37,180

Winter Garden, FL Homes

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  • /3

    $772,990 New Construction

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

    Ellington Plan at Hamlin Meadows - 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 Hamlin Meadows St Unit 39127940, Winter Garden, FL
  • /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

    $605,000 Sold Nov 14, 2025

    14563 Bahama Swallow Blvd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,750 Sq Ft
    • Built 2012

    Last Sold Summary

    • 8% Below List Price
    • $220/SF
    • 157 Days On Market

    Current Estimated Value $603,660

    Last Listing Agent Wanda Woolfolk FONSECA WOOLFOLK REALTY LLC

    14563 Bahama Swallow Blvd, Winter Garden, FL 34787
    • /2

      Est $636,582 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

      Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

  • /8

    $509,990 New Construction

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

    Haines II End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

    The Haines II End Unit is a three-story townhome offering three bedrooms, three full bathrooms, one half bathroom, and a two-car garage. As an end unit, this home provides additional windows for enhanced natural light. Enjoy an open-concept main floor, private upper-level suites, and a flexible first-floor space perfect for a guest room or office. Thoughtful design details, abundant natural

    Ashton Woods Builder
    15501 Hamlin Park Dr Unit 36467723, 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

    $780,000 Sold Jun 12, 2025

    14027 Fairway Willow Ln, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,783 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 32 Days On Market

    Current Estimated Value $779,108

    Last Listing Agent Mark Raumaker SERHANT

    14027 Fairway Willow Ln, Winter Garden, FL 34787
    • /23

      Est $809,306 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

      • 9% Above List Price
      • $312/SF
      • 52 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Catherine Lambert BHHS FLORIDA REALTY

  • /2

    $895,620 Pending

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

    16137 Leyland Cypress Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    16137 Leyland Cypress Ln, Winter Garden, FL 34787
  • /58

    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft
    • Condo for Rent

    1500 Broken Oaks Dr Unit 25B, Winter Garden, FL 34787

    This beautifully refreshed corner-unit townhome in a gated Winter Garden community offers the perfect blend of space, comfort, and convenience with **3 bedrooms, 2.5 bathrooms, 1,450 sq ft of living space, and a full 2-car garage**. Inside, the home feels bright and modern thanks to **fresh new paint, brand new flooring, and brand new blinds throughout**, giving every room a clean, move-in-ready

    1500 Broken Oaks Dr Unit 25B, Winter Garden, FL 34787
  • /2

    $2,125,000 Sold Nov 24, 2025

    16098 Johns Lake Overlook Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 4,434 Sq Ft
    • Built 2015

    Last Sold Summary

    • 11% Below List Price
    • $479/SF
    • 92 Days On Market

    Current Estimated Value $2,107,339

    Last Listing Agent Debbie Sansing HAMLIN REALTY

    16098 Johns Lake Overlook Dr, Winter Garden, FL 34787
    • /31

      Est $543,073 Not Listed For Sale

      15275 Night Heron Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2017
      15275 Night Heron Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Above List Price
      • $247/SF
      • 94 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Cui Li RATIO REAL ESTATE, LLC

  • /67

    $850,000 Pending

    • 6 Beds
    • 4 Baths
    • 3,708 Sq Ft

    8124 Red Crossbill St, Winter Garden, FL 34787

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. ''Bundled service pricing available for buyers. Connect with the listing agent for details". Now available, this premium 6-bedroom, 4-bath executive home sits on one of the largest lots in the community at .29 acres and features a heated saltwater pool with screened enclosure, cascading waterfall feature,

    Juan Castro REDFIN CORPORATION

    8124 Red Crossbill St, Winter Garden, FL 34787
  • /17

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • House for Rent

    14531 Crested Plume Dr, Winter Garden, FL 34787

    Lovely and well-maintained home for rent in the desirable Watermark community in Winter Garden. Watermark has resort-like amenities that includes a pool with splash pad, playground, club house, fitness center, tennis court and nearby attractions such as Orange County National Golf Center and Disney Golf courses. This house was built by Meritage Homes and is well-known for their energy-efficient

    Karine Nascimento K REALTY

    14531 Crested Plume Dr, Winter Garden, FL 34787
  • /2

    $660,000 Sold Apr 21, 2025

    14657 Winter Stay Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,935 Sq Ft
    • Built 2018

    Last Sold Summary

    • 17% Below List Price
    • $225/SF
    • 55 Days On Market

    Current Estimated Value $725,437

    Last Listing Agent Huizi Li MULTI CHOICE REALTY LLC

    14657 Winter Stay Dr, Winter Garden, FL 34787
    • /33

      Est $340,696 Not Listed For Sale

      1508 Scarlet Oak Loop Unit C, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,699 Sq Ft
      • Built 2012
      1508 Scarlet Oak Loop Unit C, Winter Garden, FL 34787

      Last Sold Summary

      • 7% Below List Price
      • $215/SF
      • 58 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Erica Diaz HOMEVEST REALTY

  • /24

    $574,990 Pending

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

    17329 Beachgrass Aly, Winter Garden, FL 34787

    Under Construction. Discover this stunning new construction home located at 17329 Beachgrass Alley in Winter Garden! This impressive home offers 4 bedrooms, 3 full bathrooms, a 12'4" x 11'4" lanai, a loft, a rear-load 2-car garage, and so much more. This thoughtfully designed home showcases an open-concept living space that seamlessly connects the main living areas, creating an ideal environment

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    17329 Beachgrass Aly, Winter Garden, FL 34787
  • /45

    $3,258 per month

    • 4 Beds
    • 2.5 Baths
    • 2,441 Sq Ft
    • Condo for Rent

    15098 Lebeau Loop Unit House, Winter Garden, FL 34787

    Spacious 4-bedroom, 2.5-bath single family home in Winter Garden, FL — built in 2021. Water, electric, trash, recycling, and HOA are ALL INCLUDED in rent — a rare find in this market. 2,439 sq ft of modern living space with open floor plan.Community highlights:Beautiful community poolAcross the street from soccer field and playgroundDisney fireworks visible from

    15098 Lebeau Loop Unit House, Winter Garden, FL 34787
  • /2

    $552,500 Sold Aug 07, 2025

    8848 Bismarck Palm Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $269/SF
    • 87 Days On Market

    Current Estimated Value $555,166

    Last Listing Agent Jacquie Sosa EXP REALTY LLC

    8848 Bismarck Palm Dr, Winter Garden, FL 34787
    • /42

      Est $541,660 Not Listed For Sale

      10287 Memoir Ave, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2018
      10287 Memoir Ave, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Above List Price
      • $249/SF
      • 36 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Lynn Roeder REAL LIVING R E SOLUTIONS

  • /79

    $869,900

    • 4 Beds
    • 3.5 Baths
    • 2,799 Sq Ft

    15672 Shorebird Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living

    Helen Thompson RE/MAX SELECT GROUP

    15672 Shorebird Ln, Winter Garden, FL 34787
  • /49

    $3,800 per month

    • 6 Beds
    • 3.5 Baths
    • 3,862 Sq Ft
    • House for Rent

    2262 Romanum Dr, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Winter Garden, Florida! This beautifully maintained 6 -bedrooms, 3-bathrooms residence in the Alexander Ridge community offers the perfect blend of comfort, style, and modern living. Step inside to an inviting open-concept floor plan filled with natural light and thoughtful upgrades. The spacious living area. The kitchen is a chef’s dream with stainless

    Claudia Montes LPT REALTY, LLC

    2262 Romanum Dr, Winter Garden, FL 34787
  • /2

    $525,000 Sold Sep 30, 2025

    15240 Chapter Way, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $210/SF
    • 29 Days On Market

    Current Estimated Value $528,761

    Last Listing Agent Erika Gao RC GROUP REALTY LLC

    15240 Chapter Way, Winter Garden, FL 34787
    • /26

      Est $621,369 Not Listed For Sale

      14605 Bahama Swallow Blvd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,828 Sq Ft
      • Built 2012
      14605 Bahama Swallow Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $223/SF
      • 6 Days On Market

      Last Sold Price $630,000

      Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  • /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
  • /2

    $1,506 per month

    • 2 Beds
    • 2 Baths
    • 814 Sq Ft
    • Townhouse for Rent

    1006 Stucki Terrace, Winter Garden, FL 34787

    Great Location near downtown Winter Garden and Aldis.

    Jeanette Schutz ANTICA DEVELOPMENT

    1006 Stucki Terrace, Winter Garden, FL 34787
  • /2

    $695,000 Sold Apr 30, 2025

    342 Lake Amberleigh Dr, Winter Garden, FL 34787

    • 5 Beds
    • 2.5 Baths
    • 3,239 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 4 Days On Market

    Current Estimated Value $704,088

    Last Listing Agent Chad Williams OLYMPUS EXECUTIVE REALTY INC

    342 Lake Amberleigh Dr, Winter Garden, FL 34787
    • /40

      Est $569,017 Not Listed For Sale

      15355 Murcott Harvest Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,916 Sq Ft
      • Built 2018
      15355 Murcott Harvest Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $287/SF
      • 49 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Xavier Salcedo REAL BROKER, LLC

  • /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
  • /21

    $2,995 per month

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    752 Citrus Cove Dr, Winter Garden, FL 34787

    Spacious 4 Bedroom / 3 Bathroom home situated on a large lot with a 2-car garage. This well-designed floor plan features two master bedrooms, ideal for multi-generational living or added privacy. The home offers a welcoming living room with a fireplace, a dedicated dining area, and a large kitchen designed for everyday comfort and functionality. The kitchen comes fully equipped with appliances

    Tina Lopez LEGENDS REALTY

    752 Citrus Cove Dr, Winter Garden, FL 34787
  • /2

    $310,000 Sold Jul 28, 2025

    1552 Broken Oak Dr Unit B, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft
    • Built 2007

    Last Sold Summary

    • 15% Below List Price
    • $201/SF
    • 115 Days On Market

    Current Estimated Value $309,528

    Last Listing Agent Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

    1552 Broken Oak Dr Unit B, Winter Garden, FL 34787
    • /2

      Est $515,065 Not Listed For Sale

      7224 Desert Mandarin St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,657 Sq Ft
      • Built 2017
      7224 Desert Mandarin St, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $326/SF
      • 6 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Ben Laube EXP REALTY LLC

  • /44

    $2,299,990 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,988 Sq Ft

    17426 Glossy Pomelo Way, Winter Garden, FL 34787

    Discover this stunning new construction home located at 17426 Glossy Pomelo Way Winter Garden, built by M/I Homes. This impressive 4,988 square foot home features 5 bedrooms and 5 bathrooms, with the owner's bedroom conveniently located upstairs. Key features of this exceptional home include: Spacious open-concept living space perfect for entertaining 5 generously sized bedrooms providing ample

    M/I Homes Builder
    17426 Glossy Pomelo Way, Winter Garden, FL 34787
  • /37

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,793 Sq Ft
    • Townhouse for Rent

    1276 Priory Cir, Winter Garden, FL 34787

    Beautiful townhome located in the desirable Westbrook at Stoneybrook West community. This spacious corner unit offers lovely garden views and impressive upgrades throughout, including luxury vinyl flooring and a modern kitchen featuring granite countertops, 36” wood cabinets, stainless steel appliances (refrigerator, dishwasher, and range), and a large pantry closet.The primary bedroom is

    Caroline Perotti BELLA VIEW REALTY LLC

    1276 Priory Cir, Winter Garden, FL 34787
  • /2

    $469,990 Sold Mar 20, 2025

    15393 Burgtheater Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,835 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $256/SF
    • 89 Days On Market

    Current Estimated Value $463,197

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15393 Burgtheater Dr, Winter Garden, FL 34787
    • /30

      Est $580,735 Not Listed For Sale

      9227 Cut Shot Dr, Winter Garden, FL 34787

      • 5 Beds
      • 3 Baths
      • 2,638 Sq Ft
      • Built 2018
      9227 Cut Shot Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 6% Above List Price
      • $208/SF
      • 29 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Dan Li EAST PEARL REALTY

  • /34

    $570,990 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
  • /20

    $2,800 per month

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

    15523 Bay Bridge St, Winter Garden, FL 34787

    This newly constructed townhome features 3 bedrooms, 2.5 bathrooms, and a 2-car garage. The main level includes an open-concept layout with a kitchen equipped with ample counter space, cabinet storage, and additional pantry/storage areas. The adjacent living and dining spaces receive natural light from multiple windows.The upper level contains the primary bedroom with an attached full

    Mayco Sampaio WEBB FLORIDA REALTY LLC

    15523 Bay Bridge St, Winter Garden, FL 34787
  • /2

    $539,000 Sold Aug 14, 2025

    218 Black Springs Ln, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $241/SF
    • 7 Days On Market

    Current Estimated Value $536,425

    Last Listing Agent Theresa Sau CENTURY 21 CARIOTI

    218 Black Springs Ln, Winter Garden, FL 34787
    • /2

      Est $710,186 Not Listed For Sale

      15512 Fountain Cove Ct, Winter Garden, FL 34787

      • 5 Beds
      • 3.5 Baths
      • 3,227 Sq Ft
      • Built 2017
      15512 Fountain Cove Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Above List Price
      • $212/SF
      • 33 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Gail Higley RE/MAX SELECT GROUP

Showing Results 521 - 560, Page 14 of 18

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