37,473

Winter Garden, FL Homes

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  • /50

    $480,000 Pending

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

    16125 Azure Key St, Winter Garden, FL 34787

    Under contract-accepting backup offers. *Incentives available through seller's preferred lender* Welcome to Waterleigh in Horizon West, one of the most sought after master planned communities in Winter Garden, Florida. This beautifully maintained single story 3 bedroom, 2 bathroom home offers the perfect blend of modern design, comfort, and the vibrant Central Florida lifestyle. Inside, you are

    Jessica Estrada KELLER WILLIAMS ADVANTAGE III

    16125 Azure Key St, Winter Garden, FL 34787
  • /23

    $2,550 per month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Townhouse for Rent

    13170 Bounty Ave, Winter Garden, FL 34787

    ..... Available on May 1, 2026 ..... Welcome to this bright and spacious 3-bedroom/2.5-bathroom/1 car garage townhome located in the desirable Waterleigh community! This home features ceramic tile flooring throughout the first floor, white kitchen cabinet with granite countertops, stainless steel appliances, and a large walk-in pantry. The open-concept layout includes a spacious living area and a

    Jennie Ho MAY HO REALTY

    13170 Bounty Ave, Winter Garden, FL 34787
  • /2

    $544,990 Sold Nov 10, 2025

    13036 Serene Glade Rd, Winter Garden, FL 34787

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

    Last Sold Summary

    • $262/SF
    • 0 Days On Market

    Current Estimated Value $545,594

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    13036 Serene Glade Rd, Winter Garden, FL 34787
    • /17

      Est $376,542 Not Listed For Sale

      6621 Calamondin Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,589 Sq Ft
      • Built 2018
      6621 Calamondin Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $252/SF
      • 240 Days On Market
      • Last Sold Price $400,000
      • Mar 29, 2024

      Last Listing Agent Elisa Seixas WRA BUSINESS & REAL ESTATE

  • /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

    $3,040 per month

    • 4 Beds
    • 3 Baths
    • 2,475 Sq Ft
    • House for Rent

    11073 Folklore St, Winter Garden, FL 34787

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    11073 Folklore St, Winter Garden, FL 34787
  • /2

    $645,000 Sold Mar 19, 2026

    2022 Tillman Ave, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 2,981 Sq Ft
    • Built 2009

    Last Sold Summary

    • 5% Below List Price
    • $216/SF
    • 63 Days On Market

    Current Estimated Value $678,018

    Last Listing Agent Maria Ortiz LPT REALTY, LLC

    2022 Tillman Ave, Winter Garden, FL 34787
    • /2

      Est $597,336 Not Listed For Sale

      7930 Wood Sage Dr, Winter Garden, FL 34787

      • 6 Beds
      • 3 Baths
      • 2,638 Sq Ft
      • Built 2017
      7930 Wood Sage Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $235/SF
      • 101 Days On Market
      • Last Sold Price $619,000
      • Nov 20, 2024

      Last Listing Agent Jason Ding ORLANDO REGIONAL PROPERTY MANAGEMENT

  • /3

    $647,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    Biscayne Plan at Hamlin Meadows - 50' Homesites, Winter Garden, FL

    The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With four bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your

    Dream Finders Homes Builder
    0 Hamlin Meadows St Unit 39127943, Winter Garden, FL
  • /12

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft
    • Townhouse for Rent

    9906 Sunny Mews Aly, Winter Garden, FL 34787

    Beautiful 3 bedroom, 2.5 bath townhouse located in the hilly desirable Waterligh community in winter Garden. This home features a modern fully equipped kitchen with stainless steel appliances , elegant cabinetry and granite countertops perfect for both everyday living and entertaining. This first floor showcases stylish ceramic tile flooring, while the second level offers cozy carpeting

    Maryuri Castellanos MBT REALTY LLC

    9906 Sunny Mews Aly, Winter Garden, FL 34787
  • /2

    $440,000 Sold Jan 27, 2026

    434 Millwood Place, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • Built 2014

    Last Sold Summary

    • 7% Below List Price
    • $259/SF
    • 66 Days On Market

    Last Listing Agent Alexandre James CHARLES RUTENBERG REALTY ORLANDO

    434 Millwood Place, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      9562 Meadow Hunt Way, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,672 Sq Ft
      • Built 2018
      9562 Meadow Hunt Way, Winter Garden, FL 34787

      Last Sold Summary

      • $238/SF
      • 170 Days On Market
      • Last Sold Price $873,000
      • Apr 23, 2025

      Last Listing Agent Jing Yue INTEREALTY SERVICE

  • /21

    $295,000

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

    14501 Grove Resort Ave Unit 3706, Winter Garden, FL 34787

    Located Just 10 Minutes from Walt Disney World. 2 Bedrooms / 2 Bathrooms The Grove Resort & Water Park, Orlando’s newest luxury vacation home community offers owners privacy and convenience with a full suite of amenities including multiple bars and restaurants, full service spa, water park, breathtaking 20-acre activity lake, and much more. Located just 5 minutes from Walt Disney World, ownership

    Solon Potenciano Silva, Jr LEGACY PLUS REALTY

    14501 Grove Resort Ave Unit 3706, Winter Garden, FL 34787
  • /2

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • House for Rent

    16758 Hamlin Vis Aly, Winter Garden, FL 34787

    Property Id: 2477362Welcome to this stunning home built in 2025 located in one of Central Florida’s most desirable and rapidly growing areas. This modern residence offers a bright, open layout with high-quality finishes and a fresh, contemporary feel, perfect for tenants seeking comfort, style, and a move-in ready space. Positioned in a prime location, the home provides immediate access

    16758 Hamlin Vis Aly, Winter Garden, FL 34787
  • /29

    $655,990 Sold Oct 06, 2025

    13230 Peaceful Melody Dr, Winter Garden, FL 34787

    • 3 Beds
    • 3 Baths
    • 2,334 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $281/SF
    • 24 Days On Market

    Current Estimated Value $647,652

    Dream Finders Homes Serenade at Ovation - Single Family Homes

    13230 Peaceful Melody Dr, Winter Garden, FL 34787
    • /2

      Est $662,784 Not Listed For Sale

      727 Marsh Reed Dr, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,100 Sq Ft
      • Built 2016
      727 Marsh Reed Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $216/SF
      • 100 Days On Market
      • Last Sold Price $670,000
      • Dec 20, 2024

      Last Listing Agent Irma Yapor Real Proprty International

  • /35

    $452,990 New Construction

    • 3 - 4 Beds
    • 2.5 - 3.5 Baths
    • 1,846+ Sq Ft

    Lantana End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

    Spacious 3 Level End of Group Townhome with 2-Car Rear Garage and up to 1,921 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bath. The 2nd level offers an expansive living room and rear kitchen with the option of a chef's kitchen and large island that overlooks the cafe area. The 3rd level boasts a primary

    DRB Homes Builder
    6684 Juneberry Way Unit 36458833, Winter Garden, FL 34787
  • /20

    $3,500 per month

    • 5 Beds
    • 3.5 Baths
    • 3,468 Sq Ft
    • House for Rent

    6148 Waterside Island Ln, Winter Garden, FL 34787

    Beautiful and spacious two-story home located in the highly desirable Independence/Signature Lakes community in Winter Garden. This well-maintained residence features tile flooring throughout the main living areas and comfortable carpeting in all bedrooms. Enjoy a large family room, a generous loft space perfect for a home office or media room, and a screened patio—ideal for relaxing or

    Jackie Yuan JHY REALTY INVESTMENTS, LLC

    6148 Waterside Island Ln, Winter Garden, FL 34787
  • /17

    $424,990 Sold Sep 08, 2025

    9392 Bolshoi Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $251/SF
    • 6 Days On Market

    9392 Bolshoi Aly, Winter Garden, FL 34787
    • /59

      Est $1,067,531 Not Listed For Sale

      14964 Porter Rd, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,082 Sq Ft
      • Built 2018
      14964 Porter Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 11% Below List Price
      • $389/SF
      • 62 Days On Market
      • Last Sold Price $1,200,000
      • May 01, 2024

      Last Listing Agent Gregory Tarshus EXP REALTY LLC

  • /3

    $679,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    Biscayne Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

    The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With four bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37123075, Winter Garden, FL
  • /20

    $3,215 total monthly price

    • 5 Beds
    • 3.5 Baths
    • 3,059 Sq Ft
    • House for Rent

    1869 Americus Minor Dr, Winter Garden, FL 34787

    Reduced deposit: Get 50% off your security deposit based on 1 month's rent (taxes and fees not included), valid for new applicants who sign a 12-month lease by May 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 expect to make

    1869 Americus Minor Dr, Winter Garden, FL 34787
  • /2

    $2,675,000 Sold Mar 31, 2026

    6711 Point Hancock Dr, Winter Garden, FL 34787

    • 5 Beds
    • 6 Baths
    • 5,433 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $492/SF
    • 11 Days On Market

    Current Estimated Value $2,727,916

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    6711 Point Hancock Dr, Winter Garden, FL 34787
    • /71

      Est $408,444 Not Listed For Sale

      15214 Sunrise Grove Ct, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,844 Sq Ft
      • Built 2017
      15214 Sunrise Grove Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $225/SF
      • 55 Days On Market
      • Last Sold Price $415,000
      • Aug 14, 2023

      Last Listing Agent Tracy Hampstead PREFERRED REAL ESTATE BROKERS

  • /26

    $583,999 New Construction

    • 3 Beds
    • 3 Baths
    • 2,085 Sq Ft

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

    Indulge in open living spaces that blur the line between indoors and out in the Marino floor plan! This 1-story home features 3 bedrooms, 3 bathrooms, a 2-car garage and 2,085 square feet. Head through the courtyard that leads to the porch and into the foyer to find stunning open-concept living spaces. A spacious great room opens to a kitchen, dining area and lanai, an ideal spot to take in

    Taylor Morrison Builder
    0 Marsh Rd Unit 39548750, Winter Garden, FL 34787
  • /70

    $3,499 per month

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • House for Rent

    7564 Bishop Square Dr, Winter Garden, FL 34787

    This spacious and beautifully maintained one-story home offers 3 bedrooms, 2 baths, and a 2-car garage with approximately 2,300 sq. ft. of living space. The thoughtfully designed floor plan features an open-concept layout perfect for both everyday living and entertaining. The large kitchen is a true centerpiece, complete with a generous granite island, stainless steel appliances, 42” cherry

    Courtney James LA ROSA REALTY ORLANDO LLC

    7564 Bishop Square Dr, Winter Garden, FL 34787
  • /2

    $532,500 Sold Jun 13, 2025

    16992 Hamlin Oasis Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $290/SF
    • 0 Days On Market

    Current Estimated Value $527,407

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    16992 Hamlin Oasis Loop, Winter Garden, FL 34787
    • /16

      Est $425,073 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

      • 2% Below List Price
      • $229/SF
      • 1 Day On Market
      • Last Sold Price $435,000
      • May 23, 2023

      Last Listing Agent nana Ahn SOGO REAL ESTATE SERVICES LLC

  • /77

    $699,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,428 Sq Ft

    16012 Micelli Dr, Winter Garden, FL 34787

    Welcome to this beautifully designed 2021-built 4-bedroom, 3-bathroom plus a bonus room corner-lot home offering space, style, and convenience all in one. From the moment you step inside, you’ll notice the high ceilings, large windows, and abundant natural light that enhance the home’s open and airy feel. The open-concept layout is perfect for modern living, with a spacious kitchen featuring

    Erica Burgos ALIGN RIGHT REALTY LLC

    16012 Micelli Dr, Winter Garden, FL 34787
  • /19

    $3,225 per month

    • 5 Beds
    • 3.5 Baths
    • 3,002 Sq Ft
    • House for Rent

    1330 Juniper Hammock St, 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 $3369.90. That covers your base rent, $3225.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1330 Juniper Hammock 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 $1,062,352

    Last Listing Agent Suresh Gupta PARK SQUARE REALTY

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

      Est $470,262 Not Listed For Sale

      15446 Honeybell Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 1,941 Sq Ft
      • Built 2017
      15446 Honeybell Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $245/SF
      • 241 Days On Market
      • Last Sold Price $475,000
      • Mar 31, 2025

      Last Listing Agent Gail Garriss COLDWELL BANKER REALTY

  • /19

    $535,999 New Construction

    • 3 - 4 Beds
    • 3.5 - 4.5 Baths
    • 2,149 Sq Ft

    Newberry Plan at Harvest at Ovation, Winter Garden, FL 34787

    The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2,149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms, and a 2-car detached garage presents both the basic features and intricate details that make this bungalow your dream home. Enter through the foyer into the expansive great room, as you

    Taylor Morrison Builder
    15069 Summer Harvest St Unit 36664493, Winter Garden, FL 34787
  • /59

    $3,400 per month

    • 4 Beds
    • 3.5 Baths
    • 2,570 Sq Ft
    • Property for Rent

    Unlisted Address

    Winter Garden area, mintues to the Horizon West Shopping Center. Closing to Disney Parks, Community amenities including 2 Pools, Green spaces & Park areas, Boat Ramp, Fishing Docks, Tennis & Basketball courts, 2 Clubhouse with Fitness, Billiards & arcade, Dog Park, Bike & walking paths. Excellent Shool District. The 429 entrance/exit for an easy commute, Hamlin Shopping Center, Supermarket, and

    Annie Kwan ORLANDO SUNSHINE REALTY

    Unlisted Address
  • /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 $242,864

    Last Listing Agent Jonathan Speagle DALTON WADE INC

    976 Stucki Terrace, Winter Garden, FL 34787
    • /56

      Est $481,944 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

      • 3% Below List Price
      • $293/SF
      • 91 Days On Market
      • Last Sold Price $495,000
      • Jan 03, 2024

      Last Listing Agent Kim Blaylock HOMEVEST REALTY

  • /55

    $748,000 Pre-Foreclosure

    • 4 Beds
    • 3 Baths
    • 2,931 Sq Ft

    18339 Oliver Twist Way, Winter Garden, FL 34787

    *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed

    Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

    18339 Oliver Twist Way, Winter Garden, FL 34787
  • /16

    $2,619 per month

    • 4 Beds
    • 2 Baths
    • 1,907 Sq Ft
    • House for Rent

    1435 Spring Ridge Cir, Winter Garden, FL 34787

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 1,907 square feet, this well-maintained home offers a high standard of rental living,

    1435 Spring Ridge Cir, Winter Garden, FL 34787
  • /2

    $105,000 Sold Feb 12, 2026

    1351 Avalon Rd, Winter Garden, FL 34787

    • Land
    • 13,503 Sq Ft
    • $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
    • /30

      Est $587,165 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
      • May 03, 2023

      Last Listing Agent Jane Ellen Mastrangelo AGILE GROUP REALTY

Showing Results 321 - 360, Page 9 of 18

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