37,466

Winter Garden, FL Homes

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  • /3

    $812,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,550 Sq Ft

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

    The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37162177, Winter Garden, FL
  • /32

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 2,365 Sq Ft
    • House for Rent

    530 Setting Sun Dr, Winter Garden, FL 34787

    Welcome home to this beautiful residence in the sought-after gated community of Black Lake Park, where every day feels like a retreat. This bright and spacious, move-in-ready home offers 3 bedrooms, 2 bathrooms, a 3-car garage, and a covered lanai perfect for Florida living. The open layout features tile flooring throughout and a newly remodeled kitchen that truly captures the heart of the home.

    Nahid Moradi WEMERT GROUP REALTY LLC

    530 Setting Sun Dr, 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 $706,984

    Last Listing Agent Greg Traub COMPLETE FLORIDA REALTY LLC

    16144 Parkwyn St, Winter Garden, FL 34787
    • /38

      Est $764,954 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
      • Jun 24, 2024

      Last Listing Agent Krushna Patel COMPASS FLORIDA LLC

  • /41

    $475,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    9936 Golden Lagoon Aly, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to this beautiful corner-unit Sandhill townhome located in the highly desirable Waterleigh community in Winter Garden. Offering approximately 1,816 sq ft of well-designed living space, this home features 3 bedrooms, 2.5 bathrooms, Enclosed LOFT turned into Office/Den, a private garage, and modern smart-home technology.Positioned in a premium

    John Silva JOHN SILVA REALTY & ASSOCIATES

    9936 Golden Lagoon Aly, Winter Garden, FL 34787
  • /20

    $2,351 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 5208, 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 $2346/mo12-Month+ Stay base rent: starts at $2351/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 5208, 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 $280,613

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    135 E Story Rd, Winter Garden, FL 34787
    • /89

      Est $671,662 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

      • 6% Below List Price
      • $259/SF
      • 108 Days On Market
      • Last Sold Price $718,000
      • Mar 29, 2024

      Last Listing Agent Mariana Nossa WRA BUSINESS & REAL ESTATE

  • /8

    $409,990 New Construction

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

    16311 Lakelet Aly, Winter Garden, FL 34787

    The property is located at 16311 Lakelet Alley WINTER GARDEN FL 34787 priced at 409990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

    D.R. Horton Builder
    16311 Lakelet Aly, Winter Garden, FL 34787
  • /12

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,675 Sq Ft
    • Townhouse for Rent

    1221 Priory Cir, Winter Garden, FL 34787

    Beautiful 3-Bedroom Townhome for Rent in Stoneybrook West I, Winter Garden This stunning three-bedroom, two-and-a-half-bathroom townhome is now available for rent in the highly sought-after Stoneybrook community in Winter Garden. Designed for comfort and style, this home features laminate flooring throughout, creating a sleek and modern feel. The spacious private garage offers parking for two

    maria perez ROMAN'S PRO REALTY LLC

    1221 Priory Cir, 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

    Current Estimated Value $551,000

    16418 Silver Brook Way, Winter Garden, FL 34787
    • /84

      Est $841,085 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
      • Jun 03, 2024

      Last Listing Agent Lisa Foster PREFERRED REAL ESTATE BROKERS

  • /34

    $575,990 New Construction

    • 3 - 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    Suncrest II Plan at Osprey Ranch - 32'/40' Single Family, Winter Garden, FL 34787

    Open-concept kitchen with center island and oversized pantry. Spacious great room with access to covered lanai. Private home office or optional Extra Suite off foyer. Lavish primarysuite with tray ceiling and walk-in closet. Relaxing primary bath with dual sinks and seated shower. Convenient second story laundry in proximity to bedrooms. Optional bonus room over garage.

    K. Hovnanian Homes Builder
    15221 Blue Peacock Ln Unit 36494326, Winter Garden, FL 34787
  • /19

    $4,300 per month

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft
    • House for Rent

    18386 Oliver Twist Way, Winter Garden, FL 34787

    Property Id: 2499549Welcome to one of the most desirable homes in Waterleigh—offering space, privacy, and a peaceful pond view with no rear neighbors.This beautifully maintained 4-bedroom, 3-bath home features a bright, open-concept layout designed for both everyday living and entertaining. The spacious kitchen flows seamlessly into the main living and dining areas, creating a

    18386 Oliver Twist Way, Winter Garden, FL 34787
  • /2

    $625,000 Sold Jul 23, 2025

    6275 Hamlin Reserve Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft
    • Built 2017

    Last Sold Summary

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

    Current Estimated Value $611,144

    Last Listing Agent Elle Probst EXP REALTY LLC

    6275 Hamlin Reserve Blvd, Winter Garden, FL 34787
    • /24

      Est $332,300 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
      • Dec 28, 2023

      Last Listing Agent Irina Paul FUTURE HOME REALTY INC

  • /29

    $749,999 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,833 Sq Ft

    Pallazio II Plan at Esplanade at McKinnon Groves 60' Lot, Winter Garden, FL 34787

    From breezy open spaces to private retreats, the Pallazio II floor plan is designed for effortless luxury. This 1-story home features 3 bedrooms, 3.5 bathrooms, a 3-car garage and 2,833 square feet. Head through the courtyard that leads to the front porch and into a sweeping foyer to find beautiful open-concept living spaces. A great room flows into formal and casual dining areas, a modern

    Taylor Morrison Builder
    17705 Sedona St Unit 39548786, Winter Garden, FL 34787
  • /39

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,705 Sq Ft
    • House for Rent

    16743 Herongate Dr, Winter Garden, FL 34787

    FURNISHED. Built by DR Horton in 2020 this house offers 3-Bedrooms, 2-bathroom, back patio and 2 car garage. The kitchen offers granite countertops, 42" cabinets and stainless-steel appliances. The house is located on a corner lot. Community amenities include a resort-style Zero-entry pool, a kid's splash pad, sand volleyball court, tennis court, clubhouse, fitness center and playground.

    Antonio De Oliveira FLORIDA CONNEXION PROPERTIES

    16743 Herongate Dr, Winter Garden, FL 34787
  • /2

    $500,000 Sold Aug 29, 2025

    519 Hearthglen Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 3,009 Sq Ft
    • Built 2007

    Last Sold Summary

    • 20% Below List Price
    • $166/SF
    • 137 Days On Market

    Current Estimated Value $539,995

    Last Listing Agent Lauren Graham COLDWELL BANKER HUBBARD HANSEN

    519 Hearthglen Blvd, Winter Garden, FL 34787
    • /2

      Est $765,284 Not Listed For Sale

      13870 Jomatt Loop, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,462 Sq Ft
      • Built 2018
      13870 Jomatt Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $217/SF
      • 26 Days On Market
      • Last Sold Price $749,900
      • Apr 10, 2025

      Last Listing Agent Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

  • /19

    $735,990 New Construction

    • 3 - 5 Beds
    • 2.5 - 4.5 Baths
    • 2,791 Sq Ft

    Moseley II Plan at Northlake at Ovation - Traditional, Winter Garden, FL 34787

    The Moseley II is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. High ceilings, abundant

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36476723, Winter Garden, FL 34787
  • /20

    $3,025 total monthly price

    • 4 Beds
    • 2 Baths
    • 2,339 Sq Ft
    • House for Rent

    915 Branchwood Way, 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

    915 Branchwood Way, Winter Garden, FL 34787
  • /14

    $534,000 Sold Sep 23, 2025

    5003 Railroad Vine Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $299/SF
    • 265 Days On Market

    Current Estimated Value $499,424

    5003 Railroad Vine Aly, Winter Garden, FL 34787
    • /49

      Est $525,571 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
      • Dec 13, 2023

      Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  • /2

    $895,990 New Construction

    • 4 - 6 Beds
    • 3.5 Baths
    • 3,458 Sq Ft

    Superior Plan at Northlake at Ovation - Estate, Winter Garden, FL 34787

    The Superior is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a three-car garage. This spacious plan features an open-concept kitchen and family room perfect for gatherings. The private second-floor primary suite includes a walk-in closet and luxurious bath, complemented by additional bedrooms, a versatile loft, and convenient laundry room. Modern finishes,

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36646269, Winter Garden, FL 34787
  • /28

    $2,500 per month

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

    16374 Turning Tide Way, Winter Garden, FL 34787

    Call us for the flash special for those ready to lease by May 10th!. Welcome to the Waterleigh community—Enjoy resort-style living at an unbeatable price, an ideal place to relax, walk your dogs, jog, and enjoy the beautiful pool and surrounding amenities, all while living in a centrally located neighborhood. This 3-bedroom, 2.5-bath townhome is exactly what you’ve been looking for. It features

    Yesenia Reyes ALL REAL ESTATE & INVESTMENTS

    16374 Turning Tide Way, Winter Garden, FL 34787
  • /2

    $420,000 Sold Apr 24, 2026

    15590 Murcott Blossom Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,196 Sq Ft
    • Built 2017

    Last Sold Summary

    • 10% Below List Price
    • $191/SF
    • 97 Days On Market

    Last Listing Agent Paul Torola AMERICAN IDEAL HOMES, LLC

    15590 Murcott Blossom Blvd, Winter Garden, FL 34787
    • /33

      Est $820,936 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

      • 6% Below List Price
      • $264/SF
      • 14 Days On Market
      • Last Sold Price $875,000
      • May 10, 2024

      Last Listing Agent Paul Baker RE/MAX

  • /7

    $457,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,675 Sq Ft

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

    The Walden II is a two-story townhome offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor connects the kitchen, dining, and family rooms, creating a bright and functional space. Upstairs, the private primary suite offers comfort and privacy, accompanied by two additional bedrooms and a conveniently located laundry room. Thoughtful

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36470489, Winter Garden, FL 34787
  • /17

    $3,075 per month

    • 4 Beds
    • 2 Baths
    • 2,348 Sq Ft
    • House for Rent

    1231 Running Oak 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 $3219.90. That covers your base rent, $3075.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1231 Running Oak Ln, Winter Garden, FL 34787
  • /2

    $725,000 Sold May 13, 2025

    12655 Dallington Terrace, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,630 Sq Ft
    • Built 2007

    Last Sold Summary

    • $276/SF
    • 2 Days On Market

    Current Estimated Value $728,831

    Last Listing Agent Ashlen Hayward THE AGENCY FL

    12655 Dallington Terrace, Winter Garden, FL 34787
    • /2

      Est $637,542 Not Listed For Sale

      10344 Atwater Bay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,909 Sq Ft
      • Built 2018
      10344 Atwater Bay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $223/SF
      • 165 Days On Market
      • Last Sold Price $650,000
      • Sep 23, 2024

      Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

  • /16

    $818,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,542 Sq Ft

    Erie Plan at Northlake at Ovation - Estate, Winter Garden, FL 34787

    The Erie is a one-story home offering four bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept design connects the kitchen, dining, and family rooms, creating a spacious and inviting living area. A private primary suite provides comfort and privacy, while the efficient layout supports easy living and entertaining. Modern finishes, abundant natural light, and

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36646144, Winter Garden, FL 34787
  • /31

    $4,500 per month

    • 4 Beds
    • 4.5 Baths
    • 3,377 Sq Ft
    • House for Rent

    15713 Sweet Limetta Dr, Winter Garden, FL 34787

    Welcome to this sophisticated, modern and elegant two-story home, in the beautiful neighborhood of Summerlake Groves in the Horizon West area. On a fenced corner lot, this 3,377-square-foot home offers an open concept living space with an abundance of natural lighting. As you enter through the front door, you are greeted with gorgeous tile floors and direct views of the backyard. The gourmet

    Llin Lu PREMIER SOTHEBYS INT'L REALTY

    15713 Sweet Limetta Dr, Winter Garden, FL 34787
  • /2

    $750,000 Sold Dec 19, 2025

    15242 Heron Hideaway Cir, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 4,247 Sq Ft
    • Built 2012

    Last Sold Summary

    • 12% Below List Price
    • $177/SF
    • 155 Days On Market

    Current Estimated Value $766,237

    Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

    15242 Heron Hideaway Cir, Winter Garden, FL 34787
    • /2

      Est $1,479,718 Not Listed For Sale

      10151 Savannah Ridge Ln, Winter Garden, FL 34787

      10151 Savannah Ridge Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • 205 Days On Market
      • Last Sold Price $1,500,000
      • Apr 14, 2025

      Last Listing Agent Angela Rose PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /40

    $690,900 Pending

    • 5 Beds
    • 4.5 Baths
    • 2,908 Sq Ft

    15026 Summer Harvest St, Winter Garden, FL 34787

    Under contract-accepting backup offers. Rare opportunity in Horizon West! This 2024-built home features 5 bedrooms, 4.5 bathrooms, and approximately 2,900+ sq ft of living space with a modern open-concept design, high ceilings, and abundant natural light. A standout feature is the private suite with a separate entrance, including its own bedroom, bathroom, and kitchenette—ideal for guest use,

    Keyla Chirinos Sivira AROD PARTNERS REALTY

    15026 Summer Harvest St, Winter Garden, FL 34787
  • /20

    $4,278 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787

    The advertised rate of $4,278/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 27, 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

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
  • /2

    $524,900 Sold Jan 12, 2026

    14649 Old Thicket Trace, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,436 Sq Ft
    • Built 2006

    Last Sold Summary

    • $153/SF
    • 14 Days On Market

    Current Estimated Value $535,616

    Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    14649 Old Thicket Trace, Winter Garden, FL 34787
    • /23

      Est $827,541 Not Listed For Sale

      1021 Huntspoint St, Winter Garden, FL 34787

      • 3 Beds
      • 3.5 Baths
      • 2,373 Sq Ft
      • Built 2018
      1021 Huntspoint St, Winter Garden, FL 34787

      Last Sold Summary

      • 12% Above List Price
      • $312/SF
      • 52 Days On Market
      • Last Sold Price $740,000
      • Oct 25, 2023

      Last Listing Agent Catherine Lambert BHHS FLORIDA REALTY

Showing Results 361 - 400, Page 10 of 18

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