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Windermere is a town in west Orange County, Florida. It is considered part of the Orlando Metropolitan Statistical Area and known for its amazing lakes and being the community of the rich and famous. A highly sought after place to live, Windermere has a noble history that gives the town its modern charm. Founded in 1887, Windermere prides itself on many historical sites such as its Town Hall, Cal Palmer Memorial Building and the Parramore House aka Historic 1890 Windermere Schoolhouse. In 1925, Windermere was incorporated as a town. While its population has exploded over the last three decades, Windermere continues to retain many of its original roads and homes to honor its proud history. The Town of Windermere was recently voted the "Number One Top Choice Towns for Families with Children in the Sunshine State." The prestigious award was given by Neighborhood Scout, which combines data from the national, regional and local sources.

Windermere is a great place to live, raise a family, enjoy your career, or even choose to retire. It offers many housing options for all ages and interests and has become known for its famous sports, movie and television celebrities who call Windermere home, including:  Shaquille O'Neal, Wesley Snipes, Tiger Woods, Bubba Watson, Vince Carter, Joey Fatone, Johnny Damon, Delta Burke, Rick Goings, Ken Griffey Jr, Grant Hill, Philip Michael Thomas, Jim Courier and many more.

Windermere offers many forms of housing including luxury, waterfront, golf front, single-family homes, townhomes, condos, and villas. Prices range from $300K to over $20 million offering opportunities for all types of buyers. Some of the most desirable and elite communities in Central Florida are located in Windermere including Bellaria, Butler Bay, Casa Del Lago, Casabella, Cassabella At Windermere, Chaine Du Lac, Diamondhead, Estates At Lake Clarise, Gotha Town, Harbor Island, Isleworth, Keenes Pointe, Kelso On Lake Butler, Lake Burden, Lake Cypress Cove, Lake Davis Estates, Lake Davis Reserve, Lake Down Shores, Lakes of Windermere, Oxford Moor, Metcalf Park, Reserve At Lake Butler Sound, Sawyer Sound, Summerport Beach, Waterford Pointe, Waterstone, Weatherstone On Lake Olivia and many more.

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Newest Windermere Homes for Sale

11543 Charnock Drive Unit 11543, Windermere image
11543 Charnock Drive Unit 11543, Windermere $520,000

Astonishing home in beautiful Windermere close to excellent schools, Windermere Academy, malls, Disney. Watch Disney fireworks every night from your home. This 4b/2and1/2...

  • 4 Beds
  • 2.5 Baths
  • Westside Village SubDv.
  • 34786 Zip Code
1620 Lake Rhea Drive, Windermere image
1620 Lake Rhea Drive, Windermere $1,300,000

Lake-Frontage 2-story Pool home with Private dock/walkway to Lake Rhea - Brand New 70K roof in 2019 - Brand New Kitchen in 2020 - Brand New Wood-Plank-Tile flooring in th...

  • 4 Beds
  • 4.5 Baths
  • Reserve At Belmere Ph 02 48 144 SubDv.
  • 34786 Zip Code
11049 Bridge House Road, Windermere image
11049 Bridge House Road, Windermere $6,450,000

Presenting a custom-crafted Mediterranean mansion secluded behind its own private gates, perched along the shores of Lake Butler, inside guard-gated Reserve at Lake Butle...

  • 5 Beds
  • 7.5 Baths
  • Reserve At Lake Butler Sound SubDv.
  • 34786 Zip Code
13094 Kegan, Windermere image
13094 Kegan, Windermere $399,999

Don't miss out this good opportunity. Its a single family home locataed in Windermere with 3 bedrooms and 2.5 bathrooms . The location is excellent. You don't have to wor...

  • 3 Beds
  • 2.5 Baths
  • Windermere Sound SubDv.
  • 34786 Zip Code
14023 Ancilla Boulevard, Windermere image
14023 Ancilla Boulevard, Windermere $329,000

Location! Location! Location! Welcome home to the very spacious and convenient floor plan for this 3 bedroom, 2 1/2 bath townhome. Turn key condition. The only carpet is ...

  • 3 Beds
  • 2.5 Baths
  • Edens Hammock SubDv.
  • 34786 Zip Code
7357 Brightland Street, Windermere image
7357 Brightland Street, Windermere — 7357 $359,000

Lake Burden Windermere end unit townhome boasts 9 ft. ceilings, 42 inch kitchen cabinets, stainless appliances and fixtures, and crown molding! Ceramic tile downstairs, c...

  • 3 Beds
  • 2.5 Baths
  • Lake Burden South Ph I SubDv.
  • 34786 Zip Code
6806 Trellis Vine Loop, Windermere image
6806 Trellis Vine Loop, Windermere $540,000

Welcome home to this beautiful 3 BEDROOM LAKE VIEW WINDEREMER HOME .longterm lease till 11/30/2022 . great investment The open spacious floor plan includes a gourmet-sty...

  • 3 Beds
  • 2 Baths
  • Windstone SubDv.
  • 34786 Zip Code
14340 Desert Haven Street Unit 4005, Windermere image
14340 Desert Haven Street Unit 4005, Windermere — 4005 $329,000

This two story Townhouse Condo is located in a Gated Community just minutes from Disney. The community features a Beach Entry Pool with views of the Lake and at night you...

  • 3 Beds
  • 2.5 Baths
  • Oasis Cove Ii/Lakeside Village Ph SubDv.
  • 34786 Zip Code
4012 Isabella Circle, Windermere image
4012 Isabella Circle, Windermere — 4012 $2,995,000

Sellers will be reviewing all offers on Dec 6 by 1pm Welcome home! This luxurious residence is located in the prestigious Casabella in Windermere. Casabella features 79 ...

  • 6 Beds
  • 7.5 Baths
  • Casabella Ph 2 SubDv.
  • 34786 Zip Code
7135 Thicket Branch Alley, Windermere image
7135 Thicket Branch Alley, Windermere — N/A $345,000

Welcome to Ashlin Park! Close to schools, shopping, restaurants, and Disney World. This 3-bedroom, 2.5-bath townhouse is move-in ready! Enjoy a front courtyard view, fenc...

  • 3 Beds
  • 2.5 Baths
  • Ashlin Park Ph 2 SubDv.
  • 34786 Zip Code
98 E 10th, Windermere image
98 E 10th, Windermere $599,000

RARE OPPORTUNITY TO BRING YOUR BUILDER AND BUILD YOUR DREAM HOME ON A LARGE VACANT HOME SITE IN THE TOWN OF WINDERMERE WITH NO HOA! This large flat, partially wooded, rec...

  • Windermere Town SubDv.
  • 34786 Zip Code
10905 Bayshore Drive, Windermere image
10905 Bayshore Drive, Windermere $2,250,000 ▲

Welcome to 10905 Bayshore Drive, one of the most unique and desirable properties in Windermere, FL! Originally built by Wyatt Anderson in 1986, this home has been complet...

  • 4 Beds
  • 3 Baths
  • Marina Bay SubDv.
  • 34786 Zip Code
6845 Valhalla Way, Windermere image
6845 Valhalla Way, Windermere $3,499,000

Keene's Pointe stunning estate home located on the 17th fairway of The Golden Bear Club featuring golf, tennis, fitness, swimming and dining. This home has it all. From...

  • 5 Beds
  • 5.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
9036 Arbors Edge Trail, Windermere image
9036 Arbors Edge Trail, Windermere $795,000

ONE OF A KIND HOME IN HIGHLY SOUGHT WINDERMERE TRAILS! This immaculate home set in Windermere Tails features 4 bedrooms, 3 bathrooms and space with an oversized Bonus Roo...

  • 4 Beds
  • 3 Baths
  • Windermere Trls Ph 4b SubDv.
  • 34786 Zip Code
4442 Begonia Court, Windermere image
4442 Begonia Court, Windermere $949,000

A stunning home in a magnificent community. Magnolia Park of Windermere is prestigious gated community consisting of 32 custom designed homes all on ½+ acre lots. Homes h...

  • 6 Beds
  • 4.5 Baths
  • Magnolia Park Windermere SubDv.
  • 34786 Zip Code
109 E 12th Avenue, Windermere image
109 E 12th Avenue, Windermere $850,000

This simply gorgeous pool home is within walking distance to everything the charming center of the Town of Windermere offers - private Lake Bessie access, private town b...

  • 4 Beds
  • 3.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
51 Pine Street, Windermere image
51 Pine Street, Windermere $2,050,000

Magnificent waterfront lot with over 100 feet of frontage on Wauseon Bay of the Butler Chain of Lakes. This amazing property can also be combined with the neighboring pr...

  • Windermere SubDv.
  • 34786 Zip Code
65 Pine Street, Windermere image
65 Pine Street, Windermere $1,950,000

Magnificent waterfront lot with over 100 feet of frontage on Wauseon Bay of the Butler Chain of Lakes. This amazing property can also be combined with the neighboring p...

  • Windermere SubDv.
  • 34786 Zip Code
13421 Bonica Way, Windermere image
13421 Bonica Way, Windermere $1,399,999

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 WINDERME...

  • 6 Beds
  • 4.5 Baths
  • Tildens Grove Ph 02 SubDv.
  • 34786 Zip Code
6827 Thornhill Circle, Windermere image
6827 Thornhill Circle, Windermere $1,499,000

Mediterranean inspired Custom Built Lakefront Home in Windermere! This stunning 4 Bed - 3 Bath Home sits on an oversized lot with 100ft +/- of lake frontage on the Lake S...

  • 4 Beds
  • 3 Baths
  • Lakes Windermere Ph 01 49 108 SubDv.
  • 34786 Zip Code
11303 Windermere Road, Windermere image
11303 Windermere Road, Windermere $540,000

Location! Location! Location! This lot is located in the City of Windermere and in walking distance to the Windermere Elementary School. NO HOA, no front neighbors, the f...

  • Windermere Downs SubDv.
  • 34786 Zip Code
13772 Summerport Trail Loop, Windermere image
13772 Summerport Trail Loop, Windermere $419,000

Your Serene Dream 13772 Summerport Trail Loop, Windermere, FL 34786 4 Bedroom / 2.5 Bath / 2,233 SQFT / Bonus Room / Two Car Garage Premium Living Framed by oak lin...

  • 4 Beds
  • 2.5 Baths
  • Summerport Trail SubDv.
  • 34786 Zip Code
9051 Outlook Rock Trail, Windermere image
9051 Outlook Rock Trail, Windermere $925,000

Bring even the pickiest of buyers to this beautiful 6 bedroom, 4.5 baths, almost 5000 sq ft home located in Windermere Trails, just minutes from Disney! From the moment ...

  • 6 Beds
  • 4.5 Baths
  • Windermere Trls Ph 5b SubDv.
  • 34786 Zip Code
11797 Sprawling Oak Drive, Windermere image
11797 Sprawling Oak Drive, Windermere $569,999

Walk into a Remodeled welcoming open floor plan with living, dining and kitchen combo. This light and bright home has lots of natural light, Plank Laminated floors throug...

  • 3 Beds
  • 3 Baths
  • Ashlin Park Ph 2 SubDv.
  • 34786 Zip Code
13520 Carroway Street, Windermere image
13520 Carroway Street, Windermere — 13520 $350,000

Beautiful and Lush Landscaping surround to this Beautiful Perfect Kept Townhouse, 3 bedrooms, 2.5 bath with a full 2 car garage. Sit on your Front Porch and enjoy Water ...

  • 3 Beds
  • 2 Baths
  • Merrick Lndg SubDv.
  • 34786 Zip Code

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