Windermere, FL Homes

• 

  

  

  /15

  Est $387,038 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,046 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  

  /39

  $519,925

  • 3 Beds
  • 2 Baths
  • 1,947 Sq Ft

  13950 Bluebird Pond Rd, Windermere, FL 34786

  • Well-Priced & Picturesque THREE-Bedroom, Two-Bath, Concrete-Block Executive-Style, Single-Family Home Backing to Large POND with Gorgeous WATER VIEWS with a Two-Car Garage in Fantastic Condition! HOLY COW!• Great FLOORPLAN with Formal Living-Dining Areas... and an OPEN KITCHEN Overlooking the Family Room & SCREENED PORCH Overlooking the WATER!• The Affluent Windermere

  Scott Garrison, PA RE/MAX TOWN & COUNTRY REALTY

  13950 Bluebird Pond Rd, Windermere, FL 34786
• 

  

  /2

  $2,700,000 Sold Jul 30, 2025

  • 3,469 Sq Ft
  • $778/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1959

  606 Butler St, Windermere, FL 34786

  Amazing opportunity having over 125 feet of shoreline on Lake Butler of the famed Butler Chain of Lakes - Over 1 acre of dry land having over 342 feet - Huge 45 x 31 - 4 Car Garage that can double as a detached Inlaw Apartment with a private entrance - Main 1 Story Home is over 3,400 sq ft - Very Rare Fully Enclosed Boathouse that is grandfathered in - Seawall - Crystal Clear Water - White Sand

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  606 Butler St, Windermere, FL 34786
• 

  

  

  /51

  Est $387,076 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  8212 Tranquility Way Unit 3008, Windermere, FL 34786

  8212 Tranquility Way Unit 3008, Windermere, FL 34786
• 

  

  

  /65

  $2,145,000

  • 4 Beds
  • 4.5 Baths
  • 4,013 Sq Ft

  6036 Greatwater Dr, Windermere, FL 34786

  Welcome to Keene’s Pointe! Discover the charm of this custom-built home located on the 17th Fairway of the renown Jack Nicklaus Signature Golf Course and across from the lakefront mansions that line this quiet cul-de- sac on Greatwater Drive. This 4BR/4Full Bath/1 Half Bath golf course estate home exudes warmth from the gorgeous hardwood floors and abundant natural light. You will find your main

  Angela Durruthy KEENE'S POINTE REALTY

  6036 Greatwater Dr, Windermere, FL 34786
• 

  /2

  $2,000,000 Sold Jul 30, 2025

  • 1,124 Sq Ft
  • $1,779/SF
  • 137 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  10433 Trout Rd, Orlando, FL 32836

  Don't miss this amazing lakefront lot with 100 feet of frontage on LAKE TIBET, part of the sought-after Butler Chain of Lakes. With direct access to 12 connected lakes, this is a dream spot for boating, fishing, and water sports.Sitting right next to Butler - Tibet Preserve Park, this 3.31-acre property offers breathtaking views, privacy, serenity and tons of potential. There’s a small house

  Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

  10433 Trout Rd, Orlando, FL 32836
• 

  /2

  Est $639,620 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,895 Sq Ft

  7985 Brofield Ave, Windermere, FL 34786

  7985 Brofield Ave, Windermere, FL 34786
• 

  

  /46

  $815,000

  • 4 Beds
  • 3.5 Baths
  • 3,402 Sq Ft

  1433 Whitney Isles Dr, Windermere, FL 34786

  Welcome to this beautifully updated two-story residence nestled within the exclusive, gated community of Whitney Isles subdivision, part of the sought-after Belmere Phase II community. Boasting 4 bedrooms and 3.5 baths, bonus room and large entertaining family room. This home has 3402 square feet of thoughtfully laid-out living space, this Florida-style home has been freshly enhanced with new

  Suzanne Seenandan PREFERRED RE BROKERS III

  1433 Whitney Isles Dr, Windermere, FL 34786
• 

  /2

  $370,000 Sold Jul 29, 2025

  • 1,840 Sq Ft
  • $201/SF
  • 23 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  14344 Desert Haven St, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Oasis Cove community in Windermere, Florida. Boasting 1,840 square feet of spacious living, this home offers a perfect blend of comfort and style. The open-concept layout features a bright and airy living area, a modern kitchen with ample cabinetry and counter space, and a cozy dining area—ideal for

  Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  14344 Desert Haven St, Windermere, FL 34786
• 

  

  /16

  Est $323,957 Not Listed For Sale

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

  8156 Boat Hook Loop Unit 308, Windermere, FL 34786

  8156 Boat Hook Loop Unit 308, Windermere, FL 34786
• 

  

  /29

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  12815 Westside Village Loop, Windermere, FL 34786

  come take look this newly build energy efficient home by Meritage , spacious 3 bedroom 2.5 bath house with office and the den 3 car garage beautiful tile roof with charming front porch for you to have morning coffee , once step in , the private office on your right , and walk in you will see the beautiful kitchen with beautiful counter top and dark wood cabinet ,and the dining room , you won't

  Eric Jia NUMBER 1 BROKER, LLC

  12815 Westside Village Loop, Windermere, FL 34786
• 

  /2

  $999,000 Sold Jul 29, 2025

  • 2,614 Sq Ft
  • $382/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  6037 Caymus Loop, Windermere, FL 34786

  Tucked behind the gates of Windermere’s coveted Keene’s Pointe, this reimagined Key West-style home sits gracefully on a quiet cul-de-sac, overlooking the 14th fairway of The Golden Bear Club. With a fresh, sophisticated update that includes new flooring, trim, paint, lighting, and more, the home feels both refined and relaxed, like your favorite boutique hotel, only better. Spanning over 2,600

  Ken Pozek REAL BROKER, LLC

  6037 Caymus Loop, Windermere, FL 34786
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  /44

  Est $384,380 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  14241 Desert Haven St Unit 3501, Windermere, FL 34786

  14241 Desert Haven St Unit 3501, Windermere, FL 34786
• 

  

  /81

  $2,995,000

  • 5 Beds
  • 4 Baths
  • 3,737 Sq Ft

  10203 Trout Rd, Orlando, FL 32836

  Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

  Darlene O'Hara HOMEVEST REALTY

  10203 Trout Rd, Orlando, FL 32836
• 

  /2

  $1,400,000 Sold Jul 29, 2025

  • 3,694 Sq Ft
  • $379/SF
  • 97 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1994

  13112 Luntz Point Ln, Windermere, FL 34786

  Back on the market due the to previous buyer's financing falling through. No fault of the property. Experience unparalleled LUXURY LIVING and PRIVATE LAKE ACCESS in this meticulously renovated Mediterranean-style 5 Bedroom, 4 Bath Estate located within the stunning guard-gated community of Waterford Pointe in Windermere, FL. Nestled on more than an acre of secluded land, this residence

  Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

  13112 Luntz Point Ln, Windermere, FL 34786
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  /50

  Est $680,803 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,203 Sq Ft

  9283 Patrimonio Loop, Windermere, FL 34786

  9283 Patrimonio Loop, Windermere, FL 34786
• 

  

  /42

  $649,900 Open Sun 12AM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft

  6315 Clearmeadow Ct, Windermere, FL 34786

  This must-see home is ready to welcome you to the exclusive and upscale gatedsubdivision of Glenmuir. This spacious property is in an A-rated school district justminutes from Disney, Universal, Sea World, Downtown Windermere, and WinterGarden. Located on a quiet cul-de-sac with nearly half an acre to customize to your taste, ithas been over 10 years since one of these 2077 sq ft

  Drew Wolski CORE REAL ESTATE GROUP

  6315 Clearmeadow Ct, Windermere, FL 34786
• 

  /2

  $292,500 Sold Jul 29, 2025

  • 1,512 Sq Ft
  • $193/SF
  • 131 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2012

  14257 Desert Haven St Unit GE, Windermere, FL 34786

  Your Dream Home Awaits!** Discover this stunning unit just minutes from Disney, where you can enjoy the magic of fireworks from your own home! This spacious property features 3 bedrooms, 2.5 bathrooms, and an open-concept floor plan perfect for modern living. The renovated kitchen boasts elegant stone countertops, a deep sink, stainless steel appliances (including a double oven), and

  Victor Barroeta MBT REALTY LLC

  14257 Desert Haven St Unit GE, Windermere, FL 34786
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  /64

  Est $711,257 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,009 Sq Ft

  6704 Bridgewater Village Rd, Windermere, FL 34786

  6704 Bridgewater Village Rd, Windermere, FL 34786
• 

  

  /44

  $3,200,000

  • 4 Beds
  • 4.5 Baths
  • 3,745 Sq Ft

  4819 Alexandra Garden Ct, Windermere, FL 34786

  Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private

  Michelle Corbin ISLEWORTH REALTY LLC

  4819 Alexandra Garden Ct, Windermere, FL 34786
• 

  /2

  $5,200,000 Sold Jul 29, 2025

  • 10,701 Sq Ft
  • $486/SF
  • 237 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2008

  5174 Vardon Dr, Windermere, FL 34786

  ... LOWEST PRICE/SQ.FT... OVER 10,000 SQUARE FEET HOME... 24 HOURS GUARDED COMMUNITY... 6 BEDROOM SUITES... PRIVATE BALCONY IN ALL BEDROOMS... 7 BATHROOMS... 2 POWDER BATHS... 4 CARS GARAGE... BACK TO GOLF COURSE . The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such as the GOURMET KITCHEN... WORKOUT ROOM...

  Jennie Ho MAY HO REALTY

  5174 Vardon Dr, Windermere, FL 34786
• 

  

  /42

  Est $446,237 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,797 Sq Ft

  8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786

  8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786
• 

  

  /34

  $335,000

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

  8259 Maritime Flag St Unit 4, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney! Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find three

  Lindsey Hudson REAL BROKER, LLC

  8259 Maritime Flag St Unit 4, Windermere, FL 34786
• 

  /2

  $1,289,000 Sold Jul 28, 2025

  • 3,314 Sq Ft
  • $389/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  1265 Estancia Woods Loop, Windermere, FL 34786

  Located in the prestigious town of Windermere, this exceptional Cannes floor plan offers an unparalleled blend of luxury, efficiency, and outdoor living. Situated on one of the largest lots in the community, this 4-bedroom, 3.5-bathroom residence showcases an expansive backyard oasis featuring a saltwater pool—heated by an energy-efficient heat pump—and a fully equipped summer kitchen, ideal for

  Matt Tomaszewski CORCORAN PREMIER REALTY

  1265 Estancia Woods Loop, Windermere, FL 34786
• 

  

  /45

  Est $446,237 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,797 Sq Ft

  8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786

  8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786
• 

  

  /44

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,382 Sq Ft

  11922 Angle Pond Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Located just 2 minutes from Disney in the sought-after Windermere Trails community, this beautifully upgraded 4-bedroom, 3.5-bath home blends elevated design with everyday comfort! Inside, you’re welcomed by multiple expansive living spaces at the front of the home—ideal for a formal living room, dining room, home office, or library. The

  Erica Diaz HOMEVEST REALTY

  11922 Angle Pond Ave, Windermere, FL 34786
• 

  /2

  $499,000 Sold Jul 28, 2025

  • 1,694 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  13768 Bluebird Pond Rd, Windermere, FL 34786

  **This property qualifies for a closing cost credit up to $7,400 through the Seller’s preferred lender.**Welcome to this charming 3-bedroom, 2-bathroom home in the heart of Windermere, featuring a private pool and a rear-facing 2-car garage with alley access. Shaded by mature trees, the inviting front yard leads to a cozy front porch perfect for relaxing. Inside, you'll find a formal living room

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  13768 Bluebird Pond Rd, Windermere, FL 34786
• 

  

  /53

  Est $475,081 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,997 Sq Ft

  6039 Savannah Oak Alley, Windermere, FL 34786

  6039 Savannah Oak Alley, Windermere, FL 34786
• 

  

  /45

  $1,750,000

  • 5 Beds
  • 5.5 Baths
  • 3,837 Sq Ft

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747

  tunning, custom Bears Den property on an exceptional corner walled lot, backing onto a park for extra privacy, WITH ACTIVE REUNION MEMBERSHIP, & has 5 beds & 5.1 baths. This Bears Den property is absolutely breathtaking, offering an array of luxurious amenities and a meticulously designed living space. The impressive upgrades, including the high ceilings and engineered wood floors, create a sense

  Penny Stokes Hilton TOP VILLAS REALTY LLC

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747
• 

  /2

  $745,000 Sold Jul 28, 2025

  • 2,856 Sq Ft
  • $261/SF
  • 102 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  9676 Wild Oak Dr, Windermere, FL 34786

  Welcome to Windermere Downs. Nestled in one of the most sought after neighborhoods in Windermere, this 70’s modern gem sits on a half acre lot. The U shaped layout of the house wraps around a generous screened lanai under a permanent roof with four skylights. The lanai is accessible from the foyer, primary bedroom, guest room, dining room, and family room and it opens up to the swimming pool and

  Hardy Edwards, III BHHS FLORIDA REALTY

  9676 Wild Oak Dr, Windermere, FL 34786
• 

  

  /25

  Est $387,958 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786
• 

  

  /87

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft

  11520 Via Lucerna Cir, Windermere, FL 34786

  Beautifully Freshly painted Home in Windermere’s Belmere Village Welcome to this light and bright 4-bedroom, 2-bathroom home with a spacious second-floor loft, offering 2,505 square feet of meticulously maintained living space. Located in the gated community of Belmere Village, this home features fresh interior and exterior paint, creating a crisp, clean feel throughout. Step inside to an open

  Gretchen Carlson REAL BROKER, LLC

  11520 Via Lucerna Cir, Windermere, FL 34786
• 

  /2

  $4,330,000 Sold Jul 25, 2025

  • 5,557 Sq Ft
  • $779/SF
  • 37 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1990

  9724 Chestnut Ridge Dr, Windermere, FL 34786

  Motivated Seller - Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A NEW METAL ROOF in 2024 adds both modern appeal and long-term durability, enhancing the home’s overall value

  Carey Sheffield ISLEWORTH REALTY LLC

  9724 Chestnut Ridge Dr, Windermere, FL 34786
• 

  

  /17

  Est $531,625 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft

  7313 Ella Ln, Windermere, FL 34786

  7313 Ella Ln, Windermere, FL 34786
• 

  

  /16

  $850,000

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

  11660 Delwick Dr, Windermere, FL 34786

  Golden Season, Spelltacular Living in The Reserve at Belmere!A rare treat awaits behind the gates of The Reserve at Belmere, where elegance meets enchantment and the seller is offering a $5,000 buyer credit with an accepted offer — no tricks, just treats! Step into this 4-bedroom, 4.5-bath Windermere residence and feel the magic of space, light, and luxury. From the grand foyer’s

  Natalie Rosario FATHOM REALTY FL LLC

  11660 Delwick Dr, Windermere, FL 34786
• 

  /2

  $420,000 Sold Jul 25, 2025

  • 1,884 Sq Ft
  • $223/SF
  • 55 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  11213 Grander Dr, Windermere, FL 34786

  ** Seller motivated** Welcome to your dream townhome in the highly desirable community of Windermere! This charming 3-bedroom (Plus den), 2.5-bath residence effortlessly combines style, comfort, and functionality. The open-concept design flows from the spacious living and dining areas into a well-appointed kitchen featuring solid wood cabinetry, gleaming granite countertops, and ample

  Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

  11213 Grander Dr, Windermere, FL 34786
• 

  

  /100

  Est $878,823 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,907 Sq Ft

  8637 Crescendo Ave, Windermere, FL 34786

  8637 Crescendo Ave, Windermere, FL 34786
• 

  

  /83

  $999,000

  • 5 Beds
  • 5.5 Baths
  • 3,680 Sq Ft

  6947 Cucamelon Ct, Windermere, FL 34786

  BACK ON THE MARKET WITH PRICE IMPROVEMENT AND MOTIVATED SELLERS!Located in the prestigious Sanctuary at Lakes of Windermere community, this stunning home offers luxury living at its finest. The property features a large heated saltwater pool, 5 full suites and a half bath, a home office, and a private movie theater—perfect for comfort, productivity, and entertainment. One suite and the

  Priscilla Triska FLORIDA CONNEXION PROPERTIES

  6947 Cucamelon Ct, Windermere, FL 34786
• 

  /2

  $812,000 Sold Jul 25, 2025

  • 3,465 Sq Ft
  • $234/SF
  • 112 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2018

  8330 Vivaro Isle Way, Windermere, FL 34786

  Discover the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 3.5-bathroom home in the highly sought-after Windermere Isle community. ENJOY NIGHTLY DISNEY FIREWORKS FROM THE FRONT YARD OR FROM THE UPSTAIRS FRONT BEDROOMS. A charming covered front porch invites you inside, where the foyer showcases beautiful wood-look tile floors that flow seamlessly

  Alex Vastardis COLDWELL BANKER REALTY

  8330 Vivaro Isle Way, Windermere, FL 34786
• 

  

  /44

  Est $975,675 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,684 Sq Ft

  107 E 2nd Ave, Windermere, FL 34786

  107 E 2nd Ave, Windermere, FL 34786

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