37,760

Winter Garden, FL Homes

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  • /48

    $899,990

    $45K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,710 Sq Ft

    14327 Wabasso Loop, Winter Garden, FL 34787

    Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and

    Stephanie Li KARDOSH REALTY

    14327 Wabasso Loop, Winter Garden, FL 34787
  • /26

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    80 Windtree Ln Unit J203, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room

    Brian Lemay ROMAN REALTY GROUP, LLC

    80 Windtree Ln Unit J203, 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 $492,030

    15429 Hamlin Park Dr, Winter Garden, FL 34787
    • /2

      Est $567,782

      Not Listed For Sale

      9250 Cut Shot Dr, Winter Garden, FL 34787

      • 5 Beds
      • 3 Baths
      • 2,461 Sq Ft
      • Built 2018
      9250 Cut Shot Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 144 Days On Market

  • /41

    $645,000

    $54K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,742 Sq Ft

    5139 Lake Hamlin Trail, Winter Garden, FL 34787

    The property boasts a prime location with convenient access to SR 429 and Avalon Road, providing easy connectivity to Horizon West and downtown Winter Garden. The surrounding area continues to experience rapid growth, bringing an exciting mix of new restaurants, entertainment options, and highly rated public and private schools.Whether you are looking for a home that perfectly blends comfort,

    Chun Cai SPRING REALTY ONE LLC

    5139 Lake Hamlin Trail, Winter Garden, FL 34787
  • /24

    $2,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,755 Sq Ft
    • House for Rent

    10672 Words Dr, Winter Garden, FL 34787

    Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your home

    10672 Words Dr, Winter Garden, FL 34787
  • /2

    $3,470,000

    Sold Mar 12, 2026

    521 N Pollard St, Winter Garden, FL 34787

    • 5 Beds
    • 5.5 Baths
    • 4,808 Sq Ft
    • Built 2026

    Last Sold Summary

    • 35% Above List Price
    • $722/SF

    Current Estimated Value $906,000

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

    521 N Pollard St, Winter Garden, FL 34787
    • /2

      Est $739,117

      Not Listed For Sale

      14891 Winter Stay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,662 Sq Ft
      • Built 2018
      14891 Winter Stay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 128 Days On Market

  • /22

    $225,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft

    1040 Maxey Dr, Winter Garden, FL 34787

    Some properties check a box. This one opens a door.This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It's a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow

    Phat Nguyen LPT REALTY, LLC

    1040 Maxey Dr, Winter Garden, FL 34787
  • /30

    $3,150 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Townhouse for Rent

    15489 Hamlin Park Dr, Winter Garden, FL 34787

    Don’t miss the chance to call this BRAND-NEW luxury townhome in Parkview at Hamlin your home! This Haines II, stunning 3-bedroom, 2.5-bathroom, 3-story townhome in the highly desirable Parkview at Hamlin community of Winter Garden was just completed and never lived in. Inside, you’ll find a thoughtfully designed floor plan with three private suites, including a first-floor guest suite and a

    Shane Jordan COLDWELL BANKER REALTY

    15489 Hamlin Park Dr, Winter Garden, FL 34787
  • /2

    $120,000

    Sold Sep 30, 2025

    416 Eron Way Unit 30, Winter Garden, FL 34787

    • 1 Bed
    • 1 Bath
    • 420 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $286/SF
    • 36 Days On Market

    Current Estimated Value $116,545

    Last Listing Agent David Dorman CENTURY 21 CARIOTI

    416 Eron Way Unit 30, Winter Garden, FL 34787
    • /31

      Est $835,625

      Not Listed For Sale

      876 Landrum Dr, Winter Garden, FL 34787

      • 3 Beds
      • 3.5 Baths
      • 2,485 Sq Ft
      • Built 2014
      876 Landrum Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 26 Days On Market

  • /13

    $765,990

    New Construction
    • 4 - 6 Beds
    • 3.5 - 5.5 Baths
    • 3,074 Sq Ft

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

    The Griffin II is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality.

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36459674, Winter Garden, FL 34787
  • /42

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Charming 3-Bed Townhouse Retreat in Winter Garden – Spacious Living with 2.5 Baths!

    10083 Salt Pt Dr, Winter Garden, FL 34787

    Experience refined living in this stunning two-story luxury townhome, perfectly situated in the prestigious Waterleigh Community of Winter Garden. This beautifully designed residence offers 3 spacious bedrooms and 2.5 baths, blending comfort, sophistication.Step inside to an inviting open-concept layout featuring a gourmet kitchen with generous prep space, and a seamless flow into the

    10083 Salt Pt Dr, Winter Garden, FL 34787
  • /2

    $675,000

    Sold Jul 25, 2025

    16995 Tradewind Point, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,806 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $241/SF
    • 6 Days On Market

    Current Estimated Value $676,674

    Last Listing Agent Andrea Luna AGL BROKERAGE CORP

    16995 Tradewind Point, Winter Garden, FL 34787
    • /2

      Est $535,622

      Not Listed For Sale

      15162 Book Club Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2019
      15162 Book Club Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 202 Days On Market

  • /57

    $844,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,037 Sq Ft

    17434 Honeybell Tangelo Ct, Winter Garden, FL 34787

    Under Construction. Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for

    Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

    17434 Honeybell Tangelo Ct, Winter Garden, FL 34787
  • /38

    $5,995 Per Month

    • 4 Beds
    • 4 Baths
    • 2,225 Sq Ft
    • Townhouse for Rent

    64 N Park Ave, Winter Garden, FL 34787

    Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets,

    Steve Healy CORCORAN PREMIER REALTY

    64 N Park Ave, Winter Garden, FL 34787
  • /2

    $442,000

    Sold May 27, 2026

    9936 Golden Lagoon Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft
    • Built 2018

    Last Sold Summary

    • 7% Below List Price
    • $243/SF
    • 32 Days On Market

    Current Estimated Value $467,476

    Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES

    9936 Golden Lagoon Aly, Winter Garden, FL 34787
    • /76

      Est $731,009

      Not Listed For Sale

      1620 Highbanks Cir, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,775 Sq Ft
      • Built 2018
      1620 Highbanks Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 298 Days On Market

  • /19

    $1,075,990

    New Construction
    • 4 - 5 Beds
    • 4.5 - 5.5 Baths
    • 4,714 Sq Ft

    Lake Star Plan at Lake Star at Ovation - Lakefront Series, Winter Garden, FL 34787

    If you’re searching for a spacious, single-story home that offers 5 bedrooms, 4 baths, and a 3-car garage, the Lake Star is your perfect match! With 4,738 square feet of thoughtfully designed living space, this plan combines privacy, comfort, and versatility for today’s modern lifestyle.

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36477589, Winter Garden, FL 34787
  • /28

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft
    • Beautiful and Spacious 3 bedroom 2 bath Townhome With a Split Floor Plan in Winter Garden!

    14371 Braemar St, Oakland, FL 34787

    View the 360 Tour: Coming Soon! pn 07/02/2026! This modern residence offers comfortable living across two spacious stories. Boasting 3 bedrooms, 2.5 bathrooms, and 1,770 sq ft of thoughtfully designed space, this home is a testament to contemporary luxury.Step into the fully equipped kitchen, featuring pristine stainless steel appliances complemented by beautiful white

    14371 Braemar St, Oakland, FL 34787
  • /2

    $2,225,000

    Sold Jul 31, 2025

    16779 Broadwater Ave, Winter Garden, FL 34787

    • 7 Beds
    • 5.5 Baths
    • 6,289 Sq Ft
    • Built 2021

    Last Sold Summary

    • 11% Below List Price
    • $354/SF
    • 213 Days On Market

    Current Estimated Value $2,277,545

    Last Listing Agent Wendy Morris WENDY MORRIS REALTY

    16779 Broadwater Ave, Winter Garden, FL 34787
    • /2

      Est $812,273

      Not Listed For Sale

      15870 Citrus Grove Loop, Winter Garden, FL 34787

      • 4 Beds
      • 4 Baths
      • 3,074 Sq Ft
      • Built 2015
      15870 Citrus Grove Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 92 Days On Market

  • /39

    $725,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft

    17412 Honeybell Tangelo Ct, Winter Garden, FL 34787

    New Single-Story Home by RockWell Homes, now selling! The Hemingway Plan on Homesite #265. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a dining area, breakfast nook, and a 2-car garage. The inviting exterior includes a covered front porch and a covered backyard lanai, with

    RockWell Homes Builder
    17412 Honeybell Tangelo Ct, Winter Garden, FL 34787
  • /31

    $3,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,477 Sq Ft
    • House for Rent

    16137 Wind View Ln, Winter Garden, FL 34787

    Welcome to Waterleigh master planned community. This lovely home located within the peaceful Marina Bay section has a fenced yard, 2 car garage, no rear or across street neighbors. The Cleardon floorplan is very desirable for it's layout, loads of storage, 1st and 2nd floor ensuite bedrooms, 2nd floor bonus loft space, large covered front porch, balcony and rear screened porch. 2-car Garage is in

    leslie weeks IVRE ORLANDO

    16137 Wind View Ln, Winter Garden, FL 34787
  • /2

    $1,320,000

    Sold Feb 05, 2026

    624 Canopy Estates Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,627 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $364/SF
    • 76 Days On Market

    Current Estimated Value $1,312,644

    Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

    624 Canopy Estates Dr, Winter Garden, FL 34787
    • /47

      Est $937,301

      Not Listed For Sale

      14843 Winter Stay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,505 Sq Ft
      • Built 2018
      14843 Winter Stay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 22 Days On Market

  • /33

    $814,990

    New Construction
    • 5 - 6 Beds
    • 4.5 - 5.5 Baths
    • 3,542 Sq Ft

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

    The Duval II is a two-story home offering five bedrooms, four full bathrooms, one half bathroom, and a two-car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second-floor loft overlooks the family room below. The private second-floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36450434, Winter Garden, FL 34787
  • /20

    $2,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,914 Sq Ft
    • 7670_BOWERY_DRIVE

    7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787

    7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787
  • /2

    $476,000

    Sold Nov 07, 2025

    399 Millwood Place, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Above List Price
    • $281/SF
    • 6 Days On Market

    Current Estimated Value $481,730

    Last Listing Agent Mark Raumaker SERHANT

    399 Millwood Place, Winter Garden, FL 34787
    • /54

      Est $576,304

      Not Listed For Sale

      14043 Snowy Owl Ln, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,136 Sq Ft
      • Built 2016
      14043 Snowy Owl Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 73 Days On Market

  • /8

    $424,990

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

    18153 Cider Mill Ln, Winter Garden, FL 34787

    The property is located at 18153 Cider Mill Lane WINTER GARDEN FL 34787 priced at 419990, 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
    18153 Cider Mill Ln, Winter Garden, FL 34787
  • /100

    $12,950 Per Month

    • 5 Beds
    • 5 Baths
    • 4,038 Sq Ft
    • House for Rent

    16870 Sanctuary Dr, Winter Garden, FL 34787

    Experience elevated lakefront living in one of Winter Garden’s most desirable communities. This fully furnished luxury residence offers a rare combination of design, comfort, and lifestyle, perfectly positioned on a premium lakefront lot with one of the most breathtaking views in the area. Featuring 5 spacious bedrooms and 5 bathrooms, this home was thoughtfully designed with high-end custom

    Lino Cervino FORTUNE GLOBAL REALTY

    16870 Sanctuary Dr, Winter Garden, FL 34787
  • /2

    $375,000

    Sold Nov 20, 2025

    15471 Honeybell Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $237/SF
    • 90 Days On Market

    Current Estimated Value $379,040

    Last Listing Agent Ashley Porto GLASSTONE GROUP INC

    15471 Honeybell Dr, Winter Garden, FL 34787
    • /42

      Est $535,844

      Not Listed For Sale

      5608 Thomas Square Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,990 Sq Ft
      • Built 2018
      5608 Thomas Square Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 20 Days On Market

  • /96

    $514,900

    New Construction
    • 3 - 4 Beds
    • 2.5 Baths
    • 2,163+ Sq Ft

    Franklin Plan at Harvest at Ovation - Townhomes, Winter Garden, FL 34787

    Experience luxury living in this stunning new townhome by RockWell Homes, featuring 3 to 4 bedrooms, 2.5 to 3.5 bathrooms and 2-car garage. With a covered lanai, charming front porch, and private covered balcony, this home is designed for both relaxation and entertaining. The chef's kitchen is a highlight, featuring an island, upgraded solid surface flooring, and high-end stainless-steel

    RockWell Homes Builder
    15069 Summer Harvest St Unit 36901404, Winter Garden, FL 34787
  • /38

    $2,095 Per Month

    • 3 Beds
    • 3 Baths
    • 1,544 Sq Ft
    • Townhouse for Rent

    1535 Broken Oak Dr, Winter Garden, FL 34787

    ? STUNNING GATED TOWNHOME IN WINTER GARDEN – AVAILABLE NOW! ?Welcome home to this stylish 2-story, 3-bedroom, 2.5-bathroom townhome featuring an attached 2-car garage. Tucked inside the highly desirable, gated community of Tucker Oaks in the heart of Winter Garden, this home offers 1,544 sq. ft. of bright, open living space designed for easy everyday living and effortless

    1535 Broken Oak Dr, Winter Garden, FL 34787
  • /2

    $830,000

    Sold Sep 12, 2025

    13175 Telsen St Unit 40, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,719 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Above List Price
    • $223/SF
    • 25 Days On Market

    Current Estimated Value $847,172

    Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

    13175 Telsen St Unit 40, Winter Garden, FL 34787
    • /55

      Est $518,397

      Not Listed For Sale

      10196 Storey Grove Way, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,030 Sq Ft
      • Built 2016
      10196 Storey Grove Way, Winter Garden, FL 34787

      Last Sold Summary

      • 4 Days On Market

Showing Results 241 - 280, Page 7 of 18

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