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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$689,000

1930 MAPLE LEAF DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
33Picture(s)
2,509Sqft
Presenting 1930 Maple Leaf Drive in sought after Windermere Downs. This property offers a unique chance to tailor a home to your exact preferences in one of the most desirable areas of Central Florida. In a town known for its top-rated schools and strong sense of community, this home also boasts exclusive deeded access to the neighborhood boat ramp to the Butler Chain of Lakes.

$650,000

12754 BIDEFORD AVENUE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
47Picture(s)
2,889Sqft
Welcome to your dream home! This meticulously maintained two-story residence is a testament to pride of ownership, offering a perfect blend of comfort and style. As you step into the foyer, you are greeted by a warm and inviting living room that sets the tone for the entire home. The main floor boasts a seamless flow, featuring a separate dining area perfect for entertaining guests.

$5,995,000

5226 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
93Picture(s)
7,821Sqft
Located within the gates of the Isleworth Golf and Country Club community, this 7,821 square foot estate presents you with breathtaking views of the 8th fairway and glistening Lake Bessie. The interior boasts features such as Venetian plaster walls, custom woodwork accents, marble & travertine floors, and vaulted ceilings.

$6,500,000

5190 LATROBE DRIVE
WINDERMERE, Florida

5Bedroom(s)
6Bathroom(s)
78Picture(s)
7,191Sqft
Spectacular modern property in the Beautiful gated community of Isleworth. Designed with a concrete structure, luxurious finishes, and numerous windows, this residence is bathed in natural light, creating a pleasant atmosphere. Security is paramount in this exclusive enclave, offering 24-hour protection and access to one of the state's premier golf clubs.

$900,000

8736 PEACHTREE PARK COURT
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
33Picture(s)
2,775Sqft
Beautifully updated home in Windermere, just minutes from DISNEY WORLD with the perks of nightly fireworks!!! Built in 2017, this modern home on a Premium lot backing to the lush Conservation Area is filled with custom design features and high-quality finishes. With almost 2,800 SF, enjoy 4 BR's, 3 Baths, a generously-sized, 2-Car Garage with Electric Vehicle Charger included.

$937,000

1803 GLENBAY COURT
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
33Picture(s)
3,040Sqft
One or more photo(s) has been virtually staged. Welcome to your secure sanctuary! This stunning 4-bedroom pool home — nestled behind the gates of the renowned RESERVE AT BELMERE in Windermere — offers the epitome of privacy and safety with its exclusive 24-hour guard service.

$1,890,000

9922 BRENTFORD COURT
WINDERMERE, Florida

6Bedroom(s)
4Bathroom(s)
49Picture(s)
4,129Sqft
If you want something turn-key in Keene’s Pointe, sitting in one of the most desirable locations in the community, then look no further. This is a home you can move into today, sit down and live, without touching a single thing. This home has not only been renovated from end to end, but also has a brand new tile roof!! Every square inch of the house feels brand new as you walk thru it.

$850,000

11550 DELWICK DRIVE
WINDERMERE, Florida

5Bedroom(s)
3Bathroom(s)
45Picture(s)
2,843Sqft
As you step into this beautiful home, you'll immediately notice the spacious and thoughtfully designed layout. A well-equipped kitchen, gas range, and a beautiful open floor plan flow's right into the living room which provides a cozy and comfortable space. A large master suite and four well-sized rooms accompany the home.

$439,000

14237 OASIS COVE BOULEVARD
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
31Picture(s)
2,028Sqft
HOA fee includes Cable TV and Internet *** Experience the BEST water views in the entire Oasis Cove community! Welcome to 14237 Oasis Cove Blvd, Windermere, FL 34786 – a captivating retreat that seamlessly blends comfort and luxury. This splendid property boasts 4 bedrooms and two and a half bathrooms, offering a harmonious balance of space and style.

$1,195,000

5522 REMSEN CAY LANE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
62Picture(s)
3,881Sqft
One or more photo(s) has been virtually staged. Discover the allure of this stunning 3800+ sq. ft. lakefront residence. Nestled in the heart of Windermere, this beautiful single family house epitomizes luxury with meticulously designed custom features.

$649,900

4925 WHITE BUD COURT
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
45Picture(s)
2,618Sqft
Introducing 4925 White Bud Ct, an impeccably remodeled haven in the prestigious Windermere community of Florida. This residence has recently undergone an extensive transformation, leaving no detail untouched and presenting a home that is as stylish as it is functional.

$435,000

8153 SERENITY SPRING DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
17Picture(s)
2,028Sqft
Live the Florida Resort Lifestyle! With cable TV Fast speed internet, water, sewer, trash pickup, exterior grounds maintenance, etc etc This Big and Beautiful unit located in a GATED Community At Windermere area. It is with 4 Bedrooms and 2 1/2 Baths.

$700,000

10165 WINDERMERE CHASE BOULEVARD
GOTHA, Florida

4Bedroom(s)
3Bathroom(s)
60Picture(s)
2,332Sqft
One or more photo(s) has been virtually staged. Welcome to Windermere Chase, a gated community nestled between Gotha and Windermere. On over 1/4 acre, this charming residence offers modern upgraded features like solar power, new windows in many rooms, and a private salt-water-heated pool.

$2,399,999

9025 BALMORAL MEWS SQUARE
WINDERMERE, Florida

5Bedroom(s)
3Bathroom(s)
10Picture(s)
4,463Sqft
One or more photo(s) has been virtually staged. UNDER CONSTRUCTION HOUSE WILL BE COMPLETED BY DEC 31!. Step into contemporary elegance inside and out. This 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.

$524,000

8553 CRESCENDO AVENUE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
33Picture(s)
1,841Sqft
Welcome to the Heart and Soul of Windermere Trails, one of Windermere's most walkable and friendly neighborhoods. This Move-In-Ready Gem is located on a corner lot with rear entrance two car garage.

$3,999,000

4047 ISABELLA CIRCLE
WINDERMERE, Florida

6Bedroom(s)
7Bathroom(s)
71Picture(s)
8,372Sqft
This exceptional 2019 luxury property, extensively remodeled in 2021, holds the distinction of being the largest internally in Casabella condominium and the sole Casabella Model Villa Divina with sliding doors in the living room, presenting the potential for an elevator installation.

$1,875,000

6228 ROSEATE SPOONBILL DRIVE
WINDERMERE, Florida

8Bedroom(s)
5Bathroom(s)
37Picture(s)
4,751Sqft
Quite motivated owner and willing to give an important discount if home is purchased before end of the year!!!!. More than a home. A happy place with a distinguished sense of elegance. One cannot fail to notice this beautiful property while strolling or driving down this peaceful street. This home is a lovely residence.

$560,000

4325 BLUE MAJOR DRIVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
2,178Sqft
This stunning property is a dream come true! With an open main living area and a split-bedroom floorplan, this home offers the perfect blend of space for privacy and quality time with loved ones. The chef’s kitchen is a culinary masterpiece, featuring granite countertops with an island, pantry closet, and appliances including a dishwasher, refrigerator, range, and range hood microwave.

$530,000

11579 CHARNOCK DRIVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
16Picture(s)
2,082Sqft
welcome to a single-family home nestled in the heart of Windermere, a vibrant city renowned for its upscale lifestyle. This residence is not just a home; it's a testament to refined living, offering a harmonious blend of convenience, elegance, and tranquility.

$700,000

6740 TRELLIS VINE LOOP
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
38Picture(s)
3,015Sqft
Welcome to the heart of Windermere. This house locates right off Winter Garden Vineland Road. 4 minutes to Lakeside village center with many restaurants, gas station, shops, banks etc. 4 minutes to Windermere Preparatory School. 15 minutes to Disney Spring and I-4 and winter garden village with many more shops, restaurants etc. East commute to Lake Butler and very convenient to live.

$2,600,000

2455 MAGUIRE ROAD
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
27Picture(s)
3,987Sqft
This 4 Bedroom 3 Full & 2 Half Bath Luxurious Lakefront Pool Home also boasts a Separate Home Office and 2nd Floor Bonus Room with Kitchenette and Full Bath having a Balcony that overlooks the Pool & Lake - The property is over 350 feet deep with tremendous privacy & plenty of room for entertaining and hosting all of the family or social events - No HOA and the spacious parking pad tuc

$3,499,900

9950 6TH STREET
WINDERMERE, Florida

4Bedroom(s)
5Bathroom(s)
13Picture(s)
5,526Sqft
Under Construction. UNDER CONSTRUCTION - estimated completion January 2024. From its head-turning design to the meticulous attention to detail around every corner, this 5,526-SF home is a true retreat. Located on a .68 acre lot in sought-after Windermere, Florida, this 4-bedroom, 5 full/1 half-bathroom plus office, loft and theater.

$6,490,000

10821 BAYSHORE DR
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
7Picture(s)
5,275Sqft
One or more photo(s) has been virtually staged. Under Construction. Stunning custom lakefront home located on Lake Down, one of the famed Butler Chain of Lakes in Windermere. This Element modern custom home offers a transitional 4 bedroom, 4 full and 2 half bath floor plan, with a two-story foyer.

$765,000

12936 DROXFORD ROAD
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
34Picture(s)
3,038Sqft
Lakes of Windermere STUNNER! This Ashton Woods Kensington model comes with an amazing bonus room and much more! The well-established neighborhood is out of a Norman Rockwall painting, lined with trees, 15 minutes from Disney and loaded to charm. All you will need are a couple of Adirondack chairs for the front patio and a glass of sweet tea to become part of this amazing neighborhood.
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