16,549

Windermere, FL Homes

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  • /44

    $1,175,000

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,390 Sq Ft

    715 Magnolia St, Windermere, FL 34786

    A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped

    Robert Trien IRIS INTERNATIONAL

    715 Magnolia St, Windermere, FL 34786
  • /24

    $2,650 Per Month

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

    12230 Langstaff Dr, Windermere, FL 34786

    Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering the perfect blend of comfort, style, and convenience. Step inside to find gorgeous hardwood floors and an open living space saturated with natural sunlight that flows into a kitchen featuring granite countertops, stainless steel appliances, and plenty of room for cooking and entertaining. The spacious primary suite

    Linda Mieczkowski COLDWELL BANKER REALTY

    12230 Langstaff Dr, 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 $2,078,534

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

    647 Ridgewood Dr, Windermere, FL 34786
    • /2

      Est $1,112,481

      Not Listed For Sale

      3302 Just-A-mere Ct, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1986
      3302 Just-A-mere Ct, Windermere, FL 34786

      Last Sold Summary

      • 18 Days On Market

  • /30

    $560,000

    $15K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    7011 Nobleton Dr, Windermere, FL 34786

    Under contract-accepting backup offers. Don't miss an Opportunity to own this Great Craftsman Home overlooking a serene Wooded View, located in the community of Lakes of Windermere. Impeccably maintained and Move-in ready, this 4-bedroom, 2.5-bath home offers numerous Upgrades and Touches throughout. Such as all new kitchen appliances, newly painted interior, new A/C, Hardwood flooring, Water

    Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    7011 Nobleton Dr, Windermere, FL 34786
  • /18

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,640 Sq Ft
    • Townhouse for Rent

    6344 Lake Smith Cir, Windermere, FL 34786

    Beautiful Windermere townhome, Upscale community. 3/2/1. Brand new beautiful wood look tile and carpet, Granite countertops, stainless appliances,42 inch dark wood cabinets, new paint, private patio, master downstairs, end unit with a 2 car garage and much more. Come see this today because it will go quick. Tenant must have a credit score of 650+ and make 3x the rent. NO CATS.

    Gina Loria OPTIMA REAL ESTATE

    6344 Lake Smith Cir, 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 $338,807

    Last Listing Agent Vicente Virgilio ALTIS REALTY

    14320 Desert Haven St Unit 3906, Windermere, FL 34786
    • /2

      Est $470,847

      Not Listed For Sale

      13805 Bressler Aly, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 2,093 Sq Ft
      • Built 2019
      13805 Bressler Aly, Windermere, FL 34786

      Last Sold Summary

      • 34 Days On Market

  • /3

    $1,172,945

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,764 Sq Ft

    Deerfield Plan at Palms at Windermere, Windermere, FL 34786

    The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
  • /48

    $5,800 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,310 Sq Ft
    • House for Rent

    6431 Chatham View Ct, Windermere, FL 34786

    Welcome to your dream home in a beautiful cul-de-sac, nestled in a secure, gated community and zoned for top-rated Windermere schools. This fully remodeled, move-in-ready home offers 5 spacious bedrooms plus a large bonus area on the second floor, complete with a half bath. The upgraded chef’s kitchen boasts all new appliances, perfect for entertaining. Relax in your private resort-style pool, or

    Sevara Botirova Patel CHARLES RUTENBERG REALTY ORLANDO

    6431 Chatham View 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 $371,833

    Last Listing Agent Ronda Shively COMPASS FLORIDA LLC

    5235 Keenes Pheasant Dr, Windermere, FL 34786
    • /15

      Est $1,088,667

      Not Listed For Sale

      14428 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,199 Sq Ft
      • Built 2025
      14428 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 0 Days On Market

  • /11

    $920,000

    $78K PRICE DROP
    • Land
    • 1.07 Acres
    • $859,813 per Acre

    13125 Filly Ct, Lake Butler, FL 34786

    A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    13125 Filly Ct, Lake Butler, FL 34786
  • /28

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,523 Sq Ft
    • Townhouse for Rent

    7735 Fairgrove Ave, Windermere, FL 34786

    Immaculate Move-In Ready Townhome Available Immediately! Beautiful and spacious 3-bedroom, 2.5-bathroom townhome located in a prime Central Florida location! This immaculate, move-in ready home has been exceptionally well maintained and features a large family room, eat-in kitchen with dinette area, convenient downstairs half bath, separate laundry room, and a 2-car garage. Upstairs offers all 3

    Todd Henry SUMMERSIDE REALTY LLC

    7735 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 $827,786

    Last Listing Agent Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

    9495 Westover Club Cir, Windermere, FL 34786
    • /3

      Est $1,127,000

      Not Listed For Sale

      14410 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 3,100 Sq Ft
      • Built 2025
      14410 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 0 Days On Market

  • /18

    $648,683

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

    13407 Lemon Orchard Bend, Windermere, FL 34786

    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 backsplash, pendant

    Ashton Woods Builder
    13407 Lemon Orchard Bend, Windermere, FL 34786
  • /25

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,446 Sq Ft
    • Townhouse for Rent

    8253 Maritime Flag St Unit 109, Windermere, FL 34786

    Virtually Staged. 3-bedroom, 2.5-bath townhome located in the desirable Lakeside Village community in Windermere. This spacious home features an open-concept layout with tile flooring on the first floor and carpet upstairs, offering a functional and comfortable living space. The kitchen includes granite countertops, stainless steel appliances, and ample cabinet space, seamlessly connecting to the

    Priscila Policarpo Attuy de Albuqu WRA BUSINESS & REAL ESTATE

    8253 Maritime Flag St Unit 109, Windermere, FL 34786
  • /2

    $1,435,000

    Sold Nov 12, 2025

    1450 Belfiore Way, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 4,477 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $321/SF
    • 109 Days On Market

    Current Estimated Value $1,409,587

    Last Listing Agent Laura Teixeira NOBSKA REAL ESTATE LLC

    1450 Belfiore Way, Windermere, FL 34786
    • /2

      Est $1,131,667

      Not Listed For Sale

      14262 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,404 Sq Ft
      • Built 2025
      14262 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 0 Days On Market

  • /75

    $10,900,000

    $901K PRICE INCREASE
    • 6 Beds
    • 8 Baths
    • 6,783 Sq Ft

    6149 Grosvenor Shore Dr, Windermere, FL 34786

    Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6149 Grosvenor Shore Dr, Windermere, FL 34786
  • /25

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft
    • Townhouse for Rent

    11807 Vermillion Ave, Windermere, FL 34786

    A Rate School Zone and Beautiful brand like NEW TOWNHOUSE in Windermere Trails Community! This stunning 3 bedrooms, 2.5 bathrooms, and 2 car garage end of unit townhouse comes with high-end upgrades. The gourmet-style kitchen has new stainless steel appliances, neutral tile throughout the first floor. MASTER BEDROOM DOWNSTAIRS!! The Private Courtyard provides lots of space for entertaining guests

    Huimei Yang HANG SENG REALTY , INC

    11807 Vermillion Ave, Windermere, FL 34786
  • /2

    $13,200,000

    Sold Jun 05, 2026

    9121 Tibet Pointe Cir, Windermere, FL 34786

    • 6 Beds
    • 11 Baths
    • 11,071 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $1,192/SF
    • 5 Days On Market

    Current Estimated Value $6,326,666

    Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

    9121 Tibet Pointe Cir, Windermere, FL 34786
    • /2

      Est $1,080,487

      Not Listed For Sale

      14291 Crest Palm Ave, Windermere, FL 34786

      • 6 Beds
      • 4 Baths
      • 4,222 Sq Ft
      • Built 2024
      14291 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 0 Days On Market

  • /60

    $2,895,000

    $405K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,693 Sq Ft

    10870 Bayshore Dr, Windermere, FL 34786

    Set against the shimmering waters of Little Lake Down, this extraordinary lakefronthome offers an elevated expression of luxury living. Thoughtfully designed to maximizesweeping water views, the residence delivers a refined yet inviting atmosphere ideal forboth intimate living and grand entertaining. As you step inside you are greetedby a spacious open floor plan, highlighted by a

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    10870 Bayshore Dr, Windermere, FL 34786
  • /30

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    8838 Abbotsbury Dr, Windermere, FL 34786

    Sited in the Preserve at Lakes of Windermere, a gated community, this three-bedroom, two-bathroom home sits in a highly desirable location. This single-story home offers a bright, open-concept floor plan with a formal living room, dinning room, family room, kitchen and breakfast nook. The private master bathroom offers a garden tub, separate glassed shower, dual sinks and large walk-in closet.

    Maria Quintero STOCKWORTH REALTY GROUP

    8838 Abbotsbury Dr, Windermere, FL 34786
  • /2

    $405,000

    Sold Dec 22, 2025

    12838 Strode Ln, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $232/SF
    • 58 Days On Market

    Current Estimated Value $405,696

    Last Listing Agent Luis Leon Medina LA ROSA REALTY LLC

    12838 Strode Ln, Windermere, FL 34786
    • /2

      Est $1,067,126

      Not Listed For Sale

      14237 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,687 Sq Ft
      • Built 2025
      14237 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 0 Days On Market

  • /43

    $1,400,000

    • 5 Beds
    • 4 Baths
    • 3,164 Sq Ft

    11537 Claymont Cir, Windermere, FL 34786

    Stunning transitional home in sought after manned gated Keene’s Pointe Community of Windermere! This beautifully renovated home offers a modern, neutral palette with high-end finishes throughout. Step inside to a grand foyer leading to the formal dining room, where coffered ceilings and tall windows flood the space with natural light. The open-concept kitchen and living area is a chef’s dream,

    Julie Bettosini STOCKWORTH REALTY GROUP

    11537 Claymont Cir, Windermere, FL 34786
  • /29

    $3,500 Per Month

    • 5 Beds
    • 4.5 Baths
    • 2,874 Sq Ft
    • House for Rent

    1125 Lascala Dr, Windermere, FL 34786

    Mediterranean style property with five bedrooms, four and a half bathrooms on two floors in gated community. New flooring. One of the bedrooms is on the first floor next to a full bathroom, making it ideal to function as an office or guest suite. The remaining bedrooms are on the second floor with the master bedroom has crown molding and a huge walk-in closet. Fully equipped kitchen with granite

    Charles Woolley BHHS FLORIDA REALTY

    1125 Lascala Dr, Windermere, FL 34786
  • /2

    $2,100,000

    Sold Jun 10, 2026

    505 Jennifer Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,525 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $596/SF
    • 72 Days On Market

    Current Estimated Value $2,144,363

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    505 Jennifer Ln, Windermere, FL 34786
    • /2

      Est $407,131

      Not Listed For Sale

      11740 Water Run Aly, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,569 Sq Ft
      • Built 2016
      11740 Water Run Aly, Windermere, FL 34786

      Last Sold Summary

      • 26 Days On Market

  • /60

    $624,900

    $15K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,812 Sq Ft

    5224 Lemon Twist Ln, Windermere, FL 34786

    Welcome to one of the lowest-priced single-family home in the highly desirable Summerport community in Windermere. This well-maintained home features 4 bedrooms, 3.5 baths, a formal dining room, a private office, and a versatile loft/bonus space. Recent updates include a new roof (2021), fresh interior paint, and two new HVAC units (2023). The open-concept layout offers a spacious kitchen with

    Carmen Aridas RE/MAX PRIME PROPERTIES

    5224 Lemon Twist Ln, Windermere, FL 34786
  • /16

    $2,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,936 Sq Ft
    • Townhouse for Rent

    8602 Via Tavoleria Way, Windermere, FL 34786

    An exquisite, maintenance-free townhome is available for rent in the highly sought-after Carrington community of Windermere. This spacious 4-bedroom, 3.5-bathroom residence offers an ideal and flexible floor plan.The main level features a convenient guest bedroom with a full bathroom. Upstairs, you will find a bright loft and the remaining bedrooms, including the private primary suite. The

    Yukey Hoo U KEY REALTY

    8602 Via Tavoleria Way, Windermere, FL 34786
  • /2

    $1,900,000

    Sold Apr 23, 2026

    6330 Lake Burden View Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 4,460 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $426/SF
    • 30 Days On Market

    Current Estimated Value $1,901,541

    Last Listing Agent Karla Ryan WATSON REALTY CORP

    6330 Lake Burden View Dr, Windermere, FL 34786
    • /2

      Est $1,113,667

      Not Listed For Sale

      14304 Crest Palm Ave, Windermere, FL 34786

      • 5 Beds
      • 3.5 Baths
      • 3,764 Sq Ft
      • Built 2025
      14304 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 87 Days On Market

  • /31

    $675,000

    Open Sat 12PM - 4PM $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,108 Sq Ft

    13836 Bluebird Pond Rd, Windermere, FL 34786

    Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38

    Keith Gordon GET MORE OFFERS

    13836 Bluebird Pond Rd, Windermere, FL 34786
  • /16

    $2,600 Per Month

    • 3 Beds
    • 3 Baths
    • 1,891 Sq Ft
    • Townhouse for Rent

    12349 Via Derna Place, Windermere, FL 34786

    Beautiful large townhome in desirable Windermere/Carrington community. Brand-new flooring! 3 beds/3 full baths with one bedroom and bath on first floor. Granite kitchen with stainless steel appliances. Fenced patio and covered lanai with private garage access. Community pool and cabana just steps away. Enjoy nightly Disney fireworks from the neighborhood. Minutes to Disney Parks, Disney Springs,

    Ying Lee WORLD REALTY USA, INC

    12349 Via Derna Place, Windermere, FL 34786
  • /2

    $360,000

    Sold Jun 22, 2026

    14368 Desert Haven St Unit 4106, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 2013

    Last Sold Summary

    • $196/SF
    • 38 Days On Market

    Current Estimated Value $358,217

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    14368 Desert Haven St Unit 4106, Windermere, FL 34786
    • /2

      Est $1,066,297

      Not Listed For Sale

      14409 Crest Palm Ave, Windermere, FL 34786

      • 5 Beds
      • 3.5 Baths
      • 3,764 Sq Ft
      • Built 2025
      14409 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 50 Days On Market

Showing Results 321 - 360, Page 9 of 18

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