Displaying: For Sale
Location: Windermere
Property Type(s): Single Family
Beds: 5 to 5
Do Not Show Listings
Windermere - 86 properties found
13124 FILLY CT, WINDERMERE, FL 34786
$1,575,000410 Days on yellowkey MLS ID: O6303140
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3300 Built: 1989Monthly Fee: $46 Tax: $15,459 (2024)Community: FarmsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,459
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As you step up to the front entrance, you are greeted by beautiful water fountain. Once inside your living room with a wood burning fireplace welcomes you to your living room on the right. Continuing your way into the house, your inviting family room awaits with an eat in kitchen island completing the scene. The gourmet kitchen is a chef’s dream, outfitted with top-of-the-line appliances and plentiful cabinetry. Retreat to the oversized owner’s suite with double walk-in closets, a luxurious master bathroom and a private sitting area overlooking the pool area. Enjoy an enclosed pool area and expansive backyard. There is also a second master suite with private bathroom and walk-in closet. At the opposite end of the family room there is a hallway leading to another full bathroom and three additional bedrooms. Located just minutes from championship golf courses, downtown Windermere, Winter Garden Village, and top-rated schools, this home offers the perfect blend of tranquility and convenience. Don’t wait, schedule your showing today!
Listing is courtesy of: HOME N OFFICES INTERNATIONAL (407-864-4590)
Listing Agent: Marcelo Brandao (407-864-4590)
9222 TIBET POINTE CIR, WINDERMERE, FL 34786
$2,599,00032 Days on yellowkey MLS ID: O6405278
REDUCED by $100,000 (3.7%) on 05/30/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5323 Built: 2009Monthly Fee: $298 Tax: $27,697 (2025)Community: Keenes Pointe 46/104Single Family
Taxes:$27,697
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walks to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double-door facade door, you feel the true flawless finish of this stunning Home. The property is richly appointed with travertine floors, granite counter tops, custom cabinetry, with extensive molding throughout the home with top quality of appliances featuring a 6-burner natural gas cook top plus griddle, pot filler, 3 ovens, and a warming drawer just perfect for family gathering of hosting formal dinner. This property has it all from Design features include high ceilings and open below with beautiful chandeliers and plenty of large windows surrounding the entire home for more natural lights. The three bedrooms downstairs, including the Owner Master bedroom on the first floor and two other bedrooms upstairs, Plus the Bonus room 20 x 20 and small seating are upstairs as well. The 3-car garage with newly insulated garage doors with high lift tracks to accommodate car lifts and brand-new garage flooring. This contemporary Home has large, tall 90 degree sliding pocket doors that invite you to this beautiful outdoor living area including a custom heated pool, spa with New interior pool and tiles as well as New pool equipment (2025) including Pool enclosure, new outdoor kitchen with spacious outdoor large seating area with brand new pavers. This particular home is ready for new buyer with worry free from Brand New roof (2024), 2 brand new water Heaters (2025) , Whole home water treatment system (2026) and (3) A/C units (2021) not to mention All pool maintenance, landscaping and pest control are pre-paid for the rest of 2026 with no charge. Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a great opportunity to own this meticulously designed Home that has it all from comfort and style. Keene's point Community is golf community that has Jack Nicklaus Signature Golf Course at the Golden Bear Club, Lake Butler chain access, four playgrounds, scenic walking trails, and several parks ALL INFORMATION RECORDED IN THIS MLS IS INTENDED TO BE ACCURATE FROM THE PUBLIC RECORD; HOWEVER, ALL THE SQUARE FEET, LOT SIZE, ROOM DIMEMSIONS, SCHOOLS AND TAXES SHOULD BE VERIFIED BY BUYER/BUYER'S AGENT *** ***Home can be purchased with all brands new furniture, TVs and Car lifts to make this gorgeous Home a true Turnkey***
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
9960 6TH ST, WINDERMERE, FL 34786
$3,750,00011 Days on yellowkey MLS ID: O6412077
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6182 Built: 2027 Tax: $5,791 (2025)Community: Gotha TownSingle Family
Taxes:$5,791
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
5001 LATROBE DR, WINDERMERE, FL 34786
$3,299,99984 Days on yellowkey MLS ID: O6389183
REDUCED by $200,000 (5.7%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4417 Built: 1990Monthly Fee: $1,043 Tax: $30,452 (2024)Community: IsleworthSpa: NoSingle Family
Taxes:$30,452
Remarks: One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private en-suites and large walk-in closets, and three bedrooms upstairs, with one of the upstairs bedrooms having a private ensuite. This home underwent a $400,000 update in 2019. Looking for an open layout with the kitchen overlooking the family room? Look no further! Updated ivory cabinetry, a Viking gas range with a French hood, double islands, and three ovens are ideal for daily meal prep and for hosting get-togethers with friends and family. There is ample seating, perfect for accommodating family and guests, with a formal dining room that flows into a family room with panoramic views overlooking the 6th tee. The family room shares a double-sided fireplace with the living room, which is open to the kitchen and has French doors to the covered, screened-in patio. Enjoy the Florida lifestyle with a large covered travertine patio, summer kitchen, heated pool, and an open-air travertine courtyard overlooking Lake Bessie at sunset. A three-car garage and expansive paver driveway provide ample parking. This is an ideal first home in Isleworth or as a vacation home. This is the perfect size and layout for real, everyday livable luxury in Isleworth. All offers will be considered. Schedule your private showing today.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$879,999121 Days on yellowkey MLS ID: S5143447
REDUCED by $19,991 (2.2%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3619 Built: 2017 Tax: $488 (2024)Community: Windermere Trls Ph 4BSingle Family
Taxes:$488
Elementary School: Bay Lake Elementary
Middle School: Horizon West Middle School
Remarks: In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!
Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)
Listing Agent: Macarena Jimenez (407-943-4558)
12623 PARK AVE, WINDERMERE, FL 34786
$3,800,00014 Days on yellowkey MLS ID: O6410693
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 7120 Built: 2023Monthly Fee: $687 Tax: $23,243 (2025)Community: Chaine De LacSingle Family
Taxes:$23,243
Remarks: Experience Unparalleled Luxury in Chaine Du Lac Nestled within the sought- after gated community of Chaine Du Lac, this extraordinary custom estate redefines luxury living. Offering over 7,100 sqft of meticulously crafted living space, this magnificent residence features 5 bedrooms, 5 full bathrooms, and 2 half bathrooms, combining timeless elegance with exceptional craftsmanship in one of Central Florida's most sought-after addresses. A pair of custom wrought-iron front doors welcomes you into a breathtaking foyer highlighted by a dramatic circular dome ceiling and grand architectural details. Porcelain flooring flows throughout the home, while custom barrel ceilings, designer ceiling treatments, extensive tray ceilings, and crown molding showcase the remarkable attention to detail found in every room. Expansive windows fill the residence with natural light, creating a warm and inviting atmosphere throughout. Each of the five bedrooms serves as a private suite, complete with its own luxurious en-suite bathroom and custom walk-in closet. Designer ceilings, elegant trim work, offering comfort, privacy, and sophistication for family and guests alike. Designed for both everyday living and grand-scale entertaining, the chef's kitchen is truly a showpiece. Premium Thermador appliances, a custom hand-hammered copper hood, abundant cabinetry, a spacious walk-in pantry, natural gas, and stunning natural quartzite countertops combine beauty and functionality to create an exceptional culinary experience. The outdoor living spaces are equally impressive, featuring over 7,000 square feet of premium travertine hardscaping, including a grand travertine driveway and expansive rear paver terraces. Covered outdoor living areas on both levels are enhanced by beautiful tongue-and-groove wood ceilings, creating seamless indoor-outdoor living. The expansive upstairs balcony offers the perfect setting to relax, entertain, and enjoy Florida's year-round lifestyle. Car enthusiasts will appreciate the oversized 6-car garage, offering ample space for a prized collection, recreational vehicles, or workshop space. A private executive office has been strategically designed with a direct view into the garage, creating a unique showcase for automotive enthusiasts and allowing your collection to become part of the home's everyday living experience. Entertainment and lifestyle amenities continue throughout the home, including a dedicated theater room, whole-home surround sound system, and a private salon complete with its own half bathroom. A durable and elegant metal roof crowns the residence, while extensive custom millwork and luxury finishes further elevate the home's exceptional quality and craftsmanship. Residents enjoy the prestige and security of a community patrolled by the Windermere Police Department following annexation into the Town of Windermere. Just minutes away, experience the charm of downtown Windermere, where weekly farmers markets, food truck gatherings, boutique shopping, and community events create a lifestyle as inviting as it is exclusive. This extraordinary residence offers a rare combination of architectural excellence, luxury finishes, resort-style outdoor living, and an unmatched location within one of Central Florida's most coveted communities. A true showcase estate designed for those who demand the very best in luxury living. More than a home, it's a masterpiece of luxury living in the coveted Chaine Du Lac.
Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
Listing Agent: Mohamed Inshan (321-438-5211)
7231 SANGALLA DR, WINDERMERE, FL 34786
$1,398,00083 Days on yellowkey MLS ID: O6390817
REDUCED by $52,000 (3.6%) on 05/18/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3835 Built: 2011Monthly Fee: $247 Tax: $11,139 (2025)Community: Casa Del Lago-ReplatSingle Family
Taxes:$11,139
Elementary School: Sunset Park Elem
Remarks: Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David Weekley Homes, this nearly 4,000-square-foot residence is thoughtfully designed for both everyday living and entertaining. The home features four bedrooms on the first floor, including two bedrooms positioned on the same side of the home that are connected by a shared playroom or bonus space, while each bedroom maintains its own private en suite bathroom. A formal dining room, dedicated private office, and spacious family room provide multiple areas for gathering and daily living. A convenient pool bath is located just off the main living area with direct access to the pool patio. Upstairs, a large loft-style game room offers flexible living space along with a private fifth bedroom featuring its own full bathroom, making it ideal for guests or multigenerational living. Outdoor living is equally impressive with a luxurious paver patio, screened-in pool, and low-maintenance turf backyard, creating a private retreat perfect for year-round Florida living. The home is also fully wired with a comprehensive CCTV security system featuring 21 cameras for added security and peace of mind. Residents also enjoy the prestigious opportunity to become members of the Golden Bear Club, featuring a full-service golf course and clubhouse located in the neighboring community of Keene’s Pointe. Homes in Casa Del Lago rarely come to market, making this a unique opportunity to own in one of Windermere’s most exclusive gated communities.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
13450 SUNKISS LOOP, WINDERMERE, FL 34786
$574,90013 Days on yellowkey MLS ID: O6407409
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 2005Monthly Fee: $131 Tax: $8,219 (2025)Community: Summerport Ph 03Spa: NoSingle Family
Taxes:$8,219
Elementary School: Keene Crossing Elementary
Remarks: This 5-bedroom, 2.5-bathroom two-story home offers a spacious and highly functional layout, perfect for large households or those needing extra space. The main level features a formal front living room and a well-appointed kitchen with all appliances included and in good working order. For added convenience and privacy, the primary suite is located on the first floor, while the four secondary bedrooms and a full bathroom are situated on the second level. Complete with an attached 2-car garage, this home provides a smart separation of space and a move-in-ready interior.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
11866 CAMDEN PARK DR, WINDERMERE, FL 34786
$959,90096 Days on yellowkey MLS ID: O6381558
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $25,000 (2.5%) on 05/14/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3337 Built: 2006Monthly Fee: $298 Tax: $13,742 (2025)Community: Keenes PointeSingle Family
Taxes:$13,742
Remarks: Welcome. New roof and one new HVAC System in 2026! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of cabinetry, a breakfast bar, and an island overlooking the family room and backyard, offering a cohesive main living space fit for relaxation and memorable gatherings. If practicality and privacy are aspects at the top of your list, the three-way split-bedroom floor plan allows for incredible flexibility and offers pristine privacy for all. On one side of the home, the large primary suite enjoys a tray ceiling, stylish flooring, a spacious closet, dual vanities, and a separate garden tub there to soothe you each day. On the other side of the home, the remaining bedrooms and bathrooms are designed to maximize privacy, with the ability to easily create en-suites, while the upstairs bonus room, bedroom, and bathroom provide a versatile and private space. High ceilings, crown molding, and ceiling accents throughout the home add a refined finish to the interior spaces. Venture outside to enjoy the sizable, covered lanai, providing a perfect retreat while remaining protected from the elements, or enjoy a journey through the lusciously landscaped community, with multiple parks and a community boat ramp accessing the Butler Chain of Lakes deliver regular delight. If the country club lifestyle is for you, The Golden Bear Club offers social and golf membership for an additional fee, which grants access to the renowned Golden Bear Golf Course and practice facilities, as well as the resort-style pool, tennis courts, state-of-the-art fitness center, and dining. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. Schedule your private showing today to experience the full charm of this practical home.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
11524 CLAYMONT CIR, WINDERMERE, FL 34786
$1,288,99914 Days on yellowkey MLS ID: O6410754
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2003Monthly Fee: $298Community: Keenes PointeSingle Family
Taxes:$0
Remarks: *** One of the lowest $/SF in Keene's Pointe *** Welcome to this updated, move-in ready luxury home in Keene’s Pointe, one of Windermere’s premier 24-hour guard-gated golf communities and home to the Golden Bear Club. Offering 5 bedrooms, 4 bathrooms, and 3,358 square feet of living space, this beautifully upgraded residence combines luxury finishes, functional design, and an exceptional Central Florida lifestyle just minutes from Disney, top-rated Windermere schools, shopping, dining, and major highways. Situated on an oversized homesite with a large driveway accommodating up to nine vehicles and a three-car garage, this home makes an immediate impression. Inside, the open-concept floor plan features commercial-grade porcelain tile flooring, crown molding, updated lighting, designer finishes, and spacious living areas designed for both everyday living and entertaining. Just off the entry, a custom wet bar with wine refrigerator and beverage fridge flows seamlessly into the dining area and main living space. The updated chef’s kitchen overlooks the family room and showcases quartz countertops, a large center island with additional 36-inch cabinetry storage, a farmhouse sink, soft-close dovetail cabinetry, stainless steel appliances, a natural gas range with vent hood, and an ideal layout for entertaining guests or hosting family gatherings. The spacious first-floor primary suite serves as a private retreat and features a large custom walk-in closet along with a beautifully updated spa-style bathroom complete with dual vanities, soaking tub, oversized walk-in shower with multiple spray features, and custom tile details. Three additional bedrooms and two updated bathrooms are located on the main level, while all bedrooms include custom closet systems and updated ceiling fans. Upstairs, newly finished stairs lead to a versatile loft with luxury vinyl plank flooring, an additional bedroom, and a full bathroom, creating flexible space ideal for a media room, home office, guest suite, or multigenerational living setup. The outdoor living space is designed for Florida entertaining with an approximately 900-square-foot paver patio, natural gas firepit, spacious backyard, and nightly Disney fireworks views. The rear yard is also prewired with 50-amp power for a future pool installation if desired by the next owner. Additional improvements include a 2021 roof replacement, extensive updates throughout the home, a new natural gas meter installed in 2025, and a meticulously maintained septic system with annual servicing over the past 10 years, a new septic alarm box and meter installed in 2021, and a new septic float installed in early 2025. The property also offers exceptional storage with three overhead garage storage racks rated for 600 pounds each, along with a fully planked, lighted, and walkable attic space above the entire three-car garage. Residents of Keene’s Pointe enjoy access to private boardwalks to Lake Tibet and the Butler Chain of Lakes, two community boat ramps, four playgrounds, and year-round neighborhood events. Optional Golden Bear Club membership offers access to championship Jack Nicklaus-designed golf, tennis courts, resort-style pool, fitness center, dining, and social activities. This updated Windermere luxury home offers a rare opportunity to own in one of Central Florida’s most desirable gated golf communities. Schedule your private showing today.
Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)
Listing Agent: Immu Korvenmaa (407-242-2952)
6462 DEACON CIR, WINDERMERE, FL 34786
$6,950,00027 Days on yellowkey MLS ID: O6407107
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 7178 Built: 1997Monthly Fee: $1,224 Tax: $108,011 (2025)Community: IsleworthSpa: YesSingle Family
Taxes:$108,011
Middle School: Chain of Lakes Middle
Remarks: Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary waterfront lifestyle. Ideally positioned near the driving range and just moments from Isleworth’s racquet center, clubhouse, fitness facilities, dining, and pool, the residence combines privacy with convenience.Designed by renowned architect Mark Nasrallah, the home spans more than 7,100 square feet and showcases sophisticated detailing and elevated finishes throughout. A grand foyer introduces the residence with a sweeping floating staircase and dramatic tiered crystal chandelier, leading into the formal living room where soaring ceilings, dual chandeliers, a fireplace, and expansive lake views create an impressive yet inviting setting.Marble flooring transitions seamlessly into the home’s primary living spaces, where rich hardwood floors enhance the warmth of the open-concept kitchen, casual dining area, and family room. The kitchen is both functional and elegant, featuring an oversized island, custom cabinetry, quarried quartz countertops, and professional-grade appliances by Wolf, Sub-Zero, and Bosch. A contemporary, temperature-controlled wine room accommodating over 100 bottles adds a distinctive touch. Architectural millwork in a diamond pattern defines the dining space, while custom media built-ins in the family room enhance the home’s cohesive design. Both areas open effortlessly to the lanai and pool deck.The primary suite serves as a private retreat, complete with a sitting area, designer lighting, and a spa-inspired bath featuring a soaking tub, expansive dual vanities, and a large walk-in shower. Additional interior highlights include a modern office with custom built-ins and private pool access, as well as a spacious game room with a full bar and captivating water views. Outdoors, the covered lanai extends to a resort-style pool and spa, surrounded by generous lounging areas and complemented by the private boat dock - creating an unparalleled setting for boating, entertaining, and year-round enjoyment in Florida's tropical climate.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Michelle Corbin (407-491-2690)
6120 GREATWATER DR, WINDERMERE, FL 34786
$4,399,00036 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! This turn-key home can be purchased fully furnished and decorated. 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.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
1849 WATERMERE LN, WINDERMERE, FL 34786
$1,299,00087 Days on yellowkey MLS ID: O6389840
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $26,000 (2.0%) on 05/04/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3934 Built: 2005Monthly Fee: $267 Tax: $8,439 (2024)Community: Windermere GrandeSpa: YesSingle Family
Taxes:$8,439
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. 1849 Watermere Ln. offers a traditional-styled, versatile nearly 4000 ft.² floor plan with 4 to 5 bedrooms and 3 1/2 baths. It features a three-car side-entry garage situated on three-quarter acres with no rear neighbors overlooking a 3-acre common area. To the back of the house, there’s a 1000 ft.² lanai undercover and a 1500 ft.² under screen. The 30-foot-long LED changing color lighted pool is equipped with an underground salt water filtration system and lighted bubbler. The back wall of the pool is lined with a blue, purple, and green iridescent tile. The pool has a pebble tech finish with a maximum depth of 6 1/2 feet. There’s also a separate six-person heated therapeutic spa with 72 powerful jets and changing light colors. The house has undergone upgrades to enhance energy efficiency and reduce utility costs. It boasts 74 Tesla solar panels on the roof that collect energy from dawn until sunset. Two Tesla storage batteries power the house when the sun sets. This system is designed to be off-grid, and Duke Energy purchases electricity from our system. We have an instant hot water system that allows simultaneous showers, baths, and appliance use. A well is used to irrigate the three-quarter acres of grass and planting. Household water usage is less than $25 month. There’s ample parking in a brick paver driveway with a long walkway leading to the front door. Double doors open to a spacious foyer, dining room, and formal living room. The ceilings are 14 feet high with crown molding and two large crystal contemporary chandeliers. The floors are Daltile continental slate in Egyptian beige, set diagonally throughout the house except for the bedrooms. Through a 12-foot sliding glass door in the living room, you can see the lanai, the pool, and the water features. To the right of the foyer and living room lies the master bedroom, featuring Brazilian teakwood hardwood floors, a tray ceiling, and a sliding glass door leading to the lanai. The master bedroom hallway connects to a spacious closet, the master bathroom equipped with a jetted tub, and a door that leads to the study, nursery, and sitting area. To the left of the living room, an archway entrance opens up to the U-shaped kitchen. This kitchen boasts real wood cabinets with granite countertops and a five-burner stove top. A large island and a two-door pantry complete the kitchen’s features. The kitchen overlooks the family room and TV room, which have two sliding glass doors that open up to the lanai and pool area. Adjacent to the family room is an in-law suite. This suite features cathedral ceilings with its own bedroom and bathroom, a kitchenette, and a sliding glass door that leads to the lanai. There’s also a separate entrance with a brick paver walkway that leads to the driveway. To the far left of the house, there are two additional bedrooms, a large bathroom, a stairway that leads to the bonus room above the three-car garage, and a laundry room lined with upper wood cabinets. The house also has a three-car garage, each with its own garage door. In 2017, the air conditioning system was replaced with a Trane system, and the house now has five air-conditioning zones throughout.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
9527 QUEENSBURY CT, WINDERMERE, FL 34786
$1,499,90020 Days on yellowkey MLS ID: O6408997
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5378 Built: 1998Monthly Fee: $101 Tax: $20,104 (2025)Community: Windsor HillSpa: YesSingle Family
Taxes:$20,104
Remarks: Rare opportunity to purchase in the Windermere's Windsor Hill community on a quiet cul-de-sac. This spacious 5-bedroom home offers over 5,300 square feet of flexible living space designed for both everyday living and entertaining. Situated on nearly half an acre, the property features a functional layout with large gathering spaces, high ceilings, and plenty of natural light throughout. The kitchen includes stainless steel appliances, ample cabinet space, a center island, and connects directly to the main living areas, making it ideal for hosting or family life. The first-floor primary suite offers dual walk-in closets and a large ensuite bath, while the additional bedrooms and living spaces provide room for guests, work-from-home setups, or multigenerational living. One of the standout features of the home is the custom Indiana Jones-themed movie room, creating a unique and immersive entertainment space. The home also includes a bonus enclosed patio area that can function as a home gym or creative workspace. Outside, enjoy a large backyard, covered outdoor areas, and a private pool setting perfect for Florida living. Conveniently located near top-rated schools, shopping, dining, and major roadways, this Windermere home combines size, character, and functionality in a desirable location.
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Tamar Hill (818-445-8263)
5344 WATER CREEK DR, WINDERMERE, FL 34786
$1,685,00021 Days on yellowkey MLS ID: O6408495
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3924 Built: 2004 Tax: $13,028 (2025)Community: Lake Davis EstatesSpa: YesSingle Family
Taxes:$13,028
Remarks: Opportunities like this are extremely rare. This stunning custom-built Anthony Laux estate sits on a full acre in the private enclave of Lake Davis Estates in Windermere. Tucked away on a private street with just seven custom homes and no HOA fees, it offers privacy and tranquility while remaining minutes from everything that matters. The home greets you with impressive curb appeal, a long driveway, and a FOUR CAR garage. Ornate double entry solid wood doors open to soaring coffered ceilings and a formal living room anchored by a stone-encased gas fireplace, offering immediate views of the sparkling pool and expansive backyard. The formal dining room features exquisite architectural ceiling details, creating an elegant setting for memorable gatherings. The kitchen is a chef’s dream with custom cabinetry, a large prep island, Wolf gas cooktop with a true vented hood, a full-size wall refrigerator, and a walk-in pantry. The adjacent dinette overlooks the pool, making everyday meals feel special. This space flows seamlessly into the oversized family room, perfect for relaxing with family or entertaining friends. Designed for true one-story living, four of the five bedrooms are on the main level. The luxurious primary suite includes a generous custom walk-in closet, garden bath with dual vanities, and a spacious shower. A standout feature is the large rear bedroom with its own full bath and private exterior entrance—ideal as an IN-LAW SUITE—overlooking the pool and Lake Davis. Two additional bedrooms share a convenient Jack-and-Jill bath, completing the thoughtful and functional first-floor layout. Up the travertine staircase, the second floor offers a private retreat with a large bonus room, full bath, and bedroom—perfect for guests, a home office, or a teenager’s sanctuary. Throughout the home, rich wood flooring, meticulously laid travertine,detailed custom trim and casings, and elevated architectural ceiling work creates a luxurious feel. Outside, Florida living shines on the expansive covered lanai with remote screens and a well-equipped summer kitchen overlooking the large pool and large backyard. Breathtaking views of Lake Davis, spectacular sunsets, and even Disney fireworks in the evening add daily magic. An irrigation well keeps watering costs extremely low on the full-acre grounds. Sought after K-12 schools... Windermere Elementary, Bridgewater Middle, and Windermere High. Windermere Preparatory and Foundation Academy campuses being so close is another huge plus for those with school age family members. Shopping, dining, and entertainment options abound within minutes in every direction, including Dr. Phillips Restaurant Row, Downtown Winter Garden, and Disney just under 20 minutes away. Easy access to the 429 and Florida Turnpike makes commuting effortless. With a tile roof, four-car garage, private in-law suite, summer kitchen, bonus room, pool, and no HOA on a full acre, this estate offers exceptional value. Homes of this caliber and scale rarely become available—don’t miss your chance to make it yours.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
11015 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,529,99920 Days on yellowkey MLS ID: O6405977
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3868 Built: 2004Monthly Fee: $640 Tax: $18,824 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$18,824
Remarks: Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
4226 DOWNEAST LN, WINDERMERE, FL 34786
$10,500,000228 Days on yellowkey MLS ID: O6355233
REDUCED by $1,300,000 (11.0%) on 04/08/2026
Bed: 5 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 5316 Built: 1980 Tax: $10,926 (2024)Community: NaSingle Family
Taxes:$10,926
Remarks: Dramatic price improvement on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted Butler Chain of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thad Czapka (407-257-4253)
12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786
$1,490,00054 Days on yellowkey MLS ID: O6399958
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 1997Monthly Fee: $130 Tax: $6,661 (2025)Community: Isles WindermereSpa: YesSingle Family
Taxes:$6,661
Remarks: Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. Inside, the home features generously sized rooms filled with comfort and charm, including an oversized family room with a wood-burning fireplace. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a full vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere’s premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated home in one of Central Florida’s most desirable communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Patricia Zimath, Llc (321-318-1050)
1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786
$862,00055 Days on yellowkey MLS ID: O6398784
1 Days Off yellowkey (back on 5/20/2026)
REDUCED by $18,000 (2.0%) on 05/15/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3063 Built: 2001Monthly Fee: $115 Tax: $6,661 (2025)Community: Westover Club Ph 1 RepSingle Family
Remarks: Under contract-accepting backup offers. Now offered at an improved price, this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere. Just off the entry, a custom-designed office features hardwood flooring, built-in cabinetry, and a dedicated workspace—perfect for working from home in style. Designed for both everyday living and entertaining, the expansive great room opens to the second story and flows seamlessly into the heart of the home: a spacious gourmet kitchen complete with granite countertops, center island, breakfast bar, stainless steel appliances, double built-in ovens, and an elegant backsplash. A unique wine storage nook and built-in entertainment features add both charm and functionality. The split-bedroom floor plan offers privacy, with a generous primary suite on the main level featuring hardwood flooring, space for a sitting area, a contemporary ensuite bath, and a large walk-in closet. An additional first-floor bedroom and full bath with pool access provide flexibility for guests or multi-generational living. Upstairs, a versatile loft is surrounded by additional bedrooms and a full bath, offering ample space for family or guests. Step outside to your private outdoor retreat, where an extended covered lanai (2022) and screened-in pool create the perfect setting for relaxing or entertaining year-round. Additional highlights include a brand new roof (2025) and a beautifully maintained interior that is truly move-in ready. Ideally located in a gated community with amenities including tennis and pickleball courts, playground, and more, this home offers convenient access to major roadways, dining, and shopping. A perfect blend of elegance, comfort, and lifestyle—this home is not to be missed.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Michelle Melo (240-595-1876)
4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$4,200,00021 Days on yellowkey MLS ID: O6408804
0 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5695 Built: 2008Monthly Fee: $1,224 Tax: $41,679 (2025)Community: IsleworthSpa: YesSingle Family
Taxes:$41,679
Remarks: Under contract-accepting backup offers. Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. Offering an impressive 5,695 square feet of meticulously designed living space, this villa presents an exquisite blend of elegance, comfort, and modern convenience, complemented by an array of exceptional features and amenities.The property encompasses five generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost privacy and convenience, along with a dedicated office space ideally suited for professionals working from home. The spacious chef’s kitchen is outfitted with high-end Viking, Wolf, and TRUE appliances, abundant storage, a butler’s pantry, and an adjacent entertaining bar designed for effortless hosting. Enhancing both peace of mind and functionality, the residence is equipped with a Moen whole-home water management system, along with a sophisticated home automation and security system that controls many of the home’s key functions. Designed to embrace the Florida lifestyle, the outdoor living spaces are equally exceptional. A private pool and spa, expansive lanai, and fully appointed summer kitchen create the perfect setting for relaxing or entertaining while enjoying the picturesque surroundings. In every detail, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining spacious design, refined finishes, advanced smart-home technology, and thoughtfully curated custom features. Whether enjoying the tranquility of the Gardens, entertaining poolside, or working from the comfort of your private office, this residence offers an unparalleled lifestyle of distinction.
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