Winter Garden, FL Homes

• 

  

  

  /49

  $575,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,295 Sq Ft

  15531 Waterleigh Cove Dr, Winter Garden, FL 34787

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Gigantic price drop. Priced to sell fast! Don't miss out! Take advantage of a 1% of the loan amount lender credit towards buy downs or closing costs when utilizing our preferred lender. Welcome to 15531 Waterleigh Cove Dr., a stunning 4-bedroom, 3-bathroom home located in the highly sought-after Horizon West

  

  Vincent Cordaro

  SERHANT

  (321) 455-0589

  15531 Waterleigh Cove Dr, Winter Garden, FL 34787
• Explore Winter Garden

• 

  

  

  /21

  $2,675 per month

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft
  • House for Rent

  12615 Clear Sapphire Dr, Winter Garden, FL 34787

  Welcome to your BEAUTIFUL BRAND-NEW dream home in the master planned community at OSPREY RANCH! Located in beautiful WINTER GARDEN, this stunning 3-Bedroom, 2 Bath, 2 car garage home is situated just minutes from world class theme parks and attractions. Close to all major roads in Central Florida. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow downthe

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 490-5418

  12615 Clear Sapphire Dr, Winter Garden, FL 34787
• 

  

  /2

  $551,000 Sold Dec 11, 2025

  3286 Hanging Tide St, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft
  • Built 2021

  Last Sold Summary

  • $248/SF
  • 15 Days On Market

  Last Listing Agent Manny del Valle KELLER WILLIAMS WINTER PARK

  3286 Hanging Tide St, Winter Garden, FL 34787
• 

  

  /2

  Est $497,881 Not Listed For Sale

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

  11072 Folklore St, Winter Garden, FL 34787

  11072 Folklore St, Winter Garden, FL 34787
• 

  

  

  /38

  $290,000

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

  14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787

  Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished | Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort & Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style,

  

  Jose Carnero

  URBAN REAL ESTATE US

  (321) 492-0594

  14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787
• 

  

  /23

  $2,376 per month

  • 2 Beds
  • 2 Baths
  • 1,055 Sq Ft
  • Apartment for Rent

  15000 Stratus Loop Unit B3, Winter Garden, FL 34787

  Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (321) 780-2776

  15000 Stratus Loop Unit B3, Winter Garden, FL 34787
• 

  /2

  $790,000 Sold Sep 24, 2025

  1507 N Fullers Cross Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,479 Sq Ft
  • Built 1978

  Last Sold Summary

  • $319/SF
  • 4 Days On Market

  Current Estimated Value $777,457

  Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

  1507 N Fullers Cross Rd, Winter Garden, FL 34787
• 

  /2

  Est $292,298 Not Listed For Sale

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

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

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

  

  /59

  $2,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  2827 Sanctuary Ln, Winter Garden, FL 34787

  Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (321) 256-1998

  2827 Sanctuary Ln, Winter Garden, FL 34787
• 

  

  /23

  $1,828 per month

  • 1 Bed
  • 1 Bath
  • 873 Sq Ft
  • Apartment for Rent

  15000 Stratus Loop Unit A2, Winter Garden, FL 34787

  Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (321) 468-9559

  15000 Stratus Loop Unit A2, Winter Garden, FL 34787
• 

  /2

  $685,000 Sold Dec 10, 2025

  2454 Black Lake Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,617 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $262/SF
  • 77 Days On Market

  Last Listing Agent Kristi Matthew CENTURY 21 CARIOTI

  2454 Black Lake Blvd, Winter Garden, FL 34787
• 

  /2

  Est $554,741 Not Listed For Sale

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

  2261 Romanum Dr, Winter Garden, FL 34787

  2261 Romanum Dr, Winter Garden, FL 34787
• 

  

  /55

  $1,850,000

  • 5 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  15606 Shorebird Ln, Winter Garden, FL 34787

  Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a

  

  Tiffany Pantozzi

  ALIGN REAL ESTATE LLC

  (321) 486-8329

  15606 Shorebird Ln, Winter Garden, FL 34787
• 

  

  /23

  $2,261 per month

  • 2 Beds
  • 2 Baths
  • 1,023 Sq Ft
  • Apartment for Rent

  15000 Stratus Loop Unit B1, Winter Garden, FL 34787

  Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (321) 321-4968

  15000 Stratus Loop Unit B1, Winter Garden, FL 34787
• 

  /2

  $2,500,000 Sold Nov 24, 2025

  340 Lakeview Rd, Winter Garden, FL 34787

  • 5 Beds
  • 5.5 Baths
  • 4,286 Sq Ft
  • Built 2022

  Last Sold Summary

  • 9% Below List Price
  • $583/SF
  • 114 Days On Market

  Last Listing Agent Kim Diaz CORCORAN PREMIER REALTY

  340 Lakeview Rd, Winter Garden, FL 34787
• 

  /2

  Est $550,024 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,952 Sq Ft

  7570 Bishop Square Dr, Winter Garden, FL 34787

  7570 Bishop Square Dr, Winter Garden, FL 34787
• 

  

  /36

  $599,000

  • 4 Beds
  • 4 Baths
  • 2,572 Sq Ft

  14512 Bahama Swallow Blvd, Winter Garden, FL 34787

  Welcome to this stunning 4-bedroom, 4-bathroom home at 14512 Bahama Swallow Boulevard in Winter Garden, Florida. This property sits on an extra large lot, providing endless possibilities for creating your perfect backyard retreat. Enter inside to discover extensive renovations throughout. The updated kitchen features new countertops and appliances, creating an ideal space for cooking and

  

  Deanna Meredith

  LUXE PROPERTIES LLC

  (321) 449-3575

  14512 Bahama Swallow Blvd, Winter Garden, FL 34787
• 

  

  /25

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • Townhouse 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

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 989-6472

  15609 Water Spring Blvd, Winter Garden, FL 34787
• 

  /2

  $755,000 Sold Jan 09, 2026

  15165 Heron Hideaway Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 4,258 Sq Ft
  • Built 2013

  Last Sold Summary

  • 6% Below List Price
  • $177/SF
  • 79 Days On Market

  Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

  15165 Heron Hideaway Cir, Winter Garden, FL 34787
• 

  /2

  Est $542,174 Not Listed For Sale

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

  14773 Crimson Bluff Aly, Winter Garden, FL 34787

  14773 Crimson Bluff Aly, Winter Garden, FL 34787
• 

  

  /20

  $520,000

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  115 Zachary Wade St, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  (321) 895-9364

  115 Zachary Wade St, Winter Garden, FL 34787
• 

  

  /17

  $9,500 per month

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft
  • House for Rent

  1021 Temple Grove Place, Winter Garden, FL 34787

  Stunning Lakefront Rental on Lake Apopka! Welcome to this beautifully remodeled 4-bedroom lakefront home located directly on Lake Apopka, offering breathtaking water views and upscale living just 5 minutes from Downtown Winter Garden. This exceptional property features hardwood floors throughout, a cozy electric fireplace, and a unique wine and bourbon room, perfect for entertaining or relaxing

  

  Valerie McClary

  EXP REALTY LLC

  (321) 495-6429

  1021 Temple Grove Place, Winter Garden, FL 34787
• 

  /2

  $705,000 Sold Jan 06, 2026

  2472 Baronsmede Ct, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 2,970 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $237/SF
  • 5 Days On Market

  Last Listing Agent Kristi Matthew CENTURY 21 CARIOTI

  2472 Baronsmede Ct, Winter Garden, FL 34787
• 

  /2

  Est $43,497 Not Listed For Sale

  1459 E Bay St, Winter Garden, FL 34787

  1459 E Bay St, Winter Garden, FL 34787
• 

  

  /38

  $755,000

  • 5 Beds
  • 3.5 Baths
  • 3,956 Sq Ft

  15293 Night Heron Dr, Winter Garden, FL 34787

  Welcome to this stunning 5-bedroom home with a spacious loft, perfectly positioned on a corner lot in the highly sought-after Summerlake community of Winter Garden. This beautifully designed residence features a bright and open floor plan, offering both comfort and functionality. At the heart of the home, the kitchen impresses with a large center island, sleek quartz countertops, stainless steel

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 386-6609

  15293 Night Heron Dr, Winter Garden, FL 34787
• 

  

  /30

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • Townhouse for Rent

  10672 Words Dr, Winter Garden, FL 34787

  Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your home

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 483-8669

  10672 Words Dr, Winter Garden, FL 34787
• 

  /2

  $347,000 Sold Nov 24, 2025

  1352 Scarlet Oak Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,589 Sq Ft
  • Built 2013

  Last Sold Summary

  • 6% Below List Price
  • $218/SF
  • 4 Days On Market

  Last Listing Agent Stacy Coburn EXP REALTY LLC

  1352 Scarlet Oak Loop, Winter Garden, FL 34787
• 

  /2

  Est $577,049 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,472 Sq Ft

  15932 Moonlight Bay St, Winter Garden, FL 34787

  15932 Moonlight Bay St, Winter Garden, FL 34787
• 

  

  /58

  $685,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 2,920 Sq Ft

  3359 Hanging Tide St, Winter Garden, FL 34787

  Under contract-accepting backup offers. ***MOTIVATED SELLER - Major Price Reduction! We are back on the market - Buyer financing failed. Seller paying off solar panels at closing, and providing $5,000 towards buyers' closing costs and prepaid items. Introducing a beautiful home for sale in the highly sought-after gated community of Lakeview Preserve in Winter Garden, FL, built in 2021. This

  

  Shasly Ulysse

  KELLER WILLIAMS ADVANTAGE III

  (321) 410-5188

  3359 Hanging Tide St, Winter Garden, FL 34787
• 

  

  /18

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  15074 Windflower Aly, Winter Garden, FL 34787

  his stunning 3-bedroom, 2.5-bath home offers 1,536 sq. ft. of modern living space with an open-concept floor plan, ideal for comfort and entertaining. Enjoy a bright kitchen featuring stainless steel appliances, elegant countertops, and plenty of cabinet space. The spacious primary suite includes a walk-in closet and a private bath. Additional highlights include a convenient laundry area,

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 215-7591

  15074 Windflower Aly, Winter Garden, FL 34787
• 

  

  /31

  $548,000 Sold Mar 10, 2025

  3178 Winesap Way, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,115 Sq Ft
  • Built 2018

  Last Sold Summary

  • 9% Below List Price
  • $259/SF
  • 143 Days On Market

  Current Estimated Value $551,235

  Last Listing Agent Llin Lu PREMIER SOTHEBYS INT'L REALTY

  3178 Winesap Way, Winter Garden, FL 34787
• 

  /2

  Est $1,217,450 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,803 Sq Ft

  914 Tilden Oaks Trail, Winter Garden, FL 34787

  914 Tilden Oaks Trail, Winter Garden, FL 34787
• 

  

  /32

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

  Spacious 3-bedroom, 2-bath condo with an attractive traditional design and an open floor plan that makes daily living easy. The entry foyer with a closet is on the first floor, while all living spaces are located upstairs for added privacy. Features include built-in accents, a laundry room conveniently off the kitchen, and ceiling fans throughout. The community offers resort-style amenities

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 529-3491

  330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
• 

  

  /43

  $4,500 per month

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft
  • House for Rent

  15373 Lake Killarney Ct, Winter Garden, FL 34787

  Step into your dream home in the heart of Winter Garden! This brand-new beauty sits on a 3,700 sqft corner lot in a quiet cul-de-sac inside the sought-after Hamlin community. With 5 bedrooms, 4 bathrooms, a spacious bonus room, and a 2.5-car garage, fenced backyard, there’s plenty of room for family, guests, and more. The open gourmet kitchen comes with quartz countertops, sleek 42-inch cabinets,

  

  Sanjeev Malik

  EXP REALTY LLC

  (321) 490-4146

  15373 Lake Killarney Ct, Winter Garden, FL 34787
• 

  /2

  $520,000 Sold Nov 25, 2025

  9330 Meadow Hunt Way, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2015

  Last Sold Summary

  • 13% Below List Price
  • $251/SF
  • 210 Days On Market

  Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

  9330 Meadow Hunt Way, Winter Garden, FL 34787
• 

  /2

  Est $510,465 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,337 Sq Ft

  14075 Lochend Way, Winter Garden, FL 34787

  14075 Lochend Way, Winter Garden, FL 34787
• 

  

  /31

  $255,000

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

  14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787

  **Modern 2-Bedroom, 2-Bathroom Condo for Short-Term Rental at The Grove in Winter Garden** Welcome to unit 2340 at The Grove, a beautifully furnished 2-bedroom, 2-bathroom condo, perfectly located in Winter Garden. Ideal for those seeking a short-term rental with all the comforts of home, this property combines convenience, style, and a resort-like atmosphere, making it an excellent choice for

  

  Nayane Seabra

  WRA BUSINESS & REAL ESTATE

  (321) 321-2089

  14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787
• 

  

  /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
• 

  

  /11

  $761,929 Sold Nov 21, 2025

  13103 Faro Ct, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,285 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $232/SF
  • 30 Days On Market

  K. Hovnanian Homes Horizon Isle

  13103 Faro Ct, Winter Garden, FL 34787
• 

  /2

  Est $668,658 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,510 Sq Ft

  1641 Cranleigh Dr, Winter Garden, FL 34787

  1641 Cranleigh Dr, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18