Windermere, FL Homes

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  $334,555

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

  8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786

  Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath CORNER UNIT condo in Lakeside at Lakes of Windermere. An expansive wrap-around screened porch embraces tranquil views and Florida breezes while providing an ideal space for morning coffee or evening relaxation. Inside, the open-concept layout features silestone countertops, cherry cabinets, and stainless

  

  Erin Aaron

  EXP REALTY LLC

  (689) 300-6265

  8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786
• Explore Windermere

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  /30

  $3,600 per month

  • 5 Beds
  • 4.5 Baths
  • 2,961 Sq Ft
  • House for Rent

  13154 Kegan St, Windermere, FL 34786

  The house has 4 Bedrooms and three and a half bath rooms, two of them are ensuite bedrooms with walk in closets and master bathrooms with double vanity. There IS another very big bonus room with bath room and walking closet on top of the garage. Which can be used as a bedroom or an office . In this way this house has 5 bedrooms and 4.5 bathrooms. Open floor concept. The kitchen includes an island

  

  Azim Manji

  WEICHERT REALTORS HALLMARK PRO

  (407) 565-9448

  13154 Kegan St, Windermere, FL 34786
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  $1,220,000 Sold Jan 23, 2026

  2828 Ingeborg Ct, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,190 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $382/SF
  • 40 Days On Market

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  2828 Ingeborg Ct, Windermere, FL 34786
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  Est $842,464 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,609 Sq Ft

  13303 Roskin Ln, Windermere, FL 34786

  13303 Roskin Ln, Windermere, FL 34786
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  $619,999

  • 4 Beds
  • 3.5 Baths
  • 2,720 Sq Ft

  8632 Abbotsbury Dr, 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 8632 Abbotsbury Drive, a beautifully situated 4-bedroom, 3.5-bath residence offering 2,720 square feet of heated living space in the heart of Windermere, one of Central Florida’s most desirable communities. This

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 232-4855

  8632 Abbotsbury Dr, Windermere, FL 34786
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  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,369 Sq Ft
  • Townhouse for Rent

  8804 Danforth Dr, Windermere, FL 34786

  Welcome to an end-unit townhome in the highly desirable Lakes of Windermere – Lake Reams Townhomes community. Located in the Windermere area near Disney, this home offers a truly special perk—enjoy evening views of Disney fireworks right from the bedroom and backyard. The first floor features a bright, open-concept layout where large windows fill the living, dining, and kitchen areas with natural

  

  Carrie Shawfield

  SHAWFIELD REALTY GROUP

  (689) 356-0141

  8804 Danforth Dr, Windermere, FL 34786
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  $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

  Last Listing Agent Laura Teixeira NOBSKA REAL ESTATE LLC

  1450 Belfiore Way, Windermere, FL 34786
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  /2

  Est $341,352 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  8259 Maritime Flag St Unit 6, Windermere, FL 34786

  8259 Maritime Flag St Unit 6, Windermere, FL 34786
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  $2,150,000 Pending

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

  647 Ridgewood Dr, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Windermere. On a rare 1.43-acre double lot with over 200 feet of

  

  Linda O'Grady

  PREMIER SOTHEBYS INT'L REALTY

  (689) 302-3809

  647 Ridgewood Dr, Windermere, FL 34786
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  $6,800 per month

  • 6 Beds
  • 4 Baths
  • 3,916 Sq Ft
  • House for Rent

  3302 Butler Bay Dr N, Windermere, FL 34786

  WELCOME HOME TO TO THIS SPACIOUS, BEAUTIFUL 2 STOREY HOME IN ONE OF ORLANDO'S MOST SOUGHT AFTER COMMUNITIES, "THE WINDERMERE CLUB'.THIS HOME SITS ON OVER AN ACRE OF PROPERTY AND IS SURROUNDED BY FLORIDA'S GORGEOUS NATURAL LANDSCAPE. PRIVACY, PRIVACY PRIVACY IN THIS BEAUTIFUL HOME. FROM THE MOMENT YOU ARRIVE HOME, YOU WILL BE GREETED BY THE EXPANSIVE DRIVEWAY AND THE GRANDUR OF THIS CUSTOM HOME'S

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (407) 809-1856

  3302 Butler Bay Dr N, Windermere, FL 34786
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  $680,000 Sold Aug 28, 2025

  4445 Blue Major Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,620 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $260/SF
  • 8 Days On Market

  Current Estimated Value $684,279

  Last Listing Agent Candace Tulensru WORTH CLARK REALTY

  4445 Blue Major Dr, Windermere, FL 34786
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  /2

  Est $1,593,271 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 4,506 Sq Ft

  5856 Marleon Dr, Windermere, FL 34786

  5856 Marleon Dr, Windermere, FL 34786
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  $609,000

  • 5 Beds
  • 4.5 Baths
  • 2,991 Sq Ft

  7401 Ella Ln, Windermere, FL 34786

  Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Freshly painted, and brand new luxury vinyl floors. Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate studio apartment offers privacy, abundant

  

  Kriselys Tapia

  SERHANT

  (407) 934-0478

  7401 Ella Ln, Windermere, FL 34786
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  $1,590 - $2,839 per month

  Citra at Windermere

  1 - 3 Beds

  11353 Citra Cir, Windermere, FL 34786

  Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay

  11353 Citra Cir, Windermere, FL 34786
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  $1,580,000 Sold Apr 28, 2025

  5310 Tildens Grove Blvd, Windermere, FL 34786

  • 4 Beds
  • 5.5 Baths
  • 3,957 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $399/SF
  • 35 Days On Market

  Current Estimated Value $1,571,927

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  5310 Tildens Grove Blvd, Windermere, FL 34786
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  Est $544,471 Not Listed For Sale

  13125 Filly Ct, Lake Butler, FL 34786

  13125 Filly Ct, Lake Butler, FL 34786
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  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  Back on market—buyer withdrew for personal reasons, not due to any home-related issues.Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (407) 519-3922

  3629 Lake Buynak Rd, Windermere, FL 34786
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  $4,995 per month

  • 5 Beds
  • 4.5 Baths
  • 3,934 Sq Ft
  • House for Rent

  8370 Lookout Point Dr, Windermere, FL 34786

  Lake view with sunset and the Disney fireworks from the private pool in your own backyard! A wonderful welcoming porch greets you as you enter the Hawthorne model. This home features a gourmet kitchen with expansive center island, tons of cabinet space, granite countertops, SS appliances, walk in pantry and eat in dining all open to a welcoming Great room, with upgraded flooring and carpet free

  Eileen Li TOPSKY REALTY INC

  8370 Lookout Point Dr, Windermere, FL 34786
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  $1,800,000 Sold Mar 06, 2025

  2925 Butler Bay Dr N, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Below List Price
  • $439/SF
  • 106 Days On Market

  Current Estimated Value $1,822,979

  Last Listing Agent Ryan Rogers REAL BROKER, LLC

  2925 Butler Bay Dr N, Windermere, FL 34786
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  /2

  Est $311,271 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  11565 Mizzon Dr Unit 804, Windermere, FL 34786

  11565 Mizzon Dr Unit 804, Windermere, FL 34786
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  $729,000

  • 4 Beds
  • 3.5 Baths
  • 2,594 Sq Ft

  13519 Bicton Ln, Windermere, FL 34786

  Luxury Windermere Home for Sale in Gated Community with New Roof & Windows!Welcome to this stunning 4-bedroom, 3-bathroom home in a sought-after gated Windermere community, offering nearly 3,000 square feet of beautifully designed living space, a 3-car garage, NEW ROOF and NEW WINDOWS. Enjoy nightly Walt Disney World firework views from the front porch and relax in your private backyard

  

  Tiphany Weeks

  DIAMOND REAL ESTATE GROUP

  (407) 974-7651

  13519 Bicton Ln, Windermere, FL 34786
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  $1,777 - $3,502 per month

  Venetian Isle

  1 - 3 Beds

  6506 San Francesco Way, Windermere, FL 34786

  A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication youll find awe-inspiring day and night.

  6506 San Francesco Way, Windermere, FL 34786
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  $750,000 Sold Sep 18, 2025

  14654 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,094 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $242/SF
  • 44 Days On Market

  Current Estimated Value $749,350

  Last Listing Agent Elijah Lewis FLORIDA IN MOTION REALTY INC

  14654 Yellow Butterfly Rd, Windermere, FL 34786
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  /2

  Est $612,162 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,460 Sq Ft

  8311 Lookout Pointe Dr, Windermere, FL 34786

  8311 Lookout Pointe Dr, 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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  $1,400 per month

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

  8347 Lookout Pointe Dr, Windermere, FL 34786

  Luxury 1 Bedroom / 1 Bathroom Condo for RentExperience elevated living in this private, studio-style condo located above the garage. Designed for comfort and style, this beautifully maintained residence features in-unit washer and dryer, central A/C and heating, and private driveway parking.Set within a highly desirable A-rated school zone, the home is just minutes from upscale shopping,

  Jackie Yuan JHY REALTY INVESTMENTS, LLC

  8347 Lookout Pointe Dr, Windermere, FL 34786
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  $2,350,000 Sold Oct 14, 2025

  1003 Oakdale St, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 4,599 Sq Ft
  • Built 2003

  Last Sold Summary

  • 22% Below List Price
  • $511/SF
  • 280 Days On Market

  Current Estimated Value $2,360,180

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  1003 Oakdale St, Windermere, FL 34786
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  Est $733,445 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  13212 Orange Isle Dr, Windermere, FL 34786

  13212 Orange Isle Dr, 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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  $1,685 - $3,720 per month

  Addison At Windermere

  1 - 3 Beds

  13644 Tortona Ln, Windermere, FL 34786

  Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

  13644 Tortona Ln, Windermere, FL 34786
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  $1,000,000 Sold Jun 26, 2025

  11415 N Camden Commons Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,034 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $330/SF
  • 15 Days On Market

  Current Estimated Value $1,045,721

  Last Listing Agent Christina Fata REAL BROKER, LLC

  11415 N Camden Commons Dr, Windermere, FL 34786
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  Est $882,634 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,951 Sq Ft

  11640 Hampstead St, Windermere, FL 34786

  11640 Hampstead St, Windermere, FL 34786
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  $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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  $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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  $753,000 Sold Jan 21, 2026

  11660 Delwick Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,051 Sq Ft
  • Built 2004

  Last Sold Summary

  • 16% Below List Price
  • $247/SF
  • 146 Days On Market

  Last Listing Agent Natalie Rosario FATHOM REALTY FL LLC

  11660 Delwick Dr, Windermere, FL 34786
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  Est $1,871,229 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,002 Sq Ft

  3126 Seigneury Dr, Windermere, FL 34786

  3126 Seigneury Dr, Windermere, FL 34786
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  $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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  $2,095 - $3,545 per month

  Arya at Windermere

  1 - 2 Beds

  1231 Arya Way, Ocoee, FL 34761

  Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

  1231 Arya Way, Ocoee, FL 34761
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  $849,000 Sold Dec 09, 2025

  11108 Ledgement Ln Unit 2, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,024 Sq Ft
  • Built 2003

  Last Sold Summary

  • $281/SF
  • 3 Days On Market

  Last Listing Agent Terrie Giles KELLER WILLIAMS CLASSIC

  11108 Ledgement Ln Unit 2, Windermere, FL 34786
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  Est $803,033 Not Listed For Sale

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

  13121 Zori Ln, Windermere, FL 34786

  13121 Zori Ln, Windermere, FL 34786

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