Windermere, FL Homes

• 

  

  /2

  $830,000

  Sold Jan 16, 2026

  11031 Ledgement Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,788 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $298/SF
  • 178 Days On Market

  Current Estimated Value $838,499

  Last Listing Agent Billy Wygle THE WILKINS WAY LLC

  11031 Ledgement Ln, Windermere, FL 34786
• 

  

  

  /37

  Est $377,962

  Not Listed For Sale

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 2013

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  Last Sold Summary

  • 88 Days On Market
• 

  

  

  /22

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  8470 Iron Mountain Trail, Windermere, FL 34786

  Welcome to this pristine 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community in the heart of Windermere. This two-story home features a spacious and functional layout, including a modern kitchen with 42" cabinets, granite countertops, stainless steel appliances, and a large island perfect for cooking and entertaining.The open-concept living and dining

  Francis Acosta LPT REALTY, LLC

  8470 Iron Mountain Trail, Windermere, FL 34786
• 

  

  /2

  $753,000

  Sold May 27, 2026

  7519 Brofield Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,628 Sq Ft
  • Built 2009

  Last Sold Summary

  • $287/SF
  • 4 Days On Market

  Current Estimated Value $746,888

  Last Listing Agent Diana Plesca EXP REALTY LLC

  7519 Brofield Ave, Windermere, FL 34786
• 

  

  /2

  Est $1,220,333

  Not Listed For Sale

  14297 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 4,222 Sq Ft
  • Built 2024

  14297 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 343 Days On Market
• 

  

  /50

  $469,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft

  6552 Helmsley Cir, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  6552 Helmsley Cir, Windermere, FL 34786
• 

  /2

  $600,000

  Sold Dec 15, 2025

  12925 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,981 Sq Ft
  • Built 2013

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 98 Days On Market

  Current Estimated Value $613,471

  Last Listing Agent Eric Nelson SIGNATURE HOMES

  12925 Holdenbury Ln, Windermere, FL 34786
• 

  /2

  Est $604,372

  Not Listed For Sale

  8468 Powder Ridge Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,633 Sq Ft
  • Built 2016

  8468 Powder Ridge Trail, Windermere, FL 34786

  Last Sold Summary

  • 30 Days On Market
• 

  

  /25

  $530,000

  $219K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,151 Sq Ft

  6673 Duncaster St, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Located in the highly sought-after Windermere area, this 3-bedroom, 2-bath residence offers 2,151 heated square feet of functional and versatile living space. The layout includes a formal living room, a spacious great room, and a dedicated den/study, providing flexibility for work, entertaining, or additional living areas. A covered lanai extends

  Lilyan Machuca MY REALTY GROUP, LLC.

  6673 Duncaster St, Windermere, FL 34786
• 

  /2

  $619,000

  Sold Dec 18, 2025

  8776 Crescendo Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2016

  Last Sold Summary

  • $299/SF
  • 4 Days On Market

  Current Estimated Value $615,965

  Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

  8776 Crescendo Ave, Windermere, FL 34786
• 

  

  /16

  Not Listed For Sale

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Built 2006

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  Last Sold Summary

  • 110 Days On Market
• 

  

  /62

  $760,000

  $20K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 3,336 Sq Ft

  11410 Rapallo Ln, Windermere, FL 34786

  This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

  Rebeca Lima VERANDAH PROPERTIES INC

  11410 Rapallo Ln, Windermere, FL 34786
• 

  /2

  $450,000

  Sold Apr 23, 2026

  8601 Via Tavoleria Way, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 1,936 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 5 Days On Market

  Current Estimated Value $451,745

  Last Listing Agent Liza Farzati SERHANT

  8601 Via Tavoleria Way, Windermere, FL 34786
• 

  

  /26

  Est $551,521

  Not Listed For Sale

  4325 Blue Major Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,178 Sq Ft
  • Built 2014

  4325 Blue Major Dr, Windermere, FL 34786

  Last Sold Summary

  • 42 Days On Market
• 

  

  /56

  $849,900

  • 4 Beds
  • 5 Baths
  • 2,450 Sq Ft

  11994 Mckinnon Rd, Windermere, FL 34786

  Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area. With no HOA where you can bring your boat or RV and your vision for the property you've looking for.Open living space with soaring ceilings, offers a flexible layout full of potential. The master suite includes private bath with hot tub and separate shower, kitchen features

  Gloria Alvarez CENTURY 21 CARIOTI

  11994 Mckinnon Rd, Windermere, FL 34786
• 

  /2

  $565,000

  Sold Sep 29, 2025

  6545 Chagford Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft
  • Built 2007

  Last Sold Summary

  • $249/SF

  Current Estimated Value $568,860

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  6545 Chagford Ln, Windermere, FL 34786
• 

  /2

  Est $1,961,145

  Not Listed For Sale

  11840 Vinci Dr, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 4,380 Sq Ft
  • Built 2013

  11840 Vinci Dr, Windermere, FL 34786

  Last Sold Summary

  • 19 Days On Market
• 

  

  /62

  $1,151,000

  $344K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,449 Sq Ft

  11333 Camden Park Dr Unit 7, Windermere, FL 34786

  Virtually Staged. "HUGE PRICE REDUCTION" - Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary

  Cynthia Noto KARDOSH REALTY

  11333 Camden Park Dr Unit 7, Windermere, FL 34786
• 

  /2

  $805,000

  Sold Feb 13, 2026

  14551 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,546 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 51 Days On Market

  Current Estimated Value $795,994

  Last Listing Agent Silvia Odebrecht ICON REALTY ASSOCIATES INC

  14551 Yellow Butterfly Rd, Windermere, FL 34786
• 

  

  /35

  Est $364,128

  Not Listed For Sale

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Built 2011

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786

  Last Sold Summary

  • 104 Days On Market
• 

  

  /47

  $665,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  6648 Helston Ln, Windermere, FL 34786

  Beautiful two-story residence offering 4 bedrooms and 3.5 bathrooms, plus an upstairs multi purpose bonus room with full bathroom, that can easily be converted into a 5th bedroom, perfectly positioned on an oversized lot in the highly desirable Lakes of Windermere community. This home combines comfort, space, and an exceptional Florida lifestyle in one of the area’s most sought-after

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  6648 Helston Ln, Windermere, FL 34786
• 

  /2

  $1,535,000

  Sold Sep 19, 2025

  11755 Waterstone Loop Dr, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,665 Sq Ft
  • Built 2012

  Last Sold Summary

  • 4% Below List Price
  • $419/SF
  • 97 Days On Market

  Current Estimated Value $1,525,333

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  11755 Waterstone Loop Dr, Windermere, FL 34786
• 

  

  /58

  Est $737,706

  Not Listed For Sale

  6929 Corley Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,365 Sq Ft
  • Built 2013

  6929 Corley Ave, Windermere, FL 34786

  Last Sold Summary

  • 89 Days On Market
• 

  

  /53

  $2,250,000

  Pending

  • 5 Beds
  • 5 Baths
  • 6,546 Sq Ft

  9011 Pinnacle Cir, Windermere, FL 34786

  Under contract-accepting backup offers. Majestic and stately, this castle inspired residence sits on a 1.2 acre homesite within the privately gated enclave of Lake Down Crest. Its commanding presence is defined by patterned stone and brickwork, gabled rooflines, slate accents, wooden beams, and a shimmering grand fountain that sets an unforgettable first impression. Double front doors open to an

  Rob Rahter STOCKWORTH REALTY GROUP

  9011 Pinnacle Cir, Windermere, FL 34786
• 

  /2

  $640,000

  Sold May 13, 2026

  7924 Brofield Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • Built 2011

  Last Sold Summary

  • 2% Below List Price
  • $374/SF
  • 4 Days On Market

  Current Estimated Value $641,166

  Last Listing Agent Maria Virgilio ALTIS REALTY

  7924 Brofield Ave, Windermere, FL 34786
• 

  /2

  Est $442,107

  Not Listed For Sale

  5879 Soter Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft
  • Built 2019

  5879 Soter Ln, Windermere, FL 34786

  Last Sold Summary

  • 399 Days On Market
• 

  

  /48

  $1,680,000

  $50K PRICE DROP Pending

  • 5 Beds
  • 5 Baths
  • 4,648 Sq Ft

  11449 Lake Butler Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. Discover Windermere’s charm and classic style from this stunning Victorian-style pool home, set on a 1-acre lot with no HOA, on one of the most desirable streets. Under the canopy of majestic oaks, this 5-bedroom residence features a dedicated office space and a versatile bonus room ideal for a private apartment or guest suite. A charming wrap-around porch

  Rob Rahter STOCKWORTH REALTY GROUP

  11449 Lake Butler Blvd, Windermere, FL 34786
• 

  /2

  $1,800,000

  Sold Jan 15, 2026

  5412 Water Creek Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,247 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $424/SF
  • 39 Days On Market

  Current Estimated Value $1,845,512

  Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

  5412 Water Creek Dr, Windermere, FL 34786
• 

  

  /70

  Est $2,157,726

  Not Listed For Sale

  1128 Estancia Woods Loop, Windermere, FL 34786

  • 5 Beds
  • 6.5 Baths
  • 5,382 Sq Ft
  • Built 2019

  1128 Estancia Woods Loop, Windermere, FL 34786

  Last Sold Summary

  • 22 Days On Market
• 

  

  /57

  $449,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  12333 Via Derna Place, Windermere, FL 34786

  Welcome to this beautifully updated 1,919 sq/ft townhome in the highly desirable Carrington community of Windermere. This spacious 3-bedroom, 2.5-bath residence features a freshly renovated family room, kitchen, and shared bathroom, offering a modern and inviting living experience from the moment you enter. The open-concept layout provides excellent flow for everyday living and entertaining,

  Marco Romero YELLOW ROCK REALTY CORP

  12333 Via Derna Place, Windermere, FL 34786
• 

  /2

  $1,187,865

  Sold May 27, 2026

  14250 Crest Palm Ave, Horizon West, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $383/SF
  • 0 Days On Market

  Current Estimated Value $1,130,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14250 Crest Palm Ave, Horizon West, FL 34786
• 

  

  /24

  Est $663,953

  Not Listed For Sale

  6764 Bridgewater Village Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,013 Sq Ft
  • Built 2014

  6764 Bridgewater Village Rd, Windermere, FL 34786

  Last Sold Summary

  • 44 Days On Market
• 

  

  /60

  $749,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  1028 Lascala Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Introducing an EXCEPTIONAL opportunity to own a RENOVATED WATERFRONT POOL residence in the prestigious, GATED community of Belmere. Meticulously maintained, this elegant single-story home embodies refined living with a seamless blend of comfort, style, and tranquility.Designed with a desirable split floor plan, the home offers both privacy and

  Petra Bukalo PA FLORIDA REALTY INVESTMENTS

  1028 Lascala Dr, Windermere, FL 34786
• 

  /2

  $1,535,000

  Sold Apr 15, 2026

  1134 Kelso Blvd, Windermere, FL 34786

  • 2 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $751/SF
  • 19 Days On Market

  Current Estimated Value $1,536,121

  Last Listing Agent Jennifer Tyre REALTY AND COMPANY INT., LLC

  1134 Kelso Blvd, Windermere, FL 34786
• 

  /2

  Est $1,114,667

  Not Listed For Sale

  14273 Crest Palm Ave, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,663 Sq Ft
  • Built 2024

  14273 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 142 Days On Market
• 

  

  /53

  $3,150,000

  $350K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,676 Sq Ft

  6130 Grosvenor Shore Dr, Windermere, FL 34786

  Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater

  Dianna Desboyaux DOUGLAS ELLIMAN

  6130 Grosvenor Shore Dr, Windermere, FL 34786
• 

  /2

  $745,000

  Sold May 21, 2026

  11922 Angle Pond Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,382 Sq Ft
  • Built 2013

  Last Sold Summary

  • 9% Below List Price
  • $220/SF
  • 276 Days On Market

  Current Estimated Value $767,082

  Last Listing Agent Erica Diaz HOMEVEST REALTY

  11922 Angle Pond Ave, Windermere, FL 34786
• 

  /2

  Not Listed For Sale

  8256 Maritime Flag St Unit 1715, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 2009

  8256 Maritime Flag St Unit 1715, Windermere, FL 34786

  Last Sold Summary

  • 322 Days On Market
• 

  

  /37

  $1,125,000

  • 5 Beds
  • 5 Baths
  • 4,936 Sq Ft

  9117 Outlook Rock Trail, Windermere, FL 34786

  Experience elevated luxury living in this exceptional Windermere Trails estate, where timeless elegance, grand scale, and resort-style amenities combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, dedicated movie theater, sparkling pool, and an oversized 3-car garage, this remarkable residence spans

  Rosanna Rivera REDFIN CORPORATION

  9117 Outlook Rock Trail, Windermere, FL 34786
• 

  

  /55

  $980,000

  Sold Apr 01, 2026

  14285 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,123 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $314/SF
  • 6 Days On Market

  Current Estimated Value $993,218

  Dream Finders Homes Palms at Windermere

  14285 Crest Palm Ave, Windermere, FL 34786

Showing Results 641 - 680, Page 17 of 18