Windermere, FL homes for sale & real estate

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ABOUT THIS HOME
Windermere, FL Homes for Sale
Perfectly positioned on the 8th fairway of the renowned Golden Bear Golf Course in Keene's Pointe, this stunning Victorian estate offers timeless elegance, exceptional craftsmanship, and breathtaking golf course views. A grand foyer welcomes you with an impressive circular staircase, setting the stage for the home's sophisticated design and gracious living spaces. The gourmet kitchen is a chef's dream, featuring a large center island, breakfast bar, premium finishes, and seamless flow into the main living areas, where a cozy wood-burning fireplace creates a warm and inviting atmosphere. A wraparound covered front porch adds classic Southern charm and provides the perfect place to relax and

$1,699,000

4 beds3.5 baths3,680 sq ft

8241 Tibet Butler Dr, Windermere, FL 34786

Gated community • Gourmet kitchen • Gas heated spa

ABOUT THIS HOME
Windermere, FL Homes for Sale
WELCOME HOME ! WELL MAINTAINED , LARGE, 5 BEDROOM, 4 BATH HOME . ALSO INCLUDES OFFICE, MOVIE ROOM , STORAGE ROOM AND LOFT. OVERSIZE 3 CAR GARAGE, BRICK PAVER DRIVEWAY AND PATIO. FEATURES POOL AND POND WITH WATER FOUNTAIN. CLOSE TO MILLENNIA MALL, DOWNTOWN ORLANDO , RESTAURANT ROW, DISNEY, UNIVERSAL, PARKS AND RECREATION. NO REAR NEIGHBORS AND QUIET NEIGHBORHOOD. KITCHEN FEAUTERES ISLAND, UPGRADED STAINLESS STEEL APPLIANCES, GRANITE COUNTER TOPS AND LARGE WALK IN PANTRY. DONT MISS OUT !

$939,000

5 beds4.5 baths3,797 sq ft

9609 Westover Club Cir, Windermere, FL 34786

Office • Storage room • Pond

ABOUT THIS HOME
Windermere, FL Homes for Sale
Enjoy easy Florida living in this beautifully maintained first-floor, 3-bedroom, 2-bathroom condo in Windermere. The split floor plan offers privacy, while premium upgrades and 18-inch tile throughout the common areas make this move-in-ready home both comfortable and practical. Spend your weekends enjoying the community pool, fitness center, clubhouse, volleyball court, and grilling and picnic areas. Tennis courts and a playground are also available through the master association. HOA fees include water, sewer, garbage collection, and exterior maintenance, giving you more time to enjoy your surroundings. Conveniently located near Publix, Starbucks, shopping, and dining, this Windermere cond

$350,000

3 beds2 baths1,332 sq ft

8179 Maritime Flag St #206, Windermere, FL 34786

Volleyball court • Fitness center • Clubhouse

ABOUT THIS HOME
Windermere, FL Homes for Sale
Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dram

$7,200,000

5 beds5.5 baths5,993 sq ft

5373 Isleworth Country Club Dr, Windermere, FL 34786

New construction • Lake louise vistas • 17th fairway

ABOUT THIS HOME
Windermere, FL Homes for Sale
4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is.

$713,840

4 beds2 baths2,987 sq ft

2128 Lake Crescent Ct, Windermere, FL 34786

0.8 acre lot • 3 garage spots • Built 1989

Property at 11543 Charnock Dr, Windermere, FL 34786, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths2,214 sq ft

11543 Charnock Dr, Windermere, FL 34786

Property at 3057 Porto Lago Ct, Windermere, FL 34786, 6 beds, 8.5 baths

$13,995,000

6 beds8.5 baths12,067 sq ft

3057 Porto Lago Ct, Windermere, FL 34786

Property at 11446 Jasper Kay Ter #202, Windermere, FL 34786, 2 beds, 2 baths

$290,000

2 beds2 baths1,161 sq ft

11446 Jasper Kay Ter #202, Windermere, FL 34786

Property at 8142 Tibet Butler Dr, Windermere, FL 34786, 5 beds, 6.5 baths

$2,685,000

5 beds6.5 baths5,747 sq ft

8142 Tibet Butler Dr, Windermere, FL 34786

Property at 628 Forest St, Windermere, FL 34786, 1 bed, 1 bath

$700,000

1 bed1 bath750 sq ft

628 Forest St, Windermere, FL 34786

Property at 515 W 2nd Ave, Windermere, FL 34786, 4 beds, 5.5 baths

$3,300,000

4 beds5.5 baths3,966 sq ft

515 W 2nd Ave, Windermere, FL 34786

Property at 5603 Marleon Dr, Windermere, FL 34786, 7 beds, 9 baths

$27,000,000

7 beds9 baths22,108 sq ft

5603 Marleon Dr, Windermere, FL 34786

Property at 9010 Reflection Pointe Dr, Windermere, FL 34786, 4 beds, 3.5 baths

$945,000

4 beds3.5 baths3,264 sq ft

9010 Reflection Pointe Dr, Windermere, FL 34786

Property at 713 Main St, Windermere, FL 34786, 6 beds, 5 baths

$1,999,000

6 beds5 baths5,031 sq ft

713 Main St, Windermere, FL 34786

Property at 4243 Isabella Cir, Windermere, FL 34786, 5 beds, 6 baths

$3,290,000

5 beds6 baths5,502 sq ft

4243 Isabella Cir, Windermere, FL 34786

Property at 6055 Louise Cove Dr, Windermere, FL 34786, 5 beds, 5.5 baths

$6,850,000

5 beds5.5 baths7,158 sq ft

6055 Louise Cove Dr, Windermere, FL 34786

Property at 9310 Isleworth Gardens Dr, Windermere, FL 34786, 3 beds, 4 baths

$3,595,000

3 beds4 baths4,333 sq ft

9310 Isleworth Gardens Dr, Windermere, FL 34786

Property at 9433 Palm Tree Dr, Windermere, FL 34786, 3 beds, 2 baths

$539,900

3 beds2 baths1,819 sq ft

9433 Palm Tree Dr, Windermere, FL 34786

Property at 1700 Lake Roberts Ct, Windermere, FL 34786, 5 beds, 4 baths

$1,299,900

5 beds4 baths3,929 sq ft

1700 Lake Roberts Ct, Windermere, FL 34786

Property at 1629 Hempel Ave, Windermere, FL 34786, 6 beds, 4 baths

$2,500,000

6 beds4 baths4,858 sq ft

1629 Hempel Ave, Windermere, FL 34786

Property at 2009 Woody Dr, Windermere, FL 34786, 4 beds, 3 baths

$1,125,000

4 beds3 baths3,540 sq ft

2009 Woody Dr, Windermere, FL 34786

Property at 9117 Outlook Rock Trl, Windermere, FL 34786, 5 beds, 4 baths

$1,055,000

5 beds4 baths4,936 sq ft

9117 Outlook Rock Trl, Windermere, FL 34786

Property at 6126 Payne Stewart Dr, Windermere, FL 34786, 3 beds, 3.5 baths

$3,250,000

3 beds3.5 baths2,848 sq ft

6126 Payne Stewart Dr, Windermere, FL 34786

Property at 4642 River Gem Ave, Windermere, FL 34786, 5 beds, 5 baths

$798,000

5 beds5 baths3,373 sq ft

4642 River Gem Ave, Windermere, FL 34786

Property at 11425 Brownstone St, Windermere, FL 34786, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths1,881 sq ft

11425 Brownstone St, Windermere, FL 34786

Property at 6607 Earthgold Dr, Windermere, FL 34786, 4 beds, 2.5 baths

$695,900

4 beds2.5 baths2,720 sq ft

6607 Earthgold Dr, Windermere, FL 34786

Property at 9921 Lake Louise Dr, Windermere, FL 34786, 5 beds, 6 baths

$6,650,000

5 beds6 baths6,970 sq ft

9921 Lake Louise Dr, Windermere, FL 34786

Property at 8344 Bowden Way, Windermere, FL 34786, 4 beds, 4 baths

$1,065,000

4 beds4 baths3,646 sq ft

8344 Bowden Way, Windermere, FL 34786

Property at 9904 Brentford Ct, Windermere, FL 34786, 5 beds, 4.5 baths

$2,250,000

5 beds4.5 baths4,504 sq ft

9904 Brentford Ct, Windermere, FL 34786

Property at 7712 Fordson Ln, Windermere, FL 34786, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,644 sq ft

7712 Fordson Ln, Windermere, FL 34786

Property at 12411 Montalcino Cir, Windermere, FL 34786, 4 beds, 4.5 baths

$1,375,000

4 beds4.5 baths3,399 sq ft

12411 Montalcino Cir, Windermere, FL 34786

Property at 1330 Lake Olivia, Windermere, FL 34786, 6 beds, 7 baths

$5,500,000

6 beds7 baths6,442 sq ft

1330 Lake Olivia, Windermere, FL 34786

Property at 4205 Clarice Estates Dr, Windermere, FL 34786, 4 beds, 5 baths

$2,250,000

4 beds5 baths4,136 sq ft

4205 Clarice Estates Dr, Windermere, FL 34786

Property at 9679 Westover Roberts Rd, Windermere, FL 34786, 6 beds, 6.5 baths

$3,400,000

6 beds6.5 baths5,666 sq ft

9679 Westover Roberts Rd, Windermere, FL 34786

Property at 7752 Rigby St, Windermere, FL 34786, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,335 sq ft

7752 Rigby St, Windermere, FL 34786

Property at 1243 Dingens Ave, Windermere, FL 34786, 4 beds, 3 baths

$910,000

4 beds3 baths2,670 sq ft

1243 Dingens Ave, Windermere, FL 34786

Property at 9011 Chapman Oak Ct, Windermere, FL 34786, 4 beds, 2 baths

$584,900

4 beds2 baths2,050 sq ft

9011 Chapman Oak Ct, Windermere, FL 34786

Property at 7430 Bentonshire Ave, Windermere, FL 34786, 2 beds, 2.5 baths

$354,000

2 beds2.5 baths1,412 sq ft

7430 Bentonshire Ave, Windermere, FL 34786

Property at 7252 Backwoods Trl, Windermere, FL 34786, 4 beds, 3 baths

$645,000

4 beds3 baths2,214 sq ft

7252 Backwoods Trl, Windermere, FL 34786

Property at 8608 Brookvale Dr, Windermere, FL 34786, 3 beds, 2.5 baths

$379,900

3 beds2.5 baths1,480 sq ft

8608 Brookvale Dr, Windermere, FL 34786

Property at 2503 Butler Bay Dr N, Windermere, FL 34786, 4 beds, 3 baths

$1,725,000

4 beds3 baths3,297 sq ft

2503 Butler Bay Dr N, Windermere, FL 34786

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Based on information submitted to the MLS GRID as of Sat Nov 07 2026. 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.

Average home prices near Windermere, FL

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Neighborhoods
Zip Codes

Isleworth homes for sale
$4,697,250

Windermere, FL real estate trends

All Home Types trends in Windermere, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,199,429

-25.0% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Windermere, FL

$1,199,429

-25.0%

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136

Deals*

4.8

Satisfaction

1284

Homes closed*

* Data from the last year

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