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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$860,000

9207 REFLECTION POINTE DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
25Picture(s)
3,010Sqft
Step into this magnificent residence featuring 4 bedrooms and 3 bathrooms. The open-concept layout effortlessly blends the living room and kitchen, creating a warm and inviting atmosphere for both daily living and entertaining. The kitchen is a chef's dream, equipped with high-end stainless steel appliances, dual sinks, solid wood cabinets and stunning granite counters.

$1,450,000

1572 LAKE RHEA DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
79Picture(s)
4,490Sqft
Windermere Executive Living at it's best! LAKE FRONT, 24 hour GUARD GATED COMMUNITY, GREAT LOCATION!! Centrally located in the exclusive and highly sought after Reserve at Belmere, this home checks all the boxes.

$499,900

12006 SILVERLAKE PARK DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
25Picture(s)
2,081Sqft
Welcomem to this lovely 4/bed 2.5/bath house plus a loft in a prestige community Windermere Trails with 2 car garage, stainless steel appliances, granite counter top in the kitchen, and cultured marble counter top in all bathrooms! Downstairs are all tiled floor. Brand new vinyl plants floor to be installed on second floor by the end of December.

$2,350,000

9909 BRENTFORD COURT
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
48Picture(s)
4,479Sqft
One or more photo(s) has been virtually staged. The beautiful Butler Chain of Lakes serves as the picturesque backdrop for this stunning custom built, two-story pool home offering 4-bedrooms and 4.

$452,500

13303 GORGONA ISLE DRIVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,441Sqft
Modern Townhome Living Awaits you in desirable Windermere! Welcome to Legado, a vibrant community designed for a lifestyle of effortless convenience and modern comfort. This stunning 3 bedroom, 2.5 bathroom end unit townhouse, built in 2020, boasts 1585 square feet of impeccably designed living space.

$680,000

8582 POWDER RIDGE TRAIL
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
66Picture(s)
2,297Sqft
MOTIVATED SELLER! IRRESISTIBLE INVESTMENT OPPORTUNITY AWAITS YOU! This impressive Kipling model has lake views and a variety of exceptional improvements, fully paid solar panels, in the parking lot there are electrical points to install chargers for electric vehicles, it also has the water filter for the whole house.

$445,000

7060 VENTNOR DRIVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,642Sqft
OUTSTANDING TOWNHOME AND LOCATION in the desirable community of Preston Square in Windermere FL. This amazingly unique 3 bedroom, 2,5 bath feels like a single family home with its large kitchen and attached 2-car garage. When you enter, you will be welcomed by the beautiful columns, hardwood floors, separate dining room, separate living room and a great paved private courtyard.

$1,100,000


WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
57Picture(s)
2,410Sqft
Welcome to this fabulous meticulously maintained custom home located in the 24-hour guard-gated luxury Keene’s Pointe community. This stunning single owner, 4 bed/3 bath home is situated on a beautifully landscaped corner lot.

$1,300,000

2146 KANE PARK WAY
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
25Picture(s)
2,948Sqft
Simply stunning is this elegant custom built home on a ½ acre cul de sac lot overlooking a peacefully calming pond in the highly sought Willows at Lake Rhea in the Town of Windermere! Once you walk through the front doors and view the pool and pond beyond you will want to call this home! The superb floor plan has five bedrooms and 4 baths.

$1,649,999

9548 HEMPEL COVE BOULEVARD
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
71Picture(s)
4,770Sqft
Welcome to 9548 Hempel Cove Blvd, a luxury highly sought after haven in the heart of Windermere, Florida, where a world of exquisite living unfolds before you. This timeless 2 story dual wood burning fireplace modern farmhouse home isn't just a dwelling; it's a gateway to an elevated lifestyle, tailored for those who value the finer things in life with family and friends.

$1,749,000

3130 BUTLER BAY DRIVE
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
59Picture(s)
4,490Sqft
PALATIAL ESTATE in the heart of Windermere offers LUXURY living on a ONE ACRE LOT with mature landscaping, pine and palm trees and the ultimate in PRIVACY and SERENITY.

$465,000

11405 BROWNSTONE STREET
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,881Sqft
Luxury townhome in the Lake Burden Community of Windermere! This home has an open floor plan with plenty of space that includes 3 bedrooms, 2.5 baths and a bonus room that would be perfect for a home office or 4th bedroom. With an open floor plan, the kitchen features granite countertops with 42" cabinets, stainless steel appliances, a walk-in pantry and recessed lighting throughout.

$2,200,000

409 2ND AVENUE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
59Picture(s)
4,688Sqft
Welcome to Second Avenue, a serene peninsula nestled in the heart of Old Windermere. This contemporary masterpiece boasts 5 bedrooms, 4.5 baths, and includes a detached, poolside Guest House.

$399,900

8674 BROOKVALE DRIVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
53Picture(s)
1,545Sqft
"Live Minutes from Disney! This 3 bed, 2.5 bath corner lot townhome in Lake Reams at Windermere Lakes offers low-maintenance living. Enjoy an open floor plan with a large kitchen, spacious bedrooms with private access to the bathroom ( Jack and Jill), and a private patio. With A-rated schools nearby and easy access to I-4, it's perfect for families.

$635,000

6736 ROMNEY LANE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
47Picture(s)
2,774Sqft
Charming & Traditional elevation with dormers in highly desirable Lakes of Windermere! Built by Ashton Woods Homes, this 4-bedroom (could be 5-bedrooms!), 3-bath, 2774 sq ft property is loaded with upgrades and has purposeful utility and functionality.

$510,000

4910 WINDERMERE AVENUE
KISSIMMEE, Florida

4Bedroom(s)
3Bathroom(s)
28Picture(s)
1,914Sqft
Stunning high producing income short term rental unit

$594,000

7897 BERKSHIRE OAK ALLEY
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
35Picture(s)
1,986Sqft
Welcome to your gorgeous new home! As you drive up notice the care taken with not only the lovely landscaping, but also a beautiful entrance with finger print door access and Eufy doorbell camera. You will also notice that this corner home offers more privacy and lots of room to breathe, with the HOA taking care of most of the landscaping.

$839,000

1706 WHITNEY ISLES DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
51Picture(s)
3,104Sqft
This charming Mediterranean-style home exudes elegance and is perfectly situated in the sought-after community of Whitney Isles at Belmere. Step inside to experience a warm and inviting ambiance, from the foyer leading to the spacious living room connected to the dining area.

$1,690,000

7461 LAKE ALBERT DRIVE
WINDERMERE, Florida

6Bedroom(s)
6Bathroom(s)
57Picture(s)
4,615Sqft
One or more photo(s) has been virtually staged. Welcome to your spectacular lakeside sanctuary, where luxury, comfort, and sustainability converge to create an unparalleled living experience. Situated against the backdrop of a serene lake, this magnificent residence offers a harmonious blend of elegance and functionality.

$1,189,000

17503 BLACK RAIL STREET
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
83Picture(s)
4,501Sqft
Welcome to this stunning corner lot right off of Chase rd, where sleek design meets modern luxury in a perfect blend of style and functionality. This breathtaking home, adorned with high ceilings, offers a contemporary living experience like no other. Step inside and be greeted by the spacious, light-filled interiors that seamlessly connect the living spaces.

$415,000

12988 BORLAND STREET
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,460Sqft
One or more photo(s) has been virtually staged. Welcome to this charming home with a natural color palette that creates a warm and inviting atmosphere throughout. The center island in the kitchen offers plenty of space for meal prep. The master bedroom features a walk-in closet for ample storage. Other rooms provide flexible living space to suit your needs.

$399,990

8265 MARITIME FLAG STREET
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,644Sqft
Step into a unique lifestyle with this inviting 3-bedroom, 2.5-bath corner unit in Windermere's sought-after Lakeside Villas.

$995,000

12016 OTTERBROOKE TRAIL
WINDERMERE, Florida

6Bedroom(s)
4Bathroom(s)
50Picture(s)
4,113Sqft
Welcome to your stunning oasis just minutes away from the enchantment of Disney and the charm of downtown Windermere. This exquisite property offers a blend of luxury, convenience, and modern upgrades, making it the perfect place to call home for families and entertainers alike. Step inside and be greeted by the perfect blend of comfort and sophistication.

$745,000

6306 LITTLE LAKE SAWYER DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
44Picture(s)
2,813Sqft
Fantastic opportunity to call Windermere's quaint and highly sought after development, Providence, HOME. Situated on a lovely, well-manicured, corner lot, this home offers 4 bedrooms and 3 full bathrooms. The eat-in kitchen with breakfast bar provides an abundance of cabinetry and granite countertops enough to make any chef happy.
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Erica Diaz - Winter Garden Realtor

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