16,549

Windermere, FL Homes

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  • /2

    $1,039,091

    New Construction $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,740 Sq Ft

    14353 Crest Palm Ave, Windermere, FL 34786

    Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,740 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    14353 Crest Palm Ave, Windermere, FL 34786
  • /16

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,077 Sq Ft
    • House for Rent

    1363 Glenwick Dr, Windermere, FL 34786

    New photos coming soon! Gorgeous 3-bedroom, 2-bath home in Windermere located inside the gated and guarded Reserve at Belmere. This residence features a two-car garage, paved driveway and entry, and a manicured lawn. Fully renovated kitchen and new wood laminate flooring in living areas. Enjoy a screen-enclosed private pool and easy access to on-site recreational amenities including a community

    1363 Glenwick Dr, Windermere, FL 34786
  • /2

    $718,000

    Sold Oct 20, 2025

    12755 Westside Village Loop, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,064 Sq Ft
    • Built 2018

    Last Sold Summary

    • 12% Below List Price
    • $234/SF
    • 142 Days On Market

    Current Estimated Value $734,884

    Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

    12755 Westside Village Loop, Windermere, FL 34786
    • /2

      Est $850,496

      Not Listed For Sale

      13302 Roskin Ln, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,424 Sq Ft
      • Built 2011
      13302 Roskin Ln, Windermere, FL 34786

      Last Sold Summary

      • 10 Days On Market

  • /30

    $1,545,000

    $50K PRICE DROP
    • Land
    • 2.12 Acres
    • $728,774 per Acre

    10948 Down Park Ln, Windermere, FL 34786

    LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    10948 Down Park Ln, Windermere, FL 34786
  • /15

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,614 Sq Ft
    • Townhouse for Rent

    7283 Penkridge Ln, Windermere, FL 34786

    New AC Installed.Freshly painted house.Some appliances are new. Beautiful townhouse located in the highly desirable Windermere Sound community in Windermere. Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering the perfect blend of comfort, style, and convenience. Perfect for relaxing or entertaining. Step inside to find gorgeous ceremic tiles and an open living

    Monza Adnan OLYMPUS EXECUTIVE REALTY INC

    7283 Penkridge Ln, Windermere, FL 34786
  • /2

    $825,000

    Sold Feb 11, 2026

    1735 Maple Leaf Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,771 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 3 Days On Market

    Current Estimated Value $825,460

    Last Listing Agent Frank Del Toro REVEL REALTY LLC

    1735 Maple Leaf Dr, Windermere, FL 34786
    • /67

      Est $1,703,487

      Not Listed For Sale

      1220 Estancia Woods Loop, Windermere, FL 34786

      • 4 Beds
      • 5 Baths
      • 4,007 Sq Ft
      • Built 2018
      1220 Estancia Woods Loop, Windermere, FL 34786

      Last Sold Summary

      • 72 Days On Market

  • /65

    $627,900

    • 4 Beds
    • 3 Baths
    • 3,001 Sq Ft

    6601 Duncaster St, Windermere, FL 34786

    ***Seller will contribute a $20,000 credit toward the cost of roof replacement at closing***Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch

    Agent Photo

    Wenyu Wang

    ANTS REALTY LLC

    6601 Duncaster St, Windermere, FL 34786
  • /15

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • House for Rent

    9142 Sabal Palm Cir, Windermere, FL 34786

    For Rent 9142 Sabal Palm Circle, Windermere, FLDeposit: $2950 Rent: $2950Beautiful 3-bedroom, 2-bath pool home featuring an open floor plan, updated kitchen with stainless steel appliances, tile flooring throughout, a split-bedroom layout, 2-car garage, and a fully fenced backyard with a screened-in pool.Ideally located just minutes from Walt Disney World, Winter Garden

    9142 Sabal Palm Cir, Windermere, FL 34786
  • /2

    $1,500,000

    Sold Apr 29, 2026

    11821 Waterstone Loop Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,447 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $435/SF
    • 7 Days On Market

    Current Estimated Value $1,514,934

    Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

    11821 Waterstone Loop Dr, Windermere, FL 34786
    • /17

      Est $662,661

      Not Listed For Sale

      1348 Lake Olivia Ln, Windermere, FL 34786

      • Built 2018
      1348 Lake Olivia Ln, Windermere, FL 34786

      Last Sold Summary

      • 530 Days On Market

  • /24

    $750,000

    $25K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 3,597 Sq Ft

    13145 Zori Ln, Windermere, FL 34786

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the

    Agent Photo

    Toni Marie Cafferty

    COMPASS FLORIDA LLC

    13145 Zori Ln, Windermere, FL 34786
  • /58

    $3,300 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft
    • House for Rent

    11531 Charnock Dr, Windermere, FL 34786

    A must-see magnificent home! The highly sought Emerson Model with 4 bedrooms and 2.5 bathrooms located in Westside Village close to everything! An open concept, two (2) car garage, and countless upgrades! Here are just a few of the upgrades that make this home nothing less than amazing. 1. Full Solar with Battery backup completely paid for producing net zero energy expenses yearly. 2. Porcelain

    Joseph Thomas, Jr FATHOM REALTY FL LLC

    11531 Charnock Dr, Windermere, FL 34786
  • /2

    $535,000

    Sold Jun 18, 2026

    11486 Misty Oak Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $274/SF
    • 24 Days On Market

    Current Estimated Value $544,902

    Last Listing Agent Kikuko Moribe CENTURY 21 CARIOTI

    11486 Misty Oak Aly, Windermere, FL 34786
    • /2

      Est $541,512

      Not Listed For Sale

      6315 Golden Dewdrop Trail, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,984 Sq Ft
      • Built 2012
      6315 Golden Dewdrop Trail, Windermere, FL 34786

      Last Sold Summary

      • 46 Days On Market

  • /80

    $2,650,000

    • 5 Beds
    • 5.5 Baths
    • 5,433 Sq Ft

    1408 Lake Whitney Dr, Windermere, FL 34786

    Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry. Upon arrival, an impressive entryway opens to the foyer

    Agent Photo

    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    1408 Lake Whitney Dr, Windermere, FL 34786
  • /2

    $2,695 Per Month

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • House for Rent

    7454 Tattant Blvd, Windermere, FL 34786

    Discover 7454 Tattant Blvd -PM in Windermere, FL: a well-maintained single-story home offering 3 bedrooms and 2 bathrooms. The residence features no carpet throughout, a fantastic screened lanai for outdoor living, and a large fenced yard ideal for privacy and activities. Located in a sought-after area with community amenities and a walking trail directly behind the home, this property combines

    7454 Tattant Blvd, Windermere, FL 34786
  • /2

    $966,400

    Sold Oct 17, 2025

    11508 Delwick Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,206 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Below List Price
    • $301/SF
    • 144 Days On Market

    Current Estimated Value $959,324

    Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

    11508 Delwick Dr, Windermere, FL 34786
  • /3

    $7,999,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 8,038 Sq Ft

    9317 Gladys Garden Ct, Windermere, FL 34786

    Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes

    Agent Photo

    Robert Welker, III

    CORCORAN PREMIER REALTY

    9317 Gladys Garden Ct, Windermere, FL 34786
  • /39

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Townhouse for Rent

    5513 Somersby Rd, Windermere, FL 34786

    Available June 10, 2026! Schedule a showing for this charming 3 bed 2 bath with a loft today!2 car garage and wonderfully maintained!Located in the beautiful town of Windermere in SummerPort; this community features lake access, beautiful tree lined streets, fitness center, playground, pool, tennis courts, basketball courts, park and clubhouse!Lawn care included in rent.Tenant

    Jennifer Linton METRO CITY REALTY

    5513 Somersby Rd, Windermere, FL 34786
  • /2

    $1,699,000

    Sold Mar 10, 2026

    13120 Zori Ln, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 4,329 Sq Ft
    • Built 2005

    Last Sold Summary

    • $392/SF
    • 2 Days On Market

    Current Estimated Value $1,678,701

    Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

    13120 Zori Ln, Windermere, FL 34786
    • /2

      Est $3,076,203

      Not Listed For Sale

      4124 Isabella Cir, Windermere, FL 34786

      • 6 Beds
      • 8 Baths
      • 6,842 Sq Ft
      • Built 2016
      4124 Isabella Cir, Windermere, FL 34786

      Last Sold Summary

      • 59 Days On Market

  • /42

    $1,049,990

    New Construction Open Sat 1PM - 5PM $65K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    14371 Crest Palm Ave, Windermere, FL 34786

    Virtually Staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    14371 Crest Palm Ave, Windermere, FL 34786
  • /10

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 Maritime Flag St, Windermere, FL 34786
  • /2

    $1,650,000

    Sold Feb 17, 2026

    9922 Brentford Ct, Windermere, FL 34786

    • 6 Beds
    • 4 Baths
    • 3,894 Sq Ft
    • Built 2000

    Last Sold Summary

    • 13% Below List Price
    • $424/SF
    • 164 Days On Market

    Current Estimated Value $1,677,475

    Last Listing Agent Shane Croft COLDWELL BANKER REALTY

    9922 Brentford Ct, Windermere, FL 34786
    • /43

      Est $552,835

      Not Listed For Sale

      11650 Black Rail St, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft
      • Built 2012
      11650 Black Rail St, Windermere, FL 34786

      Last Sold Summary

      • 1 Day On Market

  • /51

    $1,166,990

    New Construction $10K PRICE DROP Pending
    • 6 Beds
    • 4 Baths
    • 3,550 Sq Ft

    14383 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. 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

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    14383 Crest Palm Ave, Windermere, FL 34786
  • /27

    $3,100 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • House for Rent

    12784 Garridan Ave, Windermere, FL 34786

    Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole house. Master

    Jacky Liu YORK MILLS REALTY LLC

    12784 Garridan Ave, Windermere, FL 34786
  • /2

    $730,000

    Sold Aug 15, 2025

    9025 Horizon Pointe Trail, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,264 Sq Ft
    • Built 2014

    Last Sold Summary

    • 1% Below List Price
    • $224/SF
    • 19 Days On Market

    Current Estimated Value $737,679

    Last Listing Agent Erin Fang FLORIDA REALTY INVESTMENTS

    9025 Horizon Pointe Trail, Windermere, FL 34786
    • /59

      Est $2,696,955

      Not Listed For Sale

      13340 Bellaria Cir, Windermere, FL 34786

      • 6 Beds
      • 8 Baths
      • 6,803 Sq Ft
      • Built 2015
      13340 Bellaria Cir, Windermere, FL 34786

      Last Sold Summary

      • 5 Days On Market

  • /67

    $1,859,000

    $241K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 5,430 Sq Ft

    9057 Balmoral Mews Square, Windermere, FL 34786

    Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

    Ryan Rogers REAL BROKER, LLC

    9057 Balmoral Mews Square, Windermere, FL 34786
  • /18

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • New Windermere Rental

    8623 Via Trieste Dr, Windermere, FL 34786

    Available August 1st! Garage apartment located in Windermere. Kitchen features granite counters, stainless appliances, walk-in closet, washer and dryer. Utilities included! Access to community pool. Schedule a private showing today!

    8623 Via Trieste Dr, Windermere, FL 34786
  • /2

    $330,000

    Sold Oct 22, 2025

    11565 Mizzon Dr Unit 208, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $229/SF
    • 10 Days On Market

    Current Estimated Value $327,103

    Last Listing Agent Gisele Abrantes Trautman DALTON WADE INC

    11565 Mizzon Dr Unit 208, Windermere, FL 34786
    • /64

      Est $838,119

      Not Listed For Sale

      12851 Westside Village Loop, Windermere, FL 34786

      • 5 Beds
      • 3.5 Baths
      • 3,694 Sq Ft
      • Built 2018
      12851 Westside Village Loop, Windermere, FL 34786

      Last Sold Summary

      • 94 Days On Market

  • /30

    $629,900

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,147 Sq Ft

    13622 Darchance Rd, Windermere, FL 34786

    Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding

    Javin Lopez AVANTI WAY REALTY LLC

    13622 Darchance Rd, Windermere, FL 34786
  • /51

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft
    • Townhouse for Rent

    14392 Bridgewater Crossings Blvd, Windermere, FL 34786

    Location, Location, Location! Amazing 3 bedroom 2.5 bath, 2 story townhome located directly accross the street from the park in Summerport! Windermere!! Super clean, updated townhouse. Wood floors throughout. Stainless Steel appliances. Master is on the bottom floor. Second floor features a loft, as well as 2 bedrooms and a bathroom. 2 car rear entry garage. Sit back on your front porch with your

    Aleem Kanji CROWN REALTY COMPANY

    14392 Bridgewater Crossings 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 $494,642

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    7837 Berkshire Oak Aly, Windermere, FL 34786
    • /2

      Est $533,199

      Not Listed For Sale

      6054 Roseate Spoonbill Dr, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,984 Sq Ft
      • Built 2011
      6054 Roseate Spoonbill Dr, Windermere, FL 34786

      Last Sold Summary

      • 26 Days On Market

Showing Results 121 - 160, Page 4 of 18

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