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Windermere Homes for Sale

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.

Looking to sell your home in Windermere? Follow this link to get an "Instant" Home Value Report

Newest Windermere Homes for Sale

1232 Estancia Woods Loop, Windermere image
1232 Estancia Woods Loop, Windermere $974,772

Under Construction. The last Sebastian at Estancia! Spacious floorplan, master bedroom downstairs, upstairs features media room and game room.Located in township of Winde...

  • 4 Beds
  • 4.5 Baths
  • Estancia At Windermere SubDv.
  • 34786 Zip Code
8026 Jailene Drive, Windermere image
8026 Jailene Drive, Windermere $487,750

Awesome WINDERMERE home located within Berkshire Park community. Location, location, location on a gorgeous conservation lot offering privacy with wooded & pond views all...

  • 3 Beds
  • 3 Baths
  • Lake Sawyer South Ph 05 SubDv.
  • 34786 Zip Code
13042 Garridan Avenue, Windermere image
13042 Garridan Avenue, Windermere — 13042 $375,000

Easy access to area attractions. Lots of community amenities with nearby schools.

  • 4 Beds
  • 2.5 Baths
  • Windermere Sound Ph 2 SubDv.
  • 34786 Zip Code
7514 Lake Albert Drive, Windermere image
7514 Lake Albert Drive, Windermere $695,000

Come check out this beautifully upgraded home in the desired Lake Burden neighborhood. Once you arrive you will know this is the one. As you walk in the home you will app...

  • 5 Beds
  • 3.5 Baths
  • Lake Burden South Ph I SubDv.
  • 34786 Zip Code
8451 Eagles Loop Circle, Windermere image
8451 Eagles Loop Circle, Windermere $899,000

Beautiful home in gated/attended community of Keene's Pointe. Over 1/2 acre with conservation views of the Tibet Butler Preserve. This home offers plenty of room to roa...

  • 5 Beds
  • 4.5 Baths
  • Keenes Pointe Ut 06 50/95 Lot 752 SubDv.
  • 34786 Zip Code
8584 Crescendo Avenue, Windermere image
8584 Crescendo Avenue, Windermere $340,000

Beautiful energy efficient builder's model home with over $30,000 in upgrades!!!The Whitman features a spacious kitchen with granite countertops, SS appliances and pantry...

  • 3 Beds
  • 2.5 Baths
  • Windermere Trls Ph 3b SubDv.
  • 34786 Zip Code
9006 Via Di Canti Drive, Windermere image
9006 Via Di Canti Drive, Windermere — 9006 $379,900

Under Construction. Beautiful and bright 4 bedroom 4.5 bathroom townhome available in Windermere's newest townhome community. This huge townhome has 2330 square feet of ...

  • 4 Beds
  • 4.5 Baths
  • Royal Estates Luxury Townhomes SubDv.
  • 34786 Zip Code
7016 Ventnor Drive, Windermere image
7016 Ventnor Drive, Windermere — 7016 $300,000

This beautiful, well-maintained and upgraded Windermere townhome is only 10 minutes from Disney property and conveniently located between both I-4 and SR429, close to new...

  • 3 Beds
  • 2.5 Baths
  • Preston Square SubDv.
  • 34786 Zip Code
6934 Corley Avenue, Windermere image
6934 Corley Avenue, Windermere $389,000

This beautiful home located on a large corner lot. This property includes: 4 bedrooms, 3 1/2 bathrooms, 2 cars garage, a charming front, and a relaxing rear porch. When y...

  • 4 Beds
  • 3.5 Baths
  • Windermere Terrace SubDv.
  • 34786 Zip Code
13166 Sunkiss Loop, Windermere image
13166 Sunkiss Loop, Windermere $414,900

IMMACULATE 4 Bed, 3 full Bath, 2539 htd sqft POOL home in DESIRABLE Summerport community! MOVE-IN READY! Fantastic Key West-feel Curb Appeal! Pride in Ownership is on FUL...

  • 4 Beds
  • 3 Baths
  • Summerport Ph 03 SubDv.
  • 34786 Zip Code
13651 Reams Road, Windermere image
13651 Reams Road, Windermere $1,750,000

Less than 1 mile from Disney's Magic Kingdom parking, this unique 5-acre property has 3.65 acres dry, zoned PD and approved for mixed-use residential development, includi...

  • 3 Beds
  • 3.5 Baths
  • Acreage SubDv.
  • 34786 Zip Code
7259 Sunny Meadow Alley, Windermere image
7259 Sunny Meadow Alley, Windermere $379,900

Come and see this wonderful home. Newly built in 2017, the owners took much care to maximize every inch of the property. The large open floor concept can be seen right ...

  • 3 Beds
  • 2.5 Baths
  • Ashlin Park Ph 1 SubDv.
  • 34786 Zip Code
11127 Bridge House Road, Windermere image
11127 Bridge House Road, Windermere $3,999,000

Extraordinary, LAKEFRONT, six bedroom, 10,000 + square foot estate (heated square footage includes Guest House, Theater + Game Room in basement) located in the exclusive ...

  • 6 Beds
  • 6.5 Baths
  • Reserve At Lake Butler Sound 45/120 SubDv.
  • 34786 Zip Code
11080 Coniston Way, Windermere image
11080 Coniston Way, Windermere $1,395,000

This magnificent home, the Volterra model by Castleworks, will truly impress the discerning buyer. Come see exactly what you would desire and expect in this custom home –...

  • 4 Beds
  • 5.5 Baths
  • Reserve At Lake Butler Sound Unit 02 SubDv.
  • 34786 Zip Code
11263 Ledgement Lane Unit 1, Windermere image
11263 Ledgement Lane Unit 1, Windermere $544,900

Beautifully updated and renovated 5 bedroom 3.5 bath home in Glenmuir, a gated, upscale Windermere community. Custom details fill this fabulous conservation front home:...

  • 5 Beds
  • 3.5 Baths
  • Glenmuir 48 39 SubDv.
  • 34786 Zip Code
8760 Peachtree Park Court, Windermere image
8760 Peachtree Park Court, Windermere $589,000

This home is a must see! The largest home for sale in the community with an oversized lot & conservation view! This well-maintained home was built in 2015. The owner only...

  • 4 Beds
  • 3.5 Baths
  • Peachtree Park SubDv.
  • 34786 Zip Code
8737 Peachtree Park Court, Windermere image
8737 Peachtree Park Court, Windermere $499,000

This beautiful Key West inspired home is located on a premium fenced lot with custom pool and pavered patio. Built just five years ago, this Windermere home truly shows l...

  • 4 Beds
  • 2.5 Baths
  • Peachtree Park SubDv.
  • 34786 Zip Code
13332 Swansea Avenue, Windermere image
13332 Swansea Avenue, Windermere $520,000

Fall in love with this beautiful Cape Cod charmer in the heart of Windermere wallking distance to Windermere High School, shops and more. This home was built with every ...

  • 5 Beds
  • 4.5 Baths
  • Providence SubDv.
  • 34786 Zip Code
2046 Roberts Point Drive, Windermere image
2046 Roberts Point Drive, Windermere $770,000

Professional Photos ordered Well Appointed Five Bedroom Four Bathroom Home Pool Home Located In The Reserve At Waterford Pointe. Ceramic Tile In Living, Dining Family Ro...

  • 5 Beds
  • 4 Baths
  • Reserve At Waterford Pointe Ph 01 SubDv.
  • 34786 Zip Code
1558 Glenwick Drive, Windermere image
1558 Glenwick Drive, Windermere $619,000

Exceptional pool home located inside the 24-hour guard gated Windermere neighborhood of Reserve at Belmere. Situated on nearly a quarter acre,, this residence is designed...

  • 5 Beds
  • 4 Baths
  • Reserve At Belmere 48 23 SubDv.
  • 34786 Zip Code
13743 Calera Alley, Windermere image
13743 Calera Alley, Windermere — Kb Home Orlando Llc $329,900

Your DREAM HOME awaits!!!!! The first thing you will notice as you walk in is the Beautiful Flooring throughout the first level of this gorgeous home! The open floor plan...

  • 3 Beds
  • 2.5 Baths
  • Vineyards/Horizons West Ph 2b SubDv.
  • 34786 Zip Code
13725 Beckman Drive, Windermere image
13725 Beckman Drive, Windermere — 13725 $337,999

Location is everything when it comes to this End Unit Townhome, Minutes from Disney in the very desirable Horizon West. The Minute you walk in you will notice all the e...

  • 3 Beds
  • 2.5 Baths
  • Vineyards/Horizons West Ph 2 SubDv.
  • 34786 Zip Code
2162 Kane Park Way, Windermere image
2162 Kane Park Way, Windermere $700,000

Nestle into the Willows of Windermere and spend your evenings gazing over serene pond views with spectacular sunsets! This expansive quiet lot is situated on the end of a...

  • 4 Beds
  • 3 Baths
  • Willows At Lake Rhea Ph 02 SubDv.
  • 34786 Zip Code
12856 Woodmere Close Drive, Windermere image
12856 Woodmere Close Drive, Windermere $351,000

Located in highly desirable Lake Sawyer in Windermere, this open and airy single-story home offers 3 bedrooms and 2 baths. The kitchen is opened and complete with stone c...

  • 3 Beds
  • 2 Baths
  • Lake Sawyer South Ph 5 SubDv.
  • 34786 Zip Code
1111 Oakdale Street, Windermere image
1111 Oakdale Street, Windermere $1,879,000

This elegant Southern California style custom home in Olde Windermere is beautifully sited directly on Lake Bessie. Upon entering the home the elegant double front doors ...

  • 4 Beds
  • 4.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code

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