Windermere, FL Homes

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  $1,480,000

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  17538 Black Rail St, Windermere, FL 34786

  Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (689) 312-9273

  17538 Black Rail St, Windermere, FL 34786
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  /17

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Townhouse for Rent

  12458 Langstaff Dr, Windermere, FL 34786

  SPACIOUS TOWNHOME NESTLED IN THE HEART OF WINDERMERE, WHERE THE FINEST SCHOOLS, SHOPPING CENTERS, AND RESTAURANTS ARE PARAMOUNT. FANTASTIC VIEW OF THE WELL-PRESERVED CONSERVATION AREA NESTLED BEHIND THE PROPERTY, PERFECT FOR NATURE LOVERS. TWO CAR GARAGE. CONDO FEATURES AN OPEN FLOOR PLAN, A SPACIOUS LIVING AND DINING ROOM. KITCHEN HAS GRANITE COUNTERS, ISLAND AND FULL SIZE UTILITY ROOM. GOOD

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  12458 Langstaff Dr, Windermere, FL 34786
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  $430,000 Sold Mar 24, 2025

  8757 Via Tavoleria Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Below List Price
  • $218/SF
  • 31 Days On Market

  Current Estimated Value $441,390

  Last Listing Agent Nathan Jacoby YOUNG REAL ESTATE

  8757 Via Tavoleria Way, Windermere, FL 34786
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  /2

  Est $1,458,246 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,468 Sq Ft

  11321 Camden Park Dr, Windermere, FL 34786

  11321 Camden Park Dr, Windermere, FL 34786
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  $1,435,000

  • 7 Beds
  • 4.5 Baths
  • 4,563 Sq Ft

  11658 Hampstead St, Windermere, FL 34786

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 319-8390

  11658 Hampstead St, Windermere, FL 34786
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  $1,770 - $5,785 per month

  MAA Crosswater

  1 - 3 Beds

  7826 Crosswater Trail, Windermere, FL 34786

  TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

  7826 Crosswater Trail, Windermere, FL 34786
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  $750,000 Sold Mar 06, 2025

  0 Winter Garden Vineland Rd, Windermere, FL 34786

  • Land
  • 1.28 Acres
  • $585,938 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 101 Days On Market

  Last Listing Agent Eduardo Pavone ON ME REALTY

  0 Winter Garden Vineland Rd, Windermere, FL 34786
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  /2

  Est $6,293,182 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,289 Sq Ft

  Unlisted Address

  Unlisted Address
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  /51

  $645,000

  • 3 Beds
  • 2.5 Baths
  • 3,094 Sq Ft

  6734 Bridgewater Village Rd, Windermere, FL 34786

  LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Vineyards of Horizon West community offers modern design, a private conservation view, and top-rated Windermere schools - all under $700K. Step inside to discover a spacious open-concept floor plan featuring acacia

  

  Alexis Bress

  EXP REALTY LLC

  (689) 345-8480

  6734 Bridgewater Village Rd, Windermere, FL 34786
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  $16,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,507 Sq Ft
  • House for Rent

  4326 Isabella Cir, Windermere, FL 34786

  Welcome to Windermere! The designer-decorated Villa Milano model home presents the utmost in luxury at the exclusive and gated Casabella Community. This corner lot, spacious residence is full with high-end features throughout the home, including solar panels, custom built-ins in the family room, wet bar and private study. Stone and wood flooring, soaring windows with custom window treatments.

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  4326 Isabella Cir, Windermere, FL 34786
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  $1,180,000 Sold Mar 25, 2025

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

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $482/SF
  • 18 Days On Market

  Current Estimated Value $1,149,681

  Last Listing Agent Sue Webb WATSON REALTY CORP.

  3302 Just-A-mere Ct, Windermere, FL 34786
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  Est $3,098,842 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,972 Sq Ft

  11048 Bridge House Rd, Windermere, FL 34786

  11048 Bridge House Rd, Windermere, FL 34786
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  $1,249,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,505 Sq Ft

  10442 Birch Tree Ln, Windermere, FL 34786

  Under contract-accepting backup offers. Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. • High ceilings and abundant windows fill the home with natural light.

  

  Lisa Ratanasirintrawoot

  CHARLES RUTENBERG REALTY ORLANDO

  (407) 573-7471

  10442 Birch Tree Ln, Windermere, FL 34786
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  $1,728 - $4,743 per month

  MAA Windermere

  1 - 3 Beds

  11598 Lachlan Ln, Windermere, FL 34786

  TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

  11598 Lachlan Ln, Windermere, FL 34786
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  $862,000 Sold Jan 08, 2026

  299 W 4th Ave, Mount Dora, FL 32757

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $358/SF
  • 35 Days On Market

  Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

  299 W 4th Ave, Mount Dora, FL 32757
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  Est $1,512,389 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,787 Sq Ft

  216 Magnolia St, Windermere, FL 34786

  216 Magnolia St, Windermere, FL 34786
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  $2,650,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 6,248 Sq Ft

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Experience luxury waterfront living in the prestigious guard gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5-bedroom ensuites and a full pool bath with shower and

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (689) 312-8950

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786
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  $4,400 per month

  • 5 Beds
  • 3.5 Baths
  • 3,085 Sq Ft
  • House for Rent

  4315 Saltmarsh Sparrow Dr, Windermere, FL 34786

  Located in the highly sought after Windermere area within the beautiful Summerport community, this outstanding two story residence offers an exceptional amount of living space with five bedrooms, three full bathrooms, and a convenient half bath, perfect for families and entertaining guests.The open and airy floor plan is filled with natural light and features a spacious kitchen, generous

  Samantha Gil ORLANDO BROTHERS REAL ESTATE LLC

  4315 Saltmarsh Sparrow Dr, Windermere, FL 34786
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  $599,000 Sold May 21, 2025

  6963 Northwich Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 3,068 Sq Ft
  • Built 2007

  Last Sold Summary

  • $195/SF
  • 3 Days On Market

  Current Estimated Value $613,720

  Last Listing Agent Simi Lakhani KELLER WILLIAMS CLASSIC

  6963 Northwich Dr, Windermere, FL 34786
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  Est $748,872 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,935 Sq Ft

  12995 Westside Village Loop, Windermere, FL 34786

  12995 Westside Village Loop, Windermere, FL 34786
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  /91

  $995,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,843 Sq Ft

  11550 Delwick Dr, Windermere, FL 34786

  Under contract-accepting backup offers. **Experience luxury living in this beautifully renovated and freshly painted 5-bedroom, 3-bathroom home, featuring engineered hardwood flooring throughout and a spectacular private pool. Located in the highly desirable, 24-hour guard-gated Reserve at Belmere community in Windermere, this fully renovated home with modern upgrades offers a formal living room,

  

  Constantino Trimarcchi

  TRIMARCHI REALTY CORP

  (407) 972-4110

  11550 Delwick Dr, Windermere, FL 34786
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  /25

  $1,459 - $2,478 per month

  Casa Mirella

  1 - 3 Beds

  101 Casa Mirella Way, Windermere, FL 34786

  Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

  101 Casa Mirella Way, Windermere, FL 34786
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  $1,130,000 Sold Apr 29, 2025

  2026 Willow Lauren Ln, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,419 Sq Ft
  • Built 1994

  Last Sold Summary

  • 10% Below List Price
  • $331/SF
  • 40 Days On Market

  Current Estimated Value $1,133,974

  Last Listing Agent Adam Eisen PLATINUM REALTY GROUP FLORIDA INC

  2026 Willow Lauren Ln, Windermere, FL 34786
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  /87

  Est $776,904 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,512 Sq Ft

  4313 Blue Major Dr, Windermere, FL 34786

  4313 Blue Major Dr, Windermere, FL 34786
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  /40

  $3,690,000

  • 4 Beds
  • 4.5 Baths
  • 3,365 Sq Ft

  5050 Isleworth Country Club Dr, Windermere, FL 34786

  Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (407) 807-6191

  5050 Isleworth Country Club Dr, Windermere, FL 34786
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  /23

  $2,900 per month

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft
  • House for Rent

  12536 Climbing Vine Ct, Windermere, FL 34786

  A SPACIOUS two-story home with 3 bedrooms,2.5 baths, huge size loft and a two-car garage. This home offers an open floor plan with an expansive great room featuring an elegant display of windows to create a naturally luminous home, casual dining area, and kitchen. The casual dining area allows outdoor access to a lanai and the kitchen provides plenty of counter space as well as an oversized

  Yan Zuo EAST PEARL REALTY

  12536 Climbing Vine Ct, Windermere, FL 34786
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  $389,000 Sold Nov 07, 2025

  6327 Southbridge St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,490 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $261/SF
  • 169 Days On Market

  Last Listing Agent Vanessa Lee COLDWELL BANKER REALTY

  6327 Southbridge St, Windermere, FL 34786
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  Est $2,820,811 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,227 Sq Ft

  1336 Lake Olivia Ln, Windermere, FL 34786

  1336 Lake Olivia Ln, Windermere, FL 34786
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  $2,000,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,685 Sq Ft

  6564 Lagoon St, Windermere, FL 34786

  Under contract-accepting backup offers. Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (407) 901-5358

  6564 Lagoon St, Windermere, FL 34786
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  /35

  $1,641 - $2,697 per month

  Talcott at Windermere

  1 - 3 Beds

  5820 Nature View Dr, Windermere, FL 34786

  With thoughtful design and exclusive amenities, Talcott at Windermere, is your premier destination for luxury living in Windermere, Florida! Our luxury one, two, and three-bedroom apartments, ranging up to 1,380 square feet, redefine luxury with a range of modern interior features. Step into a home with soaring 9 foot ceilings, a stylish two-tone paint scheme, wood-style flooring, and AirPlay

  5820 Nature View Dr, Windermere, FL 34786
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  $750,000 Sold Nov 12, 2025

  13254 Penshurst Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,720 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $202/SF
  • 96 Days On Market

  Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

  13254 Penshurst Ln, Windermere, FL 34786
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  /30

  Est $895,060 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,690 Sq Ft

  8460 Elba Isle Ct, Windermere, FL 34786

  8460 Elba Isle Ct, Windermere, FL 34786
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  /50

  $680,000

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  6712 Thornhill Cir, Windermere, FL 34786

  With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

  Brad Young HOMEVEST REALTY

  6712 Thornhill Cir, Windermere, FL 34786
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  $3,400 per month

  • 4 Beds
  • 2.5 Baths
  • 2,369 Sq Ft
  • House for Rent

  13790 Ingelnook Dr, Windermere, FL 34786

  Welcome to The Vineyards at Horizon West, an exceptional community located in Windermere. Make yourself at home with this magnificent home featuring all the amenities you would expect to find in the best of homes. Situated on a premium pond view lot and across the street to the community pool this home with great curb appeal offers so much. This energy efficient home has a spacious open floor

  Deisi Oliveira MS LAND & BUILDING LLC

  13790 Ingelnook Dr, Windermere, FL 34786
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  $1,000,000 Sold Oct 27, 2025

  5235 W Lake Butler Rd, Windermere, FL 34786

  • Land
  • 0.68 Acre
  • $1,470,588 per Acre

  Last Sold Summary

  • 53% Below List Price
  • 211 Days On Market

  Current Estimated Value $1,040,160

  Last Listing Agent Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

  5235 W Lake Butler Rd, Windermere, FL 34786
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  Est $1,410,362 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 4,634 Sq Ft

  7431 Lake Albert Dr, Windermere, FL 34786

  7431 Lake Albert Dr, Windermere, FL 34786
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  $885,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 2,115 Sq Ft

  416 Magnolia St, Windermere, FL 34786

  Under contract-accepting backup offers. Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come

  Judy Black UPSIDE REAL ESTATE INC

  416 Magnolia St, Windermere, FL 34786
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  /18

  $4,100 per month

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  13318 Longacre Dr, Windermere, FL 34786

  Property Id: 2360528Dream Home 7 mins from Disney Parks & its Nightly Fireworks & near Universal & all that Florida has to offer! Come enjoy your new 10' ceiling Florida Dream Home with Walt Disney World & Magic Kingdom FIREWORKS in your backyardStunning Windermere Home for Rent A Must-See!This spacious, open-concept home boasts a versatile office that can easily

  13318 Longacre Dr, Windermere, FL 34786
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  $582,000 Sold Feb 21, 2025

  13751 Eden Isle Blvd, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 2004

  Last Sold Summary

  • $216/SF
  • 1 Day On Market

  Current Estimated Value $608,423

  Last Listing Agent Logan Coon KELLER WILLIAMS WINTER PARK

  13751 Eden Isle Blvd, Windermere, FL 34786
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  /2

  Est $672,230 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,750 Sq Ft

  13772 Ingelnook Dr, Windermere, FL 34786

  13772 Ingelnook Dr, Windermere, FL 34786

Showing Results 41 - 80, Page 2 of 18