary suite offers serene panoramic water views, complemented by an extraordinary dressing room and bathroom. For wine connoisseurs, a climate-controlled 3,000+ bottle wine cellar awaits. Verandas and terraces afford fresco dining, bar area and sweeping views, enhancing the outdoor experience. Work in the masterful office with birds’ eye 180-degree water views or step into the game room for a game of pool or a sunset view off the balcony. A large travertine parking area for events and a 4-car garage adds practicality to this extraordinary property. This masterpiece transcends the ordinary, offering a lifestyle of unparalleled luxury and sophistication. Seize the opportunity to make this stunning estate your own.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Frank Del Toro (407-810-7125)
1420 DINGENS AVE, WINDERMERE, FL 34786
$1,600,00086 Days on yellowkey MLS ID: O6376538
2 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4072 Built: 2018 Tax: $13,393 (2025)Community: GothaSingle Family
Taxes:$13,393
Elementary School: Thornebrooke Elem
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. No HOA custom pool home on over half an acre, offering rare space and privacy in a central Windermere location just minutes from top schools, dining, and 20–30 minutes to Disney, Universal, and Orlando International Airport. Set on 0.63 acres, the outdoor space is set up to be used, with a fully fenced yard, gas-heated saltwater pool with sunshelf, covered lanai, and outdoor kitchen. Inside, the main living area flows into a kitchen designed to anchor the home, featuring a large island, custom cabinetry, walk in pantry, natural gas cooktop with pot filler, and double wall ovens. The layout is designed to work without wasted space. The primary suite is set apart with backyard views and a well finished en suite with dual vanities, a freestanding tub, walk in shower with dual heads, and a custom closet. Secondary bedrooms are generously sized and share a well designed bath, while a fourth bedroom with direct pool access, a dedicated office with built ins, and a separate bonus room provide flexibility for guests, work, or additional living. Additional features include a mudroom and laundry space with built ins, an oversized three car garage with epoxy flooring, a large paver driveway, outdoor lighting, a security system, a fully fenced yard and paid off 20kW solar panels. Zoned for A rated Thornebrooke Elementary and just minutes from Windermere Prep, the home brings together space, layout, and location in a way that is hard to replicate in this area.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
13733 BRESSLER ALY, WINDERMERE, FL 34786
$455,00078 Days on yellowkey MLS ID: O6379257
REDUCED by $9,999 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2002 Built: 2019Monthly Fee: $185 Tax: $7,023 (2024)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$7,023
Remarks: Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a playground area. The Vineyards of Horizon West community offers easy access to SR-429, SR-535, and US-192 and area employers, including Walt Disney World®, Orange County National Golf Center and Lodge, and Universal Orlando® Resort. The community is also close to several excellent dining and shopping options, including Winter Garden Village and downtown Windermere.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Robert Welker, Iii (321-287-0327)
12720 JACOB GRACE CT, WINDERMERE, FL 34786
$2,895,00051 Days on yellowkey MLS ID: TB8476930
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: 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 is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Adrian Jacob (832-381-4670)
7719 ANSELMO LN, WINDERMERE, FL 34786
$382,00032 Days on yellowkey MLS ID: O6392007
REDUCED by $5,500 (1.4%) on 04/20/2026
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: 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)
11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$1,730,0008 Days on yellowkey MLS ID: O6399319
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4648 Built: 1995 Tax: $19,423 (2025)Community: Lake Butler EstatesSpa: YesSingle Family
Taxes:$19,423
Remarks: Discover Windermere’s charm and classic style from this stunning Victorian-style pool home, set on a 1-acre lot with no HOA, on one of the most desirable streets. Under the canopy of majestic oaks, this 5-bedroom residence features a dedicated office space and a versatile bonus room ideal for a private apartment or guest suite. A charming wrap-around porch welcomes you into a classic foyer featuring rich wood floors, soaring ceilings, custom millwork, and a graceful grand staircase. Throughout the home, you’ll find exquisite traditional details including dental crown molding, chair rails, and beautifully crafted trim. The spacious formal dining room is filled with natural light and accented by warm wood flooring. The kitchen blends style and function with stainless steel appliances, granite countertops, an island, walk-in pantry, custom cabinetry, and a lovely view of the pool with newly installed screen enclosure. All main living areas are carpet-free, and every bathroom has been thoughtfully updated with travertine flooring, porcelain showers, and marble countertops. The owner’s suite is located upstairs and features bay windows, wood floors, crown molding, and a walk-in closet. Its luxurious bath includes a frameless glass stone shower, dual vanities, and an elegant vessel tub. There’s an added finished and air-conditioned attic playroom above one of the bedrooms for children to explore. Plus the expansive bonus room accessible off the primary bathroom is a spacious and secluded hang out room and offers an optional private entrance leading to the large backyard—complete with a sparkling pool, generous patio space, and room to store a boat. The oversized 3-car garage provides exceptional clearance for larger vehicles, golf carts, and lake toys. Town of Windermere residents have private access available to the Butler Chain via a town boat ramp plus town tennis courts. Home is walking distance to downtown and the weekly farmer’s market, monthly food trucks, and the quaint shopping district.
9011 CHAPMAN OAK CT, WINDERMERE, FL 34786
$649,0009 Days on yellowkey MLS ID: S5148031
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
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)
11419 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,375,00032 Days on yellowkey MLS ID: O6392667
0 Days Off yellowkey (back on 4/19/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 2005Monthly Fee: $283 Tax: $7,583 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$7,583
Remarks: Under contract-accepting backup offers. Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.
Listing Agent: Jay Martin (407-496-8613)
1329 GLENHEATHER DR, WINDERMERE, FL 34786
$821,00019 Days on yellowkey MLS ID: O6395704
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2519 Built: 2002Monthly Fee: $201 Tax: $7,240 (2025)Community: Reserve At BelmereSingle Family
Taxes:$7,240
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Impeccably maintained one-story pool home in the 24/7 guard gated community of Reserve at Belmere in Windermere. This move-in-ready residence offers peaceful pond views and stunning postcard-worthy sunsets from the expansive screened lanai overlooking the stocked pond in the backyard. Step inside to discover elegant one-story living with soaring high ceilings, an updated kitchen featuring a natural gas cooktop, built-in double convection ovens, abundant cabinet storage, and a walk-in pantry. The spacious family room includes an entertainment system with the TV conveying. A large dedicated home office provides flexibility and could easily serve as a fourth bedroom if desired. The primary suite is a true retreat, complete with two walk-in closets, a luxurious jacuzzi garden tub, separate walk-in shower, and dual vanities. The oversized premium lot backs directly to the serene pond, creating a private oasis designed for the ultimate Florida lifestyle. Enjoy the sparkling screened pool, deep covered lanai, and custom summer kitchen—perfect for outdoor entertaining while watching nightly western sunsets. A pocketing glass wall opens to.the lanai and extended pool deck, the outdoor shower is perfect to rinse off. Additional highlights include a three-car garage with a large paver driveway, mature landscaping that enhances incredible curb appeal, a tile roof, and a full hurricane shutter system on all windows and entries. The Reserve at Belmere delivers resort-style living with 24/7 guarded entry, a state-of-the-art fitness center, tennis courts, basketball courts, beach volleyball, and a fishing pier on Lake Reams. Families appreciate the sought-after A-rated K-12 schools in the area, along with convenient access to top private school campuses. Endless shopping and dining options are just minutes away in every direction, with quick commutes via the 429, Florida turnpike, 408 ,I-4, Winter Garden Village, and Downtown Orlando. Pride of ownership shines throughout this lovingly cared-for home, making it one of the best values in the community. Don't miss the opportunity to call this exceptional pond-view pool home yours.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
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