Windermere, FL Homes

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  $1,200,000 Pending

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

  2828 Ingeborg Ct, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out with a circular driveway that flows into a full side

  

  Tiffany Pantozzi

  ALIGN REAL ESTATE LLC

  (689) 314-6947

  2828 Ingeborg Ct, Windermere, FL 34786
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  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,419 Sq Ft
  • House for Rent

  14217 Bridgewater Crossings Blvd, Windermere, FL 34786

  Don't miss out on this 4 bedroom 3 bathrooms in the tranquil Summerport community in Windermere. The first floor consists of the Kitchen, dining, family room, living room, the Master bedroom and the 3 other bedrooms and the guest bathroom. The second floor consists of the large loft, closets and a full bathroom. Don’t miss your chance to experience exceptional living very close to Keenes Crossing

  

  Azim Manji

  WEICHERT REALTORS HALLMARK PRO

  (407) 378-1123

  14217 Bridgewater Crossings Blvd, 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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  Est $851,760 Not Listed For Sale

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

  10903 Ledgement Ln, Windermere, FL 34786

  10903 Ledgement Ln, Windermere, FL 34786
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  $2,150,000

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

  647 Ridgewood Dr, Windermere, FL 34786

  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 prime shoreline on Lake Down, this

  

  Linda O'Grady

  PREMIER SOTHEBYS INT'L REALTY

  (689) 302-3809

  647 Ridgewood Dr, Windermere, FL 34786
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  $3,200 per month

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft
  • House for Rent

  11551 Via Lucerna Cir, Windermere, FL 34786

  Light and bright, refreshed 4 bedroom 2.5 bath single family home for rent in gated Belmere community. Close to the 408, turnpike, all amenities and downtown Windermere. No carpets here just tile floors throughout. Kitchen is open to family room which has sliders to the beautifully landscaped completely fenced in backyard. Primary suite has trey ceilings and additional space for a nursery, home

  

  Jessica McKinney

  FLORIDA REALTY EXCHANGE LLC

  (407) 743-8799

  11551 Via Lucerna Cir, 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 $668,529

  Last Listing Agent Candace Tulensru WORTH CLARK REALTY

  4445 Blue Major Dr, Windermere, FL 34786
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  /2

  Est $2,352,306 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,195 Sq Ft

  10227 Trout Rd, Orlando, FL 32836

  10227 Trout Rd, Orlando, FL 32836
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  $759,900

  • 4 Beds
  • 3 Baths
  • 2,425 Sq Ft

  7167 Beek St, Windermere, FL 34786

  One or more photo(s) has been virtually staged. WELCOME TO YOUR DREAM WATERFRONT RETREAT! THIS STUNNING ONE-STORY HOME OFFERS 4 BEDROOMS, 3 BATHS, AND A 3-CAR GARAGE, ALL PERFECTLY DESIGNED FOR COMFORT AND STYLE. ENJOY A LARGE SOLAR HEATED SCREENED POOL (30x14) WITH PAVER DECKING AND RELAX WITH PEACEFUL WATER VIEWS—NO REAR NEIGHBORS! THE COMMUNITY WALKWAY AROUND THE WATER INVITES YOU TO UNWIND

  

  Ron Hernquist

  RE/MAX CENTRAL REALTY

  (689) 399-2143

  7167 Beek St, Windermere, FL 34786
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  $1,669 - $2,692 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 $1,572,049

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  5310 Tildens Grove Blvd, Windermere, FL 34786
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  /2

  Est $877,871 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,782 Sq Ft

  11384 Shandon Park Way, Windermere, FL 34786

  11384 Shandon Park Way, Windermere, FL 34786
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  $515,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,149 Sq Ft

  12136 Canyon Sun Trail, Windermere, FL 34786

  ***The Veranda on Canyon Sun***A day in the life — where sunlight, serenity, and thoughtful design meet.***Morning begins on the wide, covered Craftsman-style front porch, where you can sip coffee and take in the park view across the green. A gentle breeze moves through the trees as joggers and dog walkers pass along the trail — a scene that captures the peaceful charm of Windermere

  

  Karan Wienker

  COLDWELL BANKER REALTY

  (689) 336-3849

  12136 Canyon Sun Trail, Windermere, FL 34786
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  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  12958 Vennetta Way, Windermere, FL 34786

  Absolutely stunning 3BD/2.5BTH 1,644 sqft end unit townhome in Berkshire Park subdivision of Windermere! Prime location, centrally located, corner lot. Near Disney attractions and to the Winter Garden Village for shopping and dining. Property features ceramic tile on main floor, SS appliances, granite counter tops, just to name a few of the many upgrades. French doors leading out to private patio

  Fayola Adgar THE LISTING REAL ESTATE MANAGEMENT

  12958 Vennetta Way, 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 $1,844,049

  Last Listing Agent Ryan Rogers EXP REALTY LLC

  2925 Butler Bay Dr N, Windermere, FL 34786
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  Est $588,331 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  628 Forest St, Windermere, FL 34786

  628 Forest St, Windermere, FL 34786
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  $629,000

  • 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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  $1,621 - $3,661 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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  Est $4,097,685 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,115 Sq Ft

  5092 Isleworth Country Club Dr, Windermere, FL 34786

  5092 Isleworth Country Club Dr, Windermere, FL 34786
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  $2,650,000 Pending

  • 5 Beds
  • 8 Baths
  • 7,621 Sq Ft

  9905 Lanai View Ct, Windermere, FL 34786

  Under contract-accepting backup offers. BACK ON THE MARKET - BUYERS' FINANCE FELL THROUGH. Welcome to a home that isn’t just designed—it’s curated. Tucked behind the gates of one of Central Florida’s most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you pause. Nearly 7,000 square feet of single-level, custom-crafted living plus more than 800 square feet

  

  Bent Danholm

  MAXIM REALTY ORLANDO

  (407) 512-8409

  9905 Lanai View Ct, Windermere, FL 34786
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  $2,350 per month

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft
  • Townhouse for Rent

  8716 Danforth Dr, Windermere, FL 34786

  Come view this Windermere 2 story townhome located just 10 minutes from Disney! This property has two master en-suites on the second floor. On the first floor you will find an extra bathroom, laundry and an open kitchen with plenty of natural light. The kitchen and dining areas include large wood cabinets and an island. The backyard has a private, fenced courtyard that leads to a private detached

  Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

  8716 Danforth 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

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  1003 Oakdale St, Windermere, FL 34786
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  /2

  Est $727,378 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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  $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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  $1,830 - $3,470 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 $1,028,173

  Last Listing Agent Christina Fata REAL BROKER, LLC

  11415 N Camden Commons Dr, Windermere, FL 34786
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  Est $791,947 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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  $500,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,009 Sq Ft

  8160 Iron Mountain Trail, Windermere, FL 34786

  Under contract-accepting backup offers. BUYDOWN YOUR INTEREST RATE WITH $5000 SELLER'S CREDIT! ENERGY EFFICIENT HOME nestled in the highly desirable Windermere Trails community, this beautiful home offers an unparalleled blend of modern design, high end finishes and everyday functionality. The 3 bedrooms, 2 1/2 baths home's open-concept design seamlessly integrates the living and dining areas

  

  Francine Arroyo Santowski

  BHHS FLORIDA REALTY

  (407) 955-9391

  8160 Iron Mountain Trail, Windermere, FL 34786
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Property for Rent

  Unlisted Address

  Beautiful Corner Unit in Ashlin Park, an excellent opportunity to live in the heart of Windermere, in front of a quiet pond. Top rated schools, bike trails, parks, community pool, Club house and playground. Tile flooring throughout first floor, carpet on the stairs and on the second floor. The home offers an open floor plan with upgrades and stainless-steel appliances, granite counter tops. Patio

  Claudia Estrada WRA BUSINESS & REAL ESTATE

  Unlisted Address
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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 $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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  $2,650,000

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

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786

  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 powder room off of the Theater. A chef's

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (689) 312-8950

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786
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  $2,095 - $3,395 per month

  Arya at Windermere 55+ Active Adult Living

  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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  $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 $440,626

  Last Listing Agent Nathan Jacoby YOUNG REAL ESTATE

  8757 Via Tavoleria Way, Windermere, FL 34786
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  Est $898,619 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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  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,658 Sq Ft

  11325 Fenimore Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Come home to a golf enthusiast’s dream set along the 6th Hole of the renowned Jack Nicklaus Signature 18-Hole golf course, The Golden Bear Club (est. 1999). The community of Keene's Pointe features 24-hr guards at both entrances (Main Entrance off Chase Rd

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (407) 986-2096

  11325 Fenimore Ct, Windermere, FL 34786
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  $3,600 per month

  • 4 Beds
  • 3.5 Baths
  • 2,931 Sq Ft
  • House for Rent

  8752 Powder Ridge Trail, Windermere, FL 34786

  Beautiful corner lot, Barret model, including 4 bedrooms, 3.5 bathrooms, huge extra room, living room, summer kitchen, and 2-car garage.The functional open floor plan allows for great entertaining.Stainless steel appliances.A-rated schools and the best area to live.Close to restaurants, markets, and major highways.This beautiful home will be available for rent starting January

  Tatiana Felice MS LAND & BUILDING LLC

  8752 Powder Ridge 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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  Est $1,392,538 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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