Homes for Sale in Windermere, Florida

Windermere, Florida

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Homes in Windermere, Florida

If you’re looking to buy a home in Winter Springs, 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 Longwood, Florida real estate that you can call home.

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Windermere, Florida Homes for Sale

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8136 SERENITY SPRING DRIVE

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
44Picture(s)
1,840Sqft
Visits:1
WELCOME HOME! This pristine and private Oasis Cove END-UNIT townhome is ready for its next loving owner! NO REAR NEIGHBORS! Walking in, you are greeted by a large, OPEN FLOORPLAN living space with views into the kitchen.
$399,999

11549 VICOLO LOOP

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
33Picture(s)
2,582Sqft
Visits:2
Welcome to your dream home! This stunning 4-bedroom, 3-bathroom residence boasts 2,582 sq ft of living space, perfectly designed for comfort and elegance. As you arrive, you'll be greeted by a beautifully landscaped front lawn and a spacious 3-car garage.
$655,000

14442 DESERT HAVEN STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
40Picture(s)
1,534Sqft
Visits:4
This Unit Shows Like a model Home, property is immaculate and ready to move in. A lot of upgrades. Located in Windermere, gated community of Oasis Cove is this beautiful townhome, 3 bedrooms, 2 full baths, and 1 half bath. The interiors boast an open concept floor plan with vinyl throughout the first floor and second floor.
$360,000

7349 COLBURY AVENUE

Windermere, Florida 34786

4Bedroom(s)
2Bathroom(s)
24Picture(s)
2,045Sqft
Visits:6
Welcome home to this beautifully upgraded home in Berkshire Park in Windermere Florida! Upon entering the foyer you are greeted with an open concept on the first floor.
$545,900

4538 INDIAN DEER ROAD

Windermere, Florida 34786

6Bedroom(s)
4Bathroom(s)
63Picture(s)
3,311Sqft
Visits:8
Immaculate, beautiful 6 bedroom 4 bath pool home is a dream come true. As you walk through the front door there is a grand entrance and a feeling of elegance.
$880,000

7555 COLBURY AVENUE

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
41Picture(s)
1,948Sqft
Visits:16
Welcome to your dream home nestled in the sought-after community of Berkshire Park, a stone's throw away from the magic of Disney World. Imagine enjoying enchanting firework displays from the comfort of your yard or viewing the conservation from your front porch and the tranquility of no direct rear neighbors.
$565,000

12984 BORLAND ST

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,500Sqft
Visits:6
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged.Welcome to your new home in the charming town of Windermere! This meticulously maintained townhouse is a rare gem, having been lovingly cared for by its original owner. As you step inside, you'll be greeted by freshly painted walls that add a crisp, clean feel to the entire space.
$399,999

8168 BOAT HOOK LOOP

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,455Sqft
Visits:9
Stunning Oasis in the Heart of Windermere! This is a must-see jewel with nice appointments and an open floor plan. It is perfect for your retirement home, busy professional or a first-time buyer !!!This beautiful 3-bedroom ground floor condo located conveniently opposite the clubhouse which has all the luxury amenities you could ask for.
$375,000

13872 BLUEBIRD POND ROAD

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
32Picture(s)
2,786Sqft
Visits:13
Welcome to this stunning residence that offers the perfect blend of sophistication and functionality. This impressive home features 4 spacious bedrooms, including a master suite on the first floor, providing the utmost convenience and privacy. With 3 and a half bathrooms, there's plenty of room for everyone to comfortably unwind.
$720,000

8972 MATRIARCA ALLEY

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,692Sqft
Visits:15
Assumable FHA Loan- Don't Miss Out on This Rare Opportunity! This gorgeous custom townhome is a unique gem located at the closest place you can be to Disney without actually being there. Situated on a corner lot with breathtaking views of a preserve and pond, this home offers unparalleled tranquility and beauty.
$479,999

11321 LEDGEMENT LANE

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
81Picture(s)
3,080Sqft
Visits:19
Nestled within the desired community of GLENMUIR, Windermere where the elegant entrance welcomes you home. This beautiful Tile Roof Ranch House is sitting on an oversized lot of 37 cents. Top rated schools and close proximity to shopping, restaurants, Disney, Universal Studios and Sea World.This 3,080 sq ft home features 4 Bedrooms, Den, 3.5 Bathrooms and 3 car garage.
$1,100,000

13421 BONICA WAY

Windermere, Florida 34786

6Bedroom(s)
4Bathroom(s)
55Picture(s)
4,869Sqft
Visits:14
Gorgeous East facing luxury living at its finest in this exceptional custom estate perfectly sited on a .63 acre lot in the sought after privately 24hr man-gated Windermere community of Tildens grove featuring 6 bedrooms, 4.5 baths and an open concept living space for entertaining.
$1,399,999

9203 OUTLOOK ROCK TRAIL

Windermere, Florida 34786

5Bedroom(s)
4Bathroom(s)
47Picture(s)
3,653Sqft
Visits:12
Your dream home in the sought-after Windermere Trails community sits on a fantastic lot with no rear neighbors, giving you views of the Disney fireworks. This spacious gem spans over 3650 square feet, with 5 bedrooms and 4 full bathrooms – including a private suite downstairs with an ensuite bathroom and walk in closet.
$975,000

11801 CAMDEN PARK DRIVE

Windermere, Florida 34786

5Bedroom(s)
3Bathroom(s)
37Picture(s)
3,814Sqft
Visits:15
Welcome to your future home! Camden is situated on a spacious corner lot, across from one of Keene’s Pointe many parks/play areas, and close to Jack Nicklaus designed Golf Course. Camden is a 2-story, 5 bedroom and 3.5 bathroom home with In-Law Suite/Apartment.
$1,479,000

11339 PRESERVE VIEW DRIVE

Windermere, Florida 34786

4Bedroom(s)
4Bathroom(s)
45Picture(s)
3,219Sqft
Visits:13
One or more photo(s) has been virtually staged.
$1,350,000

8256 MARITIME FLAG STREET

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,332Sqft
Visits:20
Welcome to your dream home in this stunning 3rd-floor condo in a gated community within minutes of Walt Disney World! You can see the fireworks from the parking lot!!! This home offers the perfect blend of modern amenities and timeless elegance. Enjoy having NO upper neighbors and the convenience of easy access with a nearby elevator.
$345,000

11564 MIZZON DRIVE

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
37Picture(s)
1,442Sqft
Visits:11
Step into luxury with this stunning first-floor 3-bedroom, 2-bathroom condo at Lakeside in Lakes of Windermere! A recent renovation has transformed this unit, featuring a new HVAC system, water heater, water filtration system, stainless steel appliances, and more. Revel in the elegant kitchen with granite countertops and 42" wood cabinets, and entertain on the large corner wrap-around balcony.
$349,000

4326 ISABELLA CIRCLE

Windermere, Florida 34786

5Bedroom(s)
6Bathroom(s)
19Picture(s)
5,507Sqft
Visits:20
The designer-decorated Villa Milano Mediterranean model home presents the utmost in luxury at the exclusive and gated Casabella Community. This spacious residence features high-end appointments throughout the home, custom built-ins in the family room, wet bar, and private study, stone and wood flooring, soaring windows with custom window treatments.
$3,222,000

1822 WESTOVER RESERVE BOULEVARD

Windermere, Florida 34786

5Bedroom(s)
4Bathroom(s)
53Picture(s)
3,395Sqft
Visits:12
Move-In Ready Windermere Stunner under $300 per square foot! Welcome home to this expertly crafted, light, bright and pristine custom home in the gated enclave of Westover Reserve in Windermere. Situated on one of the largest lots in the neighborhood, this property features 5 bedrooms, 4 baths, a pool, and large outdoor entertaining area.
$990,000

10706 REAMS ROAD

Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
38Picture(s)
1,837Sqft
Visits:14
Welcome to your dream home in the highly sought-after Windermere Trails Community, just ** MINUTES FROM DISNEY ** where you can enjoy nightly fireworks from your own backyard! The Community of Windermere Trails offers residents a variety of amenities to include walking trails, a community pool, pavilions, a dog park, a playground, and even an exercise area.
$539,990

8349 TORCELLO ISLE DRIVE

Windermere, Florida 34786

4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,968Sqft
Visits:16
Step into luxury with this stunning 4-bedroom, 3-bathroom Beazer home, perfect for modern family living.
$1,049,000

13643 LAKE CAWOOD DRIVE

Windermere, Florida 34786

8Bedroom(s)
8Bathroom(s)
99Picture(s)
8,203Sqft
Visits:19
An beautiful and luxury house on a one acre lot in exclusive Lake Cawood Estates in a quiet and convenient small community in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included.
$3,590,000

13908 ORANGE CREST DRIVE

Windermere, Florida 34786

6Bedroom(s)
4Bathroom(s)
50Picture(s)
3,243Sqft
Visits:16
Welcome to Eden Isle, one of Windermere's most coveted gated communities, renowned for its privacy and central location. This exquisite six-bedroom, four-bathroom pool home is a rare gem, boasting a prime position just steps from a private boat ramp leading to Lake Spear. Fresh to the market from its original owner, this home showcases impeccable condition and numerous upgrades.
$899,000

13455 BELLARIA CIRCLE

Windermere, Florida 34786

5Bedroom(s)
5Bathroom(s)
80Picture(s)
5,825Sqft
Visits:17
Villa Mirrano, a breathtaking Tuscan-inspired estate crafted by the award-winning Stonebridge Homes. Nestled in the guard-gated Bellaria community of Windermere, this custom-built masterpiece blends timeless architecture with modern design, offering an unparalleled living experience.
$2,495,000
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