16,485

Windermere, FL Homes

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  • /26

    $875,000

    $125K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $1,750,000 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
  • /61

    $5,950 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,265 Sq Ft
    • House for Rent

    11916 Camden Park Dr, Windermere, FL 34786

    House is located in the great community of Keenes Pointe.

    fernando moreira FSM REALTY INVESTMENTS

    11916 Camden Park Dr, Windermere, FL 34786
  • /2

    $860,000

    Sold May 21, 2026

    8415 Vivaro Isle Way, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,038 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Above List Price
    • $283/SF
    • 2 Days On Market

    Current Estimated Value $857,379

    Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    8415 Vivaro Isle Way, Windermere, FL 34786
    • /59

      Est $1,869,782

      Not Listed For Sale

      13407 Bellaria Cir, Windermere, FL 34786

      • 4 Beds
      • 6 Baths
      • 3,640 Sq Ft
      • Built 2014
      13407 Bellaria Cir, Windermere, FL 34786

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Susan Wilkinson ORANGE TREE REALTY

  • /49

    $1,100,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,787 Sq Ft

    1361 Whitney Isles Dr, Windermere, FL 34786

    Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping.Fully renovated this

    Gabriel Mantovani ALVES AND HOWELL REALTY

    1361 Whitney Isles Dr, Windermere, FL 34786
  • /57

    $2,999 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    14252 Confetti Dr, Windermere, FL 34786

    WATER & ELECTRIC INCLUDED!! MOVE IN END OF AUGUST!! Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor!

    14252 Confetti Dr, Windermere, FL 34786
  • /2

    $2,171,470

    Sold Apr 29, 2026

    1020 Oakdale St, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 3,994 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $544/SF
    • 107 Days On Market

    Current Estimated Value $2,119,462

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1020 Oakdale St, Windermere, FL 34786
    • /58

      Est $1,674,855

      Not Listed For Sale

      11603 Vinci Dr, Windermere, FL 34786

      • 5 Beds
      • 4.5 Baths
      • 3,672 Sq Ft
      • Built 2013
      11603 Vinci Dr, Windermere, FL 34786

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Julie Vega-Dominguez PREMIER SOTHEBY'S INTL. REALTY

  • /34

    $444,900

    Open Sun 1AM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    7060 Ventnor Dr, Windermere, FL 34786

    BEST VALUE TOWNHOUSE IN WINDERMERE! OUTSTANDING HOME AND LOCATION in the desirable community of Preston Square in Windermere FL. This amazingly unique 3 bedroom, 2,5 bath feels like a single family home with its large kitchen and attached 2-car garage. When you enter, you will be welcomed by the beautiful columns, hardwood floors, separate dining room, separate living room and a great paved

    Lidia Barberini AGENT TRUST REALTY CORPORATION

    7060 Ventnor Dr, Windermere, FL 34786
  • /36

    $3,950 Per Month

    • 3 Beds
    • 3 Baths
    • 2,224 Sq Ft
    • House for Rent

    8318 Vivaro Isle Way, Windermere, FL 34786

    Exeptional rental opportunity .Discover this impeccable single-story residence in the sought-after gas community of Windermere Isle . This home features a premium whole-house water filtration system, ensuring clean, crisp, and safe water from every single faucet. This maintenance-free home features elegant ceramic title throughout completely( carpet free), premium custom closets in every room.

    Sandra Pardo WENDY MORRIS REALTY

    8318 Vivaro Isle Way, Windermere, FL 34786
  • /2

    $380,000

    Sold Nov 13, 2025

    5219 Keenes Pheasant Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,461 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 6 Days On Market

    Current Estimated Value $379,630

    Last Listing Agent Roland Cotardo THE SIMON SIMAAN GROUP

    5219 Keenes Pheasant Dr, Windermere, FL 34786
    • /2

      Est $3,080,610

      Not Listed For Sale

      4261 Isabella Cir, Windermere, FL 34786

      • 6 Beds
      • 9 Baths
      • 7,129 Sq Ft
      • Built 2016
      4261 Isabella Cir, Windermere, FL 34786

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Chad Going SERHANT

  • /2

    $575,000

    $25K PRICE INCREASE
    • Land
    • 20,473 Sq Ft
    • $1,223,404 per Acre

    9802 6th St, Windermere, FL 34786

    Vacant lot on the corner of 6th and Hempel. Prime investment property.

    Judy Plett UPSIDE REAL ESTATE INC

    9802 6th St, Windermere, FL 34786
  • /21

    $2,550 Per Month

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

    7722 Fairgrove Ave, Windermere, FL 34786

    Stunning 3-bedroom, 2.5 bathroom spacious townhome located in beautiful Lake Sawyer, one of Windermere's most desirable communities. This townhome is ideal for daily living and entertaining, a bright and spacious living and dining area which flows into the kitchen with tall cabinets, granite countertops, an island, a eat in area and plenty of counter space. Stainless Steel Appliances, a walk in

    7722 Fairgrove Ave, Windermere, FL 34786
  • /2

    $475,000

    Sold Sep 23, 2025

    5130 Sun Palm Dr, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • Built 1987

    Last Sold Summary

    • 16% Below List Price
    • $276/SF
    • 23 Days On Market

    Current Estimated Value $513,740

    Last Listing Agent Elle Walters JASON MITCHELL REAL ESTATE FLO

    5130 Sun Palm Dr, Windermere, FL 34786
    • /58

      Est $616,484

      Not Listed For Sale

      7610 Brofield Ave, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 2,610 Sq Ft
      • Built 2010
      7610 Brofield Ave, Windermere, FL 34786

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Isabel Sirizzotti SUNNY 365 REALTY GROUP

  • /45

    $519,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    11938 Silverlake Park Dr, Windermere, FL 34786

    Move-In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area!Welcome to this beautifully refreshed 4-bedroom, 2.5-bath home located in the sought-after Windermere Trails community. Built in 2014, this two-story residence includes approximately 2,074 square feet of living space with an open-concept layout, abundant natural light, and tasteful updates

    Steven Koleno BEYCOME OF FLORIDA LLC

    11938 Silverlake Park Dr, Windermere, FL 34786
  • /42

    $14,000 Per Month

    • 7 Beds
    • 5.5 Baths
    • 5,221 Sq Ft
    • House for Rent

    6219 Tiroco Way, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media

    Ryan Solberg MAXLIFE REALTY LLC

    6219 Tiroco Way, Windermere, FL 34786
  • /2

    $675,000

    Sold Apr 15, 2026

    6990 Smithshire Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,986 Sq Ft
    • Built 2007

    Last Sold Summary

    • $226/SF
    • 10 Days On Market

    Current Estimated Value $672,029

    Last Listing Agent Beverly Brown RE/MAX PRIME PROPERTIES

    6990 Smithshire Ln, Windermere, FL 34786
    • /24

      Est $1,234,246

      Not Listed For Sale

      7225 Sangalla Dr, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,797 Sq Ft
      • Built 2013
      7225 Sangalla Dr, Windermere, FL 34786

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Loren Williams LAKESIDE REALTY WINDERMERE INC

  • /31

    $380,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    7723 Fairgrove Ave, Windermere, FL 34786

    Well maintained, move-in ready 3 bedrooms, 2.5 bathrooms townhouse in the Lake Sawyer South community in Windermere. The kitchen features a breakfast bar, granite countertops, stainless steel appliances and a walk-in pantry. The dining room has French doors that lead to an enclosed brick paver courtyard that connects to a detached 2 car garage. The first floor also includes a large family room, a

    Larry Bautista CHARLES RUTENBERG REALTY ORLANDO

    7723 Fairgrove Ave, Windermere, FL 34786
  • /28

    $6,500 Per Month

    • 4 Beds
    • 3 Baths
    • 3,062 Sq Ft
    • House for Rent

    8122 Whitford Ct, Windermere, FL 34786

    Keenes Pointe Golf front beauty!!. The home backs up to the driving This lovely 4 bed 3 bath home available is for rent in the popular and exclusive Keenes Pointe Golf Community. This is a gated community with manned security . Keenes Pointe is popular because of the strong community atmosphere. It has a restaurant on site, fitness and tennis courts . All the facilities are close to this

    8122 Whitford Ct, Windermere, FL 34786
  • /2

    $1,220,000

    Sold Jan 23, 2026

    2828 Ingeborg Ct, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 3,190 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $382/SF
    • 40 Days On Market

    Current Estimated Value $1,214,175

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    2828 Ingeborg Ct, Windermere, FL 34786
    • /51

      Est $839,394

      Not Listed For Sale

      4240 Blue Major Dr, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,345 Sq Ft
      • Built 2015
      4240 Blue Major Dr, Windermere, FL 34786

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Adriana Muzzi WRA BUSINESS & REAL ESTATE

  • /2

    $1,279,990

    New Construction $26K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,564 Sq Ft

    14213 Crest Palm Ave, Windermere, FL 34786

    Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42 wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8 glass enclosure, an additional rainfall shower head, and wall niche. The living area

    Dream Finders Homes Builder
    14213 Crest Palm Ave, Windermere, FL 34786
  • /11

    $1,450 Per Month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    14222 Sonco Ave, Windermere, FL 34786

    Discover this charmings Garage apartment in desirable Windermere! Featuring stylish finishes and thoughtful touches throughout, this inviting space offers the perfect combination of comfort, privacy, and convenience. Enjoy a well-designed layout with a warm, modern feel that makes it easy to call home. Ideally located near shopping, dining, entertainment, and everyday essentials, with convenient

    Justin V LaManna HOMEVEST REALTY

    14222 Sonco Ave, Windermere, FL 34786
  • /2

    $384,900

    Sold Apr 09, 2026

    7711 Fairgrove Ave, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 2009

    Last Sold Summary

    • 3% Below List Price
    • $229/SF
    • 127 Days On Market

    Current Estimated Value $383,622

    Last Listing Agent Lindsay Kaye Voss VOSS REALTY INC

    7711 Fairgrove Ave, Windermere, FL 34786
    • /2

      Est $527,124

      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

      Last Listing Agent Rustin Davis THE SIMON SIMAAN GROUP

  • /34

    $2,800,000

    $199K PRICE DROP
    • 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
  • /6

    $1,349 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    8552 Powder Ridge Trail, Windermere, FL 34786

    Private 1 bedroom/1bathroom guest house above the garage with its own private entrance. The unit includes an in-unit washer and dryer for your convenience. Located just minutes from Disney Parks, shopping centers, and major highways. Residents also have access to the community pool, parks and walking trails. Requirement good income and good credit, no pets.

    8552 Powder Ridge Trail, Windermere, FL 34786
  • /2

    $1,310,000

    Sold May 01, 2026

    8447 Woburn Ct, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,945 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $445/SF
    • 4 Days On Market

    Current Estimated Value $1,283,372

    Last Listing Agent Amy Seelman FLORIDA REALTY INVESTMENTS

    8447 Woburn Ct, Windermere, FL 34786
    • /2

      Est $824,161

      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

      Last Listing Agent Margaret Gay THREE MOUNTAINS REALTY

  • /53

    $675,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,790 Sq Ft

    13160 Sunkiss Loop, Windermere, FL 34786

    Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office/den, this home reflects true pride of ownership and is ready for its next owners.From the moment you arrive, you'll appreciate the excellent curb appeal and inviting exterior. Inside, the spacious open floor plan features

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    13160 Sunkiss Loop, Windermere, FL 34786
  • /41

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,580 Sq Ft
    • Townhouse for Rent

    8428 Iron Mountain Trail, Windermere, FL 34786

    Lovely Townhome in upscale Windermere with great schools, shopping, restaurants, open spaces and minutes from Disney.This townhouse has 3 great sized bedrooms upstairs with 2 bathrooms plus a laundry room.Open concept kitchen and living space with a half bath downstairs.Private patio in between unit and 2 car garage. Community amenities include pool! Schedule a showing today!!

    Lidya Gongage SPRING REALTY ORLANDO

    8428 Iron Mountain Trail, Windermere, FL 34786
  • /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 $595,403

    Last Listing Agent David Dorman CENTURY 21 CARIOTI

    6626 Bridgewater Village 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

      Last Listing Agent Sharon Six SOLD BY SIX REALTY, LLC

  • /29

    $375,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,579 Sq Ft

    5579 Somersby Rd, Windermere, FL 34786

    Virtually Staged. This one has it all! Welcome home to this beautifully updated townhome in the highly sought-after Summerport community, where charm, comfort, and picturesque water views come together to create an exceptional living experience. From the moment you arrive, you'll be captivated by the home's inviting curb appeal, featuring a spacious front porch, attractive architectural details,

    Cheryl Kypreos HOMESMART

    5579 Somersby Rd, Windermere, FL 34786
  • /21

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 2,085 Sq Ft
    • House for Rent

    4813 River Gem Ave, Windermere, FL 34786

    Fall in Love with this Windermere Charmer! From the shaded front porch swing nestled beneath mature trees to the extended paver patio overlooking tranquil water views, this beautifully maintained 3-bedroom, 2-bath home is the picture of comfort and charm. Newly installed high quality vinyl flooring in all the bedrooms, NO carpet through out the house! Located in highly desirable Summerport, this

    4813 River Gem Ave, Windermere, FL 34786
  • /2

    $335,000

    Sold Jul 31, 2026

    8744 Danforth Dr, Windermere, FL 34786

    • 2 Beds
    • 2.5 Baths
    • 1,375 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $244/SF
    • 10 Days On Market

    Current Estimated Value $346,144

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    8744 Danforth Dr, 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

      Last Listing Agent Angel Iglesia LUXE PROPERTIES

Showing Results 201 - 240, Page 6 of 18

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