Windermere, FL Homes

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  /35

  $1,350,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,888 Sq Ft

  10506 Down Lakeview Cir, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome Home to “The Lakes” — Windermere’s Hidden GemTucked away in the ultra-private The Lakes community of Windermere, this beautiful residence sits on a rare 1-acre lot with breathtaking views of Lake Down, part of the renowned Butler Chain of Lakes.With just 60 homes in the entire neighborhood, exclusivity and serenity come standard. Picture

  Obdulia Dobbins LA ROSA REALTY LLC

  10506 Down Lakeview Cir, Windermere, FL 34786
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  /21

  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Townhouse for Rent

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786

  Welcome to your new home in beautiful Windermere! This charming 3 bedroom and 2.5 bath townhome offers a bright and open layout designed for comfort and everyday living. The spacious living room flows seamlessly into the dining area and kitchen, creating the perfect space for gatherings. The kitchen features stainless steel appliances and some cabinet space. Upstairs, you’ll find a relaxing

  Vivian Branco MS LAND & BUILDING LLC

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786
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  /2

  $905,000 Sold Jun 16, 2025

  6607 Crestmont Glen Ln, Windermere, FL 34786

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

  Last Sold Summary

  • 7% Below List Price
  • $283/SF
  • 126 Days On Market

  Current Estimated Value $900,640

  Last Listing Agent Joey Feeser WEICHERT REALTORS HALLMARK PR

  6607 Crestmont Glen Ln, Windermere, FL 34786
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  /43

  Est $2,896,979 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,011 Sq Ft

  13100 Bellaria Cir, Windermere, FL 34786

  13100 Bellaria Cir, Windermere, FL 34786
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  /51

  $840,646 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,849 Sq Ft

  4926 Indian Deer Rd, Windermere, FL 34786

  Under contract-accepting backup offers. WOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spacious bedrooms and 3 baths, PLUS a private multigenerational suite on the first floor complete with its own bedroom, full bath, and sitting area overlooking the serene pond.Designed with both comfort and versatility in mind, the home

  Shelley Dawson COMPASS FLORIDA LLC

  4926 Indian Deer Rd, Windermere, FL 34786
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  /15

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Townhouse for Rent

  7351 Millstone St, Windermere, FL 34786

  Beautiful Unfurnished 3 bedroom 2 and a half bath townhome in the best location in entire community! This upgraded, sparkling clean unit with stainless steel appliances, Fridge, Washer and Dryer. Inside you'll love the fabulously upgraded kitchen including stainless steel appliances, tile floors, and spacious first floor carpeted living/great room combination. Four ceiling fans help you keep your

  Alan Martin FRONTLINE FLORIDA REALTY, INC.

  7351 Millstone St, Windermere, FL 34786
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  /2

  $375,000 Sold Sep 22, 2025

  13730 Lensdale Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 1,640 Sq Ft
  • Built 2007

  Last Sold Summary

  • $229/SF
  • 10 Days On Market

  Current Estimated Value $374,573

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  13730 Lensdale Ln, Windermere, FL 34786
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  /37

  Est $352,001 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,601 Sq Ft

  8259 Maritime Flag St Unit 1, Windermere, FL 34786

  8259 Maritime Flag St Unit 1, Windermere, FL 34786
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  /26

  $1,000,000

  • Land
  • 0.5 Acre
  • $2,000,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
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  /40

  $6,800 per month

  • 5 Beds
  • 4.5 Baths
  • 3,835 Sq Ft
  • House for Rent

  7231 Sangalla Dr, Windermere, FL 34786

  Exclusive Gated Community of Casa Del Lago • Updated Interior • Low Maintenance Resort-Style Backyard with Artificial Turf • 5 Bedrooms + Office + Huge Loft • Live in one of Windermere’s most prestigious gated communities, surrounded by breathtaking lakefront estates and just minutes from everything Central Florida has to offer. This luxury 5-bedroom, 5-bath executive home delivers a rare

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  7231 Sangalla Dr, Windermere, FL 34786
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  /2

  $619,000 Sold Oct 31, 2025

  13260 Penshurst Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,076 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $298/SF
  • 6 Days On Market

  Current Estimated Value $610,341

  Last Listing Agent Nadia Eggers FUTURE HOME REALTY INC

  13260 Penshurst Ln, Windermere, FL 34786
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  /2

  Est $1,215,455 Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 4,751 Sq Ft

  6228 Roseate Spoonbill Dr, Windermere, FL 34786

  6228 Roseate Spoonbill Dr, Windermere, FL 34786
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  /46

  $580,000

  • 3 Beds
  • 2 Baths
  • 2,092 Sq Ft

  7451 Fairgrove Ave, Windermere, FL 34786

  Welcome to Windermere Sound! Located in one of Orlando’s most peaceful and desirable communities, this well-maintained home offers comfort, functionality, and an excellent location. Featuring 3 bedrooms, 2 bathrooms, a spacious office, and a very large backyard, the layout is ideal for remote work, entertaining, or future outdoor enhancements. The inviting front porch and two-car garage create a

  Lorraine da Silva Andrade TALENT REALTY SOLUTIONS

  7451 Fairgrove Ave, Windermere, FL 34786
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  /61

  $3,950 per month

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft
  • House for Rent

  5426 Gemgold Ct, Windermere, FL 34786

  Discover the best current value for a lakefront property in Windermere with this stunning WATERFRONT HOUSE featuring a private DOCK in the highly sought-after Summerport community! Recently remodeled on the first floor, this home now features a captivating open layout complemented by newer luxury vinyl floors throughout. With 4 bedrooms, 21⁄2 baths, and a 2-car garage, this lovely property is an

  Hector Leon LPT REALTY, LLC

  5426 Gemgold Ct, Windermere, FL 34786
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  /2

  $423,000 Sold Feb 28, 2025

  7236 Shadeview Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $270/SF
  • 9 Days On Market

  Current Estimated Value $424,981

  Last Listing Agent Natalie Jacoby RUSSU REALTY & ASSOCIATES PA

  7236 Shadeview Aly, Windermere, FL 34786
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  /2

  Est $298,389 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft

  11446 Jasper Kay Terrace Unit 1012, Windermere, FL 34786

  11446 Jasper Kay Terrace Unit 1012, Windermere, FL 34786
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  /2

  $575,000

  • Land
  • 0.47 Acre
  • $1,223,404 per Acre

  9802 6th St, Windermere, FL 34786

  Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.

  Judy Plett UPSIDE REAL ESTATE INC

  9802 6th St, Windermere, FL 34786
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  /40

  $5,100 per month

  • 5 Beds
  • 4.5 Baths
  • 2,628 Sq Ft
  • House for Rent

  13225 Charfield St, Windermere, FL 34786

  Welcome to this beautifully renovated home, located in the friendly Lake Sawyer community and offers the perfect blend of comfort, style, and efficiency. The home has been tastefully updated with contemporary finishes, new flooring, fresh interior paint, and modern hardware throughout. The fully remodeled kitchen features granite countertops, modern stainless steel appliances, updated cabinetry,

  Eduardo Pavone ON ME REALTY

  13225 Charfield St, Windermere, FL 34786
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  /2

  $689,000 Sold Jul 08, 2025

  1412 Glenwick Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $332/SF
  • 63 Days On Market

  Current Estimated Value $681,032

  Last Listing Agent Chris Bunnell EXP REALTY LLC

  1412 Glenwick Dr, Windermere, FL 34786
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  /33

  Est $956,553 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,393 Sq Ft

  9127 Tintori Ln, Windermere, FL 34786

  9127 Tintori Ln, Windermere, FL 34786
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  /49

  $19,995,000

  • 6 Beds
  • 14 Baths
  • 20,865 Sq Ft

  9508 Windy Ridge Rd, Windermere, FL 34786

  Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern

  Johnny DelPrete Douglas Elliman (Jupiter)

  9508 Windy Ridge Rd, Windermere, FL 34786
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  /20

  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Townhouse for Rent

  13718 Beckman Dr, Windermere, FL 34786

  Beautiful TOWHOME AT WINDERMERE AREA. kitchen with upgraded 42`` cabinets, stainless steel appliances. Upstairs vinyl floor, Master suite with walk in closet ,bathroom with dual sinks. Club house with pool.

  Monica Duran MD3 HOMES LLC

  13718 Beckman Dr, Windermere, FL 34786
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  /2

  $460,000 Sold Dec 01, 2025

  7673 Ripplepointe Way, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,212 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $208/SF
  • 19 Days On Market

  Last Listing Agent Mahmoud Mango DALTON WADE INC

  7673 Ripplepointe Way, Windermere, FL 34786
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  /38

  Est $781,723 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,598 Sq Ft

  13327 Charfield St, Windermere, FL 34786

  13327 Charfield St, Windermere, FL 34786
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  /67

  $4,650,000

  • 5 Beds
  • 5.5 Baths
  • 7,183 Sq Ft

  12540 Park Ave, Windermere, FL 34786

  Offering a prime lakefront location along the shores of Lake Butler in the esteemed gated community of Chaine du Lac, this distinguished estate features timeless architecture paired with transitional interiors and gorgeous views to showcase Windermere lakefront living at its finest. The estate has been elevated with significant recent improvements, including a brand-new roof, an all-new primary

  Carey Sheffield ISLEWORTH REALTY LLC

  12540 Park Ave, Windermere, FL 34786
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  /77

  $17,900 per month

  • 7 Beds
  • 6 Baths
  • 4,609 Sq Ft
  • House for Rent

  4303 Isabella Cir, Windermere, FL 34786

  Luxury Windermere House for Lease Discover an exceptional opportunity to lease a stunning, fully furnished luxury house in the highly sought-after community of Windermere. Recently renovated and meticulously maintained, this rental property offers the perfect blend of elegance, comfort, and modern convenience. This two-story residence features five spacious bedrooms, including a grand primary

  Jennifer Olmeda WRA BUSINESS & REAL ESTATE

  4303 Isabella Cir, Windermere, FL 34786
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  /2

  $1,143,000 Sold May 16, 2025

  2008 Water Key Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,273 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $349/SF
  • 29 Days On Market

  Current Estimated Value $1,132,064

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  2008 Water Key Dr, Windermere, FL 34786
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  /34

  Est $452,339 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  13829 Ingelnook Dr, Windermere, FL 34786

  13829 Ingelnook Dr, Windermere, FL 34786
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  /63

  $1,100,000

  • 4 Beds
  • 5 Baths
  • 3,425 Sq Ft

  7545 Lake Albert Dr, Windermere, FL 34786

  Welcome to 7545 Lake Albert Drive. Where timeless architecture meets modern luxury. Nestled on an expansive lot in one of Windermere's most sought after communities, this stunning estate offers the perfect balance of privacy, comfort, and resort-style living just minutes from Walt Disney World and the best of Central Florida. Arrive via a long, elegant driveway, framed by lush landscaping,

  Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

  7545 Lake Albert Dr, Windermere, FL 34786
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  /59

  $15,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,339 Sq Ft
  • House for Rent

  6844 Valhalla Way, Windermere, FL 34786

  Beautiful and fully furnished home in Keene's Pointe golf community. Guard gated community. A Tuscan style luxury home with a large covered back patio with fireplace and large pool overlooking the 14th green Bear Club. Master and extra suite on first floor and three more suites upstairs. This house has a very big loft, perfect for entertaining.

  Marilene Auge CHARLES RUTENBERG REALTY ORLANDO

  6844 Valhalla Way, Windermere, FL 34786
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  /2

  $1,341,633 Sold Mar 25, 2025

  14297 Crest Palm Ave, Windermere, FL 34786

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

  Last Sold Summary

  • 10% Above List Price
  • $318/SF
  • 343 Days On Market

  Current Estimated Value $1,309,500

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14297 Crest Palm Ave, Windermere, FL 34786
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  /2

  Est $1,862,431 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,228 Sq Ft

  5608 Marleon Dr, Windermere, FL 34786

  5608 Marleon Dr, Windermere, FL 34786
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  /41

  $677,500 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  4825 Palm Tree Ct, Windermere, FL 34786

  Located on a quiet cul-de-sac in the sought-after Silver Woods subdivision, this beautifully remodeled one-story home offers a setting that feels both private and inviting. A spacious front yard creates a welcoming first impression, while the oversized, fully fenced backyard delivers a true park-like retreat with lush landscaping, no rear neighbors, and a saltwater pool with spa—ideal for

  Alex Vastardis COLDWELL BANKER REALTY

  4825 Palm Tree Ct, Windermere, FL 34786
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  /32

  $5,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,483 Sq Ft
  • House for Rent

  11905 Camden Park Dr, Windermere, FL 34786

  This rare opportunity for a lovely two-story rental home in Keene's Pointe is now available and move in ready for immediate occupancy. Located in the highly sought after guard gated community of Keene's Pointe, this terrific floor plan boasts 4BR/4.5 Baths + office + bonus room and a 3 Car Garage. Primary Suite is located on the man floor with all other bedrooms on the second floor along with a

  Angela Durruthy KEENE'S POINTE REALTY

  11905 Camden Park Dr, Windermere, FL 34786
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  /2

  $550,000 Sold Feb 12, 2025

  9143 Woodbreeze Blvd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $319/SF
  • 150 Days On Market

  Current Estimated Value $563,944

  Last Listing Agent bill ziton SUN ATLANTIC GROUP LLC

  9143 Woodbreeze Blvd, Windermere, FL 34786
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  /2

  Est $1,784,892 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,675 Sq Ft

  5566 Marleon Dr, Windermere, FL 34786

  5566 Marleon Dr, Windermere, FL 34786
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  /40

  $625,000

  • 5 Beds
  • 3 Baths
  • 2,555 Sq Ft

  6846 Helmsley Cir, Windermere, FL 34786

  NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another

  Nickolas Amburgey COMPASS FLORIDA LLC

  6846 Helmsley Cir, Windermere, FL 34786
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  /18

  $2,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,997 Sq Ft
  • Townhouse for Rent

  7681 Fordson Ln, Windermere, FL 34786

  Experience modern, energy-efficient living with SOLAR PANELS that provide sustainable power and an exceptionally low electric bill! This beautiful townhome for rent is located in the highly desirable community of Windermere Sound. Offering 4 bedrooms and 2.5 bathrooms, this spacious property features ceramic tile flooring in the main areas and carpet in the bedrooms for added comfort. The open

  Reina Mendez REILE REALTY CORP

  7681 Fordson Ln, Windermere, FL 34786
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  /2

  $1,060,000 Sold Sep 11, 2025

  76 Oakdale St, Windermere, FL 34786

  • 3 Beds
  • 1.5 Baths
  • 2,011 Sq Ft
  • Built 1957

  Last Sold Summary

  • 18% Below List Price
  • $527/SF
  • 82 Days On Market

  Current Estimated Value $1,061,404

  Last Listing Agent Bill Martini BHHS FLORIDA REALTY

  76 Oakdale St, Windermere, FL 34786
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  /22

  Est $421,653 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,466 Sq Ft

  11637 Water Run Aly, Windermere, FL 34786

  11637 Water Run Aly, Windermere, FL 34786

Showing Results 281 - 320, Page 8 of 18