Location: Windermere, 34786
Do Not Show Listings
6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786
$1,890,00092 Days on yellowkey MLS ID: O6381835
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3687 Built: 2006Monthly Fee: $298 Tax: $24,050 (2025)Community: Keenes PointeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$24,050
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil water views, creating an inspiring workspace. Inside, expansive windows frame the sparkling pool and spa, filling the living spaces with natural light and creating a seamless indoor-outdoor ambiance. Contemporary interior updates lend a true “jewel box” feel, with luxury finishes throughout. Neutral designer tones, upgraded Viking appliances, two newer A/C units, and custom iron Cantera double entry doors add both elegance and sophistication. The spacious three-car garage is discreetly tucked at the rear of the property, allowing the home’s striking front elevation and exceptional curb appeal to shine. Situated on an oversized one-third-acre lot overlooking the Camden River, the property offers generous green space and picturesque water views that enhance its impressive setting. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
3629 LAKE BUYNAK RD, WINDERMERE, FL 34786
$1,200,000302 Days on yellowkey MLS ID: G5099846
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1973 Tax: $8,533 (2024)Community: Lake Buynak EstatesSingle Family
Taxes:$8,533
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Back on market—buyer withdrew for personal reasons, not due to any home-related issues. Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened porches, and a wood-burning fireplace, the home provides a solid framework for renovation, rental use, multigenerational living, or a future custom build. Upgrades include energy-efficient double-paned windows and a dual septic system with an expanded drain field, enhancing functionality and long-term value. The expansive 1.3-acre lot allows for substantial expansion, an ADU, or complete redevelopment in an area surrounded by high-end homes near Lake Butler. With optional HOA membership and no Windermere city restrictions, the property offers freedom that is rarely available in this ZIP code. Located minutes from Disney, Universal, shopping, dining, and major roadways, it combines convenience with the space and privacy acreage buyers crave. Owner financing may be considered. Explore the potential this unique property provides and imagine the possibilities.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tania Matthews (407-497-9660)
9237 SABAL PALM CIR, WINDERMERE, FL 34786
$769,99548 Days on yellowkey MLS ID: G5110005
REDUCED by $20,000 (2.5%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2469 Built: 1985Monthly Fee: $32 Tax: $3,444 (2025)Community: Silver Woods Ph 01Single Family
Taxes:$3,444
Remarks: Nestled in the charming and highly desirable Silverwoods subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwoods is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere. Residents enjoy access to tennis courts and the ease of walkable surroundings, all while being just minutes from shopping, dining, grocery stores, churches, and everyday conveniences. This inviting residence features three bedrooms and two bathrooms in a thoughtfully designed layout, enhanced by an impressive 650-square-foot addition that includes a spacious sunroom, bar area, and den—creating versatile living spaces ideal for both everyday comfort and entertaining. Originally built in 1985, the home has been extensively updated with a remodeled kitchen featuring new cabinetry, a standalone island, and updated appliances, all complemented by wood and tile flooring throughout. Additional upgrades include high-efficiency windows, a new 4-ton HVAC system with Nest thermostat, new ductwork and attic insulation, and a new 50-gallon water heater—offering both comfort and energy efficiency. Interior improvements such as new doors, refinished ceilings with LED recessed lighting, and a beautifully refinished stone fireplace add to the home’s modern appeal. The expansive Florida room provides a bright and relaxing retreat with year-round enjoyment of the backyard, while exterior enhancements include premium architectural shingles, a new septic field, a 7-zone irrigation system, and a water softener system. Fiber optic internet is also available, supporting today’s connected lifestyle. This is more than a home—it is an opportunity to experience elevated living in one of Windermere’s most desirable and conveniently located communities.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Chelsea Murphy (407-373-8101)
8272 BRYCE CANYON AVE, WINDERMERE, FL 34786
$509,00073 Days on yellowkey MLS ID: O6389547
REDUCED by $6,000 (1.2%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1888 Built: 2016Monthly Fee: $71 Tax: $7,459 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$7,459
Elementary School: Bay Lake Elementary
Middle School: Horizon West Middle School
Remarks: 3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two additional bedrooms. Perfectly located near Publix, dining, and banking, and zoned for A-rated schools with Bay Lake Elementary situated right at the community entrance.
Listing is courtesy of: ON ME REALTY (321-370-1474)
Listing Agent: Eduardo Pavone (407-232-1241)
8525 BOWDEN WAY, WINDERMERE, FL 34786
$999,00016 Days on yellowkey MLS ID: O6405195
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2357 Built: 2000Monthly Fee: $298 Tax: $5,825 (2025)Community: Keenes PointeSpa: NoSingle Family
Taxes:$5,825
Remarks: Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. 4 bedroom/3 bath home with formal living and dining rooms, kitchen and great room. This quaint home features a functional floor plan. Kitchen with newer stainless appliances, open concept floor plan joining the kitchen, nook and great room and private primary with walk-in closet and bath with dual vanities, shower and garden tub. Enjoy peaceful evenings in the private back yard with spacious lanai, screened oversized pool and large yard. The fourth bedroom is currently being used as a den with French doors. NEW ROOF IN 2022, WATER HEATER 2020, two car garage with storage, and much more. Discover all this community has to offer, including The Golden Bear Club, a private 18-hole golf course designed by Jack Nicklaus offering golf, tennis, swimming, dining and clubhouse. Located close to shopping, dining, expressways and top-rated public and private schools, this home is perfect as a primary home or vacation home. Call today for you private viewing.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
7174 BEEK ST, WINDERMERE, FL 34786
$725,00018 Days on yellowkey MLS ID: O6402279
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2464 Built: 2013Monthly Fee: $115 Tax: $5,627 (2025)Community: Windermere TerraceSingle Family
Taxes:$5,627
Elementary School: Sunset Park Elem
Remarks: Welcome to this solid built 1-story 5 bedroom split plan, 3 full baths home with 2464 square feet of well designed living space, plus a 3 car garage and no rear neighbor as it backs to the brick wall of Windermere Terrace. Inside you'll find soaring 10' ceilings & 6-incht baseboards throughout, crown moldings in the family/kitchen area, ceramic tile in the kitchen & bathrooms and engineered wood floors in the foyer, dining & family rooms & carpet in the bedrooms. As you enter the foyer, the view draws you to the family room and kitchen/dining area plus the triple sliding doors to the large covered porch (21x15). The kitchen has all granite counters, a breakfast bar and plenty of cabinets & a closet pantry. The dining room is at the end of the kitchen with a view to the rear yard. The additional multiple purpose room with granite counters opens to the family room, and can be a computer room, mud room, dry bar or butler pantry, extra storage with the cabinets. It also opens to the inside laundry room then to the 3-car garage with brand new door openers (April 2026). The primary bedroom has an ensuite bathroom with dual sinks, granite counters, garden tub plus separate shower, and walk-in closet with built in custom made Italian clothes storage cabinets. The community pool is a short distance away exclusive for Windermere Terrace residents. The electric power to the home is efficiently supplied by the Leased Solar system in connection with Duke. Reduces the electric bill. The recent upgrades will greatly make this home worry free for your family, They are: (1) The 4 ton air conditioner was replaced on 3-30-2023. (2) The entire roof was replaced in October 2025 (3) The 50 gallon water heater was replaced on 11-12-2024. (4) Both garage door openers were replaced in April 2026. Great location and close to all shopping, major roads and more. Shop and compare, your family deserves this home. Click the tour button above for Virtual Tour and floor plan..
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Ron Hernquist (407-257-2700)
6120 GREATWATER DR, WINDERMERE, FL 34786
$4,399,00018 Days on yellowkey MLS ID: O6404574
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 5580 Built: 1999Monthly Fee: $298 Tax: $32,016 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$32,016
Remarks: Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 17th fairway of The Golden Bear Club. Fully renovated, architecturally refined and intentionally designed by Ashley Martin Home. From the moment you enter, an inviting foyer opens to a spacious living room framed by 12-foot ceilings, expansive windows, and views of the course, filling the home with natural light and warmth, as well as a functional dining room with built-in cabinetry, perfect for entertaining. Designed with both elegance and functionality in mind, the home features wide-plank hardwood flooring throughout, custom drapery and shades, and extensive upgraded lighting and finishes. The private office is a standout, complete with rich built-in cabinetry and a wood-accent ceiling that creates a sophisticated workspace. The primary suite is a true retreat, accessed through a private vestibule-style entrance offering a serene escape. Inside, enjoy access to the outdoors, a spa-inspired bath with a freestanding tub, an oversized walk-in shower, and a spacious custom walk-in closet with built-ins. The chef’s kitchen is thoughtfully appointed with built-in refrigeration and dishwasher, an appliance garage, a large center island, Butler’s pantry with wine refrigeration, and a generous breakfast nook. A mud area with built-ins adds everyday convenience, while the family room showcases custom built-ins for effortless living. The home offers a versatile and spacious layout, including two ensuite bedrooms with walk-in closets on the main level, and two additional bedrooms upstairs connected by a shared bath. The second floor also features a loft with built-ins that can easily function as a fifth bedroom, playroom or media room, along with a bonus space overlooking the golf course—currently used as a gym, but ideal for a game room or lounge. Outdoor living is equally impressive, featuring a saltwater pool and spa, fire pit, cabana with summer kitchen, and a private putting green. The fenced yard and retractable screened lanai create a seamless indoor-outdoor experience, while a convenient exterior-access half bath serves the pool area. Additional highlights include a well-appointed laundry room with stacked washer and dryer, and a four-car garage with high ceilings and custom flooring, and much more! Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a rare opportunity to own a meticulously designed, luxury estate that blends comfort, style, location, and stunning golf course views into one extraordinary residence.
13420 BONICA WAY, WINDERMERE, FL 34786
$1,875,000238 Days on yellowkey MLS ID: O6347722
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4489 Built: 2006Monthly Fee: $297 Tax: $19,325 (2025)Community: Tildens GroveSpa: YesSingle Family
Taxes:$19,325
Remarks: Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove, offering a perfect blend of privacy and serene panoramic views. Step into elegance in the light and bright formal Living Room enhanced by a stunning Fireplace, Pool and Lanai views, and high Coffered Ceiling. The equally exquisite Formal Dining Room is also adorned with a Coffered Ceiling and ample natural lighting. A beautiful open Island Kitchen at the center of this home, perfectly situated for accommodating and entertaining friends and family, boasts Granite Counters, built-in Wall Oven and microwave, granite back splash, abundant storage in 42" wood cabinetry with pull outs, tray ceiling, 5 burner Gas Stove, effortless ventilation with a modern exhaust hood for a fresh kitchen environment, high-end stainless-steel appliances, and a concealed 11x5 Walk-in Pantry through cabinetry passage. The Kitchen opens to the Dinette area with large picture window overlooking the Lanai and Pool, and Family Room ideal for entertaining with Built-Ins, storage and gorgeous details with French Doors leading to the outdoor living space. Relax, play, or entertain outdoors in the voluminous Pool with Spa and expansive covered Lanai, providing shaded space perfect for enjoying refreshments as you gaze across the water. The spacious Owner’s Suite is a true retreat tucked away on one side of the home, including an elegant bedroom with Sitting Area, stately entertainment wall unit, Double-Tray Ceiling, handsome wood flooring, French Door access to Lanai, and a generous walk-in California Closet system with dressing area. The finely appointed, light-filled Ensuite Bath boasts split sink vanities, large walk-through dual-head shower, Jetted Garden Tub, and private water closet. On the opposite end, the 2nd and 3rd bedrooms share a convenient Jack and Jill bathroom. The private 4th bedroom with Ensuite Bath is perfect for your visiting guests. The 5th bedroom adjacent to the Foyer is currently utilized as a den/home office. Enjoy a home cinema experience in the fabulous 6-seat Theater Room, equipped with great acoustical audio, large movie screen, leather recliner seating, gorgeous Custom Millwork with concealed column storage, all overlooking the Scenic Pond. Located in the hallway between the Kitchen and Dining Room is an extravagant built-in Mahogany glass-front cigar Humidor including Wine Storage to display and preserve cherished collections. High ceilings and Crown Molding accents throughout exude a sense of grandeur. French Doors from multiple rooms let you open the home to the outdoors space. Large, covered Lanai with a built-in grill, sink and counter space, screen enclosed Pool and heated Spa with a panoramic pond view. The Tildens Grove community is quiet and private, with 140 luxury homes, in the top school districts, in a low-traffic area, centrally located for convenience to Windermere's dining, shopping and culture, local theme parks, 429, I-4, and Florida's Turnpike. Whether you're entertaining or seeking a peaceful retreat, this home delivers on every level.
Listing is courtesy of: FERRELL REALTY, INC. (407-628-3200)
Listing Agent: Frank Ferrell (407-227-2753)
WINDERMERE, FL 34786
$359,00029 Days on yellowkey MLS ID: O6400745
2 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1429 Built: 2006Monthly Fee: $200 Tax: $5,436 (2025)Community: Lakes/Windermere-Lk Reams TwhmSpa: NoTownhouse
Taxes:$5,436
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 2-bedroom, 2½-bathroom corner lot townhome in the highly desirable Windermere area! Located at 8905 Newmarket Drive, this home offers the perfect blend of comfort, style, and convenience. The spacious open floor plan is filled with natural light and designed for both everyday living and entertaining. The kitchen features clean white appliances, ample cabinetry, and a layout that flows seamlessly into the living and dining areas.The primary suite provides a relaxing retreat with a well-appointed ensuite bathroom. The second bedroom and additional baths offer flexibility for guests, home office use, or hobbies. Enjoy a private backyard and the added benefits of a corner lot, providing extra privacy and space.Situated in a sought-after community, residents enjoy easy access to top-rated schools, shopping, dining, and major roadways, with quick access to Walt Disney World. Nearby golf courses and Windermere’s charm make this location truly exceptional.Don’t miss the opportunity to own this charming corner lot townhome in a prime location—schedule your private showing today!
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
5070 DOWN POINT LN, WINDERMERE, FL 34786
$4,995,00085 Days on yellowkey MLS ID: O6385276
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7349 Built: 1998Monthly Fee: $229 Tax: $58,446 (2025)Community: Sunset BaySpa: YesSingle Family
Taxes:$58,446
Middle School: Chain of Lakes Middle
Remarks: Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment you arrive, the home’s striking architectural presence is undeniable. A dramatic entry with soaring ceilings and intricate iron detailing introduces expansive living spaces crafted with both grandeur and comfort in mind. Walls of glass and retractable doors blur the line between indoors and out, inviting natural light and panoramic lake vistas into nearly every room. The main level showcases elegant formal spaces, a richly appointed study, and a music room, along with a stunning lakefront family room and game room complete with a stylish wet bar. At the heart of the home, the gourmet kitchen features premium finishes, abundant workspace, and seamless flow for hosting gatherings large or intimate. The primary suite and an additional guest suite are thoughtfully positioned on the first floor for privacy and convenience. Upstairs, guests are treated to elevated lake views from a spacious lounge with kitchenette, multiple bedroom suites, a private theater with adjoining sitting area, and a spectacular balcony overlooking the water. Outdoor living is simply extraordinary. A heated saltwater pool and spa anchor the expansive terrace, complemented by a summer kitchen, bar seating, and a fireplace — the perfect setting for sunset evenings on the water. A private boathouse offers direct access for boating, paddleboarding, or fishing along one of Central Florida’s most coveted waterways. Despite its serene setting, the home is just minutes from upscale shopping, dining, and world-class attractions, including Walt Disney World, and approximately 20 minutes to Orlando International Airport. With the owners preparing for their next chapter, this extraordinary waterfront retreat presents a rare opportunity to own on the Butler Chain at a compelling value. A lifestyle of privacy, beauty, and convenience awaits.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Isis Sarcos (407-749-2130)
14348 CREST PALM AVE, WINDERMERE, FL 34786
$1,109,99027 Days on yellowkey MLS ID: G5111548
2 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3721 Built: 2026Monthly Fee: $178 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Remarks: One or more photo(s) has been virtually staged. Baldwin Floorplan – 3,724 Sq. Ft. | 4 Beds | 3.5Baths | 2-Car Garage | Move-In Ready. Welcome to the Baldwin – a thoughtfully designed, 2-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 3,724 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet. 3.5 Full Bathrooms: Modern finishes with quartz countertops, laminate flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden,—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required. Price reduced, Preferred Lender incentives apply
Listing Agent: Cindy Sapp (352-516-2843)
9121 TIBET POINTE CIR, WINDERMERE, FL 34786
$14,500,00021 Days on yellowkey MLS ID: O6403217
0 Days Off yellowkey (back on 5/6/2026)
Bed: 6 Bath: 10.0 Gar: 6 Liv Area Sq Ft: 11071 Built: 2006Monthly Fee: $298 Tax: $51,573 (2025)Community: Keenes Pointe 46/104Spa: YesSingle Family
Taxes:$51,573
Remarks: Experience the Ultimate in Luxury Living — Immerse yourself in a world of elegance, privacy, and unparalleled entertainment across four and a half acres of gated perfection within the community of Keene's Pointe on the coveted Butler Chain of Lakes in Windermere. This extraordinary estate showcases a breathtaking resort-style pool and outdoor living experience—complete with slide, waterfall, diving rock, swim-up seating, and a fireside lounge—paired with front-row views of Disney’s nightly fireworks, enjoyed from your private terrace or poolside retreat. Designed for those who live life at the highest level, the residence is rich in craftsmanship and architectural detail, featuring all custom-designed cabinetry, wood windows, extensive molding, intricate inlays, and striking beam work throughout. A grand winding staircase sets the tone upon entry, while hand-scraped wood floors, polished travertine, and dramatic stone interior walls create a warm yet elegant ambiance. Entertain effortlessly with a circular bar and additional tasting wine bar in the game room, along with a private home theater complete with its own candy lobby for a true cinematic experience. At the heart of the home, a professional chef’s kitchen impresses with luxury high-end appliances, custom cabinetry, a hidden pantry, dedicated coffee room, and a statement mahogany wood island. A temperature-controlled wine cellar further enhances the home’s refined lifestyle offerings. Wellness and recreation are thoughtfully elevated with a fully equipped fitness center, private cigar lounge, lit tennis court, and a state-of-the-art indoor basketball court rivaling a professional training facility. Two interior fireplaces, two outdoor fireplaces, along with an outdoor fire pit, create inviting spaces to gather and unwind throughout the property. Whether hosting intimate dinners under the stars, enjoying resort-style amenities, or taking in the spectacular evening skyline illuminated by Disney fireworks, every moment here feels effortless and exceptional. This is more than a home—it is a lifestyle reserved for those who demand the very best in luxury, privacy, and performance.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jay Martin (407-496-8613)
14155 ANCILLA BLVD, WINDERMERE, FL 34786
$399,00017 Days on yellowkey MLS ID: O6404896
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1629 Built: 2006Monthly Fee: $318 Tax: $5,974 (2024)Community: SummerportTownhouse
Taxes:$5,974
Elementary School: Keene Crossing Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests. The property features a bright colonial design with well-maintained landscaping that creates great curb appeal. Inside, you'll find recently updated flooring throughout, giving the home a fresh, modern feel. The upstairs loft provides flexible space that works well as a home office, playroom, or additional living area. Recent improvements include a 2022 roof replacement and a brand-new 2024 AC unit, providing peace of mind for years to come. The home's location puts you just steps away from fantastic community amenities including a clubhouse, resort-style pool, tennis and basketball courts, and a fitness center. Pet owners will appreciate the on-site dog park, while the fishing pier offers a peaceful spot to relax. The community also features convenient services like a salon, pizzeria, ice cream shop, and even a veterinary clinic, making daily life easier. The location provides easy access to Windermere High School, located just over a mile away, and local shopping at Publix Super Market at Cornerstone. With excellent schools, convenient amenities, and a prime Windermere address, this townhouse offers the perfect blend of comfort and community living in one of Central Florida's most sought-after areas.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Maritza Saint Hilaire (407-953-6765)
9349 TIBET POINTE CIR, WINDERMERE, FL 34786
$7,400,00017 Days on yellowkey MLS ID: O6404415
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 7529 Built: 2003Monthly Fee: $298 Tax: $41,495 (2024)Community: Keenes PointeSpa: YesSingle Family
Taxes:$41,495
High School: West Orange High
Remarks: Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property. Recent updates include a new tile roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come.
5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786
$5,500,00027 Days on yellowkey MLS ID: O6401757
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4330 Built: 1994Monthly Fee: $1,224 Tax: $19,599 (2025)Community: IsleworthSpa: YesSingle Family
Taxes:$19,599
High School: Olympia High
Remarks: Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
436 E 7TH AVE, WINDERMERE, FL 34786
$2,175,000226 Days on yellowkey MLS ID: O6350454
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3136 Built: 2025 Tax: $13,016 (2025)Community: Windermere Town RepSingle Family
Taxes:$13,016
Remarks: Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an oversized 3-car garage. A dramatic two-story living area sets the tone with clean lines, expansive glass, and natural light throughout. The chef’s kitchen pairs performance and elegance, with a waterfall-edge quartz island, full-height book-matched backsplash, custom cabinetry, and high-end appliances including a Sub-Zero refrigerator, Wolf vent hood, and a full Thermador suite with double ovens and microwave drawer. A hidden walk-in pantry blends seamlessly into the design for added utility and clean aesthetics.Upstairs, the owner’s suite offers lake views, a spacious layout, and a sleek en-suite bath with a large walk-in shower and dual vanity. Secondary bedrooms include en-suite baths and reach-in closets. The home is finished with oversized rectangular porcelain tile throughout the entire main level including the expansive covered lanai and wide plank engineered wood flooring from the staircase through the second floor. Additional highlights include a glass-framed staircase and an abundance of natural light in every space. Located just blocks from Downtown Windermere, this home places you at the center of a highly coveted lakefront lifestyle. Enjoy tennis courts, playgrounds, boat ramps on both Lake Bessie and the Butler Chain, plus a vibrant local culture with weekly farmers markets, food truck nights, and seasonal events in Town Square. Cruise oak-lined sandy streets by golf cart, or explore nearby dining, shops, and fitness at The Grove and along Restaurant Row. World-class golf, theme parks, and the airport are all within easy reach and with the hard work already done, all that’s left is to move in and enjoy. Private showings by appointment only. Seller is Motivated and open to negotiate! We completed the closets upgrades in this beautiful home, thoughtfully designed for the family who will soon call this place home.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Deniley Valdes (407-922-3870)
12264 MONTALCINO CIR, WINDERMERE, FL 34786
$5,760,00018 Days on yellowkey MLS ID: O6404587
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 7872 Built: 2017Monthly Fee: $495 Tax: $85,351 (2024)Community: Casa Del Lago RepSpa: YesSingle Family
Taxes:$85,351
Remarks: Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from the finishes to the overall design. With four suites, four full bathrooms, and three powder rooms, this home was designed to delight at every turn. Upon entering, you're welcomed by a grand entry hall with soaring ceilings over 10 feet high and elegant porcelain tile flooring, enhancing the space’s refined atmosphere. The living room, complete with a fireplace, offers a cozy yet sophisticated ambiance, while the kitchen is a showstopper: spacious, quartz countertops, a large island with a waterfall design, and impeccably finished custom cabinetry. The master suite, located on the second floor, is a true retreat. It features a private sitting area, a fireplace, and a spa-like bathroom with a double shower, dual sinks, and a sophisticated design focused on your comfort. In addition to the master suite, the second floor includes additional bedrooms and a versatile living area, ideal for use as a home theater or game room. On the ground floor, a guest suite provides the perfect space for entertaining visitors. The home also offers expansive balconies on both floors with panoramic lake views, seamlessly connecting indoor living areas to a breathtaking outdoor setting. Outdoor features include a terrace, a deck, a pool with a resort-style spa, and a gourmet area — perfect for entertaining friends and family. The entire home is hurricane-proof, offering maximum safety and peace of mind for your family. Located in one of Florida's most desirable areas, you'll be near fine dining, luxury shopping, premier entertainment, and, of course, just minutes from the Disney Parks. Don’t miss this unique opportunity to live in style at one of Windermere’s most prestigious addresses. Schedule your visit today and experience this true gem in person!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
5151 LATROBE DR, WINDERMERE, FL 34786
$3,900,00063 Days on yellowkey MLS ID: O6392380
REDUCED by $200,000 (4.9%) on 05/05/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5301 Built: 2000Monthly Fee: $1,224 Tax: $23,020 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$23,020
Remarks: Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 square feet of meticulously crafted living space. Every detail of this residence reflects the owner’s exceptional craftsmanship, with bespoke woodwork woven throughout the home, culminating in the crown jewel: the primary suite’s expansive wardrobe, featuring a central island, tiger wood floors, and cherry birch built-in displays—a true collector’s dream. The elegant foyer sets the tone, leading to formal living and dining spaces, and flowing effortlessly past a private office into the heart of the home: an open-concept kitchen, casual dining area, and family room designed for both entertaining and daily living. The gourmet kitchen is appointed with anigre wood cabinetry, a center island, dual sinks, a walk-in pantry, and professional appliances by Sub-Zero, Dacor, and Kitchenaid, marrying style and functionality in perfect harmony. A spacious game room with a wet bar provides an ideal space for recreation or hosting, while four luxurious bedrooms and 4.5 spa-inspired baths ensure comfort and privacy for family and guests alike. Seamlessly blending indoor and outdoor living, the estate features a sparkling open-air pool set against serene golf course vistas—an idyllic setting for year-round leisure and entertaining. Additional highlights include a circular driveway and motor court, a three-car garage, and a separate workshop. This is a rare opportunity to acquire a residence where world-class craftsmanship, refined design, and premier golf-front location converge, offering an unparalleled lifestyle in one of Central Florida’s most coveted enclaves.
11564 MIZZON DR #930, WINDERMERE, FL 34786
$335,00018 Days on yellowkey MLS ID: O6404607
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 2006 Tax: $4,561 (2025)Community: Lakeside/Lks/Windermere CondoCondo
Taxes:$4,561
Remarks: Lovely 3rd floor (Corner unit on top floor) In sought after Lakes at Lakeside of Windermere. Well-appointed 3 Bedrooms and 2 bathrooms Condo, Spacious feel. Offering an excellent layout. Newer carpets, home is ready to move in. Dine in kitchen has 42" dark cherry wood cabinets and granite countertops, stainless range and dishwasher, laminate flooring throughout the living areas and new carpet in bedrooms. Master bedroom Features walk-in closet, and Master bathroom 2 further bedrooms and other full bathroom. Step out from sliding doors to the Spacious covered/screened balcony. Elevators and stairs access to the unit. Superb community amenities. Resort style recreation, Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, BBQ area, & cozy outdoor fireplace! With easy access to all major highways including I-4, 429, & SR 535…Close to Disney theme parks & Restaurants, Dining, Shopping & School. Maintenance, carefree Florida living, in this well-maintained community
Listing is courtesy of: RE REALTY (321-363-6345)
Listing Agent: Reeta Gulati (321-363-6345)
325 MAGNOLIA ST, WINDERMERE, FL 34786
$2,475,00066 Days on yellowkey MLS ID: O6391047
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3975 Built: 1954 Tax: $24,094 (2025)Community: Windermere TownSingle Family
Taxes:$24,094
Middle School: Gotha Middle
Remarks: Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living with walkability to town, and a bike ride to Windermere Elementary. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated shops and dining on the 500 Block. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in two bedrooms —no carpet. The kitchen features a gas cooktop with vented exhaust, a new Dacor refrigerator and a newer all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The 4th bedroom/theater room is a flexible space that can be used as a guest bedroom, theatre room, workout room or a game room. It can also work as a large office, playroom, or just a place to sit and relax with views of the lake. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—with no HOA.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
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