Windermere, FL Homes

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  /37

  $599,999

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  9338 Palm Tree Dr, Windermere, FL 34786

  Welcome Home! This beautifully maintained POOL home is located in the desirable Windermere community of Silver Woods. Set on a lushly landscaped lot with a brick paver driveway and walkways, this 3-bedroom, 2-bath home plus office and 2-car garage offers 1,819 sq. ft. of open-concept living. The stylish kitchen features granite countertops, stainless steel appliances, a breakfast bar and island

  Nancy Grabowski REDFIN CORPORATION

  9338 Palm Tree Dr, Windermere, FL 34786
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  /16

  $2,195 per month

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  8168 Boat Hook Loop Unit 705, Windermere, FL 34786

  A lovely 3/2 condo in Lakeside Windermere. A resort style community which is close to shopping and has amazing amenities including large community pool, sand volleyball court, fitness center, tennis, clubhouse, BBQ grills and cabana. Unit includes all appliances, granite counters, hard surface flooring and neutral decor. Water, sewer and trash are included in the rent. A convenient location close

  David Weber STATE PROPERTY MANAGEMENT LLC

  8168 Boat Hook Loop Unit 705, Windermere, FL 34786
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  /2

  $1,950,000 Sold Apr 03, 2025

  • 3,985 Sq Ft
  • $489/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1982

  4154 Equestrian Ln, Windermere, FL 34786

  Escape to the tranquility of an expansive and privately gated estate on 2.36 acres, set amidst a quiet enclave of grand homes, large lots, and room to breathe. This property stands supreme for its sprawling presence on a double corner lot with beautiful landscaping, an abundance of character, and perimeter crossbuck ranch fencing. Bask in a setting far removed from the bustle of suburbia but so

  Rob Rahter STOCKWORTH REALTY GROUP

  4154 Equestrian Ln, Windermere, FL 34786
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  /33

  Est $550,993 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,841 Sq Ft

  8553 Crescendo Ave, Windermere, FL 34786

  8553 Crescendo Ave, Windermere, FL 34786
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  /39

  $1,899,999

  • 4 Beds
  • 4 Baths
  • 4,240 Sq Ft

  11014 Hawkshead Ct Unit 2, Windermere, FL 34786

  Indulge in luxury with this exquisite 4-bedroom, 4-bathroom home in the prestigious, gated community of The Reserve at Lake Butler Sound. Perfectly situated on a serene conservation lot, this beautifully updated residence offers privacy, elegance, and security with a 24/7 guarded entrance.From the moment you arrive, the meticulously maintained landscaping and fresh exterior paint set the

  Craig Johnson COLDWELL BANKER REALTY

  11014 Hawkshead Ct Unit 2, Windermere, FL 34786
• 

  

  /13

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft
  • Townhouse for Rent

  7346 Brightland St, Windermere, FL 34786

  BEAUTIFUL TOWNHOME with A rated schools! Features 3 bedrooms,2.5 bathrooms & 2 car garage. Beautiful kitchen including granite counter tops in kitchen. This home is superior featuring a private backyard. Community includes playground and tennis court, community pool, picnic area, jogging trails, playground, boardwalk and dock. Excellent location, few minutes of downtown Disney, Theme Parks, and

  Denis Turcan REALTY HUB

  7346 Brightland St, Windermere, FL 34786
• 

  /2

  $995,000 Sold Apr 03, 2025

  • 3,243 Sq Ft
  • $307/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  11327 Ledgement Ln, Windermere, FL 34786

  Welcome to this beautifully remodeled home in the exclusive, gated community of Glenmuir! Nestled on a peaceful 1/3-acre lot, this elegant residence offers a water view. With a tile roof and a bright, open-concept layout, this home provides luxurious first-floor living, plus a spacious upstairs bonus room with its own bathroom—ideal for a home theater, or studio.Through the beautiful entry

  Loren Williams LAKESIDE REALTY WINDERMERE INC

  11327 Ledgement Ln, Windermere, FL 34786
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  /43

  Est $450,224 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  11480 Center Lake Dr, Windermere, FL 34786

  11480 Center Lake Dr, Windermere, FL 34786
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  /57

  $990,000

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

  11025 Ledgement Ln, Windermere, FL 34786

  Welcome to 11025 Ledgement Lane, a beautifully upgraded residence located in the gated community of Glenmuir in Windermere. Built by Pulte Homes, this thoughtfully designed one-story home offers 4 bedrooms, 3.5 bathrooms, a den, a 3-car garage, an oversized driveway that can accommodate up to 9 vehicles and elegant living space on an expansive 0.33-acre pond-view lot with no rear

  Christina Fata REAL BROKER, LLC

  11025 Ledgement Ln, Windermere, FL 34786
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  /44

  $6,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,309 Sq Ft
  • House for Rent

  8418 Bowden Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2.5-bathroom home, located in one of the most exclusive communities in Windermere. Situated on a desirable corner lot, this stunning residence offers both privacy and charm. The home has undergone a full renovation, featuring modern finishes throughout, including luxury flooring, fresh interior paint,

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  8418 Bowden Way, Windermere, FL 34786
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  /2

  $975,000 Sold Apr 03, 2025

  • 3,897 Sq Ft
  • $250/SF
  • 211 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2015

  11684 Hampstead St, Windermere, FL 34786

  This stunning 5-bedroom, 4-bathroom home in Windermere is the perfect blend of luxury and comfort. The modern kitchen is a highlight, boasting stainless steel appliances, quartz countertops, and updated light fixtures that create a bright and welcoming atmosphere. The spacious family room, with an adjoining media room, is ideal for both relaxing and entertaining. The kitchen connects to a

  Paul Baker RE/MAX PRIME PROPERTIES

  11684 Hampstead St, Windermere, FL 34786
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  /53

  Est $1,179,191 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,502 Sq Ft

  8799 Crescendo Ave, Windermere, FL 34786

  8799 Crescendo Ave, Windermere, FL 34786
• 

  

  /97

  $1,999,999

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  13137 Lake Butler Blvd, Windermere, FL 34786

  Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, horses are welcome! Nestled on over an acre with no HOA or deed restrictions, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling

  Tricia Davis KELLER WILLIAMS REALTY SMART

  13137 Lake Butler Blvd, Windermere, FL 34786
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  /39

  $14,500 per month

  • 3 Beds
  • 3.5 Baths
  • 2,836 Sq Ft
  • House for Rent

  6119 Payne Stewart Dr, Windermere, FL 34786

  Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area,

  Michelle Corbin ISLEWORTH REALTY LLC

  6119 Payne Stewart Dr, Windermere, FL 34786
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  /2

  $1,250,000 Sold Apr 02, 2025

  • 5,297 Sq Ft
  • $236/SF
  • 177 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2005

  2526 Nobleman Ct, Windermere, FL 34786

  Magnificent Windsor Hill estate home, tucked away on a prime half-acre lot on a cul-de-sac street, with custom floorplan highlighted by a large 26x24 great room with soaring ceilings and separate dining room, plus a massive kitchen and family area. The main gathering area is accentuated by a gas fireplace, built-in cabinets, and a mounted TV. The kitchen features an abundance of space including

  Rob Rahter STOCKWORTH REALTY GROUP

  2526 Nobleman Ct, Windermere, FL 34786
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  /44

  Est $473,459 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,938 Sq Ft

  10655 Village Lake Rd, Windermere, FL 34786

  10655 Village Lake Rd, Windermere, FL 34786
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  /63

  $1,100,000 Open Sat 12PM - 2PM

  • 6 Beds
  • 4.5 Baths
  • 5,098 Sq Ft

  8352 Lookout Pointe Dr, Windermere, FL 34786

  Sitting directly on LAKE REAMS with a serene lake view, this impeccably upgraded residence is nestled in the heart of the highly sought-after Windermere Trails community and offers an exceptional combination of elegance, comfort, and practicality. Featuring 6 bedrooms, 4.5 bathrooms—including TWO PRIMARY SUITES—a generous main living area, and a dedicated office or den, this home is thoughtfully

  Pilar Fernandez SIX STAR REALTY GROUP LLC

  8352 Lookout Pointe Dr, Windermere, FL 34786
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  /14

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • House for Rent

  9394 Woodbreeze Blvd, Windermere, FL 34786

  Great location! Highly desirable quiet well-established neighborhood. Near Dr. Phillips area, Restaurant Row, Shopping and Schools. Clean and maintained 3 bedroom, 2 bathrooms. Formal living and dining rooms. Kitchen opens to family room. Kitchen has had updates to cabinets and granite counter tops. Split bedroom floorplan. All ceramic tile flooring throughout the entire house. Both bathrooms

  Shannon Human RE/MAX SELECT GROUP

  9394 Woodbreeze Blvd, Windermere, FL 34786
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  /2

  $3,100,000 Sold Apr 01, 2025

  • 5,624 Sq Ft
  • $551/SF
  • 55 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1984

  2812 Marquesas Ct, Windermere, FL 34786

  Exquisite architecture and design come together in this modern traditional luxury home in Downtown Windermere that seamlessly blends form, function and efficiency. With an abundance of decadent amenities throughout this stylish home, it's the perfect getaway for hosting gatherings with family and friends. The phenomenal outdoor spaces effortlessly merge with the indoor living areas raising the

  Kari Fleck THE REAL ESTATE COLLECTION LLC

  2812 Marquesas Ct, Windermere, FL 34786
• 

  

  /23

  Est $450,362 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

  8655 Coventry Park Way, Windermere, FL 34786

  8655 Coventry Park Way, Windermere, FL 34786
• 

  

  /31

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  8271 Maritime Flag St Unit 125, Windermere, FL 34786

  Welcome to this beautifully maintained 3 bedroom, 2.5 bath villa in the heart of Windermere, offering comfort, style, and an unbeatable location. Step inside to find a spacious living room, dedicated dining area, and a comfortable kitchen with well maintained appliances perfect for everyday meals and entertaining.Enjoy vinyl flooring throughout the bedrooms, living room, and stairs for a modern,

  Lizandra Troisi Passos MY REALTY GROUP, LLC.

  8271 Maritime Flag St Unit 125, Windermere, FL 34786
• 

  

  /39

  $3,800 per month

  • 4 Beds
  • 3 Baths
  • 2,826 Sq Ft
  • Property for Rent

  13448 Zori Ln, Windermere, FL 34786

  Ready to Move-in Now, Fenced backyard, Screen enclosed Lanai. This Property features 2 Master Suite, 12 foot high Ceiling. Walking distance to the Windermere High School. Tile Floor throughout the whole house. Stainless Appliances. Highly rated schools: Windermere Elementary, Bridgewater Middle, and Windermere High School. Community Amenities include; Community pool, Jogging isle around the

  Annie Kwan ORLANDO SUNSHINE REALTY

  13448 Zori Ln, Windermere, FL 34786
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  /2

  $467,000 Sold Mar 31, 2025

  • 1,935 Sq Ft
  • $241/SF
  • 28 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2014

  8749 Via Tavoleria Way, Windermere, FL 34786

  Welcome to 8749 Via Tavoleria Way located in the exclusive Community of Carrington in Windermere. Where there is a perfect blend of comfort and elegance in this beautifully FULLY FURNISHED 4-bedroom, 3.5-bathroom townhouse, ideally situated as an END UNIT for added privacy. Step inside to find a spacious and inviting layout, featuring the luxurious OWNER’S SUITE conveniently located on the FIRST

  Denise Pellegrino REAL BROKER, LLC

  8749 Via Tavoleria Way, Windermere, FL 34786
• 

  

  /12

  Est $522,053 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft

  8320 Bryce Canyon Ave, Windermere, FL 34786

  8320 Bryce Canyon Ave, Windermere, FL 34786
• 

  

  /46

  $2,550,000

  • 4 Beds
  • 6 Baths
  • 4,712 Sq Ft

  3412 Lilas Ct, Windermere, FL 34786

  Stunning Mark Nasrallah designed residence, located in the prestigious gated enclave of Chaine Du Lac. Set on an expansive 1.29 Acre lot, this stunning home boasts 4,712 square feet of impeccably designed living space and an impressive 8,590 square feet under roof.  Step inside and you are immediately greeted with high ceilings, rich architectural details, and lots of windows that flood the home

  Julie Christensen COMPASS FLORIDA LLC

  3412 Lilas Ct, Windermere, FL 34786
• 

  

  /25

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  11446 Jasper Kay Terrace Unit 105, Windermere, FL 34786

  Welcome to your home located at Lakeside at Lakes of Windermere. This is a fabulous condominium community offering the ultimate in resort style living with concrete block construction, elevators in every building, 4,500 sq. ft. Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, bbq area & cozy outdoor fireplace! The condo features

  Any Alves WRA BUSINESS & REAL ESTATE

  11446 Jasper Kay Terrace Unit 105, Windermere, FL 34786
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  /2

  $799,900 Sold Mar 31, 2025

  • 2,539 Sq Ft
  • $315/SF
  • 32 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2002

  11626 Vicolo Loop, Windermere, FL 34786

  Oversized pool home in gated Belmere Community. Updated pool cage with solar water heater. Updated kitchen with newer cabinetry & appliances. Entire home upgraded with crown molding & wainscoating. This is truly a highly upgraded & well maintained home.

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  11626 Vicolo Loop, Windermere, FL 34786
• 

  

  /36

  Est $909,062 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,051 Sq Ft

  7242 Rambling Water Way, Windermere, FL 34786

  7242 Rambling Water Way, Windermere, FL 34786
• 

  

  /77

  $1,599,000

  • 4 Beds
  • 3 Baths
  • 3,264 Sq Ft

  8117 Whitford Ct, Windermere, FL 34786

  Stunning Custom Golf Course Estate in Keene's Pointe with Infinity Pool & Premier Amenities available through the Golden Bear Golf Club membership.Experience the pinnacle of luxury living in this exquisite 4-bedroom, 3-bathroom custom-built home nestled along the golf course in Keene's Pointe--one of Central Florida's most coveted 24-hour guard-gated communities. This residence blends refined

  Mary Tisdale Keller Williams Realty Emerald

  8117 Whitford Ct, Windermere, FL 34786
• 

  

  /12

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,647 Sq Ft
  • Townhouse for Rent

  14169 Oasis Cove Blvd Unit 101, Windermere, FL 34786

  FANTASTIC Corner Townhouse next to pool and playground. Gated community of Oasis Cove! Great for Disney cast members/execs. 3 bedroom and 2.5 bath/2 car attached garage with screened patio, and relaxing water views. First floor Master bedroom and bathroom, with upgraded finishes and a large walk in closet. Two additional bedrooms, plus a loft area upstairs along with the laundry room. There is a

  Arnold Austria A+ HOME RENTALS LLC

  14169 Oasis Cove Blvd Unit 101, Windermere, FL 34786
• 

  /2

  $1,387,500 Sold Mar 31, 2025

  • 3,476 Sq Ft
  • $399/SF
  • 19 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2004

  5910 Caymus Loop, Windermere, FL 34786

  Keene's Pointe - 24-hour gated/attended community in beautiful Windermere, Florida. This better than new home has been completely renovated from top to bottom. From the moment you enter you are greeted by neutral wood-look porcelain tile throughout the first floor. There is a formal dining room, functional office with French doors for privacy, and living room with built-in cabinetry and wine

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  5910 Caymus Loop, Windermere, FL 34786
• 

  

  /23

  Est $567,290 Not Listed For Sale

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

  11486 Misty Oak Alley, Windermere, FL 34786

  11486 Misty Oak Alley, Windermere, FL 34786
• 

  

  /21

  $699,000

  • Land
  • 2.62 Acres
  • $266,794 per Acre

  1661 Roberts Landing Rd, Windermere, FL 34786

  Windermere Lot 2.62 acres and 1 acre buildable for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your builder and no time restrictions to build on the lot. When you see this land and the particular lot, you will admire the beauty and nature. Gorgeous conservation views and spacious areas between the homes in the community.

  Lana Watts CHARLES RUTENBERG REALTY ORLANDO

  1661 Roberts Landing Rd, Windermere, FL 34786
• 

  

  /19

  $3,200 per month

  • 4 Beds
  • 3.5 Baths
  • 2,703 Sq Ft
  • House for Rent

  12886 Strode Ln, Windermere, FL 34786

  Gorgeous 4 bed, 3.5 and a half bath townhouse in Windermere with a 2 car garage. Excellent layout with ceramic tile on the entire 1st floor. Kitchen features stainless steel appliances, maple wood cabinets, granite countertops and an island. Full bedroom with a full bathroom on top of the garage. Community offers fully maintained lawns, a resort-style swimming pool with spacious sundeck and

  Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

  12886 Strode Ln, Windermere, FL 34786
• 

  /2

  $1,295,922 Sold Mar 31, 2025

  • 4,222 Sq Ft
  • $307/SF
  • 0 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 2024

  14207 Crest Palm Ave, Windermere, FL 34786

  Under Construction. Sample Images!!This home defines luxury and open concept living in Windermere! The Arlington with Extended Bonus is an expansive 6-bedroom, 4-bath, two-story contemporary home is a true masterpiece, designed with high end finishes to fit the lifestyle associated with this area. Situated just a couple miles from Disney's back entrance, enjoy living close to local shops and

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14207 Crest Palm Ave, Windermere, FL 34786
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  /40

  Est $528,115 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,107 Sq Ft

  13856 Summerport Trail Loop, Windermere, FL 34786

  13856 Summerport Trail Loop, Windermere, FL 34786
• 

  

  /31

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 2,599 Sq Ft

  8555 Abbotsbury Dr, Windermere, FL 34786

  This is it! Welcome to this gorgeous, updated 4 bedroom plus office, corner home in the highly sought after gated community of the Preserve at the Lakes of Windermere. From the moment you walk in the front door into the massive 2 story family room with tons of natural light, custom molding and a beautiful wooden staircase, you will be ready to call this home. The kitchen is a chef's dream with

  Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

  8555 Abbotsbury Dr, Windermere, FL 34786
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  /36

  $5,550 per month

  • 4 Beds
  • 4 Baths
  • 3,730 Sq Ft
  • House for Rent

  11349 Shandon Park Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Available Now! Luxurious + Spacious POOL home with 3-car garage located in the 24 hour GUARD GATED community of Reserve at Belmere in Windermere. Situated on a premium corner lot with a big yard and screened in pool area that is perfect for entertaining and all kinds of outdoor activities. Meticulously landscaped - both lawn and pool maintenance are

  Brian Lemay ROMAN REALTY GROUP, LLC

  11349 Shandon Park Way, Windermere, FL 34786
• 

  /2

  $958,721 Sold Mar 31, 2025

  • 4,443 Sq Ft
  • $216/SF
  • 376 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2025

  14372 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. *Images shown are for illustrative purposes only* SWEETWATER I - Our beautiful huge 2 story home with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14372 Crest Palm Ave, Windermere, FL 34786
• 

  

  /95

  Est $916,005 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  11947 Otterbrooke Trail, Windermere, FL 34786

  11947 Otterbrooke Trail, Windermere, FL 34786

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