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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

11407 Willow Gardens Drive, Windermere image
11407 Willow Gardens Drive, Windermere $845,000

Welcome to your new home in The Willows at Lake Rhea in Windermere! FULLY UPGRADED 5 bedroom, 3 bath home with a LARGE BONUS ROOM and POOL all on ONE STORY. Open floor p...

  • 5 Beds
  • 3 Baths
  • Willows At Lake Rhea Ph 02 SubDv.
  • 34786 Zip Code
7665 Ripplepointe Way, Windermere image
7665 Ripplepointe Way, Windermere — Na $328,990

Beautiful 4Bed/3 Bath. New Carpet!!!! New Paint!!!! LAKE BURDEN COMMUNITY , Windermere . First Floor with Tile, Excellent Floor Plant Bedroom and Bathroom on the firs...

  • 4 Beds
  • 3 Baths
  • Lake Burden South Ph 2 #35 36 SubDv.
  • 34786 Zip Code
13512 Gorgona Isle Drive, Windermere image
13512 Gorgona Isle Drive, Windermere $510,000

Short Sale. SHORT SALE. This Magnificent 5 Bed, 4 Bath home boasts: **Kitchen opening to Family Room and featuring 42" Designer Cabinets w/Crown Molding, Quartz Counterto...

  • 5 Beds
  • 4 Baths
  • Windermere Isle SubDv.
  • 34786 Zip Code
7316 Tattant Boulevard, Windermere image
7316 Tattant Boulevard, Windermere $349,000

Comfort and Elegance adorn this 3 Bed / 2 Bath Windermere home in a perfect location so close to Disney you can see the Fireworks! The Large Front Patio is great for Rel...

  • 3 Beds
  • 2 Baths
  • Lake Sawyer South Ph 01 SubDv.
  • 34786 Zip Code
9613 Castle Way Drive, Windermere image
9613 Castle Way Drive, Windermere $1,850,000

Welcome to a world of luxury! This Piece of art is nestled in the Windsor Hills Reserve Community. 7328 SF of opulence. Come enjoy this Florida lifestyle in your own par...

  • 5 Beds
  • 6.5 Baths
  • Windsor Hill Reserve SubDv.
  • 34786 Zip Code
East Boulevard, Windermere image
East Boulevard, Windermere $650,000

Gorgeous lot with beautiful views of Lake Bessie with the right to build your own private dock. If you have ever dreamed of owning lakefront in Windermere without the mul...

  • Windermere Town SubDv.
  • 34786 Zip Code
916 East Boulevard, Windermere image
916 East Boulevard, Windermere $800,000

This craftsman style 1925 home with gorgeous Lake Bessie views and property rights to build a dock on Lake Bessie harkens you back to a simpler more peaceful time of old ...

  • 3 Beds
  • 2 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
13053 Penshurst Lane, Windermere image
13053 Penshurst Lane, Windermere $675,000

Stunning Pool home located in the heart of Windermere at the Lakes of Windermere! Be ready to be wowed with all the tasteful and beautiful decorator's upgrades and updat...

  • 3 Beds
  • 3.5 Baths
  • Lakes/Windermere Ph 03 P & Q SubDv.
  • 34786 Zip Code
7972 Brofield Avenue, Windermere image
7972 Brofield Avenue, Windermere $464,999

SPECTACULAR 4 bedroom 3.5 Bathroom 2 Story POND FRONT POOL home located in Windermere's Berkshire Park Subdivision, steps from the Theme Parks. This gorgeous, well mainta...

  • 4 Beds
  • 3.5 Baths
  • Lake Sawyer South Ph 04 SubDv.
  • 34786 Zip Code
6126 Greatwater Drive, Windermere image
6126 Greatwater Drive, Windermere $1,275,000

STUNNING KEENE'S POINTE GEM located on an oversized lot nestled on the 17th Fairway of the 18-hole Jack Nicklaus-designed signature golf course at the Golden Bear Club. T...

  • 5 Beds
  • 4.5 Baths
  • Keenes Pointe Unit 01 SubDv.
  • 34786 Zip Code
8336 Vivaro Isle Way, Windermere image
8336 Vivaro Isle Way, Windermere $684,250

Beautiful two-story, move-in ready pool home in Windermere Isle. This 6 bedroom, 4 bath home features a tile roof, water softener, wood-look tile flooring, large loft ( w...

  • 6 Beds
  • 4.5 Baths
  • Windermere Isle Ph 2 SubDv.
  • 34786 Zip Code
8266 Bryce Canyon Avenue, Windermere image
8266 Bryce Canyon Avenue, Windermere $355,000

Beautiful corner home in the highly desired Windermere Trails community! The downstairs open floor plan features ceramic floors throughout, granite counter tops and stain...

  • 3 Beds
  • 2.5 Baths
  • Windermere Trls Ph 3b SubDv.
  • 34786 Zip Code
6971 Nobleton Drive, Windermere image
6971 Nobleton Drive, Windermere $432,000

Gorgeous Lakes of Windermere home loaded with updates. NEW KITCHEN 2019! NEW ROOF 2020! INTERIOR & EXTERIOR PAINT 2019-20! Almost all new light fixtures and ceiling fans....

  • 5 Beds
  • 3.5 Baths
  • Lakes Windermere Ph 01 49 108 SubDv.
  • 34786 Zip Code
13006 Westside Village Loop, Windermere image
13006 Westside Village Loop, Windermere $489,900

Fully furnished and energy-efficient home. This 4 beds and 3.5 baths. There is a den in the first floor that it can be library or an office. The open concept floor plan m...

  • 4 Beds
  • 3.5 Baths
  • Westside Village SubDv.
  • 34786 Zip Code
6125 Lake Burden View Dr, Windermere image
6125 Lake Burden View Dr, Windermere $1,180,000

Amazing Custom built property situated on a lush 1/2 acre golf front lot, located within the Guard-Gated Community of KEENE'S POINTE. This generously appointed, contempor...

  • 5 Beds
  • 5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
10644 Reams Road, Windermere image
10644 Reams Road, Windermere $359,000

Beautiful energy-efficient home! Windermere Trails is a great community in Windermere, just minutes from multiple lakes and daily convenience, excellent schools, minut...

  • 4 Beds
  • 2.5 Baths
  • Windermere Trls Ph 1c SubDv.
  • 34786 Zip Code
7085 Horizon View Circle, Windermere image
7085 Horizon View Circle, Windermere $1,495,000

LAKE FRONT LOT ON BUTLER CHAIN!! Great opportunity to build dream custom home in the Town of Windermere on pristine Butler Chain of Lakes. The 2.44 acres 120' lakefront p...

  • Windermere Reserve SubDv.
  • 34786 Zip Code
7140 Flowing Water Alley, Windermere image
7140 Flowing Water Alley, Windermere — 1 $308,000

GORGEOUS EAST WEST FACING 3 BEDROOM 2 1/2 BATH CORNER TOWNHOME IS LOCATED IN ASHLIN PARK, VERY SOUGHT AFTER COMMUNITY OF WINDERMERE. HOME FEATURES AN OPEN FLOOR PLAN WITH...

  • 3 Beds
  • 2.5 Baths
  • Ashlin Park Ph 2 SubDv.
  • 34786 Zip Code
8426 Vivaro Isle Way, Windermere image
8426 Vivaro Isle Way, Windermere — Beazer Homes $524,990

This exquisite home showcases impeccable interior design with luxurious custom finishes throughout the house. This 2,680 sq.ft. residence is Energy Star Certified and com...

  • 4 Beds
  • 3 Baths
  • Windermere Isle Ph 2 SubDv.
  • 34786 Zip Code
5518 Marleon Drive, Windermere image
5518 Marleon Drive, Windermere $1,275,000

This lovely executive home with all main living areas and bedrooms on the first floor, with a bonus room and bathroom upstairs, provides a luxury resort lifestyle with be...

  • 5 Beds
  • 5.5 Baths
  • Lake Davis Reserve A & B SubDv.
  • 34786 Zip Code
7507 Tattant Boulevard, Windermere image
7507 Tattant Boulevard, Windermere $423,500

4 bedroom 3 bathroom and 1 half, Amazing very good maintenance property, bricks on garage dry-way, excellent wood on first floor and carpet in 2nd floor, room in the 2nd ...

  • 4 Beds
  • 3.5 Baths
  • Lake Sawyer South Ph 02 SubDv.
  • 34786 Zip Code
5502 Marleon Drive, Windermere image
5502 Marleon Drive, Windermere $1,287,800

One or more photo(s) has been virtually staged. THIS BEAUTIFUL CUSTOM BUILT HOME SITS ON 1/2 ACRE IN ONE THE QUIETEST HIDDEN GATED COMMUNITIES IN WINDERMERE. CLOSE TO SHO...

  • 6 Beds
  • 4.5 Baths
  • Lake Davis Reserve A & B SubDv.
  • 34786 Zip Code
9615 Westover Club Circle, Windermere image
9615 Westover Club Circle, Windermere $605,000

Location! Location! Your search ends here!!! Beautiful 5 Bedrooms and 4 baths pool house featuring front and rear balconies. Breath taking water view in the back with out...

  • 5 Beds
  • 4 Baths
  • Westover Club Ph 01 44/139 SubDv.
  • 34786 Zip Code
4345 Saltmarsh Sparrow Drive, Windermere image
4345 Saltmarsh Sparrow Drive, Windermere $499,999

Fantastic spacious home in desirable Windermere. 6 bedrooms, 5 and 1/2 bathrooms with a perfect floor plan for extended family and plenty of room for all. Step inside to ...

  • 6 Beds
  • 5.5 Baths
  • Stillwater Xings Prcl Sc-13 #2 SubDv.
  • 34786 Zip Code
1535 Dingens Avenue, Windermere image
1535 Dingens Avenue, Windermere $835,000

A rare opportunity awaits you in this private and prestigious area of historic Gotha/Windermere on the cul-de-sac of Dingens Avenue. This stunning European Tudor style, m...

  • 5 Beds
  • 4.5 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code

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