37,759

Winter Garden, FL Homes

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  • /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
  • /17

    $2,800 Per Month

    • 3 Beds
    • 1 Bath
    • 2,102 Sq Ft
    • House for Rent

    502 S Highland Ave, Winter Garden, FL 34787

    AVAILABLE NOW! Location, location, location*HISTORIC WINTER GARDEN. 3br/1bath mid-century single family home. Short walk or golf-cart ride to Plant Street. Completely remodeled.

    Arletis Delram NEW SOLUTIONS REALTY INC

    502 S Highland Ave, Winter Garden, FL 34787
  • /2

    $710,000

    Sold Jul 11, 2025

    7071 Spring Park Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,493 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Below List Price
    • $285/SF
    • 21 Days On Market

    Current Estimated Value $705,965

    Last Listing Agent Hanan Moussa MAZIAD PROPERTIES LLC

    7071 Spring Park Dr, Winter Garden, FL 34787
    • /52

      Est $499,472

      Not Listed For Sale

      16301 Pebble Bluff Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,014 Sq Ft
      • Built 2018
      16301 Pebble Bluff Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 20 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
  • /47

    $2,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft
    • House for Rent

    9451 Komika Ln, Winter Garden, FL 34787

    WELCOME HOME! This charming 3 bedroom 2 Bathroom home is nestled within Winter Garden's Horizon West desirable community Waterleigh. This home boasts Resort Style Living with multiple community pools, playgrounds, tennis court, beach volleyball, fishing pier, fitness centers and more! Come see this like new 2020 home! Beyond a functional entryway space the home flows into a luminous,

    9451 Komika Ln, Winter Garden, FL 34787
  • /2

    $699,500

    Sold Jun 01, 2026

    16167 Hampton Crossing Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 2,840 Sq Ft
    • Built 2017

    Last Sold Summary

    • $246/SF
    • 33 Days On Market

    Current Estimated Value $696,683

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    16167 Hampton Crossing Dr, Winter Garden, FL 34787
    • /2

      Est $534,985

      Not Listed For Sale

      8926 Bismarck Palm Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,052 Sq Ft
      • Built 2018
      8926 Bismarck Palm Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 139 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
  • /79

    $5,900 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,892 Sq Ft
    • House for Rent

    14612 Glade Hill Park Way, Winter Garden, FL 34787

    Pet Friendly! MOVE-IN READY TODAY! Luxury unfurnished home for rent in Winter Garden/Horizon West! It features 3 MASTER SUITES—one conveniently located on the first floor and two on the second— a rare and versatile layout ideal for multigenerational living. Designer upgrades are found throughout, and recessed lighting in every room creates a warm, bright, and inviting atmosphere from the moment

    Ashley Jimenez LA ROSA REALTY INTERNACIONAL L

    14612 Glade Hill Park Way, Winter Garden, FL 34787
  • /36

    $797,429

    Sold Oct 15, 2025

    12910 Harvest Rain Ave, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,837 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $281/SF
    • 36 Days On Market

    Taylor Morrison Harvest at Ovation

    12910 Harvest Rain Ave, Winter Garden, FL 34787
    • /45

      Est $539,569

      Not Listed For Sale

      8920 Bismarck Palm Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,052 Sq Ft
      • Built 2018
      8920 Bismarck Palm Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 53 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
  • /2

    $3,900 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,227 Sq Ft
    • House for Rent

    15602 Compass Rose St, Oakland, FL 34787

    15602 Compass Rose St, Oakland, FL 34787
  • /16

    $444,990

    Sold Sep 04, 2025

    15463 Bay Bridge St, Winter Garden, FL 34787

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

    Move in Ready Sold Summary

    • $263/SF
    • 13 Days On Market

    Current Estimated Value $434,398

    15463 Bay Bridge St, Winter Garden, FL 34787
    • /79

      Not Listed For Sale

      14501 Grove Resort Ave Unit 3307, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,396 Sq Ft
      • Built 2018
      14501 Grove Resort Ave Unit 3307, Winter Garden, FL 34787

      Last Sold Summary

      • 148 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
  • /45

    $3,200 Per Month

    • 4 Beds
    • 3 Baths
    • 1,845 Sq Ft
    • Townhouse for Rent

    6713 Marmalade Aly, Winter Garden, FL 34787

    VACANT – Contact owner/agent directly with questions. Beautiful 4BR/3BA townhome in sought-after Hamlin Reserve, just 12 miles from Disney. Features an open-concept layout, upgraded kitchen with stainless steel appliances, stone countertops, breakfast bar, and large pantry. First-floor private in-law suite with full bath. Enjoy a covered lanai, fenced courtyard patio, and detached garage with

    Ivelisse Gonzalez Almanzar, PA ALLIANCE REALTY ENTERPRISES INC

    6713 Marmalade Aly, Winter Garden, FL 34787
  • /2

    $484,000

    Sold Dec 01, 2025

    16073 Pebble Bluff Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Built 2018

    Last Sold Summary

    • 3% Below List Price
    • $287/SF
    • 24 Days On Market

    Current Estimated Value $484,782

    Last Listing Agent Regina Cruz KELLER WILLIAMS ELITE PARTNERS III REALTY

    16073 Pebble Bluff Loop, Winter Garden, FL 34787
    • /2

      Est $1,186,394

      Not Listed For Sale

      1049 Pawley Way, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,259 Sq Ft
      • Built 2016
      1049 Pawley Way, Winter Garden, FL 34787

      Last Sold Summary

      • 10 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
  • /16

    $1,595 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Great location! 2nd floor condo in Winter Garden

    36 Windtree Ln, Winter Garden, FL 34787

    Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, tile, and two assigned parking spaces. Rental application is $75 per lease holder that will run a credit check, criminal background, and a rental history. We also do verify income, so between the lease holders combined together will have to make three times the monthly rent

    36 Windtree Ln, Winter Garden, FL 34787
  • /2

    $1,195,000

    Sold Sep 12, 2025

    15576 Shorebird Ln, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,892 Sq Ft
    • Built 2020

    Last Sold Summary

    • 1% Below List Price
    • $307/SF
    • 2 Days On Market

    Current Estimated Value $1,239,242

    Last Listing Agent Eve Metlis WATSON REALTY CORP

    15576 Shorebird Ln, Winter Garden, FL 34787
    • /35

      Est $913,673

      Not Listed For Sale

      14523 Sunbridge Cir, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 4,205 Sq Ft
      • Built 2018
      14523 Sunbridge Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 1 Day 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
  • /34

    $3,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,612 Sq Ft
    • House for Rent

    7853 Iceland Gull St, Winter Garden, FL 34787

    Welcome to this beautiful home located in the highly sought-after Summerlake community in Winter Garden's vibrant Horizon West area. This spacious residence offers the perfect blend of comfort, style, and convenience, featuring an open-concept layout, generous living spaces, and a prime location just minutes from everything Central Florida is known for. Residents enjoy access to Summerlake's

    Jessica Otero KELLER WILLIAMS REALTY AT THE PARKS

    7853 Iceland Gull St, Winter Garden, FL 34787
  • /2

    $384,500

    Sold May 01, 2026

    7230 Duxbury Ln, Winter Garden, FL 34787

    • 2 Beds
    • 2.5 Baths
    • 1,456 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $264/SF
    • 4 Days On Market

    Current Estimated Value $392,971

    Last Listing Agent Emma Jones ORANGE SLICE PROPERTIES

    7230 Duxbury Ln, Winter Garden, FL 34787
    • /2

      Est $445,048

      Not Listed For Sale

      15404 Blackbead St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,725 Sq Ft
      • Built 2018
      15404 Blackbead St, Winter Garden, FL 34787

      Last Sold Summary

      • 151 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
  • /11

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • House for Rent

    10061 Bedtime Story Dr, Winter Garden, FL 34787

    WELCOME TO THE STUNNING UPSCALE COMMUNITY OF HORIZON WEST IN WINTER GARDEN! Discover this charming 3-bedroom, 2.5-bathroom home that wont stay on the market for long. The main level features a spacious, open-concept design perfect for modern living. The kitchen boasts elegant quartz countertops, a stainless steel refrigerator, a large island, and a stylish tiled backsplash. Step outside to enjoy

    10061 Bedtime Story Dr, Winter Garden, FL 34787
  • /2

    $637,060

    Sold Apr 15, 2026

    Unlisted Address

    • 4 Beds
    • 2.5 Baths
    • 2,743 Sq Ft
    • Built 2025

    Last Sold Summary

    • $232/SF

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

    Unlisted Address
    • /23

      Est $699,392

      Not Listed For Sale

      15624 Kinnow Mandarin Ln, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 2,834 Sq Ft
      • Built 2018
      15624 Kinnow Mandarin Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 6 Days On Market

  • /59

    $675,000

    $14K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,711 Sq Ft

    402 Egret Place Dr, Winter Garden, FL 34787

    Welcome to this beautifully designed ONE-STORY, 3 Car Garage, 4 Bedroom, 3 Bathroom Home offering 2,711 Sq Ft of bright, open living space on a desirable Corner Lot with a charming front porch, perfect for enjoying Florida living. From the moment you enter, you’re greeted by a flexible layout that truly fits any lifestyle, featuring a spacious Private Office and Formal Dining Room at the front of

    Denise Gregorie CLOCK TOWER REALTY

    402 Egret Place Dr, Winter Garden, FL 34787
  • /9

    $2,975 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft
    • Townhouse for Rent

    15212 Tribute Ovation Way, Winter Garden, FL 34787

    Welcome to 15212 Tribute Ovation Way in the highly sought-after Winter Garden area! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. Featuring an open-concept floor plan, spacious living areas, and modern finishes throughout, this home is ideal for both relaxing and entertaining. The kitchen boasts ample cabinet space, sleek

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    15212 Tribute Ovation Way, Winter Garden, FL 34787
  • /2

    $725,000

    Sold Oct 02, 2025

    7724 Purple Finch St, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,274 Sq Ft
    • Built 2016

    Last Sold Summary

    • $221/SF
    • 6 Days On Market

    Current Estimated Value $733,628

    Last Listing Agent Lee Goldberg COLDWELL BANKER REALTY

    7724 Purple Finch St, Winter Garden, FL 34787
    • /17

      Est $369,399

      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

      • 240 Days On Market

  • /30

    $444,975

    $80K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft

    107 Traditions Dr, Winter Garden, FL 34787

    You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Private / separate

    Rick Evans WATSON REALTY CORP

    107 Traditions Dr, Winter Garden, FL 34787
  • /12

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Southern Pines 2 bedroom 2 bath

    330 Southern Pecan Cir, Winter Garden, FL 34787

    LARGEST 2 BEDROOM CONDO WITH A SOLARIUM IN SOUTHERN PINES!!UPGRADED WITH GRANITE COUNTER TOPS, 9' CEILINGS, CROWN MOLDING & DECORATOR PAINT IN NEUTRAL COLOR. Amenities galore include pool/spa, tennis, volleyball, picnic area, car wash area, indoor racquetball, basketball, fitness & play area for the kids plus a clubhouse with a theater room, billiards and computer. Rent includes water/sewer and

    330 Southern Pecan Cir, Winter Garden, FL 34787
  • /2

    $465,000

    Sold Dec 02, 2025

    275 Virginia Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,004 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Below List Price
    • $232/SF
    • 8 Days On Market

    Current Estimated Value $485,119

    Last Listing Agent Laura Halbig DENIZ REALTY PARTNERS LLC

    275 Virginia Dr, Winter Garden, FL 34787
    • /2

      Est $617,932

      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

      • 101 Days On Market

Showing Results 401 - 440, Page 11 of 18

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