Pending Listings in Windermere, FL

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PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Windermere, FL:
Under contract-accepting backup offers. Discover a home where luxury meets convenience, perfectly crafted for today's way of life. Welcome to 1438 Belfiore Way, a Luxury Single family home located in the distinguished Gated community of Tuscany Ridge in desirable city of Windermere, Florida. This beautiful home is a move-in-ready gem, modern, elegant and comfortable. Situated on a private lot at the end of the road, with no rear neighbors and only one neighbor on the side. It features numerous upgrades and extras, including crown molding, tile floors, vertical blinds, security cameras, in-ceiling speakers, and more. On the first floor, you’ll find a Spacious Primary Suite with a peace

$1,195,000

5 beds4.5 baths4,213 sq ft

1438 Belfiore Way, Windermere, FL 34786

0.28 acre lot • $212 HOA • 3 garage spots

PENDING

ABOUT THIS HOME
Pending Listing in Windermere, FL:
Under Construction. Sample Images!!This home defines luxury and open concept living in Windermere! The Arlington with Extended Bonus is an expansive 6-bedroom, 4-bath, two-story contemporary home is a true masterpiece, designed with high end finishes to fit the lifestyle associated with this area. Situated just a couple miles from Disney's back entrance, enjoy living close to local shops and restaurants plus just minutes from the 429 highway, making commuting no issue all around Central Florida. Whether you seek the tranquility of suburban life or the excitement of nearby attractions, this residence offers the perfect balance. Don't miss the opportunity to call this exquisite property h

$1,112,922

6 beds4 baths4,222 sq ft

14279 Crest Palm Ave, Windermere, FL 34786

7,897 sq ft lot • $275 HOA • 2 garage spots

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Windermere, FL:
Under contract-accepting backup offers. BUTLER CHAIN OF LAKES. Tucked away on the charming, tree-lined Oakdale Street, one of the most cherished streets in the Town of Windermere, this unique property offers a rare opportunity to enjoy lake views and quick access to Lake Down, part of the prestigious Butler Chain of Lakes, which consists of 13 interconnected, spring-fed lakes known for their clarity, beauty, and recreational lifestyle. With only a short and serene stretch of canal between you and the open water, this home delivers the feel of true lakefront living. Wake up to peaceful sunrise views over the water and take full advantage of year-round lakefront activities—boating, wate

$1,199,000

4 beds2 baths2,191 sq ft

65 Oakdale St, Windermere, FL 34786

0.42 acre lot • 2 garage spots • Pool

PENDING

ABOUT THIS HOME
Pending Listing in Windermere, FL:
Under contract-accepting backup offers. Property is TENANT occupied. LEASE EXPIRES ON 02/28/2026. Welcome to Lakeside at Lakes of Windermere! This townhome seamlessly combines comfort and convenience within one of Windermere’s most sought-after communities. Featuring 3 bedrooms and 2 and half bathrooms. NEW AC UNIT. The primary bedroom with an ensuite bathroom offering dual sinks, a tub/shower combo, and a generous walk-in closet. The additional bedrooms are upstairs. An in-unit laundry room adds to the convenience and functionality of this beautiful home. The Lakeside community offers resort-style amenities including a sparkling pool, fitness center, clubhouse, playground, tennis cou

$345,000

3 beds2.5 baths1,363 sq ft

8271 Maritime Flag St #109, Windermere, FL 34786

$459 HOA • Community pool • Somewhat walkable

PENDING

ABOUT THIS HOME
Pending Listing in Windermere, FL:
Under contract-accepting backup offers. Great Open Floorplan - 1 Story Ranch - Large Covered Rear Screened Porch - 4 bedrooms - 2 baths - Vaulted Ceilings - Large Fenced Lot - Located on the East side of Main Street and 1 House South of Conroy makes this home easy to get to - New Roof - Recently updated Kitchen - Tile Floors - Spacious Bedrooms - County Water - Natural Gas - Covered Parking in Backyard for Boat or RV - No HOA - Town of Windermere Residents get access to the Private Ramp to Lake Butler & the Famous Chain of Lakes - Community Tennis & Pickleball Courts - Numerous Parks and Walking Trails - Farmer's Market every Friday - Food Trucks each Month - Great Schools - Ver

$890,000

4 beds2 baths2,582 sq ft

616 Magnolia St, Windermere, FL 34786

0.38 acre lot • 2 garage spots • Car-dependent

Property at 1656 Whitney Isles Dr, Windermere, FL 34786, 3 beds, 3 baths

$659,900

3 beds3 baths2,433 sq ft

1656 Whitney Isles Dr, Windermere, FL 34786

Property at 11425 Claymont Cir, Windermere, FL 34786, 5 beds, 4 baths

$1,398,000

5 beds4 baths3,684 sq ft

11425 Claymont Cir, Windermere, FL 34786

Property at 12975 Calderdale Ave, Windermere, FL 34786, 3 beds, 2.5 baths

$399,990

3 beds2.5 baths1,645 sq ft

12975 Calderdale Ave, Windermere, FL 34786

Property at 9253 Tibet Pointe Cir, Windermere, FL 34786, 4 beds, 5.5 baths

$4,150,000

4 beds5.5 baths6,265 sq ft

9253 Tibet Pointe Cir, Windermere, FL 34786

Property at 5067 Latrobe Dr, Windermere, FL 34786, 5 beds, 7 baths

$2,815,000

5 beds7 baths6,219 sq ft

5067 Latrobe Dr, Windermere, FL 34786

Property at 11091 Bagley Aly, Windermere, FL 34786, 4 beds, 2.5 baths

$539,900

4 beds2.5 baths2,222 sq ft

11091 Bagley Aly, Windermere, FL 34786

Property at 7011 Nobleton Dr, Windermere, FL 34786, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths2,460 sq ft

7011 Nobleton Dr, Windermere, FL 34786

Property at 11002 Lake Butler Blvd, Windermere, FL 34786, 5 beds, 7 baths

$4,200,000

5 beds7 baths6,248 sq ft

11002 Lake Butler Blvd, Windermere, FL 34786

Property at 4279 Isabella Cir, Windermere, FL 34786, 5 beds, 4.5 baths

$2,299,000

5 beds4.5 baths4,345 sq ft

4279 Isabella Cir, Windermere, FL 34786

Property at 11313 Via Andiamo, Windermere, FL 34786, 4 beds, 3.5 baths

$650,000

4 beds3.5 baths2,727 sq ft

11313 Via Andiamo, Windermere, FL 34786

Property at 9792 Wild Oak Dr, Windermere, FL 34786, 3 beds, 3.5 baths

$900,000

3 beds3.5 baths3,102 sq ft

9792 Wild Oak Dr, Windermere, FL 34786

Property at 8742 Peachtree Park Ct, Windermere, FL 34786, 3 beds, 2 baths

$574,000

3 beds2 baths1,709 sq ft

8742 Peachtree Park Ct, Windermere, FL 34786

Property at 9802 6th St, Windermere, FL 34786

$550,000

— beds— baths— sq ft

9802 6th St, Windermere, FL 34786

Property at 5235 W Lake Butler Rd, Windermere, FL 34786

$1,000,000

— beds— baths— sq ft

5235 W Lake Butler Rd, Windermere, FL 34786

Property at 2938 Sunbittern Ct, Windermere, FL 34786

$1,275,000

— beds— baths— sq ft

2938 Sunbittern Ct, Windermere, FL 34786

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Based on information submitted to the MLS GRID as of Mon Oct 27 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Windermere

There are currently 61 pending listings for sale in Windermere at a median listing price of $1.64M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windermere stay on the market for 119 days. Popular neighborhoods include Isleworth. This map is refreshed with the newest listings in Windermere every 15 minutes.

In the past month, 6 homes have been sold in Windermere. In addition to houses in Windermere, there were also 2 condos, 1 townhouse, and 0 multi-family units for sale in Windermere last month. Find your dream home in Windermere using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windermere are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windermere. Our Windermere real estate stats and trends will give you more information about home buying and selling trends in Windermere. If you're looking to sell your home in the Windermere area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windermere with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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