36,484

Winter Garden, FL Homes

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  • /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
  • /28

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Townhouse for Rent

    987 Butterfly Blvd, Winter Garden, FL 34787

    Spacious 3 bedroom 2 bath townhome in prime West Orlando Location!. Offering a smart and functional two story layout this home is perfect for anyone seeking comfort, convenience and low maintenance living. Downstairs you'll find a spacious main living area that flows seamlessly into the kitchen and dining space ideal for everyday living or hosting friends. Upstairs the three well sized bedrooms

    Agent Photo

    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 490-3733

    987 Butterfly Blvd, Winter Garden, FL 34787
  • /2

    $407,000 Sold Jul 29, 2025

    • 1,710 Sq Ft
    • $238/SF
    • 103 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    15580 Blackbead St, Winter Garden, FL 34787

    Stunning 3-Bedroom Townhouse in Prime Location! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bathroom townhouse featuring a well-designed split floor plan. Upstairs, the owner suite is a private retreat with a walk-in closet, dual sinks, a stand-up shower, and a separate tub, while the additional bedrooms are positioned on the opposite side for added

    Yosseff Roman KELLER WILLIAMS ADVANTAGE III

    15580 Blackbead St, Winter Garden, FL 34787
    • /2

      Est $557,763 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,337 Sq Ft

      13941 Easdale Alley, Winter Garden, FL 34787

      13941 Easdale Alley, Winter Garden, FL 34787
  • /42

    $779,000 Open Sat 1PM - 4PM

    • 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
  • /71

    $1,714 - $2,929 per month

    Vida Winter Garden

    1-3 Beds

    1223 E Plant St, Winter Garden, FL 34787

    Indulge in modern and spacious living at Vida Winter Garden, offering 15 thoughtfully designed floor plans tailored to suit various lifestyles. Choose from studio, 1, 2, and 3-bedroom options, where open-concept designs create optimum space and comfort in every home. The authentic lifestyle you're after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter

    1223 E Plant St, Winter Garden, FL 34787
  • /2

    $780,000 Sold Jul 29, 2025

    • 3,475 Sq Ft
    • $224/SF
    • 181 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2017

    14157 Creekbed Cir, Winter Garden, FL 34787

    Back on the market due to previous buyer's home sale contingency falling through. GATED COMMUNITY | CLOSE TO WINTER GARDEN VILLAGE, HISTORIC DOWNTOWN WINTER GARDEN, AND THE WEST ORANGE TRAIL | NO REAR NEIGHBORS | SCREENED IN LANAI | OPEN CONCEPT | BONUS ROOM. Nestled in the sought-after gated community of Bradford Creek, this stunning 4-bedroom, 4.5-bathroom home offers the ideal blend of modern

    Kristy Cook EXP REALTY LLC

    14157 Creekbed Cir, Winter Garden, FL 34787
    • /2

      Est $555,356 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,048 Sq Ft

      11353 Pixie Mandarin Ct, Winter Garden, FL 34787

      11353 Pixie Mandarin Ct, Winter Garden, 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
  • /31

    $3,150 per month

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Townhouse for Rent

    15489 Hamlin Park Dr, Winter Garden, FL 34787

    Be the First to Live in This Brand-New, Luxury Townhome in Parkview at Hamlin! This Haines II, stunning 3-bedroom, 2.5-bathroom, 3-story townhome in the highly desirable Parkview at Hamlin community of Winter Garden was just completed and never lived in. Inside, you’ll find a thoughtfully designed floor plan with three private suites, including a first-floor guest suite and a luxurious

    Shane Jordan COLDWELL BANKER RESIDENTIAL RE

    15489 Hamlin Park Dr, Winter Garden, FL 34787
  • /2

    $413,266 Sold Jul 28, 2025

    • 1,372 Sq Ft
    • $301/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    2628 Balforn Tower Way, Winter Garden, FL 34787

    Seller may consider buyer concessions if made in an offer & This property QUALIFIES FOR A CREDIT UP TO $6450 through the seller's preferred lender ***Live like you are on vacation every day in the GUARD GATED / GOLF COMMUNITY of Stoneybrook West! Ideally located in the heart of Winter Garden, this MOVE-IN READY single story home offers a BRAND NEW ROOF (2025), thoughtful SPLIT BEDROOM LAYOUT,

    Jennifer Wemert WEMERT GROUP REALTY LLC

    2628 Balforn Tower Way, Winter Garden, FL 34787
    • /2

      Est $470,693 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft

      13400 Princess St, Winter Garden, FL 34787

      13400 Princess St, 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
  • /17

    $1,699 - $3,028 per month

    Integra Avalon

    1-3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /2

    $424,900 Sold Jul 28, 2025

    • 1,379 Sq Ft
    • $308/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    15169 Harrowgate Way Unit 3, Winter Garden, FL 34787

    Priced to sell! Roof recently replaced (2023), no rear neighbors, fenced yard, 10X18 tiled covered and screened lanai, this charming 3-bedroom, 2-bathroom residence in the desirable Stone Creek community of Winter Garden, Florida offers 1,379 sq ft of comfortable living space, with a total of 1,818 sq ft under roof. Priced to sell at $429,900, this home is an incredible opportunity for families

    Julia D'Arts KEY CLASSIC REALTY LLC

    15169 Harrowgate Way Unit 3, Winter Garden, FL 34787
    • /2

      Est $721,134 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,889 Sq Ft

      15410 Orchard Garden St, Winter Garden, FL 34787

      15410 Orchard Garden St, Winter Garden, FL 34787
  • /37

    $259,000

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

    14501 Grove Resort Ave Unit 1332, Winter Garden, FL 34787

    Your Dream Orlando Getaway Awaits! Indulge in luxury and convenience in this beautifully furnished 2-bedroom, 2-bath condo-hotel located on the preferred 3rd floor of Tower 1. Wake up to stunning panoramic views of resort pools, picturesque landscapes, and the sparkling waters of Lake Austin, with the added magic of nightly Disney fireworks! This turn-key retreat features an open living and

    Agent Photo

    Umit Sahillioglu

    215 PROPERTIES LLC

    (321) 334-2807

    14501 Grove Resort Ave Unit 1332, Winter Garden, FL 34787
  • /15

    $2,800 per month

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

    6385 Breeze Filled Ln, Winter Garden, FL 34787

    Brand New 4-Bedroom Townhome in Winter Garden – Move-In Ready! Welcome to this stunning new construction townhome located in the heart of Winter Garden, offering the perfect blend of style, comfort, and convenience. This spacious 4-bedroom, 2.5-bathroom home features an open-concept layout, modern finishes, and abundant natural light throughout.The kitchen boasts sleek cabinetry, stone

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    6385 Breeze Filled Ln, Winter Garden, FL 34787
  • /2

    $790,000 Sold Jul 28, 2025

    • 2,583 Sq Ft
    • $306/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2018

    14880 Ellingsworth Ln, Winter Garden, FL 34787

    This immaculate 4-bedroom, 3-bathroom pool and spa home is nestled in a quiet cul-de-sac within one of Winter Garden’s most sought-after communities. Offering just under 2,600 sqft of beautifully designed living space, this home delivers style, comfort, and exceptional functionality. The open-concept layout features elegant tray ceilings and tile flooring throughout the main living areas, with

    Silvia Mozer RE/MAX ELITE

    14880 Ellingsworth Ln, Winter Garden, FL 34787
    • /3

      Est $580,299 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,078 Sq Ft

      13006 Serene Glade Rd, Winter Garden, FL 34787

      13006 Serene Glade Rd, Winter Garden, FL 34787
  • /36

    $530,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,581 Sq Ft

    1022 Glenharbor Cir, Winter Garden, FL 34787

    Under contract-accepting backup offers. This beautifully renovated 4-bedroom, 2-bathroom home perfectly combines a modern aesthetic with a charming, welcomingfeel. Situated in Winter Garden in a golf cart approved zone and no HOA! The open floor plan is filled with natural light, showcasing bright light walls and flooring that are thoughtfully balanced by dark hardware and accent details,

    Agent Photo

    Cheyanne MacNeill

    THE AGENCY ORLANDO

    (321) 635-0061

    1022 Glenharbor Cir, Winter Garden, FL 34787
  • /24

    $1,609 - $2,095 per month

    Prose Horizons Village

    1-2 Beds

    16810 Easthampstead Rd, Winter Garden, FL 34787

    Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

    16810 Easthampstead Rd, Winter Garden, FL 34787
  • /2

    $747,500 Sold Jul 28, 2025

    • 2,561 Sq Ft
    • $292/SF
    • 23 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2018

    14830 Winkfield Ct, Winter Garden, FL 34787

    Tucked inside Winter Garden’s gated Oxford Chase community, this 4-bedroom, 3-bathroom beauty blends smart design, energy efficiency, and laid-back luxury. Built in 2018, the thoughtfully planned single-story layout feels open and airy thanks to soaring ceilings and sleek tile flooring that runs throughout—no carpet, no fuss. At the heart of the home is a stylish, gourmet kitchen, perfect for

    Will Mathews EXP REALTY LLC

    14830 Winkfield Ct, Winter Garden, FL 34787
    • /24

      Est $610,894 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,369 Sq Ft

      15742 Sweet Limetta Dr, Winter Garden, FL 34787

      15742 Sweet Limetta Dr, 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
  • /7

    $3,450 per month

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft
    • House for Rent

    14263 Aldford Dr, Winter Garden, FL 34787

    Welcome to Latham Park! Gorgeous homes located in the highly desirable Winter Garden. This 2 car garage plus storage bay home has a sunny bright, open kitchen with plenty of upgrades such as beautiful 42 inch dark Wellborn cabinets, all stainless steel Whirlpool appliances including gas range, dishwasher, and microwave plus Moen fixtures. Enormous Quartz counter-top island perfect for gatherings.

    Sean Hooke LAKESIDE REALTY WINDERMERE INC

    14263 Aldford Dr, Winter Garden, FL 34787
  • /2

    $405,000 Sold Jul 28, 2025

    • 1,844 Sq Ft
    • $220/SF
    • 66 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    15237 Sunrise Grove Ct, Winter Garden, FL 34787

    Welcome to this stunning move-in-ready townhome in the charming community of Hickory Hammock at Johns Lake in Winter Garden! Nestled in a peaceful neighborhood with easy access to major highways like 429, 408, Highway 50, and the Turnpike, this location offers unparalleled convenience, just minutes from Disney World, Universal Studios, and more. Why wait to build when your dream home is ready

    Jennifer Cobb ROBERT SLACK LLC

    15237 Sunrise Grove Ct, Winter Garden, FL 34787
    • /2

      Est $378,953 Not Listed For Sale

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

      1126 Priory Cir, Winter Garden, FL 34787

      1126 Priory Cir, Winter Garden, FL 34787
  • /49

    $720,000

    • 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
  • /23

    $1,567 - $3,358 per month

    Corban Horizon West

    1-3 Beds

    15000 Stratus Loop, Winter Garden, FL 34787

    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 for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

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

    $310,000 Sold Jul 28, 2025

    • 1,544 Sq Ft
    • $201/SF
    • 115 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    1552 Broken Oak Dr Unit B, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Winter Garden! This stunning 3-bedroom, 2.5-bathroom townhome is located in one of the most sought-after areas, just minutes from historic Downtown Winter Garden, the West Orange Trail, and top-rated schools.From the moment you step inside, you'll love the bright, open floor plan, featuring a spacious living area, modern finishes, and beautiful

    Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

    1552 Broken Oak Dr Unit B, Winter Garden, FL 34787
    • /2

      Est $283,254 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft

      1554 Broken Oak Dr Unit 19A, Winter Garden, FL 34787

      1554 Broken Oak Dr Unit 19A, 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
  • /11

    $2,870 per month

    • 3 Beds
    • 2.5 Baths
    • 1,451 Sq Ft
    • Townhouse for Rent

    13316 Pontoon Rd, Winter Garden, FL 34787

    Community amenities: Three Resort-Style Amenity Centers, Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and PondsCommunity Garden, Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach, Waterfront Homesites, Stylish Home FinishesAll Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery

    Elsy Olivar Villegas LA ROSA REALTY KISSIMMEE

    13316 Pontoon Rd, Winter Garden, FL 34787
  • /2

    $480,000 Sold Jul 26, 2025

    • 1,835 Sq Ft
    • $262/SF
    • 30 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    15364 Burgtheater Dr, Winter Garden, FL 34787

    Under Construction. Welcome to this exquisite new construction, end-unit townhome at 15364 Burgtheater Drive in Winter Garden, FL. Upon entry, you'll be welcomed into an open-concept main floor where the living room, dining area, and kitchen flow effortlessly. The beautifully designed kitchen is equipped with sleek countertops, generous cabinetry, and stainless steel appliances, making it an

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15364 Burgtheater Dr, Winter Garden, FL 34787
    • /2

      Est $1,130,706 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,677 Sq Ft

      1947 Black Lake Blvd, Winter Garden, FL 34787

      1947 Black Lake Blvd, 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
  • /28

    $2,022 - $2,710 per month

    Overture Hamlin 55+ Active Adult Apartment...

    1-2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

    Schedule your in-person or virtual tour today! Walk-ins are also welcome!

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /2

    $675,000 Sold Jul 25, 2025

    • 2,806 Sq Ft
    • $241/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2018

    16995 Tradewind Point, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Don't Miss This Beautifully Maintained Home in Waterside on John's Lake!Welcome to this stunning 4-bedroom, 3.5-bathroom home located in the highly desirable Waterside on John's Lake community, nestled in the heart of rapidly growing Winter Garden. From the moment you arrive, you’ll appreciate the exceptional care and attention this home has

    Andrea Luna AGL BROKERAGE CORP

    16995 Tradewind Point, Winter Garden, FL 34787
    • /2

      Est $513,521 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,905 Sq Ft

      13554 Tenbury Wells Way, Winter Garden, FL 34787

      13554 Tenbury Wells Way, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$638,405
Median Townhouse Sale Price
$430,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$267
Number of Homes for Sale
222
Last 12 months Home Sales
1,830
Months of Supply
1.50
Median List Price
$575,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-7%
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