16,549

Windermere, FL Homes

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  • /63

    $1,520,000

    $160K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,288 Sq Ft

    1703 Roberts Landing Rd, Windermere, FL 34786

    This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent

    Wui Keong Goh INTERNATIONAL NETWORK REALTY

    1703 Roberts Landing Rd, Windermere, FL 34786
  • /21

    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to 7365 Brightland Street, a stunning 2-bedroom, 2.5-bathroom end-unit townhome nestled in the highly sought-after Lake Burden Townhome Community in Windermere, FL 34786. Offering 1,308 square feet of pristine living space, this home blends upscale comfort with effortless indoor-outdoor living, just moments from top-tier shopping and world-famous attractions. The second floor features two

    Nedy Trent LPT REALTY, LLC

    Unlisted Address
  • /2

    $585,000

    Sold Apr 30, 2026

    6626 Bridgewater Village Rd, Windermere, FL 34786

    • 3 Beds
    • 3.5 Baths
    • 2,720 Sq Ft
    • Built 2014

    Last Sold Summary

    • 5% Below List Price
    • $215/SF
    • 150 Days On Market

    Current Estimated Value $587,512

    Last Listing Agent David Dorman CENTURY 21 CARIOTI

    6626 Bridgewater Village Rd, Windermere, FL 34786
    • /16

      Est $318,946

      Not Listed For Sale

      11564 Mizzon Dr Unit 904, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,455 Sq Ft
      • Built 2006
      11564 Mizzon Dr Unit 904, Windermere, FL 34786

      Last Sold Summary

      • 1 Day On Market

  • /34

    $2,999,000

    • 4 Beds
    • 6 Baths
    • 4,706 Sq Ft

    5073 Latrobe Dr, Windermere, FL 34786

    Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury

    Michelle Corbin ISLEWORTH REALTY LLC

    5073 Latrobe Dr, Windermere, FL 34786
  • /35

    $4,550 Per Month

    • 5 Beds
    • 4 Baths
    • 3,365 Sq Ft
    • House for Rent

    13121 Zori Ln, Windermere, FL 34786

    FOR RENT | Luxury 5-Bedroom Home with Private In-Law Suite in Windermere Welcome to this beautifully updated 5-bedroom, 4-bathroom residence offering 3,365 square feet of elegant living space in one of Windermere’s most desirable communities. This exceptional two-story home has been thoughtfully upgraded with a brand-new roof, two new HVAC systems, updated flooring, fresh paint, and a renovated

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    13121 Zori Ln, Windermere, FL 34786
  • /2

    $1,175,000

    Sold May 22, 2026

    3138 Seigneury Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,831 Sq Ft
    • Built 1997

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 25 Days On Market

    Current Estimated Value $1,306,023

    Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

    3138 Seigneury Dr, Windermere, FL 34786
    • /46

      Est $1,161,525

      Not Listed For Sale

      7219 Sangalla Dr, Windermere, FL 34786

      • 4 Beds
      • 4.5 Baths
      • 3,818 Sq Ft
      • Built 2012
      7219 Sangalla Dr, Windermere, FL 34786

      Last Sold Summary

      • 6 Days On Market

  • /59

    $749,900

    • 4 Beds
    • 3.5 Baths
    • 2,690 Sq Ft

    7242 Londale Blvd, Windermere, FL 34786

    Welcome to this stunning former model home located in highly desirable Windermere! From the moment you step inside you will be greeted by it's open space layout for living and dining rooms with meticulous attention to detail featuring crown molding, wrought iron staircase and custom built-in entertainment center in family room. The gourmet kitchen has plenty of counter space for the pickiest of

    Lisa McNeilly TAYLOR REAL ESTATE SVC OF C FL

    7242 Londale Blvd, Windermere, FL 34786
  • /22

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,829 Sq Ft
    • House for Rent

    12219 Joshua Tree Trail, Windermere, FL 34786

    Welcome to this beautiful single-family home located in the highly sought-after Windermere Trails community. This well-maintained home features 3 bedrooms, 2.5 bathrooms, a spacious loft, and an attached 2-car garage, offering the perfect combination of comfort and functionality.The open-concept floor plan showcases a modern kitchen with granite countertops, stainless steel appliances, solid

    Alessandra Oliveira FLORIDA CONNEXION PROPERTIES

    12219 Joshua Tree Trail, Windermere, FL 34786
  • /2

    $539,900

    Sold Nov 20, 2025

    11091 Bagley Aly, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 123 Days On Market

    Current Estimated Value $547,863

    Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

    11091 Bagley Aly, Windermere, FL 34786
    • /2

      Est $526,272

      Not Listed For Sale

      7736 Brofield Ave, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,709 Sq Ft
      • Built 2012
      7736 Brofield Ave, Windermere, FL 34786

      Last Sold Summary

      • 2 Days On Market

  • /34

    $389,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    14215 Desert Haven St, Windermere, FL 34786

    Welcome to this stunning, move-in-ready townhome in the highly sought-after Windermere community of Oasis Cove at Lakeview Village. Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates and functional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a spacious

    Brandi Crain Iron Valley R.E.Osceola

    14215 Desert Haven St, Windermere, FL 34786
  • /16

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    13231 Overstreet Rd, Windermere, FL 34786

    Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides

    Daniel Zheng CINO INTERNATIONAL INC

    13231 Overstreet Rd, Windermere, FL 34786
  • /2

    $560,000

    Sold Aug 13, 2025

    6539 Chagford Ln, Windermere, FL 34786

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

    Last Sold Summary

    • 2% Below List Price
    • $247/SF
    • 19 Days On Market

    Current Estimated Value $564,644

    Last Listing Agent Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

    6539 Chagford Ln, Windermere, FL 34786
    • /2

      Est $369,236

      Not Listed For Sale

      7752 Rigby St, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,335 Sq Ft
      • Built 2012
      7752 Rigby St, Windermere, FL 34786

      Last Sold Summary

      • 22 Days On Market

  • /41

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 3,997 Sq Ft

    9548 Crown Prince Ln, Windermere, FL 34786

    Nestled on a rare half-acre lot in one of Windermere’s most sought-after communities, Windsor Hills, this FULLY RENOVATED luxury home delivers the ultimate move-in-ready, like-new lifestyle buyers are searching for. Featuring 4 spacious bedrooms, 4 beautifully updated bathrooms, and a highly desirable open-concept layout, every inch of this residence has been meticulously redesigned with today’s

    Dianna Desboyaux DOUGLAS ELLIMAN

    9548 Crown Prince Ln, Windermere, FL 34786
  • /27

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Townhouse for Rent

    12937 Emersondale Ave, Windermere, FL 34786

    A beautiful 3-bedroom, 2.5-bathroom townhouse located in an open community in Windermere, featuring a spacious 2-car garage. It is situated in close proximity to theme parks, as well as excellent schools and daycare centers. This home enjoys exceptional access to community amenities, as it is located on the very same street as the community pool and other outdoor recreational areas. Within the

    Jesus Flores REEURBAN REAL ESTATE SERVICES

    12937 Emersondale Ave, Windermere, FL 34786
  • /2

    $590,000

    Sold Aug 06, 2025

    5263 Beach River Rd, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $243/SF
    • 26 Days On Market

    Current Estimated Value $595,639

    Last Listing Agent Ariel Vargas EXP REALTY LLC

    5263 Beach River Rd, Windermere, FL 34786
    • /43

      Est $2,847,444

      Not Listed For Sale

      13100 Bellaria Cir, Windermere, FL 34786

      • 6 Beds
      • 6.5 Baths
      • 6,011 Sq Ft
      • Built 2012
      13100 Bellaria Cir, Windermere, FL 34786

      Last Sold Summary

      • 40 Days On Market

  • /63

    $1,875,000

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,489 Sq Ft

    13420 Bonica Way, Windermere, FL 34786

    Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

    Frank Ferrell FERRELL REALTY, INC.

    13420 Bonica Way, Windermere, FL 34786
  • /31

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Property for Rent

    11642 Water Run Aly, Windermere, FL 34786

    3 bedroom 2 bathroom townhouse.Ashlin Park is a peaceful community located in the beautiful town of Windermere. This neighborhood offers a community pool and clubhouse for your comfort and convenience. Ashlin Park is an ideal location due to its proximity to the Lakeside Shopping Center, many highly rated K-12 schools and Walt Disney World.1 Year Lease HOA Approval might be required.

    Rafael Izquierdo Lasaracina VS INTERNATIONAL PROPERTIES

    11642 Water Run Aly, Windermere, FL 34786
  • /2

    $975,000

    Sold Oct 20, 2025

    635 Butler St, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 2,353 Sq Ft
    • Built 1924

    Last Sold Summary

    • 2% Below List Price
    • $414/SF
    • 0 Days On Market

    Current Estimated Value $974,536

    Last Listing Agent Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

    635 Butler St, Windermere, FL 34786
    • /2

      Est $834,682

      Not Listed For Sale

      13303 Roskin Ln, Windermere, FL 34786

      • 5 Beds
      • 5.5 Baths
      • 3,609 Sq Ft
      • Built 2011
      13303 Roskin Ln, Windermere, FL 34786

      Last Sold Summary

      • 70 Days On Market

  • /36

    $282,500

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

    8179 Maritime Flag St Unit 206, Windermere, FL 34786

    8179 Maritime Flag St #206 offers a different kind of Windermere lifestyle - one where the weekends aren’t spent mowing lawns, dealing with exterior maintenance, or worrying about another utility bill. The HOA covers water, sewer, garbage, and exterior maintenance, giving you more time to enjoy the things that brought you to Florida in the first place. Within the community, you’ll find a pool,

    Diana Perez PROFESSIONAL REAL ESTATE TEAM

    8179 Maritime Flag St Unit 206, Windermere, FL 34786
  • /13

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,428 Sq Ft
    • Townhouse for Rent

    12982 Kegan St, Windermere, FL 34786

    TOWNHOUSE - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades!! Hardwood floors!! MUST SEE!!

    Arnold Austria A+ HOME RENTALS LLC

    12982 Kegan St, Windermere, FL 34786
  • /2

    $635,000

    Sold Sep 05, 2025

    13978 Darchance Rd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,884 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $220/SF
    • 43 Days On Market

    Current Estimated Value $650,265

    Last Listing Agent Sean Popat BUYER REBATES REALTY

    13978 Darchance Rd, Windermere, FL 34786
    • /2

      Not Listed For Sale

      8259 Maritime Flag St Unit 6, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,460 Sq Ft
      • Built 2011
      8259 Maritime Flag St Unit 6, Windermere, FL 34786

      Last Sold Summary

      • 94 Days On Market

  • /28

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 4,961 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /17

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    7708 Fordson Ln, Windermere, FL 34786

    Available for July move-in! Contemporary-styled two story townhome with 3 bedrooms, 2 1/2 baths with living/dining room combo into the eat-in island kitchen featuring 42 inch cabinets and large pantry. French dooes in the kitchen lead to private fenced brick-paved courtyard. All bedrooms are located on the second floor. Master bedroom contains walk-in closet, dual sinks, and large shower.

    Kyle Li UNIONE REALTY INC

    7708 Fordson Ln, Windermere, FL 34786
  • /2

    $710,000

    Sold Feb 19, 2026

    415 E 6th Ave, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $398/SF
    • 8 Days On Market

    Current Estimated Value $709,012

    Last Listing Agent Omar Sousan LPT REALTY, LLC

    415 E 6th Ave, Windermere, FL 34786
    • /37

      Not Listed For Sale

      8259 Maritime Flag St Unit 1, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,601 Sq Ft
      • Built 2011
      8259 Maritime Flag St Unit 1, Windermere, FL 34786

      Last Sold Summary

      • 85 Days On Market

  • /52

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 3,161 Sq Ft

    7211 Still Pond Ln, Windermere, FL 34786

    Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision. This exceptional former model home blends timeless architecture,

    Arturo Castillo PREFERRED REAL ESTATE BROKERS

    7211 Still Pond Ln, Windermere, FL 34786
  • /18

    $3,800 Per Month

    • 5 Beds
    • 4 Baths
    • 3,662 Sq Ft
    • House for Rent

    11848 Gray Rock Trail, Windermere, FL 34786

    PLENTY OF SPACE in this beautiful 5-bedroom/4-bath with fully fenced backyard located in desirable Windermere Trails. The home has tile and luxury vinyl throughout (NO CARPET) with plenty of room for families or individuals. Large open floor plan; kitchen with granite countertops, stainless appliances and walk-in pantry; as well as downstairs guest bedroom with ensuite/Jack & Jill bathroom. The

    Carolyn Hunt TOPSKY REALTY INC

    11848 Gray Rock Trail, Windermere, FL 34786
  • /2

    $385,000

    Sold Jan 26, 2026

    8625 Coventry Park Way, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $248/SF
    • 146 Days On Market

    Current Estimated Value $392,693

    Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

    8625 Coventry Park Way, Windermere, FL 34786
    • /2

      Est $1,194,657

      Not Listed For Sale

      6228 Roseate Spoonbill Dr, Windermere, FL 34786

      • 8 Beds
      • 5 Baths
      • 4,751 Sq Ft
      • Built 2012
      6228 Roseate Spoonbill Dr, Windermere, FL 34786

      Last Sold Summary

      • 201 Days On Market

  • /63

    $2,375,000

    $120K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,793 Sq Ft

    4224 Clarice Estates Dr, Windermere, FL 34786

    Welcome to The Estates at Lake Clarice—one of Windermere's best-kept secrets. If your dream home checklist includes private lake views, breathtaking sunsets, peace and tranquility, and a boutique neighborhood setting, your search may be over. Built in 2018 and recently refreshed with numerous upgrades, this immaculate custom lakefront residence offers an exceptional blend of luxury, comfort, and

    Paul Hickey FLORIDA GOLD REAL ESTATE LLC

    4224 Clarice Estates Dr, Windermere, FL 34786
  • /25

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,545 Sq Ft
    • Townhouse for Rent

    7609 Sutherton Ln, Windermere, FL 34786

    Fully Renovated Corner Unit Townhome for Rent in Wickham Park – Windermere Beautiful 3-bedroom, 2.5-bath corner unit townhome, offering extra privacy, more natural light, and an enhanced sense of space, located in the desirable Wickham Park community in Windermere. This home features granite countertops, solid wood cabinets, stainless steel appliances news and a spacious open-concept living and

    Vivian Azuaje 1 ELEVEN REALTY

    7609 Sutherton Ln, Windermere, FL 34786
  • /2

    $1,069,499

    Sold Nov 18, 2025

    14365 Crest Palm Ave, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,628 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $295/SF
    • 0 Days On Market

    Current Estimated Value $1,091,388

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14365 Crest Palm Ave, Windermere, FL 34786
    • /2

      Est $289,135

      Not Listed For Sale

      11446 Jasper Kay Terrace Unit 1012, Windermere, FL 34786

      • 2 Beds
      • 2 Baths
      • 1,161 Sq Ft
      • Built 2007
      11446 Jasper Kay Terrace Unit 1012, Windermere, FL 34786

      Last Sold Summary

      • 130 Days On Market

Showing Results 241 - 280, Page 7 of 18

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