37,179

Winter Garden, FL Homes

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  • /64

    $918,000 Pre-Foreclosure

    • 5 Beds
    • 5 Baths
    • 4,898 Sq Ft

    1004 Vinsetta Cir, Winter Garden, FL 34787

    Under contract-accepting backup offers. This residence, previously the builders model home, perfectly blends upscale living, prime location, and premium enhancements. Arriving onto a paver driveway, as you enter the extended covered front porch, with exterior stone. From the moment you enter the home into the 19 ft ceiling lined foyer, you'll be captivated where your eyes are drawn to the custom

    Ellyn Siviglia THE REAL ESTATE COLLECTION LLC

    1004 Vinsetta Cir, Winter Garden, FL 34787
  • /25

    $3,400 per month

    • 4 Beds
    • 3.5 Baths
    • 2,322 Sq Ft
    • House for Rent

    15010 Summer Harvest St, Winter Garden, FL 34787

    Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with

    Ricardo Molina TALENT REALTY SOLUTIONS

    15010 Summer Harvest St, Winter Garden, FL 34787
  • /2

    $1,079,690 Sold May 03, 2025

    3018 Avalon Ridge Ln, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,239 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $333/SF
    • 301 Days On Market

    Current Estimated Value $1,077,190

    Last Listing Agent Suresh Gupta PARK SQUARE REALTY

    3018 Avalon Ridge Ln, Winter Garden, FL 34787
    • /2

      Est $447,895 Not Listed For Sale

      16078 Bayou Crest Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,685 Sq Ft
      • Built 2018
      16078 Bayou Crest Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $276/SF
      • 126 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Marcia Mortari ALVES AND HOWELL REALTY

  • /8

    $436,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    Ibis Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

    Welcome to your charming townhome located at Waterleigh, in Winter Garden Florida. The Ibis townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology. Step

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202692, Winter Garden, FL 34787
  • /15

    $2,805 per month

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • House for Rent

    1907 Seatonham St, Winter Garden, FL 34787

    Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by March 31, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

    1907 Seatonham St, Winter Garden, FL 34787
  • /2

    $250,000 Sold Sep 29, 2025

    976 Stucki Terrace, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Above List Price
    • $206/SF
    • 7 Days On Market

    Current Estimated Value $244,913

    Last Listing Agent Jonathan Speagle DALTON WADE INC

    976 Stucki Terrace, Winter Garden, FL 34787
    • /2

      Est $1,093,194 Not Listed For Sale

      10357 Atwater Bay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,921 Sq Ft
      • Built 2018
      10357 Atwater Bay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 9% Below List Price
      • $411/SF
      • 90 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Matthew Freda LPT REALTY, LLC

  • /56

    $891,260 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,781 Sq Ft

    17100 Beachgrass Aly, Winter Garden, FL 34787

    Experience elevated everyday living in the Wekiva model home, a beautifully designed two-story floorplan that blends spacious living areas with designer finishes and thoughtful details throughout. From the inviting front porch to the bright, open living spaces inside, this home is crafted to impress at every turn. The main level features a wide-open layout that connects the family room, dining

    M/I Homes Builder
    17100 Beachgrass Aly, Winter Garden, FL 34787
  • /30

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft
    • Townhouse for Rent

    15481 Bay Bridge St, Winter Garden, FL 34787

    Welcome to 15481 Bay Bridge St, a beautiful modern townhome located in the desirable Tribute at Ovation community in Winter Garden. This thoughtfully designed floor plan features an open-concept main level with a spacious living area, dining space, and a stylish kitchen ideal for both daily living and entertaining. Upstairs, the comfortable bedrooms include a private primary suite with ample

    Ashley Porto GLASSTONE GROUP INC

    15481 Bay Bridge St, Winter Garden, FL 34787
  • /2

    $105,000 Sold Feb 12, 2026

    1351 Avalon Rd, Winter Garden, FL 34787

    • Land
    • 0.31 Acre
    • $338,710 per Acre

    Last Sold Summary

    • 10 Days On Market

    Current Estimated Value $106,000

    Last Listing Agent Deborah Chapman, LLC EXP REALTY LLC

    1351 Avalon Rd, Winter Garden, FL 34787
    • /28

      Est $440,070 Not Listed For Sale

      15601 Orange Harvest Loop, Winter Garden, FL 34787

      • 2 Beds
      • 2.5 Baths
      • 1,877 Sq Ft
      • Built 2016
      15601 Orange Harvest Loop, Winter Garden, FL 34787

      Last Sold Summary

      • $234/SF
      • 9 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Caroline Matos LPT REALTY, LLC

  • /55

    $340,000

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

    14501 Grove Resort Ave Unit 3601, Winter Garden, FL 34787

    Luxury Condo for Sale at The Grove Resort & Water Park – Just Minutes from Walt Disney World!Welcome to an unparalleled opportunity to own a luxurious 3-bedroom, 3-bathroom condo in The Grove Resort & Water Park, Orlando’s premier vacation destination. Nestled just 5 minutes from Walt Disney World, this fully furnished and turnkey property offers the perfect blend of elegance, comfort,

    Solon Potenciano Silva, Jr LEGACY PLUS REALTY

    14501 Grove Resort Ave Unit 3601, Winter Garden, FL 34787
  • /20

    $3,650 per month

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft
    • House for Rent

    5000 Citrus Leaf Blvd, Winter Garden, FL 34787

    Property Id: 1424220Welcome to your 4-bed, 2.5-bath home, located right across the highly rated Hamlin elementary and Middle school! Your new home offers all-vinyl flooring great room; while the heart of the home, your gourmet kitchen, is perfect for life & entertaining. Upstairs, find comfort with all appliances included and a versatile loft, high ceilings, 8ft doors, with a

    5000 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /2

    $630,000 Sold Oct 16, 2025

    16144 Parkwyn St, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,470 Sq Ft
    • Built 2018

    Last Sold Summary

    • 11% Below List Price
    • $255/SF
    • 185 Days On Market

    Current Estimated Value $790,806

    Last Listing Agent Greg Traub COMPLETE FLORIDA REALTY LLC

    16144 Parkwyn St, Winter Garden, FL 34787
    • /2

      Est $705,524 Not Listed For Sale

      777 Orange Belt Loop, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,686 Sq Ft
      • Built 2018
      777 Orange Belt Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $274/SF
      • 65 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

  • /41

    $696,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    Anna Maria With Bonus Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

    The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37123074, Winter Garden, FL
  • /95

    $18,000 per month

    • 5 Beds
    • 6.5 Baths
    • 5,108 Sq Ft
    • House for Rent

    7556 John Hancock Dr, Winter Garden, FL 34787

    Experience refined lakefront living in this fully furnished Treviso model by Taylor Morrison, located in the prestigious Overlook at Hamlin, overlooking the breathtaking waters of Lake Hancock.Offered completely furnished, this exceptional residence features ultra high-end designer furniture, with the majority of the furnishings, lighting fixtures, and window treatments curated from

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    7556 John Hancock Dr, Winter Garden, FL 34787
  • /2

    $866,150 Sold Mar 13, 2025

    6608 Foggy Silver Rd, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,676 Sq Ft
    • Built 2025

    Last Sold Summary

    • $236/SF

    Current Estimated Value $858,667

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

    6608 Foggy Silver Rd, Winter Garden, FL 34787
    • /35

      Est $519,169 Not Listed For Sale

      17184 Ocean Hill Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,078 Sq Ft
      • Built 2018
      17184 Ocean Hill Dr, Winter Garden, FL 34787

      Last Sold Summary

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

      Last Sold Price $545,000

      Last Listing Agent Veronica Figueroa EXP REALTY LLC

  • /10

    $454,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,817 Sq Ft

    Sandhill Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

    Welcome to your charming townhome located at Waterleigh, in Winter Garden, Florida. The Sandhill townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,817 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202693, Winter Garden, FL 34787
  • /20

    $2,353 per month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787

    The advertised rate of $2,353/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 15, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
  • /2

    $460,000 Sold Apr 04, 2025

    16085 Pebble Bluff Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Above List Price
    • $254/SF
    • 19 Days On Market

    Current Estimated Value $461,024

    Last Listing Agent Antonio Hernandez TRUVISION REAL ESTATE LLC

    16085 Pebble Bluff Loop, Winter Garden, FL 34787
    • /25

      Not Listed For Sale

      14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,396 Sq Ft
      • Built 2018
      14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787

      Last Sold Summary

      • $211/SF
      • 425 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Xiao Pang BLUE CHIP INTERNATIONAL REALTY LLC

  • /82

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,970 Sq Ft

    14046 Fox Glove St, Winter Garden, FL 34787

    Stunning golf course frontage home in the highly desirable Stoneybrook West gated community of Winter Garden! This spacious residence over looks the 15th hole of the golf course and features 4 bedrooms, 3 full baths, and a screen enclosed pool with spa overlooking serene golf course views, with direct access to Black Lake — perfect for Florida living and entertaining. Recent 2026 updates include

    Laura Senzamici ENGEL & VOELKERS LAKELAND

    14046 Fox Glove St, Winter Garden, FL 34787
  • /11

    $2,700 per month

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • House for Rent

    5519 Myrtle Pine Ln, Winter Garden, FL 34787

    Welcome to 5519 Myrtle Pine Ln—3 bedrooms plus a dedicated studio in a convenient Winter Garden location near SR-429. This flexible layout is perfect for a home office, creative space, or workout room. Enjoy easy access to shopping, dining, and everyday conveniences. Schedule your showing today!

    Sonia Velasquez AGENT TRUST REALTY CORPORATION

    5519 Myrtle Pine Ln, Winter Garden, FL 34787
  • /2

    $323,500 Sold Mar 11, 2025

    13213 Daniels Landing Cir, Winter Garden, FL 34787

    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $218/SF
    • 0 Days On Market

    Current Estimated Value $325,172

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    13213 Daniels Landing Cir, Winter Garden, FL 34787
    • /61

      Est $817,741 Not Listed For Sale

      1716 Highbanks Cir, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,447 Sq Ft
      • Built 2018
      1716 Highbanks Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 9% Below List Price
      • $260/SF
      • 3 Days On Market

      Last Sold Price $895,000

      Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  • /3

    $704,990 New Construction

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

    Tidewater Plan at Hamlin Meadows - 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 Hamlin Meadows St Unit 39127938, Winter Garden, FL
  • /20

    $2,097 per month

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

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2287/mo12-Month+ Stay base rent: starts at $2097/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
  • /2

    $280,000 Sold Sep 12, 2025

    135 E Story Rd, Winter Garden, FL 34787

    • 2 Beds
    • 1 Bath
    • 957 Sq Ft
    • Built 1953

    Last Sold Summary

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

    Current Estimated Value $277,572

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    135 E Story Rd, Winter Garden, FL 34787
    • /30

      Est $414,497 Not Listed For Sale

      10103 Memoir Ave, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,657 Sq Ft
      • Built 2018
      10103 Memoir Ave, Winter Garden, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $266/SF
      • 38 Days On Market

      Last Sold Price $440,000

      Last Listing Agent David Lambert REDFIN CORPORATION

  • /61

    $1,475,000

    • 4 Beds
    • 3 Baths
    • 4,370 Sq Ft

    11714 Flynn Ct, Winter Garden, FL 34787

    For a champion equestrian, home is more than four walls, it’s land that performs, space that protects your horses, and a setting that allows you to train, restore, and win.Tucked away in a quiet corner of Winter Garden, yet located in Lake County for lower taxes, this rare brick estate delivers exactly that balance. Privacy when you need it. Convenience when you want it. Properties like this

    Veronica Cole THE REAL ESTATE COLLECTION LLC

    11714 Flynn Ct, Winter Garden, FL 34787
  • /27

    $2,825 per month

    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft
    • Townhouse for Rent

    15493 Bay Bridge St, Winter Garden, FL 34787

    Welcome to 15493 Bay Bridge St, a beautiful modern townhome located in the desirable Tribute at Ovation community in Winter Garden. This thoughtfully designed floor plan features an open-concept main level with a spacious living area, dining space, and a stylish kitchen ideal for both daily living and entertaining. Upstairs, the comfortable bedrooms include a private primary suite with ample

    Ashley Porto GLASSTONE GROUP INC

    15493 Bay Bridge St, Winter Garden, FL 34787
  • /2

    $640,000 Sold Mar 18, 2025

    6124 Cypress Hill Rd, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,570 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $249/SF
    • 8 Days On Market

    Current Estimated Value $639,364

    Last Listing Agent Rene Murray ALL REAL ESTATE & INVESTMENTS

    6124 Cypress Hill Rd, Winter Garden, FL 34787
    • /2

      Est $464,767 Not Listed For Sale

      7227 Half Moon Lake Dr, Winter Garden, FL 34787

      • 3 Beds
      • 3 Baths
      • 2,290 Sq Ft
      • Built 2018
      7227 Half Moon Lake Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $197/SF
      • 28 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Steven Horner RE/MAX

  • /28

    $536,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    CORDALE Plan at Waterleigh, Winter Garden, FL 34787

    Waterleigh presents the Cordale, available to build in Winter Garden, Florida. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202690, Winter Garden, FL 34787
  • /20

    $2,880 per month

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • House for Rent

    14434 Whittridge Dr, 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 $2939.90. That covers your base rent, $2880.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

    14434 Whittridge Dr, Winter Garden, FL 34787
  • /13

    $577,745 Sold Sep 27, 2025

    16418 Silver Brook Way, Winter Garden, FL 34787

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

    Move in Ready Sold Summary

    • $273/SF
    • 149 Days On Market

    16418 Silver Brook Way, Winter Garden, FL 34787
    • /53

      Est $394,277 Not Listed For Sale

      14773 Driftwater Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,617 Sq Ft
      • Built 2015
      14773 Driftwater Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $255/SF
      • 5 Days On Market

      Last Sold Price $412,000

      Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

Showing Results 361 - 400, Page 10 of 18

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