Windermere, FL Homes

• 

  

  /2

  Est $678,625

  Not Listed For Sale

  12627 Salomon Cove Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 2,886 Sq Ft
  • Built 2018

  12627 Salomon Cove Dr, Windermere, FL 34786

  Last Sold Summary

  • 41 Days On Market
• 

  

  

  /26

  $460,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  12353 Via Derna Place, Windermere, FL 34786

  The house does not include furniture.Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse, with furniture available for negotiation, located in the desirable Carrington at Windermere community. This residence provides a well-designed open-concept floor plan that seamlessly blends comfort and functionality, ideal for both everyday living and entertaining. The home features

  Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

  12353 Via Derna Place, Windermere, FL 34786
• 

  

  /2

  $2,350,000

  Sold Oct 21, 2025

  10121 Lone Tree Ln, Orlando, FL 32836

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $1,001/SF
  • 0 Days On Market

  Current Estimated Value $2,397,870

  Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

  10121 Lone Tree Ln, Orlando, FL 32836
• 

  

  /2

  Est $669,021

  Not Listed For Sale

  12761 Westside Village Loop, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • Built 2018

  12761 Westside Village Loop, Windermere, FL 34786

  Last Sold Summary

  • 9 Days On Market
• 

  

  

  /50

  $680,000

  $15K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  6712 Thornhill Cir, Windermere, FL 34786

  With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

  Brad Young HOMEVEST REALTY

  6712 Thornhill Cir, Windermere, FL 34786
• 

  /2

  $1,700,000

  Sold Oct 10, 2025

  830 Oakdale St, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,670 Sq Ft
  • Built 2019

  Last Sold Summary

  • 13% Below List Price
  • $463/SF
  • 320 Days On Market

  Current Estimated Value $1,764,274

  Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

  830 Oakdale St, Windermere, FL 34786
• 

  /2

  Est $2,351,646

  Not Listed For Sale

  3992 Isabella Cir, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,339 Sq Ft
  • Built 2018

  3992 Isabella Cir, Windermere, FL 34786

  Last Sold Summary

  • 114 Days On Market
• 

  

  /81

  $2,899,000

  $251K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,737 Sq Ft

  10203 Trout Rd, Orlando, FL 32836

  Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

  Darlene O'Hara HOMEVEST REALTY

  10203 Trout Rd, Orlando, FL 32836
• 

  /2

  $716,000

  Sold Mar 31, 2026

  13912 Darchance Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,699 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 5 Days On Market

  Current Estimated Value $708,160

  Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

  13912 Darchance Rd, Windermere, FL 34786
• 

  /2

  Est $985,739

  Not Listed For Sale

  9224 Legado Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 3,407 Sq Ft
  • Built 2021

  9224 Legado Dr, Windermere, FL 34786

  Last Sold Summary

  • 30 Days On Market
• 

  

  /90

  $3,700,000

  Pending

  • 5 Beds
  • 7 Baths
  • 7,153 Sq Ft

  6857 Valhalla Way, Windermere, FL 34786

  Under contract-accepting backup offers. Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room overlooking a stunning balcony. Invest in

  Mely Carrero EMPIRE NETWORK REALTY

  6857 Valhalla Way, Windermere, FL 34786
• 

  /2

  $1,710,000

  Sold Jan 16, 2026

  7417 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 5,006 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Above List Price
  • $342/SF
  • 80 Days On Market

  Current Estimated Value $1,789,630

  Last Listing Agent Dan Palmer TEAM DONOVAN

  7417 Lake Albert Dr, Windermere, FL 34786
• 

  /2

  Est $492,545

  Not Listed For Sale

  12777 Bosworth Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2012

  12777 Bosworth Ave, Windermere, FL 34786

  Last Sold Summary

  • 130 Days On Market
• 

  

  /38

  $385,000

  $10K PRICE INCREASE Pending

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  12210 Langstaff Dr, Windermere, FL 34786

  WELL MAINTAINED TOWNHOME IN WINDERMERE! 3 BEDROOM 2.5 BATHROOMS! Located in the sought after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Courtyard leading to a Detached 2 Car Garage with Rear Entry Alleyway that backs up to a

  Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

  12210 Langstaff Dr, Windermere, FL 34786
• 

  /2

  $799,000

  Sold May 21, 2026

  5427 Nagami Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,493 Sq Ft
  • Built 2005

  Last Sold Summary

  • $229/SF
  • 6 Days On Market

  Current Estimated Value $795,466

  Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  5427 Nagami Dr, Windermere, FL 34786
• 

  /2

  Est $779,637

  Not Listed For Sale

  6884 Trellis Vine Loop, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,409 Sq Ft
  • Built 2019

  6884 Trellis Vine Loop, Windermere, FL 34786

  Last Sold Summary

  • 6 Days On Market
• 

  

  /32

  $407,000

  $22K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  7249 Shadeview Aly, Windermere, FL 34786

  Under contract-accepting backup offers. This enchanting home located near all of Florida’s theme parks, necessities, and more can be yours today! What a stunning home located in a great neighborhood, feel safe in this community that also has a community pool and a playground! Minutes away from Disney, several shopping centers, spectacular schools, and more feel wonderful living close to

  Blanca Armada REMAX PREMIER PROPERTIES

  7249 Shadeview Aly, Windermere, FL 34786
• 

  /2

  $710,000

  Sold Nov 25, 2025

  9631 Hollyglen Place, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,854 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 14 Days On Market

  Current Estimated Value $743,694

  Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

  9631 Hollyglen Place, Windermere, FL 34786
• 

  /2

  Est $656,949

  Not Listed For Sale

  7201 Rambling Water Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 2015

  7201 Rambling Water Way, Windermere, FL 34786

  Last Sold Summary

  • 8 Days On Market
• 

  

  /42

  $675,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  9376 Woodbreeze Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. Nestled inside the cozy community of Silver Woods, this 4 bedroom/2.5 bathroom residence is ready to welcome you home! Immediately upon pulling up to the house, you'll notice the immaculate landscaping and fresh exterior paint that gives the home a vibrant feel. But the good vibes don't stop at the front door! Once inside, you're immediately greeted with an

  Kimberly Ann Zeidner, LLC CHARLES RUTENBERG REALTY ORLANDO

  9376 Woodbreeze Blvd, Windermere, FL 34786
• 

  /2

  $573,350

  Sold Apr 17, 2026

  9056 Woodbreeze Blvd, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $278/SF
  • 2 Days On Market

  Current Estimated Value $571,488

  Last Listing Agent Ryan Solberg MAXLIFE REALTY LLC

  9056 Woodbreeze Blvd, Windermere, FL 34786
• 

  

  /53

  Est $1,070,952

  Not Listed For Sale

  8799 Crescendo Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,502 Sq Ft
  • Built 2015

  8799 Crescendo Ave, Windermere, FL 34786

  Last Sold Summary

  • 19 Days On Market
• 

  

  /63

  $549,900

  $23K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  9072 Woodbreeze Blvd, Windermere, FL 34786

  Best price Improvement.. Welcome to 9072 Woodbreeze Blvd, a beautifully maintained and thoughtfully updated home nestled in the highly desirable Silver Woods community of Windermere. This charming single-story residence offers 3 bedrooms, 2 bathrooms, and 1,728 square feet of comfortable living space, perfectly blending classic character with modern improvements.Set on a spacious quarter-acre

  Charles Kohlinger BHHS FLORIDA REALTY

  9072 Woodbreeze Blvd, Windermere, FL 34786
• 

  /2

  $435,000

  Sold Jan 01, 2026

  13775 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $217/SF
  • 84 Days On Market

  Current Estimated Value $440,727

  Last Listing Agent Sonia Frederick BAHIA INTERNATIONAL REALTY

  13775 Bressler Aly, Windermere, FL 34786
• 

  

  /42

  Est $866,310

  Not Listed For Sale

  11859 Gold Creek Trail, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 3,804 Sq Ft
  • Built 2012

  11859 Gold Creek Trail, Windermere, FL 34786

  Last Sold Summary

  • 8 Days On Market
• 

  

  /30

  $2,175,000

  New Construction $250K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,136 Sq Ft

  436 E 7th Ave, Windermere, FL 34786

  Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full

  DENILEY VALDES TALENT REALTY SOLUTIONS

  436 E 7th Ave, Windermere, FL 34786
• 

  /2

  $900,000

  Sold Jun 02, 2026

  4 Chase Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft
  • Built 1971

  Last Sold Summary

  • $377/SF
  • 62 Days On Market

  Current Estimated Value $868,040

  Last Listing Agent Matthew Hughes REAL BROKER, LLC

  4 Chase Rd, Windermere, FL 34786
• 

  /2

  Est $440,564

  Not Listed For Sale

  8673 Coventry Park Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Built 2016

  8673 Coventry Park Way, Windermere, FL 34786

  Last Sold Summary

  • 101 Days On Market
• 

  

  /70

  $369,990

  $15K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  14236 Oasis Cove Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. If watching Magic Kingdom fireworks from your own home sounds like a dream, this is where it becomes your reality. Welcome to Oasis Cove, a gated, resort-style community located just a few miles from Walt Disney World. This beautifully updated 3-bedroom, 2.5-bath residence stands out as one of the most upgraded and move-in ready homes in the community. As

  Raquel Saunders WRA BUSINESS & REAL ESTATE

  14236 Oasis Cove Blvd, Windermere, FL 34786
• 

  /2

  $835,000

  Sold Jul 03, 2025

  2538 Carter Grove Cir, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,523 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $331/SF
  • 8 Days On Market

  Current Estimated Value $847,586

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  2538 Carter Grove Cir, Windermere, FL 34786
• 

  

  /18

  Est $1,062,068

  Not Listed For Sale

  14268 Crest Palm Ave, Windermere, FL 34786

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

  14268 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 38 Days On Market
• 

  

  /60

  $965,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,516 Sq Ft

  1002 Oakdale St, Windermere, FL 34786

  Set on a prominent corner lot in one of Windermere’s most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include

  Frank Smith KELLER WILLIAMS SUBURBAN TAMPA

  1002 Oakdale St, Windermere, FL 34786
• 

  /2

  $1,375,000

  Sold Jun 12, 2026

  2635 Tryon Place, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,027 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $341/SF
  • 7 Days On Market

  Current Estimated Value $1,337,487

  Last Listing Agent Nipul Shah REIKI REALTY LLC

  2635 Tryon Place, Windermere, FL 34786
• 

  /2

  Est $3,301,916

  Not Listed For Sale

  5006 Sawyer Cove Way, Windermere, FL 34786

  • 4 Beds
  • 7 Baths
  • 5,727 Sq Ft
  • Built 2018

  5006 Sawyer Cove Way, Windermere, FL 34786

  Last Sold Summary

  • 1 Day On Market
• 

  

  /26

  $4,395,000

  • Land
  • 1 Acre
  • $4,395,000 per Acre

  12418 Park Ave, Windermere, FL 34786

  WELCOME TO PARK AVENUE. An extraordinary opportunity awaits on 1 acre of prime lakefront with coveted southeastern exposure and sweeping panoramic views. Perfectly positioned along the pristine shoreline of Lake Butler on the renowned Butler Chain of Lakes, this exclusive homesite is located within one of Windermere’s most desirable gated enclaves—Chaine Du Lac. Offering the rare distinction of

  Michael Julian JULIAN PROPERTIES, INC.

  12418 Park Ave, Windermere, FL 34786
• 

  /2

  $444,980

  Sold May 15, 2026

  13369 Gorgona Isle Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 92 Days On Market

  Current Estimated Value $445,143

  Last Listing Agent Wendy Fischer PREMIER SOTHEBYS INT'L REALTY

  13369 Gorgona Isle Dr, Windermere, FL 34786
• 

  /2

  Est $911,215

  Not Listed For Sale

  6607 Crestmont Glen Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,199 Sq Ft
  • Built 2002

  6607 Crestmont Glen Ln, Windermere, FL 34786

  Last Sold Summary

  • 126 Days On Market
• 

  

  /27

  $1,080,000

  Open Sun 11AM - 3PM $170K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 4,176 Sq Ft

  8236 Procida Isle Ln, Windermere, FL 34786

  This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level. The stunning gourmet kitchen features 42” cabinets, gas appliances, light

  Babi Hennemann WRA BUSINESS & REAL ESTATE

  8236 Procida Isle Ln, Windermere, FL 34786
• 

  /2

  $590,000

  Sold Feb 24, 2026

  4533 River Gem Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $245/SF
  • 49 Days On Market

  Current Estimated Value $590,809

  Last Listing Agent George Stringer COLDWELL BANKER REALTY

  4533 River Gem Ave, Windermere, FL 34786
• 

  

  /21

  Est $741,727

  Not Listed For Sale

  8736 Peachtree Park Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,775 Sq Ft
  • Built 2017

  8736 Peachtree Park Ct, Windermere, FL 34786

  Last Sold Summary

  • 172 Days On Market

Showing Results 441 - 480, Page 12 of 18