16,635

Homes in ZIP Code 34786

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  • /3

    $1,174,935 Pending

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

    14250 Crest Palm Ave, Horizon West, FL 34786

    One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14250 Crest Palm Ave, Horizon West, FL 34786
  • /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
  • /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 $1,144,634

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    2008 Water Key Dr, Windermere, FL 34786
    • /58

      Est $609,420 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

      • 2% Above List Price
      • $230/SF
      • 95 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Isabel Sirizzotti SUNNY 365 REALTY GROUP

  • /32

    $1,495,000 Open Sun 2PM - 5PM

    • 6 Beds
    • 4.5 Baths
    • 5,316 Sq Ft

    17521 Black Rail St, Windermere, FL 34786

    *** Now priced under $1.5M offering strong value at approximately $281/SF compared to similar Windermere homes*** PRIME opportunity for a LIKE NEW spacious MOVE-IN READY Windermere pool home just 1.5 miles from Windermere Preparatory School, and conveniently located near other top-rated public and private schools. Offering over 5,300 sq ft of thoughtfully designed living space, this 6 bedroom/4.5

    Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

    17521 Black Rail St, Windermere, FL 34786
  • /18

    $2,800 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
  • /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 $1,029,436

    Last Listing Agent Bill Martini BHHS FLORIDA REALTY

    76 Oakdale St, Windermere, FL 34786
    • /51

      Est $838,506 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

      • 10% Below List Price
      • $277/SF
      • 55 Days On Market

      Last Sold Price $928,000

      Last Listing Agent Adriana Muzzi WRA BUSINESS & REAL ESTATE

  • /39

    $1,400,000

    • 5 Beds
    • 4.5 Baths
    • 4,257 Sq Ft

    11044 Hawkshead Ct Unit 2, Windermere, FL 34786

    Stunning home in the Reserve at Lake Butler Sound-Windermere. This luxury living at its finest located in the prestigious 24 hour guarded community. The property features 5 bedrooms, 4.5 bathrooms, a 3-car garage, and a private heated pool, perfect for relaxing or entertaining. The owner has invested more than $100,000 upgrades..... newly renovated kitchen boasts brand new cabinetry and

    Jennie Ho MAY HO REALTY

    11044 Hawkshead Ct Unit 2, Windermere, FL 34786
  • /61

    $4,475 per month

    • 6 Beds
    • 3.5 Baths
    • 3,764 Sq Ft
    • House for Rent

    14415 Crest Palm Ave, Windermere, FL 34786

    Be the First to Call This Home Yours! Brand New Luxurious 2025! Move-In Ready! Pet Friendly! 2-Car Garage! Smart Home! Stunning 6 Bedrooms, Loft, Bonus Room, Stylish Upgrades! Internet & WiFi Included! Step into luxurious, modern living in this expansive 6-bedroom, 3.5-bath, two-story smart home featuring a bright, open-concept layout that seamlessly connects the gourmet kitchen, family room, and

    Katrina Anarumo RENT A FLORIDA HOME

    14415 Crest Palm Ave, Windermere, FL 34786
  • /2

    $1,000,000 Sold Sep 03, 2025

    1947 Broadleaf Ct, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,646 Sq Ft
    • Built 1989

    Last Sold Summary

    • 20% Below List Price
    • $274/SF
    • 64 Days On Market

    Current Estimated Value $986,746

    Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    1947 Broadleaf Ct, Windermere, FL 34786
    • /16

      Est $324,526 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

      • 14% Below List Price
      • $260/SF
      • 1 Day On Market

      Last Sold Price $379,000

      Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  • /36

    $1,349,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,937 Sq Ft

    5837 Caymus Loop, Windermere, FL 34786

    Under contract-accepting backup offers. Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design.

    Jay Stewart SOUTHERN REALTY GROUP LLC

    5837 Caymus Loop, Windermere, FL 34786
  • /7

    $1,275 per month

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

    2156 Merrybells Dr, Kissimmee, FL 34746

    Welcome to this beautifully appointed mother-in-law suite featuring a spacious bedroom with ample natural light, a full bathroom, and a separate living area ideal for relaxing or entertaining. The suite also includes a kitchenette with modern cabinetry, a dedicated entrance for added privacy, and direct access to the main home when desired. Thoughtfully designed with neutral finishes and tile

    Mayling Marrero KELLER WILLIAMS ADVANTAGE III

    2156 Merrybells Dr, Kissimmee, FL 34746
  • /2

    $840,000 Sold Oct 17, 2025

    4509 Indian Deer Rd, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,412 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $348/SF
    • 10 Days On Market

    Current Estimated Value $817,463

    Last Listing Agent Clementine Costantini KELLER WILLIAMS REALTY AT THE LAKES

    4509 Indian Deer Rd, Windermere, FL 34786
    • /46

      Est $1,163,455 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

      • 2% Above List Price
      • $300/SF
      • 6 Days On Market

      Last Sold Price $1,145,000

      Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  • 14383 Crest Palm Ave, Windermere, FL 34786

    $1,166,989 New Construction

    • 6 Beds
    • 4 Baths
    • 3,550 Sq Ft

    14383 Crest Palm Ave, Windermere, FL 34786

    ELLINGTON II - Our beautiful huge 2 story home, with 6 Bedrooms and 4 Baths. This great floor plan boasts an open concept family/dining/kitchen area along with a formal dining room, gourmet kitchen, extended 42 cabinets and an extended island. Primary Suite on 1st floor along with an additional bedroom & bath. The primary bath also contains a spa package with upgraded 3/8 glass enclosure, an

    Dream Finders Homes Builder
    14383 Crest Palm Ave, Windermere, FL 34786
  • /42

    $17,950 per month

    • 6 Beds
    • 8 Baths
    • 6,881 Sq Ft
    • House for Rent

    3999 Isabella Cir, Windermere, FL 34786

    Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this

    Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

    3999 Isabella Cir, Windermere, FL 34786
  • /2

    $315,000 Sold Nov 14, 2025

    8271 Maritime Flag St Unit 109, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,363 Sq Ft
    • Built 2011

    Last Sold Summary

    • 12% Below List Price
    • $231/SF
    • 155 Days On Market

    Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

    8271 Maritime Flag St Unit 109, Windermere, FL 34786
    • /43

      Est $2,801,166 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

      • 2% Above List Price
      • $457/SF
      • 40 Days On Market

      Last Sold Price $2,750,000

      Last Listing Agent Leonardo Pereira KAZA REAL ESTATE LLC

  • /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
  • /50

    $5,800 per month

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • House for Rent

    12860 Lake Sawyer Ln, Windermere, FL 34786

    Private LAKEFRONT estate home on that sits on almost 2 acres of land, gated for extreme privacy! Fully furnished with an open floorplan great for families and entertaining. This home features 3 cozy bedrooms with a king, queen, and full bed to accommodate all guests comfortably. Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub. Kitchen features butcher block countertops,

    Aleem Kanji CROWN REALTY COMPANY

    12860 Lake Sawyer Ln, Windermere, FL 34786
  • /32

    $575,000 Sold May 15, 2025

    5140 Honeynut Ln, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $316/SF
    • 35 Days On Market

    Current Estimated Value $573,373

    Last Listing Agent Daniel Waldron MAINFRAME REAL ESTATE

    5140 Honeynut Ln, Windermere, FL 34786
    • /2

      Est $821,650 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

      • 3% Below List Price
      • $236/SF
      • 70 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Margaret Gay THREE MOUNTAINS REALTY

  • /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
  • /56

    $5,475 per month

    • 4 Beds
    • 3 Baths
    • 3,190 Sq Ft
    • House for Rent

    307 W 4th Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Available for lease, this refined single-story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown district’s dining, shopping, and community amenities. Positioned on an oversized corner lot beneath mature oak trees, the property offers a private and well-composed setting with thoughtful indoor and

    Rob Gaudreau MAINFRAME REAL ESTATE

    307 W 4th Ave, Windermere, FL 34786
  • /2

    $2,075,000 Sold Feb 09, 2026

    647 Ridgewood Dr, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 2,681 Sq Ft
    • Built 1974

    Last Sold Summary

    • 12% Below List Price
    • $774/SF
    • 373 Days On Market

    Current Estimated Value $2,173,832

    Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    647 Ridgewood Dr, Windermere, FL 34786
    • /2

      Est $329,648 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

      • 4% Below List Price
      • $236/SF
      • 94 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Hortencia Aponte LPT REALTY, LLC

  • /78

    $3,499,999

    • 5 Beds
    • 4.5 Baths
    • 4,417 Sq Ft

    5001 Latrobe Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Don’t miss this rare opportunity to own a stunning estate home in the prestigious Isleworth Golf & Country Club, perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features five spacious bedrooms, four-and-a-half

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    5001 Latrobe Dr, Windermere, FL 34786
  • /2

    $7,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,328 Sq Ft
    • House for Rent

    2844 Midsummer Dr, Windermere, FL 34786

    Fabulous gated one acre Windermere Chain of Lakes Estate with Private tennis court is currently available for lease, This 5 bedroom 3 1/2 bath includes in-law suite with private entrance. New boat dock for the avid boater along with sandy beach for ultimate waterfront entertainment. Enjoy the beautiful west facing sunsets from your large covered patio or dine beside your double sided wood burning

    Dennis Conklin WINDERMERE COCOA BEACH CENTER

    2844 Midsummer Dr, Windermere, FL 34786
  • /2

    $330,000 Sold Jul 16, 2025

    14320 Desert Haven St Unit 3906, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 94 Days On Market

    Current Estimated Value $336,966

    Last Listing Agent Vicente Virgilio ALTIS REALTY

    14320 Desert Haven St Unit 3906, Windermere, FL 34786
    • /37

      Est $342,461 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

      • 2% Below List Price
      • $219/SF
      • 85 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Fernando Zucato CHARLES RUTENBERG REALTY ORLANDO

  • /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
  • /2

    $370,000 Sold Feb 03, 2026

    5235 Keenes Pheasant Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,462 Sq Ft
    • Built 2004

    Last Sold Summary

    • 14% Below List Price
    • $253/SF
    • 186 Days On Market

    Current Estimated Value $370,091

    Last Listing Agent Ronda Shively COMPASS FLORIDA LLC

    5235 Keenes Pheasant Dr, Windermere, FL 34786
    • /2

      Est $1,192,145 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

      • 1% Below List Price
      • $253/SF
      • 201 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Camila Castrillon COLDWELL BANKER REALTY

  • /46

    $580,000 Pending

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

    7451 Fairgrove Ave, Windermere, FL 34786

    Under contract-accepting backup offers. 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

    Lorraine da Silva Andrade TALENT REALTY SOLUTIONS

    7451 Fairgrove Ave, Windermere, FL 34786
  • /2

    $830,000 Sold Feb 27, 2026

    9495 Westover Club Cir, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,773 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $299/SF
    • 3 Days On Market

    Current Estimated Value $814,599

    Last Listing Agent Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

    9495 Westover Club Cir, Windermere, FL 34786
    • /2

      Est $290,636 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

      • 3% Below List Price
      • $258/SF
      • 130 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Mark Bridges CHARLES RUTENBERG REALTY ORLANDO

  • /39

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    11903 Cave Run Ave, Windermere, FL 34786

    Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining

    Yan Zheng LOKATION

    11903 Cave Run Ave, Windermere, FL 34786
  • /2

    $418,000 Sold Jun 18, 2025

    11746 Water Run Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $263/SF
    • 10 Days On Market

    Current Estimated Value $415,489

    Last Listing Agent Kris Ibrahim HOME WISE REALTY GROUP, INC.

    11746 Water Run Aly, Windermere, FL 34786

Showing Results 281 - 320, Page 8 of 18

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