37,947

Winter Garden, FL Homes

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  • /58

    $1,219,000

    Pending
    • 5 Beds
    • 4 Baths
    • 3,505 Sq Ft

    15838 Citrus Grove Loop, Winter Garden, FL 34787

    Welcome to luxury lakefront living in the gated community of Hickory Hammock at Johns Lake. Situated on an oversized homesite overlooking beautiful Lake Burnett, this exceptional 5-bedroom, 4-bathroom home with a 3-car garage and resort-style pool offers the perfect blend of elegance, comfort, and modern updates. From the moment you step inside, you'll be captivated by the rich hardwood floors

    Steve Glose PREFERRED REAL ESTATE BROKERS

    15838 Citrus Grove Loop, Winter Garden, FL 34787
  • /18

    $2,700 Per Month

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

    13291 Peaceful Melody Dr, Winter Garden, FL 34787

    Virtually Staged. Under Construction. Welcome home to this bright and comfortable 3 bed 2 bath end unit townhome in the highly desirable Serenade at Ovation community, right in the heart of Horizon West. This home is designed for practical, everyday living, with all three bedrooms located upstairs to keep your main living spaces open and uncluttered. The ground floor features luxury vinyl plank

    Alan Martin FRONTLINE FLORIDA REALTY, INC.

    13291 Peaceful Melody Dr, Winter Garden, FL 34787
  • /2

    $493,797

    Sold May 20, 2026

    17732 Porter Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,729 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Above List Price
    • $286/SF
    • 7 Days On Market

    Dream Finders Homes Hamlin Meadows - Townhomes

    17732 Porter Rd, Winter Garden, FL 34787
    • /2

      Est $342,068

      Not Listed For Sale

      1468 Scarlet Oak Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,592 Sq Ft
      • Built 2013
      1468 Scarlet Oak Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 81 Days On Market

  • /41

    $488,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    14610 Seton Creek Blvd, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full

    Morgan Coleman CROSS KEYS REALTY, INC.

    14610 Seton Creek Blvd, Winter Garden, FL 34787
  • /34

    $2,725 Per Month

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

    15609 Water Spring Blvd, Winter Garden, FL 34787

    Welcome to your dream home in the highly sought-after, master-planned community of Storey Grove, perfectly located just minutes from Downtown Winter Garden. This beautifully maintained 3-bedroom, 2.5-bath townhome with a 2-car garage offers the ideal blend of comfort, convenience, and resort-style living. Enjoy being close to world-class theme parks, top-rated dining, boutique shopping, local

    15609 Water Spring Blvd, Winter Garden, FL 34787
  • /2

    $250,000

    Sold Sep 29, 2025

    976 Stucki Terrace, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Above List Price
    • $206/SF
    • 7 Days On Market

    Current Estimated Value $239,460

    Last Listing Agent Jonathan Speagle DALTON WADE INC

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

      Est $397,022

      Not Listed For Sale

      5838 Cypress Hill Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 2018
      5838 Cypress Hill Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 11 Days On Market

  • /11

    $513,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,803+ Sq Ft

    Baldwin Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

    It’s love at first sight with this 1,602 square foot plan, offering 3 bedrooms, 2 1⁄2 baths, and an alley-loaded garage. Best of all this home is 100% Energy Star 3.1 certifies which means it will save you on the recurring utility costs of owning a home. Some of the energy saving features include Core Fill insulation in the block walls, R-38 ceiling insulation, Radiant Roof Barrier, Low-E double

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36481413, Winter Garden, FL 34787
  • /28

    $3,100 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    15167 Newtonia St, Winter Garden, FL 34787

    Beautiful 2021 Bungalow-style home featuring 4 bedrooms, 3 bathrooms, and a 2-car garage. Designed with a functional and inviting floor plan, this newer home offers comfortable living spaces and timeless bungalow-inspired architecture. Built in 2021, it combines modern construction with thoughtful design, making it an excellent opportunity in the highly desirable Winter Garden area. Don't miss

    Ana Sampaio Pereira Willeman FLORIDA CONNEXION PROPERTIES

    15167 Newtonia St, Winter Garden, FL 34787
  • /2

    $105,000

    Sold Feb 12, 2026

    1351 Avalon Rd, Winter Garden, FL 34787

    • Land
    • 13,503 Sq Ft
    • $338,710 per Acre

    Last Sold Summary

    • 10 Days On Market

    Current Estimated Value $127,000

    Last Listing Agent Deborah Chapman, LLC EXP REALTY LLC

    1351 Avalon Rd, Winter Garden, FL 34787
    • /67

      Est $1,306,364

      Not Listed For Sale

      10345 Atwater Bay Dr, Winter Garden, FL 34787

      • 5 Beds
      • 3.5 Baths
      • 3,911 Sq Ft
      • Built 2018
      10345 Atwater Bay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 3 Days On Market

  • /3

    $779,990

    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
  • /21

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • Condo for Rent

    302 Avalon Rd Unit 302, Winter Garden, FL 34787

    This generously sized condo offers a perfect blend of comfort, convenience, and resort-style amenities. Featuring two large bedrooms and two full bathrooms, this unit is ideal for those seeking space, privacy, and modern living.The primary suite includes its own private, covered patio, perfect for enjoying quiet mornings or relaxing evenings. Inside, you'll find a walk-in closet, a

    302 Avalon Rd Unit 302, 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 $702,803

    Last Listing Agent Greg Traub COMPLETE FLORIDA REALTY LLC

    16144 Parkwyn St, Winter Garden, FL 34787
    • /2

      Est $590,729

      Not Listed For Sale

      14401 Black Lake Preserve St, Winter Garden, FL 34787

      • 5 Beds
      • 2.5 Baths
      • 2,511 Sq Ft
      • Built 2018
      14401 Black Lake Preserve St, Winter Garden, FL 34787

      Last Sold Summary

      • 159 Days On Market

  • /28

    $900,000

    • 6 Beds
    • 6 Baths
    • 2,876 Sq Ft

    402 E Maple St, Winter Garden, FL 34787

    Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected

    David Dorman CENTURY 21 CARIOTI

    402 E Maple St, Winter Garden, FL 34787
  • /20

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 738 Sq Ft
    • Condo for Rent

    234 Southern Pecan Cir Unit 202, Winter Garden, FL 34787

    Charming 1-bedroom, 1-bathroom apartment with a private 1-car garage, ideally located just minutes from the heart of Downtown Winter Garden. This inviting home features a functional layout, a private garage for convenient parking and additional storage, and an unbeatable location in one of Central Florida's most desirable communities. Enjoy being just minutes from local restaurants, coffee shops,

    Michele Saenz NOVA REAL ESTATE SERVICES INC

    234 Southern Pecan Cir Unit 202, 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 $274,453

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    135 E Story Rd, Winter Garden, FL 34787
    • /52

      Est $500,279

      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

  • /31

    $340,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,699 Sq Ft

    15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787

    Wow! Winter Garden Corner unit located in the gated community of Tucker Oaks in sought-after Winter Garden, this beautifully upgraded condo-townhome style offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms. This stunning home offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy

    Ali Mazahaem Flores THE SIMON SIMAAN GROUP

    15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787
  • /33

    $3,800 Per Month

    • 4 Beds
    • 3 Baths
    • 2,088 Sq Ft
    • House for Rent

    16848 Hamlin Vis Aly, Winter Garden, FL 34787

    Come view this newly built 4-bed, 3-bath home in the Hamlin community of Winter Garden! Inside, you'll find a well-designed floor plan with stylish finishes, neutral tones, beautiful flooring, and plenty of natural light. The sleek kitchen features top-of-the-line appliances, quartz countertops, beautiful herringbone backsplash with accent lighting, ample cabinetry, and a large island.

    16848 Hamlin Vis Aly, Winter Garden, FL 34787
  • /2

    $1,039,060

    Sold Jun 05, 2026

    318 Crystal Wood Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,643 Sq Ft
    • Built 2026

    Last Sold Summary

    • $285/SF

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

    318 Crystal Wood Dr, Winter Garden, FL 34787
    • /2

      Est $516,176

      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

  • /64

    $1,095,000

    • 6 Beds
    • 5 Baths
    • 4,693 Sq Ft

    427 Egret Place Dr, Oakland, FL 34787

    Tucked inside sought-after Johns Lake Pointe, this impeccably maintained 6-bedroom, 5-bathroom, pool home offers 4,693 square feet of thoughtfully designed living space where style, comfort, and exceptional entertaining come together. With a versatile floor plan that includes a first-floor Primary suite, and additional Primary suite upstairs, expansive gathering spaces, and standout rooms for

    Cheryl Gritzer CLOCK TOWER REALTY

    427 Egret Place Dr, Oakland, FL 34787
  • /17

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,451 Sq Ft
    • Property for Rent

    Unlisted Address

    Located in the highly desirable Waterleigh community, this charming townhome offers 3 bedrooms and 2.5 baths with a functional and modern layout. The first floor features an open-concept design with a spacious dining and family room area flowing into a well-appointed kitchen with stainless steel appliances, granite countertops, 42” cabinets, and modern lighting. A convenient half bath and a large

    Claudia Estrada WRA BUSINESS & REAL ESTATE

    Unlisted Address
  • /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 $547,764

    16418 Silver Brook Way, Winter Garden, FL 34787
    • /45

      Est $523,285

      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

  • /61

    $658,000

    $41K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 2,782 Sq Ft

    17379 Channel Way, Winter Garden, FL 34787

    Under contract-accepting backup offers. Just remolded!!!Large 4-bedroom home + 2 large Bonus rooms. This 2782sf 7-year-old home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #2 and 3, and with a full bath. The first floor is gorgeous tile from the front

    Chun Cai SPRING REALTY ONE LLC

    17379 Channel Way, Winter Garden, FL 34787
  • /23

    $2,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,914 Sq Ft
    • Townhouse for Rent

    7670 Bowery Dr, Winter Garden, FL 34787

    7670 Bowery Dr, Winter Garden, FL 34787
  • /2

    $1,275,000

    Sold Jun 23, 2026

    15200 Lake Claire Overlook Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,904 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $327/SF
    • 17 Days On Market

    Current Estimated Value $1,303,409

    Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

    15200 Lake Claire Overlook Dr, 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

  • /50

    $750,000

    Pending
    • 5 Beds
    • 4 Baths
    • 3,011 Sq Ft

    2006 Wintermere Pointe Dr, Winter Garden, FL 34787

    Virtually Staged. Tucked away on a cul-de-sac within the gated community of Wintermere Pointe, this spacious 5-bedroom, 4-bath pool home is situated on an oversized homesite of more than 1/4 acre with a beautiful wooded backdrop. The private backyard provides an inviting setting for outdoor living, featuring a screened pool and patio that create the perfect space for entertaining or simply

    David Dorman CENTURY 21 CARIOTI

    2006 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /36

    $2,750 Per Month

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

    7043 Twilight Bay Dr, Winter Garden, FL 34787

    Welcome home to the Mezzano community located in the desirable Horizon West area. This 1,845 sq. ft. townhome lease offers 3 bedrooms, 2.5 baths, first floor office and 2-car garage. Community amenities include community pool, cabana and dog park. Lease available beginning August 1, 2026 at $2,750/month. Located in the heart of Horizon West, you are minutes from the upscale shopping and dining at

    MaryJo Beasley CORCORAN CONNECT LLC

    7043 Twilight Bay 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 $553,009

    Last Listing Agent Lauren Graham COLDWELL BANKER HUBBARD HANSEN

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

      Est $1,192,183

      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

  • /79

    $849,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    15672 Shorebird Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Exceptional New Price! Experience Refined Florida Living in the Lowest Priced Pool Home in Lakeshore Preserve. Distinguished by its Tuscan elevation, stone accents, and Barrel Tile Roof, this 4-bedroom, 3.5-bath Toll Brothers built home offers timeless curb appeal and thoughtfully designed living spaces. Inside, soaring ceilings, crown molding, and

    Helen Thompson RE/MAX SELECT GROUP

    15672 Shorebird Ln, Winter Garden, FL 34787
  • /6

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Winter Garden Townhome

    13527 Daniels Landing Cir, Winter Garden, FL 34787

    Opportunity Awaits in Highly Sought-After Daniels Landing! Welcome to this charming 3-bedroom, 2.5-bath townhome offering comfort, convenience, and an unbeatable location. Perfect for homeowners or investors, this property is nestled in a well-maintained, gated community designed for easy living. Residents of Daniels Landing enjoy resort-style amenities, including a sparkling community pool,

    13527 Daniels Landing Cir, 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 $504,116

    5003 Railroad Vine Aly, Winter Garden, FL 34787
    • /35

      Est $897,539

      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

Showing Results 401 - 440, Page 11 of 18

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