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Windermere, FL 1-Story Homes for Sale

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  • /46

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    3629 Lake Buynak Rd, Windermere, FL 34786

    Back on market—buyer withdrew for personal reasons, not due to any home-related issues.Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /2

    $855,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,712 Sq Ft

    Tidewater Plan at Palms at Windermere, Windermere, FL 34786

    The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
  • /30

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,147 Sq Ft

    13622 Darchance Rd, Windermere, FL 34786

    Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding

    Javin Lopez AVANTI WAY REALTY LLC

    13622 Darchance Rd, Windermere, FL 34786
  • /77

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 2,521 Sq Ft

    414 E 5th Ave, Windermere, FL 34786

    CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable living spaces designed for everyday living

    Kathie Glass BHHS FLORIDA REALTY

    414 E 5th Ave, Windermere, FL 34786
  • /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
  • /43

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    6343 Merrick Landing Blvd, Windermere, FL 34786

    Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This rare ONE STORY, well appointed townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring

    Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    6343 Merrick Landing Blvd, Windermere, FL 34786
  • /15

    $979,990 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
  • /71

    $1,548,900

    • 4 Beds
    • 4.5 Baths
    • 3,447 Sq Ft

    11821 Waterstone Loop Dr, Windermere, FL 34786

    WWaterstone is guard-gated, well-established, and home to something most neighborhoods can't match: a private pedestrian gate with direct access to Windermere Preparatory School, ranked the #1 private K–12 in Orange County. For families, that detail alone tends to end the search.The home itself is a custom Silliman Homes courtyard design, single-story, built with the kind of attention to

    Mauricio Penha VOLKE REAL ESTATE LLC

    11821 Waterstone Loop Dr, Windermere, FL 34786
  • /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
  • /95

    $2,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    505 Jennifer Ln, Windermere, FL 34786

    Villa Casablanca | Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this white-painted brick estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside.What unfolds

    Ahmad Hassan COMPASS FLORIDA LLC

    505 Jennifer Ln, Windermere, FL 34786
  • /29

    $725,000

    • 4 Beds
    • 2 Baths
    • 2,373 Sq Ft

    17514 Black Rail St, Windermere, FL 34786

    New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and

    He Gao U S GLORY REALTY

    17514 Black Rail St, Windermere, FL 34786
  • /83

    $7,595,000

    • 5 Beds
    • 6.5 Baths
    • 6,937 Sq Ft

    5074 Isleworth Country Club Dr, Windermere, FL 34786

    Luxury living perfectly positioned along the 6th fairway in the world-renowned guard-gated community of Isleworth. This exceptional estate offers over 6,900 square feet of completely remodeled space which includes over 2,400 square foot addition upstairs thoughtfully reimagined by acclaimed architect Mark Nasrallah. Featuring 5 bedrooms and 6.5 bathrooms, the home sits on over half an acre and

    Armaan Memarpouri MEMARPOURI REALTY LLC

    5074 Isleworth Country Club Dr, Windermere, FL 34786
  • /33

    $1,399,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,082 Sq Ft

    106 Palm St, Windermere, FL 34786

    Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout.

    Jill Healey KELLER WILLIAMS WINTER PARK

    106 Palm St, Windermere, FL 34786
  • /46

    $785,000

    • 3 Beds
    • 2.5 Baths
    • 2,379 Sq Ft

    5018 River Gem Ave, Windermere, FL 34786

    Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a

    Anastasia Fischer KELLER WILLIAMS SOUTH TAMPA

    5018 River Gem Ave, Windermere, FL 34786
  • /38

    $579,000

    • 3 Beds
    • 2 Baths
    • 2,151 Sq Ft

    6673 Duncaster St, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Located in the highly sought-after Windermere area, this 3-bedroom, 2-bath residence offers 2,151 heated square feet of functional and versatile living space. The layout includes a formal living room, a spacious great room, and a dedicated den/study, providing flexibility for work, entertaining, or additional living areas. A covered lanai extends

    Lilyan Machuca MY REALTY GROUP, LLC.

    6673 Duncaster St, Windermere, FL 34786
  • /47

    $3,500,000

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

    6130 Grosvenor Shore Dr, Windermere, FL 34786

    Remarkable Waterview Estate in Keene’s Pointe! Heated Saltwater Pool, Main-Floor Living, and Expansive Outdoor Living Space. Discover an exceptional custom Goehring & Morgan home offering the perfect blend of functionality and breathtaking outdoor living, located in a cul-de-sac of the exclusive Grosvenor Village within Keene’s Pointe, known for its privacy, guard-gated security, and Golden Bear

    Dianna Desboyaux DOUGLAS ELLIMAN

    6130 Grosvenor Shore Dr, Windermere, FL 34786
  • /49

    $835,000

    • 4 Beds
    • 2 Baths
    • 2,713 Sq Ft

    9225 Mcdavid Ct, Windermere, FL 34786

    Welcome to this beautifully maintained custom 4-bedroom, 2-bath pool home set on a full 1-acre lot in a quiet, established neighborhood. Built and lovingly cared for by the original owner, this home offers a bright, airy interior with timeless wood trim details that add warmth and character throughout. The spacious family room features a wood-burning fireplace, creating a comfortable gathering

    David Vannoy CENTURY 21 CARIOTI

    9225 Mcdavid Ct, Windermere, FL 34786
  • 14353 Crest Palm Ave, Windermere, FL 34786

    $1,049,091 New Construction

    • 4 Beds
    • 3 Baths
    • 2,687 Sq Ft

    14353 Crest Palm Ave, Windermere, FL 34786

    Welcome to the Arlington! This single-story floor plan features 3-4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,687 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

    Dream Finders Homes Builder
    14353 Crest Palm Ave, Windermere, FL 34786
  • /58

    $1,699,000

    • 5 Beds
    • 4.5 Baths
    • 3,765 Sq Ft

    13123 Luntz Point Ln, Windermere, FL 34786

    Experience elevated lakefront living on a private one-plus-acre estate on Lake Luntz, this remarkable five-bedroom, four-and-a-half-bath residence welcomes you with a grand foyer, soaring ceilings throughout, and elegant formal living and dining spaces, all thoughtfully designed to capture sweeping lake views. At the heart of the home, the chef’s kitchen blends luxury and performance, featuring

    Thomas Weclew THE REALTY MEDICS

    13123 Luntz Point Ln, Windermere, FL 34786
  • /36

    $1,000,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 2,988 Sq Ft

    11208 Ledgement Ln, Windermere, FL 34786

    Upgraded One-Story Pool Home in Gated Community on Oversized Corner Lot****NEW ROOF****Welcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space. With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality.Upon entry, you’ll be captivated by the

    Ruthanne Martin REVEL REALTY LLC

    11208 Ledgement Ln, Windermere, FL 34786
  • /45

    $4,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,983 Sq Ft

    6113 Payne Stewart Dr, Windermere, FL 34786

    Timeless Waterfront Elegance in Isleworth’s Golf Villas Perfectly positioned along the tranquil shoreline of Lake Chase — part of the coveted Butler Chain of Lakes — this exquisitely renovated residence offers breathtaking sunrise views and a level of craftsmanship rarely seen. Located just steps from the Isleworth clubhouse, with its multiple dining venues, world-class fitness center, and

    Jill Irwin IRWIN REALTY GROUP LLC

    6113 Payne Stewart Dr, Windermere, FL 34786
  • /56

    $550,000

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

    6718 Romney Ln, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless

    Tyler Gibson LPT REALTY, LLC

    6718 Romney Ln, Windermere, FL 34786
  • /25

    $798,000

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

    9237 Mcdavid Ct, Windermere, FL 34786

    Your Private Windermere Oasis Awaits * Step into a lifestyle of space, serenity, and sophisticated upgrades with this stunning 4-bedroom family estate nestled on over an acre of pristine land. Perfectly positioned to blend modern comfort with the beauty of nature, this property is a rare find for those who refuse to compromise on size or scenery. Highlights of the Estate: Breathtaking Vistas:

    Scott Howard VINTAGE REALTY GROUP LLC

    9237 Mcdavid Ct, Windermere, FL 34786
  • /3

    $1,049,091 New Construction

    • 4 Beds
    • 3 Baths
    • 2,687 Sq Ft

    Arlington Plan at Palms at Windermere, Windermere, FL 34786

    Welcome to the Arlington! This single-story floor plan features 3-4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,687 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36498773, Windermere, FL 34786
  • /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
  • /45

    $2,499,000

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

    6102 S Hampshire Ct, Windermere, FL 34786

    Welcome to 6102 S Hampshire Ct, Windermere, FL 34786 where elegance, privacy, and lifestyle come together inside the 24-hour guard-gated community of Keene’s Pointe.This stunning one-story golf-front residence is perfectly positioned on a premium golf-front lot in a quiet cul-de-sac, offering breathtaking fairway views and an unmatched sense of tranquility. Designed with impact-rated windows

    Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

    6102 S Hampshire Ct, Windermere, FL 34786
  • /35

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    14215 Desert Haven St Unit 3507, Windermere, FL 34786

    Welcome to this stunning, move-in-ready condo in the highly sought-after Windermere community of Oasis Cove at Lakeview Village.Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates andfunctional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a

    Brandi Crain IRON VALLEY REAL ESTATE OSCEOLA

    14215 Desert Haven St Unit 3507, Windermere, FL 34786
  • /60

    $925,000

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

    3328 Wax Berry Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Located in Lake Butler Estates, one of Windermere’s most private established communities, this 4-bedroom, 4-bath single-family pool home sits on a 1-acre cul-de-sac lot surrounded by mature oak trees and lush landscaping, with only 11 neighboring homes and access to the Butler Chain of Lakes through the community’s private boat ramp. Built in 1959

    Ferris Kassar PREFERRED REAL ESTATE BROKERS

    3328 Wax Berry Ct, Windermere, FL 34786
  • /60

    $1,295,000

    • 5 Beds
    • 4.5 Baths
    • 3,856 Sq Ft

    1826 Windermeredown Place, Windermere, FL 34786

    If you need a Separate 1st Floor In-Law Apartment with a Private Entrance overlooking the Screened Pool and Covered Lanai then here it is * Beautifully maintained and updated 5 Bed 4.5 Bath 1 Story Home nestled in one of Windermere’s most desirable Lakefront Communities * This Exceptional Home offers the perfect blend of Comfort, Elegance, and Florida Lifestyle Living * Step inside to discover a

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    1826 Windermeredown Place, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$835,000
Median Single Family Sale Price
$1,080,000
Median Townhouse Sale Price
$402,500
Median 2 Bedroom Sale Price
$295,000
Average Price Per Sq Ft
$365
Number of Homes for Sale
242
Last 12 months Home Sales
674
Months of Supply
4.30
Median List Price
$949,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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