Windermere

IS WINDERMERE THE PLACE FOR YOU?


Windermere may be one of the most unique towns in the Orlando Metropolitan area. Named for the largest lake in England, Windermere is a small town of 2,040, but it is also one of the wealthiest locations in the entire Orlando Metro area. Real estate-wise, Windermere is surrounded by upscale gated communities, many of which are home to professional and superstar athletes such as Tiger Woods. Many local residents live in or visit Windermere because they crave the privacy it can offer and enjoy all the comforts of upscale, small town living. Windermere is the ultimate in exclusivity and works hard to oblige its residents and visitors by limiting heavy vehicles from entering to preserve its roads and limiting traffic in many areas to locals only.

Real Estate Statistics

Average Price $2.1M
Lowest Price $310K
Highest Price $22M
Total Listings 214
Avg. Days On Market 96
Avg. Price/SQFT $449

Property Types (active listings)

Windermere

Sort by:
New
13285 Gorgona Isle Drive, WINDERMERE

$455,000

13285 Gorgona Isle Drive LEGADO, WINDERMERE FL 34786

3 Beds 3 Baths 1,503 SqFt Residential MLS® # S5112050 Disney: 5.35 miles
New
8476 Iron Mountain Trail, WINDERMERE

$450,000

8476 Iron Mountain Trail WINDERMERE TRAILS, WINDERMERE FL 34786

3 Beds 3 Baths 1,577 SqFt Residential MLS® # O6241484 Disney: 5.57 miles
New
904 Main Street, WINDERMERE

$4,850,000

904 Main Street WINDERMERE TOWN, WINDERMERE FL 34786

4 Beds 6 Baths 6,079 SqFt Residential MLS® # O6241373 Disney: 8.81 miles
New
5553 Remsen Cay Lane, WINDERMERE

$559,000

5553 Remsen Cay Lane EDENS HAMMOCK, WINDERMERE FL 34786

4 Beds 3 Baths 2,446 SqFt Residential MLS® # O6238623 Disney: 8.54 miles
New
11761 Bella Milano Court, WINDERMERE

$699,000

11761 Bella Milano Court BELMERE VILLAGE G-5, WINDERMERE FL 34786

5 Beds 5 Baths 2,621 SqFt Residential MLS® # S5112226 Disney: 11.36 miles
New
17550 Black Rail Street, WINDERMERE

$1,325,000

17550 Black Rail Street ENCLAVE, WINDERMERE FL 34786

5 Beds 4 Baths 4,908 SqFt Residential MLS® # O6239894 Disney: 6.78 miles
New
10652 Reams Road, WINDERMERE

$499,000

10652 Reams Road WINDERMERE TRLS PH 1C, WINDERMERE FL 34786

3 Beds 3 Baths 2,030 SqFt Residential MLS® # O6239997 Disney: 5.34 miles
New
8243 Procida Isle Lane, WINDERMERE

$950,000

8243 Procida Isle Lane WINDERMERE ISLE PH 2, WINDERMERE FL 34786

5 Beds 4 Baths 3,226 SqFt Residential MLS® # O6240458 Disney: 5.55 miles
New
11313 Shandon Park Way, WINDERMERE

$1,680,000

11313 Shandon Park Way RESERVE AT BELMERE PH 2, WINDERMERE FL 34786

6 Beds 5 Baths 4,032 SqFt Residential MLS® # O6239818 Disney: 10.84 miles
New
6719 Valhalla Way, WINDERMERE

$4,999,000

6719 Valhalla Way KEENES POINTE 46/104, WINDERMERE FL 34786

4 Beds 7 Baths 6,159 SqFt Residential MLS® # O6240640 Disney: 7.33 miles
1295 Estancia Woods Loop, WINDERMERE

$1,625,000

1295 Estancia Woods Loop ESTANCIA/WINDERMERE, WINDERMERE FL 34786

4 Beds 5 Baths 4,098 SqFt Residential MLS® # O6218340 Disney: 10.39 miles
New
2544 Carter Grove Circle, WINDERMERE

$875,000

2544 Carter Grove Circle MANORS AT BUTLER BAY, WINDERMERE FL 34786

5 Beds 3 Baths 2,802 SqFt Residential MLS® # O6240456 Disney: 10.13 miles
New
5056 Isleworth Country Club Drive, WINDERMERE

$4,000,000

5056 Isleworth Country Club Drive ISLEWORTH, WINDERMERE FL 34786

4 Beds 4 Baths 4,225 SqFt Residential MLS® # O6239895 Disney: 9.02 miles
New
7336 Penkridge Lane, WINDERMERE

$830,000

7336 Penkridge Lane WINDERMERE SOUND, WINDERMERE FL 34786

6 Beds 4 Baths 3,773 SqFt Residential MLS® # O6237499 Disney: 6.50 miles
New
14276 Desert Haven Street Ge, WINDERMERE

$340,000

14276 Desert Haven Street Ge OASIS COVE II AT LAKESIDE VILLAGE, WINDERMERE FL 34786

3 Beds 3 Baths 1,512 SqFt Residential MLS® # O6240229 Disney: 5.76 miles
New
11668 Black Rail Street, WINDERMERE

$540,000

11668 Black Rail Street WINDERMERE LNDGS PH 02, WINDERMERE FL 34786

3 Beds 3 Baths 2,139 SqFt Residential MLS® # O6239914 Disney: 6.78 miles
New
8559 Crescendo Avenue, WINDERMERE

$515,000

8559 Crescendo Avenue WINDERMERE TRLS PH 3B, WINDERMERE FL 34786

4 Beds 3 Baths 2,047 SqFt Residential MLS® # O6239652 Disney: 5.38 miles
New
9016 Reflection Pointe Drive, WINDERMERE

$775,000

9016 Reflection Pointe Drive WINDERMERE TRAILS, WINDERMERE FL 34786

4 Beds 3 Baths 3,585 SqFt Residential MLS® # O6239569 Disney: 5.07 miles
New
1140 Kelso Boulevard, WINDERMERE

$3,200,000

1140 Kelso Boulevard KELSO ON LAKE BUTLER, WINDERMERE FL 34786

6 Beds 6 Baths 6,003 SqFt Residential MLS® # O6239166 Disney: 8.24 miles
New
11947 Lake Butler Boulevard, WINDERMERE

$9,998,500

11947 Lake Butler Boulevard LAKE BUTLER ESTATES, WINDERMERE FL 34786

6 Beds 9 Baths 14,364 SqFt Residential MLS® # O6239481 Disney: 9.34 miles
1457 Belfiore Way, WINDERMERE

$1,175,000

1457 Belfiore Way TUSCANY RIDGE 50 141, WINDERMERE FL 34786

5 Beds 5 Baths 4,173 SqFt Residential MLS® # O6235741 Disney: 11.44 miles
6054 Roseate Spoonbill Drive, WINDERMERE

$550,000

6054 Roseate Spoonbill Drive WINDERMERE LNDGS FD-1, WINDERMERE FL 34786

3 Beds 3 Baths 1,984 SqFt Residential MLS® # O6238210 Disney: 6.81 miles
13007 Langstaff Drive, WINDERMERE

$390,000

13007 Langstaff Drive LAKES/WINDERMERE-LK REAMS TWNH, WINDERMERE FL 34786

2 Beds 3 Baths 1,375 SqFt Residential MLS® # O6237845 Disney: 4.78 miles
6533 Cartmel Lane, WINDERMERE

$1,495,198

6533 Cartmel Lane RESERVE AT LAKE BUTLER SOUND, WINDERMERE FL 34786

4 Beds 4 Baths 3,765 SqFt Residential MLS® # O6237462 Disney: 7.00 miles

SURROUNDED BY GORGEOUS SAND BOTTOM LAKES

Living or vacationing in Windermere provides you access to a variety of leisurely activities. The town’s location allows for quick and easy trips to all the theme parks, shopping malls, world-class restaurants, and concert venues that Orlando has to offer; not to mention all the area’s first-rate golf courses and outdoor recreational amenities that all of Florida is known for. On the side of small town appeal, Windermere is surrounded by gorgeous sand bottom lakes that are ideal for swimming, fishing, and boating, and the town’s quaint Main Street is home to some lovely shopping boutiques, cafés, and local establishments that are unique to only this part of Florida. For the avid golfer, Windermere, as mentioned, is home to several immaculate country clubs, which includes the Golden Bear Club at Keene’s Pointe. For those unfamiliar with the Golden Bear Club, this Jack Nicklaus Signature golf course has breathtaking vistas and challenging holes that every golfer would enjoy and appreciate. Development-wise, Windermere is always looking to grow and become an even better community for its luxury-seeking residents. Looking to increase self-sufficiency for the locals of Windermere, investors are currently planning to expand and create downtown shopping complexes that are in step with the small hometown feel that the town and its residents are trying to maintain.

AMONG AMERICA'S TOP 15% WEALTHIEST COMMUNITIES

Overall, the population of Windermere is quite affluent. With a median income of $94,556, the town is among the top 15% wealthiest communities in America. Windermere is also a very family oriented town with an average family size of 3.05 and 70.3% of homes being married couples living together. The town also offers several quality public and private schools for families to choose from. NeighborhoodScout, a search engine for homebuyers, recently issued a special report indentifying Windermere as the best town for families and children in Florida. They drew this conclusion by analyzing data from the National Center for Education Statistics, the US Bureau of Census, the US Justice Department, the FBI, and the Office of Federal Housing Enterprise Oversight.

ADDITIONAL WINDERMERE REAL ESTATE RESOURCES


HOMES MAINTAIN STRONG VALUE THROUGH TOUGH TIMES

Windermere is the ideal location for someone who wants to live or vacation in a small town with charm and privacy, but who also wants to enjoy the finer things at the same time. The homes here are smart economic investments, as they have maintained strong values even through the recent economic downturn. The development going on in an effort to expand the shopping, dining, and amenities offered in town will only increase home values, as Windermere becomes an even stronger self-sufficient microcosm. If you’re interested in the luxury real estate for sale situated within the Windermere, FL community, contact us today to learn more or to setup a private showing of some of the most exclusive Windermere properties currently on the market.

Start searching for your dream home now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search