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.

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$8,900,000

5139 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, Florida

7Bedroom(s)
7Bathroom(s)
96Picture(s)
13,973Sqft
Spectacular Tuscan Modern Custom-Built estate is a once in a lifetime opportunity inspired by the Italian Renaissance. One of the most exclusive private golf and country club communities in the world offers an exquisite location within the main gates of the beautiful award-winning community of Isleworth golf and country club.

$824,900

11461 CLAYMONT CIRCLE
WINDERMERE, Florida

3Bedroom(s)
3Bathroom(s)
24Picture(s)
2,117Sqft
PRICE REDUCED. MOVE IN READY FOR A NEW OWNER,THE HOME IS LIGHT AND BRIGHT. GREAT AREA CLOSE TO ALL ATTRACTIONS AND SHOPPING ALONG WITH GREAT SCHOOLS. NOTE THE SELLER IS IN THE PROCESS OF INSTALLING A NEW ROOF.

$734,900

426 6TH AVENUE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
61Picture(s)
1,698Sqft
INCREDIBLE OPPORTUNITY !!! The one you've been waiting for has just hit the market, this UNIQUE opportunity won't last. This is a Gorgeous and Charming home in the Heart of the Town of Windermere.

$1,900,000

8121 CONROY WINDERMERE ROAD
ORLANDO, Florida

4Bedroom(s)
2Bathroom(s)
32Picture(s)
2,695Sqft
Original Homeowners since 1969, this is one of the last large estate homesites available in popular Dr. Phillips. Situated on over 7.7 acres of land in the Windermere area, Little Lake Floyd is a spring-fed lake, perfect for a relaxing day of fishing. Opportunity abounds as it is zoned RCE Residential Country Estate.

$1,070,000

1330 BELFIORE WAY
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
52Picture(s)
4,722Sqft
Welcome to your new beautiful custom tile roof home in a very desirable location! This very spacious home has many features to list starting with the grand kitchen with custom cabinets and granite countertops with a connected wet bar area. All stainless steel appliances, and a large eating area with a built in bench for comfort High vaulted ceilings everywhere.

$675,000

8318 VIVARO ISLE WAY
WINDERMERE, Florida

3Bedroom(s)
3Bathroom(s)
31Picture(s)
2,224Sqft
Beautiful 3 bedroom and 3 full bathroom home with formal dining or study. Luxury chef kitchen with stainless gas cooktop, microwave, oven and dishwasher. Granite countertops in the kitchen and bathrooms. This kitchen has 42" cabinets with crown molding and backsplash with large granite island. Master bedroom has Trey Ceilings, a large bathroom with walk-in shower and double sink vanity.

$2,795,000

6856 VALHALLA WAY
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
45Picture(s)
5,217Sqft
Keene's Pointe - stunning home located on the 14th tee of The Golden Bear Club. Completely remodeled and professionally designed, this home offers 5 bedrooms, 5.5 baths, office, second floor bonus/game room and media room. The modern style is warm and inviting with neutral decor and hardwood floors throughout the first floor.

$499,900

7482 BENTONSHIRE AVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
50Picture(s)
1,428Sqft
You are going to love this beautiful Townhouse in a Desirable Windermere!! This house has a 3 bedroom, 2 bathroom home with 2 cars garage in Windermere.

$3,800,000

4088 ISABELLA CIRCLE
WINDERMERE, Florida

6Bedroom(s)
6Bathroom(s)
77Picture(s)
7,188Sqft
"The Masterpiece" at Casabella at Windermere can now be yours. Open floor plan built by the renowned builder Toll Brothers. CASABELLA at WINDERMERE is a Luxury gated community in upscale Windermere.

$8,590,000

6513 ROSELLA COURT
WINDERMERE, Florida

6Bedroom(s)
6Bathroom(s)
62Picture(s)
9,089Sqft
Sitting on one of the most magnificent and private lots in all of Windermere, with your own personal view of nightly Disney fireworks from both Magic Kingdom and Epcot, this 9,000+sf estate is like no other.

$7,500,000

10988 DOWN YONDER LANE
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
10Picture(s)
8,446Sqft
Pre-Construction. To be built. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. TWO OPTIONS exist for this specific home site. Land Purchase at 2.795M or Pre-Construction Home at 7.5M. Herein lies an opportunity like no other to build your dream home on 6.82 acres of LAKEFRONT property in Windermere, FL.

$6,995,000

11940 LAKE BUTLER BOULEVARD
WINDERMERE, Florida

5Bedroom(s)
6Bathroom(s)
41Picture(s)
6,549Sqft
UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 SF heated and over 10,600 SF covered and under roof; 5 bedrooms, 6.5 bathrooms, a resort style pool overlooking serene Lake Butler.

$2,700,000

13101 BELLARIA CIRCLE
WINDERMERE, Florida

6Bedroom(s)
7Bathroom(s)
51Picture(s)
7,321Sqft
Look no Further as we have found the Perfect Dream Home for you! In the Heart of Windermere, Located in the wonderfully, gated “Bellaria” Community. Sitting shy of an Acre at 0.97 acres, this home has 6 Bedrooms, 7 and 2 Half Baths, with each bedroom having their own private bathroom.

$2,500,000

6120 PAYNE STEWART DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
52Picture(s)
3,636Sqft
Welcome to 6120 Payne Stewart Drive, one of the premier Golf Villas in Isleworth, Windermere, Florida's distinguished golf and lakefront community. This stunning villa is a true golfer's dream for the avid golfer and discerning buyer seeking a unique and limited-edition home.

$1,300,000

9019 OUTLOOK ROCK TRAIL
WINDERMERE, Florida

5Bedroom(s)
3Bathroom(s)
38Picture(s)
4,413Sqft
Come to see why Windermere Trails is one of the most desirable locations in Central Florida. Minutes from the Disney theme parks, this neighborhood features views of the evening fireworks displays over the Magic Kingdom.

$1,679,000

11737 WATERSTONE LOOP DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
64Picture(s)
5,229Sqft
Enjoy luxury living at its finest in one of Windermere’s most desirable communities. This corner lot masterpiece boasts just under 5,300 square feet under air and a total square footage of 7,100. This home features 5 bedrooms, with a first-floor master bedroom and guest room. The other 3 bedrooms are upstairs along with a 6-person home theatre.

$2,799,000

6857 VALHALLA WAY
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
37Picture(s)
7,153Sqft
Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room.

$3,700,000

13125 CASABELLA DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
77Picture(s)
7,561Sqft
Smart Mansion at Casabella. Welcome to the Toll Brothers "The Marcello", a 7,561SF home is fully automated and integrated with Alexa you can control the entire home through an IPAD or on your phone anywhere in the world. This 5 Bedroom home sits on a prime half acre lot with a pond in the front and rear for your privacy.

$4,395,000

11947 LAKE BUTLER BOULEVARD
WINDERMERE, Florida

6Bedroom(s)
8Bathroom(s)
11Picture(s)
9,400Sqft
Pre-Construction. To be built. Stunning energy efficient contemporary estate home with location! Location! Location! Located on 1.2acre lot on Lake Butler Boulevard in the town of Windermere with water views of Lake Butler. Don’t miss this opportunity to for a brand new luxury build designed and constructed by Supreme International custom home builders.

$2,000,000

8159 TIBET BUTLER DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
53Picture(s)
5,093Sqft
Light, bright and entirely remodeled home in the heart of Windermere. This gorgeous golf view home, within the guard-gated, award winning golf community of KEENE'S POINTE is your dream home. With a 2021 BRAND NEW ROOF and over 300 thousand in renovations, this two story pool home offers 5,093 square feet of well proportioned spaces for entertaining and living.

$3,999,000

11835 LAKE BUTLER BOULEVARD
WINDERMERE, Florida

6Bedroom(s)
7Bathroom(s)
6Picture(s)
7,500Sqft
One or more photo(s) has been virtually staged. Pre-Construction. To be built. COMING SOON!! ---BRAND NEW ULTRA MODERN HOME with Lake views in Windermere. One of a kind Style !! This is the kind of home you do not get to see that often. The kind of of home most people only get to see in magazines!! For the most discerning of buyers wanting it all.

$7,500,000

11035 SCHOONER WAY
WINDERMERE, Florida

7Bedroom(s)
5Bathroom(s)
3Picture(s)
15,000Sqft
Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the sought after Town of Windermere. Surrounded by the Butler Chain of Lakes. Award winning architects, JWB, and award winning builder, William Edward Construction. Per builder, lot can support a 10,000 - 15,000 square foot custom home.
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