36,873

Winter Garden, FL Homes

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  • /49

    $575,000 Pending

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

    15531 Waterleigh Cove Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Gigantic price drop. Priced to sell fast! Don't miss out! Take advantage of a 1% of the loan amount lender credit towards buy downs or closing costs when utilizing our preferred lender. Welcome to 15531 Waterleigh Cove Dr., a stunning 4-bedroom, 3-bathroom home located in the highly sought-after Horizon West

    Agent Photo

    Vincent Cordaro

    SERHANT

    (321) 455-0589

    15531 Waterleigh Cove Dr, Winter Garden, FL 34787
  • /17

    $9,500 per month

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft
    • House for Rent

    1021 Temple Grove Place, Winter Garden, FL 34787

    Stunning Lakefront Rental on Lake Apopka! Welcome to this beautifully remodeled 4-bedroom lakefront home located directly on Lake Apopka, offering breathtaking water views and upscale living just 5 minutes from Downtown Winter Garden. This exceptional property features hardwood floors throughout, a cozy electric fireplace, and a unique wine and bourbon room, perfect for entertaining or relaxing

    Agent Photo

    Valerie McClary

    EXP REALTY LLC

    (321) 495-6429

    1021 Temple Grove Place, Winter Garden, FL 34787
  • /2

    $551,000 Sold Dec 11, 2025

    3286 Hanging Tide St, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,224 Sq Ft
    • Built 2021

    Last Sold Summary

    • $248/SF
    • 15 Days On Market

    Last Listing Agent Manny del Valle KELLER WILLIAMS WINTER PARK

    3286 Hanging Tide St, Winter Garden, FL 34787
    • /2

      Est $692,117 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,840 Sq Ft

      10145 Beach Port Dr, Winter Garden, FL 34787

      10145 Beach Port Dr, Winter Garden, FL 34787
  • /38

    $290,000

    • 3 Beds
    • 3 Baths
    • 1,544 Sq Ft

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787

    Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World!3 Bedrooms / 3 Bathrooms | Fully Furnished | Ideal 1031 Exchange PropertyDiscover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort & Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort

    Agent Photo

    Jose Carnero

    URBAN REAL ESTATE US

    (321) 334-5198

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787
  • /30

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    10672 Words Dr, Winter Garden, FL 34787

    Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your home

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 483-8669

    10672 Words Dr, Winter Garden, FL 34787
  • /2

    $790,000 Sold Sep 24, 2025

    1507 N Fullers Cross Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,479 Sq Ft
    • Built 1978

    Last Sold Summary

    • $319/SF
    • 4 Days On Market

    Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    1507 N Fullers Cross Rd, Winter Garden, FL 34787
    • /2

      Est $677,854 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,100 Sq Ft

      727 Marsh Reed Dr, Winter Garden, FL 34787

      727 Marsh Reed Dr, 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
  • /24

    $3,400 per month

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    15125 Blue Peacock Ln, Winter Garden, FL 34787

    Welcome to your BEAUTIFUL BRAND-NEW dream home in the master planned community at OSPREY RANCH! Located in beautiful WINTER GARDEN, this stunning 4-Bedroom, 3 Bath, 2 car garage home is situated just minutes from world class theme parks and attractions. Close to all major roads in Central Florida. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow downthe

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 780-2997

    15125 Blue Peacock Ln, Winter Garden, FL 34787
  • /2

    $685,000 Sold Dec 10, 2025

    2454 Black Lake Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,617 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $262/SF
    • 77 Days On Market

    Last Listing Agent Kristi Matthew CENTURY 21 CARIOTI

    2454 Black Lake Blvd, Winter Garden, FL 34787
    • /2

      Est $523,923 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,904 Sq Ft

      9624 Woodcrane Dr, Winter Garden, FL 34787

      9624 Woodcrane Dr, Winter Garden, FL 34787
  • /18

    $264,000

    • 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
  • /18

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    15074 Windflower Aly, Winter Garden, FL 34787

    his stunning 3-bedroom, 2.5-bath home offers 1,536 sq. ft. of modern living space with an open-concept floor plan, ideal for comfort and entertaining. Enjoy a bright kitchen featuring stainless steel appliances, elegant countertops, and plenty of cabinet space. The spacious primary suite includes a walk-in closet and a private bath. Additional highlights include a convenient laundry area,

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 215-7591

    15074 Windflower Aly, Winter Garden, FL 34787
  • /2

    $2,500,000 Sold Nov 24, 2025

    340 Lakeview Rd, Winter Garden, FL 34787

    • 5 Beds
    • 5.5 Baths
    • 4,286 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $583/SF
    • 114 Days On Market

    Last Listing Agent Kim Diaz CORCORAN PREMIER REALTY

    340 Lakeview Rd, Winter Garden, FL 34787
    • /2

      Est $1,570,071 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 5,084 Sq Ft

      14968 Porter Rd, Winter Garden, FL 34787

      14968 Porter Rd, Winter Garden, FL 34787
  • /36

    $610,000

    • 4 Beds
    • 4 Baths
    • 2,572 Sq Ft

    14512 Bahama Swallow Blvd, Winter Garden, FL 34787

    Welcome to this stunning 4-bedroom, 4-bathroom home at 14512 Bahama Swallow Boulevard in Winter Garden, Florida. This property sits on an extra large lot, providing endless possibilities for creating your perfect backyard retreat. Enter inside to discover extensive renovations throughout. The updated kitchen features new countertops and appliances, creating an ideal space for cooking and

    Agent Photo

    Deanna Meredith

    LUXE PROPERTIES LLC

    (321) 449-3575

    14512 Bahama Swallow Blvd, Winter Garden, FL 34787
  • /43

    $4,800 per month

    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft
    • House for Rent

    15373 Lake Killarney Ct, Winter Garden, FL 34787

    Step into your dream home in the heart of Winter Garden! This brand-new beauty sits on a 3,700 sqft corner lot in a quiet cul-de-sac inside the sought-after Hamlin community. With 5 bedrooms, 4 bathrooms, a spacious bonus room, and a 2.5-car garage, fenced backyard, there’s plenty of room for family, guests, and more. The open gourmet kitchen comes with quartz countertops, sleek 42-inch cabinets,

    Agent Photo

    Sanjeev Malik

    EXP REALTY LLC

    (321) 490-4146

    15373 Lake Killarney Ct, Winter Garden, FL 34787
  • /2

    $347,000 Sold Nov 24, 2025

    1352 Scarlet Oak Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,589 Sq Ft
    • Built 2013

    Last Sold Summary

    • 6% Below List Price
    • $218/SF
    • 4 Days On Market

    Last Listing Agent Stacy Coburn EXP REALTY LLC

    1352 Scarlet Oak Loop, Winter Garden, FL 34787
    • /2

      Est $459,642 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,784 Sq Ft

      15575 Blackbead St, Winter Garden, FL 34787

      15575 Blackbead St, Winter Garden, FL 34787
  • /26

    $520,000

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    115 Zachary Wade St, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange

    Agent Photo

    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 895-9364

    115 Zachary Wade St, Winter Garden, FL 34787
  • /14

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Townhouse for Rent

    6433 Breeze Filled Ln, Winter Garden, FL 34787

    Step into elevated living at 6433 Breeze Filled Ln, a beautifully crafted townhouse nestled in the vibrant, master-planned community of Waterleigh in Winter Garden, FL. This spacious home offers four generously sized bedrooms, two full bathrooms, and a convenient half bath—perfectly balancing comfort, privacy, and functionality for families, guests, or a home office. The open-concept floor plan

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 321-6914

    6433 Breeze Filled Ln, Winter Garden, FL 34787
  • /31

    $548,000 Sold Mar 10, 2025

    3178 Winesap Way, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft
    • Built 2018

    Last Sold Summary

    • 9% Below List Price
    • $259/SF
    • 143 Days On Market

    Current Estimated Value $552,786

    Last Listing Agent Llin Lu PREMIER SOTHEBYS INT'L REALTY

    3178 Winesap Way, Winter Garden, FL 34787
    • /2

      Est $633,599 Not Listed For Sale

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

      15503 Marina Bay Dr, Winter Garden, FL 34787

      15503 Marina Bay Dr, Winter Garden, FL 34787
  • /38

    $755,000

    • 5 Beds
    • 3.5 Baths
    • 3,956 Sq Ft

    15293 Night Heron Dr, Winter Garden, FL 34787

    Welcome to this stunning 5-bedroom home with a spacious loft, perfectly positioned on a corner lot in the highly sought-after Summerlake community of Winter Garden. This beautifully designed residence features a bright and open floor plan, offering both comfort and functionality. At the heart of the home, the kitchen impresses with a large center island, sleek quartz countertops, stainless steel

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 386-6609

    15293 Night Heron Dr, Winter Garden, FL 34787
  • /21

    $2,990 per month

    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft
    • House for Rent

    12615 Clear Sapphire Dr, Winter Garden, FL 34787

    Welcome to your BEAUTIFUL BRAND-NEW dream home in the master planned community at OSPREY RANCH! Located in beautiful WINTER GARDEN, this stunning 3-Bedroom, 2 Bath, 2 car garage home is situated just minutes from world class theme parks and attractions. Close to all major roads in Central Florida. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow downthe

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 490-5418

    12615 Clear Sapphire Dr, Winter Garden, FL 34787
  • /2

    $520,000 Sold Nov 25, 2025

    9330 Meadow Hunt Way, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft
    • Built 2015

    Last Sold Summary

    • 13% Below List Price
    • $251/SF
    • 210 Days On Market

    Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

    9330 Meadow Hunt Way, Winter Garden, FL 34787
    • /2

      Est $877,809 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,847 Sq Ft

      701 Lake Cove Pointe Cir, Winter Garden, FL 34787

      701 Lake Cove Pointe Cir, Winter Garden, FL 34787
  • /58

    $685,000

    • 4 Beds
    • 4.5 Baths
    • 2,920 Sq Ft

    3359 Hanging Tide St, Winter Garden, FL 34787

    ***MOTIVATED SELLER - Major Price Reduction! We are back on the market - Buyer financing failed. Seller paying off solar panels at closing, and providing $5,000 towards buyers' closing costs and prepaid items. Introducing a beautiful home for sale in the highly sought-after gated community of Lakeview Preserve in Winter Garden, FL, built in 2021. This impressive one-story residence boasts a

    Agent Photo

    Shasly Ulysse

    KELLER WILLIAMS ADVANTAGE III

    (321) 410-5188

    3359 Hanging Tide St, Winter Garden, FL 34787
  • /23

    $2,244 per month

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit B3, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 780-2776

    15000 Stratus Loop Unit B3, Winter Garden, FL 34787
  • /11

    $761,929 Sold Nov 21, 2025

    • 3,285 Sq Ft
    • $232/SF
    • 4 Beds
    • 4 Baths
    • Built 2025

    13103 Faro Ct, Winter Garden, FL 34787

    Charming kitchen featuring Brellin White cabinets & vast center island. Connected dining area & great room with vaulted ceiling. Refined dining room for special celebrations. Private primary suite & bath featuring generous walk-in closet. Productive home office for working remotely. Convenient loft for extra living space. Versatile covered patio featuring 16' multi-slide door.

    K. Hovnanian Homes

    13103 Faro Ct, Winter Garden, FL 34787
    • /2

      Est $441,276 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,644 Sq Ft

      16351 Hamlin Hills Aly, Winter Garden, FL 34787

      16351 Hamlin Hills Aly, Winter Garden, FL 34787
  • /32

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Spacious 3-bedroom, 2-bath condo with an attractive traditional design and an open floor plan that makes daily living easy. The entry foyer with a closet is on the first floor, while all living spaces are located upstairs for added privacy. Features include built-in accents, a laundry room conveniently off the kitchen, and ceiling fans throughout. The community offers resort-style amenities

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 529-3491

    330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /23

    $1,834 per month

    • 1 Bed
    • 1 Bath
    • 873 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit A2, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 468-9559

    15000 Stratus Loop Unit A2, Winter Garden, FL 34787
  • /2

    $1,350,000 Sold Sep 08, 2025

    682 Canopy Estates Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,645 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $370/SF
    • 6 Days On Market

    Current Estimated Value $1,337,293

    Last Listing Agent Kevin Asenjo COLDWELL BANKER RESIDENTIAL RE

    682 Canopy Estates Dr, Winter Garden, FL 34787
    • /2

      Est $580,652 Not Listed For Sale

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

      4860 Coral Bean Aly, Winter Garden, FL 34787

      4860 Coral Bean Aly, Winter Garden, FL 34787
  • /49

    $749,900 Pending

    • 5 Beds
    • 4 Baths
    • 4,258 Sq Ft

    15165 Heron Hideaway Cir, Winter Garden, FL 34787

    Under contract-accepting backup offers. A home that invites you to bring vacation home. Tucked inside the desirable Johns Lake Pointe community in Winter Garden, this spacious and thoughtfully designed residence offers the kind of everyday ease and elevated living that’s hard to come by. From the moment you step inside, you're greeted by soaring ceilings, warm natural light, and spaces that were

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    (321) 333-4338

    15165 Heron Hideaway Cir, Winter Garden, FL 34787
  • /23

    $2,240 per month

    • 2 Beds
    • 2 Baths
    • 1,023 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit B1, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 321-4968

    15000 Stratus Loop Unit B1, Winter Garden, FL 34787
  • /2

    $686,700 Sold Apr 25, 2025

    13124 Dendy Way Unit 16, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 3,243 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $212/SF
    • 29 Days On Market

    Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

    13124 Dendy Way Unit 16, Winter Garden, FL 34787
    • /2

      Est $437,583 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,644 Sq Ft

      13253 Peaceful Melody Dr, Winter Garden, FL 34787

      13253 Peaceful Melody Dr, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$619,500
Median Townhouse Sale Price
$439,995
Median 2 Bedroom Sale Price
$230,000
Median 1 Bedroom Sale Price
$121,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
609
Last 12 months Home Sales
1,791
Months of Supply
4.10
Median List Price
$596,445
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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