Windermere, FL Homes for Sale

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  $3,700,000

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

  2844 Marquesas Ct, Windermere, FL 34786

  Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living. Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees, the

  Dianna Desboyaux DOUGLAS ELLIMAN

  2844 Marquesas Ct, Windermere, FL 34786
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  /40

  $835,000

  • 4 Beds
  • 3.5 Baths
  • 3,391 Sq Ft

  11816 Angle Pond Ave, Windermere, FL 34786

  Under 15 minutes to Magic Kingdom. Fireworks on your drive home. Dinner at EPCOT on a Tuesday.Located in Windermere Trails, one of Windermere’s most sought-after communities, this home puts you minutes from Hamlin and Winter Garden Village while keeping you close enough to Disney to make everyday life feel anything but ordinary.The backyard is where this home really stands apart. Designed

  Ken Pozek REAL BROKER, LLC

  11816 Angle Pond Ave, Windermere, FL 34786
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  /13

  $5,500,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,442 Sq Ft

  1330 Lake Olivia Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. This is a lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy. This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings above, and

  Ana Rubio EMPIRE NETWORK REALTY

  1330 Lake Olivia Ln, Windermere, FL 34786
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  $1,120,000

  • 6 Beds
  • 4.5 Baths
  • 4,625 Sq Ft

  13525 Gorgona Isle Dr, Windermere, FL 34786

  Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining.A dramatic two-story foyer creates a

  Roo Klaers COLDWELL BANKER REALTY

  13525 Gorgona Isle Dr, Windermere, FL 34786
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  $2,380,000 Open Wed 4PM - 6PM

  • 5 Beds
  • 6.5 Baths
  • 5,108 Sq Ft

  1316 Estancia Woods Loop, Windermere, FL 34786

  Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. This home is being offered fully furnished, providing a truly turnkey, move in ready experience. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas

  catalina gomez EXP REALTY LLC

  1316 Estancia Woods Loop, Windermere, FL 34786
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  $620,000

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  6876 Merrick Landing Blvd, Windermere, FL 34786

  The Vineyards in Windermere is a newer, non-gated suburban community with a mix of single-family homes and townhomes, appealing amenities. The house is located on the main corner at the entrance to the community and has excellent garden spaces. Primary suite provides a private retreat with a walk-in closet and a well-appointed en-suite bathroom. Additional bedrooms are generously sized, offering

  Delia Lugo INTERNATIONAL REAL ESTATE LLC

  6876 Merrick Landing Blvd, Windermere, FL 34786
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  /41

  $2,600,000

  • 7 Beds
  • 5.5 Baths
  • 5,221 Sq Ft

  6219 Tiroco Way, Windermere, FL 34786

  Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media room, loft, dedicated office, storage room, and

  Ryan Solberg MAXLIFE REALTY LLC

  6219 Tiroco Way, Windermere, FL 34786
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  /52

  $588,000

  • 4 Beds
  • 2.5 Baths
  • 2,547 Sq Ft

  13118 Sunkiss Loop, Windermere, FL 34786

  One or more photo(s) has been virtually staged. 13118 Sunkiss Loop | Summerport, Windermere Located in the heart of Summerport, one of Windermere's most sought-after communities, this spacious two-story home offers over 2,500 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms.Recent updates make this home truly move-in ready. A new roof was installed in

  Desmond Garcia LLC ONE LUXURY INTERNATIONAL LLC

  13118 Sunkiss Loop, Windermere, FL 34786
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  $3,590,000

  • 8 Beds
  • 7.5 Baths
  • 8,203 Sq Ft

  13643 Lake Cawood Dr, Windermere, FL 34786

  Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

  Wenwen Wang JWJ REALTY LLC

  13643 Lake Cawood Dr, Windermere, FL 34786
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  $3,900,000

  • 6 Beds
  • 7.5 Baths
  • 5,441 Sq Ft

  6208 Winter Garden Vineland Rd, Windermere, FL 34786

  We present a luxury residence in Windermere, Florida, that combines modern design, spacious areas, and a prime location. Situated at 6208 Winter Garden Vineland Road, this property is strategically positioned in front of Windermere Preparatory School, one of the best private schools in Florida. With 5,441 sqft of climate-controlled living space and a total area of 8,091 sqft, this home impresses

  Daniel Pavel WRA BUSINESS & REAL ESTATE

  6208 Winter Garden Vineland Rd, Windermere, FL 34786
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  $1,875,000

  • 4 Beds
  • 6 Baths
  • 3,519 Sq Ft

  84 Oakdale St, Windermere, FL 34786

  Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes.Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated

  Carolina Dumit CORCORAN PREMIER REALTY

  84 Oakdale St, Windermere, FL 34786
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  /40

  $1,108,989 New Construction

  • 4 Beds
  • 4 Baths
  • 3,123 Sq Ft

  14347 Crest Palm Ave, Windermere, FL 34786

  Step into refined living with this exceptional 4-bedroom, 4-bath residence spanning 3,123 square feet of impeccably designed space. Showcasing a sophisticated open-concept layout, this home offers the perfect balance of elegance and functionality. The main level impresses with soaring 10-foot ceilings and seamless laminate flooring, creating a bright, expansive ambiance. The gourmet kitchen is a

  Dream Finders Homes Builder

  14347 Crest Palm Ave, Windermere, FL 34786
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  $3,499,000

  • 4 Beds
  • 4.5 Baths
  • 4,512 Sq Ft

  5145 Latrobe Dr, Windermere, FL 34786

  Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  5145 Latrobe Dr, Windermere, FL 34786
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  $2,350,000

  • 4 Beds
  • 4.5 Baths
  • 4,471 Sq Ft

  606 E 6th Ave, Windermere, FL 34786

  Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets.A private gated entry welcomes you to this exceptional residence, featuring 3 bedrooms and 3.5 bathrooms, plus a private in-law suite with its own full bath bringing the total to 4 bedrooms and 4.5 bathrooms. Thoughtfully designed for both everyday

  Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

  606 E 6th Ave, Windermere, FL 34786
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  $5,250,000

  • 4 Beds
  • 4.5 Baths
  • 5,752 Sq Ft

  6117 Louise Cove Dr, Windermere, FL 34786

  Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat

  Sarah Longwell ISLEWORTH REALTY LLC

  6117 Louise Cove Dr, Windermere, FL 34786
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  $3,195,000

  • 5 Beds
  • 7 Baths
  • 5,071 Sq Ft

  9940 Grosvenor Pointe Cir, Windermere, FL 34786

  Welcome to an extraordinary custom residence located within the prestigious guard-gated golf community of Keene’s Pointe, one of Windermere’s most sought-after luxury enclaves. Built in 2014 and set on an expansive 0.51-acre, this estate offers over 5,000 square feet of refined living space, thoughtfully designed to balance elegance, comfort, and modern functionality. The property enjoys a rare

  Dianna Desboyaux DOUGLAS ELLIMAN

  9940 Grosvenor Pointe Cir, Windermere, FL 34786
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  $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
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  /2

  $1,166,989 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,628 Sq Ft

  Ellington II Plan at Palms at Windermere, Windermere, FL 34786

  The Ellington II floor plan offers a modern, spacious two-story layout ideal for families and entertaining. It includes 4-5 bedrooms, 3 bathrooms, and expansive living areas. The main level features an open concept kitchen, dining, and great room, perfect for socializing. A private owner’s suite and an optional guest suite offer versatility. Upstairs, additional bedrooms, a loft, and a

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36503508, Windermere, FL 34786
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  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  8272 Bryce Canyon Ave, Windermere, FL 34786

  3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two

  Eduardo Pavone CELEBRITY GLOBAL REALTY LLC

  8272 Bryce Canyon Ave, Windermere, FL 34786
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  $8,995,000

  • 6 Beds
  • 9 Baths
  • 9,571 Sq Ft

  6137 Grosvenor Shore Dr, Windermere, FL 34786

  Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  6137 Grosvenor Shore Dr, Windermere, FL 34786
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  $815,000

  • 5 Beds
  • 3 Baths
  • 3,211 Sq Ft

  4415 Blue Major Dr, Windermere, FL 34786

  This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space,

  Mariana Micheti M2M REALTY

  4415 Blue Major Dr, Windermere, FL 34786
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  $18,500,000

  • 7 Beds
  • 8.5 Baths
  • 10,649 Sq Ft

  11900 Lake Butler Blvd, Windermere, FL 34786

  Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

  Julie Bettosini STOCKWORTH REALTY GROUP

  11900 Lake Butler Blvd, Windermere, FL 34786
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  $539,900

  • 4 Beds
  • 2 Baths
  • 2,380 Sq Ft

  12761 Holdenbury Ln, Windermere, FL 34786

  Come see this wonderful southern style cottage in the beautiful Lakes of Windermere community located in exclusive Windermere. FL. This 4 bedroom 2 bath split bedroom plan with its spacious and open floorpan will impress you. The home offers a charming front porch with dormered windows and a rear screened patio with brick floors. Upon entering the home you will see it's tremendous potential with

  Randall Gill COLDWELL BANKER REALTY

  12761 Holdenbury Ln, Windermere, FL 34786
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  /23

  $3,499,000

  • Land
  • 2.21 Acres
  • $1,583,258 per Acre

  2624 Midsummer Dr, Windermere, FL 34786

  Discover a rare opportunity to own the only fully cleared homesite available in Lake Down Shores in the highly sought-after city of Windermere. Situated directly on the pristine shores of Lake Down—part of the renowned Butler Chain of Lakes—this exceptional 2.21-acre property offers the perfect canvas to build the lakefront estate you’ve always envisioned.This lakefront lot providing ample

  Mindy Silva LOKATION

  2624 Midsummer Dr, Windermere, FL 34786
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  $6,699,000

  • 5 Beds
  • 5.5 Baths
  • 6,257 Sq Ft

  9259 Tibet Pointe Cir, Windermere, FL 34786

  Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  9259 Tibet Pointe Cir, Windermere, FL 34786
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  $1,950,000

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

  13048 Lake Roper Ct, Windermere, FL 34786

  Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. 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

  Fernando Teixeira WOODSTONE INVESTMENTS LLC

  13048 Lake Roper Ct, Windermere, FL 34786
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  $1,000,000

  • 5 Beds
  • 3.5 Baths
  • 2,988 Sq Ft

  11208 Ledgement Ln, Windermere, FL 34786

  Upgraded One-Story Pool Home in Gated Community on Oversized Corner Lot****NEW ROOF****Welcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space. With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality.Upon entry, you’ll be captivated by the

  Ruthanne Martin REVEL REALTY LLC

  11208 Ledgement Ln, Windermere, FL 34786
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  $4,925,000

  • 7 Beds
  • 8 Baths
  • 8,931 Sq Ft

  9575 Westover Roberts Rd, Windermere, FL 34786

  Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA.

  Rob Rahter STOCKWORTH REALTY GROUP

  9575 Westover Roberts Rd, Windermere, FL 34786
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  $13,995,000 New Construction

  • 6 Beds
  • 10 Baths
  • 9,770 Sq Ft

  9323 Gladys Garden Ct, Windermere, FL 34786

  Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage

  Steve Healy CORCORAN PREMIER REALTY

  9323 Gladys Garden Ct, Windermere, FL 34786
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  $2,700,000

  • 8 Beds
  • 5.5 Baths
  • 5,607 Sq Ft

  3103 Seigneury Dr, Windermere, FL 34786

  Stunning 8BR/5BA Renovated Estate in Exclusive Windermere CommunityBeautifully updated 7-bedroom, 5-bathroom home located in one of Windermere’s most exclusive neighborhoods, known for its quiet setting and top-rated schools. This spacious residence offers extensive renovations completed by the current owner, including four new A/C units, all new interior and exterior lighting, and updated

  Arletis Delram NEW SOLUTIONS REALTY INC

  3103 Seigneury Dr, Windermere, FL 34786
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  $5,150,000

  • 4 Beds
  • 5.5 Baths
  • 6,950 Sq Ft

  6142 Grosvenor Shore Dr, Windermere, FL 34786

  Located in Grosvenor Village within Keene’s Pointe, this estate overlooks a pond and the Tibet-Butler Preserve. Updated with interior design by Goehring & Morgan, the home includes professionally designed spaces by Angela Neel Interiors, lighting from Fine Art Handcrafted Lighting, and finishes including Emperador marble and Venetian plaster. The floor plan features a formal living room with a

  Monica Lochmandy ISLEWORTH REALTY LLC

  6142 Grosvenor Shore Dr, Windermere, FL 34786
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  /21

  $411,900

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11686 Water Run Aly, Windermere, FL 34786

  Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a modern open-concept layout.The kitchen features granite countertops, stainless steel appliances, and ample cabinetry overlooking the bright living and

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

  11686 Water Run Aly, Windermere, FL 34786
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  $542,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  Cawood Plan at Lake Cawood Cove - Townhomes, Windermere, FL 34786

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932780, Windermere, FL 34786
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  $596,400

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  11675 Snail Kite Way, Windermere, FL 34786

  Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in

  Justin Pekarek ORLANDO PROPERTY ADVISORS

  11675 Snail Kite Way, Windermere, FL 34786
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  $780,000

  • 6 Beds
  • 4 Baths
  • 3,648 Sq Ft

  7180 Beek St, Windermere, FL 34786

  Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest

  Maria Ubillus FOLIO REALTY LLC

  7180 Beek St, Windermere, FL 34786
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  /31

  $1,395,000

  • 5 Beds
  • 3.5 Baths
  • 3,934 Sq Ft

  1849 Watermere Ln, Windermere, FL 34786

  Nestled at the heart of Windermere Grande, a 28-home gated community situated on a north-facing 3/4-acre lot, stands an executive 4000 sq ft home with 4 to 5-bedrooms. There is a three-car side-entry garage. The house features a flat tile roof, and an impressive 74 Tesla solar panels. In-law au pair suite with an en-suite bathroom with walk in shower. Under a cathedral ceiling is an appliance

  Susana Stutsman SUSANA JORDAN STUTSMAN

  1849 Watermere Ln, Windermere, FL 34786
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  /22

  $2,500,000 New Construction

  • 5 Beds
  • 4 Baths
  • 5,516 Sq Ft

  6606 Sawyer Shores Ln, Horizon West, FL 34786

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees

  Nick Khela PREMIUM PROPERTIES R.E. SERVICE

  6606 Sawyer Shores Ln, Horizon West, FL 34786
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  /55

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,248 Sq Ft

  11162 Ledgement Ln, Windermere, FL 34786

  NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere’s most sought-after gated communities. This 4 bedroom, 3 full bath, plus 2 half bath home includes a dedicated office and an upstairs bonus room within a primarily single-story layout—a thoughtful blend of functionality and comfort. Double doors open to a bright foyer with immediate views of the custom 2021 saltwater

  Deb Schroeder INFINITY REALTY GROUP LLC

  11162 Ledgement Ln, Windermere, FL 34786
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  $6,700,000 New Construction

  • 5 Beds
  • 5 Baths
  • 4,723 Sq Ft

  11 Main St, Windermere, FL 34786

  Under Construction. Brand New Construction in the Heart of Downtown Windermere – Currently Under Construction! Walking distance to downtown events, the farmers market, food trucks, and the local brewery. Historic Windermere is golf cart friendly and known for its outdoor lifestyle with parks, recreation areas, tennis courts, public docks, and swimming areas. Bring your boat! This waterfront

  Milena Fernandes GOLDEN GROUP REALTY LLC

  11 Main St, Windermere, FL 34786
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  /2

  $625,000

  • Land
  • 0.44 Acre
  • $1,420,455 per Acre

  2 Chase Rd, Windermere, FL 34786

  Almost half an acre located on Main Street in the Town of Windermere

  Matthew Hughes REAL BROKER, LLC

  2 Chase Rd, Windermere, FL 34786

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