Windermere, FL Homes

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  /83

  $2,150,000

  • 5 Beds
  • 3.5 Baths
  • 4,130 Sq Ft

  13048 Lake Roper Ct, Windermere, FL 34786

  Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community.Location: Only

  Fernando Teixeira WOODSTONE INVESTMENTS LLC

  13048 Lake Roper Ct, Windermere, FL 34786
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  /53

  $6,000 per month

  • 6 Beds
  • 4.5 Baths
  • 3,793 Sq Ft
  • House for Rent

  10430 Birch Tree Ln, Windermere, FL 34786

  This 6 bedroom, 4.5 bath custom-built home sits on a 1.15-acre lot, and is a beautifully appointed inside and out. The entrance to the home is grand! Its long, circular driveway is the perfect preview that welcomes you to the estate. As you enter, you will be impressed with the high coffered ceilings overhead, and the beautiful hardwood floors below. The abundant natural light will greet you from

  Sudheer Pubbaraju LPT REALTY, LLC

  10430 Birch Tree Ln, Windermere, FL 34786
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  /2

  $680,000 Sold Aug 28, 2025

  • 2,620 Sq Ft
  • $260/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  4445 Blue Major Dr, Windermere, FL 34786

  Stunning Pool Home with Water View and No Rear Neighbors in Sought-After Summerport in Windermere, FL. Welcome to your dream home in the heart of Windermere’s highly desirable Summerport community! This spacious 4-bedroom, 2.5-bathroom home offers 2,620 sq ft of beautifully updated living space and is perfectly situated on one of the most private lots in the neighborhood—with tranquil

  Candace Tulensru WORTH CLARK REALTY

  4445 Blue Major Dr, Windermere, FL 34786
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  /69

  Est $339,135 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,371 Sq Ft

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786
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  /43

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  13742 Beckman Dr, Windermere, FL 34786

  Welcome Home to this charming yet modern 3-bedroom, 2.5-bathroom townhome, ideally nestled within the Vineyards of Horizons West. Fall in love with the picturesque tree-lined street and inviting front porch—perfect for relaxing in a cozy rocking chair. Step inside to discover a beautifully updated sanctuary where soaring ceilings, tall windows, and a light-filled layout create a bright, airy

  Heather Pascoe Walker HAMPTON WINDSOR REALTY LLC

  13742 Beckman Dr, Windermere, FL 34786
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  /39

  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 1,970 Sq Ft
  • House for Rent

  12754 Garridan Ave, Windermere, FL 34786

  AVAILABLE NOW....Come live in this beautiful home in Windermere. Great floorplan, on the first floor you will find the kitchen with stainless steel appliances, 42" cabinets, granite countertops, a large island and eat in space; the dining area which opens to the great room; a 1/2 bathroom; and the master bedroom with 2 walk-in closets, and the master bathroom with garden tub and a separate

  Paul Moscoso Donoso SHINING OAK REALTY

  12754 Garridan Ave, Windermere, FL 34786
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  /2

  $1,122,346 Sold Aug 28, 2025

  • 4,222 Sq Ft
  • $266/SF
  • 0 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 2025

  14378 Crest Palm Ave, Windermere, FL 34786

  Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14378 Crest Palm Ave, Windermere, FL 34786
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  /31

  Est $386,854 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786
• 

  

  /31

  $430,000

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  12838 Strode Ln, Windermere, FL 34786

  Welcome to this beautiful corner townhouse located in the sought-after Windermere Sound community. Location, Location, Location!! This 3-bedroom, 2.5-bath home offers nearly 1,748 sq.ft. of living space with a bright and open floor plan. The kitchen features granite countertops, stainless steel appliances, and modern cabinetry, opening seamlessly to the living and dining areas—perfect for

  Luis Leon Medina LA ROSA REALTY LLC

  12838 Strode Ln, Windermere, FL 34786
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  /20

  $3,200 per month

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft
  • House for Rent

  4751 Indian Deer Rd, Windermere, FL 34786

  Stunning 4-bedroom, 3-bathroom home located in the highly sought-after Summerport community. This property showcases all the prime features you’d expect. From the charming front porch, enjoy a peaceful view of the community pond. Summerport, where location is everything, as great schools are nearby and you’re just minutes away from the community pool, tennis courts, basketball court, fitness

  Lisa Ingram INGRAM REALTY SERVICES LLC

  4751 Indian Deer Rd, Windermere, FL 34786
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  /2

  $850,000 Sold Aug 27, 2025

  • 2,560 Sq Ft
  • $332/SF
  • 64 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  6321 Clearmeadow Ct, Windermere, FL 34786

  SALE FELL THROUGH - BACK ON MARKET - THEIR LOSS - YOUR GAIN! Stunning 4 Bed, 3 Bath Pool Home in Gated Glenmuir! Located on a quiet cul-de-sac, this beautifully updated single-story home features a 2025 primary bath remodel with marble floors, modern tile shower, double vanity, and light-up mirror. The home features a thoughtfully designed split floor plan with 4 spacious bedrooms, a private

  Kiran Khan KELLER WILLIAMS CLASSIC

  6321 Clearmeadow Ct, Windermere, FL 34786
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  /43

  Est $2,842,551 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,353 Sq Ft

  5054 Sawyer Cove Way, Windermere, FL 34786

  5054 Sawyer Cove Way, Windermere, FL 34786
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  /38

  $1,775,000

  • 3 Beds
  • 3 Baths
  • 3,135 Sq Ft

  12001 Lake Butler Blvd, Windermere, FL 34786

  Exceptional Contemporary Estate in the Heart of Windermere!Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

  Michael Julian JULIAN PROPERTIES, INC.

  12001 Lake Butler Blvd, Windermere, FL 34786
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  /66

  $5,000 per month

  • 6 Beds
  • 3.5 Baths
  • 3,764 Sq Ft
  • House for Rent

  14415 Crest Palm Ave, Windermere, FL 34786

  Contemporary 2025 Windermere Home with Loft, Bonus Room, and Stylish Upgrades! Internet and WiFi Included!Step into elegant living in this expansive 6-bedroom, 3.5-bath, two-story home, featuring a light-filled open-concept layout that effortlessly connects the gourmet kitchen, welcoming family room, and refined dining area. The chic, modern kitchen boasts a generous island, gleaming

  Katrina Anarumo RENT A FLORIDA HOME

  14415 Crest Palm Ave, Windermere, FL 34786
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  /2

  $735,000 Sold Aug 26, 2025

  • 2,464 Sq Ft
  • $298/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2013

  12973 Holdenbury Ln, Windermere, FL 34786

  Welcome to your dream home, where location, luxury, and tranquility meet! Nestled on a private conservation water-view lot, this move-in-ready pool home offers the perfect balance of serenity and elegance. Boasting 4 bedrooms, a den, and 3 full baths, this home is thoughtfully designed to meet your every need. Upon entry, you're greeted by a spacious, inviting foyer, adorned with beautiful

  Robert Foutz ASSIST 2 SELL FOUTZ REALTY

  12973 Holdenbury Ln, Windermere, FL 34786
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  /27

  Est $341,433 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  14438 Desert Haven St Unit 4304, Windermere, FL 34786

  14438 Desert Haven St Unit 4304, Windermere, FL 34786
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  /54

  $1,419,000

  • 4 Beds
  • 5 Baths
  • 3,617 Sq Ft

  11612 Camden Park Dr, Windermere, FL 34786

  Welcome to this beautifully maintained, original-owner home nestled within the highly sought after, guard-gated community of Keene’s Pointe. Ideally situated in the charming Village of Camden, this property sits on an oversized 0.35-acre lot, with beautiful walking paths and lush community green spaces nearby. From the moment you arrive, you’ll be captivated by the meticulously landscaped

  Angela Durruthy KEENE'S POINTE REALTY

  11612 Camden Park Dr, Windermere, FL 34786
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  /69

  $5,000 per month

  • 6 Beds
  • 3.5 Baths
  • 3,764 Sq Ft
  • House for Rent

  14409 Crest Palm Ave, Windermere, FL 34786

  Brand-New 2025 Windermere Home with Loft, Bonus Room, and Contemporary DesignExperience luxurious living in this expansive 6-bedroom, 3.5-bath, two-story home, featuring a bright and airy open-concept layout that seamlessly connects the gourmet kitchen, inviting family room, and elegant dining area. The sleek, modern kitchen boasts a spacious island, gleaming stainless-steel appliances

  Katrina Anarumo RENT A FLORIDA HOME

  14409 Crest Palm Ave, Windermere, FL 34786
• 

  /2

  $1,400,000 Sold Aug 26, 2025

  • 4,075 Sq Ft
  • $344/SF
  • 72 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2004

  13710 Lake Cawood Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. * UNDER CONTRACT & ACCEPTING BACK UP OFFERS * Fully renovated luxury home in Gated Lake Cawood, prime Windermere location! This stunning four-bedroom, three-bath estate—complete with a spacious bonus room—offers a blend of luxury, comfort and location. On a full acre in the exclusive gated community of Lake Cawood, just across the street from

  Jules Carneir PREMIER SOTHEBYS INT'L REALTY

  13710 Lake Cawood Dr, Windermere, FL 34786
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  /41

  Est $1,434,024 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,493 Sq Ft

  1121 Estancia Woods Loop, Windermere, FL 34786

  1121 Estancia Woods Loop, Windermere, FL 34786
• 

  

  /78

  $1,195,000

  • 5 Beds
  • 4.5 Baths
  • 4,213 Sq Ft

  1438 Belfiore Way, Windermere, FL 34786

  Discover a home where luxury meets convenience, perfectly crafted for today's way of life. Welcome to 1438 Belfiore Way, a Luxury Single family home located in the distinguished Gated community of Tuscany Ridge in desirable city of Windermere, Florida. This beautiful home is a move-in-ready gem, modern, elegant and comfortable. Situated on a private lot at the end of the road, with no rear

  Danilo Novak NOVAK REALTY CORP

  1438 Belfiore Way, Windermere, FL 34786
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  /26

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft
  • Townhouse for Rent

  12910 Calderdale Ave, Windermere, FL 34786

  Townhome in Wickham Park. End unit with Three Bedrooms, Two and one half baths. Kitchen has 42" wood cabinets, All Appliances, Granite Counter Tops and opens to the Living/Dinning area. All bedrooms are on the second floor, Master suite has a walk in closet with organizer, bath has double vanity and shower. Laundry closet on second floor. The Private courtyard leads to the two car garage.

  Jane Sims SIMS REALTY LLC

  12910 Calderdale Ave, Windermere, FL 34786
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  /2

  $390,000 Sold Aug 25, 2025

  • 1,565 Sq Ft
  • $249/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  12884 Calderdale Ave, Windermere, FL 34786

  Stunning End Unit Townhome with Pond Views in Windermere!Welcome to this beautifully maintained 3-bedroom, 2.5-bath end unit in the heart of Windermere, offering peaceful pond views and a host of recent upgrades. Enjoy outdoor living on the large screened lanai with UV-proof epoxy flooring, perfect for relaxing or entertaining. The detached 2-car garage and concrete driveway provide ample

  Shirley Botansky RE/MAX PRIME PROPERTIES

  12884 Calderdale Ave, Windermere, FL 34786
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  /8

  Est $2,191,680 Not Listed For Sale

  7085 Horizon Cir, Windermere, FL 34786

  7085 Horizon Cir, Windermere, FL 34786
• 

  

  /71

  $1,399,000

  • 6 Beds
  • 3.5 Baths
  • 3,364 Sq Ft

  2219 Ridgewind Way, Windermere, FL 34786

  Nestled within the gates of The Estates at Windermere—a community of just 67 homes known for its oak-lined streets and quiet elegance—this Victorian jewel balances architectural romance with modern-day practicality.The home’s exterior tells a story of timeless design: a turret, wraparound porch, and intricate trim details that feel lifted from the pages of Southern Living. Step inside and

  Hilary Hall COMPASS FLORIDA LLC

  2219 Ridgewind Way, Windermere, FL 34786
• 

  

  /17

  $2,350 per month

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

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786

  Welcome to this move in ready condo in the desirable Lakeside at Lakes of Windermere. This unscale condo community has everything. This first floor 3 bed 2 bath unit is located just across the street from the community clubhouse and pool. With close proximity to the Lakeside Village for shops, restaurants and grocery store, and only 15 mins to Disney. The unit has only been occupied by one

  Mandy Morgan TEAM DONOVAN

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786
• 

  /2

  $1,194,000 Sold Aug 25, 2025

  • 3,554 Sq Ft
  • $336/SF
  • 32 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2003

  6720 Winter Garden Vineland Rd, Windermere, FL 34786

  Welcome to a one-of-a-kind property located on the serene shores of Lake Sawyer, offering stunning water views and a private boat ramp for endless outdoor enjoyment. This charming home combines peaceful lakeside living with modern conveniences, making it the perfect retreat or forever home.There is a private office off the main entry where anyone can work from home professionally with no

  Rita Schoeffler BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  6720 Winter Garden Vineland Rd, Windermere, FL 34786
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  /59

  Est $1,845,402 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,640 Sq Ft

  13407 Bellaria Cir, Windermere, FL 34786

  13407 Bellaria Cir, Windermere, FL 34786
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  /56

  $1,389,000

  • 5 Beds
  • 4 Baths
  • 3,358 Sq Ft

  11524 Claymont Cir, Windermere, FL 34786

  Completely updated in recent years, this 5-bedroom, 4-bathroom home offers 3,358 SqFt of luxury living in Keene’s Pointe, Windermere’s premier 24-hour guard-gated community and home of the Golden Bear Club. From the start, the oversized driveway, accommodating up to nine vehicles, and three-car garage set this home apart. Inside, the first floor features commercial-grade porcelain tile flooring

  Immu Korvenmaa ALIGN REAL ESTATE LLC

  11524 Claymont Cir, Windermere, FL 34786
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  /46

  $4,800 per month

  • 6 Beds
  • 5.5 Baths
  • 3,389 Sq Ft
  • House for Rent

  4345 Saltmarsh Sparrow Dr, Windermere, FL 34786

  WELCOME HOME to Summerport! This stunning 6-bedroom, 5.5-bathroom residence is now available for rent in the highly desirable Summerport neighborhood—zoned for top-rated A+ schools!Step inside and enjoy a thoughtfully designed split two-story floor plan with plenty of room for family and entertaining. The first floor features a versatile office/den with French doors, a bright family room,

  Silvia Odebrecht ICON REALTY ASSOCIATES INC

  4345 Saltmarsh Sparrow Dr, Windermere, FL 34786
• 

  /2

  $570,000 Sold Aug 22, 2025

  • 3,072 Sq Ft
  • $186/SF
  • 93 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2006

  12724 Bideford Ave, Windermere, FL 34786

  Located in one of the sought after Communties in Central Florida, Lakes of Windermere has it all! Brand new roof and A/C installed in 2023,this home has 4 bedrooms downstairs and 1 bedroom located by itself with a full bath on the second floor, perfect for that growing teenager along with just over 3,000 sq ft for that growing family.Don't forget the low HOA fee at approx $80.00 every

  Philip Bellacicco CHARLES RUTENBERG REALTY ORLANDO

  12724 Bideford Ave, Windermere, FL 34786
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  /58

  Est $1,707,710 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  11603 Vinci Dr, Windermere, FL 34786

  11603 Vinci Dr, Windermere, FL 34786
• 

  

  /54

  $1,325,000

  • 4 Beds
  • 3 Baths
  • 3,021 Sq Ft

  11334 Camden Loop Way, Windermere, FL 34786

  Welcome to this beautifully refreshed single-story ranch in the desirable guard-gated community of Keene’s Pointe! Move-in ready and thoughtfully updated, this home features new luxury vinyl flooring, modern light fixtures, fresh interior and exterior paint, and a brand-new roof (2024).The oversized 3-car garage, complete with newly painted floors, provides abundant storage. Inside, the

  Angela Durruthy KEENE'S POINTE REALTY

  11334 Camden Loop Way, Windermere, FL 34786
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  /26

  $2,565 per month

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Townhouse for Rent

  8398 Iron Mountain Trail, Windermere, FL 34786

  Absolutely Gorgeous townhouse in desirable Windermere Trails is ready for a quick move-in. 3 BEDS/2.5BATHS. Home features a spacious floor plan, a breakfast bar in the kitchen, stainless steel appliances, granite countertops, a fenced Courtyard, a paved patio in rear, and 2 car garage. Downstairs are all tiles floors. Master Bedroom with walk-in closet. Great amenities: pool, cabana, playground,

  Raul Aleman BAHIA INTERNATIONAL REALTY

  8398 Iron Mountain Trail, Windermere, FL 34786
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  /2

  $799,000 Sold Aug 22, 2025

  • 2,748 Sq Ft
  • $291/SF
  • 112 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  9538 Lavill Ct, Windermere, FL 34786

  LOCATION, LOCATION, LOCATION!!! Seize this opportunity to REMODEL or REBUILD on this rare ONE-ACRE estate located in LAKE DOWN VILLAGE in renowned WINDERMERE. FLORIDA. Current 4br/3ba pool home has GREAT POTENTIAL, however it is in need a new vision and caring family. Grab your Architect and favorite GC and create your own masterpiece today!

  Jim Kernohan SOUTHERN HERITAGE REALTY, INC

  9538 Lavill Ct, Windermere, FL 34786
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  /31

  Est $774,986 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,514 Sq Ft

  8748 Peachtree Park Ct, Windermere, FL 34786

  8748 Peachtree Park Ct, Windermere, FL 34786
• 

  

  /35

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,751 Sq Ft

  6533 Cartmel Ln, Windermere, FL 34786

  Tucked away in the prestigious guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3.5-bath single-story pool home blends timeless Mediterranean style with modern sophistication. Set on over half an acre in a quiet cul-de-sac, the home welcomes you with a paver driveway, lush mature landscaping, and an elegant entry framed by architectural columns.As you

  Andy Neal MAXIM REALTY ORLANDO

  6533 Cartmel Ln, Windermere, FL 34786
• 

  

  /8

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 17,387 Sq Ft
  • House for Rent

  727 Magnolia St, Windermere, FL 34786

  This Charming home is being Fully Renovated and will be available for rent in the Heart of Downtown Windermere Welcome to this beautifully remodeled 2-bedroom, 1-bathroom gem, ideally located within short distance to the vibrant shops, restaurants, and parks of downtown Windermere, as well as the scenic Chain of Lakes. Step inside to discover a fresh, modern interior from the sleek kitchen to the

  Lorena Martinez EXP REALTY LLC

  727 Magnolia St, Windermere, FL 34786
• 

  /2

  $6,212,500 Sold Aug 22, 2025

  • 7,405 Sq Ft
  • $839/SF
  • 225 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2008

  9301 Tibet Pointe Cir, Windermere, FL 34786

  Elegant and timeless, this custom Lakefront Estate built by Stonebridge Homes presents like a model as it has been a vacation retreat for the current original owners and it looks as new as the day they bought it! It’s just the right size – not too big and not too small.....5BR/5Full Bath/2Half Baths along with all the essential formal living spaces you would expect PLUS more -- LR, DR, home

  Angela Durruthy KEENE'S POINTE REALTY

  9301 Tibet Pointe Cir, Windermere, FL 34786
• 

  /2

  Est $3,259,509 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 7,129 Sq Ft

  4261 Isabella Cir, Windermere, FL 34786

  4261 Isabella Cir, Windermere, FL 34786

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