37,179

Winter Garden, FL Homes

Section Image Section Image Section Image
  • /57

    $819,000

    • 4 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787

    Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort

    Agent Photo

    Tiago Fernandez PLLC

    MCO REALTY GROUP LLC

    (321) 677-7036

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /25

    $1,544 - $7,873 per month

    Halston Waterleigh

    1 - 3 Beds

    10091 Tuller Loop, Winter Garden, FL 34787

    Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

    10091 Tuller Loop, Winter Garden, FL 34787
  • /11

    $761,929 Sold Nov 21, 2025

    13103 Faro Ct, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 3,285 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $232/SF
    • 30 Days On Market

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

      Est $443,329 Not Listed For Sale

      16484 Tangerine Mesa Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,729 Sq Ft
      • Built 2024
      16484 Tangerine Mesa Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $252/SF
      • 0 Days On Market

      Last Sold Price $435,990

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /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) 220-3175

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /28

    $3,300 per month

    • 4 Beds
    • 3.5 Baths
    • 2,725 Sq Ft
    • House for Rent

    6149 Waterside Island Ln, Winter Garden, FL 34787

    This spacious 4-bedroom, 3.5-bathroom home in the Independence community of Winter Garden (Horizon West) offers a freshly painted interior. Layout: Master suite, living room, and half-bath on the first floor. The second floor features a second bedroom suite with a private bath, two additional bedrooms with a shared bath, and a loft.Kitchen: Modern open design with stone countertops, 42-inch

    Jimmy Xu TOPSKY REALTY INC

    6149 Waterside Island Ln, 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 $1,343,118

    Last Listing Agent Kevin Asenjo COLDWELL BANKER REALTY

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

      Not Listed For Sale

      14501 Grove Resort Ave Unit 1618, Winter Garden, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,265 Sq Ft
      • Built 2016
      14501 Grove Resort Ave Unit 1618, Winter Garden, FL 34787

      Last Sold Summary

      • $236/SF
      • 79 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Lesley O'Neal FLARE PROPERTIES LLC

  • /37

    $224,000

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

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

    AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. 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

    Agent Photo

    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 382-2706

    14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787
  • /101

    $1,509 - $2,755 per month

    Vida Winter Garden

    1 - 3 Beds

    1223 E Plant St, Winter Garden, FL 34787

    Welcome to Vida Winter Garden, where modern living meets timeless charm. Nestled in the vibrant Gateway District of Winter Garden, our community offers a unique blend of luxury, convenience, and small-town warmth. With thoughtfully designed apartments, resort-style amenities, and easy access to local attractions, Vida Winter Garden is more than just a place to live—it's a place to thrive. Whether

    1223 E Plant St, 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 $441,219 Not Listed For Sale

      16309 Hamlin Hills Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,729 Sq Ft
      • Built 2024
      16309 Hamlin Hills Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $252/SF
      • 0 Days On Market

      Last Sold Price $434,990

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /45

    $425,000

    • 2 Beds
    • 2.5 Baths
    • 1,813 Sq Ft

    7231 Duxbury Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Live in the heart of Horizon West’s vibrant Hamlin area, just minutes from Disney, shopping, dining, and everyday conveniences, in this beautifully maintained 2016 townhome offering the perfect blend of location, layout, and lifestyle. With 1,813 square feet, this thoughtfully designed home features two spacious primary suites, each with a private

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 392-6184

    7231 Duxbury Ln, Winter Garden, FL 34787
  • /17

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • Townhouse for Rent

    1009 Westside Dr, Winter Garden, FL 34787

    AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts

    Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

    1009 Westside Dr, Winter Garden, FL 34787
  • /31

    $469,990 Sold Oct 17, 2025

    15405 Hamlin Park Dr, Winter Garden, FL 34787

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $227/SF
    • 16 Days On Market

    Current Estimated Value $474,504

    Ashton Woods Parkview at Hamlin

    15405 Hamlin Park Dr, Winter Garden, FL 34787
    • /2

      Est $744,247 Not Listed For Sale

      17206 Red Bird Rd, Winter Garden, FL 34787

      17206 Red Bird Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • 82 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

  • /83

    $2,150,000 Pending

    • 5 Beds
    • 6 Baths
    • 4,478 Sq Ft

    15783 Tangerine Dream Ct, Winter Garden, FL 34787

    Under contract-accepting backup offers. LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 351-3610

    15783 Tangerine Dream Ct, Winter Garden, FL 34787
  • /56

    $1,399 - $2,967 per month

    Integra Avalon

    1 - 3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

    Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Indulge in an unparalleled living experience where comfort and luxury seamlessly

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /46

    $915,000 Sold May 14, 2025

    15143 Ovation Dr, Winter Garden, FL 34787

    • 7 Beds
    • 4 Baths
    • 4,692 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $195/SF
    • 22 Days On Market

    Current Estimated Value $923,950

    Last Listing Agent Evie Anderson PREFERRED REAL ESTATE BROKERS

    15143 Ovation Dr, Winter Garden, FL 34787
    • /2

      Est $550,154 Not Listed For Sale

      11984 Bracco St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,985 Sq Ft
      • Built 2024
      11984 Bracco St, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $288/SF
      • 105 Days On Market

      Last Sold Price $571,450

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /33

    $710,000

    • 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) 328-4515

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /27

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Townhouse for Rent

    17789 Japonica Bloom Dr, Winter Garden, FL 34787

    AVAILABLE ON MARCH 1ST. CORNER LOT!!!! TOP RATED SCHOOLS!!! Welcome to this marvelous brand-new house, corner and spacious lot, perfect for living at the Northlake Townhomes in Winter Garden! It features 3 bedrooms, 2.1 bathrooms, an open concept floor with a comfortable living room, dining room, a large kitchen with an island, breakfast bar, elegant cabinets and granite countertops leading to a

    Julia Ferreira LPT REALTY, LLC

    17789 Japonica Bloom Dr, Winter Garden, FL 34787
  • /2

    $1,017,957 Sold Mar 07, 2025

    16004 Barkly Ridge Ct, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,987 Sq Ft
    • Built 2025

    Last Sold Summary

    • $255/SF

    Current Estimated Value $1,017,723

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    16004 Barkly Ridge Ct, Winter Garden, FL 34787
    • /2

      Est $1,573,635 Not Listed For Sale

      10087 Atwater Bay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 4,328 Sq Ft
      • Built 2024
      10087 Atwater Bay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $370/SF
      • 69 Days On Market

      Last Sold Price $1,600,000

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /100

    $2,249,000 Pending

    • 7 Beds
    • 6.5 Baths
    • 5,283 Sq Ft

    16689 Broadwater Ave, Winter Garden, FL 34787

    Under contract-accepting backup offers. Perfectly positioned within Twinwaters, one of Winter Garden’s most sought-after communities, this remarkable 7-bedroom, 6.5-bath residence captures the essence of refined Florida living. Built in 2016 and extensively upgraded, it now combines modern sophistication with timeless design — offering over 5,200 square feet of thoughtfully curated space designed

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (321) 517-0933

    16689 Broadwater Ave, Winter Garden, FL 34787
  • /30

    $1,542 - $4,813 per month

    Birchstone Waterleigh

    1 - 3 Beds

    9405 Ascend Falls Dr, Winter Garden, FL 34787

    Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

    9405 Ascend Falls Dr, Winter Garden, FL 34787
  • /2

    $645,000 Sold Sep 19, 2025

    1208 Castleport Rd, Winter Garden, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $210/SF
    • 85 Days On Market

    Current Estimated Value $636,154

    Last Listing Agent Barbara Waltman KELLER WILLIAMS CLASSIC

    1208 Castleport Rd, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      16374 Hamlin Vista Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,078 Sq Ft
      • Built 2024
      16374 Hamlin Vista Aly, Winter Garden, FL 34787

      Last Sold Summary

      • $265/SF
      • 0 Days On Market

      Last Sold Price $550,568

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /70

    $1,000,000

    • 5 Beds
    • 4 Baths
    • 3,863 Sq Ft

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787

    Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light,

    Agent Photo

    Jamil C. Winston (Jay)

    COLDWELL BANKER REALTY

    (321) 273-8188

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787
  • /46

    $1,990 per month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

    Beautiful 2 bedroom 2 bath condo, located in Winter Garden in the popular Southern Pines of Orange County. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with recently upgraded stainless steel appliances. Washer & dryer in a separate room. Rent includes water, sewer and trash.

    Seyed Azimi AFT PROPERTY LLC

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
  • /33

    $422,000 Sold Apr 04, 2025

    14029 Title Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,636 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $258/SF
    • 53 Days On Market

    Current Estimated Value $427,898

    Last Listing Agent Mario Arroyo MMLS Assoc.-Inactive Member

    14029 Title Way, Winter Garden, FL 34787
    • /2

      Est $438,481 Not Listed For Sale

      9273 Gran Teatro Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,693 Sq Ft
      • Built 2024
      9273 Gran Teatro Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $263/SF
      • 5 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  • /34

    $545,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    14065 Aldford Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14065 Aldford Drive, a beautifully maintained 3 bedroom and 2.5 bathroom home located in the highly desirable Winter Garden area, offering 2,197 square feet of thoughtfully

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 381-4674

    14065 Aldford Dr, Winter Garden, FL 34787
  • /60

    $1,655 - $2,920 per month

    The Haven at Lake Britt

    Studio - 3 Beds

    15145 Havencrest Cir, Winter Garden, FL 34787

    Cupid Extends His Aim And Love Lasts Longer With 50% OFF 4 Months Plus Apply Within 72 Hours of Tour for $333 in Extra Savings! Move-In Within 60 Days! Offer varies by floor plan. Ask for more details. Now leasing luxury apartments and two-car garage townhomes for rent in Winter Garden, FL, near Disney! Discover The Haven at Lake Britt, a brand-new upscale apartment community surrounded by the

    15145 Havencrest Cir, Winter Garden, FL 34787
  • /2

    $510,000 Sold Nov 14, 2025

    16394 Silver Brook Way, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft
    • Built 2025

    Last Sold Summary

    • $241/SF

    Current Estimated Value $440,809

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    16394 Silver Brook Way, Winter Garden, FL 34787
    • /2

      Est $434,257 Not Listed For Sale

      9279 Gran Teatro Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,693 Sq Ft
      • Built 2024
      9279 Gran Teatro Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $260/SF
      • 145 Days On Market

      Last Sold Price $439,990

      Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  • /44

    $775,000

    • 5 Beds
    • 3 Baths
    • 2,961 Sq Ft

    15536 Gentle Rain Dr, Winter Garden, FL 34787

    ACT NOW, this is at an incredible price. Move-in ready, water view, fenced yard, and screened patio—this new 5-bed/3-bath Winter Garden home sits on a truly premium lot you. Enjoy a finished home with upgrades throughout, including a modern freestanding soaking tub in the primary suite. Set in the growing Osprey Ranch community and just minutes from Walt Disney World, this home offers an open,

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (321) 386-6551

    15536 Gentle Rain Dr, Winter Garden, FL 34787
  • /49

    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Condo for Rent

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787

    Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then

    Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
  • /2

    $460,000 Sold Mar 28, 2025

    7006 Bolanzo Aly, Winter Garden, FL 34787

    • 3 Beds
    • 3 Baths
    • 2,032 Sq Ft
    • Built 2023

    Last Sold Summary

    • 6% Below List Price
    • $226/SF
    • 25 Days On Market

    Current Estimated Value $480,458

    Last Listing Agent Laura Gilmore COLDWELL BANKER REALTY

    7006 Bolanzo Aly, Winter Garden, FL 34787
    • /2

      Est $443,191 Not Listed For Sale

      15381 Burgtheater Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,693 Sq Ft
      • Built 2024
      15381 Burgtheater Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $262/SF
      • 70 Days On Market

      Last Sold Price $442,990

      Last Listing Agent Paul Moscoso Donoso SHINING OAK REALTY

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home