Location: Windermere
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
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5067 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,315,00030 Days on yellowkey MLS ID: O6391750
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3461 Built: 2018Monthly Fee: $253 Tax: $21,824 (2025)Community: Sawyer SoundSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,824
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: STUNNING CUSTOM ESTATE in the EXCLUSIVE GATED community of Sawyer Sound - a private enclave of 20 luxury homes, ideally located across the street from Windermere Prep, and close to excellent dining and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases curated exceptional quality finishes and craftsmanship, and attention to detail. With natural MARBLE FLOORS, soaring ceilings adorned with real WOOD BEAMS, solid-core interior doors, designer lighting, thick crown moulding, beautiful CUSTOM window treatments and appealing color schemes, you'll find LUXURY in every detail. The chef's kitchen is a masterpiece with rare natural stone CRISTALLO QUARTZITE counters featuring under lighting for a warm dramatic glow, custom wood cabinets, a COPPER farmhouse sink, imported fixtures, and all THERMADOR appliances - including an 8 burner NATURAL GAS range and a built in STEAM OVEN that functions as microwave, convection oven, and air fryer. Gatherings in this home are show stoppers with STACKED SLIDING DOORS that disappear to create a seamless transition to the lanai, pool area with gorgeous NATURAL TRAVERTINE, REMOTE CONTROLLED RETRACTABLE SCREENS, NATURAL GAS FIREPLACE, SUMMER KITCHEN, SALT WATER HEATED POOL, and a LUSHLY LANDSCAPED backyard oasis with a tiki hut - LIVE EVERY DAY LIKE A VACATION! Enjoy the comfort of TWO PRIMARY SUITES, each with spa style luxury bathrooms offering large showers, soaking tubs and custom walk-in closets. The main suite has a bedroom in close proximity that would be an ideal nursery, library or office. Two more bedrooms share a beautifully designed bathroom and each has a walk-in custom closet. Rooms are adorned with real wood PLANTATION SHUTTERS and/or DESIGNER MADE WINDOW TREATMENTS, including silk lined drapes with darkening fabric in the primary suite. Practical luxury continues with a huge laundry room with granite counters, custom cabinets, closet, sink and a folding area. The pantry doubles as a thick concrete reinforced “SAFE ROOM" equipped with a phone line and additional security and safety features. ENTIRE HOME NATURAL GAS GENERATOR ensures no interruption to your comfort. Every detail has been thoughtfully considered - from the water softener, energy efficient foam insulation, and double paned windows to the climate controlled three car garage with an EV car charger, epoxy floor, custom storage, large safe, and bike racks. SMART HOME technology allows you to control all systems from your phone - the thermostat, pool, lighting, interior and exterior cameras, and music. COME SEE WHAT SETS THIS MASTERPIECE APART FROM THE REST! EVERY SPACE IN THIS HOMe TELLS A STORY OF LUXURY, DESIGN AND COMFORT - CRAFTED FOR THOSE WHO EXPECT THE BEST! All measurements should be verified by buyer.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
12488 PARK AVE, WINDERMERE, FL 34786
$15,500,0005 Days on yellowkey MLS ID: O6395291
Bed: 10 Bath: 14.5 Gar: 9 Liv Area Sq Ft: 13425 Built: 1996Monthly Fee: $633 Tax: $56,672 (2025)Community: Chaine Du LacSpa: YesSingle Family
Taxes:$56,672
Remarks: Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a meticulous, ground-up transformation, the residence showcases a level of craftsmanship, design integrity, and finish quality that is simply unrivaled in Central Florida. From the moment you arrive, the estate announces itself with undeniable presence. Grand entry doors open to a breathtaking interior defined by soaring 30-foot ceilings, dramatic architectural volumes, and a sleek, contemporary aesthetic softened by warm, bespoke materials. Walls of glass frame panoramic lake views, creating a seamless dialogue between indoor elegance and the natural beauty beyond. Designed for both refined living and grand-scale entertaining, the interior amenities rival those of a world-class resort. Highlights include a private spa sanctuary, fully equipped fitness center, state-of-the-art home theater, and an expansive game and entertainment lounge. The chef’s kitchen is a showpiece, thoughtfully designed for culinary excellence, intimate gatherings, or catered events, anchored by Wolf & Miele appliances, custom cabinetry, and flawless detailing throughout. The primary suite is nothing short of spectacular: a serene retreat offering commanding lake views, spa-inspired bath accommodations, and an atmosphere of complete privacy and indulgence. Every element of the home is enhanced by cutting-edge smart home technology, delivering effortless control, comfort, and security. A thoughtfully designed separate guest wing allows for exceptional flexibility, making the estate equally suited as a private family residence, an entertainer’s dream, or an inspired corporate retreat. Outdoors, the property unfolds into a private resort oasis. Impeccably manicured grounds lead to a private boat dock on the Butler Chain, a hidden garden retreat, and a stunning resort-style pool ideal for both relaxation and large-scale gatherings. Additional features include a putting green, a nine-car garage, and a detached guest house complete with its own kitchen, living area, and bedroom, perfect for extended guests or staff accommodations. A rare opportunity to own one of Central Florida’s most iconic and impressive lakefront compounds, where every detail has been elevated to the highest standard.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Julie Christensen (407-592-2055)
5024 SAWYER COVE WAY, WINDERMERE, FL 34786
$3,450,000192 Days on yellowkey MLS ID: O6348086
0 Days Off yellowkey (back on 4/15/2026)
REDUCED by $49,000 (1.4%) on 04/15/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5501 Built: 2017Monthly Fee: $253 Tax: $36,407 (2024)Community: Sawyer SoundSpa: YesSingle Family
Taxes:$36,407
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
13118 SUNKISS LOOP, WINDERMERE, FL 34786
$579,00049 Days on yellowkey MLS ID: O6385211
REDUCED by $9,000 (1.5%) on 04/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2547 Built: 2005Monthly Fee: $130 Tax: $7,821 (2024)Community: Summerport Ph 03Spa: NoSingle Family
Taxes:$7,821
Elementary School: Keene Crossing Elementary
Remarks: One or more photo(s) has been virtually staged. 13118 Sunkiss Loop | Summerport, Windermere Located in the heart of Summerport, one of Windermere's most sought-after communities, this spacious two-story home offers over 2,500 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms. Recent updates make this home truly move-in ready. A new roof was installed in February 2025, along with fresh interior and exterior paint, new ceiling fans, new toilets, and brand new appliances throughout (washer and dryer excluded). All appliances convey with the sale. The layout is both functional and welcoming, featuring a formal living room and separate dining area well suited for entertaining. The first floor is finished with tile and laminate flooring, and the second floor carries laminate throughout for a clean, consistent feel from top to bottom. Out back, a screened porch with a paved patio and approximately 100 square feet of covered space provides the perfect setting for outdoor dining and relaxing Florida evenings. A two-car garage adds everyday convenience. Positioned close to major shopping, grocery stores, and retail, and zoned for highly rated schools, this home delivers the space, updates, and location that Windermere buyers are looking for.
Listing Agent: Desmond Garcia Llc (407-202-5104)
11162 LEDGEMENT LN, WINDERMERE, FL 34786
$995,000187 Days on yellowkey MLS ID: O6346461
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3248 Built: 2002Monthly Fee: $170 Tax: $7,747 (2024)Community: Glenmuir Ut 02 51 42Single Family
Taxes:$7,747
Remarks: NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere’s most sought-after gated communities. This 4 bedroom, 3 full bath, plus 2 half bath home includes a dedicated office and an upstairs bonus room within a primarily single-story layout—a thoughtful blend of functionality and comfort. Double doors open to a bright foyer with immediate views of the custom 2021 saltwater pool and serene greenspace—no rear neighbors. A private office with French doors and a closet sits just off the foyer. The formal living and dining rooms open directly to the covered lanai and pool, offering seamless indoor–outdoor living. The kitchen provides abundant cabinetry, extensive counter space, a butler’s pantry, and a café area overlooking the pool and outdoor spaces. The kitchen and dining nook flow into a spacious family room—an ideal gathering place. The family room provides lots of windows for natural light. The primary suite is a true retreat with direct pool access and a spa-style bath featuring dual vanities, a soaking tub, a walk-in shower, and an oversized walk-in closet. On the opposite wing, three secondary bedrooms and two full baths— including one en suite—offer excellent flexibility for family or guests. Upstairs, a large bonus room with a half bath functions beautifully as a game room, media space, lounge, or studio. Outdoor living shines with the 2021 custom saltwater pool and generous patio space to enjoy evening views of the Disney fireworks. A dedicated exterior half bath for pool access adds convenient hospitality. The fully fenced yard offers privacy and ample room for pets, gardening, or play. A three-car garage and extended driveway provide generous parking. A new tile roof will be installed prior to closing. Recent updates include two new A/C units (Nov 2024), a new water heater (2025), a new irrigation timer and well pump, fresh exterior paint, and a newly painted garage floor. Glenmuir offers a park, playground, basketball court, and picnic pavilion. Zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and convenient to Windermere Prep. Prime location near the Lake Butler public boat ramp (Butler Chain of Lakes), SR-429, the Florida Turnpike, and nearby shopping, dining, and world-class attractions including Disney, Universal, and SeaWorld. Schedule your private tour today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
13609 ANCILLA BLVD, WINDERMERE, FL 34786
$749,99966 Days on yellowkey MLS ID: O6381542
REDUCED by $39,001 (4.9%) on 04/14/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3360 Built: 2005Monthly Fee: $130 Tax: $9,521 (2024)Community: Summerport Ph 03Single Family
Taxes:$9,521
Remarks: Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fernanda Soares Santos De Oliveira (407-840-0734)
11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786
$1,299,00039 Days on yellowkey MLS ID: O6390072
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2614 Built: 2004Monthly Fee: $298 Tax: $7,193 (2025)Community: Keenes Pointe Ut 04 Sec 31 48 82Spa: YesSingle Family
Taxes:$7,193
Remarks: Under contract-accepting backup offers. Keene's Pointe - 24-hour gated/attended golf community in Windermere, Florida. Experience refined living in this beautifully updated 4-bedroom, 3-bathroom residence. Designed for both comfort and elegance, this home features thoughtful upgrades throughout and exceptional indoor-outdoor living. Enter through the custom iron doors to discover porcelain flooring throughout the home and gorgeous quartz countertops that elevate the kitchen and bathrooms. Natural light pours in through new windows installed in 2023. There is a formal living and dining room, kitchen with stainless appliances overlooking the great room with access to the lanai. The primary suite is located privately on one side of the home with spacious bedroom, walk-in closet with built-in shelving, bathroom with dual vanities, large walk-in shower and freestanding tub. Out back, enjoy your own private resort-style retreat. The large swimming pool and spa are complemented by a rock waterfall, creating a tranquil ambiance. The paver pool deck and gazebo provide the perfect space for entertaining, relaxing, or enjoying Florida’s sunshine year-round.Additional highlights include a new roof in 2019, new double pane windows in 2023, spacious three-car garage with extra storage, large paver driveway offering ample parking and upgraded finishes throughout the house.In close proximity to shopping, dining, tourist attractions, major expressways and top-rated public and private schools, Keene's Pointe is home to The Golden Bear Club, a members only club featuring golf, tennis, fitness, dining and swimming, combines luxury, privacy, and lifestyle—perfect for those seeking upscale living with access to premier amenities.Schedule your private showing today and discover everything this exceptional home has to offer.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
5018 RIVER GEM AVE, WINDERMERE, FL 34786
$775,00082 Days on yellowkey MLS ID: TB8469061
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2379 Built: 2005Monthly Fee: $130 Tax: $8,026 (2025)Community: Summerport Ph 03Spa: YesSingle Family
Taxes:$8,026
Remarks: Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a refined split floor plan with 10- and 12-foot ceilings, abundant natural light, and new tile and marble flooring throughout (no carpet). Custom interior finishes elevate the living spaces, while tranquil water views grace multiple rooms. Recent high-end improvements include a new pool screen enclosure (Jan 2025), vinyl/iron fencing (2023), roof (2018), tankless water heater (2017), HVAC (2017), and Kinetico water softener & reverse osmosis system (2023). A natural gas line is in place for future chef-ready upgrades. The gourmet kitchen boasts granite countertops, stainless steel appliances, wood cabinetry, a raised breakfast bar, and a cozy nook overlooking the great room and pool. Designed for effortless entertaining, the interior flows to the travertine-finished, screen-enclosed lanai, extended patio, and solar-heated saltwater pool with a new pool pump (2025) and salt cell (2024, with warranty) — all framed by calming pond vistas. The primary suite is a private sanctuary with a tray ceiling, dual walk-in closets, garden tub, electronic window treatments, and direct access to outdoor living. Additional highlights include a pool-access half bath, oversized split garage with high ceilings and deep storage, and impeccably landscaped, low-maintenance grounds with mature fruit trees (lemon, lime, avocado, guava and papaya). Living in Summerport means enjoying an unparalleled lifestyle. Residents have access to the community’s exclusive clubhouse and pool complex with fitness center and social spaces at Summerport Residential POA Clubhouse. Meandering walking and biking trails, parks, and green spaces provide daily opportunities for outdoor recreation just steps from home. The nearby Summerport Neighborhood Park offers playgrounds, picnic areas, and scenic paths for all ages. For everyday convenience, Cornerstone at Summerport village-style shopping is just around the corner, providing groceries, cafés, services, and more. Downtown Windermere and Winter Garden’s vibrant boutiques, specialty dining, and lifestyle retail are also moments away, with premier destinations like Winter Garden Village and The Grove reachable in under 15–20 minutes. This remarkable home blends luxury, comfort, and lifestyle — ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Anastasia Fischer (813-597-4791)
11226 MACAW CT, WINDERMERE, FL 34786
$1,825,0007 Days on yellowkey MLS ID: O6393210
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4549 Built: 2004Monthly Fee: $283 Tax: $19,332 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$19,332
Remarks: The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor lifestyle. The expansive outdoor patio overlooks the sparkling pool, providing the perfect setting for hosting guests or enjoying peaceful Florida evenings in your own private retreat. Inside, the home showcases spacious, thoughtfully designed living areas, including a dedicated movie theater for an elevated at-home experience and a versatile separate living space complete with a full bathroom—ideal for guests, in-laws, or multi-generational living. A generously sized loft adds flexibility for a home office, game room, or additional lounge space. At the heart of the home, the gourmet kitchen is a true chef’s delight. Featuring a premium Sub-Zero refrigerator, gas cooktop, and built-in oven and microwave, this space blends high-end functionality with timeless design. Abundant counter space, a spacious breakfast bar, and soaring two-story ceilings create an open and inviting atmosphere perfect for both entertaining and everyday living. The luxurious primary suite serves as a private sanctuary, offering ample space and a spa-like bathroom designed for ultimate relaxation and comfort. Combining custom craftsmanship, elegant design, and resort-style amenities, this one-of-a-kind home delivers an unparalleled lifestyle in Windermere, just moments from premier dining, shopping, and convenient access to major roadways. Opportunity awaits in the highly coveted guard-gate community of Keenes Pointe. Expansive W.J. Sauerwine custom home offering the best value in the community.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Sean Hooke (603-481-3377)
8648 POWDER RIDGE TRL, WINDERMERE, FL 34786
$499,00090 Days on yellowkey MLS ID: O6373065
REDUCED by $17,000 (3.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1876 Built: 2014Monthly Fee: $81 Tax: $6,733 (2025)Community: Windermere Trls Ph 1CSingle Family
Taxes:$6,733
Elementary School: Bay Lake Elementary
Remarks: LOCATION, LOCATION, LOCATION! Welcome to this stunning bungalow-style single-family home located in the highly sought-after Windermere Trails community—where lifestyle, convenience, and charm meet at your front door. Built by Meritage Homes (consistently ranked among the best builders in Florida), this residence features the desirable Angelou floor plan offering 3 bedrooms, 2.5 bathrooms, a spacious loft, and 1,876 square feet of thoughtfully designed living space. The open-concept kitchen and living area create a warm, inviting flow—perfect for everyday living and entertaining. Upstairs, you’ll find a versatile loft, a spacious primary suite, and two additional bedrooms with a full bathroom conveniently located between them. Wood flooring throughout the main living areas and a wooden staircase. Step outside and enjoy Florida living at its finest. From the large front porch, take in breathtaking sunsets and the Magic Kingdom nightly fireworks, while the extra-wide private balcony offers peaceful sunrise views. The rear-entry 2-car attached garage and low-maintenance yard provide both functionality and ease of ownership. *** Owned solar panel system (paid in full—no lease) designed to offset most or all of your monthly electric bill.*** The location is truly unbeatable. The home is walking distance to Bay Lake Elementary, as well as top-rated daycare and middle schools—offering unmatched peace of mind for families. Everyday conveniences such as grocery stores, dining, gyms, and shopping are also just steps away, including the newly opened Lakeside Village shopping plaza. Windermere Trails residents enjoy resort-style amenities including a large community pool, playground, dog park, scenic lakes and preserves, and miles of biking and jogging trails surrounded by beautiful retention ponds and local wildlife—perfect for morning walks and outdoor living.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Renan Serretiello (407-415-7317)
6343 MERRICK LANDING BLVD, WINDERMERE, FL 34786
$325,000121 Days on yellowkey MLS ID: O6368529
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1068 Built: 2003Monthly Fee: $300 Tax: $4,465 (2024)Community: Merrick LandingTownhouse
Taxes:$4,465
Remarks: Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This rare ONE STORY, well appointed townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring throughout the main living areas, offering a timeless, elegant look that is both durable and easy to maintain. For added peace of mind enjoy the BOSCH A/C (2024). New Carpeting and Interior Paint (both 2026). There is a fully fenced in patio for outdoor enjoyment. The 2 CAR Garage offers ample storage and parking, along with the long driveway. The townhouse is just around the corner from the community pool. This is a great area to walk or bike ride. Take a leisurely stroll around the community pond during the day, then unwind in the evening while watching Disney fireworks light up the night sky. Ideally located near Disney, Winter Garden Village, Hamlin, major expressways, shopping, dining, and top rated schools, this home offers the perfect blend of lifestyle and location. Whether you are looking for a vacation home or a full time oasis this home is truly a must see! Call today to schedule a private showing.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Wende Landt (407-579-4864)
5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786
$1,700,00012 Days on yellowkey MLS ID: O6397273
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4572 Built: 2006Monthly Fee: $317 Tax: $12,584 (2025)Community: Tildens Grove Ph 02Spa: YesSingle Family
Taxes:$12,584
Remarks: PARADISE…FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this gorgeous home sits on a large lot measuring ½ acre with endless views of beautiful greenspace & water, mature trees & extensive landscaping…peace, privacy & serenity are all yours. Live the Florida lifestyle OUTDOORS in your fully screened resort style saltwater pool & spa with an oversized travertine lanai patio complete with summer kitchen…an incredible outdoor living space ideal for entertaining or enjoying in solitude. The fantastic & flexible floor plan begins with solid wood six lite double entry doors into a grand welcoming foyer which flows directly into the large living spaces. Extremely tall ceilings on both first & second floors with stunning coffered trim details in each room and TONS of gorgeous windows & natural light throughout. The incredible gourmet kitchen is the HEART of this home featuring a large center island, custom cabinetry, recently upgraded quartz countertops & backsplash, built-in appliances including wood-panel refrigerator, wine/beverage cooler, Fisher and Paykel double dishdrawers, walk-in pantry…for the professional chef or amateur, you couldn’t ask for more! Interior & Exterior Neutral Paint in 2022. Custom Closet Built-ins. Plantation Shutters Throughout. This functional floor plan features SIX (6) large bedrooms, FOUR (4) full bathrooms and ONE (1) half bath (four bedrooms & three full baths on first floor -- two bedrooms & one full bath PLUS huge bonus room with half bath & wet bar plumbing on second floor). Large laundry room with tons of built-in cabinets & storage spaces, desk area plus full-sized fridge/freezer. Oversized three car garage with built-in storage and large paver driveway for plenty of parking space. Whole House Aquasana Water Filtration System. Pet-Free Home. The PERFECT location -- you can be tucked AWAY FROM IT ALL, yet located just minutes from shopping, dining, golf and major highways and roadways for easy access to anywhere in Central Florida & beyond -- 18 miles to Downtown Orlando, 25 miles to Orlando International Airport (MCO), 9 miles to world-famous “Restaurant Row” and Arnold Palmer’s Bay Hill, 7 miles to Walt Disney World. In addition to the 24-hour guard gated security (one gate only for entry/exit), Tildens Grove offers a beautiful community park area with large playground, tennis & pickleball courts, basketball court & soccer field. A+ public schools plus options for Windermere Prep & Foundation Academy within minutes. This is THE ONE you have been waiting for…WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
13734 LAKE CAWOOD DR, WINDERMERE, FL 34786
$1,390,00075 Days on yellowkey MLS ID: G5107723
2 Days Off yellowkey (back on 4/11/2026)
REDUCED by $110,000 (7.3%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4437 Built: 2006Monthly Fee: $172 Tax: $11,421 (2024)Community: Lake Cawood EstatesSingle Family
Taxes:$11,421
Remarks: Under contract-accepting backup offers. NEW PRICE - SELLER MOTIVATED! Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a three-car garage and exceptional privacy. A long driveway and inviting covered front porch create a warm welcome, while soaring ceilings and tranquil pool views greet you the moment you step inside. The open floor plan is ideal for entertaining and everyday living, featuring a grand living room with gas fireplace, formal dining room with wet bar, expansive family room, and a versatile game or bonus room perfect for a media space, home office, or guest retreat. The gourmet kitchen opens seamlessly to the breakfast nook and family room and is beautifully appointed with granite countertops, stainless steel appliances, built-in double ovens, and a large center island. The luxurious primary suite offers tray ceilings, a private fireplace, sitting area, and abundant natural light, along with a spa-inspired ensuite featuring dual vanities, a jacuzzi tub and two spacious walk-in closets. Three additional bedrooms are generously sized with large closets and a convenient cabana bath provides direct access to the outdoor living area. Step outside to your private resort-style retreat featuring a screened heated pool and spa, expansive paver patio, and a fully equipped summer kitchen designed for year-round Florida living and entertaining. Large sliding doors provide seamless indoor-outdoor flow, enhancing the home’s open and airy feel. Built in 2004 and extensively upgraded for modern comfort and peace of mind, this move-in-ready home features a brand-new roof (2024), new A/C system (2024), new well system (2025), new water filtration system, new saltwater pool system (2025), fresh interior paint (2025), updated lighting and fans (2024), and new kitchen and laundry appliances including a GE Café refrigerator and dishwasher and Samsung washer and dryer. The property operates on well and septic, providing efficiency and long-term value. Ideally located near top-rated dining, shopping, and everyday conveniences, this exceptional home is approximately 15 minutes from Walt Disney World and less than 30 minutes from Orlando International Airport. This rare opportunity combines luxury, space, and major system upgrades in one of Central Florida’s most desirable communities. Schedule your private showing today and experience the lifestyle you’ve been dreaming of.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Angela Schifano (407-953-7476)
12863 HOLDENBURY LN, WINDERMERE, FL 34786
$539,00026 Days on yellowkey MLS ID: O6393781
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2006Monthly Fee: $82 Tax: $7,361 (2024)Community: Lakes Of WindermereSingle Family
Taxes:$7,361
Elementary School: Sunset Park Elem
High School: West Orange High
Remarks: Experience refined living in this impeccably upgraded residence located in Lakes of Windermere. This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic. From the moment you enter, you’re welcomed by light-filled living spaces enhanced by luxury wood-look flooring and freshly painted interiors in soft alabaster tones, creating a warm yet upscale ambiance. The primary suite is a private retreat, offering generous proportions, a spacious walk-in closet, and a beautifully appointed en-suite bath complete with stone countertops, a soaking garden tub, and a separate glass-enclosed shower—designed for relaxation and indulgence. At the heart of the home, the designer kitchen impresses with brand-new quartz countertops, an expansive island with breakfast bar, premium stainless-steel appliances, and a large pantry. The open-concept layout flows effortlessly into the family room and breakfast nook, ideal for both intimate gatherings and entertaining. Step outside to an extended covered lanai, where you can unwind in privacy with no rear neighbors, offering a tranquil outdoor setting perfect for morning coffee or evening relaxation. Residents of Lakes of Windermere enjoy access to resort-style amenities, including a sparkling community pool, tennis and basketball courts, and beautifully maintained green spaces. The home is ideally located near top-rated schools, upscale shopping, fine dining, and world-renowned attractions just minutes away. A rare opportunity to own a home that embodies style, comfort, and location—schedule your private tour today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maria Castro Aversano, Pa (201-694-3982)
3130 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,725,00017 Days on yellowkey MLS ID: O6395307
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 4490 Built: 1985Monthly Fee: $181 Tax: $21,502 (2025)Community: Butler BaySingle Family
Taxes:$21,502
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.
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,380,00021 Days on yellowkey MLS ID: S5146178
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5108 Built: 2019Monthly Fee: $250 Tax: $1,982 (2025)Community: Estancia/WindermereSingle Family
Taxes:$1,982
Remarks: Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. This home is being offered fully furnished, providing a truly turnkey, move in ready experience. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, fully furnished, move in ready home in one of Windermere’s most desirable neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catalina Gomez (407-289-9029)
8350 BOWDEN WAY, WINDERMERE, FL 34786
$1,199,00017 Days on yellowkey MLS ID: O6395966
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3368 Built: 2001Monthly Fee: $298 Tax: $8,638 (2025)Community: Keenes PointeSpa: NoSingle Family
Taxes:$8,638
Remarks: Under contract-accepting backup offers. Gated/24-hour attended Keene's Pointe. Home of The Golden Bear Club, a private membership club offering golf, tennis, fitness, dining and swimming. This thoughtfully designed home offers both space and functionality for modern living. Upon entry, you’re welcomed by a spacious formal dining room, formal living room, and a private office featuring classic French doors—perfect for working from home. Wood-look tile flooring flows seamlessly throughout the entire first floor, adding warmth and durability.The private primary suite is a true retreat, complete with a large walk-in closet featuring custom shelving and an en suite bathroom. The updated kitchen boasts white shaker cabinets, stainless appliances, ample storage, and a cozy breakfast nook that opens to the inviting family room—ideal for everyday living and entertaining.The first floor also includes two additional bedrooms, a fully renovated bathroom, and bonus space for work or play, offering flexibility for family or guests. Upstairs, you’ll find a spacious bonus room that can easily serve as a fourth bedroom along with a full bathroom—perfect for a guest suite or multi-purpose space.The back yard provides plenty of space for a future pool or entertaining area. There is also a garage with 2 spaces for cars and a tandem third space for golf cart or storage.Tankless gas water heater, water softner system, NEW ROOF in 2022, updated HVAC units (2026 and 2021), new paver driveway in 2026, designer touches throughout, and much more! This home combines comfort, style, and versatility—ready for you to move in and make it your own.
6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786
$834,000285 Days on yellowkey MLS ID: O6323076
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3068 Built: 2002Monthly Fee: $170 Tax: $9,573 (2024)Community: GlenmuirSpa: NoSingle Family
Taxes:$9,573
Remarks: Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living. The gourmet kitchen features granite countertops, ample cabinetry, and a breakfast nook that flows seamlessly into the inviting family room. Enjoy year-round Florida living in your private screened lanai—perfect for quiet mornings or hosting guests. The primary suite offers a true retreat with a spa-like bath, walk-in closets, and direct access to the outdoor living space. Residents of Glenmuir enjoy a peaceful, tree-lined setting with a private park, playground, and walking paths—just minutes from top-rated schools, golf, dining, shopping, and world-renowned attractions including Walt Disney World.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
6117 LOUISE COVE DR, WINDERMERE, FL 34786
$5,250,000101 Days on yellowkey MLS ID: O6372197
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5752 Built: 2002Monthly Fee: $1,224 Tax: $50,728 (2025)Community: Isleworth WestSingle Family
Taxes:$50,728
Remarks: Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat dock including a new roof; a new summer kitchen; exquisite white marble flooring, a dramatic glass-and-iron double-door entry, sleek modern air vents, and a host of elevated appointments that create a seamless blend of style and comfort. Grand living spaces—including the living room, kitchen, and family room—all feature soaring ceilings and an abundance of natural light, providing an ideal backdrop for both elegant entertaining and everyday living. The first-floor primary retreat is a true sanctuary, featuring a spacious bedroom and private sitting room divided by a stunning double-sided fireplace. A secondary primary suite, also located on the first floor, offers exceptional privacy and flexibility for guests or multigenerational living. Outdoors, the estate embraces its idyllic lakefront setting with a resort-style pool, summer kitchen, and private boat dock offering direct access to Lake Louise—perfect for boating, sunset cruises, and lakeside leisure. This is a rare opportunity to experience lakefront living at its finest in one of the community’s most coveted settings.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Sarah Longwell (407-920-8451)
7327 MILLSTONE ST, WINDERMERE, FL 34786
$479,00013 Days on yellowkey MLS ID: O6397203
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1531 Built: 2007Monthly Fee: $240 Tax: $5,184 (2025)Community: Lake Burden South Ph ITownhouse
Taxes:$5,184
Remarks: A rare find in townhome living in the exclusive Lake Burden community of Windermere — this pristine corner unit sits tucked at the edge of the community, offering exceptional privacy and natural light, with views of beautiful and well-kept gardens. Enjoy morning coffee on the beautiful front porch before stepping inside to soaring ceilings and hardwood floors. The well-appointed kitchen features granite countertops, an island breakfast bar, and stainless steel appliances. The open living and dining area offers a built-in electric fireplace and flows out to a private stone paver patio and rear-entry 2-car garage. All bedrooms are upstairs. Lake Burden offers a pool, clubhouse, tennis courts, walking trails, fishing dock, and more — all minutes from Disney, major highways, and the best of Orlando.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Storm Miller (407-717-0597)
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