16,571

Homes in ZIP Code 34786

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  • /98

    $1,750,000

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,297 Sq Ft

    2503 Butler Bay Dr N, Windermere, FL 34786

    Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

    Simon Simaan THE SIMON SIMAAN GROUP

    2503 Butler Bay Dr N, Windermere, FL 34786
  • /21

    $2,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • House for Rent

    9360 Woodbreeze Blvd, Windermere, FL 34786

    Welcome to the Windermere lifestyle! Located in the established and highly desirable Silver Woods community, this beautifully renovated 3-bedroom, 2-bath home offers the combination so many renters are looking for: a peaceful residential setting, an excellent Windermere location, highly regarded nearby schools, and convenient access to some of Central Florida’s best shopping, dining and

    Silvia Odebrecht ICON REALTY ASSOCIATES INC

    9360 Woodbreeze Blvd, Windermere, FL 34786
  • /2

    $485,000

    Sold Sep 24, 2025

    7837 Berkshire Oak Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $255/SF
    • 3 Days On Market

    Current Estimated Value $506,536

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    7837 Berkshire Oak Aly, Windermere, FL 34786
    • /59

      Est $2,007,071

      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

  • /74

    $3,300,000

    • 4 Beds
    • 5.5 Baths
    • 3,966 Sq Ft

    515 W 2nd Ave, Windermere, FL 34786

    Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida's most coveted boating destinations.This beautifully appointed custom

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    515 W 2nd Ave, 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

    $1,245,000

    Sold Jul 13, 2026

    2219 Ridgewind Way, Windermere, FL 34786

    • 6 Beds
    • 3.5 Baths
    • 3,364 Sq Ft
    • Built 1997

    Last Sold Summary

    • 8% Below List Price
    • $370/SF
    • 25 Days On Market

    Current Estimated Value $1,253,127

    Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

    2219 Ridgewind Way, Windermere, FL 34786
    • /58

      Est $1,809,841

      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

  • /13

    $1,158,990

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,542 Sq Ft

    Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
  • /37

    $2,475 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,429 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to this bright and spacious 3-bedroom, 2.5-bath corner-unit townhome in the Lakes of Windermere community, ideally located near Walt Disney World theme parks, shopping, restaurants, and State Road 535. The first-floor features tile throughout and an inviting open-concept layout connecting the kitchen, dining area, dinette, and living room. The kitchen features granite countertops,

    Aziz Elbrak LA ROSA REALTY LLC

    Unlisted Address
  • /2

    $700,000

    Sold Feb 13, 2026

    9792 Wild Oak Dr, Windermere, FL 34786

    • 3 Beds
    • 3.5 Baths
    • 3,102 Sq Ft
    • Built 1982

    Last Sold Summary

    • 26% Below List Price
    • $226/SF
    • 106 Days On Market

    Current Estimated Value $768,273

    Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

    9792 Wild Oak Dr, Windermere, FL 34786
    • /2

      Est $3,244,672

      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

  • /70

    $1,895,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 4.5 Baths
    • 2,868 Sq Ft

    930 East Blvd, Windermere, FL 34786

    Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-story living. Completed in 2024, the home offers 2,868 square feet with four bedrooms, each featuring a private en-suite bath, along with a dedicated home office and an open-concept layout designed around the water views. Inside,

    Steve Healy CORCORAN PREMIER REALTY

    930 East Blvd, 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

    $1,050,000

    Sold Oct 31, 2025

    65 Oakdale St, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,191 Sq Ft
    • Built 1959

    Last Sold Summary

    • 12% Below List Price
    • $479/SF
    • 34 Days On Market

    Current Estimated Value $1,110,031

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    65 Oakdale St, Windermere, FL 34786
    • /58

      Est $658,640

      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

  • /20

    $1,600,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,627 Sq Ft

    212 W 1st Ave, Windermere, FL 34786

    Virtually Staged. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere.Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet

    Eric Powell HOME WISE REALTY GROUP, INC.

    212 W 1st Ave, Windermere, FL 34786
  • /23

    $2,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Townhouse for Rent

    8642 Via Tavoleria, Windermere, FL 34786

    Welcome to this beautiful 3 bedroom/2.5 bathroom + office townhome in the Windermere community of Carrington. This charming townhome is spacious, inviting and perfectly maintained! The property is zoned for Windermere schools. When arriving through the front door, you will see that the downstairs includes all ceramic tile, a flex space (office), half bath, & an open family/kitchen area that opens

    Ken Pozek REAL BROKER, LLC

    8642 Via Tavoleria, Windermere, FL 34786
  • /2

    $1,150,000

    Sold Jun 23, 2026

    8409 Vivaro Isle Way, Windermere, FL 34786

    • 6 Beds
    • 4.5 Baths
    • 4,176 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $275/SF
    • 30 Days On Market

    Current Estimated Value $1,144,585

    Last Listing Agent Katherine Figueroa Santiago WATSON REALTY CORP., REALTORS

    8409 Vivaro Isle Way, Windermere, FL 34786
    • /24

      Est $1,234,567

      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

  • /18

    $648,683

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 1,714 Sq Ft

    13407 Lemon Orchard Bend, Windermere, FL 34786

    Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Design upgrades include gourmet kitchen with 42" cabinets, quartz countertops, tiled

    Reed Williams ASHTON WOODS FLORIDA REALTY LLC

    13407 Lemon Orchard Bend, Windermere, FL 34786
  • /16

    $2,500 Per Month

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

    12875 Emersondale Ave, Windermere, FL 34786

    Welcome home to this beautifully maintained and freshly painted 3-bedroom, 2.5-bathroom townhome in highly desirable Windermere. Offering a spacious, modern layout and an excellent location, this home is ideal for comfortable living and entertaining.The home features no carpet throughout, creating a clean and modern feel. The beautiful kitchen is equipped with stainless steel appliances

    12875 Emersondale Ave, Windermere, FL 34786
  • /2

    $2,175,000

    Sold Aug 20, 2026

    4224 Clarice Estates Dr, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 4,793 Sq Ft
    • Built 2018

    Last Sold Summary

    • 13% Below List Price
    • $454/SF
    • 407 Days On Market

    Current Estimated Value $2,158,455

    Last Listing Agent Paul Hickey FLORIDA GOLD REAL ESTATE LLC

    4224 Clarice Estates Dr, Windermere, FL 34786
    • /51

      Est $832,555

      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

  • /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
  • /45

    $3,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft
    • House for Rent

    905 Main St, Windermere, FL 34786

    Ready for Immediate Occupancy! Discover the opportunity to rent a beautifully updated home in the heart of Downtown Windermere, where charming small town living meets modern comfort. From the moment you arrive, you will appreciate the home’s contemporary curb appeal, featuring oversized windows, a private balcony, paver walkway, and welcoming covered front porch. Inside, the spacious living room

    Simon Simaan THE SIMON SIMAAN GROUP

    905 Main St, Windermere, FL 34786
  • /2

    $2,200,000

    Sold Jul 31, 2026

    81 Oakdale St, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 4,284 Sq Ft
    • Built 2001

    Last Sold Summary

    • 12% Below List Price
    • $514/SF
    • 223 Days On Market

    Current Estimated Value $2,149,373

    Last Listing Agent David Warzycha COLDWELL BANKER REALTY

    81 Oakdale St, Windermere, FL 34786
    • /2

      Est $530,188

      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

  • /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
  • /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

    $480,000

    Sold Sep 26, 2025

    13715 Bressler Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $224/SF
    • 215 Days On Market

    Current Estimated Value $489,683

    Last Listing Agent Irene Calderon PREFERRED REAL ESTATE BROKERS

    13715 Bressler Aly, Windermere, FL 34786
    • /2

      Est $824,998

      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

  • /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

    $930,000

    Sold Nov 10, 2025

    5141 Autumn Ridge Ln, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $389/SF
    • 91 Days On Market

    Current Estimated Value $944,310

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    5141 Autumn Ridge Ln, 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

  • /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
  • /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

    $390,000

    Sold Apr 28, 2026

    8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786

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

    Last Sold Summary

    • 2% Below List Price
    • $192/SF
    • 28 Days On Market

    Current Estimated Value $388,462

    Last Listing Agent Garrett Turner EXP REALTY LLC

    8226 Serenity Spring Dr Unit 2402, 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 161 - 200, Page 5 of 18

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