0.7 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
81 OAKDALE STREET
Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year
Living Area:
4284 Sqft.
|
5
Beds,
5
Baths
|
$2,500,000 |
9237 MCDAVID COURT
Come see a truly exceptional single-family residence nestled in the highly regarded Roberts Landing enclave of Windermere. With 4 bedrooms and 2½ bathrooms, this home offers all the space needed to comfortably fit a family looking to stretch out. Located on over an acre of land, this home sits on a
Living Area:
2269 Sqft.
|
4
Beds,
3
Baths
|
$849,999 |
9575 WESTOVER ROBERTS ROAD
Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage spac
Living Area:
8931 Sqft.
|
7
Beds,
8
Baths
|
$4,925,000 |
1369 GLENWICK DRIVE
Welcome to this glamorous, fully renovated home featuring high-end upgrades throughout. As you enter, you’ll be greeted by a stunning custom-designed kitchen with abundant storage, top-of-the-line appliances, and a beautiful quartz island that seamlessly connects to the spacious living area—perf
Living Area:
2400 Sqft.
|
4
Beds,
3
Baths
|
$699,800 |
2 OAKDALE STREET
CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for
Living Area:
2152 Sqft.
|
3
Beds,
2
Baths
|
$1,195,000 |
1724 Windermeredown Place
Nestled in Windermere's exclusive lakefront community, this over-acre estate offers private access to the Butler Chain of Lakes. Recognized by K+BB Magazine as Bathroom of the Year, the spa-inspired primary suite features dual rain showers, a freestanding stone tub, sauna, and outdoor shower. The re
Living Area:
8137 Sqft.
|
6
Beds,
8
Baths
|
$2,500,000 |
9508 Windy Ridge Road
Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of
Living Area:
20865 Sqft.
|
6
Beds,
14
Baths
|
$22,995,000 |
84 BRAELOCK DRIVE
Set behind a gated entrance on a prime waterfront lot, this elegant 4-bedroom, 3-bath, 3,245 sq ft residence is set in one of Ocoee’s most desirable enclaves bordering Windermere.
A beautiful entry foyer with tall ceilings sets the tone, leading into a dedicated dining room accented with crown
Living Area:
3245 Sqft.
|
4
Beds,
3
Baths
|
$829,900 |
2828 INGEBORG COURT
Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out
Living Area:
3190 Sqft.
|
5
Beds,
5
Baths
|
$1,200,000 |
524 DOUGLAS EDWARD DRIVE
Where elegance and convenience come together! Step into this beautifully cared-for residence located in the highly desirable, gated community of Meadow Ridge. From the moment you enter, the warmth of rich hardwood floors, soaring ceilings, and a bright, open-concept design make you feel right at hom
Living Area:
2487 Sqft.
|
3
Beds,
3
Baths
|
$715,000 |
1803 GLENBAY COURT
Welcome to The Reserve at Belmere. Experience refined living in this exclusive guard-gated enclave, where sophistication meets comfort. Perfectly positioned on a premium corner lot, this elegant 4-bedroom, 3-bath home showcases a seamless blend of timeless design and modern luxury. The newly remodel
Living Area:
3040 Sqft.
|
4
Beds,
3
Baths
|
$875,000 |
9106 PANZANI PLACE
Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. Situated on a spacious corner lot, this home showcases exceptional curb appeal with its tile roof, freshly painted exterior, and an impressive three-car garage with an oversized pav
Living Area:
3610 Sqft.
|
5
Beds,
4
Baths
|
$915,000 |
1724 WINDERMEREDOWN PLACE
Private Resort Luxury with Butler Chain Access in Windermere Downs
Set within one of Windermere’s most sought-after lakefront communities, this extraordinary residence offers exclusive access to the Butler Chain of Lakes. Situated on over an acre, the estate blends handcrafted design, advanced
Living Area:
6000 Sqft.
|
6
Beds,
7
Baths
|
$2,500,000 |
10199 BROCKSPORT CIRCLE
Welcome to this extraordinary estate, gracefully positioned on one of the most desired lots within the community, offering unmatched privacy and exclusivity. Strategically located with no neighbors on the right side and a serene green area that will never be developed, this residence provides a rare
Living Area:
5226 Sqft.
|
6
Beds,
6
Baths
|
$1,990,000 |
1703 ROBERTS LANDING ROAD
This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows
Living Area:
3288 Sqft.
|
4
Beds,
5
Baths
|
$1,680,000 |
9639 WESTOVER ROBERTS ROAD
Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking.
From the moment you arrive, the home commands attention with a gr
Living Area:
11861 Sqft.
|
5
Beds,
9
Baths
|
$6,395,000 |
9335 WESTOVER CLUB CIRCLE
Welcome to Westover Club, one of Windermere’s most desirable gated communities where tree-lined streets and a perfect location set the stage for your dream home!
This beautifully maintained 5-bedroom, 4-bath home sits on an expansive one-third acre lot and offers the perfect blend of comfort, s
Living Area:
3640 Sqft.
|
5
Beds,
4
Baths
|
$905,000 |
9335 Westover Club Circle
Welcome to Westover Club, one of Windermere's most desirable gated communities where tree-lined streets and a perfect location set the stage for your dream home!
This beautifully maintained 5-bedroom, 4-bath home sits on an expansive one-third acre lot and offers the perfect blend of comfort, sty
Living Area:
3640 Sqft.
|
5
Beds,
4
Baths
|
$905,000 |
2012 BELLAMERE COURT
Exquisitely appointed and elegantly packaged former model home, showcasing the pinnacle of perfection, from luxury home builder Element Homes. This masterpiece stands supreme for its high-quality fit and finish and a highly desirable floorplan – featuring a great room combination of family room, d
Living Area:
4701 Sqft.
|
5
Beds,
6
Baths
|
$3,375,000 |
9621 WINDY RIDGE ROAD
Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in
Living Area:
20445 Sqft.
|
9
Beds,
16
Baths
|
$13,700,000 |
2107 WESTOVER RESERVE BOULEVARD
Discover this beautifully updated 4-bedroom, 4-bathroom home tucked inside the exclusive gated community of Westover Reserve in Windermere, renowned for its tree-lined streets and serene setting. This home seamlessly blends spacious living with exceptional craftsmanship and thoughtful design through
Living Area:
4676 Sqft.
|
4
Beds,
4
Baths
|
$1,080,000 |
10236 WINDERMERE CHASE BOULEVARD
This beautiful ready to move in pool home, 4 bedrooms 3 baths home with a HUGE loft, in the highly desirable gated community of Windermere Chase is a MUST SEE!!! As you enter the home you will find a formal living room, the private office/bedroom to the left, and a dining space to the right. The lar
Living Area:
3180 Sqft.
|
4
Beds,
3
Baths
|
$695,000 |
10545 DOWN LAKEVIEW CIRCLE
Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well-appointed property features 2.78 acres with fully fenced terraced grounds, electric security gates, brick pavers, mature landscaping for privacy,
Living Area:
7263 Sqft.
|
5
Beds,
7
Baths
|
$3,795,000 |
111 MAIN STREET
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—perfe
Living Area:
2272 Sqft.
|
3
Beds,
2
Baths
|
$890,000 |
11056 CLIPPER COURT
Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chai
Living Area:
6375 Sqft.
|
5
Beds,
6
Baths
|
$1,600,000 |
9648 WEATHERSTONE
Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 7 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern
Living Area:
4482 Sqft.
|
7
Beds,
4
Baths
|
$2,725,000 |
108 SAGECREST DRIVE
Welcome to this beautifully maintained single-family home nestled in the desirable Windsor Landing. This property offers the perfect blend of comfort, style, and convenience. Step inside to discover a spacious and inviting layout, featuring an open-concept living and dining area filled with natural
Living Area:
3376 Sqft.
|
5
Beds,
3
Baths
|
$799,000 |
11002 LAKE BUTLER BOULEVARD
Back on the Market!
Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury
Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more
Living Area:
6248 Sqft.
|
5
Beds,
8
Baths
|
$4,200,000 |
225 MAGNOLIA STREET
LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN
Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired esta
Living Area:
5935 Sqft.
|
7
Beds,
11
Baths
|
$4,899,000 |
11113 LAKE BUTLER BOULEVARD
Welcome to this beautiful, unique and modern home, built less than 3 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much
Living Area:
4094 Sqft.
|
5
Beds,
6
Baths
|
$2,499,000 |