Studio to 8 Bedroom Homes for Sale in Windermere, FL

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  /15

  $11,800,000

  • 5 Beds
  • 3 Baths
  • 5,316 Sq Ft

  4226 Downeast Ln, Windermere, FL 34786

  Exceptional DEVELOPMENT OPPORTUNITY, currently R-CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a premier LAKEFRONT ESTATE or subdivide to create three ideally sized lots with water frontage. At present, the property

  Thad Czapka COLDWELL BANKER RESIDENTIAL RE

  4226 Downeast Ln, Windermere, FL 34786
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  /65

  $900,000

  • 4 Beds
  • 3.5 Baths
  • 3,235 Sq Ft

  8778 Peachtree Park Ct, Windermere, FL 34786

  Live the Orlando Dream, Disney at Your Doorstep! This 8-year-old stunner is just outside the back entrance to Disney, putting magic literally in your backyard! Minutes from epic dining, shopping, highways, and all Orlando attractions, this home is perfect for thrill-seekers, foodie friends, and anyone who loves city perks with suburban chill. Backing up to a peaceful conservation area, you get

  Erica Diaz HOMEVEST REALTY

  8778 Peachtree Park Ct, Windermere, FL 34786
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  /90

  $2,600,000

  • 5 Beds
  • 7 Baths
  • 5,366 Sq Ft

  6288 Blakeford Dr, Windermere, FL 34786

  Golfers, entertainers, and chefs- this is the home that checks every box. Perfectly positioned on the 18th tee box of the Golden Bear Golf & Country Club, this move-in ready, three-story five-bedroom, four full and three half bath custom residence is one of the most unique properties in all of Keene’s Pointe.Located within the highly coveted 24-hour guard-gated community, residents have the

  Ken Pozek REAL BROKER, LLC

  6288 Blakeford Dr, Windermere, FL 34786
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  /70

  $1,275,000

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

  11334 Camden Loop Way, Windermere, FL 34786

  Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are

  Rob Rahter STOCKWORTH REALTY GROUP

  11334 Camden Loop Way, Windermere, FL 34786
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  /51

  $1,080,000

  • 4 Beds
  • 4 Baths
  • 4,676 Sq Ft

  2107 Westover Reserve Blvd, Windermere, FL 34786

  Discover this beautifully updated 4-bedroom, 4-bathroom home tucked inside the exclusive gated community of Westover Reserve in Windermere, renowned for its tree-lined streets and serene setting. This home seamlessly blends spacious living with exceptional craftsmanship and thoughtful design throughout.Upon entering, you’re welcomed by a bright, open floor plan that showcases a recently

  Ken Pozek REAL BROKER, LLC

  2107 Westover Reserve Blvd, Windermere, FL 34786
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  /51

  $985,000

  • 4 Beds
  • 3.5 Baths
  • 3,766 Sq Ft

  11507 Center Lake Dr, Windermere, FL 34786

  2025 PARADE OF HOMES GRAND AWARD WINNING BUILDER | 2017 PARADE OF HOMES WINNER |CUSTOM CRAFTSMAN BUILT HOME | HIGH QUALITY | PRIME LOCATION | PUTTING GREEN | FENCED IN YARD | SCREENED IN LANAI | POND VIEW Discover luxury and craftsmanship in this remarkable 2017 Parade of Homes Winner, built by the renowned Westmont Custom Homes. this 4-bedroom, 3.5-bathroom masterpiece spans 3,766 sqft.

  Kristy Cook EXP REALTY LLC

  11507 Center Lake Dr, Windermere, FL 34786
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  /69

  $999,000

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

  6947 Cucamelon Ct, Windermere, FL 34786

  Welcome Home to Your Personal Oasis — tucked within the prestigious Sanctuary at Lakes of Windermere, this move-in-ready sanctuary is designed for inspired living and effortless entertaining. From the moment you step inside, you’ll feel how open, airy rooms and thoughtful finishes create a haven you can’t wait to come home to. With five full suites (including a main-floor guest suite), a

  Mahmoud Mango DALTON WADE INC

  6947 Cucamelon Ct, Windermere, FL 34786
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  /24

  $409,000

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

  11686 Water Run Aly, Windermere, FL 34786

  Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, offering 1,584 square feet of thoughtfully designed living space, a private 2-car garage, and a small fenced yard perfect for pets. Built in 2017, the home features granite countertops, stainless steel appliances, and a bright, open layout with a desirable southwest exposure.

  Chase Morton Tate COMPASS FLORIDA LLC

  11686 Water Run Aly, Windermere, FL 34786
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  /50

  $759,900

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft

  11450 Arborside Bend Way, Windermere, FL 34786

  Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Home includes water softener system, water heater from 2022 and air handler from 2020. Enjoy a private 0.25-acre lot in a

  David Sanchez LOKATION

  11450 Arborside Bend Way, Windermere, FL 34786
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  /68

  $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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  /26

  $650,000

  • 3 Beds
  • 2 Baths
  • 2,146 Sq Ft

  13290 Orange Isle Dr, Windermere, FL 34786

  Welcome to this beautifully crafted Windermere residence, where timeless elegance meets modern comfort. Perfectly positioned on a quiet street, this home offers the ideal blend of privacy, sophistication, and convenience—just minutes from top-rated schools, upscale dining restaurants premier golf courses, and the world-renowned attractions of Orlando. Step inside to discover an inviting concept

  Christian Posegger PREMIUM REALTY GROUP USA

  13290 Orange Isle Dr, Windermere, FL 34786
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  /32

  $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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  /38

  $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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  /65

  $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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  /38

  $675,000

  • 4 Beds
  • 3 Baths
  • 2,830 Sq Ft

  13413 Zori Ln, Windermere, FL 34786

  Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with valuesexceeding millions of dollars. This single story home contain 4-bedroom, 3 full bathroom, 3 car garage, screened lanai and fenced back yard. Formal dining room & living room/office combined, 12' high ceiling, open breakfast nook, kitchen, spacious large family room,

  Annie Kwan ORLANDO SUNSHINE REALTY

  13413 Zori Ln, Windermere, FL 34786
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  /98

  $1,989,999

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  13137 Lake Butler Blvd, Windermere, FL 34786

  Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are welcome! Nestled on over an ACRE with NO HOA or DEED RESTRICTIONS, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling

  Tricia Davis KELLER WILLIAMS REALTY SMART

  13137 Lake Butler Blvd, Windermere, FL 34786
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  /89

  $2,499,000

  • 4 Beds
  • 5.5 Baths
  • 4,810 Sq Ft

  6102 S Hampshire Ct, Windermere, FL 34786

  PRICE REDUCED $150K This elegant single-story Rick Watson home, located at 6102 S Hampshire Court, Windermere, FL 34786, sits on a private Jack Nicklaus–designed golf course lot in the exclusive, 24-hour manned and gated community of Keene’s Pointe. Enjoy uninterrupted views of the 6th hole by day and Disney Fireworks at night from key living areas and the outdoor lanai. The home features 4

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  6102 S Hampshire Ct, Windermere, FL 34786
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  /37

  $509,998

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft

  2156 Merrybells Dr, Kissimmee, FL 34746

  Back on Market! This beautifully designed Next Gen® Freedom Model home located in the resort-style community of Storey Creek! This spacious 3-bedroom, 2-bathroom & a bonus room home features a private in-law suite with a separate entrance, living area, kitchenette, bedroom, and full bathroom—perfect for extended family or guests. The main living area boasts an open-concept layout with a modern

  Mayling Marrero KELLER WILLIAMS ADVANTAGE III

  2156 Merrybells Dr, Kissimmee, FL 34746
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  /27

  $849,999

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

  9237 Mcdavid Ct, Windermere, FL 34786

  Come see a truly exceptional single-family residence nestled in the highly regarded Roberts Landing enclave of Windermere. With 4 bedrooms and 21⁄2 bathrooms, this home offers all the space needed to comfortably fit a family looking to stretch out. Located on over an acre of land, this home sits on an elevated lot providing beautiful views of the neighborhood, and a glimpse of Lake Olivia from

  David Ruizcalderon GENESYS REALTY LLC

  9237 Mcdavid Ct, 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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  /3

  $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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  /64

  $975,000

  • 4 Beds
  • 4 Baths
  • 2,636 Sq Ft

  3328 Wax Berry Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an inground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entry garage and additional parking pad perfect for an RV or boat. Interior features include an

  Ferris Kassar PREFERRED REAL ESTATE BROKERS

  3328 Wax Berry Ct, Windermere, FL 34786
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  /46

  $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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  /68

  $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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  /69

  $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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