Orange, FL Homes

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  /79

  $2,399,999

  • 4 Beds
  • 6 Baths
  • 4,447 Sq Ft

  11502 Waterstone Loop Dr, Windermere, FL 34786

  THIS IS IT! THE RARE GEM YOU HAVE BEEN WAITING FOR! ALL BEDROOMS ARE ON FIRST FLOOR! COME TOUR THIS GUARD GATED MAJESTIC WINDERMERE ESTATE ON THE BEST AND MOST LUXURIOUS STREET IN WATERSTONE WHERE ESTATES ARE SELLING FOR UPWARDS OF $12 MILLION DOLLARS. HOMES RARELY COME ON THE MARKET ON THIS STREET. THIS HOME ALSO HAS ONE OF THE LARGEST INTERIOR LOTS in the neighborhood where not only will you

  Jill Davis CHARLES RUTENBERG REALTY ORLANDO

  11502 Waterstone Loop Dr, Windermere, FL 34786
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  /2

  $1,575,000 Sold May 23, 2025

  • 3,597 Sq Ft
  • $438/SF
  • 91 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1989

  2115 Lake Crescent Ct, Windermere, FL 34786

  Welcome home to this LAKEFRONT ESTATE HOME in the gated community of Windermere Club! Tucked away in the back of the community on a quiet cul-de-sac and sprawled out along the oversized lot directly on Lake Crescent, this character-filled home is ready for its next lucky owner. Immediately as you pull up to the home, you will be wow-ed by the circular driveway that leads up to a porte-cochere for

  Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

  2115 Lake Crescent Ct, Windermere, FL 34786
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  /20

  Est $820,681 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,677 Sq Ft

  11722 Gray Rock Trail, Windermere, FL 34786

  11722 Gray Rock Trail, Windermere, FL 34786
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  /73

  $874,900

  • 5 Beds
  • 4.5 Baths
  • 2,844 Sq Ft

  11761 Bella Milano Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to 11761 Bella Milano Ct, a fully renovated 5-bedroom, 4.5-bath sanctuary nestled within the private gates of Belmere, one of Windermere’s most sought-after communities. This is more than a home — it's a lifestyle crafted for those who value refined beauty, thoughtful upgrades, and connection to everything that makes Central Florida truly

  Lizzette Bolivar Rubio PMI ORLANDO PARKS

  11761 Bella Milano Ct, Windermere, FL 34786
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  /2

  $680,000 Sold May 23, 2025

  • 2,390 Sq Ft
  • $285/SF
  • 120 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2015

  9107 Reflection Pointe Dr, Windermere, FL 34786

  PRICE REDUCTION!!!! $20,000 LESS!!! TAKE ADVANTAGE OF THE NEW PRICE!!!! Discover the home of your dreams in this **spectacular two-story residence**, featuring 4 bedrooms and 3 bathrooms, ideally situated in the highly desirable **Windermere Trails community**! Located in one of Windermere's most sought-after neighborhoods, this home provides the perfect blend of convenience and elegance, just

  Rodolfo Renwick WEALTHY REALTY, LLC

  9107 Reflection Pointe Dr, Windermere, FL 34786
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  /45

  Est $861,510 Not Listed For Sale

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

  7016 Kiwano Way, Windermere, FL 34786

  7016 Kiwano Way, Windermere, FL 34786
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  /44

  $2,595,000

  • 5 Beds
  • 7 Baths
  • 5,934 Sq Ft

  11106 Coniston Way, Windermere, FL 34786

  NEW PRICE | A one-of-a-kind French Provincial estate, "The Monet," was crafted by Master Custom Builder Castleworks in 2008 and has been updated a smart home for today’s buyers. This luxurious residence is situated within the prestigious gated community of The Reserve at Lake Butler Sound, featuring a 24-hour manned entrance, picturesque English garden parks, a lakeside gazebo, and a waterscape

  Toni Marie Cafferty COMPASS FLORIDA LLC

  11106 Coniston Way, Windermere, FL 34786
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  /2

  $1,800,000 Sold May 23, 2025

  • 4,350 Sq Ft
  • $414/SF
  • 261 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2001

  6203 Blakeford Dr, Windermere, FL 34786

  Beautiful Keene’s Pointe custom Home built by well known builder GOEHRING & MORGAN, offering amazing pond views throughout the house. Offering 4 Bedrooms and 4 1/2 bathrooms, not only having the principal bedroom and another one downstairs as a great feature but also having each bedroom its own bathroom making this property privileged. Two more bedrooms are upstairs plus a craft room with a

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  6203 Blakeford Dr, Windermere, FL 34786
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  /25

  Est $399,992 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786

  14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786
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  /90

  $1,700,000

  • 5 Beds
  • 4.5 Baths
  • 3,868 Sq Ft

  11015 Hawkshead Ct, Windermere, FL 34786

  Dream home in Windermere! Nestled inside the gates of the luxurious community of Reserve at Lake Sound. Move-in ready home! Tile roof replaced in 2021. Heated area of 3868 sqft built with high quality material and finishing, tall ceilings and travertine floors in the common areas. The refurbishment, done 4 years ago, resulted in adding modern sophistication to the home. The double door entrance

  Ahmed Elkomy CENTURY 21 CARIOTI

  11015 Hawkshead Ct, Windermere, FL 34786
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  /2

  $1,360,000 Sold May 22, 2025

  • 3,690 Sq Ft
  • $369/SF
  • 3 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1994

  11440 Willow Gardens Dr, Windermere, FL 34786

  Sunset Pond Views • Extensive Renovations • Premier Windermere Location • Set on a beautifully landscaped half-acre lot, this home offers conservation and water views in the sought-after community of Willows at Lake Rhea. A double-height foyer with mahogany doors and sightlines to the screened pool and spa creates an immediate sense of openness. The redesigned kitchen features rich cabinetry,

  Renee Funk EXP REALTY LLC

  11440 Willow Gardens Dr, Windermere, FL 34786
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  /15

  Est $397,723 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
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  /39

  $685,000

  • 4 Beds
  • 2 Baths
  • 2,211 Sq Ft

  7214 Tattant Blvd, Windermere, FL 34786

  Beautiful 4 Bed / 2 Bath Pool Home in Windermere!?This move-in ready home features a private screened pool & spa with no rear neighbors, low HOA, and a spacious open floor plan perfect for entertaining. Enjoy granite countertops, stainless steel appliances, and a large kitchen island that flows into the family room.The primary suite offers a walk-in closet, double vanities, garden tub, and

  Rebeca Lima ORLANDO BROTHERS REAL ESTATE LLC

  7214 Tattant Blvd, Windermere, FL 34786
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  /2

  $1,057,395 Sold May 22, 2025

  • 3,100 Sq Ft
  • $341/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  14422 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. 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

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14422 Crest Palm Ave, Windermere, FL 34786
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  /51

  Est $387,591 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
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  /42

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft

  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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  /2

  $690,000 Sold May 22, 2025

  • 3,344 Sq Ft
  • $206/SF
  • 99 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  1712 Whitney Isles Dr, Windermere, FL 34786

  Welcome to the affluent Windermere gated community of Belmere! This exquisite 4 bed, 2 & a half bath residence offers the perfect blend of luxury, comfort, and convenience. Situated on a private lot with no rear neighbors, this home ensures tranquility while being just minutes from the charming cobblestone streets of Downtown Windermere. Step inside to discover a thoughtfully designed

  Blake Blahut REALTY ONE GROUP INSPIRATION

  1712 Whitney Isles Dr, Windermere, FL 34786
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  /28

  Est $450,755 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  11819 Vermillion Ave, Windermere, FL 34786

  11819 Vermillion Ave, Windermere, FL 34786
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  /42

  $854,900

  • 4 Beds
  • 3 Baths
  • 2,867 Sq Ft

  1932 Reed Hill Dr, Windermere, FL 34786

  Updated and Modern in the heart of Windermere, this well cared for pool home is now available in the highly desirable and gated Westover Club community. This chic home is a showplace of style with new custom luxury wood flooring, open concept floor plan with plenty of natural light, and a renovated kitchen with new imported stone countertops. The primary suite has beautiful views of the backyard

  Michael blank FL PRO BROKERS LLC

  1932 Reed Hill Dr, Windermere, FL 34786
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  /2

  $599,000 Sold May 21, 2025

  • 3,068 Sq Ft
  • $195/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2007

  6963 Northwich Dr, Windermere, FL 34786

  Situated in the sought-after Lakes of Windermere community, this beautifully maintained two-story home offers over 3,000 square feet of living space with 4 bedrooms, 2.5 baths, and a 2-car garage. Designed for both functionality and style, the layout features an open-concept floor plan that welcomes you with abundant natural light and spacious living areas. The formal living and dining areas flow

  Simi Lakhani KELLER WILLIAMS CLASSIC

  6963 Northwich Dr, Windermere, FL 34786
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  /2

  Est $686,925 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
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  /28

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  9375 Woodbreeze Blvd, Windermere, FL 34786

  In addition to being located in a well-established, budget-friendly neighborhood, this 3bed/2bath near 1492 sq ft home sits on a corner lot with fenced in backyard! Your home is zoned for A+ rated Windermere Elementary and is a short walk to Olympia High School—placing top-tier education right at your doorstep. Live close to everything you need: Publix, restaurants, a pharmacy, a

  Jackie Victoria Patellis COLDWELL BANKER REALTY

  9375 Woodbreeze Blvd, Windermere, FL 34786
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  /2

  $390,000 Sold May 21, 2025

  • 1,647 Sq Ft
  • $237/SF
  • 136 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2008

  14042 Sparkling Cove Ln Unit 606, Windermere, FL 34786

  Charming End-Unit 3/2.5 + loft +private courtyard Townhouse in the Heart of Windermere! SELLER WILL COVER one time CAPITAL CONTRIBUTION FEE at listing price for the Buyer.Step into the charm of Windermere with this delightful end-unit townhouse in the gated community of Oasis Cove. The MASTER bedroom is conveniently located on the FIRST floor, providing easy access and privacy. The spacious

  Alena Kolyadchik REALTY HUB

  14042 Sparkling Cove Ln Unit 606, Windermere, FL 34786
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  /16

  Est $351,947 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
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  /47

  $979,000

  • 4 Beds
  • 3 Baths
  • 3,080 Sq Ft

  6426 Montclair Bluff Ln, Windermere, FL 34786

  Welcome to your dream home in the highly sought-after gated community of Glenmuir in Windermere! This beautifully renovated residence features a meticulously designed interior with luxury vinyl flooring, a stunning gourmet kitchen, and an open-concept layout that effortlessly blends comfort and style.Working from home is a dream in the bright, naturally lit office, which is not shown in the

  Charlie Akduman REGENCY REAL ESTATE LLC

  6426 Montclair Bluff Ln, Windermere, FL 34786
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  /2

  $498,000 Sold May 20, 2025

  • 2,092 Sq Ft
  • $238/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2014

  8624 Powder Ridge Trail, Windermere, FL 34786

  Stunning home in the desirable community of Windermere Trails! This home offers 4 bedrooms, 2 bathrooms, half bath and attached 2 car garage. Energy Star certified, highly efficient insulated which brings your electric bill down. Community amenities include walking trails and playground, Kid's Splash Pad, picnic table, dog park, plus a community pool. Parks and Lakeside Village Shopping Center

  Priscilla Triska FLORIDA CONNEXION PROPERTIES

  8624 Powder Ridge Trail, Windermere, FL 34786
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  /44

  Est $413,068 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
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  /52

  $5,494,000

  • 5 Beds
  • 6.5 Baths
  • 4,665 Sq Ft

  5199 Latrobe Dr, Windermere, FL 34786

  Nestled in the exclusive and coveted gated community of Isleworth, this fully remodeled, turn-key golf estate is positioned along Isleworth’s famed championship golf course. This remarkable golf-front property reveals a stylish and modern retreat you are sure to fall in love with. Spanning more than 6,600 square feet of indoor living and outdoor covered space, the estate blends warmth, elegance

  Shane Croft COLDWELL BANKER RESIDENTIAL RE

  5199 Latrobe Dr, Windermere, FL 34786
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  /2

  $1,320,000 Sold May 20, 2025

  • 5,080 Sq Ft
  • $260/SF
  • 19 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2004

  9178 Panzani Place, Windermere, FL 34786

  For the first time since its construction, this ORIGINAL OWNER ESTATE—situated at the terminus of a quiet CUL-DE-SAC within one of Windermere’s most exclusive gated communities—is proudly introduced to the market. Located in WINDERMERE THE TOP RANKED LUXURY SUBURB IN THE ORLANDO AREA FOR 2024, this distinguished residence offers OVER 5,000 SQUARE FEET of thoughtfully curated living space,

  Melanie Miller PREMIUM PROPERTIES R.E SERVICE

  9178 Panzani Place, Windermere, FL 34786
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  /50

  Est $689,209 Not Listed For Sale

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

  9283 Patrimonio Loop, Windermere, FL 34786

  9283 Patrimonio Loop, Windermere, FL 34786
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  /26

  $1,000,000

  • Land
  • 0.50 Acre
  • $2,000,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
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  /2

  $560,000 Sold May 20, 2025

  • 2,317 Sq Ft
  • $242/SF
  • 39 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2013

  10765 Village Lake Rd, Windermere, FL 34786

  FORMER MODEL HOME w/ tons of DESIGN ELEMENTS!!** MODERN & UPDATED 4BD/3.5BA TOWNHOUSE with a private SALT WATER POOL, DOUBLE PRIMARY SUITES, HURRICANE WINDOWS and gorgeous WATER VIEWS of Lake Spar! The desirable OPEN CONCEPT LIVING is satisfied with the main living area including the LIVING ROOM, DINING ROOM and OPEN KITCHEN! Ideal for entertaining guests, this OPEN FLOOR PLAN allows for loved

  Wenwen Wang JWJ REALTY LLC

  10765 Village Lake Rd, Windermere, FL 34786
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  /64

  Est $770,846 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
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  /100

  $940,000

  • 5 Beds
  • 4.5 Baths
  • 3,615 Sq Ft

  9257 Outlook Rock Trail, Windermere, FL 34786

  MOTIVATED SELLER!! Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails CommunityThis luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in

  Macarena Jimenez ZARIA REALTY GROUP LLC

  9257 Outlook Rock Trail, Windermere, FL 34786
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  /2

  $1,143,000 Sold May 16, 2025

  • 3,273 Sq Ft
  • $349/SF
  • 29 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2000

  2008 Water Key Dr, Windermere, FL 34786

  Nestled within the guard-gated community of The Reserve at Waterford Pointe, this stunning single-story residence offers the perfect blend of sophisticated design, unparalleled luxury, and ultimate privacy. From meticulously curated interior finishes to striking outdoor spaces, this home redefines modern living. As you step through the front doors, you're immediately greeted by the grandeur of an

  Christopher Christensen COMPASS FLORIDA LLC

  2008 Water Key Dr, Windermere, FL 34786
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  /42

  Est $486,653 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
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  /96

  $670,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,827 Sq Ft

  13055 Overstreet Rd, Windermere, FL 34786

  Prime Location – Resort-Style Living!Perfectly situated just minutes from Orlando’s world-famous attractions and vibrant downtown, this spacious 4-bedroom, 3.5-bath home offers unbeatable convenience with schools, shopping, dining, and major roadways all close by. Inside, enjoy a private living room, formal dining room, butler’s pantry, a dedicated office, and a large kitchen that opens to a

  Luis Garcia HOMELUI REALTY

  13055 Overstreet Rd, Windermere, FL 34786
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  /2

  $3,315,000 Sold May 16, 2025

  • 5,365 Sq Ft
  • $618/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  2844 Marquesas Ct, Windermere, FL 34786

  Your Own Private Paradise – Just Under 6,000 Sq Ft of Lakefront LuxuryWelcome to your private sanctuary with both sunrise and sunset views over the shimmering waters of Lake Crescent. Located in the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece boasts just under 6,000 square feet of completely reimagined luxury living.Situated on a pristine, oversized lot

  Dianna Desboyaux SOUTHERN REALTY GROUP LLC

  2844 Marquesas Ct, Windermere, FL 34786
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  /45

  Est $486,653 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
• 

  

  /45

  $979,000

  • 3 Beds
  • 2 Baths
  • 2,272 Sq Ft

  111 Main St, Windermere, FL 34786

  Prime Windermere Location! Fully Renovated and Move-In Ready!Don’t miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms—perfect for comfortable family living and entertaining.Recent Upgrades Include: Fresh interior and

  Sammy Nakhleh SUNDIAL REAL ESTATE LLC

  111 Main St, Windermere, FL 34786

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