Location: Windermere
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
Do Not Show Listings
11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786
$1,299,00043 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,193
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
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
$775,00086 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
Elementary School: Keene Crossing Elementary
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
$1,825,00011 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)
6343 MERRICK LANDING BLVD, WINDERMERE, FL 34786
$325,000125 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
Tax Year: 2024
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
$1,700,00016 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
$1,390,00079 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
$539,00030 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)
8350 BOWDEN WAY, WINDERMERE, FL 34786
$1,199,00021 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
$834,000289 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
$5,250,000105 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)
9259 TIBET POINTE CIR, WINDERMERE, FL 34786
$6,499,000332 Days on yellowkey MLS ID: O6312645
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6257 Built: 2007Monthly Fee: $298 Tax: $35,727 (2024)Community: Keenes PointeSpa: NoSingle Family
Taxes:$35,727
Remarks: Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes throughout, with no detail overlooked. Enjoy a brand-new gourmet kitchen equipped with top-of-the-line appliances, custom cabinetry, and designer fixtures. The open-concept layout flows seamlessly into spacious living and dining areas, perfect for entertaining or relaxing while taking in panoramic lake views. The home’s thoughtfully reimagined floor plan features luxurious bedrooms, spa-inspired bathrooms, and refined touches such as wide-plank hardwood flooring, quartz countertops, and designer lighting. Expansive windows and glass doors fill the home with natural light and lead to a private outdoor retreat with fireplace and summer kitchen - ideal for enjoying Central Florida sunrises over the water. Additional improvements include hardwood and porcelain flooring, tankless gas water heater, updated AC units (2), water softener, new pool heater, and much more. A 4-car garage completes this amazing property. Located in the heart of Windermere, Keene’s Pointe offers world-class amenities including the renowned Golden Bear Club with golf, tennis, fitness, swimming and dining. Don’t miss this rare opportunity to own a move-in ready, lakefront masterpiece on the Butler Chain of Lakes. Schedule your private tour today and experience luxury lakefront living at its finest.
13145 ZORI LN, WINDERMERE, FL 34786
$775,00028 Days on yellowkey MLS ID: O6394437
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3597 Built: 2003Monthly Fee: $102 Tax: $10,490 (2025)Community: ProvidenceSingle Family
Taxes:$10,490
Remarks: One or more photo(s) has been virtually staged. Priced right and move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the first floor. On the second floor, there is a large loft with full bathroom and private guest bedroom. The 5 bedroom home scans over 3,500 Sq Ft and sits on 0.21 acres. The private, fenced backyard features a screened patio accessible by the primary suite and family room. Providence features a community pool, playground and sidewalks throughout offering scenic vistas whether you are jogging, walking your dog or strolling to take in the fresh Florida air.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Toni Cafferty (904-449-2184)
13448 BELLARIA CIR, WINDERMERE, FL 34786
$3,200,000214 Days on yellowkey MLS ID: O6346484
Bed: 6 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6308 Built: 2014Monthly Fee: $483 Tax: $29,164 (2024)Community: BellariaSingle Family
Taxes:$29,164
Remarks: Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting the elegant handcrafted staircase in the foyer. The formal living and dining areas set the tone for refined entertaining, enhanced by a gas fireplace, a well-appointed wet bar, and expansive views of the sparkling pool and two-story covered porch. Just off the entry, the study provides an intimate retreat with porcelain flooring and clerestory windows, filling the space with natural light and framing serene outdoor vistas. The open-concept family room and kitchen create the heart of the home, where a wall of glass doors seamlessly blends indoor and outdoor living. The gourmet kitchen is a chef’s delight, featuring stainless steel appliances, exotic granite, custom cabinetry, tile flooring, and a spacious walk-in pantry. The first-floor master suite, thoughtfully tucked away for privacy, serves as a true sanctuary. Its spa-inspired bath is adorned with paneled cabinetry, exotic granite, a rainforest shower, soaking tub, and expansive closet areas—both beautiful and functional. Two additional en suite guest bedrooms, a versatile bonus room, and generous living and dining spaces make the main level ideal for everyday living or hosting. Upstairs, the thoughtful layout continues with three bedrooms, a loft, a sitting area, a bonus room, and even a second laundry room for added convenience. These flexible spaces adapt easily to the needs of a growing family or guests, offering opportunities for work, play, or relaxation. Blending elegance with livability, this home captures the essence of Florida living—where interiors open gracefully to resort-style outdoor spaces, making it perfect for both intimate family life and grand entertaining.
Listing is courtesy of: KENNEDY REALTY GROUP LLC (407-590-6192)
Listing Agent: Shawn Kennedy (407-590-6192)
6550 CARTMEL LN, WINDERMERE, FL 34786
$2,300,00020 Days on yellowkey MLS ID: O6396111
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4257 Built: 2004Monthly Fee: $520 Tax: $23,347 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$23,347
Remarks: This is a rare, one of a kind stunning Luxury Contemporary Home in Windermere – Over Half Acre with Private Pound View Welcome to 6550 Cartmel Ln, located in the exclusive community of Reserve at Lake Butler Sound — one of the most desirable gated neighborhoods in Windermere. This beautifully renovated, modern-contemporary residence sits on an oversized lot with over half an acre and features its own private lake view, offering a rare combination of luxury, privacy, and breathtaking outdoor living. The home offers 4 bedrooms, 4 full bathrooms, and 1 half bath across a spacious two-story layout with an open-concept design. The interior showcases elegant finishes throughout, including luxury vinyl flooring (no carpet), high ceilings, and abundant natural light. The gourmet kitchen is fully equipped with stainless steel appliances, quartz countertops, and custom cabinetry—perfect for both everyday living and entertaining. Step outside to your private backyard oasis, featuring a covered lanai with outdoor kitchen/grill area, a beautiful pool, and expansive lakefront space ideal for relaxing or hosting guests. Exterior furniture is included, making this home move-in ready. Additional highlights include a 3-car garage and partially furnished interiors. The community offers a lifestyle centered on privacy and lakefront living, featuring 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained green spaces. Prime location just minutes from: Walt Disney World Resort Downtown Winter Garden The Mall at Millenia Top-rated schools, fine dining, shopping, and major highways This is a rare opportunity to own a fully upgraded luxury home in one of Central Florida’s premier communities. Don’t miss your chance—schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$5,150,00046 Days on yellowkey MLS ID: O6388222
2 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6950 Built: 2009Monthly Fee: $298 Tax: $69,198 (2026)Community: Keenes PointeSpa: NoSingle Family
Taxes:$69,198
Tax Year: 2026
Remarks: Located in Grosvenor Village within Keene’s Pointe, this estate overlooks a pond and the Tibet-Butler Preserve. Updated with interior design by Goehring & Morgan, the home includes professionally designed spaces by Angela Neel Interiors, lighting from Fine Art Handcrafted Lighting, and finishes including Emperador marble and Venetian plaster. The floor plan features a formal living room with a groin-vault ceiling leading to a central kitchen with Busby cabinetry, Emperador marble countertops, and two islands. Appliances include Miele steam oven, gas cooktop, wall oven, warming drawer, dishwashers, and a Sub-Zero refrigerator. The kitchen connects to the family room, dining area, and elevator lobby and is located near a home gym equipped with Cybex Eagle equipment. The primary suite includes a sitting area with fireplace, Busby built-in wet bar, wardrobe storage, and a bath with dual vanities, soaking tub, and walk-through shower. Additional interior features include a home office with wood flooring and display cabinetry, spiral staircase to the upper level, game room with kitchen, walk-in closet, and attic access, a laundry room, and a four-car split garage. Outdoor amenities include a covered lanai with fireplace, seating area, and sunset views over the pond and conservation area. The outdoor space also features a summer kitchen with gas grill and refrigerator, heated saltwater pool with sun shelf, travertine pool deck, and fire bowls with marble column accents. Sold fully furnished.
Listing Agent: Monica Lochmandy (407-230-6888)
14255 SONCO AVE, WINDERMERE, FL 34786
$874,90034 Days on yellowkey MLS ID: O6392262
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2698 Built: 2006Monthly Fee: $130 Tax: $11,194 (2025)Community: SummerportSingle Family
Taxes:$11,194
Remarks: Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Carmen Aridas (407-299-6942)
13858 CAYWOOD POND DR, WINDERMERE, FL 34786
$963,00059 Days on yellowkey MLS ID: O6382987
2 Days Off yellowkey (back on 4/5/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3070 Built: 2004Monthly Fee: $130 Tax: $12,050 (2025)Community: Summerport Ph 1Single Family
Taxes:$12,050
Remarks: Under contract-accepting backup offers. JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3,100 square feet of beautifully updated living space. Perfectly positioned between downtown Windermere and Winter Garden Village, this exceptional property is nestled within the highly desirable Summerport community and features pristine waterfront views. This is more than a home-it's a lifestyle. From the moment you arrive, the home’s curb appeal impresses with a beautiful stone façade, charming arbor detail, spacious covered front porch, and a 3-car split garage. Inside, you are welcomed by a dramatic 20-foot ceiling in the formal living room, highlighted by elegant arched openings, a sweeping staircase, and a curved balcony overlooking the space below. Fresh updates throughout create a bright, modern feel, making this home truly move-in ready. Major improvements include a recently updated roof in last 6 years, brand-new AC system, and new water heater, new pool pump, new spa gas heater — offering comfort and peace of mind for years to come. Step outside to your private screened-in pool oasis. Cool off in the sparkling pool while enjoying serene lake views, mature landscaping, and added privacy from lush greenery — the perfect setting for relaxing or entertaining. Residents of Summerport enjoy resort-style amenities including a community pool, fitness center, basketball and tennis courts — all just minutes from shopping, dining, and entertainment at Winter Garden Village, and zoned for top-rated Windermere schools. Experience luxury lakefront living with privacy, elegance, and timeless charm — all in one of Central Florida’s most sought-after communities. Information deemed reliable but not guaranteed.
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
11455 CLAYMONT CIR, WINDERMERE, FL 34786
$1,249,00020 Days on yellowkey MLS ID: O6396381
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2262 Built: 2003Monthly Fee: $298 Tax: $7,673 (2025)Community: Keenes PointeSingle Family
Taxes:$7,673
Remarks: Better-Than-New Fully Renovated Pool Home in 24-hour gated/attended Keene's Pointe. Home to The Golden Bear Club an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming. Welcome to your dream home—completely renovated and truly move-in ready! This stunning residence offers the perfect blend of modern upgrades, thoughtful design, and luxurious indoor-outdoor living. Step inside to discover a spacious, light-filled layout featuring three bedrooms, three full bathrooms, formal dining room, and a dedicated office, ideal for working from home or creating a private retreat. A formal dining room with arched window greets you at the entrance, while the heart of the home opens into an expansive great room with an open-concept floor plan, seamlessly connecting the living, dining, and kitchen areas—perfect for entertaining. The low maintenance wood-look tile carries throughout the home.The beautifully updated kitchen boasts a large island that seats 6 comfortably and provides additional storage. White and oak shaker cabinets, Verona quartz on the counters and backsplash, and new stainless steel appliances, create a warm and inviting atmosphere for gatherings both large and small.The primary suite offers two custom closets and bathroom with dual vanities, free-standing tub and zero entry shower. On each side of the kitchen are the two additional bedrooms with full baths to service each offering custom tile detailing and decorative free-standing vanities. From the great room through the triple-panel sliding door you enter the patio overlooking your own private oasis with an oversized pool and spa, recently resurfaced and enhanced with a new pool motor and heater—perfect for year-round relaxation and entertaining. Throughout this home you will find quality features such as designer lighting, crown moldings, and coffered and tray ceilings. Additional highlights include: 3-car garage with ample storage space, tankless gas water heater for energy efficiency and endless hot water, new roof (2022), professionally designed landscaping and much more. Every detail has been thoughtfully updated, offering the feel of new construction without the wait. Located in close proximity to shopping, dining, major tourist attractions, expressways and top-rated public and private schools - space, style and upgrades in every corner, this home truly has it all!
8375 BOWDEN WAY, WINDERMERE, FL 34786
$1,369,000179 Days on yellowkey MLS ID: S5137385
1 Days Off yellowkey (back on 4/4/2026)
REDUCED by $1,000 (0.1%) on 03/31/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3809 Built: 1999Monthly Fee: $283 Tax: $9,709 (2025)Community: Keenes Pointe Unit 1Single Family
Taxes:$9,709
Remarks: The kitchen has been recently upgraded with brand-new white quartz (Calacatta Belardo) countertops and backsplash, creating a bright, modern, and spacious feel. This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated. The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and tranquil pond views, creating the perfect setting for relaxation and entertainment. A nice added air-conditioned covered patio area allows you to enjoy the outdoors year-round, even on the warmest Florida days. Inside, you’ll find beautifully appointed living spaces, elegant finishes, and a floor plan designed for both comfort and functionality — ideal for families or those who love to host. Recent Updates Include: A/C Unit: 2025,A/C Unit: 2016,Roof: 2018,Pool Heater: 2020, Irrigation Well: 2022 Water Heater: 1999 Life in Keene’s Pointe is truly exceptional. Residents enjoy a gated, golf-course lifestyle surrounded by nature, scenic lakes, and the renowned Golden Bear Club, designed by Jack Nicklaus. This exclusive Windermere community offers an active, social, and family-friendly atmosphere unlike anywhere else. Don’t miss the opportunity to make this stunning French-style home your own — a perfect blend of elegance, comfort, and Florida charm.
Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE (407-217-7573)
Listing Agent: Oscar Rodriguez (321-297-7264)
11450 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$749,901184 Days on yellowkey MLS ID: O6354816
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2622 Built: 2002Monthly Fee: $170 Tax: $4,856 (2024)Community: Glenmuir 48 39Single Family
Taxes:$4,856
Remarks: Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Home includes water softener system, water heater from 2022 and air handler from 2020. Enjoy a private 0.25-acre lot in a tree-lined community. Glenmuir provides a community park with playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, and Walt Disney World, the neighborhood is also zoned for top-rated Orange County schools and less than a mile from Windermere Preparatory School.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: David Sanchez (321-262-2322)
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