37,179

Winter Garden, FL Homes

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  • /2

    $744,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,752 Sq Ft

    Tidewater Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

    The Tidewater floorplan offers a versatile and spacious one-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,752 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37162136, Winter Garden, FL
  • /32

    $2,500 per month

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

    12012 Holystone St, Winter Garden, FL 34787

    Beautiful 3-bedroom, 2.5-bath townhome located in the desirable Waterleigh Community in Winter Garden, FL. This modern home was built in 2022 and offers a comfortable and functional layout perfect for families or professionals. Inside, you’ll find an open design with stylish finishes, plenty of natural light, and a cozy living space that flows into the kitchen. The property includes a 1-car

    Franca Troisi MY REALTY GROUP, LLC.

    12012 Holystone St, Winter Garden, FL 34787
  • /2

    $888,000 Sold Dec 22, 2025

    524 S Lakeview Ave, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 1928

    Last Sold Summary

    • 15% Below List Price
    • $403/SF
    • 156 Days On Market

    Current Estimated Value $864,043

    Last Listing Agent Kim Blaylock HOMEVEST REALTY

    524 S Lakeview Ave, Winter Garden, FL 34787
    • /16

      Est $429,213 Not Listed For Sale

      15218 Sunrise Grove Ct, Winter Garden, FL 34787

      • 2 Beds
      • 2.5 Baths
      • 1,902 Sq Ft
      • Built 2018
      15218 Sunrise Grove Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $229/SF
      • 1 Day On Market

      Last Sold Price $435,000

      Last Listing Agent nana Ahn SOGO REAL ESTATE SERVICES LLC

  • /3

    $575,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,510+ Sq Ft

    Sandestin Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

    Welcome home to the Sandestin! This beautiful home boasts 4 bedrooms, 3 full bathrooms, a loft, a spacious lanai, an open-concept main living area, and a 2-car garage. Contact us today to learn how to personalize the Sandestin to fit your wants and needs!

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36487165, Winter Garden, FL 34787
  • /18

    $3,365 per month

    • 5 Beds
    • 3 Baths
    • 2,231 Sq Ft
    • House for Rent

    6446 Breeze Filled Ln, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3462.90. That covers your base rent, $3365.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6446 Breeze Filled Ln, Winter Garden, FL 34787
  • /2

    $783,000 Sold May 27, 2025

    Unlisted Address

    • 4 Beds
    • 3.5 Baths
    • 2,962 Sq Ft
    • Built 2018

    Last Sold Summary

    • $264/SF

    Current Estimated Value $806,297

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

    Unlisted Address
    • /56

      Est $471,699 Not Listed For Sale

      501 Millwood Place, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,692 Sq Ft
      • Built 2014
      501 Millwood Place, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $293/SF
      • 91 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Kim Blaylock HOMEVEST REALTY

  • /7

    $424,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,577 Sq Ft

    Kendall II Plan at Northlake at Ovation - Townhomes, Winter Garden, FL 34787

    The Kendall II is a two-story townhome featuring three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor seamlessly connects the kitchen, dining, and family room, while all bedrooms are tucked upstairs for privacy. With ample storage and a rear-load garage, this home is designed for low-maintenance living. Additional highlights include abundant

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36464621, Winter Garden, FL 34787
  • /47

    $4,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,681 Sq Ft
    • House for Rent

    233 Woodfall Ln, Winter Garden, FL 34787

    Beautiful brand-new rental home located in the desirable Winter Grove community in Winter Garden. This spacious residence offers 5 bedrooms and 3.5 bathrooms with a bright, open-concept layout designed for comfort and functionality. The main living area features ceramic tile flooring and flows seamlessly into a modern kitchen with quartz countertops, large center island, gas cooktop, stainless

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    233 Woodfall Ln, Winter Garden, FL 34787
  • /2

    $550,000 Sold Mar 28, 2025

    16872 Hamlin Vista Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • Built 2025

    Last Sold Summary

    • $265/SF

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

    16872 Hamlin Vista Aly, Winter Garden, FL 34787
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      Est $588,582 Not Listed For Sale

      740 Sandy Bar Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,517 Sq Ft
      • Built 2016
      740 Sandy Bar Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $236/SF
      • 13 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Jane Ellen Mastrangelo AGILE GROUP REALTY

  • /38

    $893,000

    • 5 Beds
    • 4 Baths
    • 4,293 Sq Ft

    3286 Mainsail Ct, Winter Garden, FL 34787

    Welcome to this exceptional 2023 Pulte Homes residence, thoughtfully curated with refined custom upgrades and designed to elevate modern living. Offering five bedrooms and four bathrooms, this expansive open-concept floor plan blends sophistication with everyday functionality. Warm oak laminate flooring flows seamlessly throughout the main living areas and into the primary suite, creating a

    John Callahan REDFIN CORPORATION

    3286 Mainsail Ct, Winter Garden, FL 34787
  • /32

    $1,299 per month

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

    16024 Micelli Dr Unit 1, Winter Garden, FL 34787

    Live in this detached apartment home. RIGHT NEXT TO DISNEY WORLD FLAMINGO CROSSING. Located on the 2nd floor. Would not be connected to anyone else it is a detached apartment feeling like its own house. NO ADMIN FEES!

    16024 Micelli Dr Unit 1, Winter Garden, FL 34787
  • /2

    $700,000 Sold Jul 11, 2025

    14132 Murcott Blossom Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,726 Sq Ft
    • Built 2015

    Last Sold Summary

    • 3% Below List Price
    • $257/SF
    • 203 Days On Market

    Current Estimated Value $694,956

    Last Listing Agent Yair Burac Rodriguez REALTY OF AMERICA

    14132 Murcott Blossom Blvd, Winter Garden, FL 34787
    • /38

      Est $761,254 Not Listed For Sale

      1658 Holcomb Creek St, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,840 Sq Ft
      • Built 2018
      1658 Holcomb Creek St, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $280/SF
      • 12 Days On Market

      Last Sold Price $795,000

      Last Listing Agent Krushna Patel COMPASS FLORIDA LLC

  • /21

    $660,990 New Construction

    • 3 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,226 Sq Ft

    Plant II at Northlake at Ovation - Traditional, Winter Garden, FL 34787

    The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36462774, Winter Garden, FL 34787
  • /26

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft
    • Townhouse for Rent

    15487 Bay Bridge St, Winter Garden, FL 34787

    This beautifully newly constructed townhome offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage with a thoughtfully designed open-concept layout. The main level features a spacious kitchen with abundant counter space, ample cabinetry, and additional pantry/storage, seamlessly flowing into the light-filled living and dining areas. Upstairs, the primary suite includes a private en-suite bathroom,

    Christine Kim SOGO REAL ESTATE SERVICES LLC

    15487 Bay Bridge St, Winter Garden, FL 34787
  • /2

    $900,000 Sold Aug 26, 2025

    14415 Lake Huckleberry Ln, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 1979

    Last Sold Summary

    • 18% Below List Price
    • $709/SF
    • 151 Days On Market

    Current Estimated Value $936,239

    Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

    14415 Lake Huckleberry Ln, Winter Garden, FL 34787
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      Est $530,219 Not Listed For Sale

      16197 Wind View Ln, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,027 Sq Ft
      • Built 2016
      16197 Wind View Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $254/SF
      • 0 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Kelly Johnson CHARLES RUTENBERG REALTY ORLANDO

  • /2

    $885,385 Pending

    • 5 Beds
    • 4 Baths
    • 3,675 Sq Ft

    15231 Maritime Pine Dr, 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 by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Arlington w/ Extended Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    15231 Maritime Pine Dr, Winter Garden, FL 34787
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    $2,550 per month

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • House for Rent

    230 E Story Rd, Winter Garden, FL 34787

    More pictures to come! The property has 3 bedrooms and 2 bathrooms. 1 master bedroom with attached bathroom, shower and tub are separate. 2 separate bedrooms on right side of the house. Huge yard for pets or outdoor activities.

    230 E Story Rd, Winter Garden, FL 34787
  • /2

    $570,000 Sold Jan 27, 2026

    15107 Kirsty Aly, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,292 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $249/SF
    • 17 Days On Market

    Current Estimated Value $579,354

    Last Listing Agent Raphael Sena Oliveira de Sena KAZA REAL ESTATE LLC

    15107 Kirsty Aly, Winter Garden, FL 34787
    • /89

      Est $644,598 Not Listed For Sale

      14633 Magnolia Ridge Loop, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,775 Sq Ft
      • Built 2018
      14633 Magnolia Ridge Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 10% Below List Price
      • $259/SF
      • 108 Days On Market

      Last Sold Price $718,000

      Last Listing Agent Mariana Nossa WRA BUSINESS & REAL ESTATE

  • /22

    $556,999 New Construction

    • 2 Beds
    • 2 Baths
    • 1,843 Sq Ft

    Monte Plan at Esplanade at McKinnon Groves - 50' Lot, Winter Garden, FL 34787

    Escape the ordinary in the Monte floor plan. This 1-story home features 2 bedrooms, 2 bathrooms, a 2-car garage, and 1,843 square feet. Head through the courtyard that leads to the porch and into the foyer where you're swept into an open-concept oasis—a great room flows into a kitchen, dining area and gorgeous lanai. You’ll love spending serene nights at home in this beautiful spot! Nestled away

    Taylor Morrison Builder
    0 Marsh Rd Unit 39548787, Winter Garden, FL 34787
  • /18

    $2,850 per month

    • 4 Beds
    • 3.5 Baths
    • 2,042 Sq Ft
    • House for Rent

    16147 Water Spring Blvd, Winter Garden, FL 34787

    This beautifully situated home offers the perfect blend of comfort, convenience, and community living. Enjoy access to a resort-style HOA featuring a clubhouse, fully equipped fitness center, sparkling pool, kids’ splash zone, basketball court, and playground—ideal for both families and active lifestyles. Zoned for highly rated schools, the property is just minutes from Hamlin Town Center’s

    Jing Yue INTEREALTY SERVICE

    16147 Water Spring Blvd, Winter Garden, FL 34787
  • /2

    $153,000 Sold Jan 13, 2026

    117 Windtree Ln Unit 102, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Built 1984

    Last Sold Summary

    • 22% Below List Price
    • $167/SF
    • 46 Days On Market

    Current Estimated Value $176,637

    Last Listing Agent Tony Vicari VICARI REALTY CORP

    117 Windtree Ln Unit 102, Winter Garden, FL 34787
    • /84

      Est $834,545 Not Listed For Sale

      5060 Palmetto Park Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,866 Sq Ft
      • Built 2017
      5060 Palmetto Park Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 7% Below List Price
      • $233/SF
      • 32 Days On Market

      Last Sold Price $899,999

      Last Listing Agent Lisa Foster PREFERRED REAL ESTATE BROKERS

  • /49

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft

    16125 Azure Key St, Winter Garden, FL 34787

    Welcome home to the highly sought-after Waterleigh community in Horizon West. This bright and inviting single-story residence offers 3 bedrooms and 2 bathrooms, thoughtfully designed for comfort and everyday living. The primary bedroom is a true retreat, filled with natural light and featuring an en-suite bathroom with dual sinks, a spacious walk-in shower, and a custom-designed walk-in closet.

    Jessica Estrada KELLER WILLIAMS ADVANTAGE III

    16125 Azure Key St, Winter Garden, FL 34787
  • /27

    $2,000 per month

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

    15337 Southern Martin St, Winter Garden, FL 34787

    Please read carefully before making contact. FURNISHED upstairs mother-in-law private unit with full bathroom/kitchen @ $2000 monthly in the Summerlake Hamlin section of Winter Garden. The unit has a separate 1 bedroom with a door and tinted windows for additional privacy.**All windows are tinted. Easy access to 429, 535, and West Colonial. Private entry / detached building

    15337 Southern Martin St, Winter Garden, FL 34787
  • /2

    $570,000 Sold Oct 29, 2025

    16484 Angel Fish Rd, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,472 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $231/SF
    • 116 Days On Market

    Current Estimated Value $576,514

    Last Listing Agent Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

    16484 Angel Fish Rd, Winter Garden, FL 34787
    • /24

      Est $333,644 Not Listed For Sale

      14038 Avenue of the Groves, Winter Garden, FL 34787

      • 2 Beds
      • 2.5 Baths
      • 1,263 Sq Ft
      • Built 2011
      14038 Avenue of the Groves, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $277/SF
      • 31 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Irina Paul FUTURE HOME REALTY INC

  • /42

    $648,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    TORREY Plan at Waterleigh, Winter Garden, FL 34787

    Waterleigh presents the Torrey, available to build in Winter Garden, Florida. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202695, Winter Garden, FL 34787
  • /12

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Townhouse for Rent

    15274 Groveside Rd, Winter Garden, FL 34787

    Ready to move-in! this new construction, three-story townhome is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8' entry-door, you are welcomed with an open spacious foyer with immediate access to your private study/ Flex room. As you continue up, you will find luxury

    Alan Martin FRONTLINE FLORIDA REALTY, INC.

    15274 Groveside Rd, Winter Garden, FL 34787
  • /2

    $543,000 Sold Apr 03, 2025

    15554 Gwinnett Dr, Winter Garden, FL 34787

    • 3 Beds
    • 3.5 Baths
    • 2,304 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $236/SF
    • 85 Days On Market

    Current Estimated Value $549,917

    Last Listing Agent Daniela Nunciaroni WRA BUSINESS & REAL ESTATE

    15554 Gwinnett Dr, Winter Garden, FL 34787
    • /49

      Est $522,058 Not Listed For Sale

      16025 Pebble Bluff Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,220 Sq Ft
      • Built 2018
      16025 Pebble Bluff Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $239/SF
      • 79 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  • /2

    $965,855 Pending

    • 5 Beds
    • 4 Baths
    • 3,675 Sq Ft

    15268 Maritime Pine Dr, 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 by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Arlington w/ Extended Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    15268 Maritime Pine Dr, Winter Garden, FL 34787
  • /15

    $2,650 per month

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft
    • House for Rent

    920 Westcliffe Dr, Winter Garden, FL 34787

    Looking to live close to downtown Winter Garden? This warm and spacious 2,200 sq ft, four-bedroom, two-bath home with a 2-car garage is located on a quiet cul-de-sac in the desirable Fullers Landing neighborhood and will be available starting March 15th.The home features a fenced, closed backyard with no rear neighbors, offering added privacy. Upon entry, you’re welcomed by a formal

    920 Westcliffe Dr, Winter Garden, FL 34787
  • /2

    $530,000 Sold Jan 20, 2026

    2332 Black Lake Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 1,986 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Below List Price
    • $267/SF
    • 56 Days On Market

    Current Estimated Value $540,983

    Last Listing Agent David Johnston CREEGAN GROUP

    2332 Black Lake Blvd, Winter Garden, FL 34787
    • /33

      Est $814,948 Not Listed For Sale

      10277 Spring Shores Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,316 Sq Ft
      • Built 2018
      10277 Spring Shores Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 7% Below List Price
      • $264/SF
      • 14 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Paul Baker RE/MAX

Showing Results 481 - 520, Page 13 of 18

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