37,473

Winter Garden, FL Homes

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  • /60

    $799,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,149 Sq Ft

    10693 Petrillo Way, Winter Garden, FL 34787

    Located in Winding Bay in Winter Garden, this move-in ready home for sale near Walt Disney World offers a rare combination of privacy, functionality, and luxury. Positioned on one of the best CONSERVATION LOTS in the community with NO REAR NEIGHBORS, this home delivers peaceful green space views and a truly private setting that’s increasingly hard to find. Built in 2021, this K. Hovnanian

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (689) 334-2634

    10693 Petrillo Way, Winter Garden, FL 34787
  • /10

    $1,695 per month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Townhouse for Rent

    508 Varsity St, Winter Garden, FL 34787

    Primo location. Hip patio villas situated on a quiet oak lined street featuring polished concrete flooring throughout, updated kitchen, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing

    Angela Chapman CAPITAL REALTY GROUP FLORIDA

    508 Varsity St, Winter Garden, FL 34787
  • /2

    $650,000 Sold Feb 27, 2026

    14525 Sabal Crest Way, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,527 Sq Ft
    • Built 2017

    Last Sold Summary

    • $257/SF
    • 5 Days On Market

    Current Estimated Value $643,014

    Last Listing Agent Fran Zvaigzne COLDWELL BANKER REALTY

    14525 Sabal Crest Way, Winter Garden, FL 34787
    • /2

      Est $671,123 Not Listed For Sale

      15089 Night Heron Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,683 Sq Ft
      • Built 2018
      15089 Night Heron Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $250/SF
      • 9 Days On Market
      • Last Sold Price $670,000
      • Apr 11, 2025

      Last Listing Agent Sammi Li TOPSKY REALTY INC

  • /48

    $725,000

    • 4 Beds
    • 3 Baths
    • 2,538 Sq Ft

    264 Blue Stone Cir, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION! Welcome to 264 Blue Stone Cir in the highly desirable Winter Garden, FL; where elegance meets modern comfort without compromise. This beautifully reimagined CORNER LOT residence offers a rare opportunity to own a LUXURIOUS, FULLY RENOVATED HOME designed for effortless living. From the moment you arrive, the CURB APPEAL and premium corner positioning set this home

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (321) 478-2049

    264 Blue Stone Cir, Winter Garden, FL 34787
  • /9

    $3,100 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    238 N Main St, Winter Garden, FL 34787

    Property Id: 2479973Welcome to your new home at 238 N Main St in Winter Garden, FL! This charming single-family property features 3 bedrooms, 2 bathrooms, and a fenced yard perfect for small dogs and cats. With amenities such as a dishwasher, washer/dryer in unit, and a balcony/deck, you'll love calling this place home. Don't miss out on this opportunity, schedule a viewing today!

    238 N Main St, Winter Garden, FL 34787
  • /2

    $1,000,000 Sold Aug 21, 2025

    15900 Citrus Knoll Dr, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,844 Sq Ft
    • Built 2015

    Last Sold Summary

    • 13% Below List Price
    • $260/SF
    • 48 Days On Market

    Current Estimated Value $1,018,380

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    15900 Citrus Knoll Dr, Winter Garden, FL 34787
    • /2

      Est $741,913 Not Listed For Sale

      7251 Spring Park Dr, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,295 Sq Ft
      • Built 2018
      7251 Spring Park Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $225/SF
      • 113 Days On Market
      • Last Sold Price $742,000
      • Dec 13, 2024

      Last Listing Agent Yesseika Acosta REAL BROKER, LLC

  • /21

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    15508 Blackbead St, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. If you’re looking for low-maintenance living without giving up space, convenience, or community, 15508 Blackbead Way is worth a closer look. This 3-bedroom, 2.5-bath townhome is located in Summerlake, a well-established Winter Garden neighborhood known for its amenities and everyday ease. The main floor features an open, fluid layout designed for

    Agent Photo

    Hilary Hall

    COMPASS FLORIDA LLC

    (321) 450-4972

    15508 Blackbead St, Winter Garden, FL 34787
  • /42

    $3,150 per month

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft
    • House for Rent

    9330 Mclaren Aly, Winter Garden, FL 34787

    Enjoy The Resort Style Community Of Waterleigh In Winter Garden! Built in 2020, This 3 Bed/2.5 Bath Single Family Home Offers Over 2000 Square Feet Of Luxury Living. Open Floor Plan Includes Spacious Kitchen With Dining/Living Room Combo. Kitchen Offers All White Cabinets, Stainless Steel Appliances And Large Island/Breakfast Bar. Half Bath Downstairs For Your Guests. Flex Space That Can Be Used

    Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

    9330 Mclaren Aly, Winter Garden, FL 34787
  • /2

    $1,075,000 Sold May 19, 2025

    16750 Toccoa Row, Winter Garden, FL 34787

    • 5 Beds
    • 5 Baths
    • 3,861 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $278/SF
    • 66 Days On Market

    Current Estimated Value $1,038,037

    Last Listing Agent Denise Batista ALLUX REAL ESTATE LLC

    16750 Toccoa Row, Winter Garden, FL 34787
    • /2

      Est $453,018 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

      • 3% Below List Price
      • $276/SF
      • 126 Days On Market
      • Last Sold Price $465,000
      • Jul 24, 2024

      Last Listing Agent Marcia Mortari ALVES AND HOWELL REALTY

  • /78

    $1,450,000 Open Sat 11AM - 3PM

    • 7 Beds
    • 4 Baths
    • 4,700 Sq Ft

    1698 Juniper Hammock St, Winter Garden, FL 34787

    Experience refined Florida living in this stunning energy-efficient estate, perfectly positioned on an expansive corner lot in the highly sought-after Winter Garden area. Just minutes from Historic Downtown Winter Garden and within close proximity to Orlando’s world-renowned theme parks, this exceptional residence offers the ideal blend of elegance, comfort, and convenience.This impressive

    Agent Photo

    Lynelle Adams

    WEICHERT REALTORS HALLMARK PRO

    (689) 334-1147

    1698 Juniper Hammock St, Winter Garden, FL 34787
  • /20

    $3,981 per month

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

    The advertised rate of $3,981/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 21, 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

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
  • /2

    $345,000 Sold Mar 25, 2026

    282 E Newell St, Winter Garden, FL 34787

    • Land
    • 7,840 Sq Ft
    • $1,916,667 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 195 Days On Market

    Current Estimated Value $393,304

    Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

    282 E Newell St, Winter Garden, FL 34787
    • /2

      Est $1,099,673 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

      • 8% Below List Price
      • $411/SF
      • 90 Days On Market
      • Last Sold Price $1,200,000
      • Dec 16, 2024

      Last Listing Agent Matthew Freda LPT REALTY, LLC

  • /23

    $594,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,695 Sq Ft

    15043 Pigeon Plum Ln, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and

    Agent Photo

    Ceila Morales

    EXP REALTY LLC

    (321) 475-1948

    15043 Pigeon Plum Ln, Winter Garden, FL 34787
  • /39

    $3,500 per month

    • 3 Beds
    • 3.5 Baths
    • 1,936 Sq Ft
    • Townhouse for Rent

    15363 Hamlin Park Dr, Winter Garden, FL 34787

    Welcome to Parkview at Hamlin in the heart of Horizon West! This beautifully maintained townhome by Ashton Woods offers modern design, an open-concept layout, and a spacious kitchen perfect for everyday living and entertaining. Enjoy low-maintenance living with a 2-car garage and stylish finishes throughout. Ideally located just minutes from Hamlin Town Center, 429, top-rated schools, and Walt

    Courtney Assemany REAL BROKER, LLC

    15363 Hamlin Park Dr, Winter Garden, FL 34787
  • /2

    $439,990 Sold Dec 30, 2025

    15451 Bay Bridge St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft
    • Built 2025

    Last Sold Summary

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

    Current Estimated Value $441,056

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15451 Bay Bridge St, Winter Garden, FL 34787
    • /2

      Est $419,857 Not Listed For Sale

      15605 Orange Harvest Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,708 Sq Ft
      • Built 2016
      15605 Orange Harvest Loop, Winter Garden, FL 34787

      Last Sold Summary

      • $245/SF
      • 149 Days On Market
      • Last Sold Price $419,000
      • Mar 03, 2025

      Last Listing Agent Joshua Earley OPTIMA ONE REALTY, INC.

  • /52

    $750,000 Open Sat 10AM - 1PM

    • 5 Beds
    • 3 Baths
    • 3,747 Sq Ft

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787

    Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining,

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 495-6228

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /15

    $3,125 per month

    • 3 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • House for Rent

    1958 Pantheon Dr, 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

    1958 Pantheon Dr, Winter Garden, FL 34787
  • /2

    $540,000 Sold Oct 28, 2025

    660 Egret Place Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,647 Sq Ft
    • Built 2014

    Last Sold Summary

    • 10% Below List Price
    • $204/SF
    • 171 Days On Market

    Current Estimated Value $550,812

    Last Listing Agent Gilbert Ramos EXP REALTY LLC

    660 Egret Place Dr, Winter Garden, FL 34787
    • /28

      Est $434,579 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

      • 1% Below List Price
      • $234/SF
      • 9 Days On Market
      • Last Sold Price $440,000
      • Aug 04, 2023

      Last Listing Agent Caroline Matos LPT REALTY, LLC

  • /62

    $444,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    8113 Red Stopper Ln, Winter Garden, FL 34787

    Perfectly positioned in the heart of Horizon West, this impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic — including a two car garage with an attached oversized patio to enjoy nightly views of the Disney fireworks. Move-in ready and thoughtfully upgraded with a newer HVAC system, this

    Agent Photo

    Kassandra Lopez

    EXP REALTY LLC

    (321) 475-7518

    8113 Red Stopper Ln, Winter Garden, FL 34787
  • /15

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Townhouse for Rent

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining.

    Rodger Marty ORLANDO REAL ESTATE LLC

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /2

    $510,000 Sold Jan 05, 2026

    12259 Bracco St, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft
    • Built 2024

    Last Sold Summary

    • 11% Below List Price
    • $245/SF
    • 176 Days On Market

    Current Estimated Value $514,386

    Last Listing Agent Khadija Webber EPIQUE REALTY, INC.

    12259 Bracco St, Winter Garden, FL 34787
    • /2

      Est $709,387 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

      • 3% Below List Price
      • $274/SF
      • 65 Days On Market
      • Last Sold Price $735,000
      • Oct 15, 2024

      Last Listing Agent Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

  • /40

    $289,500

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

    14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787

    Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor

    Agent Photo

    Amy Moline

    EXP REALTY LLC

    (321) 343-3008

    14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787
  • /13

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,689 Sq Ft
    • Condo for Rent

    8907 Frodsham Way Unit A, Winter Garden, FL 34787

    Property Id: 1351910Tours available soon, on Rently .comThis Latham Park home is in a GREAT SCHOOL ZONE, with amazing community amenities. The well-equipped kitchen with natural gas boasts a spacious island and ample cabinet storage, making it ideal for meal prep and entertaining. Adjacent to the kitchen, the cozy family room sets the perfect atmosphere for relaxing movie nights

    8907 Frodsham Way Unit A, Winter Garden, FL 34787
  • 11960 Bracco St, Winter Garden, FL 34787

    $485,000 Sold Sep 23, 2025

    11960 Bracco St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $289/SF
    • 326 Days On Market

    Current Estimated Value $477,162

    11960 Bracco St, Winter Garden, FL 34787
    • /35

      Est $518,062 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
      • May 07, 2024

      Last Listing Agent Veronica Figueroa EXP REALTY LLC

  • /75

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    15239 Lake Lamonia St, Winter Garden, FL 34787

    Your dream of homeownership starts here! Nestled in a sought-after community zoned for top-rated schools, this stunning 4-bedroom, 3-bathroom single-family home offers 3,020 square feet of beautifully designed living space — and it checks every box on your wish list.From the moment you step inside, you'll be captivated by the bright, open floor plan that effortlessly connects living, dining,

    Agent Photo

    Kassandra Lopez

    EXP REALTY LLC

    (321) 333-4471

    15239 Lake Lamonia St, Winter Garden, FL 34787
  • /15

    $1,650 per month

    • 3 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    376 Douglas Way Unit 73, Winter Garden, FL 34787

    Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation.

    Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    376 Douglas Way Unit 73, Winter Garden, FL 34787
  • /2

    $1,250,000 Sold Mar 30, 2026

    14355 Black Lake Preserve St, Winter Garden, FL 34787

    • 6 Beds
    • 5 Baths
    • 5,296 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Above List Price
    • $236/SF
    • 3 Days On Market

    Current Estimated Value $1,148,836

    Last Listing Agent Drew Belani COMPASS FLORIDA LLC

    14355 Black Lake Preserve St, 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
      • Jun 18, 2024

      Last Listing Agent Xiao Pang BLUE CHIP INTERNATIONAL REALTY LLC

  • /59

    $695,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,763 Sq Ft

    15508 Pebble Ridge St, Winter Garden, FL 34787

    This is the one you’ve been waiting for. A beautifully maintained four bedroom pool home in Stoneybrook West, offering the space, layout, and updates that are so hard to find all in one place. Inside, the home opens with a traditional yet functional flow formal living to the left, dining to the right, leading you into a spacious family room with views of the pool and backyard. The outdoor space

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 529-3911

    15508 Pebble Ridge St, Winter Garden, FL 34787
  • /16

    $2,265 per month

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft
    • House for Rent

    314 Daniels Pointe 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 $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    314 Daniels Pointe Dr, Winter Garden, FL 34787
  • /39

    $465,990 Sold Nov 14, 2025

    15429 Hamlin Park Dr, Winter Garden, FL 34787

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

    Move in Ready Sold Summary

    • $225/SF
    • 44 Days On Market

    Current Estimated Value $492,569

    Ashton Woods Parkview at Hamlin

    15429 Hamlin Park Dr, Winter Garden, FL 34787
    • /61

      Est $826,614 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

      • 8% Below List Price
      • $260/SF
      • 3 Days On Market
      • Last Sold Price $895,000
      • Apr 15, 2024

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

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