Windermere, FL Homes for Sale under $800,000

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  $750,000

  • 5 Beds
  • 2.5 Baths
  • 2,366 Sq Ft

  11249 Rapallo Ln, Windermere, FL 34786

  BRAND NEW TILE ROOF. Nestled within the prestigious gated community of Belmere in Windermere, Florida, this exceptional Mediterranean resort-style pool home offers a rare opportunity to own one of the community's most unique properties. Beautifully maintained and extensively updated by its meticulous owners, this move-in-ready 5-bedroom, 2.5-bathroom residence features 2,366 square feet of

  Joseph Sipp KELLER WILLIAMS WINTER PARK

  11249 Rapallo Ln, Windermere, FL 34786
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  $750,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,742 Sq Ft

  910 Lascala Dr, Windermere, FL 34786

  Unique opportunity to own a stunning Mediterranean-style home FOR AN INCREDIBLE PRICE, with WATER VIEWS and a PRIVATE COURTYARD, located in the highly sought-after, gated Belmere community. This exceptional residence truly checks all the boxes.Upon entry, you are welcomed by a WINDING STAIRCASE featuring decorative WROUGHT IRON DETAILS. Natural light fills the home, enhancing the thoughtfully

  Petra Bukalo PA FLORIDA REALTY INVESTMENTS

  910 Lascala Dr, Windermere, FL 34786
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  $509,000

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  8272 Bryce Canyon Ave, Windermere, FL 34786

  3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two

  Eduardo Pavone ON ME REALTY

  8272 Bryce Canyon Ave, Windermere, FL 34786
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  $542,990

  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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  $780,000

  • 6 Beds
  • 4 Baths
  • 3,648 Sq Ft

  7180 Beek St, Windermere, FL 34786

  Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest

  Maria Ubillus FOLIO REALTY LLC

  7180 Beek St, Windermere, FL 34786
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  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  13786 Summer Harbor Ct, Windermere, FL 34786

  Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare

  Deborah Garson DEBORAH E GARSON PA

  13786 Summer Harbor Ct, Windermere, FL 34786
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  /16

  $564,900

  $10K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  13450 Sunkiss Loop, Windermere, FL 34786

  This 5-bedroom, 2.5-bathroom two-story home offers a spacious and highly functional layout, perfect for large households or those needing extra space. The main level features a formal front living room and a well-appointed kitchen with all appliances included and in good working order. For added convenience and privacy, the primary suite is located on the first floor, while the four secondary

  Robert Salmons ENTERA REALTY LLC

  13450 Sunkiss Loop, Windermere, FL 34786
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  $560,000

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  13137 Penshurst Ln, Windermere, FL 34786

  This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud to call home. Step inside and you'll find two cozy bedrooms with a bathroom in between, also conveniently located for guests. The hallway leads to a two car garage entrance and laundry room (equipped with newer GE washer and

  Jauquese Knowles MORRIS WILLIAMS REALTY

  13137 Penshurst Ln, Windermere, FL 34786
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  /100

  $749,900

  $125K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  14255 Sonco Ave, Windermere, FL 34786

  Short Sale. Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold

  Carmen Aridas RE/MAX PRIME PROPERTIES

  14255 Sonco Ave, Windermere, FL 34786
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  $512,990

  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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  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,177 Sq Ft

  2053 Woody Dr, Windermere, FL 34786

  Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Through Windermere Downs HOA you will have access to a private beach -Chain of Lakes-Step inside and you’ll find a beautifully updated kitchen that’s truly the heart

  Vivian Saavedra LPT REALTY, LLC

  2053 Woody Dr, Windermere, FL 34786
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  /33

  $649,999

  • 2 Beds
  • 1.5 Baths
  • 1,398 Sq Ft

  811 Main St, Windermere, FL 34786

  Exclusive Rare Opportunity to own this expansive 100'x160' double lot in downtown Windermere. Whether you’re looking for a charming home or a prime location to build your dream residence, this property delivers endless potential. The home features arched doorways, luxury vinyl plank (LVP) flooring, and a sunroom filled with natural light. The updated kitchen includes 42” soft-close cabinets,

  Asim Iftikhar CAMERON REALTY GROUP LLC

  811 Main St, Windermere, FL 34786
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  /85

  $580,000

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  7011 Nobleton Dr, Windermere, FL 34786

  TOP RATED SCHOOLS!!! Welcome to this beautifully maintained Craftsman-style home in the highly sought-after Lakes of Windermere community. Perfectly positioned on a premium homesite overlooking tranquil conservation views, this 4-bedroom, 2.5-bath residence combines timeless charm with modern upgrades and exceptional indoor-outdoor living.Inside, you’ll find a light-filled floor plan

  Frederico Hexsel KARDOSH REALTY

  7011 Nobleton Dr, Windermere, FL 34786
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  $765,990

  • 5 Beds
  • 3 Baths
  • 3,285 Sq Ft

  7409 Fairgrove Ave, Windermere, FL 34786

  Welcome to one of the most desirable communities in Windermere! This beautifully designed home offers 5 spacious bedrooms, 3 full bathrooms, and an exceptional floor plan featuring a large family room on the main level and an additional loft upstairs, providing the perfect balance of comfort, functionality, and flexible living space. Boasting approximately 3,285 square feet of living area, this

  Mark Wang SUNSTAR REALTY FL INC

  7409 Fairgrove Ave, Windermere, FL 34786
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  $639,994

  Open Sat 12PM - 2PM $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,053 Sq Ft

  13013 Overstreet Rd, Windermere, FL 34786

  Welcome to one of the best opportunities in Windermere's highly sought-after Lakes of Windermere community! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, convenience, and the Florida lifestyle buyers are searching for.Step inside to discover a thoughtfully designed floor plan featuring spacious living areas, abundant natural light, and stylish

  Omar Andreasen EXP REALTY LLC

  13013 Overstreet Rd, Windermere, FL 34786
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  $749,995

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,469 Sq Ft

  9237 Sabal Palm Cir, Windermere, FL 34786

  Nestled in the charming and highly desirable Silverwoods subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwoods is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere.

  Chelsea Murphy OLYMPUS EXECUTIVE REALTY INC

  9237 Sabal Palm Cir, Windermere, FL 34786
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  /19

  $790,900

  $41K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,987 Sq Ft

  2128 Lake Crescent Ct, Windermere, FL 34786

  Auction Property. 4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection

  Jamarr Zellner REALHOME SERVICE & SOLUTIONS INC

  2128 Lake Crescent Ct, Windermere, FL 34786
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  /59

  $680,000

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft

  13339 Roskin Ln, Windermere, FL 34786

  Welcome to a standout opportunity in WINDERMERE , offering closing cost assistance and positioned for a timely sale. This 4 bedroom, 2.5 bath, two-story home with 2,947 sq ft delivers the space, layout, and location today’s buyers are searching for. The thoughtfully designed floor plan includes a first-floor den/office, expansive upstairs loft, and generously sized bedrooms throughout. The

  Karla Price COLDWELL BANKER REALTY

  13339 Roskin Ln, Windermere, FL 34786

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