32

Winter Garden, FL Open Houses

Section Image Section Image
  • /40

    $765,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 3,871 Sq Ft

    2015 Sandy Garden Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome home to a lifestyle of space, comfort, and effortless entertaining in this beautifully designed two-story residence with charming exterior stone accents, set on an almost 1⁄4-acre lot in a gated community. From the moment you step inside, you’ll appreciate the open, airy layout, high ceilings, and bamboo flooring throughout — no carpet

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 599-3873

    2015 Sandy Garden Ln, Winter Garden, FL 34787
  • /61

    $525,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    648 Orange Belt Loop, Winter Garden, FL 34787

    Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Plant Street. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the

    Agent Photo

    Milinda Knollinger

    CORCORAN CONNECT LLC

    (321) 381-3214

    648 Orange Belt Loop, Winter Garden, FL 34787
  • /42

    $895,000 Open Fri 5PM - 7PM

    • 3 Beds
    • 3.5 Baths
    • 1,906 Sq Ft

    131 Oak Laurel Dr, Winter Garden, FL 34787

    131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 405-1381

    131 Oak Laurel Dr, Winter Garden, FL 34787
  • /33

    $680,000 Open Sat 11AM - 5PM

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787

    Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be

    Agent Photo

    Carlos Hernandez Franquet

    AGENT TRUST REALTY CORPORATION

    (321) 419-1970

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /59

    $1,995,000 Open Sat 12AM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft

    1021 Temple Grove Place, Winter Garden, FL 34787

    LUXURY Lakefront Estate – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Situated within the coveted golf cart zone near Historic Downtown, this property offers the rare combination of private lakefront

    Agent Photo

    Nicole Rader

    MAINFRAME REAL ESTATE

    (321) 486-8407

    1021 Temple Grove Place, Winter Garden, FL 34787
  • /42

    $699,999 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,410 Sq Ft

    14790 Tullamore Loop, Winter Garden, FL 34787

    Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom /

    Rita Phillips FLORIDA REALTY INVESTMENTS

    14790 Tullamore Loop, Winter Garden, FL 34787
  • /60

    $985,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,303 Sq Ft

    15393 Sandfield Loop, Winter Garden, FL 34787

    Pro pics coming but do not wait on them, move fast on this one,. This pristine Taylor Morrison Abbott floor plan, offered for sale for the very first time, sits on an oversized corner lot behind the gated entrance of The Reserve at Carriage Pointe in Winter Garden. Impeccably maintained and lovingly cared for since new, this home delivers everything on your must-have list with thoughtful upgrades

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    15393 Sandfield Loop, Winter Garden, FL 34787
  • /73

    $440,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    6212 Aralia Ivy Ln, Winter Garden, FL 34787

    LOCATION! LOCATION! LOCATION! This spacious and beautiful two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. Enjoy an open-concept floor plan, freshly painted interior, and a private outdoor courtyard leading to a rear-entry two-car detached garage.The bright kitchen features granite countertops, a spacious

    Olga Recean EMPIRE NETWORK REALTY

    6212 Aralia Ivy Ln, Winter Garden, FL 34787
  • /67

    $1,150,000 Open Fri 3PM - 6PM

    • 5 Beds
    • 4 Baths
    • 3,617 Sq Ft

    16006 Gilden Way, Winter Garden, FL 34787

    Welcome home! Experience the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level,

    Renee Rodriguez COLDWELL BANKER REALTY

    16006 Gilden Way, Winter Garden, FL 34787
  • /53

    $479,999 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    6530 Pasturelands Place, Winter Garden, FL 34787

    Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen,

    Amber Draus KELLER WILLIAMS REALTY AT THE PARKS

    6530 Pasturelands Place, Winter Garden, FL 34787
  • /40

    $645,000 Open Sat 11AM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,372 Sq Ft

    16126 Parkwyn St, Winter Garden, FL 34787

    Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and

    Viviane Rocha WRA BUSINESS & REAL ESTATE

    16126 Parkwyn St, Winter Garden, FL 34787
  • /63

    $1,229,000 Open Sat 10AM - 12PM

    • 5 Beds
    • 4.5 Baths
    • 4,001 Sq Ft

    441 Courtlea Oaks Blvd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing

    Jennifer Coon LAKESIDE REALTY WINDERMERE INC

    441 Courtlea Oaks Blvd, Winter Garden, FL 34787
  • /37

    $550,000 Open Sat 11AM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,088 Sq Ft

    16848 Hamlin Vista Aly, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Discover the timeless appeal of the Newbury floor plan in the exclusive Hamlin Pointe community! This 2024-built two-story home offers 4 bedrooms, 3 full bathrooms, and 2,088 sq ft of thoughtfully designed living space. A versatile first-floor bedroom serves perfectly as a guest suite, home office, or multi-generational retreat. The open-concept

    Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

    16848 Hamlin Vista Aly, Winter Garden, FL 34787
  • /48

    $888,800 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,937 Sq Ft

    1689 Cranleigh Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow

    Erica Diaz HOMEVEST REALTY

    1689 Cranleigh Dr, Winter Garden, FL 34787
  • /52

    $949,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 3,491 Sq Ft

    16232 Rock Coast Dr, Winter Garden, FL 34787

    Welcome to your dream home and backyard oasis! This beautiful GAS HEATED SALTWATER POOL home has everything you will need! Downstairs boasts an open concept floor plan with a brand new kitchen, one of the only ones in Waterleigh. The sellers completely gutted the kitchen in 2025 during a 100k kitchen renovation and installed custom, high end Fabuwood cabinetry with drawer slide outs, and high end

    Taylar Colangelo, LLC LOKATION

    16232 Rock Coast Dr, Winter Garden, FL 34787
  • /56

    $511,500 Open Sat 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    14326 Murcott Blossom Blvd, Winter Garden, FL 34787

    Welcome to 14326 Murcott Blossom Blvd—your gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a stylish residence in the coveted Lakeview Pointe community, where comfort meets convenience. This meticulously maintained home features 3 spacious bedrooms, 2.5 luxurious baths, and a versatile "FLEX ROOM" ideal for a Home Office, Creative Studio, or an Optional Fourth

    Rudy Djoko LPT REALTY, LLC

    14326 Murcott Blossom Blvd, Winter Garden, FL 34787
  • /38

    $1,149,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 4 Baths
    • 2,225 Sq Ft

    64 N Park Ave, Winter Garden, FL 34787

    Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets,

    Steve Healy CORCORAN PREMIER REALTY

    64 N Park Ave, Winter Garden, FL 34787
  • /36

    $449,500 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    17723 Japonica Bloom Dr, Winter Garden, FL 34787

    Why wait for new construction? Move-In Ready Newer Home in Northlake at Ovation! One of Winter Garden's Best Kept Secrets. This Hidden Community is tuckedaway among beautiful conservation areas of Horizon's West. Ashton Woods most desirable floor plan(The Kendall ll) is an Award Winning 3 Bedrooms, 2 full bathrooms and one half bath with 1584Square feet of living area, Brick Paver

    Thad Czapka COLDWELL BANKER REALTY

    17723 Japonica Bloom Dr, Winter Garden, FL 34787
  • /63

    $650,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,471 Sq Ft

    15050 Summer Harvest St, Winter Garden, FL 34787

    Stunning Like-New Home in the Heart of Winter Garden - *3rd bedroom is an enclosed loft/apartment above the garage* Welcome to this beautifully upgraded 3-bedroom, 3.5-bathroom home with a private office and an expansive game room/bonus loft above the garage, ideally located in the heart of Winter Garden — just minutes from Disney and built less than two years ago. From the moment you walk in,

    Trevor Zwick KELLER WILLIAMS ELITE PARTNERS III REALTY

    15050 Summer Harvest St, Winter Garden, FL 34787
  • /30

    $649,000 Open Sat 12PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,319 Sq Ft

    1005 Chase Dr, Winter Garden, FL 34787

    LUXURY RENOVATED 4-BED HOME WITH NEW ROOF + AC — OVERSIZED 3-CAR GARAGE — MOVE-IN READY This beautifully renovated 4-bed, 2.5-bath single-family home in the heart of Winter Garden (34787) is truly move-in ready — offering a luxury 2025 redesign from top to bottom. Located in the highly desirable Golf Cart District, this home sits on a quiet cul-de-sac just minutes from Downtown Winter Garden,

    Moe Mossa SAVVY AVENUE, LLC

    1005 Chase Dr, Winter Garden, FL 34787
  • /51

    $649,900 Open Fri 12PM - 5PM

    • 2 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    13846 Fresh Ivy St, Winter Garden, FL 34787

    Welcome to 13846 Fresh Ivy Street, nestled in the highly desirable Winter Garden area, just minutes away from world-famous Orlando attractions. This home is easy on the eyes and offers the perfect blend of comfort, convenience, and luxury living.This beautifully designed two-bedroom, two-and-a-half-bath home features over 2,100 square feet of living space. With spacious interiors, thoughtful

    Ken Pozek REAL BROKER, LLC

    13846 Fresh Ivy St, Winter Garden, FL 34787
  • /38

    $675,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,722 Sq Ft

    10031 Bedtime Story Dr, Winter Garden, FL 34787

    ***Sellers willing to install or give a credit for a Refrigerator, Washer, and Dryer*** Welcome to 10031 Bedtime Story Drive—where comfort, convenience, and community come together in one incredible home. Perfectly positioned on a premium corner lot in the sought-after Storey Grove neighborhood, this spacious 4-bedroom, 4-bathroom residence offers over 2,700 square feet of upgraded living space

    Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

    10031 Bedtime Story Dr, Winter Garden, FL 34787
  • /7

    $819,391 Open Sat 1PM - 4PM

    • 6 Beds
    • 4.5 Baths
    • 3,117 Sq Ft

    17060 Haggerty Hollow Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images Welcome to this beautifully designed six-bedroom, four-bathroom home located in the sought-after, newly developed Hamlin Meadows community. Offering an ideal blend of space, functionality, and modern living, this thoughtfully crafted floor plan features the primary suite and additional bedrooms on the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    17060 Haggerty Hollow Dr, Winter Garden, FL 34787
  • /2

    $609,611 Open Sat 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    17037 Haggerty Hollow Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    17037 Haggerty Hollow Dr, Winter Garden, FL 34787
  • /42

    $489,990 Open House 4/12

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft

    15351 Hamlin Park Dr, Winter Garden, FL 34787

    Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an

    Reed Williams ASHTON WOODS FLORIDA REALTY LLC

    15351 Hamlin Park Dr, Winter Garden, FL 34787
  • /35

    $539,990 Open Sat 12PM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    11858 Shine View Ln, Winter Garden, FL 34787

    Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks

    Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    11858 Shine View Ln, Winter Garden, FL 34787
  • /2

    $581,285 Open Sat 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft

    6345 Wild Persimmon Way, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Amelia, a charming single-story bungalow, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    6345 Wild Persimmon Way, Winter Garden, FL 34787
  • /25

    $479,999 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 1,920 Sq Ft

    7363 Mezzano Ln, Winter Garden, FL 34787

    Welcome to your chance to own one of the most desirable residences in this vibrant community! This spacious 4-bedroom, 4-bath corner townhome is truly special—not only does it feature a thoughtful two-story layout with the primary suite on the main floor, but it’s also one of the very first resale opportunities since the builder completely sold out. That means you can move in now without waiting

    Erica Diaz HOMEVEST REALTY

    7363 Mezzano Ln, Winter Garden, FL 34787
  • /2

    $765,377 Open Sat 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,038 Sq Ft

    17066 Haggerty Hollow Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Biscayne, a thoughtfully designed two-story home offering the perfect balance of space, comfort, and flexibility. Featuring four bedrooms and three bathrooms, this floor plan is ideal for both everyday living and entertaining. The main level showcases an open-concept layout where the dining area flows

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    17066 Haggerty Hollow Dr, Winter Garden, FL 34787
  • /2

    $688,324 Open Sat 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    17054 Haggerty Hollow Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    17054 Haggerty Hollow Dr, Winter Garden, FL 34787
  • /2

    $580,682 Open Sat 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,102 Sq Ft

    17055 Haggerty Hollow Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    17055 Haggerty Hollow Dr, Winter Garden, FL 34787
  • /2

    $858,014 Open Sat 1PM - 4PM

    • 5 Beds
    • 3 Baths
    • 2,879 Sq Ft

    5983 Flowering Cherry Bend, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community, in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5983 Flowering Cherry Bend, Winter Garden, FL 34787

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$574,745
Median Single Family Sale Price
$629,900
Median Townhouse Sale Price
$448,590
Median 2 Bedroom Sale Price
$227,497
Median 1 Bedroom Sale Price
$228,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
663
Last 12 months Home Sales
1,862
Months of Supply
4.30
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home