Homes for Sale in 34786

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  /58

  $5,400,000

  • 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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  /50

  $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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  /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
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  /2

  $1,099,989 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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  /56

  $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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  /71

  $2,850,000

  • 5 Beds
  • 5.5 Baths
  • 6,253 Sq Ft

  6248 Louise Cove Dr, Windermere, FL 34786

  Nestled within the private gates of Isleworth West, a secluded enclave within the prestigious Isleworth community, this five-bedroom residence offers serenity and privacy against a backdrop of tranquil preserve views. Encompassing more than 6,200 square feet of thoughtfully designed living space, the home showcases elegant French country architectural styling, soaring volume ceilings, and

  Monica Lochmandy ISLEWORTH REALTY LLC

  6248 Louise Cove Dr, Windermere, FL 34786
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  /91

  $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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  /70

  $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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  /40

  $1,118,989 New Construction

  • 4 Beds
  • 4 Baths
  • 3,137 Sq Ft

  14347 Crest Palm Ave, Windermere, FL 34786

  Welcome to the Arlington! This single-story floor plan features 3-4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,687 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

  Dream Finders Homes Builder

  14347 Crest Palm Ave, Windermere, FL 34786
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  /83

  $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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  /36

  $1,100,000

  • 5 Beds
  • 3.5 Baths
  • 2,788 Sq Ft

  11208 Ledgement Ln, Windermere, FL 34786

  Upgraded One-Story Pool Home in Gated Community on Oversized Corner LotWelcome 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 high-end finishes and

  Ruthanne Martin REVEL REALTY LLC

  11208 Ledgement Ln, Windermere, FL 34786
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  /95

  $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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  /84

  $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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  /64

  $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
• 

  $541,990 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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  /46

  $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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  /22

  $585,000 Pre-Foreclosure

  • 4 Beds
  • 3.5 Baths
  • 2,667 Sq Ft

  6957 Northwich Dr, Windermere, FL 34786

  Beautiful two-story, 4-bedroom, 3.5-bathroom home in the highly desirable Lakes of Windermere Phase 4 community. Built in 2007, this well-maintained residence offers 2,667 sqft of living space on a 6,006 sqft lot. The home features a bright, open floor plan, spacious bedrooms, and a functional layout perfect for families and entertaining. Enjoy a serene backyard with privacy, while being

  Cliff Glansen FLATFEE.COM

  6957 Northwich Dr, Windermere, FL 34786
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  /9

  $1,250,000

  • Land
  • 1.2 Acres
  • $1,041,667 per Acre

  11947 Lake Butler Blvd, Windermere, FL 34786

  A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer

  Garth Robertson REAL BROKER, LLC

  11947 Lake Butler Blvd, Windermere, 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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  /55

  $3,325,000

  • 5 Beds
  • 4 Baths
  • 6,834 Sq Ft

  4301 Down Point Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. LIVE THE LAKEFRONT LIFESTYLE YOU’VE ALWAYS IMAGINED! Welcome to a unique Mediterranean-inspired estate on 3.5 private acres in Windermere, and it's HOA FREE! This is more than a home; this LUXURY HOME is a private waterfront retreat designed for those who value space, elegance, and unforgettable views. From the moment you arrive, fairytale

  Augusto Rodriguez-Aponte MARK SPAIN REAL ESTATE

  4301 Down Point Ln, Windermere, FL 34786
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  /47

  $4,900,000

  • 5 Beds
  • 4.5 Baths
  • 5,548 Sq Ft

  5036 Latrobe Dr, Windermere, FL 34786

  Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests

  Monica Lochmandy ISLEWORTH REALTY LLC

  5036 Latrobe Dr, 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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  /56

  $2,795,000

  • 5 Beds
  • 6.5 Baths
  • 6,105 Sq Ft

  11209 Macaw Ct, Windermere, FL 34786

  A Masterpiece on the 4th Hole – Keene’s Pointe Luxury Living Perfectly poised on a premium golf-front lot in the gorgeous, guard-gated community of Keene’s Pointe, this custom-built residence by Unnerstall blends refined craftsmanship with thoughtful design and breathtaking views of the Golden Bear Club’s 4th hole and tranquil water features. Boasting over 6,100 square feet of impeccably designed

  Jay Martin CORCORAN PREMIER REALTY

  11209 Macaw Ct, Windermere, FL 34786
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  /64

  $4,950,000

  • 5 Beds
  • 7 Baths
  • 6,188 Sq Ft

  11618 Vinci Dr, Windermere, FL 34786

  Behind the gates of Keene's Pointe, on the pristine shores of Lake Burden, an extraordinary lakefront estate awaits where modern design, curated luxury, and a truly magical setting come together in perfect harmony! Vinci Drive is a custom-built, fully furnished, turnkey masterpiece offering over 6,000 square feet of refined living on a desirable 1.16 acre lakefront lot. From the moment you

  Jennifer Wemert WEMERT GROUP REALTY LLC

  11618 Vinci Dr, Windermere, FL 34786
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  /32

  $1,949,000

  • 4 Beds
  • 4 Baths
  • 4,156 Sq Ft

  6047 Blakeford Dr, Windermere, FL 34786

  Stunning Golf-Front Luxury in Keene’s Pointe! Welcome to 6047 Blakeford Drive—an impeccably remodeled 4-bedroom, 4-bath residence offering 4,156 sq. ft. of A/C living space and 6,230 sq. ft. under roof. Perfectly situated along the renowned Jack Nicklaus Signature Golf Course, this home blends timeless elegance with modern comfort in one of Windermere’s most sought-after communities. Step inside

  Jay Martin CORCORAN PREMIER REALTY

  6047 Blakeford Dr, Windermere, FL 34786
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  /93

  $3,795,000

  • 5 Beds
  • 6 Baths
  • 5,772 Sq Ft

  1206 Sutter Ave, Gotha, FL 34734

  One or more photo(s) has been virtually staged. Welcome to 1206 Sutter Avenue, a truly exceptional estate and the crown jewel of Gotha, Florida—where refined luxury meets modern innovation. This 2025 build offers 5,772 square feet of thoughtfully designed living space, set on an expansive, nearly one-acre lot that provides privacy, presence, and sophistication.Recent enhancements elevate the

  Marlene De Cespedes DOUGLAS ELLIMAN

  1206 Sutter Ave, Gotha, FL 34734
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  /57

  $6,950,000

  • 7 Beds
  • 7 Baths
  • 8,000 Sq Ft

  9725 Chestnut Ridge Dr, Windermere, FL 34786

  Private showings are easily accommodated, including same-day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence.Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the

  Dianna Desboyaux DOUGLAS ELLIMAN

  9725 Chestnut Ridge Dr, Windermere, FL 34786
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  /44

  $3,995,000

  • 5 Beds
  • 6.5 Baths
  • 5,639 Sq Ft

  801 W 2nd Ave, Windermere, FL 34786

  Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed

  Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  801 W 2nd Ave, Windermere, FL 34786
• 

  

  /19

  $3,000,000

  • Land
  • 1.02 Acres
  • $2,941,176 per Acre

  12213 Park Ave, Windermere, FL 34786

  Welcome to Chaine Du Lac- one of Windermere's most exclusive gated enclaves. This prime 1.02-acre cul-de-sac lot is one of only TWO homesites remaining among just 44 custom-built estate residences, offering a rare opportunity to design your private luxury retreat. The property is cleared, level, and fully equipped with utilities, making it truly build-ready. Enjoy the tranquility of oversized

  Naresh Budhu PREMIUM PROPERTIES R.E. SERVICE

  12213 Park Ave, Windermere, FL 34786
• 

  $511,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,649 Sq Ft

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

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932786, Windermere, FL 34786
• 

  

  /19

  $834,000

  • 4 Beds
  • 3.5 Baths
  • 3,068 Sq Ft

  6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

  New price reflects a fantastic opportunity for today’s buyers. Welcome to 6631 Crestmont Glen Lane, a stunning executive home nestled in the highly sought-after gated community of Glenmuir in Windermere, Florida. This beautifully maintained residence offers the perfect blend of comfort, elegance, and functionality on a spacious, landscaped lot.Featuring 4 bedrooms and 3 1/2 bathrooms, this home

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

  6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
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  /39

  $830,000

  • 6 Beds
  • 5.5 Baths
  • 3,698 Sq Ft

  4345 Saltmarsh Sparrow Dr, Windermere, FL 34786

  Welcome HOME to Summerport! This stunning fully indoor and outdoor repainted 6-bedroom, 5.5-bathroom residence is now listed for sale 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

  Silvia Odebrecht ICON REALTY ASSOCIATES INC

  4345 Saltmarsh Sparrow Dr, Windermere, FL 34786
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  /56

  $555,000

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  6718 Romney Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless

  Tyler Gibson LPT REALTY, LLC

  6718 Romney Ln, Windermere, FL 34786
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  /73

  $5,000,000 New Construction

  • 5 Beds
  • 8 Baths
  • 7,940 Sq Ft

  1009 Down Reserve Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Just completed | Never lived in | A rare opportunity to be the very first to call this architectural showpiece home! Positioned in the highly sought after Lake Down Reserve community of Windermere, this custom-built modern Mediterranean estate delivers nearly 8,000 square feet of elevated design, cutting-edge construction, and curated luxury. Built

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1009 Down Reserve Ct, Windermere, FL 34786
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  /40

  $609,990

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

  6315 Clearmeadow Ct, Windermere, FL 34786

  ****Reduced 2/13/26***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

  Drew Wolski CORE REAL ESTATE GROUP

  6315 Clearmeadow Ct, Windermere, FL 34786
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  /64

  $4,495,000

  • 5 Beds
  • 7 Baths
  • 5,895 Sq Ft

  6109 Orta Ct, Windermere, FL 34786

  Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet of refined living space, seamlessly blending modern elegance with timeless sophistication. The thoughtfully designed floor plan features five bedrooms, five full bathrooms, and two half bathrooms, with the primary suite conveniently located on the main level.At the heart of

  Monica Lochmandy ISLEWORTH REALTY LLC

  6109 Orta Ct, Windermere, FL 34786
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  /66

  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 5,005 Sq Ft

  12923 Water Point Blvd, Windermere, FL 34786

  Welcome to 12923 Water Point Blvd., a stunning lakefront estate nestled in the exclusive, man-guard gated community of Waterford Pointe in Windermere. This impressive residence offers over 5,000 square feet of luxurious living space with 4 bedrooms in the main home, including a spacious primary suite conveniently located on the first floor. Designed for both relaxation and entertaining, the home

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  12923 Water Point Blvd, Windermere, FL 34786
• 

  

  /25

  $798,000

  • 4 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  9237 Mcdavid Ct, Windermere, FL 34786

  Your Private Windermere Oasis Awaits * Step into a lifestyle of space, serenity, and sophisticated upgrades with this stunning 4-bedroom family estate nestled on over an acre of pristine land. Perfectly positioned to blend modern comfort with the beauty of nature, this property is a rare find for those who refuse to compromise on size or scenery. Highlights of the Estate: Breathtaking Vistas:

  Scott Howard VINTAGE REALTY GROUP LLC

  9237 Mcdavid Ct, Windermere, FL 34786
• 

  

  /75

  $3,550,000

  • 5 Beds
  • 6.5 Baths
  • 5,501 Sq Ft

  5024 Sawyer Cove Way, Windermere, FL 34786

  Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A

  Rob Rahter STOCKWORTH REALTY GROUP

  5024 Sawyer Cove Way, Windermere, FL 34786
• 

  

  /65

  $5,325,000

  • 4 Beds
  • 5.5 Baths
  • 6,424 Sq Ft

  5243 Isleworth Country Club Dr, Windermere, FL 34786

  Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense”

  Rob Rahter STOCKWORTH REALTY GROUP

  5243 Isleworth Country Club Dr, Windermere, FL 34786

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