37,760

Winter Garden, FL Homes

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  • /8

    $437,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,635 Sq Ft

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

    The Regina 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 inviting space for everyday living. Upstairs, the private primary suite features a walk-in closet, accompanied by two additional bedrooms and a conveniently located laundry

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36453066, Winter Garden, FL 34787
  • /30

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Townhouse for Rent

    10126 Salt Point Dr, Winter Garden, FL 34787

    Welcome home to this beautiful, light-filled 3-bedroom, 2.5-bathroom corner-unit townhouse located at 10126 Salt Point Drive. Built in 2021, this modern home sits on a premium corner lot, offering extra privacy and an abundance of large windows that flood the entire space with natural light. Interior Highlights:Gourmet Kitchen: Features a massive central island, premium stainless steel

    Christopher Franqui PROPERTY OUTLET INTERNATIONAL

    10126 Salt Point Dr, Winter Garden, FL 34787
  • /2

    $408,000

    Sold Nov 26, 2025

    6572 Calamondin Dr, Winter Garden, FL 34787

    • 3 Beds
    • 3 Baths
    • 1,908 Sq Ft
    • Built 2018

    Last Sold Summary

    • 9% Below List Price
    • $214/SF
    • 82 Days On Market

    Current Estimated Value $424,581

    Last Listing Agent Matt Mobley CENTURY 21 HANCOCK

    6572 Calamondin Dr, Winter Garden, FL 34787
    • /2

      Est $434,523

      Not Listed For Sale

      11091 Suspense Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 2017
      11091 Suspense Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 81 Days On Market

  • /37

    $782,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,291 Sq Ft

    Tidewater With Bonus Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

    The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,289 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37162284, Winter Garden, FL
  • /30

    $2,695 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,609 Sq Ft
    • Townhouse for Rent

    6561 Calamondin Dr, Winter Garden, FL 34787

    Luxury townhouse in Winter Garden. This townhouse offers a gorgeous kitchen with granite countertops and stainless steel appliances. Open Floorplan tile in all common areas. Private patio leads to a double car garage. Washer and dryer included! This community offers expansive walking trails, parks, playground, community pool and club house. Central to shopping, restaurants, schools, parks, major

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    6561 Calamondin Dr, Winter Garden, FL 34787
  • /2

    $595,000

    Sold Jan 06, 2026

    14012 Peach Orchard Way, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,516 Sq Ft
    • Built 2016

    Last Sold Summary

    • $236/SF
    • 5 Days On Market

    Current Estimated Value $599,618

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    14012 Peach Orchard Way, Winter Garden, FL 34787
    • /19

      Est $449,640

      Not Listed For Sale

      15492 Blackbead St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,762 Sq Ft
      • Built 2018
      15492 Blackbead St, Winter Garden, FL 34787

      Last Sold Summary

      • 10 Days On Market

  • /79

    $735,900

    New Construction
    • 4 Beds
    • 2.5 - 3.5 Baths
    • 2,889+ Sq Ft

    Eliot Plan at Northlake at Ovation, Winter Garden, FL 34787

    Luxurious New Home by RockWell Homes, Now Selling! Welcome to the Eliot design, a thoughtfully crafted home offering a balance of comfort, style, and flexibility. This popular floorplan includes 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious loft, with multiple structural options available to personalize the layout. The exterior design enhances curb appeal and functionality, featuring a covered

    RockWell Homes Builder
    17551 Lake Star Rd Unit 36901640, Winter Garden, FL 34787
  • /19

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,753 Sq Ft
    • House for Rent

    203 S Main St, Winter Garden, FL 34787

    2 Bedroom Single Family Home in Wintergarden! Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted. The deposit amount is based upon the application results. Pets: OK- SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,699.00 for the first 4 months, $2,850.00 for the

    Jay Myers ORLANDO REALTY & PROPERTY MGNT

    203 S Main St, Winter Garden, FL 34787
  • /2

    $595,000

    Sold Mar 31, 2026

    14430 Orchard Hills Blvd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,471 Sq Ft
    • Built 2016

    Last Sold Summary

    • $241/SF
    • 5 Days On Market

    Current Estimated Value $592,034

    Last Listing Agent Cari Fitzgerald REAL BROKER, LLC

    14430 Orchard Hills Blvd, Winter Garden, FL 34787
    • /54

      Est $711,926

      Not Listed For Sale

      14228 Colonial Pointe Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,894 Sq Ft
      • Built 2017
      14228 Colonial Pointe Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 47 Days On Market

  • /3

    $649,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    Anna Maria Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

    The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37123076, Winter Garden, FL
  • /25

    $1,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Townhouse for Rent

    1066 Dolphin Dr, Winter Garden, FL 34787

    Westside Townhomes 3BR 2BA over 1400 sq/ft. One bedroom and full bath downstairs. Spacious kitchen with ample counter space, combination living room/dining room. Upstairs are 2 bedrooms, a full bath and laundry room. Walk-n closet in upstairs front bedroom!! Washer and Dryer included "as-is" and to be maintained by tenant at tenant's expense. Screened in covered patio in back and FENCED YARD.

    Greg Mann BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    1066 Dolphin Dr, Winter Garden, FL 34787
  • /2

    $666,502

    Sold Mar 10, 2026

    17091 Haggerty Hollow Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,515 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $265/SF
    • 10 Days On Market

    Current Estimated Value $693,000

    Dream Finders Homes Hamlin Meadows - 40' Homesites

    17091 Haggerty Hollow Dr, Winter Garden, FL 34787
    • /2

      Est $635,145

      Not Listed For Sale

      10289 Spring Shores Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,840 Sq Ft
      • Built 2018
      10289 Spring Shores Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 153 Days On Market

  • /3

    $617,990

    New Construction $8K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    Anna Maria Plan at Hamlin Meadows - 50' Homesites, Winter Garden, FL

    The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

    Dream Finders Homes Builder
    0 Hamlin Meadows St Unit 39127934, Winter Garden, FL
  • /34

    $3,400 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,332 Sq Ft
    • House for Rent

    16337 Honey Harvest St, Winter Garden, FL 34787

    **TENANT OCCUPIED UNTIL JUN 05, 2026** This Taylor Morrison single-family home in Horizon West features 4 bedrooms, 3 full bathrooms, and 1 half bath, including a convenient guest suite on the first floor. All appliances are included for added convenience. The main level offers a private bedroom with a full bathroom featuring a walk-in shower and closet, along with a half bath. The spacious

    Ricardo Molina TALENT REALTY SOLUTIONS

    16337 Honey Harvest St, Winter Garden, FL 34787
  • /25

    $469,990

    Sold Mar 18, 2026

    17311 Beachgrass Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $311/SF
    • 6 Days On Market

    Current Estimated Value $462,000

    M/I Homes Lake Star at Ovation - Avenue Collection

    17311 Beachgrass Aly, Winter Garden, FL 34787
    • /2

      Est $610,368

      Not Listed For Sale

      5506 New Independence Pkwy, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,369 Sq Ft
      • Built 2013
      5506 New Independence Pkwy, Winter Garden, FL 34787

      Last Sold Summary

      • 17 Days On Market

  • /13

    $625,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,857+ Sq Ft

    Ashford Plan at Lake Star at Ovation - Cottage Collection, Winter Garden, FL 34787

    It's love at first sight when you first see the Ashford! With the inviting front porch, carriage-style garage doors, brick paver driveway and lead walk, this home is reminiscent of a simpler time! This single-story, 3 bedroom, 2 bathroom, 2-car garage home ranges from 1,857 - 1,912 square feet. Schedule your tour today!

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36487483, Winter Garden, FL 34787
  • /26

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft
    • Townhouse for Rent

    1122 Priory Cir, Winter Garden, FL 34787

    Beautiful Corner Townhome with Expansive Green Space in Stoneybrook West Welcome to this charming two-story corner townhome nestled in the highly desirable Stoneybrook West community. Surrounded by ample green space, this well-maintained residence offers the perfect blend of comfort, style, and functionality. Featuring 3 bedrooms, 2 full bathrooms, and 1 half bath, the home boasts a thoughtfully

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    1122 Priory Cir, Winter Garden, FL 34787
  • /2

    $2,775,000

    Sold Apr 27, 2026

    17737 Deer Isle Cir, Winter Garden, FL 34787

    • 5 Beds
    • 5 Baths
    • 4,886 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $568/SF
    • 32 Days On Market

    Current Estimated Value $2,821,829

    Last Listing Agent Candace Cassidy PREMIER SOTHEBY'S INTL. REALTY

    17737 Deer Isle Cir, Winter Garden, FL 34787
    • /2

      Est $650,002

      Not Listed For Sale

      753 Sandy Bar Dr, Winter Garden, FL 34787

      • 5 Beds
      • 2.5 Baths
      • 3,021 Sq Ft
      • Built 2016
      753 Sandy Bar Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /83

    $679,000

    $10K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    10187 Merrymeeting Bay Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to the highly sought-after Cresswell model in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and

    Chun Cai SPRING REALTY ONE LLC

    10187 Merrymeeting Bay Dr, Winter Garden, FL 34787
  • /23

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    13193 Calming Breeze Way, Winter Garden, FL 34787

    Experience modern living in the HARBOR end-unit townhome at Serenade at Ovation! This beautifully designed 3-bedroom, 2.5-bath home features a spacious open-concept layout ideal for everyday living and entertaining, with designer finishes already included. Located in the desirable Horizon West area, residents enjoy convenient access to top-rated schools, Downtown Winter Garden, major business

    Sheyla Fernandez Cardenas MELIN REALTY LLC

    13193 Calming Breeze Way, Winter Garden, FL 34787
  • /2

    $565,000

    Sold May 27, 2026

    15613 Porter Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,089 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $270/SF
    • 7 Days On Market

    Current Estimated Value $559,870

    Last Listing Agent Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

    15613 Porter Rd, Winter Garden, FL 34787
    • /47

      Est $882,228

      Not Listed For Sale

      1036 Kershaw Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,442 Sq Ft
      • Built 2018
      1036 Kershaw Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 32 Days On Market

  • /4

    Call for Price

    • Land
    • 300 Acres

    Old YMcA Rd, Winter Garden, FL 34787

    Mixed-Use Development Land Near Walt Disney World, Just Minutes Away From Every Main Attraction and Amenity Orlando Has to Offer!The Property is 300 net acres within the Disney World area 2,700 acre Panther Run development.Panther Run is going through approvals for 2 distinct Districts. The Residential District with 1,800 Single-Family units for both primary and active adult housing,

    Daryl Carter Maury L. Carter & Associates, Inc.

    Old YMcA Rd, Winter Garden, FL 34787
  • /24

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft
    • House for Rent

    247 Country Cottage Ln, Winter Garden, FL 34787

    Remodel Home for rent! This beautiful 4BR/2.5BA single-family home is located inside the gated community of Cobblestone. Features open floor plan, separate living room, dining/family combo, all located on 1st floor completely tile floors. All bedrooms are on the 2nd floor, including the laundry room, with luxury Vinyl floors. The master bedroom features a huge walk-in closet, dual sinks, and a

    Yoganand Ganeshram EXP REALTY LLC

    247 Country Cottage Ln, Winter Garden, FL 34787
  • /21

    $429,990

    Sold Sep 03, 2025

    9410 Bolshoi Aly, Winter Garden, FL 34787

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

    Move in Ready Sold Summary

    • $254/SF
    • 12 Days On Market

    Current Estimated Value $427,058

    9410 Bolshoi Aly, Winter Garden, FL 34787
    • /26

      Est $511,036

      Not Listed For Sale

      15019 Pigeon Plum Ln, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 2017
      15019 Pigeon Plum Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 0 Days On Market

  • /41

    $81,000

    • 1,152 Sq Ft

    14251 Vista Del Lago Blvd, Winter Garden, FL 34787

    Welcome to this charming 4-bedroom, 2-bath Palm Harbor home in the heart of Vista Del Lago, one of Central Florida's most sought-after all-ages communities! This move-in-ready residence features a spacious open-concept layout with a large living area perfect for both everyday living and entertaining, along with a comfortable primary suite offering a walk-in closet and an oversized secondary

    Stephanie Thompson USA Mobile & Manufactured Home Sales, LLC.

    14251 Vista Del Lago Blvd, Winter Garden, FL 34787
  • /10

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,506 Sq Ft
    • Townhouse for Rent

    5417 New Independence Pkwy, Winter Garden, FL 34787

    Beautiful 3-bedroom, 2.5-bath townhome located in the highly desirable Independence community in Winter Garden. This property features a spacious layout filled with natural light, perfect for comfortable family living.Conveniently located less than a mile from Hamlin Town Center, offering VIP cinemas, top-rated restaurants, family entertainment, mini golf, and more.Enjoy quick access to

    Fausto Correa AGENT TRUST REALTY CORPORATION

    5417 New Independence Pkwy, Winter Garden, FL 34787
  • /2

    $535,999

    Sold Jul 03, 2025

    13054 Serene Glade Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $258/SF
    • 470 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    13054 Serene Glade Rd, Winter Garden, FL 34787
    • /2

      Est $494,994

      Not Listed For Sale

      9624 Woodcrane Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,904 Sq Ft
      • Built 2017
      9624 Woodcrane Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /49

    $239,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 3215, Winter Garden, FL 34787

    Welcome to Grove Resort! Located on the second floor of Building 3, this unit is your launchpad for unforgettable Central Florida adventures. This fully furnished, two-bedroom, two-bathroom condo offers fantastic pond views and easy access to the main resort pool area. This property is perfectly positioned for both vacation home buyers and savvy investors. As a buyer, you'll love the resort-style

    Dan Palmer TEAM DONOVAN

    14501 Grove Resort Ave Unit 3215, Winter Garden, FL 34787
  • /14

    $3,200 Per Month

    • 3 Beds
    • 2 Baths
    • 936 Sq Ft
    • House for Rent

    18001 Phil C Peters Rd, Winter Garden, FL 34787

    Rare Opportunity to live on a 2.5 Acres property by Avalon rural community near Horizon West. Bring your horse!Enjoy the best of both worlds: close to shopping, dining, and major roadways, yet offering the peace and privacy of rural living. The property is surrounded by mature trees and provides ample space for farm animals, gardening, or outdoor recreation.The home features three

    Xuan Zhang AAA GLOBAL VENTURES PA

    18001 Phil C Peters Rd, Winter Garden, FL 34787
  • /2

    $899,000

    Sold Nov 26, 2025

    5115 Citrus Leaf Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,453 Sq Ft
    • Built 2025

    Last Sold Summary

    • $260/SF

    Current Estimated Value $911,572

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

    5115 Citrus Leaf Blvd, Winter Garden, FL 34787
    • /2

      Est $486,818

      Not Listed For Sale

      14531 Golden Harbor Ln, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,060 Sq Ft
      • Built 2018
      14531 Golden Harbor Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 79 Days On Market

Showing Results 561 - 600, Page 15 of 18

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