87 results in Windermere for Homes
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Windermere

$8,300,000

  • Address 6432 DEACON CIRCLE
  • Acreage 0.8
  • Sqr Ft 11229
  • Baths 5
  • Bedrooms 5

This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, you will be welcomed by the gra....

Windermere

$7,495,000

  • Address 9288 BLANCHE COVE DRIVE
  • Acreage 2.04
  • Sqr Ft 12778
  • Baths 4
  • Bedrooms 6

Under Construction. Under construction, with a small window of time to still make it your own. Nestled behind the famed gates of Isleworth, one of the most exclusive private Golf and Country Club com....

Windermere

$5,959,000

  • Address 5507 WORSHAM COURT
  • Acreage 0.97
  • Sqr Ft 10200
  • Baths 5
  • Bedrooms 5

Immaculate custom estate perfectly situated on the 14th green of the Isleworth Country Club. This Isleworth mansion features an exquisite transitional, contemporary and timeless interior, beautiful go....

Windermere

$5,900,000

  • Address 9838 LAUREL VALLEY DRIVE
  • Acreage 0.54
  • Sqr Ft 10843
  • Baths 6
  • Bedrooms 5

Capturing majestic sunset views of beautiful Lake Butler, this fabulous lakefront estate is perfectly set between Lake Butler’s shoreline and the 15th hole of Isleworth’s renowned championship gol....

Windermere

$4,949,000

  • Address 5020 DOWN POINT LANE
  • Acreage 2.01
  • Sqr Ft 9621
  • Baths 8
  • Bedrooms 8

Villa Constantia is the epitome of luxury Windermere lakefront living. Designed by legendary architect, John Henry, this exquisite lake front mansion is perfectly positioned on Lake Down, part of the ....

Windermere

$4,360,000

  • Address 9905 LAKE LOUISE DRIVE
  • Acreage 1.06
  • Sqr Ft 7122
  • Baths 6
  • Bedrooms 4

Nestled on more than an acre within the private guard-gated community of Isleworth, this extraordinary custom golf-front estate offers exquisite living in the heart of one of the finest golf club comm....

Windermere

$4,200,000

  • Address 11307 BRIDGE HOUSE ROAD
  • Acreage 0.88
  • Sqr Ft 6661
  • Baths 6
  • Bedrooms 5

Elegantly appointed Mediterranean home built by Ray Coudriet located on the Butler Chain of Lakes. Beautiful property for the discriminating buyer nestle directly on Lake Butler. 5 Bedrooms, 5.2 Baths....

Windermere

$3,999,000

  • Address 11025 BRIDGE HOUSE ROAD
  • Acreage 2.89
  • Sqr Ft 9594
  • Baths 8
  • Bedrooms 7

Welcome to this Mediterranean enchanting and lavish Estate at the heart of Windermere in the upscale gated community THE RESERVE AT LAKE BUTLER. This stunning property embodies FLORIDA LIVING at i....

Windermere

$3,799,000

  • Address 9425 SKILES CT
  • Acreage 0.85
  • Sqr Ft 7918
  • Baths 6
  • Bedrooms 6

Keene's Pointe, 24-hour gated/attended. This stunning golf front estate has more to offer than can be imagined. From the moment you enter the foyer with spiral staircase and wine cellar, you are enco....

Windermere

$3,750,000

  • Address 5120 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 0.97
  • Sqr Ft 7070
  • Baths 6
  • Bedrooms 5

Situated on an acre overlooking Isleworth’s 7th green and the beautiful Lake Bessie, this five-bedroom estate offers exquisite evening sunsets in the heart of Isleworth. The interior spans more tha....

Windermere

$3,650,000

  • Address 3412 S LAKE BUTLER BLVD BOULEVARD
  • Acreage 1.51
  • Sqr Ft 6517
  • Baths 5
  • Bedrooms 5

Lakefront living on Lake Butler Chain of Lakes at its finest in this "no expense spared" home located in the town limits of Windermere, a short drive to Orlando. As soon as you step in front of the en....

Windermere

$3,499,000

  • Address 11217 BRIDGE HOUSE ROAD
  • Acreage 1.03
  • Sqr Ft 6363
  • Baths 8
  • Bedrooms 7

Exquisite Mediterranean Estate featuring 99' of panoramic views of Lake Butler in private gated community of Lake Butler Sound. Custom built in 2004, interior details include 12' ceilings, crown mold....

Windermere

$3,450,900

  • Address 3324 S LAKE BUTLER BOULEVARD
  • Acreage 1.21
  • Sqr Ft 5518
  • Baths 5
  • Bedrooms 4

Back on Market...Buyer's own home sale fell through...passed inspections and appraisal and ready for a new buyer to step in with peace of mind!! Discover the best of both worlds in this 4-bedroom, 5/1....

Windermere

$2,695,000

  • Address 20 MAIN STREET
  • Acreage 0.77
  • Sqr Ft 4759
  • Baths 3
  • Bedrooms 5

Your Windermere dream lake front home is now available! Live the life you always wanted in THE BUTLER CHAIN OF LAKES! Very few homes in beautiful and exclusive Windermere, Florida are available on sou....

Windermere

$2,690,000

  • Address 3165 BUTLER BAY DRIVE N
  • Acreage 1.01
  • Sqr Ft 8812
  • Baths 7
  • Bedrooms 7

Beautiful modern estate constructed to seamlessly display contemporary elegance and timeless design. Sited on a 1-acre lot, this 7-bedroom, 7.5 bathroom home was built in 2015. This modern lakefront h....

Windermere

$2,595,000

  • Address 9819 GROSVENOR POINTE CIRCLE
  • Acreage 0.51
  • Sqr Ft 6019
  • Baths 6
  • Bedrooms 6

One or more photo(s) has been virtually staged. Welcome to Keene’s Pointe, a private guard gated lakefront and golf course community featuring the Golden Bear Country Club and the renown 18-hole Jac....

Windermere

$2,399,000

  • Address 4071 ISABELLA CIRCLE
  • Acreage 0.95
  • Sqr Ft 6752
  • Baths 6
  • Bedrooms 5

Situated in the exclusive gated community of Casabella and only minutes from upscale dining & shopping, world famous attractions, and Butler Chain of Lakes, this property is surrounded by luxury mansi....

Windermere

$2,385,000

  • Address 4077 ISABELLA CIR
  • Acreage 1.19
  • Sqr Ft 7544
  • Baths 6
  • Bedrooms 6

SPECTACULAR best describes this amazing showcase home built on a 1.2 acre lot in the sought after centrally located "CASABELLA” gated community in Windermere, Florida. With over 7500 square feet ....

Windermere

$2,375,000

  • Address 12120 MONTALCINO CIRCLE
  • Acreage 1.26
  • Sqr Ft 5138
  • Baths 4
  • Bedrooms 4

Stunning Lakefront model home, the "Castellina", offered fully furnished on the shores of Lake Burden. Palatial great room overlooking a huge resort style pool with sunken seating, a fire pit and beac....

Windermere

$2,374,900

  • Address 4149 ISABELLA CIRCLE
  • Acreage 0.5
  • Sqr Ft 7338
  • Baths 7
  • Bedrooms 6

Captivating and ideally located in virtual guard gated CasaBella community, this modern Transitional style home combines the finest finishes with classic timeless design. Step inside the two story foy....

Windermere

$2,321,000

  • Address 4285 ISABELLA CIRCLE
  • Acreage 0.5
  • Sqr Ft 7430
  • Baths 7
  • Bedrooms 6

Uncompromised quality. This Toll Brothers Villa Lago luxury home situated in the award-winning gated community of Casabella will exceed your expectations. Conveniently located in sought-after Winderme....

Windermere

$2,300,000

  • Address 5066 SAWYER COVE WAY
  • Acreage 0.63
  • Sqr Ft 4413
  • Baths 6
  • Bedrooms 6

Welcome to the exclusive enclave of Sawyer Sound!!!! Designed with entertaining in mind, this beautiful home features an open living space with stackable sliding doors that bring the outdoors in. Thi....

Windermere

$2,100,000

  • Address 2730 MIDSUMMER DRIVE
  • Acreage 2.78
  • Sqr Ft 3452
  • Baths 3
  • Bedrooms 4

Welcome to 2730 Midsummer Drive in Windermere Florida on the Eastern shores of Lake Down 1 of 13 lakes in the famed Butler Chain of Lakes receiving the designation of Outstanding Florida Waters from t....

Windermere

$2,100,000

  • Address 11209 MACAW COURT
  • Acreage 0.41
  • Sqr Ft 5609
  • Baths 6
  • Bedrooms 6

This absolute immaculate 5,500 + square foot Unnerstall custom built home is located in the most desired Windermere community of Keenes Pointe! Perfectly situated overlooking the 4th hole of the Golde....

All Listings in Windermere
Stats for Windermere

Average Price in Windermere: $1,860,000
County Average: $620,000

301%

Average Taxes in Windermere: $15,304
County Average: $4,890

313%

Average Price per/ft2 in Windermere: $380
County Average: $281

135%

Average Walkscore in Windermere: 9
County Average: 33

26%

Average Days on Website in Windermere: 82
County Average: 66

124%