Winter Garden, FL Homes

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  /25

  $332,500

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787

  Luxury vacation rental within The Grove Resort and Spa. Beautifully furnished with modern furniture and fixtures that make for a one-of-a-kind vacation property, this fully furnished 2-bedroom, 2-bath unit can sleep up to 8 people (room with1 king bed, room with 2 full beds and queen sleeper sofa) and has a gourmet kitchen with stainless steel appliances and quartz counters. The Grove Resort and

  

  Jamie Ampel

  ALL SELLERS & BUYERS REALTY INC

  (321) 710-1042

  14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787
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  /61

  $1,805 - $2,820 per month

  Birchstone Waterleigh

  1 - 3 Beds

  9405 Ascend Falls Dr, Winter Garden, FL 34787

  Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

  9405 Ascend Falls Dr, Winter Garden, FL 34787
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  /2

  $1,070,000 Sold Dec 05, 2025

  14400 Shocklach Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,616 Sq Ft
  • Built 2015

  Last Sold Summary

  • 5% Below List Price
  • $296/SF
  • 67 Days On Market

  Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

  14400 Shocklach Dr, 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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  /30

  $522,000

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  16105 Water Spring Blvd, Winter Garden, FL 34787

  Discover this immaculate 4-bedroom, 3-bath home in the beautiful Storey Grove community. Designed for family living, it offers bright and spacious interiors that flow seamlessly from the open-concept kitchen to the main living area. The master suite features a private bathroom and generous storage space, while the additional bedrooms are perfect for guests, or a home office. Outside, enjoy a

  

  Yesenia Barrios

  URBAN-O REAL ESTATE SOLUTIONS

  (321) 346-5456

  16105 Water Spring Blvd, Winter Garden, FL 34787
• 

  

  /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

  $555,960 Sold Sep 19, 2025

  13520 Autumn Harvest Ave, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,198 Sq Ft
  • Built 2025

  Last Sold Summary

  • $253/SF

  Current Estimated Value $555,164

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

  13520 Autumn Harvest Ave, 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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  /39

  $579,000 Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 2,640 Sq Ft

  336 Courtlea Park Dr, Winter Garden, FL 34787

  BACK ON MARKET! If you've been searching for a spacious home in a prime location with room to add value, this is your chance! Located in the highly desirable Golf Cart District of Winter Garden, just steps from the West Orange Trail and a short ride to the shops and dining in Historic Downtown, this Taylor Morrison home is full of potential and priced to sell. Featuring 4 bedrooms, 4 bathrooms,

  

  Cynthia Parrish

  LOKATION

  (321) 204-8792

  336 Courtlea Park Dr, Winter Garden, FL 34787
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  /50

  $1,805 - $3,525 per month

  Lakewalk at Hamlin

  1 - 3 Beds

  14012 Shoreside Way, Winter Garden, FL 34787

  Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

  14012 Shoreside Way, Winter Garden, FL 34787
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  /2

  $594,948 Sold Nov 18, 2025

  12749 Harvest Rain Ave, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,441 Sq Ft
  • Built 2025

  Last Sold Summary

  • $244/SF

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

  12749 Harvest Rain Ave, 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
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  /84

  $1,045,000

  • 5 Beds
  • 5 Baths
  • 3,890 Sq Ft

  3296 Windbeam Ct, Winter Garden, FL 34787

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate & monthly payment.** Stunning EXECUTIVE POOL HOME in the highly sought-after GATED COMMUNITY of Estates at Lakeview Preserve in Winter Garden! Built in 2024, this CONTEMPORARY two-story POOL estate offers 3,890 square feet of refined living space,

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 486-8795

  3296 Windbeam Ct, Winter Garden, FL 34787
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  /39

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft
  • Townhouse for Rent

  15910 Marina Bay Dr, Winter Garden, FL 34787

  Great opportunity to live in this beautiful fully furnished townhome with tons of open space, tile flooring, gorgeous kitchen with spacious kitchen island 3 bedrooms, 2 and half bathrooms, two cars garage. Property is located in the wonderful resort style Hacksmoor community, with great amenities which include a pool, playground, clubhouse, fitness center.

  Arlete Ritt WRA BUSINESS & REAL ESTATE

  15910 Marina Bay Dr, Winter Garden, FL 34787
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  /2

  $660,000 Sold Jan 27, 2025

  17975 Hither Hills Cir, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,787 Sq Ft
  • Built 2024

  Last Sold Summary

  • $237/SF
  • 0 Days On Market

  Current Estimated Value $676,558

  Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  17975 Hither Hills Cir, Winter Garden, FL 34787
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  /2

  Est $344,408 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  206 Regal Downs Cir, Winter Garden, FL 34787

  206 Regal Downs Cir, Winter Garden, FL 34787
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  /97

  $1,175,000

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  17661 Davenport Rd, Winter Garden, FL 34787

  Located in the Rare Lake Avalon Rural Settlement where oversized lots and protected rural zoning create one of Winter Garden’s last truly rare, low-density communities. Welcome to this fully remodeled, modern lakefront retreat on the shores of Lake Avalon, offering the perfect balance of sophistication, privacy, and convenience. Situated on almost 1.5 acres of fenced, irrigated land, this

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 467-7885

  17661 Davenport Rd, Winter Garden, FL 34787
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  /26

  $1,725 - $2,655 per month

  Halston Waterleigh

  1 - 3 Beds

  10091 Tuller Loop, Winter Garden, FL 34787

  Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

  10091 Tuller Loop, Winter Garden, FL 34787
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  /2

  $645,000 Sold Sep 11, 2025

  14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,701 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 0 Days On Market

  Current Estimated Value $644,019

  Last Listing Agent Andreia Beraldo TALENT REALTY SOLUTIONS

  14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
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  /2

  Est $972,478 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,630 Sq Ft

  16235 Misty Hills Ave, Winter Garden, FL 34787

  16235 Misty Hills Ave, Winter Garden, FL 34787
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  /9

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  Unlisted Address

  Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3 swimming pools with food and drink

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 386-1360

  Unlisted Address
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  /13

  $1,645 per month

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

  304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

  Come and see this stunning 1-bedroom and 1-bathroom condo, located on the second floor of the gated community of Southern Pines. The open floor plan concept features carpeted living areas and tiled wet areas, while the kitchen and bathroom boast granite countertops. The master bedroom comes with a walk-in closet. All appliances are included in the lease. The community offers many amenities such

  Gerardo Ramirez AGENT TRUST REALTY CORPORATION

  304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
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  /27

  $659,420 Sold Oct 31, 2025

  • 2,693 Sq Ft
  • $245/SF

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  12595 Grape Chardonnay Aly, Winter Garden, FL 34787

  Sleek kitchen featuring Brellin White cabinets & floating shelves. Vast center island & granite countertops. Open concept living spaces for hosting family & friends. Tranquil primary suite & bath with barn door. Additional bath in lieu of closet. Inviting covered lanai for outdoor relaxation. Attached 2-car garage for vehicles & tools.

  K. Hovnanian Homes

  12595 Grape Chardonnay Aly, Winter Garden, FL 34787
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  /31

  Est $460,806 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  15416 Blackbead St, Winter Garden, FL 34787

  15416 Blackbead St, Winter Garden, FL 34787
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  /7

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2212, Winter Garden, FL 34787

  24 horas security. fully furnishing condo hotel

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 490-3652

  14501 Grove Resort Ave Unit 2212, Winter Garden, FL 34787
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  /50

  $1,683 - $3,392 per month

  The Lodge at Hamlin

  1 - 3 Beds

  6151 Lake Lodge Dr, Winter Garden, FL 34787

  It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

  6151 Lake Lodge Dr, Winter Garden, FL 34787
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  /2

  $575,000 Sold Dec 12, 2025

  14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • Built 2014

  Last Sold Summary

  • $246/SF
  • 5 Days On Market

  Last Listing Agent Eve Metlis WATSON REALTY CORP

  14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787
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  /17

  Est $566,760 Not Listed For Sale

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

  9014 Pinch Shot Dr, Winter Garden, FL 34787

  9014 Pinch Shot Dr, Winter Garden, FL 34787
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  /34

  $589,000

  • 4 Beds
  • 3.5 Baths
  • 2,477 Sq Ft

  10625 Atwater Bay Dr, Winter Garden, FL 34787

  Welcome to this beautifully designed, move-in ready 4-bedroom, 3.5-bath home with a 2-car garage, perfectly situated on an elevated lot in the highly sought-after Waterleigh community of Horizon West, Winter Garden. The main level boasts an open-concept layout featuring a stunning kitchen with granite countertops, stainless steel appliances, a walk-in pantry, and an inviting eat-in nook that

  

  Daniel Robinson

  HOUWZER INC

  (321) 252-6030

  10625 Atwater Bay Dr, Winter Garden, FL 34787
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  /26

  $2,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft
  • House for Rent

  14537 Crested Plume Dr, Winter Garden, FL 34787

  Don't miss the opportunity to live in this stunning 4 bedroom/2.5 bath, two-story home featuring a modern and thoughtful design. This sought after floor plan boasts a sleek kitchen with granite countertops and stainless steel appliances—perfect for everyday living and entertaining. Upstairs, you'll find a versatile loft space ideal for a home office, media room, or play area. The spacious primary

  Andrea Pointon POINTON REALTY INC

  14537 Crested Plume Dr, Winter Garden, FL 34787
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  /2

  $725,000 Sold May 02, 2025

  15233 Night Heron Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,803 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Below List Price
  • $259/SF
  • 66 Days On Market

  Current Estimated Value $723,864

  Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  15233 Night Heron Dr, Winter Garden, FL 34787
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  /51

  Est $492,837 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,321 Sq Ft

  Unlisted Address

  Unlisted Address
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  /8

  $825,397 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  15111 Tea Tree Dr, Winter Garden, FL 34787

  The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully

  Dream Finders Homes Builder

  15111 Tea Tree Dr, Winter Garden, FL 34787
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  /21

  $1,514 - $1,939 per month

  Country Gardens

  1 - 3 Beds

  15122 W Colonial Dr, Winter Garden, FL 34787

  Stylish design at a price thats right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck, lake/pond views, and a heart-healthy cardio & fitness center. The leasing team is ready for you to come by

  15122 W Colonial Dr, Winter Garden, FL 34787
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  /25

  $459,990 Sold Sep 03, 2025

  • 1,833 Sq Ft
  • $251/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  9404 Bolshoi Aly, Winter Garden, FL 34787

  Discover this exceptional new construction home at 9404 Bolshoi Alley in Winter Garden. Built by M/I Homes, this thoughtfully designed 1,833 square foot home offers contemporary living with quality craftsmanship throughout. This charming home features the following: 3 bedrooms with the owner's bedroom conveniently located upstairs 2.5 bathrooms with quality fixtures and finishes Open-concept

  9404 Bolshoi Aly, Winter Garden, FL 34787
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  /2

  Est $597,185 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,461 Sq Ft

  9250 Cut Shot Dr, Winter Garden, FL 34787

  9250 Cut Shot Dr, Winter Garden, FL 34787
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  /67

  $850,000

  • 6 Beds
  • 4 Baths
  • 3,708 Sq Ft

  8124 Red Crossbill St, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. ''Bundled service pricing available for buyers. Connect with the listing agent for details". Now available, this premium 6-bedroom, 4-bath executive home sits on one of the largest lots in the community at .29 acres and features a heated saltwater pool with screened enclosure, cascading waterfall feature, travertine deck, and outdoor speakers for

  Juan Castro REDFIN CORPORATION

  8124 Red Crossbill St, Winter Garden, FL 34787
• 

  

  /23

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,860 Sq Ft
  • Townhouse for Rent

  7292 Canali Way, Winter Garden, FL 34787

  Experience luxury living in this brand-new, upgraded Jefferson townhome, offering 3 spacious bedrooms and 2.5 bathrooms in the highly desirable Mezzano Community of Winter Garden. This home features a well-designed open-concept layout, seamlessly connecting the kitchen and living areas-perfect for everyday living and entertaining. The sparkling kitchen is equipped with quartz countertops, a

  Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

  7292 Canali Way, Winter Garden, FL 34787
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  /2

  $430,000 Sold Mar 03, 2025

  11049 Suspense Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $215/SF
  • 173 Days On Market

  Current Estimated Value $438,102

  Last Listing Agent Liang Liu PINEYWOODS REALTY LLC

  11049 Suspense Dr, Winter Garden, FL 34787
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  /2

  Est $708,725 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft

  14891 Winter Stay Dr, Winter Garden, FL 34787

  14891 Winter Stay Dr, Winter Garden, FL 34787

Showing Results 161 - 200, Page 5 of 18