Homes for Sale in 34786

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  /14

  $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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  /14

  $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
• 

  $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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  /18

  $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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  /12

  $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
• 

  $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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  /15

  $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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  /45

  $912,000 Open Sat 11AM - 2PM

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

  8724 Peachtree Park Ct, Windermere, FL 34786

  Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a

  Marcelo Machado LA ROSA REALTY LLC

  8724 Peachtree Park Ct, Windermere, FL 34786
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  /30

  $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

  (407) 986-2096

  11325 Fenimore Ct, 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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  /50

  $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

  (689) 312-8950

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786
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  /45

  $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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  /45

  $625,000 Open Sat 10AM - 1PM

  • 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 with BRAND NEW HVAC, HOT WATER HEATER, and LVP flooring Upstairs. The welcoming front yard with flowing ground cover, shade providing magnolias, and flowering plants is located just across from the community POOL, recreational GREENSPACE,

  Ashley Wilt TITAN REALTY GROUP LLC

  6891 Northwich Dr, Windermere, FL 34786
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  /67

  $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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  /61

  $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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  /65

  $895,000 Open Sat 11AM - 1PM

  • 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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  /62

  $1,875,000

  • 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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  /33

  $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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  /72

  $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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  /72

  $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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  /55

  $825,000

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

  8337 Vivaro Isle Way, Windermere, FL 34786

  One or more photos have been virtually staged. Located minutes from the Disney attractions this property offers the unique advantage of being near one of Florida's most sought-after destinations! 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,

  Laurel Kellett CORCORAN PREMIER REALTY

  8337 Vivaro Isle Way, 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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  /63

  $1,485,000

  • 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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  /51

  $893,172

  • 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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  /66

  $3,200,000

  • 6 Beds
  • 6.5 Baths
  • 6,308 Sq Ft

  13448 Bellaria Cir, Windermere, FL 34786

  Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

  Shawn Kennedy KENNEDY REALTY GROUP LLC

  13448 Bellaria Cir, Windermere, FL 34786
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  /63

  $1,650,000

  • 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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  /46

  $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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  /37

  $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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  /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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  /73

  $5,900,000

  • 5 Beds
  • 6 Baths
  • 7,491 Sq Ft

  9826 Laurel Valley Dr, Windermere, FL 34786

  Tucked within the gates of Isleworth Golf Community and Country Club lies a residence that feels more like a private lakeside retreat than a home. Here, more than 7,000 square feet of elegance unfolds across a premium homesite on the shores of Lake Butler, where the water is clear, the sandy beach is pristine, and the sunsets spill across the horizon in dazzling color every evening.The

  Dianna Desboyaux DOUGLAS ELLIMAN

  9826 Laurel Valley Dr, Windermere, FL 34786
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  /3

  $3,200,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,889 Sq Ft

  2 Chase Rd, Windermere, FL 34786

  Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property

  Matthew Hughes REAL BROKER, LLC

  2 Chase Rd, Windermere, FL 34786
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  /63

  $1,100,000

  • 4 Beds
  • 5 Baths
  • 3,425 Sq Ft

  7545 Lake Albert Dr, Windermere, FL 34786

  Welcome to 7545 Lake Albert Drive. Where timeless architecture meets modern luxury. Nestled on an expansive lot in one of Windermere's most sought after communities, this stunning estate offers the perfect balance of privacy, comfort, and resort-style living just minutes from Walt Disney World and the best of Central Florida. Arrive via a long, elegant driveway, framed by lush landscaping,

  Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

  7545 Lake Albert Dr, Windermere, FL 34786
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  /18

  $788,000

  • 4 Beds
  • 3.5 Baths
  • 3,091 Sq Ft

  7211 Still Pond Ln, Windermere, FL 34786

  Attention investors, this property has a tenant and is ready to be your rental income.Welcome to this former model home in one of Windermere's coveted communities. This custom-designed model is situated on a premium corner lot and offers a combination of luxury, convenience and comfort. As you drive down beautifully manicured streets and past serene lakes, you will arrive at this charming home

  Victor Barroeta MBT REALTY LLC

  7211 Still Pond Ln, Windermere, FL 34786
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  /30

  $675,000

  • Land
  • 0.49 Acre
  • $1,377,551 per Acre

  1516 Hempel Ave, Windermere, FL 34786

  Vacant Land – 1⁄2 Acre in WindermereBuild your dream home or secure a smart investment in one of Central Florida’s most highly desired communities—Windermere!Spacious 1⁄2 acre lot with endless possibilitiesPrime location in the heart of WindermereSurrounded by A+ rated schoolsEasy access to shopping, dining, and major highwaysRare opportunity in a highly desirable

  Matthew Hughes REAL BROKER, LLC

  1516 Hempel Ave, 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

  $1,775,000

  • 3 Beds
  • 3 Baths
  • 3,135 Sq Ft

  12001 Lake Butler Blvd, Windermere, FL 34786

  Exceptional Contemporary Estate in the Heart of Windermere!Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

  Michael Julian JULIAN PROPERTIES, INC.

  12001 Lake Butler Blvd, Windermere, FL 34786
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  /66

  $3,699,000

  • 3 Beds
  • 5 Baths
  • 4,262 Sq Ft

  4812 Alexandra Garden Ct, Windermere, FL 34786

  Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard

  Rob Rahter STOCKWORTH REALTY GROUP

  4812 Alexandra Garden Ct, Windermere, FL 34786
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  /55

  $637,000

  • 4 Beds
  • 3.5 Baths
  • 3,078 Sq Ft

  13826 Eden Isle Blvd, Windermere, FL 34786

  Step into the pinnacle of comfort and ease in this gated community of Eden Isle, nestled in the picturesque town of Windermere. This stunning 4-bedroom single-family home exemplifies refined living and thoughtful design at every turn. Upon entry, be greeted by the dedicated home office, seamlessly merging work and lifestyle needs for modern living. With its high ceilings, the family room exudes

  XieChan Xiao BLUE CHIP INTERNATIONAL REALTY LLC

  13826 Eden Isle Blvd, Windermere, FL 34786
• 

  

  /30

  $3,200,000

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  13161 Lake Butler Blvd, Windermere, FL 34786

  Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

  Karolina Taylor EPIQUE REALTY, INC.

  13161 Lake Butler Blvd, Windermere, FL 34786

Showing Results 121 - 160, Page 4 of 6