Winter Garden, FL Homes

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  /17

  $578,990

  New Construction

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

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

  Welcome home to the Sandestin! This beautiful home boasts 4 bedrooms, 3 full bathrooms, a loft, a spacious lanai, an open-concept main living area, and a 2-car garage. Contact us today to learn how to personalize the Sandestin to fit your wants and needs!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36487165, Winter Garden, FL 34787
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  /53

  $4,500 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,165 Sq Ft
  • House for Rent

  12893 Harvest Rain Ave, Winter Garden, FL 34787

  Brand-new 5-bedroom, 4.5-bath home with a private office in one of Winter Garden's most desirable communities! This spacious single-family residence features an open-concept layout, a designer kitchen with premium appliances, two A/C units, a luxurious primary suite, and a 2-car garage. Enjoy a private backyard with no rear neighbors, offering peaceful views and the perfect space to relax or

  Silvia Beltran NONA LEGACY POWERED BY LA ROSA

  12893 Harvest Rain Ave, Winter Garden, FL 34787
• 

  

  /2

  $420,000

  Sold Apr 24, 2026

  15590 Murcott Blossom Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,196 Sq Ft
  • Built 2017

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 97 Days On Market

  Current Estimated Value $430,244

  Last Listing Agent Paul Torola AMERICAN IDEAL HOMES, LLC

  15590 Murcott Blossom Blvd, Winter Garden, FL 34787
• 

  

  /2

  Est $538,362

  Not Listed For Sale

  632 Tildenville School Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 1915

  632 Tildenville School Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 107 Days On Market
• 

  

  

  /7

  $427,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  Kendall II Plan at Northlake at Ovation - Townhomes, Winter Garden, FL 34787

  The Kendall II is a two-story townhome featuring three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor seamlessly connects the kitchen, dining, and family room, while all bedrooms are tucked upstairs for privacy. With ample storage and a rear-load garage, this home is designed for low-maintenance living. Additional highlights include abundant

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36464621, Winter Garden, FL 34787
• 

  

  /18

  $1,675 Per Month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Townhouse for Rent

  165 Windtree Ln, Winter Garden, FL 34787

  Wonderful Windtree Gardens! Renovated 2 brm 2 bath 1st floor unit with screen enclosed balcony. No carpet in unit. Unit has 2 assigned parking spots, washer /dryer. Close to bus lines, shopping & restaurants. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record. Application fee $75 per adult and security deposit = to 1 months rent. Applications can be made

  165 Windtree Ln, Winter Garden, FL 34787
• 

  /2

  $580,000

  Sold Jun 05, 2026

  117 Steinbeck St, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $301/SF
  • 17 Days On Market

  Current Estimated Value $590,807

  Last Listing Agent Brian Masih Das SHAHRAM SONDI + CO.

  117 Steinbeck St, Winter Garden, FL 34787
• 

  /2

  Est $445,663

  Not Listed For Sale

  15404 Blackbead St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft
  • Built 2018

  15404 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 151 Days On Market
• 

  

  /21

  $661,990

  New Construction

  • 3 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,226 Sq Ft

  Plant II at Northlake at Ovation - Traditional, Winter Garden, FL 34787

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36462774, Winter Garden, FL 34787
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  /9

  $2,975 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,688 Sq Ft
  • Townhouse for Rent

  15212 Tribute Ovation Way, Winter Garden, FL 34787

  MOVE IN SPECIAL - First Month Free with 13 Month Lease Welcome to this stunning 3-bedroom, 2.5-bath townhome built in 2023, offering 1,688 square feet of thoughtfully designed living space in one of Winter Garden's most sought-after communities. The open-concept floor plan features a bright and spacious living area that flows seamlessly into the modern kitchen, complete with sleek countertops,

  Timothy Schmidt RIGHTHOUSE REALTY LLC

  15212 Tribute Ovation Way, Winter Garden, FL 34787
• 

  

  /21

  $534,990

  Sold Apr 03, 2026

  12432 Clear Sapphire Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $349/SF
  • 15 Days On Market

  K. Hovnanian Homes Osprey Ranch

  12432 Clear Sapphire Dr, Winter Garden, FL 34787
• 

  

  /23

  Est $700,335

  Not Listed For Sale

  15624 Kinnow Mandarin Ln, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 2,834 Sq Ft
  • Built 2018

  15624 Kinnow Mandarin Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 6 Days On Market
• 

  

  /16

  $685,990

  New Construction

  • 4 - 5 Beds
  • 3 - 4 Baths
  • 2,343+ Sq Ft

  Cambridge Plan at Lake Star at Ovation - Cottage Collection, Winter Garden, FL 34787

  The single-story Cambridge is available to build with a classic or bungalow inspired exterior elevation. With details such as craftsman-style columns or stone accent, the Cambridge will appeal to those wanting a modern or a traditionally styled home.

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36468747, Winter Garden, FL 34787
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  /35

  $3,500 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,781 Sq Ft
  • House for Rent

  12513 Encore at Ovation Way, Winter Garden, FL 34787

  Gas Community, Master bedroom on the second floor. Located in the heart of Orlando's attractions, our new construction homes in Winter Garden provide a unique opportunity to live where you vacation. Encore at Ovation offers quick access to 429 via the 1.6-mile extension of Western Way, making it the most connected location in Village I. Our community's stellar location to nearby 192, World Drive,

  12513 Encore at Ovation Way, Winter Garden, FL 34787
• 

  /2

  $750,000

  Sold Dec 19, 2025

  15242 Heron Hideaway Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 4,247 Sq Ft
  • Built 2012

  Last Sold Summary

  • 12% Below List Price
  • $177/SF
  • 155 Days On Market

  Current Estimated Value $781,229

  Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  15242 Heron Hideaway Cir, Winter Garden, FL 34787
• 

  

  /17

  Est $374,468

  Not Listed For Sale

  6621 Calamondin Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,589 Sq Ft
  • Built 2018

  6621 Calamondin Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 240 Days On Market
• 

  

  /122

  $440,900

  New Construction

  • 2 - 3 Beds
  • 2.5 - 3.5 Baths
  • 1,785+ Sq Ft

  Newton Plan at Harvest at Ovation - Townhomes, Winter Garden, FL 34787

  Luxurious New Townhome by RockWell Homes. Discover the perfect blend of luxury and convenience in this stunning new townhome. Designed with modern living in mind, this townhome boasts an elegant exterior and an array of high-end features. Enjoy a covered front lanai, a private covered balcony, and a spacious covered back lanai – ideal for relaxing or entertaining. Inside, you'll find two spacious

  RockWell Homes Builder

  15069 Summer Harvest St Unit 36901305, Winter Garden, FL 34787
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  /38

  $3,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft
  • Townhouse for Rent

  15501 Hamlin Park Dr, Winter Garden, FL 34787

  Experience luxury living in this stunning, professionally furnished Ashton Woods 3-story model home located in the highly sought-after Parkview at Hamlin community. The first floor features a private suite with a full bath, offering the flexibility to serve as a guest bedroom, home office, or study. On the second floor, you'll find an open-concept living space where the living room, dining room,

  Dane Bradley CELEBRATION RENTAL GROUP

  15501 Hamlin Park Dr, Winter Garden, FL 34787
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  /5

  $399,590

  Sold Apr 08, 2026

  15831 Gem View St, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $253/SF
  • 66 Days On Market

  Current Estimated Value $408,079

  Del Webb Del Webb Oasis - Villa

  15831 Gem View St, Winter Garden, FL 34787
• 

  /2

  Est $598,445

  Not Listed For Sale

  7930 Wood Sage Dr, Winter Garden, FL 34787

  • 6 Beds
  • 3 Baths
  • 2,638 Sq Ft
  • Built 2017

  7930 Wood Sage Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 101 Days On Market
• 

  

  /38

  $789,990

  • 4 Beds
  • 3 Baths
  • 2,569 Sq Ft

  9481 Emerald Berry Dr, Winter Garden, FL 34787

  LIKE-NEW WINTER GARDEN HOME WITH DISNEY FIREWORK VIEWS!Welcome to this pristine, turnkey home in Summerlake Reserve—an exclusive Winter Garden community of just 41 homesites. Built in 2023 and kept in immaculate "like-new" condition, this exceptional Sawgrass plan features 4 bedrooms, 3 baths, and 2,569 sq. ft. under air, perfectly situated next to a peaceful neighborhood green

  Xuxi Zhao CORESTONE REAL ESTATE LLC

  9481 Emerald Berry Dr, Winter Garden, FL 34787
• 

  

  /16

  $1,520 Per Month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Great location! 2nd floor condo in Winter Garden

  36 Windtree Ln, Winter Garden, FL 34787

  Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, tile, and two assigned parking spaces. Rental application is $75 per lease holder that will run a credit check, criminal background, and a rental history. We also do verify income, so between the lease holders combined together will have to make three times the monthly rent

  36 Windtree Ln, Winter Garden, FL 34787
• 

  /2

  $524,900

  Sold Jan 12, 2026

  14649 Old Thicket Trace, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,436 Sq Ft
  • Built 2006

  Last Sold Summary

  • $153/SF
  • 14 Days On Market

  Current Estimated Value $533,460

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  14649 Old Thicket Trace, Winter Garden, FL 34787
• 

  /2

  Est $440,946

  Not Listed For Sale

  15456 Blackbead St, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 1,853 Sq Ft
  • Built 2018

  15456 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 33 Days On Market
• 

  

  /3

  $653,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  Biscayne Plan at Hamlin Meadows - 50' Homesites, Winter Garden, FL

  The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With four bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your

  Dream Finders Homes Builder

  0 Hamlin Meadows St Unit 39127943, Winter Garden, FL
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  /32

  $2,950 Per Month

  • 4 Beds
  • 3 Baths
  • 1,813 Sq Ft
  • Townhouse for Rent

  7260 Duxbury Ln, Winter Garden, FL 34787

  Available for quick move-in! Beautiful 4 bedroom 3 bath townhouse with a private patio and 2-car garage. Located in the highly desirable Lakeview Pointe. Featuring an open floor plan w/ tile throughout the downstairs, pantry, and bedroom, full bath. Washer and Dryer included! Kitchen features granite countertops, stainless steel appliances, and upgraded cabinets. The second floor you will find a

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  7260 Duxbury Ln, Winter Garden, FL 34787
• 

  /2

  $735,000

  Sold Jun 22, 2026

  18053 Cider Mill Ln, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $256/SF
  • 66 Days On Market

  Current Estimated Value $787,000

  Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

  18053 Cider Mill Ln, Winter Garden, FL 34787
• 

  /2

  Est $900,605

  Not Listed For Sale

  9562 Meadow Hunt Way, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,672 Sq Ft
  • Built 2018

  9562 Meadow Hunt Way, Winter Garden, FL 34787

  Last Sold Summary

  • 170 Days On Market
• 

  

  /21

  $295,000

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

  14501 Grove Resort Ave Unit 3706, Winter Garden, FL 34787

  Located Just 10 Minutes from Walt Disney World. 2 Bedrooms / 2 Bathrooms The Grove Resort & Water Park, Orlando’s newest luxury vacation home community offers owners privacy and convenience with a full suite of amenities including multiple bars and restaurants, full service spa, water park, breathtaking 20-acre activity lake, and much more. Located just 5 minutes from Walt Disney World, ownership

  Solon Potenciano Silva, Jr LEGACY PLUS REALTY

  14501 Grove Resort Ave Unit 3706, Winter Garden, FL 34787
• 

  

  /38

  $2,995 Per Month

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

  1239 Dunbrooke St, Winter Garden, FL 34787

  Four Bedroom 2 bath Chapin Station Winter Garden home with NEW LAMINATE FLOORING throughout, VAULTED ceilings, HUGE family room and Lanai! Spacious master suite features a garden tub, and separate shower. Great location near downtown Winter Garden, SR 429, and convenient to Orlando, and the Attractions! Proof of Renters Insurance Required!DISCLAIMER - Information deemed reliable but

  1239 Dunbrooke St, Winter Garden, FL 34787
• 

  /2

  $699,500

  Sold Jun 01, 2026

  16167 Hampton Crossing Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 2,840 Sq Ft
  • Built 2017

  Last Sold Summary

  • $246/SF
  • 33 Days On Market

  Current Estimated Value $696,048

  Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

  16167 Hampton Crossing Dr, Winter Garden, FL 34787
• 

  /2

  Est $669,271

  Not Listed For Sale

  727 Marsh Reed Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • Built 2016

  727 Marsh Reed Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 100 Days On Market
• 

  

  /35

  $457,990

  New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,846+ Sq Ft

  Lantana End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

  Spacious 3 Level End of Group Townhome with 2-Car Rear Garage and up to 1,921 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bath. The 2nd level offers an expansive living room and rear kitchen with the option of a chef's kitchen and large island that overlooks the cafe area. The 3rd level boasts a primary

  DRB Homes Builder

  6684 Juneberry Way Unit 36458833, Winter Garden, FL 34787
• 

  

  /13

  $3,450 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,697 Sq Ft
  • House for Rent

  7591 Tangerine Knoll Loop, Winter Garden, FL 34787

  Welcome to this beautiful home located in the highly desirable Horizon West/Hamlin area of Winter Garden. This spacious 4-bedroom, 3.5-bath residence offers an open and functional layout designed for comfortable everyday living and entertaining. The home features a bright living area, a modern kitchen with stainless steel appliances, and a private primary suite with ample space to unwind. Enjoy

  Antonio Hernandez TRUVISION REAL ESTATE LLC

  7591 Tangerine Knoll Loop, Winter Garden, FL 34787
• 

  

  /36

  $797,429

  Sold Oct 15, 2025

  12910 Harvest Rain Ave, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 2,837 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $281/SF
  • 36 Days On Market

  Taylor Morrison Harvest at Ovation

  12910 Harvest Rain Ave, Winter Garden, FL 34787
• 

  

  /59

  Est $1,140,964

  Not Listed For Sale

  14964 Porter Rd, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,082 Sq Ft
  • Built 2018

  14964 Porter Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 62 Days On Market
• 

  

  /3

  $681,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  Biscayne Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

  The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With four bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37123075, Winter Garden, FL
• 

  

  /51

  $1,895 Per Month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Townhouse for Rent

  1300 Eastern Pecan Place, Winter Garden, FL 34787

  Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

  1300 Eastern Pecan Place, Winter Garden, FL 34787
• 

  

  /16

  $444,990

  Sold Sep 04, 2025

  15463 Bay Bridge St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $263/SF
  • 13 Days On Market

  Current Estimated Value $433,600

  15463 Bay Bridge St, Winter Garden, FL 34787
• 

  

  /71

  Est $393,566

  Not Listed For Sale

  15214 Sunrise Grove Ct, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • Built 2017

  15214 Sunrise Grove Ct, Winter Garden, FL 34787

  Last Sold Summary

  • 55 Days On Market

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