Windermere, FL Homes for Sale with No HOA Fee

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  /33

  $1,029,989

  New Construction $19K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  14353 Crest Palm Ave, Windermere, FL 34786

  This Arlington home perfectly blends luxury, functionality, and comfort. This brand new 2,740 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in. Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.3 Full

  Dream Finders Homes Builder

  14353 Crest Palm Ave, Windermere, FL 34786
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  /48

  $1,275,000

  • 5 Beds
  • 3 Baths
  • 2,831 Sq Ft

  12085 Sandy Shores Dr, Windermere, FL 34786

  Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere. Privately nestled beneath a canopy of oak trees in the exclusive Sandy Shores enclave, one of Windermere's most private waterfront communities, this 5-bedroom,

  Matt Wooten ALL REAL ESTATE & INVESTMENTS

  12085 Sandy Shores Dr, Windermere, FL 34786
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  /100

  $1,299,900

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,731 Sq Ft

  9663 Gotha Rd, Windermere, FL 34786

  Experience refined Florida living in this extensively upgraded estate nestled in the sought-after Windermere–Gotha enclave. Set on a rare and private 0.55-acre homesite with no HOA, this 4-bedroom, 2.5-bath residence offers a seamless blend of luxury, comfort, and versatility.No detail has been overlooked—from the 2023 metal roof and full hurricane-impact windows to brand-new A/C systems,

  REZA Shirzad ANNE ROGERS REALTY GROUP INC

  9663 Gotha Rd, Windermere, FL 34786
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  /41

  $3,100,000

  • 6 Beds
  • 4.5 Baths
  • 4,282 Sq Ft

  7720 Ficquette Rd, Windermere, FL 34786

  Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no HOA and an oversized 3-car garage. Recently and completely updated, this stunning home showcases designer finishes throughout, offering the perfect blend of luxury, comfort, and modern style. 12 Ft ceilings in living area. Recent

  Ruthanne Martin REVEL REALTY LLC

  7720 Ficquette Rd, Windermere, FL 34786
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  /78

  $5,999,000

  • 5 Beds
  • 4.5 Baths
  • 5,511 Sq Ft

  800 W 2nd Ave, Windermere, FL 34786

  Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  800 W 2nd Ave, Windermere, FL 34786
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  /91

  $17,250,000

  $3M PRICE DROP

  • 7 Beds
  • 8.5 Baths
  • 10,649 Sq Ft

  11900 Lake Butler Blvd, Windermere, FL 34786

  Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

  Julie Bettosini STOCKWORTH REALTY GROUP

  11900 Lake Butler Blvd, Windermere, FL 34786
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  /95

  $4,850,000

  $75K PRICE DROP

  • 7 Beds
  • 8 Baths
  • 8,931 Sq Ft

  9575 Westover Roberts Rd, Windermere, FL 34786

  Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA.

  Rob Rahter STOCKWORTH REALTY GROUP

  9575 Westover Roberts Rd, Windermere, FL 34786
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  $544,990

  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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  /45

  $839,500

  $99K PRICE DROP

  • 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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  /19

  $2,500,000

  New Construction

  • 5 Beds
  • 4 Baths
  • 5,516 Sq Ft

  6606 Sawyer Shores Ln, Horizon West, FL 34786

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees

  Nick Khela PREMIUM PROPERTIES R.E. SERVICE

  6606 Sawyer Shores Ln, Horizon West, FL 34786
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  /28

  $9,750,000

  $2M PRICE DROP

  • Land
  • 9.03 Acres
  • $1,079,734 per Acre

  4226 Downeast Ln, Windermere, FL 34786

  DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of WINDERMERE with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to THREE luxury lakefront homes or a single premier estate

  Thad Czapka COLDWELL BANKER REALTY

  4226 Downeast Ln, Windermere, FL 34786
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  /26

  $1,130,643

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,153 Sq Ft

  14341 Crest Palm Ave, Windermere, FL 34786

  Welcome to the Arlington with Bonus Room – a thoughtfully designed, 1-story home plus a Bonus Room on the 2nd floor that perfectly blends luxury, functionality, and comfort. This brand new 3,153 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space. Features: 4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite

  Dream Finders Homes Builder

  14341 Crest Palm Ave, Windermere, FL 34786
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  /31

  $1,630,000

  • 3 Beds
  • 2 Baths
  • 2,238 Sq Ft

  11923 Lake Butler Blvd, Windermere, FL 34786

  Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

  Michael Julian JULIAN PROPERTIES, INC.

  11923 Lake Butler Blvd, Windermere, FL 34786
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  $514,990

  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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  /19

  $2,500,000

  • Land
  • 5 Acres
  • $500,000 per Acre

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
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  /100

  $7,795,000

  $995K PRICE DROP

  • 7 Beds
  • 10 Baths
  • 8,362 Sq Ft

  9343 Tibet Pointe Cir, Windermere, FL 34786

  PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought Brand New oversized GLASS DOOR add a refined entry. Opening to the two-story formal areas featuring timeless elements of newly

  Juan Delgado La Rosa Realty Llc

  9343 Tibet Pointe Cir, Windermere, FL 34786
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  /92

  $27,000,000

  • 7 Beds
  • 10 Baths
  • 22,108 Sq Ft

  5603 Marleon Dr, Windermere, FL 34786

  A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the

  Llin Lu PREMIER SOTHEBYS INT'L REALTY

  5603 Marleon Dr, Windermere, FL 34786
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  /30

  $595,000

  $203K PRICE DROP

  • Land
  • 21,344 Sq Ft
  • $1,214,286 per Acre

  1516 Hempel Ave, Windermere, FL 34786

  Vacant Land – 1⁄2 Acre in Windermere - Property is zoned R-CE with Variance to allow construction of single family! Build 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,

  Matthew Hughes REAL BROKER, LLC

  1516 Hempel Ave, Windermere, FL 34786
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  /80

  $3,300,000

  $500K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,018 Sq Ft

  11539 Lake Butler Blvd, Windermere, FL 34786

  Welcome to this spectacular 5-bedroom, 5-bathroom custom home offering over 8,000 square feet of thoughtfully designed luxury living—spared no expense and crafted to perfection. Nestled on a sprawling acre-plus level lot, this residence redefines your Florida lifestyle with elegance and comfort.Step inside to discover more than 5,000 heated square feet filled with spacious rooms adorned with

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  11539 Lake Butler Blvd, Windermere, FL 34786
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  /73

  $1,995,000

  • 6 Beds
  • 6 Baths
  • 5,869 Sq Ft

  4282 Mckinnon Rd, Windermere, FL 34786

  Welcome to 4282 McKinnon Rd, a beautifully updated Windermere estate offering exceptional space, privacy, and flexibility on approximately 1.15 acres—with NO HOA. Featuring 6 bedrooms, 6 baths, nearly 5,900 square feet of living space, a private pool, and 3-car garage, this custom home combines an impressive floor plan with extensive recent improvements.Move-in ready and refreshed inside and

  Shelley Dawson COMPASS FLORIDA LLC

  4282 Mckinnon Rd, Windermere, FL 34786
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  /28

  $12,999,999

  New Construction $550K PRICE DROP

  • 9 Beds
  • 16 Baths
  • 20,445 Sq Ft

  9621 Windy Ridge Rd, Windermere, FL 34786

  Under Construction. Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in luxury living.Two Pools one outdoor with a swim up bar and grill area and the

  Natalie Citarelli CITARELLI REALTY GROUP LLC

  9621 Windy Ridge Rd, Windermere, FL 34786
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  /4

  $1,572,000

  $3K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,130 Sq Ft

  33 Main St, Windermere, FL 34786

  BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere

  Bruce Higgins SAND DOLLAR REALTY GROUP INC

  33 Main St, Windermere, FL 34786
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  /53

  $8,695,000

  • Land
  • 2.19 Acres
  • $3,970,320 per Acre

  12422 Park Ave, Windermere, FL 34786

  WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities over 2 parcels with Southeastern exposure and sweeping lake views. Nestled on the gorgeous shoreline of Lake Butler among the famed Butler Chain of Lakes, within one of Windermere’s most desirable communities - Chaine Du Lac – this exclusive homesite truly has it all. The gates within the gates that

  Michael Julian JULIAN PROPERTIES, INC.

  12422 Park Ave, Windermere, FL 34786
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  /58

  $30,000,000

  • 7 Beds
  • 14 Baths
  • 51,000 Sq Ft

  9508 Windy Ridge Rd, Windermere, FL 34786

  Showcasing Central Florida’s most iconic lakefront estate: an 18-acre compound with 614 feet of pristine frontage on Lake Down on The Butler Chain of Lakes. The Windy Ridge Estate is comprised of multiple buildings spanning 51,000 square feet of space including an expansive 20,333 square-foot Georgian-style Plantation mansion that is a showplace residence with generous luxurious spaces, classic

  Rob Rahter STOCKWORTH REALTY GROUP

  9508 Windy Ridge Rd, Windermere, FL 34786
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  $2,349,000

  $51K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,004 Sq Ft

  9620 Maywood Dr, Windermere, FL 34786

  Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a

  Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

  9620 Maywood Dr, Windermere, FL 34786
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  Price To Be Determined

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 6,119 Sq Ft

  Soudron Plan at Saddlecrest at Windermere, Windermere, FL

  The Soudron's inviting covered porch and double-door entry flow into the impressive two-story foyer and lovely formal dining room, with views to the two-story great room, casual dining area, and desirable large covered lanai beyond. The well-equipped kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, thoughtful workspace, and huge walk-in pantry.

  Toll Brothers, Inc. Builder

  1841 Windermere Rd Unit 41281969, Windermere, FL
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  Price To Be Determined

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,801 Sq Ft

  Varen Plan at Saddlecrest at Windermere, Windermere, FL

  The Varen's welcoming covered porch and double-door entry open onto the stunning two-story foyer and two-story great room, with views to the desirable large covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The marvelous primary

  Toll Brothers, Inc. Builder

  1841 Windermere Rd Unit 41281972, Windermere, FL
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  /95

  $1,090,000

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  1407 Hempel Ave, Windermere, FL 34786

  Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor

  Lina Abi Hanna De El Bonne MY REALTY GROUP, LLC.

  1407 Hempel Ave, Windermere, FL 34786
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  /34

  $655,000

  • 4 Beds
  • 2 Baths
  • 2,745 Sq Ft

  13228 Roskin Ln, Windermere, FL 34786

  Virtually Staged. 13228 Roskin Ln is a two-story Windermere home with a two-story foyer and hardwood flooring through the main level. The kitchen features granite countertops, stainless steel appliances, wood cabinetry, and a center island that opens to the great room for connected living. A separate living area provides space for larger gatherings, with sliding doors leading to the screened

  Karen Albright OPENDOOR BROKERAGE LLC

  13228 Roskin Ln, Windermere, FL 34786

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