Winter Garden, FL Homes

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  $270,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 2527, Winter Garden, FL 34787

  Short Sale. Short Sale Opportunity – Fully Furnished 3BR/3BA Condo at The Grove Resort – Vacation Rental Only / No Full-Time ResidencyInvestor Alert! Rare opportunity to own a FULLY FURNISHED and equipped 3-bedroom, 3-bath condo in the sought-after The Grove Resort, one of Orlando’s top vacation-only condo-hotel communities, just minutes from Disney. Turnkey for immediate rental. Large

  

  Nayane Seabra

  WRA BUSINESS & REAL ESTATE

  (321) 341-5486

  14501 Grove Resort Ave Unit 2527, Winter Garden, FL 34787
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  /13

  $1,509 - $2,115 per month

  Prose Avalon Pointe

  1 - 2 Beds

  14505 Tristan Cir, Winter Garden, FL 34787

  Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL, feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center,

  14505 Tristan Cir, Winter Garden, FL 34787
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  $510,000 Sold Oct 31, 2025

  706 Grandhaven Way, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 1,904 Sq Ft
  • Built 2010

  Last Sold Summary

  • 5% Below List Price
  • $268/SF
  • 37 Days On Market

  Last Listing Agent Amy Moline EXP REALTY LLC

  706 Grandhaven Way, Winter Garden, FL 34787
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  Est $554,710 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,083 Sq Ft

  16956 Hamlin Oasis Loop, Winter Garden, FL 34787

  16956 Hamlin Oasis Loop, Winter Garden, FL 34787
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  /67

  $490,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,661 Sq Ft

  4994 Citrus Leaf Blvd, Winter Garden, FL 34787

  Beautiful Bungalow in Winter Garden Welcome to this modern bungalow offering the perfect combination of comfort, style, and convenience! This lovely 3-bedroom, 2-bathroom home features an open-concept layout filled with natural light, high ceilings, and contemporary finishes throughout. The gourmet kitchen boasts stainless steel appliances, sleek cabinetry, and a spacious island — perfect for

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 415-0558

  4994 Citrus Leaf Blvd, Winter Garden, FL 34787
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  /28

  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,618 Sq Ft
  • Townhouse for Rent

  10774 Rhett Butler Aly, Winter Garden, FL 34787

  Just Like New! One of the most desirable floor plans in the area, this stunning two-story townhome features 3 bedrooms, 2.5 bathrooms, and a two-car rear-load garage. Step through the front door into a spacious open-concept layout with a combined living and dining area—perfect for entertaining. The modern kitchen is fully equipped and opens to a charming private patio, ideal for relaxing or

  Renata Garcia Belardo CHARLES RUTENBERG REALTY ORLANDO

  10774 Rhett Butler Aly, Winter Garden, FL 34787
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  $1,350,000 Sold May 28, 2025

  13638 Sunset Lakes Cir, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,985 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $452/SF
  • 35 Days On Market

  Current Estimated Value $1,321,265

  Last Listing Agent Tom Rumph SAND DOLLAR REALTY GROUP INC

  13638 Sunset Lakes Cir, Winter Garden, FL 34787
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  /2

  Not Listed For Sale

  0 Terra Vista Ct, Winter Garden, FL 34787

  0 Terra Vista Ct, Winter Garden, FL 34787
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  /59

  $819,000

  • 4 Beds
  • 3.5 Baths
  • 2,909 Sq Ft

  5211 Citrus Leaf Blvd, Winter Garden, FL 34787

  Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room.Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both

  

  Tiago Fernandez

  TRUE OAK REALTY

  (321) 495-6019

  5211 Citrus Leaf Blvd, Winter Garden, FL 34787
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  /24

  $1,599 - $2,110 per month

  Prose Horizons Village

  1 - 2 Beds

  16810 Easthampstead Rd, Winter Garden, FL 34787

  Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

  16810 Easthampstead Rd, Winter Garden, FL 34787
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  /2

  $526,000 Sold Oct 15, 2025

  13029 Tranquil Water Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $286/SF
  • 0 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13029 Tranquil Water Aly, Winter Garden, FL 34787
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  /2

  Est $499,178 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  10277 Austrina Oak Loop, Winter Garden, FL 34787

  10277 Austrina Oak Loop, Winter Garden, FL 34787
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  /26

  $1,897,000

  • Land
  • 5.11 Acres
  • $371,233 per Acre

  10133 Colt Ln, Winter Garden, FL 34787

  Discover 5.1 beautiful acres in Avalon Hills, an exclusive community featuring just 16 premium luxury home 5 acre lots. No need to move almost an hour away just to find some land and more privacy when this gem is minutes to Windermere and everywhere you want to be. This vacant land represents the essence of premium real estate, nestled at the end of a one-way street ending in a serene cul-de-sac

  

  Jessica McKinney

  FLORIDA REALTY EXCHANGE LLC

  (321) 386-1622

  10133 Colt Ln, Winter Garden, FL 34787
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  /18

  $2,400 per month

  • 2 Beds
  • 2.5 Baths
  • 1,234 Sq Ft
  • Townhouse for Rent

  13352 Harbor Shore Ln Unit 13352, Winter Garden, FL 34787

  Modern Comfort Meets Resort-Style Living in Daniel’s LandingExperience the perfect blend of style and convenience in this charming two-story condo, nestled within the highly sought-after gated community of Daniel’s Landing in Winter Garden. This meticulously maintained home offers a bright, open floor plan designed for modern living. Home Highlights:Dual Primary Suites: Located on the

  Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

  13352 Harbor Shore Ln Unit 13352, Winter Garden, FL 34787
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  /2

  $620,000 Sold Feb 21, 2025

  5615 Cypress Hill Rd, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,635 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $235/SF
  • 22 Days On Market

  Current Estimated Value $618,408

  Last Listing Agent Silvia Kinkela SERHANT

  5615 Cypress Hill Rd, Winter Garden, FL 34787
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  /2

  Est $849,651 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft

  2816 Tropic Ct, Winter Garden, FL 34787

  2816 Tropic Ct, Winter Garden, FL 34787
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  $530,000

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft

  8118 Surf Bird St, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to 8118 Surf Bird Street, a stunning single-family home located in the highly desirable Summerlake community of Winter Garden. This beautifully maintained property offers 3 spacious bedrooms, 2 bathrooms, and an open-concept layout that blends comfort, style, and functionality.The modern kitchen features stainless steel appliances,

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 346-5222

  8118 Surf Bird St, Winter Garden, FL 34787
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  /55

  $1,549 - $2,724 per month

  Registry on Grass Lake

  1 - 3 Beds

  14520 Avalon Rd, Winter Garden, FL 34787

  Welcome home to Registry on Grass Lake, our brand-new apartment community that prioritizes a connection to comfort & convenience through designer touches and thorough consideration of your needs. Enjoy your own space with our studio, one-, two-, and three-bedroom floor plans all thoughtfully curated to bring you the best of apartment living. Within Registry on Grass Lake, youll find amenities

  14520 Avalon Rd, Winter Garden, FL 34787
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  $495,000 Sold Apr 25, 2025

  849 Bending Oak Trail, Winter Garden, FL 34787

  • 5 Beds
  • 2.5 Baths
  • 2,212 Sq Ft
  • Built 2012

  Last Sold Summary

  • 10% Below List Price
  • $224/SF
  • 318 Days On Market

  Current Estimated Value $499,695

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  849 Bending Oak Trail, Winter Garden, FL 34787
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  /2

  Est $527,541 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,098 Sq Ft

  930 Butter Oaks Ct, Winter Garden, FL 34787

  930 Butter Oaks Ct, Winter Garden, FL 34787
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  /81

  $949,000

  • 5 Beds
  • 3.5 Baths
  • 2,953 Sq Ft

  15976 Citrus Knoll Dr, Winter Garden, FL 34787

  MOVE IN READY! FULLY FURNISHED! This stunning One-Story POOL home perfectly combines elegance, comfort, and convenience in one of Winter Garden’s most sought-after Gated Communities, Hickory Hammock. Situated on a Premium Corner Lot, the home offers a Fully Fenced Yard with a sparkling Saltwater Pool, Travertine Deck, and versatile Basketball Court surrounded by lush green Grass; ideal for kids

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 386-1160

  15976 Citrus Knoll Dr, Winter Garden, FL 34787
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  /28

  $3,200 per month

  • 5 Beds
  • 3 Baths
  • 2,544 Sq Ft
  • House for Rent

  927 Shadowmoss Dr, Winter Garden, FL 34787

  Welcome to this well-appointed single-story, 5-bedroom, 3 full-bathroom home featuring abundant natural light, located in a quiet and desirable community-- Westfield, in Winter Garden. Situated on a spacious 0.24-acre lot with beautifully maintained landscaping, this home offers a rare sense of privacy and generous outdoor space. The thoughtfully designed floor plan features all living areas on

  Jiong Li TOPSKY REALTY INC

  927 Shadowmoss Dr, Winter Garden, FL 34787
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  /2

  $500,000 Sold Feb 08, 2025

  6213 Point Hancock Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 2011

  Last Sold Summary

  • 1% Below List Price
  • $272/SF
  • 4 Days On Market

  Current Estimated Value $497,569

  Last Listing Agent Colleen Sullivan GLOBAL FLORIDA REALTY

  6213 Point Hancock Dr, Winter Garden, FL 34787
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  /2

  Est $1,251,287 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,771 Sq Ft

  9123 Tower Pine Dr, Winter Garden, FL 34787

  9123 Tower Pine Dr, Winter Garden, FL 34787
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  /36

  $449,999 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  14089 Title Way, Winter Garden, FL 34787

  Spacious 4-Bed, 2.1-Bath Townhome with First-Floor Primary Suite & Detached Garage in Sought-After Winter Garden Community!Step into this light-filled, well-appointed townhome offering a thoughtfully designed open floor plan with modern finishes throughout. The chef-inspired kitchen features updated stainless steel appliances, ample cabinetry, and a spacious breakfast bar—perfect for casual

  

  Manoj Patel

  APPLE REALTY

  (321) 382-1807

  14089 Title Way, Winter Garden, FL 34787
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  /51

  $1,499 - $2,939 per month

  Vintage Horizon West

  1 - 3 Beds

  9223 Vintage Hills Way, Winter Garden, FL 34787

  Comfortable, sleek, and modern, Vintage Horizon West is your piece of paradise. Our spacious one, two & three-bedroom apartment homes provide comfort you'll love and the luxury you deserve. Enjoy a uniquely convenient neighborhood and a prime location offering access to Orlando's theme parks, shopping, dining, and entertainment. Each well-appointed floor plan boasts modern features and finishes

  9223 Vintage Hills Way, Winter Garden, FL 34787
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  /2

  $807,000 Sold Jun 03, 2025

  16694 Olive Hill Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,862 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $282/SF
  • 43 Days On Market

  Current Estimated Value $796,655

  Last Listing Agent Vanessa Franz Barnes KELLER WILLIAMS REALTY AT THE LAKES

  16694 Olive Hill Dr, Winter Garden, FL 34787
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  /2

  Est $320,462 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,097 Sq Ft

  124 Hartsdale Dr, Winter Garden, FL 34787

  124 Hartsdale Dr, Winter Garden, FL 34787
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  /30

  $723,500 Pending

  • 5 Beds
  • 3 Baths
  • 2,970 Sq Ft

  2472 Baronsmede Ct, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to this spacious 5-bedroom, 3-bath home in the sought-after gated community of Stoneybrook West. Enjoy Florida living at its best with a sparkling pool and spa set within a screened-in porch featuring a large paver deck and a covered lanai—perfect for relaxing or entertaining. Inside, the thoughtfully designed three-way split bedroom plan offers

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 463-5192

  2472 Baronsmede Ct, Winter Garden, FL 34787
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  /25

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft
  • Townhouse for Rent

  15475 Bay Bridge St, Winter Garden, FL 34787

  Welcome to this stunning corner 2-story townhome almost New, located in the charming Winter Garden, FL. This home features only luxury upgrades. This construction, built by M/I Homes, offers a beautiful blend of style, comfort, and functionality. With 3 bedrooms, 2.5 bathrooms, additioally it has an space that you can use as a 4th bedroom or office, and a variety of impressive features, this home

  Angela Camacho LA ROSA REALTY LLC

  15475 Bay Bridge St, Winter Garden, FL 34787
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  /2

  $275,000 Sold Sep 15, 2025

  1300 Eastern Pecan Place Unit 104, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $205/SF
  • 90 Days On Market

  Current Estimated Value $276,731

  Last Listing Agent Todd Schroth EXP REALTY LLC

  1300 Eastern Pecan Place Unit 104, Winter Garden, FL 34787
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  /2

  Est $341,631 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft

  201 Horstfield Dr, Winter Garden, FL 34787

  201 Horstfield Dr, Winter Garden, FL 34787
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  $2,850,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,043 Sq Ft

  15699 Panther Lake Dr, Winter Garden, FL 34787

  Welcome to 15699 Panther Lake Dr, a breathtaking lakefront residence. This fully furnished home has been meticulously upgraded with nearly $1 million in custom improvements, creating a one-of-a-kind luxury retreat. As you step inside, you’re greeted by a sophisticated open-concept design filled with natural light and panoramic lake views. The chef’s kitchen boasts a grand center island, premium

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (321) 496-5698

  15699 Panther Lake Dr, Winter Garden, FL 34787
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  /25

  $1,500 - $2,265 per month

  IMT Sonoma Hills

  1 - 3 Beds

  14619 Casita Ridge, Winter Garden, FL 34787

  IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

  14619 Casita Ridge, Winter Garden, FL 34787
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  $458,000 Sold Apr 07, 2025

  703 Grand Royal Cir, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 1,779 Sq Ft
  • Built 2001

  Last Sold Summary

  • $257/SF
  • 4 Days On Market

  Current Estimated Value $448,056

  Last Listing Agent Kwaku Mitchell KELLER WILLIAMS CLASSIC

  703 Grand Royal Cir, Winter Garden, FL 34787
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  /2

  Est $270,552 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  1308 Eagle Ln, Winter Garden, FL 34787

  1308 Eagle Ln, Winter Garden, FL 34787
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  /30

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  750 S Park Ave, Winter Garden, FL 34787

  Welcome to 750 S Park Avenue, a beautifully maintained and fully RENOVATED home offering comfort, charm, and modern convenience in one of Winter Garden’s most desirable neighborhoods.This 3-bedroom, 1.5-bath residence spans approximately 1,186 square feet and sits on a well-kept lot with mature FRESH LAID SOD in the front and large fenced backyard — perfect for both relaxing and entertaining.Roof

  

  Keegan Siegfried

  LPT REALTY, LLC

  (321) 462-6888

  750 S Park Ave, Winter Garden, FL 34787
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  /18

  $2,549 per month

  • 4 Beds
  • 2.5 Baths
  • 2,013 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2.5 bathrooms, 2 car garage and approximately 2,013 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  /2

  $929,500 Sold Dec 03, 2025

  17234 Cork St, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,325 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $400/SF
  • 20 Days On Market

  Last Listing Agent Jaime Galeoto FLORIDA REALTY RESULTS LLC

  17234 Cork St, Winter Garden, FL 34787
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  /2

  Est $304,341 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  14878 Astrolyn St, Winter Garden, FL 34787

  14878 Astrolyn St, Winter Garden, FL 34787

Showing Results 121 - 160, Page 4 of 18