Homes for Sale in Windermere
Windermere offers home buyers the exclusivity associated with some of Florida’s finest established communities, with a quaint historic downtown and easy access to Dr. Phillip’s world class dining and entertainment. The Erica Diaz Team offers tremendous insight into Windermere’s real estate market, offering unmatched knowledge and access to off-market homes.
$1,249,900
8745 LOOKOUT POINTE DRIVE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
40Picture(s)
3,483Sqft
Welcome to Windermere Trails a waterfront community conveniently located to Disney, Universal Studios, popular attractions, shopping, and interstate travel. As a homeowner you’ll enjoy the waterfront community pool and water park, cabanas, playground, numerous parks, ponds and lakes, and a walking/biking trail, which has some breathtaking views of nature and water.
$3,300,000
11617 WATERSTONE LOOP DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
63Picture(s)
4,957Sqft
One or more photo(s) has been virtually staged. Incredible turn-key Silliman Custom Home in the guard gated community of Waterstone on a private one acre homesite with mature cypress trees going all the way to Lake Cypress where your lot touches. This 4 bedroom, 4 1/2 bath home with an office, bonus, pool and spa is move-in ready with the most updated style and design features.
$2,849,000
11012 ULLSWATER LANE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
41Picture(s)
6,909Sqft
Stunning Mediterranean masterpiece located in the 24-hour guard gated community of Reserve at Lake Butler Sound. This exquisite residence features almost 7,000 square feet of luxury living space, most of which is on a single level. As you step through the front door your eyes are immediately drawn to the fine details and rich finishes of this one of a kind home built by Konkol Custom Homes.
$350,000
8179 MARITIME FLAG STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
50Picture(s)
1,442Sqft
***BEST VALUE IN WINDERMERE & MOVE-IN-READY*** FIRST FLOOR - END UNIT 3/2 CONDOMINIUM . ***BRAND NEW LENNOX 2.5 TON AIR CONDITIONING SYSTEM(Feb 2024)**** Nestled in “Lakeside at Lakes of Windermere”, one of Windermere’s most vibrant Communities. Outstanding Building Construction, Concrete built! This Amazing Residence has open/split floor plan with custom touches throughout.
$2,790,000
12514 SUMMERPORT BEACH LANE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
47Picture(s)
2,168Sqft
ALMOST AN ACRE WITH 117 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON LAKE BUTLER, THE CHAIN OF LAKES! Enjoy the lake front lifestyle on this very beautiful large lot with a cute, quaint home or the potential to build your own lakefront dream home. This secluded lot on the northwest shores also includes tall mature pine and oak trees on the quiet dead end street.
$1,460,000
6008 GOLDEN DEWDROP TRAIL
WINDERMERE, Florida
8Bedroom(s)
5Bathroom(s)
94Picture(s)
4,751Sqft
Realtors, bring all your buyers! Seller is very motivated and will consider every single offer!
$13,900,000
4200 DOWN POINT LANE
WINDERMERE, Florida
6Bedroom(s)
7Bathroom(s)
61Picture(s)
14,435Sqft
Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet.
$2,399,999
9025 BALMORAL MEWS SQUARE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
58Picture(s)
4,463Sqft
*The furnishings are SOLD SEPARATELY and are NOT included in the listing price ASK REALTOR FOR MORE INFO. Step into contemporary elegance inside and out. This Remodeled 5 Bedroom 3.2 bath oversized two car garage pool home is located in the exclusive private gated community of Balmoral. The entire home has been completely remodeled with a contemporary touch.
$974,999
1512 BELFIORE WAY
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
42Picture(s)
3,825Sqft
Private/gated Tuscany Ridge neighborhood of Windermere, Florida. Featuring 4 bedrooms and 4.5 baths, this home has 4 bedrooms located on the first floor. Leading up the hardwood staircase you will find the second floor media and bonus/storage room with full bath which can also be used as a fifth bedroom suite.
$1,559,000
6336 CARTMEL LANE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
52Picture(s)
3,931Sqft
LOCATION LOCATION LOCATION! This 5 bedrooms, 4 full bathrooms and 1 half bath pool home, is located on a peaceful street and overlooks the conservation area in guard gated, gorgeous Reserve at Lake Butler Sound. The front of the home welcomes you with a formal living and dining area as well as an office/library.
$529,000
4960 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
47Picture(s)
1,914Sqft
Elegantly furnished, this 4-bedroom, 3-bathroom townhouse with a private pool is a gem nestled within the spectacular gated resort community at Storey Lake. Boasting a prime location and allowing short-term rentals, this beautiful home welcomes guests with an open floor plan.
$2,695,000
5186 VARDON DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
27Picture(s)
4,739Sqft
Nestled along the front nine of Isleworth’s renowned championship golf course overlooking Hole 3, this beautiful estate offers a lovely location featuring golf course views.
$1,590,000
6228 ROSEATE SPOONBILL DRIVE
WINDERMERE, Florida
8Bedroom(s)
5Bathroom(s)
64Picture(s)
4,751Sqft
Luxurious and spacious tiled roof 2 story home with 8 bedrooms and 5 bathrooms. The Primary and 2nd bedrooms are located on the first floor. The Primary bedroom overlooks the inviting pool. On the 2nd floor, there are 6 bedrooms and 3 full bathrooms. The Theater/Media room includes 6 ceiling speakers with multi-leveled flooring which is also on the upper floor.
$2,950,000
4704 JOANNA GARDEN CT
WINDERMERE, Florida
3Bedroom(s)
3Bathroom(s)
48Picture(s)
4,261Sqft
This beautiful home site is positioned within the Gardens of Isleworth –an intimate enclave of custom homes surrounded by lush gardens, water features, bridges, and walking paths. Built by Wyatt Anderson Construction, the single-story home spans more than 4,200 square feet and has been meticulously maintained.
$6,950,000
6462 DEACON CIRCLE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
53Picture(s)
7,178Sqft
This exquisite lakefront estate has been fully updated creating a stylish, modern haven along the waterfront. Designed by renowned architect Mark Nasrallah, the lakefront retreat is an exceptional estate of more than 7,100 square feet with rich detail and luxurious finishes throughout.
$4,950,000
9844 LAUREL VALLEY DRIVE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
38Picture(s)
5,613Sqft
This classic luxury estate is situated along the picturesque Butler Chain of lakes on Lake Butler, within the gates of the renowned Isleworth community. Spanning over 5,000 square feet, the traditional home features 5 bedrooms, 5 bathrooms, and 1 half bathroom. The primary suite is conveniently located downstairs, offering a stunning view of the lake.
$6,300,000
5190 LATROBE DRIVE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
74Picture(s)
7,191Sqft
Located within the gates of the Isleworth Golf and Country Club community, this luxurious modern masterpiece is a superb build by Rial Jones with Jones Clayton Construction. The open floor plan with 30+ foot ceilings boasts large windows allowing plenty of natural light. The interior features have been thoughtfully designed by Wendy Kensler with ‘Design Specifications’.
$349,900
8256 MARITIME FLAG STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
43Picture(s)
1,332Sqft
PRICED TO SELL!! in Windermere Fl. Close to theme parks, restaurants, shopping areas, schools and major highways. This beautiful unit is located on the 2nd floor next to building elevator. Open and spacious split concept condo is freshly painted and new modern flooring installed with tiles in the kitchen and bathrooms.
$2,997,000
5379 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
47Picture(s)
3,872Sqft
Welcome to luxury living at its finest! Nestled within the exclusive and world-renowned Isleworth Golf and Country Club community, this remarkable residence on over half an acre offers 4-bedrooms, 3.5 bathrooms and spans an impressive 3,872 square feet, providing ample space for comfortable living and entertaining.
$455,000
6387 SOUTHBRIDGE STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,632Sqft
Located in the neighborhood of Summerport in Windermere, this community is zoned for great schools, and features shopping, restaurants and great amenities, like a swimming pool, tennis and pickleball courts, basketball court, beach volleyball, fitness center and a playground. The recent renovation included new wall and cabinets painting, new flooring, stairs railing and a new dishwasher.
$3,650,000
4272 ISABELLA CIRCLE
WINDERMERE, Florida
7Bedroom(s)
7Bathroom(s)
96Picture(s)
6,544Sqft
Welcome to CASABELLA at WINDERMERE the world of luxury!!!! Windermere voted one of the top 10 places to live in Florida!
Once you enter this magnificent home you are sure to be impressed by the openness that the 24ft ceilings give you, with 2 story windows overlooking the tranquil beauty view of the enormous, heated pool/spa with infinity edge, overlooking the pond and fountain, it truly is your
$1,450,000
57 OAKDALE STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,637Sqft
Artist bungalow in the Town of Windermere on the Butler Chain of Lakes. You'll enjoy the tranquil sunrise views of Lake Down or a walk "Among the Lakes" in the heart of Windermere. This 3 bedroom 2 bath block home on .42 acre is positioned at the mouth of the canal leading into Lake Down.
$5,400,000
6120 KIRKSTONE LANE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
57Picture(s)
6,972Sqft
Within the gates of The Reserve at Lake Butler Sound sits a luxurious and spacious Mediterranean-style estate spanning 6,972 square feet on a pristine 1.28 acres and a scenic lakefront setting on Lake Butler.
$5,950,000
11449 WATERSTONE LOOP DRIVE
WINDERMERE, Florida
6Bedroom(s)
5Bathroom(s)
87Picture(s)
6,235Sqft
Nestled within the highly sought-after community of Waterstone in Windermere, this prime nearly 3-acre property presents a rare opportunity to own a spectacularly remodeled 6-bedroom residence on Lake Butler and the beautiful chain of lakes.
This home is a masterpiece of design and craftsmanship, boasting breathtaking waterfront views.
Who’s Your Windermere Buyer’s Agent?
Every home shopper should have a Buyer’s Agent – it’s free to the buyer. The Erica Diaz Team Buyers can help you achieve your goals, and close faster and for less money on average than your average Windermere Realtor. Ask us about the best places to live, we’ll help you achieve your lifestyle within your budget.