Winter Garden, FL Homes

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  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,484 Sq Ft

  17865 Adrift Rd, Winter Garden, FL 34787

  A home full of charm, comfort, and practicality. It features four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, distributed in a clever layout that enhances each room. Right at the entrance, the balcony invites you to slow down and enjoy the home's cozy atmosphere. The kitchen is modern and functional, equipped with all essential appliances and a central

  Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

  17865 Adrift Rd, Winter Garden, FL 34787
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  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Townhouse for Rent

  1009 Westside Dr, Winter Garden, FL 34787

  AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts

  Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

  1009 Westside Dr, Winter Garden, FL 34787
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  $515,000 Sold May 21, 2025

  696 Orange Belt Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $278/SF
  • 67 Days On Market

  Current Estimated Value $526,240

  Last Listing Agent Vi Mateo KELLER WILLIAMS WINTER PARK

  696 Orange Belt Loop, Winter Garden, FL 34787
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  Est $275,600 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 2005

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

  Last Sold Summary

  • 8% Below List Price
  • $235/SF
  • 14 Days On Market

  • Last Sold Price $299,900
  • Jan 13, 2025

  Last Listing Agent Whitney Rini LAKEFIELD REALTY GROUP LLC
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  $525,000

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  3276 Sailing Pier Ave, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury

  Erica Diaz HOMEVEST REALTY

  3276 Sailing Pier Ave, Winter Garden, FL 34787
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  $1,550 per month

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

  1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787

  Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then

  Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

  1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
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  $385,000 Sold Apr 17, 2026

  14801 Evergreen Oak Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,741 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $221/SF
  • 121 Days On Market

  Current Estimated Value $394,255

  Last Listing Agent Manuel Duran Jr VYLLA HOME

  14801 Evergreen Oak Loop, Winter Garden, FL 34787
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  Est $690,243 Not Listed For Sale

  14030 Aldford Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,393 Sq Ft
  • Built 2017

  14030 Aldford Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Below List Price
  • $303/SF
  • 0 Days On Market

  • Last Sold Price $725,000
  • Sep 22, 2023

  Last Listing Agent Sue Webb WATSON REALTY CORP.
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  $555,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  723 Sunburst Cove Ln, Winter Garden, FL 34787

  You'll fall in love with this ONE STORY, Beautiful & Comfortable Winter Garden POOL home Featuring 4 Bedrooms, 2.5 Bathrooms, and Approximately 2200 Sf of Living Space! The saltwater pool is fairly new, added in 2020, with Pebbletech surface and screen enclosure, just off the covered Lanai. Inside the fenced back yard is also a large pavers area for relaxing at your firepit. The home has amazing

  Lois Cox WATSON REALTY CORP

  723 Sunburst Cove Ln, Winter Garden, FL 34787
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  /19

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,026 Sq Ft
  • House for Rent

  216 Jean St, Winter Garden, FL 34787

  WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no

  Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

  216 Jean St, Winter Garden, FL 34787
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  $465,990 Sold Sep 19, 2025

  15423 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
  • 22 Days On Market

  Current Estimated Value $468,634

  Ashton Woods Parkview at Hamlin

  15423 Hamlin Park Dr, Winter Garden, FL 34787
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  Est $376,950 Not Listed For Sale

  1457 Avalon Rd, Winter Garden, FL 34787

  • 3 Beds
  • 1 Bath
  • 698 Sq Ft
  • Built 1930

  1457 Avalon Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 26% Above List Price
  • $430/SF
  • 463 Days On Market

  • Last Sold Price $300,000
  • Oct 16, 2023

  Last Listing Agent Kavita Uttamchandani CENTURY 21 CARIOTI
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  $551,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  Amelia Plan at Avalon Woods - 40' Homesites, Winter Garden, FL

  The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37161981, Winter Garden, FL
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  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • House for Rent

  12144 Stoneleigh Aly, Winter Garden, FL 34787

  Welcome to this beautiful 3-bedroom, 2.5-bath home located in the highly sought-after Winter Garden area. This property offers a modern and spacious layout featuring a bright open living area, a well-appointed kitchen with stainless steel appliances, and a dining space perfect for everyday living and entertaining. All bedrooms are generously sized, and the primary suite includes a walk-in closet

  Ricardo Molina TALENT REALTY SOLUTIONS

  12144 Stoneleigh Aly, Winter Garden, FL 34787
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  $595,527 Sold Dec 16, 2025

  13031 Serene Glade Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $287/SF
  • 32 Days On Market

  Current Estimated Value $563,000

  Dream Finders Homes Serenade at Ovation - Bungalow

  13031 Serene Glade Rd, Winter Garden, FL 34787
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  Est $549,709 Not Listed For Sale

  2261 Romanum Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft
  • Built 2014

  2261 Romanum Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $228/SF
  • 68 Days On Market

  • Last Sold Price $550,000
  • Jan 13, 2025

  Last Listing Agent Crystal Whitehead CREEGAN GROUP
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  $996,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,878 Sq Ft

  6221 Argent Wood Dr, Winter Garden, FL 34787

  Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded

  Rubens Aranha MS LAND & BUILDING LLC

  6221 Argent Wood Dr, Winter Garden, FL 34787
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  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft
  • Townhouse for Rent

  1519 Priory Cir, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Now available for immediate move-in in the highly sought after Westbrook at Stoneybrook West community in Winter Garden. This spacious 3 bedroom, 2.5 bath townhome with a 2 car garage and versatile loft offers the ideal blend of comfort, function, and location. Step inside to a bright, open layout with wood laminate flooring and a seamless flow from

  Peter Luu REAL BROKER, LLC

  1519 Priory Cir, Winter Garden, FL 34787
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  $278,000 Sold Jul 17, 2025

  321 Beard Rd, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 919 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $303/SF
  • 3 Days On Market

  Current Estimated Value $274,723

  Last Listing Agent Lana Larrivee PREFERRED RE BROKERS III

  321 Beard Rd, Winter Garden, FL 34787
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  Est $789,973 Not Listed For Sale

  5525 Thomas Square Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,867 Sq Ft
  • Built 2017

  5525 Thomas Square Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 4% Below List Price
  • $288/SF
  • 24 Days On Market

  • Last Sold Price $825,000
  • May 03, 2024

  Last Listing Agent Elva Bower GRANT TEAM REAL ESTATE, LLC

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