Location: Windermere , 34786
Do Not Show Listings
12210 LANGSTAFF DR, WINDERMERE, FL 34786
$385,0003 Days on yellowkey MLS ID: O6400117
INCREASED by $10,000 (2.7%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2012Monthly Fee: $200 Tax: $5,725 (2025)Community: Lakes/Windermer Lake Reams TwnhmTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,725
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: WELL MAINTAINED TOWNHOME IN WINDERMERE! 3 BEDROOM 2.5 BATHROOMS! Located in the sought after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Courtyard leading to a Detached 2 Car Garage with Rear Entry Alleyway that backs up to a Conservation Area. The Appealing Floorplan Features Living Room/Office upfront, Beautiful Open Kitchen with 42-inch Cabinets, Granite Counter Tops & Stainless-Steel Appliances! Special fixtures throughout include Ceiling Lamps & Fans, Crown Moldings, Plenty of storage & Large adjoining Family Room. Light floods the space creating a warm welcoming place to call home. Upstairs features a Large Master Suite with Walk-In Closet overlooking the conservation area, a Master Bathroom with a Large Walk-In Shower, a Separate Garden Tub & Double Vanity with Granite Counters, 2 Spacious Bedrooms sharing a Jack & Jill Bathroom & the Laundry Closet is also conveniently located upstairs. The Courtyard offers a Private Brick Paved area for Grills, Umbrella, and Outdoor Furnishings perfect for Entertaining family and friends. Other furniture includes two Bedroom Sets, Dining Set, Family Room Set, Televisions in the Kitchen area & each of the Bedrooms, Wall Decorations and Light Fixtures. The Garage has Air Conditioning and includes an Extra Refrigerator providing multiple uses, such as a Working Area or Family Entertainment. Your imagination is the limit. The community has a Pristine Pool, Biking/Walking Trails, and a Beautiful Landscape. This Prime Location offers Shopping, Dining, Entertainment and Great Schools, all within minutes. Easy Access to Main Highways. It is a Fantastic Home in a Great Location! Furniture and accesories only for display purposes, they do not convey. Call for an appointment before is gone!
Listing is courtesy of: ELITE REALTY ENTERPRISES LLC (407-683-4515)
Listing Agent: Ernesto Cisneros (407-683-4515)
7519 BROFIELD AVE, WINDERMERE, FL 34786
$755,0005 Days on yellowkey MLS ID: O6398459
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2628 Built: 2009Monthly Fee: $81 Tax: $5,238 (2025)Community: Lake Sawyer South Ph 02Single Family
Taxes:$5,238
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the best of Florida living in this home located in the sought-after Lake Sawyer community in Windermere. Offering a perfect blend of comfort, style, and functionality, this residence is ideal for both everyday living and entertaining. The first floor features a well-designed layout with separate formal and family room areas, while still maintaining an open-concept feel that creates great flow and plenty of space for gathering, entertaining, and daily living. Upstairs, you’ll find a spacious primary suite with a newly renovated bathroom (2023), offering a modern and relaxing retreat. The additional bedrooms are thoughtfully arranged, including two bedrooms connected by a Jack & Jill bathroom and a separate guest suite, providing flexibility for family and visitors. Step outside to the private backyard retreat, beautifully finished with travertine pavers and featuring a one-year-old heated saltwater pool, all within a fully fenced yard for added privacy. The home has been further enhanced with new flooring (2020), exterior paint (2019), and the added convenience of an electric vehicle charger that conveys with the home. One of the standout features is the rare opportunity to enjoy Disney fireworks views from both the primary bathroom and the front of the home, adding a magical touch to your evenings. Residents of Lake Sawyer enjoy an array of amenities including a community pool, covered playgrounds, scenic walking trails, green spaces, and courts for basketball, tennis, and pickleball—all with a low HOA fee and no CDD. Located just minutes from top-rated schools, shopping, dining, and major attractions, this home offers both convenience and lifestyle. Make this your new home and enjoy everything Windermere living has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carlos German (888-883-8509)
713 MAIN ST, WINDERMERE, FL 34786
$2,235,000125 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
Elementary School: Windermere Elem
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)
3130 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,725,00019 Days on yellowkey MLS ID: O6395307
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 4490 Built: 1985Monthly Fee: $199 Tax: $21,502 (2025)Community: Butler BaySingle Family
Taxes:$21,502
Middle School: Bridgewater Middle
Remarks: One or more photo(s) has been virtually staged. PALATIAL ESTATE in the heart of Windermere offers LUXURY living on an exclusive ONE ACRE LOT with mature landscaping among pines and palms for the ultimate in PRIVACY and SERENITY. A true estate in GATED Windermere Club, this pristine single story oasis offers extraordinary curb appeal with an expansive paver driveway, a grand drive through porte-cochere, three car garage, and professionally manicured grounds. This custom built home features true craftsmanship and offers quality details - a blank canvas just waiting for YOUR personal style AND PRICED BELOW APPRAISAL! You will feel like you are living in a Mediterranean villa in Windermere! The kitchen island was custom designed for the home with seating and two sinks so the chef can entertain while creating masterpieces with the 6 burner GAS cooktop, grill and double Monogram oven. The cabinets are truly a work of art custom made with rich wood planks. The pantry is elegantly hidden behind an artisan designed sliding door and is not only huge but well equipped with electrical outlets. The living and dining room share a double faced MASONRY FIREPLACE. Archways lead into every room and expertly finished plaster style walls make your palazzo a stylish retreat - DEFINITELY NOT A COOKIE CUTTER - THIS ESTATE IS SPECIAL. Lighting has been updated to give a bright, elegant and contemporary vibe. Each bedroom has its own ensuite bath! There is a finished “bonus room/in law suite” (2020) with a private exterior door and plenty of adjacent unfinished space, wired and plumbed for easy installation of a kitchen and bathroom - THIS WOULD BE AN IDEAL IN LAW OR TEEN SUITE! Three additional bedrooms, each with an ensuite bathroom are located in a wing of the home that can be closed from common area, creating privacy and comfort for family and guests. The Primary/Master suite, located on the other side of the home, is a private oasis overlooking the flower filled garden, resort style pool, pines and pristine green space on the sprawling ONE ACRE lot with NO REAR NEIGHBORS! There is a small office with a door connected to the primary suite. The primary/master bathroom has a walk around shower, an indulgent soaking tub, double vanities, high end finishes, TWO WALK IN CLOSETS with designer lighting and custom built ins, and a second hot water heater. The custom designed home has everything you’d expect for a LUXURY LIFESTYLE. The laundry room has granite, a sink, custom cabinets, and plenty of space. Likewise, the oversized three car garage has a sink, potting shed/room, epoxy floor and built in cabinets. No expense was spared as the owner installed thousands of dollars in exterior uplighting and two fountains creating a world class private resort ambience. Among meandering paver paths lined with flowers and bougainvillea arches, you’ll have an abundance of outdoor lounging space, including a sparkling heated pool and spa adjacent to a screen enclosed summer kitchen with commercial style built in grill, sink, built in refrigerator - all of this is steps from the pool cabana bath and outdoor shower. Windermere Club is zoned for award winning public and private schools. The Windermere Recreation Center is less than one mile away and features a boardwalk onto Lake Crescent, playground, kayak launch, pavilions, sand volleyball court, tennis courts and walking trails for residents. While all measurements are believed to be correct, buyer is encouraged to confirm all.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
11686 WATER RUN ALY, WINDERMERE, FL 34786
$409,90040 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
Elementary School: Sunset Park Elem
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)
11208 LEDGEMENT LN, WINDERMERE, FL 34786
$1,000,000204 Days on yellowkey MLS ID: O6325096
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2988 Built: 2002Monthly Fee: $140 Tax: $6,561 (2024)Community: Glenmuir 48 39Spa: YesSingle Family
Taxes:$6,561
Tax Year: 2024
Remarks: Welcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space.Feature, NEW ROOF, CORNER LOT, LOCATED NEAR DISNEY: With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality. Upon entry, you’ll be captivated by the high-end finishes and open layout. The formal dining and living areas flow seamlessly together, while sliding glass doors bring the outdoors in, filling the space with natural light. The heart of the home is the oversized kitchen, featuring an island, coffee or wine bar, and direct access to the spacious family room—perfect for entertaining. Large sliding doors open to your own private oasis: a saltwater pool surrounded by lush palm trees, ideal for relaxing or hosting guests. Additional highlights include: • Split floor plan for added privacy • Second bedroom with full ensuite, perfect for guests • Fifth bedroom at the front of the home, ideal for a home office or flex space • Tankless water heater • New A/C system • New pool pump and water filtration system • Wood flooring throughout • Tile floors in the garage * Car Charger *. Surge Protector on Electrical Box *. Attic access via the floor trusses support attic flooring. • Located on an oversized corner lot * appliances 4 years old * * Smart home This move-in-ready home has it all—space, style, and modern upgrades—ready for you to enjoy. Ideally situated in heart of Central Florida, this exceptional home offers effortless access to the area'smost sought after attractions, including the convenient back entrance to Walt Disney World, Disney Springs. Including nearby Universal Orlando, City Walk, SeaWorld,Ocon Park and the renowned dining destinations along Restarant Row. If you've been searching for a beautifully updated home with space, sophistication and an unbeatable location.
Listing Agent: Ruthanne Martin (407-721-6420)
8411 WOBURN CT, WINDERMERE, FL 34786
$1,250,00027 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
High School: West Orange High
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
$629,90032 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
$9,900,00068 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 Agent: Frank Del Toro (407-810-7125)
1420 DINGENS AVE, WINDERMERE, FL 34786
$1,600,00083 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
$455,00075 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
Elementary School: Independence Elementary
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
$2,895,00048 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
$382,00029 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
$1,730,0005 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.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
6820 THORNHILL CIR, WINDERMERE, FL 34786
$520,0003 Days on yellowkey MLS ID: V4948591
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2009Monthly Fee: $82 Tax: $7,228 (2025)Community: Lakes Of WindermereSingle Family
Taxes:$7,228
Remarks: Beautiful 2-story home, 3 Bedrooms and 2.5 Bathroom + a large Bonus area, perfect for an office, workout space or playroom. Huge Primary Bedroom with vaulted ceilings and walking closet. Wooden Plantation Shutters on all windows. Second floor with wood Floors, No Carpets. The rear of the home has a large driveway extending to the alleyway, great for guest parking. Fully fenced backyard offering plenty of room for gatherings, grilling, pets, Mango tree and Pergola included. A 2 car garage with large storage cabinets. The Lakes of Windermere features manicured parks, great lake views, playgrounds, and a community swimming pool. Property situated in a single entrance loop mixed with lakefront custom homes. Short drive to shopping, Disney resorts, restaurants, and much more.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Maria Galindez (305-803-3799)
2219 RIDGEWIND WAY, WINDERMERE, FL 34786
$1,349,0003 Days on yellowkey MLS ID: O6400508
Bed: 6 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3364 Built: 1997Monthly Fee: $218 Tax: $10,027 (2024)Community: Estates At WindermereSingle Family
Taxes:$10,027
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Set behind the gates of The Estates at Windermere—an intimate enclave of just 67 homes—2219 Ridgewind Way is the kind of property that stops you mid-scroll. A true Victorian-inspired residence, its architectural presence is unforgettable: a statement turret, wraparound porch, and intricate trim work that feels both rare and timeless in today’s market. It’s not just different—it’s irreplaceable. Inside, soaring ceilings and natural light highlight detailed millwork and thoughtfully designed living spaces that balance character with livability. The kitchen delivers where it counts—gas cooktop, stainless steel appliances, and rich wood cabinetry—anchoring both everyday life and effortless entertaining. Formal and casual spaces connect seamlessly, creating flow without sacrificing definition. The primary suite is privately positioned on the main floor, featuring a recently refreshed, spa-inspired bath. A secondary downstairs bedroom offers flexibility for guests or a true work-from-home setup, while four additional bedrooms upstairs provide the space today’s buyers are searching for. And then—the lot. Set on a rare .63 acres, outdoor living feels like a private retreat. A saltwater pool, lush landscaping, and multiple areas to unwind create a setting that’s equal parts peaceful and functional. It’s the kind of backyard that’s increasingly hard to find in Windermere. Location seals it: gated privacy just minutes from top-rated schools, parks, dining, shopping, farmers markets, hospitals, major highways and everything that makes Windermere one of Central Florida’s most sought-after places to live. Distinctive. Hard to replicate. Worth seeing in person.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786
$1,500,0006 Days on yellowkey MLS ID: O6399697
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4319 Built: 2002Monthly Fee: $183 Tax: $16,530 (2025)Community: Oxford MoorSpa: YesSingle Family
Taxes:$16,530
Remarks: Completely Remodeled 2022 | Single Story |Gated Windermere Community | Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level that's genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic. The kitchen provides a large island, full stone backsplash, Bosch appliances with induction cooktop and double ovens, and a dedicated coffee bar. The split floorplan separates the primary suite from the secondary bedrooms, each generously sized, while the living areas flow directly to the covered lanai and saltwater pool. The primary suite includes a sitting area, expanded closet, and a fully renovated bath. A large private office comfortably fits dual workstations. Outdoor living space includes the saltwater pool running on updated equipment and automation, surrounded by a spacious fenced yard framed by mature landscaping and fruit trees that actually produce. Oxford Moor is one of Windermere's quieter gated communities comprised of 85 Estate Homes. Top-rated schools including Windermere Elementary, Bridgewater Middle, Windermere High school, and less than 1 mile from Windermere Prep, convenient SR 429 access, and a short drive to Walt Disney World round out the location.
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
9011 CHAPMAN OAK CT, WINDERMERE, FL 34786
$649,0006 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
$1,375,00029 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
$821,00016 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
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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