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Craftsman Homes for Sale in Winter Garden, FL

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  • /56

    $525,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,049 Sq Ft

    14834 Bahama Swallow Blvd, Winter Garden, FL 34787

    Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been

    Agent Photo

    Vanessa Scotland, PA

    SERHANT

    (689) 225-3569

    14834 Bahama Swallow Blvd, Winter Garden, FL 34787
  • /58

    $2,799,000

    • 3 Beds
    • 3.5 Baths
    • 3,041 Sq Ft

    9751 Quiet Ln, Winter Garden, FL 34787

    Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    (321) 364-3574

    9751 Quiet Ln, Winter Garden, FL 34787
  • /60

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,119 Sq Ft

    15813 Sweet Lemon Way, Winter Garden, FL 34787

    Imagine saying, “we live on Sweet Lemon Way in the Highlands at Summer Lake Groves”! Just sounds happy! So much in a name, with over 240 days of sunshine per year in our beautiful state! Thanks to Disney, that includes 365 nights of fireworks too! This community, located in the center of Horizon West, has convenient access to “A” rated schools, restaurants, shops and a never-ending schedule of

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    (689) 329-1680

    15813 Sweet Lemon Way, Winter Garden, FL 34787
  • /55

    $748,000 Pre-Foreclosure

    • 4 Beds
    • 3 Baths
    • 2,931 Sq Ft

    18339 Oliver Twist Way, Winter Garden, FL 34787

    *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed

    Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

    18339 Oliver Twist Way, Winter Garden, FL 34787
  • /29

    $575,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,477 Sq Ft

    16137 Wind View Ln, Winter Garden, FL 34787

    HUGE PRICE IMPROVEMENTt! This beautiful home offers the best value in the neighborhood with a a mix of upgrades and features and location that set it apart. MOVE IN READY...UPGRADES DONE FOR YOU!. *See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! ***A

    leslie weeks IVRE ORLANDO

    16137 Wind View Ln, Winter Garden, FL 34787
  • /66

    $689,000

    • 4 Beds
    • 3 Baths
    • 2,554 Sq Ft

    14872 Winkfield Ct, Winter Garden, FL 34787

    Your Dream Home is closer than you think! Oxford Chase is a Gorgeous Boutique Estate Home Community by Mattamy Homes. Cambridge/Tuscany model floorplan, Craftsman/Bungalow style 1-story home with 3-car finished garage with remotes (2+1). Great split floorplan with luxury vinyl throughout. Gorgeous gourmet kitchen and oversized covered lanai. Full appliance package. Once inside, a formal foyer and

    Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    14872 Winkfield Ct, Winter Garden, FL 34787
  • /53

    $837,562 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,858 Sq Ft

    12971 Harvest Rain Ave, Winter Garden, FL 34787

    Pre-Construction. To be built. What's Special: Gourmet Kitchen | Covered Patio | Extended Patio | Oversized Patio | Flat Lot. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12971 Harvest Rain Avenue in Harvest at Ovation! This delightful new home welcomes you with a gallery-style foyer that leads to a dedicated study and a hall with a

    Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    12971 Harvest Rain Ave, Winter Garden, FL 34787
  • /63

    $750,000

    • 5 Beds
    • 4.5 Baths
    • 3,663 Sq Ft

    3262 Hanging Tide St, Winter Garden, FL 34787

    Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a

    Franklin Adrianza AGENT TRUST REALTY CORPORATION

    3262 Hanging Tide St, Winter Garden, FL 34787
  • /42

    $725,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft

    17412 Honeybell Tangelo Ct, Winter Garden, FL 34787

    Under Construction. New Single-Story Home by RockWell Homes, selling from offsite sales center: 14006 Scarlet Aster Alley Winter Garden, FL 34787. The Hemingway Plan on Homesite #265. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a dining area, breakfast nook, and a 2-car garage.

    Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

    17412 Honeybell Tangelo Ct, Winter Garden, FL 34787
  • /54

    $639,900

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    12410 Encore at Ovation Way, Winter Garden, FL 34787

    Welcome to this impeccably maintained single-story residence offering serene water and conservation views in desirable Encore at Ovation. Thoughtfully designed with three bedrooms and two baths, this home blends comfort, style and effortless living. From the moment you arrive, charming curb appeal sets the tone with a welcoming front porch, shaker-shingle accents, stone detailing and

    Megan Byers PREMIER SOTHEBY'S INTL. REALTY

    12410 Encore at Ovation Way, Winter Garden, FL 34787
  • /40

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,096 Sq Ft

    13151 Calming Breeze Way, Winter Garden, FL 34787

    ***SELLER OFFERING $17,000 TOWARDS BUYER'S CLOSING COSTS!*** This Gorgeous 3-bedroom, 2.5-bathroom home in the highly sought-after Serenade at Ovation offers luxury living in the heart of Horizon West. From the moment you step inside, you'll appreciate the attention to detail, including a gourmet kitchen with a large island perfect for entertaining. The home features PREMIUM UPGRADES throughout,

    Nathan Meyer EXP REALTY LLC

    13151 Calming Breeze Way, Winter Garden, FL 34787
  • /45

    $529,900

    • 3 Beds
    • 2 Baths
    • 1,971 Sq Ft

    1968 Pantheon Dr, Winter Garden, FL 34787

    Beautifully maintained home in the Heart of Winter Garden! Located in the highly sought-after neighborhood of Alexander Ridge, this single story Craftsman-style home embodies the feeling of a peaceful family community, with its stone-covered columns and a welcoming front porch. Continuing through the wide foyer you'll find a den/flex room, well-suited for a home office or playroom. The upgraded

    Greer Kunkle KUNKLE REALTY GROUP

    1968 Pantheon Dr, Winter Garden, FL 34787
  • /59

    $530,000

    • 3 Beds
    • 2.5 Baths
    • 2,216 Sq Ft

    13617 Salamander St, Winter Garden, FL 34787

    NEARLY NEW "BELLAKE" MODEL HOME featuring 3 bedrooms and 2.5 bathrooms, situated on a PREMIUM LOT just a short Walk to the BRAND NEW Phase 4 POOL & GYM, Atwater Bay Elementry School, Waterfront Park and Community Playground! Excellent features include Upgraded Rectangular Tile throughout the first floor! A GOURMET KITCHEN with Shaker Cabinets, GRANITE Countertops, and Stainless Steel Appliances

    JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

    13617 Salamander St, Winter Garden, FL 34787
  • /88

    $1,825,000

    • 4 Beds
    • 4 Baths
    • 3,781 Sq Ft

    720 Lake Brim Dr, Winter Garden, FL 34787

    Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers

    Ashley Boyd BHHS FLORIDA REALTY

    720 Lake Brim Dr, Winter Garden, FL 34787
  • /37

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    16749 Harper Cove Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2.5-bath two-story home featuring a rear-load 2-car garage, ideally located in one of the area’s most desirable master-planned communities. Designed for modern living, the open-concept floor plan showcases durable tile flooring throughout the main level for easy maintenance. The kitchen is a true

    Tara Garkowski KELLER WILLIAMS ADVANTAGE REALTY

    16749 Harper Cove Dr, Winter Garden, FL 34787
  • /35

    $975,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,270 Sq Ft

    15078 Canopy Cover Dr, Winter Garden, FL 34787

    This is it—the one buyers wait for and rarely catch in time. One of the final opportunities to own in Del Webb Oasis, a highly sought-after 55+ community by Pulte Homes, where lifestyle isn't an upgrade—it's built in. This extended Stardom Echelon isn't just a home—it's a fully dialed-in experience. Thoughtfully expanded and meticulously upgraded, it offers a private heated pool and extended

    David Weiss COLDWELL BANKER REALTY

    15078 Canopy Cover Dr, Winter Garden, FL 34787

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$574,995
Median Single Family Sale Price
$627,387
Median Townhouse Sale Price
$449,990
Median 2 Bedroom Sale Price
$229,995
Median 1 Bedroom Sale Price
$227,500
Average Price Per Sq Ft
$269
Number of Homes for Sale
706
Last 12 months Home Sales
1,908
Months of Supply
4.40
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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