Newest Homes for Sale in Windermere, FL

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  $369,500

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  7407 Ripplepointe Way, Windermere, FL 34786

  Welcome to 7407 Ripplepointe Way – Windermere’s Best Townhome Value! Price just improved and the seller is motivated — offering a $10,000 credit to help with closing costs, buying down your rate, or even refreshing the home with new paint or carpet! Tucked away in the highly sought-after Lake Burden community, this charming townhome is ready for its next chapter. Featuring a beautifully designed

  Mahmoud Mango DALTON WADE INC

  7407 Ripplepointe Way, Windermere, FL 34786
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  $795,000

  • 5 Beds
  • 5.5 Baths
  • 3,600 Sq Ft

  13327 Fernow St, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Immaculate 4-Bedroom + Loft, 5.5-Bath Home Minutes from Disney! Perfectly blending luxury, comfort, and location, this 3,600 SF home offers 4 spacious bedrooms plus a versatile loft that can easily be enclosed as a 5th bedroom. Nestled in a top-rated school zone, the property features a 3-car garage, paver driveway, and a fully fenced backyard with

  Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  13327 Fernow St, Windermere, FL 34786
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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 EXP REALTY LLC

  2844 Marquesas Ct, Windermere, FL 34786
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  $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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  $2,425,000 New Construction

  • 4 Beds
  • 5 Baths
  • 3,136 Sq Ft

  436 E 7th Ave, Windermere, FL 34786

  Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an

  DENILEY VALDES TALENT REALTY SOLUTIONS

  436 E 7th Ave, Windermere, FL 34786
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  $6,970,000

  • 5 Beds
  • 8 Baths
  • 7,529 Sq Ft

  9349 Tibet Pointe Cir, Windermere, FL 34786

  Set along the pristine shores of Lake Tibet Butler, this remarkable Keene’s Pointe estate is a showpiece of enduring craftsmanship and thoughtful design. Every element of its 7,500+ sq ft reflects meticulous attention to detail and a level of care that defines timeless luxury living. The elevated foyer overlooks the formal dining and living areas—an elegant introduction defined by

  Jay Martin CORCORAN PREMIER REALTY

  9349 Tibet Pointe Cir, Windermere, FL 34786
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  $2,999,999

  • 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,

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  12923 Water Point Blvd, Windermere, FL 34786
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  $1,048,337 Open Sat 1PM - 5PM

  • 6 Beds
  • 4.5 Baths
  • 3,628 Sq Ft

  7007 Windy Palm Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. The Ellington II offers the perfect balance of space, comfort, and style. This modern two-story home features 5 bedrooms, 3 baths, and over 3,500 square feet of living space designed for today’s lifestyle. The open-concept main level includes a spacious kitchen, dining area, and great room ideal for entertaining. The private owner’s suite provides a

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 407-6441

  7007 Windy Palm Way, Windermere, FL 34786
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  $1,099,198 Open Sat 1PM - 5PM

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

  7019 Windy Palm Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Sample Image The Baldwin is a beautifully designed two-story home offering 4 bedrooms, 3.5 baths, and over 3,400 square feet of living space. The open-concept main level features a spacious great room and dining area that flow seamlessly into the kitchen—perfect for family gatherings or entertaining. The first-floor owner’s suite includes a private

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 600-1926

  7019 Windy Palm Way, Windermere, FL 34786
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  $1,500,000

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  17538 Black Rail St, Windermere, FL 34786

  Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (689) 312-9273

  17538 Black Rail St, Windermere, FL 34786
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  $785,000

  • Land
  • 1.44 Acres
  • $545,139 per Acre

  0 Quail Cove Ct, Windermere, FL 34786

  Welcome to Quail Cove Court—an exceptional opportunity to own 1.44 acres in the highly sought-after Windermere area. Nestled within the desirable Windermere Downs community yet not subject to an HOA, this homesite offers privacy, flexibility, and the freedom to design and build your dream residence with the builder of your choice.The property is well-positioned at the end of a quiet

  Alexis Anderson REGENCY REAL ESTATE LLC

  0 Quail Cove Ct, Windermere, FL 34786
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  $994,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
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  $1,049,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
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  $579,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

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

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932782, Windermere, FL 34786
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  $509,990 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
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  $954,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
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  $944,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,783 Sq Ft

  Tuttle Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Tuttle is a two-story home offering four bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The first-floor primary suite provides privacy and comfort. The spacious kitchen opens to a covered lanai, ideal for outdoor living and entertaining. Additional features include an oversized laundry room and an optional butler’s pantry to enhance functionality. Modern finishes,

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932784, Windermere, FL 34786
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  $539,990 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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  $899,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
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  $938,000

  • 4 Beds
  • 3.5 Baths
  • 3,315 Sq Ft

  8724 Peachtree Park Ct, Windermere, FL 34786

  Experience the magic of Windermere living at Peachtree Park a boutique enclave of just 28 homes, located directly across the street from Walt Disney World! This rare community blends exclusivity, charm, and convenience, offering the perfect setting for both everyday comfort and unforgettable moments. Crafted by Ashton Woods, this Bimini model radiates elegance and functionality at every turn.

  Marcelo Machado LA ROSA REALTY LLC

  8724 Peachtree Park Ct, Windermere, FL 34786
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  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,658 Sq Ft

  11325 Fenimore Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Come home to a golf enthusiast’s dream set along the 6th Hole of the renowned Jack Nicklaus Signature 18-Hole golf course, The Golden Bear Club (est. 1999). The community of Keene's Pointe features 24-hr guards at both entrances (Main Entrance off Chase Rd

  Toni Marie Cafferty COMPASS FLORIDA LLC

  11325 Fenimore Ct, Windermere, FL 34786
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  $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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  $2,650,000

  • 5 Beds
  • 6.5 Baths
  • 6,248 Sq Ft

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Experience luxury waterfront living in the prestigious guard gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5-bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's

  Toni Marie Cafferty COMPASS FLORIDA LLC

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786
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  $739,000

  • 5 Beds
  • 3 Baths
  • 2,972 Sq Ft

  6965 Tettenhall Ln, Windermere, FL 34786

  Welcome to own this beautiful home in lakes of windermere . 5 bedrooms 3 full bathrooms that has been remodeled . Marble floor through downstairs and laminate upstairs and a lot of upgrades throughout the house . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney ,

  Nabil Chakrouni VISION HOME REAL ESTATE, LLC

  6965 Tettenhall Ln, Windermere, FL 34786
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  $624,500 Open Sat 11AM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 2,759 Sq Ft

  6891 Northwich Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Nestled within Lakes of Windermere sits a 5 BEDROOM, 2.5 BATH Craftsman inspired home priced BELOW MARKET VALUE. The welcoming front yard with flowing ground cover, shade providing magnolias, and flowering plants is located just across from the community POOL, recreational GREENSPACE, and TENNIS COURT. The convenience and enjoyment of such amenities

  Ashley Wilt TITAN REALTY GROUP LLC

  6891 Northwich Dr, Windermere, FL 34786
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  $4,650,000

  • 5 Beds
  • 5.5 Baths
  • 7,183 Sq Ft

  12540 Park Ave, Windermere, FL 34786

  Offering a prime lakefront location along the shores of Lake Butler in the esteemed gated community of Chaine du Lac, this distinguished estate features timeless architecture paired with transitional interiors and gorgeous views to showcase Windermere lakefront living at its finest. The estate has been elevated with significant recent improvements, including a brand-new roof, an all-new primary

  Carey Sheffield ISLEWORTH REALTY LLC

  12540 Park Ave, Windermere, FL 34786
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  $3,800,000

  • 3 Beds
  • 3.5 Baths
  • 4,751 Sq Ft

  9648 Mccormick Place, Windermere, FL 34786

  Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an

  Carey Sheffield ISLEWORTH REALTY LLC

  9648 Mccormick Place, Windermere, FL 34786
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  $900,000 Open Sat 12PM - 2PM

  • 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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  $1,950,000

  • 5 Beds
  • 4 Baths
  • 4,489 Sq Ft

  13420 Bonica Way, Windermere, FL 34786

  Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove,

  Frank Ferrell FERRELL REALTY, INC.

  13420 Bonica Way, Windermere, FL 34786
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  $585,000

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  13430 Hopkinton Ct, Windermere, FL 34786

  ***Charming Windermere Home in Lakes of Windermere – Peachtree! ***Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home located on a quiet cul-de-sac in the desirable Lakes of Windermere – Peachtree community, behind the famous Walt Disney World Magic Kingdom! This home combines comfort, convenience, and style in one of Central Florida’s most sought-after locations. Step

  Lynn London EXP REALTY LLC

  13430 Hopkinton Ct, Windermere, FL 34786
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  $2,750,000

  • 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 exquisite residence at 6219 Tiroco Way offers unparalleled elegance and modern comfort featuring Solar power. The home offers 7 bedrooms, 5 1⁄2 baths, a media room, a loft, a storage room, separate formal rooms, and a dedicated office. Live in a world of sophistication and comfort with granite

  María Gabriela Lara CENTURY 21 CARIOTI

  6219 Tiroco Way, Windermere, FL 34786
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  $2,450,000

  • 5 Beds
  • 6 Baths
  • 5,291 Sq Ft

  9204 Tibet Pointe Cir, Windermere, FL 34786

  Your stunning Keene’s Pointe custom home by Stonebridge was built for luxurious everyday living and effortless entertaining. The grand first floor features travertine and hardwood floors throughout, a formal living room with gas fireplace and stone mantle, elegant dining room with adjoining dry bar, and a private office with French doors. The secluded primary suite includes a glamorous dressing

  Simon Simaan THE SIMON SIMAAN GROUP

  9204 Tibet Pointe Cir, Windermere, FL 34786
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  $825,000

  • 5 Beds
  • 4 Baths
  • 3,294 Sq Ft

  8337 Vivaro Isle Way, Windermere, FL 34786

  Welcome to a remarkable residence with a large back yard located in the highly sought community of Windermere Isle! This spacious home and location, ideal for families seeking comfort and convenience, features five generously sized bedrooms and 4 well-appointed bathrooms and a loft providing ample space for family and guests. One of the bedrooms and full baths is on the first floor for

  Laurel Kellett CORCORAN PREMIER REALTY

  8337 Vivaro Isle Way, Windermere, FL 34786
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  $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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  $1,550,000

  • 5 Beds
  • 4 Baths
  • 4,186 Sq Ft

  101 Lee St, Windermere, FL 34786

  A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and

  Carey Sheffield ISLEWORTH REALTY LLC

  101 Lee St, Windermere, FL 34786
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  $930,000

  • 5 Beds
  • 4.5 Baths
  • 3,849 Sq Ft

  4926 Indian Deer Rd, Windermere, FL 34786

  WOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spacious bedrooms and 3 baths, PLUS a private multigenerational suite on the first floor complete with its own bedroom, full bath, and sitting area overlooking the serene pond.Designed with both comfort and versatility in mind, the home boasts a modern chef’s kitchen with quartz

  Shelley Dawson COMPASS FLORIDA LLC

  4926 Indian Deer Rd, Windermere, FL 34786
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  $460,000

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  13775 Bressler Alley, Windermere, FL 34786

  LIKE NEW 3 bedrooms 2.5 bathrooms TOWNHOME in sought after VINEYARDS OF HORIZON WEST in WINDERMERE. An inviting Front porch guides you in the luminous home, light grey Luxury Vinyl covers the first floor and all bathrooms, grey carpet covers the upstairs. Kitchen is spacious and comfortable, featuring a generous island, granite countertops and stainless-steel appliances. Also on the first floor

  Sonia Frederick BAHIA INTERNATIONAL REALTY

  13775 Bressler Alley, Windermere, FL 34786
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  $1,680,000

  • 4 Beds
  • 4.5 Baths
  • 3,288 Sq Ft

  1703 Roberts Landing Rd, Windermere, FL 34786

  This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent

  Wui Keong Goh INTERNATIONAL NETWORK REALTY

  1703 Roberts Landing Rd, Windermere, FL 34786
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  $625,000

  • 4 Beds
  • 2 Baths
  • 2,420 Sq Ft

  13943 Eden Isle Blvd, Windermere, FL 34786

  Welcome to this beautifully updated 4 Bedroom 2 Bath home in the desirable Gated Eden Isle's. This home has plenty of upgrades including, 2020 Shingle Roof, 4 ton AC, Water filtration system, Rear Patio with Brick Pavers, Hurricane impact windows, New Gutters. As you step in you will see the newly remodel Kitchen and bathrooms with Granite countertops, new cabinets, laminate flooring through out

  Malissa Breighner TOP WISDOM REALTY INC

  13943 Eden Isle Blvd, Windermere, FL 34786
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  $2,290,000

  • 4 Beds
  • 3.5 Baths
  • 4,440 Sq Ft

  6134 Keenes Pointe Dr, Windermere, FL 34786

  Welcome to a rare fully furnished opportunity in the heart of Keene’s Pointe, Windermere’s most acclaimed community. This renovated residence, with over 4,400 square feet of living space, has been reimagined to deliver not just a home, but an extraordinary lifestyle where every detail speaks of elegance, comfort, and sophistication. Move in ready and fully furnished!!! From the moment you step

  Babi Hennemann WRA BUSINESS & REAL ESTATE

  6134 Keenes Pointe Dr, Windermere, FL 34786

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