Displaying: For Sale
Location: Windermere
Property Type(s): Single Family
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Windermere - 279 properties found
6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$3,150,000199 Days on yellowkey MLS ID: O6361099
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4676 Built: 2010Monthly Fee: $283 Tax: $24,892 (2024)Community: Keenes PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$24,892
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater pool with travertine decking, expansive covered lanai with automatic screens, summer kitchen, fire pit, fenced yard, and breathtaking sunset views. Inside, enjoy soaring ceilings, travertine flooring, custom millwork, 10-ft sliding doors, a wine cellar, hidden walk-in pantry, and a chef’s kitchen with Wolf 48” gas cooktop and custom cabinetry. The main-floor primary suite offers lanai access and a spa-inspired bath, while three additional bedroom suites are also conveniently located on the first floor. A spacious upstairs bonus/game room with full bar creates the perfect media, entertainment, or multigenerational flex space. Additional highlights include: • Oversized 3-car garage • 4 HVAC units + dehumidifier system • Updated pool equipment (2022) • Elevated garden shed + premium Vego garden beds • Office with custom built-ins Residents enjoy access to the Golden Bear Club lifestyle with golf, tennis, fitness, dining, Butler Chain lake access, and proximity to Windermere Prep, Disney, and Universal. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786
$1,450,00040 Days on yellowkey MLS ID: S5146725
REDUCED by $49,000 (3.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4052 Built: 1998Monthly Fee: $267 Tax: $18,350 (2025)Community: BalmoralSingle Family
Taxes:$18,350
Elementary School: Thornebrooke Elem
High School: Olympia High
Tax Year: 2025
Middle School: Gotha Middle
Remarks: Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral home to just 32 custom residences—where privacy, elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene retreat with mature greenery and a fully fenced yard designed for both relaxation and entertaining. Step through striking 8-foot wrought iron and glass entry doors into a light-filled interior featuring soaring 12-foot ceilings and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room offers a flexible layout ideal for both everyday living and hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth and natural light. The first-floor primary suite serves as a private retreat, complete with direct access to the pool and lanai, along with dual custom closets that provide ample storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, or game space. Beyond the home, Windermere offers a lifestyle that’s hard to match. Enjoy charming tree-lined streets, local dining, boutique shopping, and beloved community traditions like farmers markets and seasonal events. Just minutes away, the Butler Chain of Lakes invites you to experience boating, fishing, and waterfront living at its finest, while nearby top-rated schools add to the area’s appeal. Recent updates include new HVAC systems installed in 2021, offering added comfort and peace of mind. Experience refined living in one of Central Florida’s most sought-after communities—this is more than a home, it’s a lifestyle.
Listing is courtesy of: LA ROSA REALTY BEACHES LLC (954-526-7318)
Listing Agent: Seana Abdelmajid (727-278-7862)
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)
7180 BEEK ST, WINDERMERE, FL 34786
$780,00077 Days on yellowkey MLS ID: O6393213
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3648 Built: 2013Monthly Fee: $124 Tax: $11,023 (2025)Community: Windermere TerraceSingle Family
Taxes:$11,023
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest suite with full bath – perfect for visitors or multi-generational living. Formal dining room for special occasions. Open-concept kitchen, breakfast nook, and family room — great for everyday living and entertaining. Spacious master suite on the first floor with a luxurious bathroom featuring dual sinks, soaking tub, and separate shower. Convenient laundry room with built-in cabinets and sink. "Drop-zone" near the garage entry for shoes, bags, and daily essentials. The kitchen is a chef’s dream with 42” cabinets, granite countertops, and all major appliances included. Upstairs, you'll find 4 additional bedrooms, 2 full baths, and a versatile loft/game room — an ideal space for movie nights, play area, or home office. Step outside and enjoy a private backyard perfect for entertaining family and friends. Community Pool. Close to top-rated schools, shopping, dining, and entertainment (including Winter Garden Village & Hamlin Town Center at Horizon West). Easy access to major highways: I-4, Florida Turnpike, SR 429 & 408. Just minutes from Magic Kingdom and other Orlando attractions. This is more than a home — it's a lifestyle upgrade. Schedule your showing today and see why Windermere Terrace is one of the area's most desirable places to live!
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Maria Ubillus (954-242-7900)
6840 HELMSLEY CIR, WINDERMERE, FL 34786
$649,000123 Days on yellowkey MLS ID: S5142930
1 Days Off yellowkey (back on 5/14/2026)
REDUCED by $40,000 (5.8%) on 05/07/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2847 Built: 2009Monthly Fee: $129 Tax: $5,044 (2024)Community: Preston SquareSpa: NoSingle Family
Taxes:$5,044
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago,New Roof, an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Eleanor Desimone (845-796-6951)
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)
9323 GLADYS GARDEN CT, WINDERMERE, FL 34786
$11,900,000116 Days on yellowkey MLS ID: O6381880
REDUCED by $600,000 (4.8%) on 05/26/2026
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 9770 Built: 2026Monthly Fee: $1,099 Tax: $21,279 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$21,279
Remarks: Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
111 MAIN ST, WINDERMERE, FL 34786
$889,00028 Days on yellowkey MLS ID: O6407060
2 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2272 Built: 1984 Tax: $9,734 (2025)Community: Windermere TownSingle Family
Taxes:$9,734
Remarks: Prime Windermere Location! Fully Renovated and Move-In Ready! Don't miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms perfect for comfortable family living and entertaining. Recent Upgrades Include: Fresh interior and exterior paint. Brand-new luxury vinyl flooring Stunning 2x4 porcelain tile in the kitchen, foyer, and dining room. Sleek European-style kitchen cabinets with quartz countertops. Modern interior doors throughout. Stylishly renovated bathrooms. Energy-efficient LED recessed lighting throughout the home. As a Windermere resident, you'll also enjoy exclusive access to the community lakes perfect for boating, fishing, and relaxing outdoors.
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Sammy Nakhleh (407-360-4435)
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)
11536 CLAYMONT CIR, WINDERMERE, FL 34786
$1,175,00075 Days on yellowkey MLS ID: O6392958
REDUCED by $75,000 (6.0%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2882 Built: 2002Monthly Fee: $298 Tax: $8,766 (2025)Community: Keenes Pointe Ut 04 Sec 31 48 82Spa: YesSingle Family
Taxes:$8,766
High School: Winter Park High
Remarks: One or more photo(s) has been virtually staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle. Beautifully remodeled throughout, this is truly move-in ready, showcasing a fresh, modern aesthetic while maintaining timeless architectural appeal. From the moment you enter, you’re welcomed by marble tile flooring, newly refinished wood floors, fresh interior paint, and thoughtfully selected modern light fixtures that elevate every space. The home features both a traditional dining room and formal living room, complemented by custom window treatments that add warmth and sophistication. At the heart of the home, the completely remodeled kitchen shines with all-new appliances, a gas stove, double oven, quartz countertops, and a large walk-in pantry, all wrapped in a clean, contemporary design that seamlessly opens to the family room—where a decorative modern fireplace creates the perfect gathering space. The expansive primary suite is a true retreat, featuring wood floors, direct pool access, a dedicated mini-split system for enhanced comfort and efficiency, and a spa-inspired bathroom with a stunning new garden tub, separate shower, and an oversized walk-in closet. Additional bedrooms lend to stylish comfort with new herringbone tile flooring and share a convenient Jack-and-Jill bathroom. All bathrooms throughout the home have been fully remodeled with high-end finishes. A large private office with a built-in desk provides the ideal work-from-home environment. Step outside to a spacious, fenced backyard featuring a newly repainted pool and patio—perfect for enjoying Florida living year-round. Additional highlights include a 2020 roof, paver driveway, and an oversized 3-car garage. Every detail has been thoughtfully updated, making this home completely turn-key. Residents of Keene’s Pointe enjoy 24-hour guard-gated security and a lifestyle centered around both recreation and natural beauty. The community offers private access to the Butler Chain of Lakes, ideal for boating, skiing, and sunset cruises, along with scenic walking paths, tranquil green spaces, and a peaceful, well-maintained setting throughout. There is even the opportunity for boat storage, adding convenience for those looking to fully embrace the lake lifestyle. Optional membership to the Golden Bear Club unlocks a premier lifestyle experience with championship golf, tennis, fitness, a resort-style pool, dining, and a vibrant calendar of social events. The neighborhood also features community parks, playgrounds, and gathering spaces, creating a welcoming environment that blends luxury living with everyday convenience and community connection through regular neigborhood events. Whether you're relaxing poolside, entertaining guests, or enjoying the unmatched lifestyle of this premier golf and lakefront community, this home delivers the very best of Central Florida living.
Listing is courtesy of: MATT ALLEN REAL ESTATE LLC (321-228-5555)
Listing Agent: Matt Allen (321-228-5555)
9011 CHAPMAN OAK CT, WINDERMERE, FL 34786
$629,00054 Days on yellowkey MLS ID: S5148031
REDUCED by $20,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2050 Built: 1987Monthly Fee: $31 Tax: $8,592 (2025)Community: Silver Woods Ph 05Single Family
Taxes:$8,592
Remarks: Windermere Gem: Fully Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained, featuring an extensive list of recent high-value upgrades: Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and premium appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence or a high-performing investment property, this home is truly move-in ready.
Listing is courtesy of: TOWNE CENTER REALTY (407-447-7700)
Listing Agent: Shiran Moyal (407-716-0224)
13013 OVERSTREET RD, WINDERMERE, FL 34786
$649,994103 Days on yellowkey MLS ID: O6380917
REDUCED by $15,000 (2.3%) on 05/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2053 Built: 2009Monthly Fee: $82 Tax: $3,146 (2024)Community: Lakes/WindermereSpa: NoSingle Family
Taxes:$3,146
Remarks: Welcome to 13013 Overstreet Rd — a beautifully upgraded 4-bedroom, 2.5-bath home located in one of Windermere’s most desirable and sought-after communities. This property combines modern living, elegant design, and the true Florida lifestyle you’ve been searching for. Step inside to an open, bright floor plan featuring gorgeous wood floors, a spacious living area, and a modern kitchen with sleek cabinetry, stainless steel appliances, island, and plenty of storage — perfect for everyday cooking or entertaining friends and family. The primary suite includes a luxurious bathroom with his-and-her sinks and an upgraded California closet with premium built-ins for maximum organization. Enjoy Florida weather year-round in the screened-in patio with a retractable electric screen, extending your living space and providing the perfect spot for morning coffee or evening relaxation. The large, fully fenced backyard features extended brick pavers, offering plenty of room for gatherings, grilling, pets, or future customization. Additional features include a front balcony, a 2-car garage, and an oversized driveway with great curb appeal. This home sits in a prime Windermere location surrounded by some of the best amenities in Central Florida. Just minutes away you’ll find top-rated Windermere schools, scenic lakes, nature trails, Bay Hill, The Butler Chain of Lakes, playgrounds, and community parks. Nearby you’ll enjoy endless shopping, popular restaurants, cafés, breweries, local markets, and everyday conveniences. You’re also close to the Winter Garden Village, Downtown Windermere, major highways, theme parks, and world-class entertainment. The community itself offers resort-style amenities including a sparkling community pool and clubhouse — perfect for relaxing weekends and social gatherings. If you’re looking for a move-in-ready home with modern finishes, incredible outdoor space, and a location that simply can’t be beat, this is the one. Homes like this in Windermere don’t last long — schedule your private showing today! *** A/C and Water Heater replaced in 2024. Roof replaced in 2025. Exterior of home repainted in 2022 ***
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Omar Andreasen (407-883-2989)
1361 WHITNEY ISLES DR, WINDERMERE, FL 34786
$1,200,000236 Days on yellowkey MLS ID: O6352069
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2787 Built: 2006Monthly Fee: $136 Tax: $6,975 (2024)Community: Whitney Isles/Belmere Ph 02Single Family
Taxes:$6,975
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year, the home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator.
Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)
Listing Agent: Gabriel Mantovani (407-637-9878)
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
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)
14353 CREST PALM AVE, WINDERMERE, FL 34786
$1,039,09145 Days on yellowkey MLS ID: G5111542
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Elementary School: Bay Lake Elementary
Remarks: One or more photo(s) has been virtually staged. Under Construction. Sample Image Arlington Floorplan – 2,740 Sq. Ft. | 4 Beds | 3 Baths | 2.5-Car Garage a thoughtfully designed, 1-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,740 square foot residence sits on a wooded 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 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, a large center island, upgraded cabinetry, quartz countertops, a 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. 2.5-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. Projected Completion July/August. Preferred Lender incentives apply.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
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)
811 MAIN ST, WINDERMERE, FL 34786
$649,99917 Days on yellowkey MLS ID: O6409463
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1398 Built: 1985 Tax: $9,419 (2024)Community: Windermere TownSingle Family
Taxes:$9,419
Remarks: Exclusive Rare Opportunity to own this expansive 100'x160' double lot in downtown Windermere. Whether you’re looking for a charming home or a prime location to build your dream residence, this property delivers endless potential. The home features arched doorways, luxury vinyl plank (LVP) flooring, and a sunroom filled with natural light. The updated kitchen includes 42” soft-close cabinets, Granite countertops, stainless steel appliances, and a custom island with a breakfast bar. The primary bedroom boasts a spacious walk-in closet with custom built-ins, and the bathroom is finished with marble and subway tile. The nearly half-acre lot offers a fenced backyard, custom pergola, wood deck, fire pit, and a storage shed with electricity, perfect for entertaining or relaxing. Enjoy walking proximity to Windermere’s cafes, parks, and events like the Farmers Market. Deeded access to the Butler Chain of Lakes and Lake Bessie provides excellent opportunities for boating and water sports. With no HOA, A-rated schools, and golf-cart-friendly streets, this property blends convenience and practicality. Schedule your showing today.
Listing is courtesy of: CAMERON REALTY GROUP LLC (321-947-0424)
Listing Agent: Asim Iftikhar (917-250-8883)
3328 WAX BERRY CT, WINDERMERE, FL 34786
$925,000224 Days on yellowkey MLS ID: O6355868
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2636 Built: 1984Monthly Fee: $21 Tax: $10,867 (2024)Community: Lake Butler EstatesSingle Family
Taxes:$10,867
Remarks: One or more photo(s) has been virtually staged. Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. The location is ideal, situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, local hospitals, and within a 30 minute drive of the Orlando International Airport, Disney World, and Universal Studios. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities. Schedule your showing today!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Ferris Kassar (407-284-8384)
10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786
$3,450,000133 Days on yellowkey MLS ID: O6377244
REDUCED by $25,000 (0.7%) on 05/07/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 5273 Built: 1986Monthly Fee: $103 Tax: $28,092 (2025)Community: LakesSpa: YesSingle Family
Taxes:$28,092
Remarks: Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
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