Location: Windermere , 34786
Do Not Show Listings
6117 LOUISE COVE DR, WINDERMERE, FL 34786
$5,250,000165 Days on yellowkey MLS ID: O6372197
0 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5752 Built: 2002Monthly Fee: $1,224 Tax: $50,728 (2025)Community: Isleworth WestSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$50,728
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat dock including a new roof; a new summer kitchen; exquisite white marble flooring, a dramatic glass-and-iron double-door entry, sleek modern air vents, and a host of elevated appointments that create a seamless blend of style and comfort. Grand living spaces—including the living room, kitchen, and family room—all feature soaring ceilings and an abundance of natural light, providing an ideal backdrop for both elegant entertaining and everyday living. The first-floor primary retreat is a true sanctuary, featuring a spacious bedroom and private sitting room divided by a stunning double-sided fireplace. A secondary primary suite, also located on the first floor, offers exceptional privacy and flexibility for guests or multigenerational living. Outdoors, the estate embraces its idyllic lakefront setting with a resort-style pool, summer kitchen, and private boat dock offering direct access to Lake Louise—perfect for boating, sunset cruises, and lakeside leisure. This is a rare opportunity to experience lakefront living at its finest in one of the community’s most coveted settings.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Sarah Longwell (407-920-8451)
4226 DOWNEAST LN, WINDERMERE, FL 34786
$10,500,000242 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
High School: Olympia High
Tax Year: 2024
Middle School: Chain of Lakes Middle
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)
5225 LEMON TWIST LN, WINDERMERE, FL 34786
$499,90039 Days on yellowkey MLS ID: O6406747
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2006Monthly Fee: $130 Tax: $4,397 (2025)Community: Summerport Ph 03Single Family
Taxes:$4,397
Elementary School: Keene Crossing Elementary
Remarks: Under contract-accepting backup offers. Welcome to Summerport, one of Windermere's most sought-after communities! This charming 3 bedroom, 2 bath single-story home offers nearly 1,700 heated square feet of well-designed living space with a split bedroom floor plan, 2-car garage, and some of the most beautiful curb appeal on the street — complete with a brick paver walkway and low maintenance landscaping. Inside, gorgeous wood flooring flows through the main living areas and an abundance of natural light complements the open floor plan, making it ideal for both everyday living and entertaining. A multi-functional flex space off the foyer offers endless possibilities — formal dining, home office, gym, or playroom. The kitchen was fully remodeled in 2021 and features 42" white shaker cabinetry, subway tile backsplash, stainless steel appliances including a gas stove, a center island with bar seating, closet pantry, and an eating space — all open to the main living area. The primary suite is a true retreat, boasting tray ceilings, a generous walk-in closet, and a beautifully remodeled bathroom (2024) with dual sinks, soaking tub, walk-in shower, private water closet, and striking tile work. Step outside to your screen-enclosed lanai with brick pavers and an extended deck, all set within a fully fenced backyard with vinyl fencing — perfect for pets, play, or simply unwinding. Additional highlights include interior paint (2021) and AC (2019). Zoned for A-rated schools including Windermere High School, with the elementary school just a short distance away. Summerport's resort-style amenities are second to none — clubhouse, fitness center, pool, playground, beach volleyball, basketball and tennis courts, a fishing dock, sandy beach area, and miles of sidewalks winding past scenic ponds and beneath mature oak tree canopies perfect for walking and running. Whether you're a growing family, looking to downsize, or searching for a second home, this one checks all the boxes. Grocery, shopping, dining, and major highway access all just minutes away — this is Florida living at its finest!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jonathan Ruiz (407-608-0086)
12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786
$1,490,00068 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)
6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$575,000164 Days on yellowkey MLS ID: G5106279
REDUCED by $10,000 (1.7%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 2012Monthly Fee: $125 Tax: $7,649 (2024)Community: Windermere Lndgs Ph 02Single Family
Taxes:$7,649
Elementary School: None
High School: None
Middle School: None
Remarks: Short Sale. Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant courtyard, and much more. New refrigerator is 2022, water heater replaced in 2020, AC replaced in October 2021. This home is a great money saver! It is equipped with fully warranted solar panels that pays just $30.00 in electric bills. These panels are not your average solar panels; they are German technology USA made panels with top notch microinverter systems saving you thousands of dollars in utilities throughout the years!! Whether you are a first-time home buyer, investor, or a starter family this home checks all of the boxes. Wonderful Location, A Rated Schools, Shopping & Restaurants will meet all of your buyer's needs. Located within a short distance to Sunset Park Elementary, minutes to Windermere High School, CR 535, Windermere preparatory, Windermere villages, the Butler Chain of Lakes, and just 15 minutes to Disney. Book your showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yindy Reyes (732-277-2828)
11753 VINCI DR, WINDERMERE, FL 34786
$2,150,00049 Days on yellowkey MLS ID: O6404892
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4037 Built: 2012Monthly Fee: $298 Tax: $22,953 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$22,953
Remarks: Under contract-accepting backup offers. Tucked away in “The Gardens” of the desirable guard gated golf course and lakefront community of Keene’s Pointe, this beautifully maintained 4-bedroom, 4.5-bath residence offers 4,037 square feet of thoughtfully designed living space on nearly a half-acre pond front homesite. Lovingly used only as a vacation home by its current original owners, the property presents in exceptional, like-new condition—showcasing pristine finishes, high-end appliances, and 12 to 14 ft ceiling heights throughout this estate home. This versatile floor plan features the primary retreat on the main floor along with two oversized secondary bedrooms that share a deluxe full bathroom and a spacious 4th Bedroom with a full bath located just steps from the pool. The floor plan’s flexibility is further enhanced by a second floor bonus room that would make a fabulous 5th Bedroom or office to include a sitting area, large full bathroom and walk in closet. Enter through elegant double doors into an inviting great room that seamlessly connects to a well-appointed kitchen and breakfast nook with pool views and an open concept living area - perfect for both everyday living and entertaining. Step outside to a covered paver patio overlooking a private backyard oasis featuring a deluxe summer kitchen with natural gas grill and wet bar as well as a saltwater pool, heated spa, and fully fenced yard. Enjoy tranquil pond views complete with a lighted fountain, stunning sunset vistas, and even Disney fireworks in the distance. Additional highlights include a three-car garage and paver driveway, enhancing both curb appeal and functionality. Built in 2012, this is one of the newer homes in Keene’s Pointe offering modern construction, double pane windows, timeless design, and an unbeatable setting.
Listing is courtesy of: KEENE'S POINTE REALTY (407-876-8879)
Listing Agent: Angela Durruthy (407-496-5811)
9648 MCCORMICK PL, WINDERMERE, FL 34786
$3,800,000270 Days on yellowkey MLS ID: O6346918
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4751 Built: 1988Monthly Fee: $1,224 Tax: $33,873 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$33,873
Remarks: Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.
Listing Agent: Michelle Corbin (407-491-2690)
1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786
$862,00069 Days on yellowkey MLS ID: O6398784
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
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
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)
1028 LASCALA DR, WINDERMERE, FL 34786
$749,00063 Days on yellowkey MLS ID: O6400649
2 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2208 Built: 2002Monthly Fee: $140 Tax: $8,185 (2025)Community: Belmere Village G2 48 65Spa: YesSingle Family
Taxes:$8,185
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Introducing an EXCEPTIONAL opportunity to own a RENOVATED WATERFRONT POOL residence in the prestigious, GATED community of Belmere. Meticulously maintained, this elegant single-story home embodies refined living with a seamless blend of comfort, style, and tranquility. Designed with a desirable split floor plan, the home offers both privacy and effortless flow. The heart of the home is a newly designed chef’s kitchen featuring a generous island, integrated WINE REFRIGERATION, designer hardware, and a sleek touchless faucet—perfectly suited for both intimate gatherings and upscale entertaining. The adjoining living spaces are enhanced by luxury vinyl plank flooring, while the bedrooms offer newer carpeting for added comfort. The primary suite is a private retreat, complete with a sitting area and an en-suite bath featuring dual vanities, a soaking tub, a separate glass-enclosed shower, and a custom walk-in closet with built-ins. Through elegant Pella French doors, step into your own FLORIDA sanctuary. A SCREENED-IN SALTWATER POOL with a NEW PUMP, expansive PAED DEK, and serene water views create an atmosphere of peace and exclusivity—ideal for embracing the Florida lifestyle. Additional enhancements include a whole-home Reme Halo UV air purification system and thoughtfully included built-ins such as a TV console and mount. Set within a sought-after community offering low HOA fees, exceptional amenities, and access to top-rated schools, this residence is ideally located near fine dining, upscale shopping, and world-renowned attractions. This is more than a home—it is a lifestyle of sophistication, comfort, and serenity. Private showings available for pre-qualified buyers. Experience the home anytime through the immersive 24-hour 3D
Listing Agent: Petra Bukalo Pa (407-484-0685)
4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$4,200,00035 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.
4948 WISE BIRD DR, WINDERMERE, FL 34786
$679,00040 Days on yellowkey MLS ID: O6405511
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2003Monthly Fee: $130 Tax: $8,593 (2025)Community: SummerportSpa: YesSingle Family
Taxes:$8,593
Remarks: One or more photo(s) has been virtually staged. Don’t miss the opportunity to live in the HIGHLY SOUGHT-AFTER A-RATED SCHOOL DISTRICT community of Summerport. This BEAUTIFUL ONE-STORY POOL HOME features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a NEW ROOF INSTALLED IN 2022. Step into a welcoming foyer that showcases the home’s OPEN LAYOUT. Two of the three bedrooms are located on the left side of the home, separated from the primary suite for added privacy. Continuing down the hallway, you’ll find a SPACIOUS FLEX ROOM currently being used as an additional bedroom, perfect as a guest room, office, gym, or playroom. The updated kitchen opens to a bright family and dining area filled with natural light. The primary suite is privately situated at the back of the home and features a WALK-IN CLOSET, dressing area, and an ensuite bathroom with DUAL SINKS, a separate shower, and a GARDEN TUB. Large sliding doors lead to your PRIVATE SCREENED-IN OASIS with a beautifully tiled lanai. The POOL AND SPA provide the perfect setting to enjoy the FLORIDA LIFESTYLE. Summerport offers excellent community amenities including a RESORT-STYLE POOL, fitness center, parks, playgrounds, and a fishing pier. Conveniently located near TOP-RATED SCHOOLS, shopping, major highways, and just MINUTES FROM DISNEY where you can enjoy the NIGHTLY FIREWORKS from the neighborhood. Don’t miss this INCREDIBLE OPPORTUNITY. Schedule your private showing today!
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Leo Martins Silva (786-241-7619)
84 OAKDALE ST, WINDERMERE, FL 34786
$1,875,000162 Days on yellowkey MLS ID: O6372842
1 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3519 Built: 2020 Tax: $12,265 (2024)Community: Davis ShoresSpa: YesSingle Family
Taxes:$12,265
Remarks: Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes. Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated finishes throughout. The expansive living spaces are filled with natural light and flow seamlessly into a designer kitchen ideal for both entertaining and everyday living. The primary suite offers a serene private retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy for family and guests. Outdoor living is elevated with a private resort-style pool, creating the perfect setting for relaxing or entertaining year-round. Enjoy the convenience of being just a short golf cart ride to charming downtown Windermere, offering boutique shopping, dining, community events, and the weekly farmers market. Located in one of Windermere’s most desirable communities, just minutes from top-rated schools, upscale dining, golf, shopping, and the Butler Chain of Lakes, this home delivers timeless luxury, quality construction, and an unbeatable location. This exceptional home is a rare offering and will not last—schedule your private tour today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Carolina Dumit (407-325-8963)
13304 BELLARIA CIR, WINDERMERE, FL 34786
$2,798,00085 Days on yellowkey MLS ID: O6391558
REDUCED by $70,000 (2.4%) on 05/19/2026
Bed: 6 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4920 Built: 2013Monthly Fee: $483 Tax: $30,699 (2025)Community: BellariaSpa: YesSingle Family
Taxes:$30,699
Remarks: Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly ¾ of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of refined living space — 6 bedrooms + office, 6 full bathrooms, and a seamless open-concept floor plan designed for both grand entertaining and intimate everyday living. From the moment you arrive, the travertine-accented façade, symmetrical palm-lined circular driveway, and manicured grounds signal that this is no ordinary home. Step inside and the interiors reveal the same intentionality: soaring ceilings, wide-plank flooring, crown molding, a dramatic stone fireplace wall, custom built-in shelving, and floor-to-ceiling windows that flood every room with natural light — and frame the resort-style backyard like a living work of art. The gourmet kitchen is anchored by a generous island, custom cabinetry, Thermador stainless steel appliances, a butler's pantry, and an oversized walk-in pantry — a space where function and elegance coexist without compromise. The main-floor primary suite offers a private sanctuary with a spa-inspired bathroom designed for true restoration. Upstairs, a second primary suite with private balcony, morning kitchen, and dual custom walk-in closets provides a retreat within a retreat — along with three additional en-suite bedrooms and a loft lounge area. Outside, the resort-style pool and spa — recently resurfaced and elevated with fire bowls, deck tile, and a built-in summer kitchen — anchor a breathtaking backyard designed for the Florida lifestyle at its finest. An aerial view reveals the true scale of the grounds: a dramatic allée of mature palms flanking the pool terrace, generous green space, and total privacy secured by lush hedgerows on all sides. Additional highlights include a 3-car garage, home automation system, gas fireplace, full security system with cameras, wine refrigerator, and landscape lighting — all thoughtfully updated and impeccably maintained. Zoned for top-rated Orange County schools, minutes from Winter Garden Village, upscale dining, and with easy access to major roadways — Casa Pietra is a rare convergence of location, lifestyle, and lasting value. Elegance is not decoration. It is a way of being.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
1330 LAKE OLIVIA, WINDERMERE, FL 34786
$5,500,00089 Days on yellowkey MLS ID: S5144942
Bed: 6 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 6442 Built: 2026Monthly Fee: $400 Tax: $9,870 (2024)Community: Lake Olivia ReserveSpa: YesSingle Family
Taxes:$9,870
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. This is a lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy. This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings above, and expansive windows designed to frame the lake. Planned features include a gourmet kitchen with premium cabinetry and quartz surfaces, dual primary suites, private elevator, theater room, wet bar, and 4-car garage.Outdoor living will include a resort-style lanai, summer kitchen, custom pool and spa, and a private dock with direct lake access.Set on approximately 1.6+ acres in one of Windermere’s most desirable locations, this is a rare opportunity to secure a brand-new lakefront residence before completion.
Listing Agent: Ana Rubio (786-207-8352)
8340 LAKE BURDEN CIR, WINDERMERE, FL 34786
$3,250,00043 Days on yellowkey MLS ID: O6406513
0 Days Off yellowkey (back on 5/18/2026)
Bed: 6 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 6848 Built: 2008Monthly Fee: $298 Tax: $28,798 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$28,798
Remarks: Under contract-accepting backup offers. Come visit this majestic and dreamy LAKEFRONT custom built Windermere estate that boasts 6,848 square feet in the prestigious guard gated Keene’s Pointe community on the pristine shores of Lake Burden. This home was designed to have lake views from practically every room which create a dramatic and magical setting to your every day living. This estate will impress your most discerning buyer. This home can either be 6 bedrooms or 5 bedrooms with an office plus 7 bathrooms! (5 full baths and 2 half baths). Feeling tired? Take the ELEVATOR to the second story and relax in your extravagant theatre overlooking the lake while watching your favorite movies. The upstairs theater could also be used as a loft, flex space, playroom, or gym. The sunsets are absolutely breathtaking from every vantage point and set this estate apart from all the rest. There are luxury details around every corner – from Wolff appliances, two dishwashers, custom built in’s, travertine flooring, stone details, intricate moldings, plantation shutters, and surround sound in practically every room. Come enjoy the massive sized mud room that was recently renovated and even has it’s own refrigerator and sink. Do you have a lot of cars or golf carts? Come enjoy the 4 CAR GARAGE with epoxy flooring to house your luxury automobiles. Another unique feature that this home has is two laundry spaces! One downstairs and one upstairs and all washers and dryers convey with property. You never have to worry about carrying clothes upstairs or downstairs. The owners retreat is located downstairs and the exquisite master closet has impeccable built in features with lots of storage. Everything in this home has been designed for comfort and convenience and no stone has been left unturned. The outdoor space will make you feel like your on vacation every day – from the outdoor kitchen, fireplace, resort style saltwater pool/spa, and sunset views for days. Upstairs you will find a spacious outdoor balcony that wraps around to enjoy more lake views. This estate has amazing curb appeal from the minute you pull up. There is a grand feel with the cathedral ceilings and magnificent foyer that showcases the desirable open floor plan that is great for entertaining. You will notice the remarkable architecture and charm that this home exudes. Your buyer will benefit from all the recent updates that the seller has done with this house. NEWER TILED ROOF. NEWER HVAC. BRAND NEW Tankless water heaters. A generator was also recently installed. Also, enjoy the lower water bill since irrigation is pumped from the lake (under $20 dollars per month!). Keene’s Pointe offers access to the Butler Chain of Lakes, a Jack Nicklaus Signature golf course, the Golden Bear Club, resort-style pool, tennis courts, fitness center, basketball court, a clubhouse. Come live the country club lifestyle all while living close to Disney and the theme parks!
Listing Agent: Jill Davis (407-579-5347)
13339 ROSKIN LN, WINDERMERE, FL 34786
$680,000164 Days on yellowkey MLS ID: S5141148
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2947 Built: 2012Monthly Fee: $82 Tax: $8,674 (2024)Community: Lake Sawyer South Ph 01Single Family
Taxes:$8,674
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Welcome to a standout opportunity in WINDERMERE , offering closing cost assistance and positioned for a timely sale. This 4 bedroom, 2.5 bath, two-story home with 2,947 sq ft delivers the space, layout, and location today’s buyers are searching for. The thoughtfully designed floor plan includes a first-floor den/office, expansive upstairs loft, and generously sized bedrooms throughout. The oversized primary suite provides a comfortable retreat with ample space to relax. Every room offers flexibility for a variety of living needs. Step outside to a fully fenced backyard featuring an OUTDOOR KITCHEN AND BRICK OVEN, ideal for entertaining and enjoying Florida living year-round. A key highlight of this home is the solar energy system, providing reduced monthly electric costs This translates to significant annual savings and protection against rising utility rates, making it a valuable long-term benefit. Located just 4 minutes from WINDERMERE HIGH School and approximately 15 MINUTES rom Walt DISNEY World and major attractions, the home offers convenient access to dining, shopping, and entertainment. The community features LOWHOA fees and NO CDD. With relocation season underway, homes offering space, efficiency, and location are in high demand. This property is centrally located, well-positioned, and ready for its next owner. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karla Price (407-761-7764)
11923 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$1,630,000390 Days on yellowkey MLS ID: O6311003
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2238 Built: 1985 Tax: $12,907 (2024)Community: Lake Butler EstatesSingle Family
Taxes:$12,907
Remarks: Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer!
Listing is courtesy of: JULIAN PROPERTIES, INC. (407-291-4900)
Listing Agent: Bo Julian (407-694-5843)
12533 CRAGSIDE LN, WINDERMERE, FL 34786
$575,00046 Days on yellowkey MLS ID: O6405628
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2004Monthly Fee: $82 Tax: $8,484 (2025)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$8,484
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment** Welcome to Lakes of Windermere, where comfort, thoughtful upgrades, and an unbeatable Central Florida location come together in one beautifully maintained home. Inside, you’ll love the inviting layout with formal living and dining spaces accented by custom crown molding, flowing into a kitchen designed for both function and style with marble countertops, stainless steel appliances, and a large pantry—all open to the family room so everyone stays connected. Step outside to the screened patio, the perfect spot for morning coffee, weekend grilling, or winding down in the evenings. The primary suite feels like a private retreat with a tray ceiling, spacious walk-in closet, and an en-suite bath featuring dual vanities, a soaking tub, and a separate walk-in shower, while three additional bedrooms present flexible space for guests, a home office, or growing households. Major updates have already been taken care of, including a new roof (May 2022), HVAC (2021), water heater (2022), plus fresh interior paint, baseboards, and newer ceiling fans, giving you true move-in-ready peace of mind. Enjoy resort-style community amenities like tennis courts, a playground, a community pool, and a pier on Lake Sawyer, all conveniently located near shopping, dining, major highways, theme parks, and everyday essentials.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Tyler Somers (561-713-8728)
11636 WATER RUN ALY, WINDERMERE, FL 34786
$408,000249 Days on yellowkey MLS ID: S5136888
REDUCED by $17,000 (4.0%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $332 Tax: $5,634 (2024)Community: Ashlin Park Ph 2Townhouse
Taxes:$5,634
Remarks: This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a private interior patio between the main home and the detached two-car garage with epoxy flooring, perfect for relaxing or entertaining. Residents benefit from community amenities including a pool, clubhouse, playground, and walking trails. Conveniently situated near top-rated schools, shopping, dining, and major highways, this property combines modern comfort with an unbeatable location in the heart of Windermere.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jose Jimenez (407-394-6379)
5145 LATROBE DR, WINDERMERE, FL 34786
$3,299,000128 Days on yellowkey MLS ID: O6382287
REDUCED by $150,000 (4.3%) on 05/17/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4512 Built: 1991Monthly Fee: $1,224 Tax: $27,776 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$27,776
Remarks: Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all!
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
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