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Windermere, Florida

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Homes in Windermere, Florida

If you’re looking to buy a home in Windermere, call us today at 407-564-2758 or fill out the form below, and we will be in touch. We will answer all your questions and go on the hunt to find that perfect piece of Windermere, Florida real estate that you can call home.

 

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8764 LOOKOUT POINTE DRIVE

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
49Picture(s)
3,400Sqft
Visits:15
"Experience the epitome of luxury with our state-of-the-art pool, meticulously designed for relaxation and entertainment. Dive into a world of comfort and sophistication. Marvel at the magic of Disney fireworks right from the comfort of your own backyard, where every moment becomes a breathtaking spectacle. Experience enchantment like never before.
$1,200,000

12851 WESTSIDE VILLAGE LOOP

Windermere, Florida 34786

5Bedroom(s)
3Bathroom(s)
60Picture(s)
3,694Sqft
Visits:10
Discover the epitome of luxury living at 12851 Westside Village Loop, Windermere, FL, where elegance meets functionality. This exquisite home boasts a striking stone finish on the front, immediately setting a tone of sophistication and grandeur.
$840,000

836 OAKDALE STREET

Windermere, Florida 34786

4Bedroom(s)
4Bathroom(s)
70Picture(s)
3,917Sqft
Visits:8
Take a look at this gorgeous contemporary home built in 2019 on a premium corner lot in the heart of Downtown Windermere. The home was built using the finest materials to compliment extraordinary lifestyles. It was constructed using impact windows and doors with block construction.
$2,000,000

13161 LAKE BUTLER BOULEVARD

Windermere, Florida 34786

5Bedroom(s)
3Bathroom(s)
41Picture(s)
3,977Sqft
Visits:13
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room.
$2,800,000

2601 WINDSOR HILL DR

Windermere, Florida 34786

5Bedroom(s)
4Bathroom(s)
73Picture(s)
4,116Sqft
Visits:17
Presenting one of Windermere’s most treasured opportunities: updated and expanded 5-bedroom executive residence, perched on an expansive corner lot, in sought-after Windsor Hill.
$1,375,000

7309 BRIGHTLAND STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,464Sqft
Visits:17
This spacious 3-bedroom, 2-bathroom townhome in the popular Lake Burden community offers an excellent opportunity for in Windermere. With a detached 2-car garage and additional street parking, convenience is at the forefront. Upon entry, you're greeted by tile floors leading to a well-designed walk-through kitchen accented by a bar top center overlooking the expansive living room.
$395,000

826 OAKDALE STREET

Windermere, Florida 34786

4Bedroom(s)
6Bathroom(s)
51Picture(s)
3,753Sqft
Visits:17
Introducing this charming 4-bedroom, 6-bathroom custom home nestled in the heart of historic Downtown Windermere. This traditional 2-story residence boasts a spacious floor plan, making it an ideal sanctuary for any family.
$1,825,000

11573 CHARNOCK DRIVE

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
42Picture(s)
2,086Sqft
Visits:13
Stunning 2 story home built by Meritage Homes 3 bed room 2.5 bath home available in the exclusive community of West Village. The community offers a wonderful lifestyle with amenities including resort style swimming pool, cabana, club and playground. Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Highly sought after open floor plan.
$565,000

9247 LEGADO DRIVE

Windermere, Florida 34786

4Bedroom(s)
2Bathroom(s)
33Picture(s)
2,767Sqft
Visits:10
This exquisite home in Windermere offers the perfect blend of comfort and convenience. Situated in a central location, it’s just a stone’s throw away from Walt Disney World. The house features four spacious bedrooms, two bathrooms, and a powder room. Excellent schools are within reach, making it an ideal choice for families.
$950,000

6826 MERRICK LANDING BLVD

Windermere, Florida 34786

4Bedroom(s)
2Bathroom(s)
38Picture(s)
2,126Sqft
Visits:13
*One or more photos have been virtually staged* Welcome to your dream home in the heart of Windermere! This stunning and newly updated property boasts unparalleled charm and tranquility with its picturesque large pond view, brand new Luxury Vinyl floors throughout, interior repainted 6 months ago and a brand new AC system.
$609,999

1572 LAKE RHEA DRIVE

Windermere, Florida 34786

5Bedroom(s)
4Bathroom(s)
79Picture(s)
4,490Sqft
Visits:12
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.
$1,450,000

9909 BRENTFORD COURT

Windermere, Florida 34786

4Bedroom(s)
4Bathroom(s)
48Picture(s)
4,479Sqft
Visits:18
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.
$2,350,000

13303 GORGONA ISLE DRIVE

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,441Sqft
Visits:16
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.
$452,500

8582 POWDER RIDGE TRAIL

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
66Picture(s)
2,297Sqft
Visits:11
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.
$680,000

7060 VENTNOR DRIVE

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,642Sqft
Visits:17
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.
$439,000

11405 BROWNSTONE STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,881Sqft
Visits:16
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.
$465,000

409 2ND AVENUE

Windermere, Florida 34786

5Bedroom(s)
4Bathroom(s)
59Picture(s)
4,688Sqft
Visits:17
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.
$2,000,000

6736 ROMNEY LANE

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
47Picture(s)
2,774Sqft
Visits:9
Charming & Traditional elevation with dormers in highly desirable Lakes of Windermere! Built by Ashton Woods Homes, & HALF of the interior is FRESHLY Painted in alabaster tones (dark rooms are GONE!), this 4-bedroom (could be 5-bedrooms!), 3-bath, 2774 sq ft property is loaded with upgrades and has purposeful utility and functionality.
$635,000

7461 LAKE ALBERT DRIVE

Windermere, Florida 34786

6Bedroom(s)
6Bathroom(s)
57Picture(s)
4,615Sqft
Visits:19
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.
$1,690,000

7897 BERKSHIRE OAK ALLEY

Windermere, Florida 34786

4Bedroom(s)
2Bathroom(s)
35Picture(s)
1,986Sqft
Visits:10
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.
$594,000

8265 MARITIME FLAG STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,644Sqft
Visits:9
Step into a unique lifestyle with this inviting 3-bedroom, 2.5-bath corner unit in Windermere's sought-after Lakeside Villas.
$399,990

12988 BORLAND STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,460Sqft
Visits:12
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.
$415,000

12016 OTTERBROOKE TRAIL

Windermere, Florida 34786

6Bedroom(s)
4Bathroom(s)
50Picture(s)
4,457Sqft
Visits:15
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.
$995,000

12993 BORLAND STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
42Picture(s)
1,251Sqft
Visits:9
Welcome to your dream house at 12993 Borland Street in the heart of Windermere, Florida! This charming abode is bursting with character AND can be purchased with NO MONEY DOWN! This home also boasts newer wood floors that add a touch of warmth and elegance and newer appliances to go along with it.
$395,000
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