Windermere, FL 2-Story Homes for Sale

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  $1,999,000

  • 4 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  12235 Montalcino Cir, Windermere, FL 34786

  Casa del Lago gated community in Windermere, Florida. Exquisite 4 bedroom/4.5 bath luxury residence showcasing exceptional craftsmanship and high-end finishes throughout. As you arrive you are welcomed by a circular driveway and quaint courtyard entrance. The first floor boasts a formal dining room,and a spacious gathering room anchored by a stunning stone two-sided fireplace. A dedicated

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  12235 Montalcino Cir, Windermere, FL 34786
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  $1,998,000

  • 5 Beds
  • 4.5 Baths
  • 4,716 Sq Ft

  2958 Marquesas Ct, Windermere, FL 34786

  This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor

  Dianna Desboyaux EXP REALTY LLC

  2958 Marquesas Ct, Windermere, FL 34786
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  $1,545,000

  • 4 Beds
  • 3.5 Baths
  • 3,844 Sq Ft

  2509 Ridgewind Way, Windermere, FL 34786

  If you’ve dreamed of a home that feels both timeless and tailor-made for modern living, welcome to 2509 Ridgewind Way in the gated Estates at Windermere. Set on .75 acre this updated Southern estate combines architectural charm and every day comfort. A wrap-around front porch framed by copper lanterns and stately oaks sets the tone for the relaxed elegance inside. Flooded with natural light, the

  Hilary Hall COMPASS FLORIDA LLC

  2509 Ridgewind Way, Windermere, FL 34786
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  $6,395,000

  • 5 Beds
  • 8.5 Baths
  • 11,861 Sq Ft

  9639 Westover Roberts Rd, Windermere, FL 34786

  Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking.From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired facade that opens to interiors of soaring scale and meticulous marble

  Julie Bettosini STOCKWORTH REALTY GROUP

  9639 Westover Roberts Rd, Windermere, FL 34786
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  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  7768 Moser Ave, Windermere, FL 34786

  Investors only; long-term tenant in place. Extremely well-maintained end unit Pulte townhouse is located in Berkshire Park and offers a shady side yard and private fenced courtyard patio between the unit and the detached 2-car alley garage. Tiled kitchen/dining room features generous amount ofcabinets, granite countertops, breakfast bar and walk-in pantry; French doors from the kitchen open to

  Glenn Brunskill, LLC COLDWELL BANKER RESIDENTIAL RE

  7768 Moser Ave, Windermere, FL 34786
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  $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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  $1,074,989 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  Baldwin Plan at Palms at Windermere, Windermere, FL 34786

  The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a walk-in closet and private bath, offers a comfortable

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36486304, Windermere, FL 34786
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  $500,000

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  10750 Reams Rd, Windermere, FL 34786

  Former Meritage model home with nightly Disney fireworks views, perfectly situated on a premium corner lot in sought-after Windermere Trails. The Angelou floorplan offers a spacious, open layout designed for both style and comfort. The kitchen features granite countertops, upgraded cabinetry with hardware, stainless steel appliances, and a functional layout that opens seamlessly to the dining,

  Robert Larkan EXECUTIVE PROPERTIES

  10750 Reams Rd, Windermere, FL 34786
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  $999,000

  • 5 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  12530 Climbing Vine Ct, Windermere, FL 34786

  Tucked at the end of a quiet cul-de-sac in the sought after community of Windstone, this beautifully appointed Windermere residence offers a lifestyle centered on comfort, connection, and effortless everyday luxury. Designed with both relaxation and entertaining in mind, the home welcomes you with an open layout filled with natural light and refined finishes that elevate each space. The main

  Andy Neal THE AGENCY ORLANDO

  12530 Climbing Vine Ct, Windermere, FL 34786
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  $3,194,000

  • 5 Beds
  • 5.5 Baths
  • 7,561 Sq Ft

  13125 Casabella Dr, Windermere, FL 34786

  HUGE PRICE IMPROVEMENT – SELLER MOTIVATED Welcome to Your Fully Automated Home in Casabella at WindermereIntroducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers total privacy, elegance, and cutting-edge technology. Fully integrated with Alexa and smart home

  Eduardo Pavone ON ME REALTY

  13125 Casabella Dr, Windermere, FL 34786

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