1,044

Winter Garden, FL Homes for Sale

Section Image Section Image
  • /56

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,795 Sq Ft

    17938 Hither Hills Cir, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to your dream home in one of Winter Garden’s most serene and sought-after communities! Tucked away on a quiet street overlooking Lake Apopka, this beautifully upgraded 4-bedroom, 3.5-bath residence offers both elegance and practicality—complete with a private mother-in-law suite and no rear neighbors.Key Features:Mother-in-law suite

    Agent Photo

    Vincent Cordaro

    SERHANT

    (321) 344-8411

    17938 Hither Hills Cir, Winter Garden, FL 34787
  • /72

    $1,049,000

    • 6 Beds
    • 4.5 Baths
    • 4,667 Sq Ft

    14778 Ellingsworth Ln, Winter Garden, FL 34787

    Architecturally Distinctive and Thoughtfully Designed – “The Yorkshire” in the popular Oxford Chase community. From the moment you arrive, this executive-style residence immediately distinguishes itself as one of a kind. Designed with impact and elegance, the entry welcomes you with a charming front patio that creates a natural and inviting transition into the home. Built by Mattamy Homes, the

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 496-8876

    14778 Ellingsworth Ln, Winter Garden, FL 34787
  • /72

    $725,000

    • 5 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    1073 Vinsetta Cir, Winter Garden, FL 34787

    LEASE OPTION CONSIDERED! This established community is located between Historic Downtown Winter Garden & Hamlin, with convenient access to Orlando and all the attractions, restaurants, schools and world renowned healthcare! This neighborhood of well manicured lawns ensures your biggest investment is a good one! The Hawthorne model has an inviting coziness with an office/bedroom and formal living

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    (321) 395-5514

    1073 Vinsetta Cir, Winter Garden, FL 34787
  • /49

    $715,500

    • 4 Beds
    • 2.5 Baths
    • 2,617 Sq Ft

    2454 Black Lake Blvd, Winter Garden, FL 34787

    Elegant Pool Home in Exclusive Stoneybrook West Guard-Gated Golf CommunityEnjoy privacy and tranquility in this spacious 4-bedroom, 2.5-bath home with a 3-car garage, set on a serene pond for ultimate privacy. From the moment you enter, you'll appreciate the formal living and dining spaces, ideal for sophisticated entertaining. The gourmet kitchen opens seamlessly to a spacious family room

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 336-7340

    2454 Black Lake Blvd, Winter Garden, FL 34787
  • /18

    $274,000

    • 2 Beds
    • 1.5 Baths
    • 1,190 Sq Ft

    1350 Winter Green Way, Winter Garden, FL 34787

    Simply Perfect Home or Investment Opportunity in Winter Garden!Welcome to 1350 Winter Green Way—a beautifully updated 2-bedroom, 1.5-bathroom townhome located in one of Central Florida’s most desirable communities. Whether you're a first-time homebuyer, downsizing, or seeking a smart investment, this property checks all the boxes.Step inside to discover a well-maintained interior with

    Agent Photo

    Mesner Belidor

    KELLER WILLIAMS LEGACY REALTY

    (321) 329-1588

    1350 Winter Green Way, Winter Garden, FL 34787
  • /60

    $2,750,000

    • 5 Beds
    • 5.5 Baths
    • 4,286 Sq Ft

    340 Lakeview Rd, Winter Garden, FL 34787

    Welcome to your own private retreat in the heart of Downtown Winter Garden, just steps from the 22-mile West Orange Trail and nestled within the coveted Golf Cart District. This stunning single-story custom home offers the perfect blend of upscale living, natural beauty, and small-town charm. Set on an oversized fenced lot just under 1 acre, this turnkey estate features 5 bedrooms one with

    Agent Photo

    Kim Diaz

    CORCORAN PREMIER REALTY

    (321) 321-8571

    340 Lakeview Rd, Winter Garden, FL 34787
  • /97

    $1,149,000

    • 4 Beds
    • 4.5 Baths
    • 4,027 Sq Ft

    15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. The Time is Now to Act! Homes Like This are Rarely Available-Nestled on a Peninsula with Direct Western Views of Johns Lake and Surrounded by Conservation, it offers a Truly Unique Setting. Every evening brings Breathtaking Sunsets and the Tranquil Sounds of Florida Wildlife, capturing the essence of Classic Lakefront Living. Paired with the

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 216-9616

    15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787
  • /49

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,295 Sq Ft

    15531 Waterleigh Cove Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. We just dropped the price from $650K to $625K — and it’s not because we don’t love this home (we do!), but because we want the right buyer to scoop up this gem before summer ends! Welcome to 15531 Waterleigh Cove Dr., a stunning 4-bedroom, 3-bathroom home located in the highly sought-after Horizon West community. of Waterleigh. This beautifully

    Agent Photo

    Vincent Cordaro

    SERHANT

    (321) 455-0589

    15531 Waterleigh Cove Dr, Winter Garden, FL 34787
  • /85

    $1,246,100

    • 5 Beds
    • 4 Baths
    • 3,850 Sq Ft

    15208 Lake Claire Overlook Dr, Winter Garden, FL 34787

    Experience unmatched Privacy and Serenity on your own Peninsula Surrounded by Lake Claire, Lake Burnett and Johns Lake. This stunning, One-of-a-Kind Home is tucked away at the end of a Cul-De-Sac with Water and Natural Conservation on 3 sides. Located in the highly sought-after, Gated Community of Hickory Hammock, this unique residence offers Panoramic Water Views from EVERY Window and combines

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 252-6544

    15208 Lake Claire Overlook Dr, Winter Garden, FL 34787
  • /42

    $759,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    14037 Fairway Willow Ln, Winter Garden, FL 34787

    MAY COME FURNISHED with Acceptable Offer! More than just a home—it’s a lifestyle of comfort, convenience, and effortless elegance. Come see it for yourself... and prepare to never want to leave. Prepare to fall head over heels for this stunning 3,450 sq ft showstopper tucked away on a quiet cul-de-sac in the coveted Woodbridge on the Green community. Boasting 3 spacious bedrooms, 2.5

    Agent Photo

    Lisa Grey

    KEYSEEKERS REAL ESTATE

    (321) 237-3878

    14037 Fairway Willow Ln, Winter Garden, FL 34787
  • /81

    $1,325,000

    • 4 Beds
    • 3 Baths
    • 3,654 Sq Ft

    703 Valencia Shores Dr, Winter Garden, FL 34787

    Wow! Lakefront home on Lake Apopka in the Golf Cart District in Winter Garden! Hurry to see this home with over 1.25 acres of property located on Lake Apopka, known for it's trophy size bass fishing! Enjoy the best of both worlds with lakefront living and driving your golf cart to downtown Winter Garden to enjoy the activities! This nicely landscaped property has a dock and gazebo by the water.

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 385-8350

    703 Valencia Shores Dr, Winter Garden, FL 34787
  • /42

    $779,000

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    14399 Wabasso Loop, Oakland, FL 34787

    Your New Home in Tilden Place!..From the moment you walk through the front door, you'll feel like you've arrived. This beautiful 4Bedroom, 3.5Bathroom home in the cozy, gated community of Tilden Place is more than just a place to live it’s a place to make memories. A Warm Welcome. As you step inside, you'll be greeted by soaring vaulted ceilings that fill the space with light and warmth. The

    Agent Photo

    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 541-4279

    14399 Wabasso Loop, Oakland, FL 34787
  • /30

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787

    Experience the ultimate vacation retreat just 6 miles from Walt Disney World! This top-floor penthouse condo offers three spacious bedrooms, two bathrooms, and a fully furnished, turnkey personal and investment experience designed for comfort and luxury.Located within The Grove Resort & Waterpark, this sought-after Jasmine floor plan boasts modern décor, quartz countertops, and elegant stone

    Agent Photo

    Lester Remhof

    LA ROSA REALTY CW PROPERTIES L

    (321) 352-4966

    14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787
  • /59

    $2,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    2827 Sanctuary Ln, Winter Garden, FL 34787

    Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (321) 256-1998

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /48

    $874,900

    • 3 Beds
    • 3.5 Baths
    • 2,030 Sq Ft

    464 W Plant St, Winter Garden, FL 34787

    Rare opportunity to LIVE/PLAY/WORK in a luxury 3 story townhome in the Historic District of Downtown Winter Garden with your front door literally on West Plant Street. Located only steps away from the Plant Street Market and the West Orange Trail, this home includes a private elevator, making it ideal as forever home and to enjoy Winter Garden even in retirement. The home includes a first floor

    Agent Photo

    Carlos German

    EXP REALTY LLC

    (321) 384-5489

    464 W Plant St, Winter Garden, FL 34787
  • /33

    $720,000 Open Sun 11AM - 3PM

    • 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) 486-8964

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /37

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787

    Perfect as a family getaway or a high-performing investment property, this beautifully designed fully furnished 3-bedroom, 2-bath condo is located in the luxurious Grove Resort & Water Park in Winter Garden, FL. Thoughtfully outfitted with every comfort, this turn-key home welcomes you with style and convenience. Enjoy resort-style living with world-class amenities including a thrilling water

    Agent Photo

    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 382-2706

    14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787
  • /38

    $758,000

    • 5 Beds
    • 4 Baths
    • 2,878 Sq Ft

    14345 Wabasso Loop, Winter Garden, FL 34787

    Price adjustment... Discover the charm of this incredible gated community home in Tilden Place, one of Winter Garden’s most sought-after neighborhoods. At first glance, you will notice a covered porch area ideal for some morning coffee. From the moment you step inside, you'll be captivated by the stunning home with 5 bedrooms and 4 full baths, 2 car garage and plenty of space for entertaining.

    Agent Photo

    William Navarro

    CENTERGATE REALTY LLC

    (321) 467-7964

    14345 Wabasso Loop, Winter Garden, FL 34787
  • /38

    $1,090,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft

    10472 Petrillo Way, Winter Garden, FL 34787

    LEASE-PURCHASE OPTION AVAILABLE—flexible terms to fit your path to ownership. Welcome to 10472 Petrillo Way in the tranquil Winding Bay Preserve community of Winter Garden, a stunning K Hovnanian Grayson Model custom home meticulously designed to embody luxury living. Built in 2022, this spacious 5-bedroom, 6-bathroom home stands on a premier corner lot, featuring an expansive layout crafted for

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 467-7710

    10472 Petrillo Way, Winter Garden, FL 34787
  • /74

    $509,400

    • 3 Beds
    • 2.5 Baths
    • 2,058 Sq Ft

    9404 Woodcrane Dr, Winter Garden, FL 34787

    Welcome to 9404 Woodcrane Drive in Winter Garden’s highly sought-after Horizon West area! Featuring 3 bedrooms, 2.5 bathrooms and over 2,000 square feet, this home is situated on a premium corner lot. The first floor is perfect for entertaining, featuring a stylish kitchen with espresso cabinetry, quartz countertops, backsplash, and stainless steel appliances. The formal dining room is

    Agent Photo

    Nick Nelson

    EXP REALTY LLC

    (321) 379-8876

    9404 Woodcrane Dr, Winter Garden, FL 34787
  • /65

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 4,182 Sq Ft

    7930 Summerlake Pointe Blvd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Ideally situated in the highly desirable community of SUMMERLAKE, this spacious two-story 5-bedroom, 4.5 bathroom property with flexible layout allows for a multi-generational family. Sitting on a PRIME LOT with WATER views and located on a quiet, tree lined street, this residence shows like new - why wait to build when you can move in here

    Agent Photo

    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    (321) 328-4352

    7930 Summerlake Pointe Blvd, Winter Garden, FL 34787
  • /43

    $1,099,000

    • 3 Beds
    • 3.5 Baths
    • 2,938 Sq Ft

    149 S Park Ave, Winter Garden, FL 34787

    Gorgeous former model in this beautiful masonry wrapped complex in the heart of Winter Garden! Only 4 of these large 2900 SF units in entire complex which have a separate golf cart garage in addition to the two-car garage. Click on virtual tour for Matterport walk through and floorplan. This unit is elevator ready!! Ground level features a nice en-suite bedroom with walk in closet, full bath

    Agent Photo

    Brigitte Knott

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 321-5397

    149 S Park Ave, Winter Garden, FL 34787
  • /36

    $449,999

    • 4 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    14089 Title Way, Winter Garden, FL 34787

    Spacious 4-Bed, 2.1-Bath Townhome with First-Floor Primary Suite & Detached Garage in Sought-After Winter Garden Community!Step into this light-filled, well-appointed townhome offering a thoughtfully designed open floor plan with modern finishes throughout. The chef-inspired kitchen features updated stainless steel appliances, ample cabinetry, and a spacious breakfast bar—perfect for casual

    Agent Photo

    Manoj Patel

    APPLE REALTY

    (321) 382-1807

    14089 Title Way, Winter Garden, FL 34787
  • /5

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 3708, Winter Garden, FL 34787

    Easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 248-9113

    14501 Grove Resort Ave Unit 3708, Winter Garden, FL 34787
  • /7

    $289,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2212, Winter Garden, FL 34787

    24 horas security. fully furnishing condo hotel

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 490-3652

    14501 Grove Resort Ave Unit 2212, Winter Garden, FL 34787
  • /96

    $555,000

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft

    12259 Bracco St, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION!!!!This beautiful modern and contemporary look Home has very welcoming facade with nice light gray railing fence at the porch area. 4 bedrooms and 2.5 Bathrooms plus the loft area open Gourmet kitchen features a large island that overlooks the combo spacious dining area and family room , tons of upgrades , hardwood flooring , beautiful cabinets as well as custom

    Agent Photo

    Khadija Webber

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 483-3681

    12259 Bracco St, Winter Garden, FL 34787
  • /24

    $560,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    10172 Storey Grove Way, Winter Garden, FL 34787

    Welcome to 10172 Storey Grove Way — a beautifully maintained 4-bedroom, 3-bathroom home in the desirable Storey Grove community! This spacious and functional layout is perfect for families or anyone looking for comfort, convenience, and peace of mind with modern upgrades already in place. Enjoy the confidence of a new roof (2024), along with recent updates including a new dishwasher (2023), new

    Agent Photo

    Jay Stewart

    SOUTHERN REALTY GROUP LLC

    (321) 342-2804

    10172 Storey Grove Way, Winter Garden, FL 34787
  • /30

    $575,000

    • 4 Beds
    • 2 Baths
    • 2,518 Sq Ft

    1319 Castleport Rd, Winter Garden, FL 34787

    Buyer lost financing! Back on the market! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after gated community of Stoneybrook West in Winter Garden. Situated on an oversized lot, this spacious single-story residence offers comfortable living both inside and out. Enjoy Florida living on the screened-in lanai overlooking a serene backyard complete with a tranquil

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 499-2280

    1319 Castleport Rd, Winter Garden, FL 34787
  • /12

    $689,000

    • Land
    • 0.39 Acre
    • $1,766,667 per Acre

    303 S Lakeview Ave, Winter Garden, FL 34787

    Come build your dream home on a beautiful cleared corner lot in Downtown Winter Garden. Only two blocks from the farmers market & Plant Street this oversized lot or potential double lot has endless possibilities for your desired development. Spanning 118 by 145 feet - 17,110 s.f. total (.39 acres). The property faces West offering ample natural lighting all day long. Enjoy the Walkable Winter

    Agent Photo

    Kayla Barnes

    LPT REALTY, LLC

    (321) 406-5916

    303 S Lakeview Ave, Winter Garden, FL 34787
  • /50

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 4,620 Sq Ft

    3259 Buoy Cir, Winter Garden, FL 34787

    Presenting 3259 Buoy Cir, Winter Garden, FL 34787! The Valencia Model is one of the largest homes Pulte offers in Lakeshore Preserve! With 4,620sf, this 5 bedroom, 3.5 bath home offers you an incredible amount of living space! The main floor features a private den/office with French Doors, a formal dining room area that could be used as additional living space if needed. The kitchen is huge and

    Agent Photo

    Crystal Grohowski

    CORCORAN PREMIER REALTY

    (321) 621-3756

    3259 Buoy Cir, Winter Garden, FL 34787
  • /47

    $1,282,000

    • 4 Beds
    • 3 Baths
    • 2,517 Sq Ft

    11400 Lovers Ln, Winter Garden, FL 34787

    If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently

    Agent Photo

    Brad Bolton

    LPT REALTY, LLC

    (321) 353-8727

    11400 Lovers Ln, Winter Garden, FL 34787
  • /49

    $1,380,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    17117 Heartwood Loop, Winter Garden, FL 34787

    Luxury estate with new roof and windows (2025), pool, acreage no HOA, and minutes from Disney! Welcome to your private paradise in the heart of Winter Garden, where luxury living meets country-style privacy on 5.3 fully fenced acres. This rare, move-in-ready five-bedroom, three-and-a-half-bath estate has been thoughtfully renovated and is in Avalon Estates, a gated community with no HOA and

    Agent Photo

    Linda O'Grady

    PREMIER SOTHEBYS INT'L REALTY

    (321) 607-7062

    17117 Heartwood Loop, Winter Garden, FL 34787
  • /33

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,365 Sq Ft

    523 Cascading Creek Ln, Winter Garden, FL 34787

    Welcome to 523 Cascading Creek Lane, a stunning 4-bedroom, 2-bathroom single-family home in the desirable gated community of Black Lake Park in Winter Garden! This beautifully maintained home boasts an open-concept floor plan with abundant natural light, modern finishes, and plenty of space for comfortable living.The spacious kitchen features granite countertops, stainless steel

    Agent Photo

    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 252-5213

    523 Cascading Creek Ln, Winter Garden, FL 34787
  • /26

    $735,000

    • 5 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    4535 Gliding Wave St, Winter Garden, FL 34787

    Currently occupied by tenants through March 31, 2026, this well-maintained Whitestone floorplan in the gated Lakeview Preserve community combines modern design, functionality, and a prime location. With upgrades throughout, this home offers an excellent investment opportunity and an ideal place to settle in a vibrant, family-friendly community. The first-floor exterior and most of the interior

    Agent Photo

    Rich Noto

    DALTON WADE INC

    (321) 677-7042

    4535 Gliding Wave St, Winter Garden, FL 34787
  • /28

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 3630, Winter Garden, FL 34787

    Luxury condo hotel near Disney! The condo has EVERYTHING, just bring your suitcase! Fully and completely furnished, this is a paradise for family vacations. daily shuttles to close-by Walt Disney World means you can park your car and forget it. Make money when you're not using it. The professional onsite hotel operator and management company is first class! Enjoy the 3 pools, spa, waterpark,

    Agent Photo

    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 613-7682

    14501 Grove Resort Ave Unit 3630, Winter Garden, FL 34787
  • /31

    $270,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787

    **Modern 2-Bedroom, 2-Bathroom Condo for Short-Term Rental at The Grove in Winter Garden**Welcome to unit 2340 at The Grove, a beautifully furnished 2-bedroom, 2-bathroom condo, perfectly located in Winter Garden. Ideal for those seeking a short-term rental with all the comforts of home, this property combines convenience, style, and a resort-like atmosphere, making it an excellent choice

    Agent Photo

    Nayane Seabra

    WRA BUSINESS & REAL ESTATE

    (321) 321-2089

    14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787
  • /8

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    14501 Grove Resort Ave Unit 3135, Winter Garden, FL 34787

    The RARE Cypress Plan is the largest of the 2-bedroom condos at The Grove. The advantages of this ground-floor location include HIGH ceilings and No waiting for elevators!! The many amenities are just steps away and you can completely bypass the lobby and get right to the fun. The ceilings in this condo are 14' high! The bedrooms are HUGE! The primary bedroom has a sitting area and the second

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 321-2155

    14501 Grove Resort Ave Unit 3135, Winter Garden, FL 34787
  • /8

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2716, Winter Garden, FL 34787

    Easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 359-7160

    14501 Grove Resort Ave Unit 2716, Winter Garden, FL 34787
  • /68

    $1,010,000

    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    13881 Jomatt Loop, Winter Garden, FL 34787

    Gorgeous pool home in the highly desirable Cypress Reserve community! 4 bedroom, 3.5 bath with a sprawling 4000 sf and 3 car garage. Inside you will be greeted by tall soaring ceilings, tall windows with lots of natural light, and a spacious open floorpan with the staircase and balcony anchored in the center of the room serving as an elegant focal point. The entry has a formal dining area to the

    Michelle Keohane INFINITE REAL ESTATE POWERED BY ILIST

    13881 Jomatt Loop, Winter Garden, FL 34787
  • /34

    $725,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 3 Baths
    • 3,274 Sq Ft

    7724 Purple Finch St, Winter Garden, FL 34787

    Welcome to one of Summerlake’s most popular & sought-after floor plans, a spacious 5 bedroom, 3 bath, 3-car garage home offering both functionality and comfort, along with nightly views of Disney’s fireworks. This home has been thoughtfully updated inside and out, with new luxury vinyl plank flooring and carpeting installed within the past year and the interior and exterior completely repainted.

    Lee Goldberg COLDWELL BANKER RESIDENTIAL RE

    7724 Purple Finch St, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

Why Live in Winter Garden

Winter Garden, FL, a former citrus farming town, has evolved into a bustling suburban city with a population of 47,000. Located less than 15 miles from Walt Disney World and about 15 miles from downtown Orlando, Winter Garden is well-connected by major highways such as West Colonial Drive, Route 429, Florida's Turnpike, and Route 408, making commutes convenient. The city boasts a variety of housing options, from 1920s bungalows and ranch-style homes near downtown to modern lakefront estates and townhouses. The Orange County Public School District serves the area, with highly rated schools like West Orange High offering dual enrollment opportunities. Winter Garden's downtown area has expanded, featuring a walkable stretch of Plant Street with dining, shopping, and local events. The city is home to the 22-mile West Orange Trail, Newton Park, and Veterans Memorial Park, providing ample things to do for outdoor enthusiasts. AdventHealth Winter Garden Hospital and other medical facilities are easily accessible. The Winter Garden Farmers Market, Arts in April celebration, and Winter Garden Music Festival are popular local events. The city's crime rates are lower than the national average, contributing to its appeal. However, residents should be mindful of potential flooding and high winds during hurricane season.

Frequently Asked Questions

What is the average home price in Winter Garden, FL?
Homes for sale in Winter Garden, FL have an average home price of $703,835.
How many homes have sold over the last 12 months in Winter Garden, FL?
1,218 homes have sold in Winter Garden, FL over the last 12 months.
Is Winter Garden, FL a safe city?
In general, the safest neighborhoods in Winter Garden, FL with lower crime scores are Stoneybrook West and Waterside.
What are the most popular zip codes in Winter Garden, FL?
The most popular zip codes in Winter Garden, FL include 34787, 34760, 34711, 34756 and 34761.
What are the most popular neighborhoods in Winter Garden, FL?
The most popular neighborhoods in Winter Garden, FL with the most homes for sale are Stoneybrook West and Waterside.
How much do you need to make to afford a house in Winter Garden?
The median home price in Winter Garden is $605,000. If you put a 20% down payment of $121,000 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $3,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $132K a year to afford the median home price in Winter Garden.
How are the schools in Winter Garden, FL?
Winter Garden, FL has highly rated public and private schools. Some of the best schools in Winter Garden based on Niche Grades are Foundation Academy - Plant Street Campus, Lake Whitney Elementary School and Whispering Oak Elementary. The neighborhoods in Winter Garden with the highest rated schools are Stoneybrook West and Waterside. Browse all the schools in Winter Garden, FL to learn more.

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$585,000
Median Single Family Sale Price
$640,426
Median Townhouse Sale Price
$440,000
Median 2 Bedroom Sale Price
$320,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
602
Last 12 months Home Sales
1,218
Months of Supply
5.90
Median List Price
$605,000
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