Winter Garden, FL Homes

• 

  

  

  /29

  $591,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  Tessa II Plan at Osprey Ranch, Winter Garden, FL 34787

  Elegant primary suite with walk-in closet off foyer.Beautiful primary bath with dual sinks and seated shower.Striking kitchen with expansive breakfast bar island.Open dining area and great room with access to lanai.Versatile loft space for relaxing or entertaining.Rear load 2-car garage for parking or storage.

  K. Hovnanian Homes Builder

  15221 Blue Peacock Ln Unit 36473174, Winter Garden, FL 34787
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  /52

  $3,200 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • House for Rent

  14704 Seton Creek Blvd, Winter Garden, FL 34787

  4 Bedroom 2.5 bath Winter Garden home in the Watermark Community located near the clubhouse and features stainless appliances. granite counter tops and lots of tile! The kitchen includes all appliance, walk-in pantry and a huge island for family gatherings! There is plenty of smart storage room downstairs as the living room includes a huge walkin closet under the stairs. Upstairs, you will

  Ozan Cifci PREMIUM PROPERTIES R.E. SERVICE

  14704 Seton Creek Blvd, Winter Garden, FL 34787
• 

  

  /2

  $442,000

  Sold May 27, 2026

  9936 Golden Lagoon Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,816 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $243/SF
  • 32 Days On Market

  Current Estimated Value $467,899

  Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES

  9936 Golden Lagoon Aly, Winter Garden, FL 34787
• 

  

  /2

  Est $737,320

  Not Listed For Sale

  7251 Spring Park Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,295 Sq Ft
  • Built 2018

  7251 Spring Park Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 113 Days On Market
• 

  

  

  /20

  $729,999

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,475 Sq Ft

  Cresta Plan at Esplanade at McKinnon Groves 60' Lot, Winter Garden, FL 34787

  Step into a space where luxury meets leisure in the Cresta floor plan! This 1-story home features 3 bedrooms, 3 bathrooms, a 3-car garage and 2,475 square feet of beautiful, open-concept living space. Enter through the courtyard that leads to the porch and into a grand foyer where you'll find a spacious great room, kitchen, dining area and lanai—a breathtaking spot to take in the Florida

  Taylor Morrison Builder

  17705 Sedona St Unit 39548757, Winter Garden, FL 34787
• 

  

  /17

  $2,100 Per Month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • House for Rent

  407 Douglas Way, Winter Garden, FL 34787

  Minimum Deposit $2,100. Monthly Rent $2,100. Available August 1st!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome home to this beautiful 2-bedroom, 2-bathroom residence in the highly desirable Winter Garden area! This

  407 Douglas Way, Winter Garden, FL 34787
• 

  /2

  $1,320,000

  Sold Feb 05, 2026

  624 Canopy Estates Dr, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 3,627 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $364/SF
  • 76 Days On Market

  Current Estimated Value $1,316,900

  Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  624 Canopy Estates Dr, Winter Garden, FL 34787
• 

  /2

  Est $448,657

  Not Listed For Sale

  16078 Bayou Crest Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 2018

  16078 Bayou Crest Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 126 Days On Market
• 

  

  /41

  $703,990

  New Construction

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

  Anna Maria With Bonus Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

  The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering four 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

  0 Avalon Woods St Unit 37123074, Winter Garden, FL
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  /34

  $3,900 Per Month

  • 5 Beds
  • 4.5 Baths
  • 2,569 Sq Ft
  • House for Rent

  16318 Honey Harvest St, Winter Garden, FL 34787

  Located in the highly desirable Harvest at Ovation community in Horizon West, this 2024 bungalow offers an exceptional combination of privacy, functionality, and modern design. The property offers approximately 2,153 square feet of living space, plus a fully permitted 416-square-foot detached in-law suite above the garage with its own private entrance, living area, kitchenette, and full

  Victor Barroeta MBT REALTY LLC

  16318 Honey Harvest St, Winter Garden, FL 34787
• 

  /2

  $476,000

  Sold Nov 07, 2025

  399 Millwood Place, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 6 Days On Market

  Current Estimated Value $470,577

  Last Listing Agent Mark Raumaker SERHANT

  399 Millwood Place, Winter Garden, FL 34787
• 

  /2

  Est $1,080,738

  Not Listed For Sale

  10357 Atwater Bay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft
  • Built 2018

  10357 Atwater Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 90 Days On Market
• 

  

  /11

  $750,990

  New Construction

  • 3 - 4 Beds
  • 2.5 - 5.5 Baths
  • 3,032+ Sq Ft

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

  This home is backed by our 10-Year Transferable Warranty and is Energy Star certified – lowering the cost of home ownership for you and your family month after month. Want to learn more about the Dorchester? Schedule your personal tour today!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36493149, Winter Garden, FL 34787
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  /33

  $4,275 Per Month

  • 5 Beds
  • 3 Baths
  • 3,771 Sq Ft
  • Charming and Immaculate, Updated 5/3 in Winter Garden's Alexander Ridge

  2052 Solar Dr, Winter Garden, FL 34787

  This immaculate, meticulously maintained, spacious 5/3 home in Winter Garden’s sought-after Alexander Ridge is as easy to care for as it is charming. Updated tile flooring and louvered wood shutters throughout impart ease and elegance along with many updated, upgraded details. The gourmet kitchen with stainless appliances, convenient granite island, and tall cabinets leading into the large

  2052 Solar Dr, Winter Garden, FL 34787
• 

  /2

  $375,000

  Sold Nov 20, 2025

  15471 Honeybell Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $237/SF
  • 90 Days On Market

  Current Estimated Value $370,549

  Last Listing Agent Ashley Porto GLASSTONE GROUP INC

  15471 Honeybell Dr, Winter Garden, FL 34787
• 

  /2

  Est $410,576

  Not Listed For Sale

  15605 Orange Harvest Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft
  • Built 2016

  15605 Orange Harvest Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 149 Days On Market
• 

  

  /10

  $454,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,817 Sq Ft

  Sandhill Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

  Welcome to your charming townhome located at Waterleigh, in Winter Garden, Florida. The Sandhill townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,817 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.

  D.R. Horton Builder

  10482 Atwater Bay Dr Unit 36202693, Winter Garden, FL 34787
• 

  

  /22

  $3,295 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,062 Sq Ft
  • House for Rent

  14340 Braemar St, Winter Garden, FL 34787

  Welcome to your new home in the desirable Highland Ridge community! This beautifully built 4-bedroom, 2-bath residence by Meritage Homes offers the perfect blend of comfort, efficiency, and style. Step inside to find an open-concept layout filled with natural light and thoughtfully designed living spaces. The spacious kitchen features modern cabinetry, sleek countertops, and energy-efficient

  Brynn Munro CORCORAN PREMIER REALTY

  14340 Braemar St, Winter Garden, FL 34787
• 

  /2

  $830,000

  Sold Sep 12, 2025

  13175 Telsen St Unit 40, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,719 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Above List Price
  • $223/SF
  • 25 Days On Market

  Current Estimated Value $827,930

  Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  13175 Telsen St Unit 40, Winter Garden, FL 34787
• 

  

  /28

  Est $415,194

  Not Listed For Sale

  15601 Orange Harvest Loop, Winter Garden, FL 34787

  • 2 Beds
  • 2.5 Baths
  • 1,877 Sq Ft
  • Built 2016

  15601 Orange Harvest Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 9 Days On Market
• 

  

  /3

  $704,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,752 Sq Ft

  Tidewater Plan at Hamlin Meadows - 60' Homesites, Winter Garden, FL

  The Tidewater floorplan offers a versatile and spacious one-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,752 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

  Dream Finders Homes Builder

  0 Hamlin Meadows St Unit 39127938, Winter Garden, FL
• 

  

  /16

  $2,550 Per Month

  • 4 Beds
  • 2 Baths
  • 1,853 Sq Ft
  • House for Rent

  23 Zachary Wade St, Winter Garden, FL 34787

  4 bedroom 2 bath with 2 car garage. Gated community. Laminate flooring with carpet in bedrooms 2-4. Master with ensuite. Large florida room with french doors.Unfurnished 4 bedroom 2 bath with 2 car garage. Gated community. Laminate flooring with carpet in bedrooms 2-4. Master with ensuite. Large florida room with french doors. Open floor plan. Rent includes lawn care.$100 app fee

  23 Zachary Wade St, Winter Garden, FL 34787
• 

  /2

  $455,000

  Sold Jul 27, 2026

  7078 Twilight Bay Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Below List Price
  • $224/SF
  • 96 Days On Market

  Current Estimated Value $461,297

  Last Listing Agent Elle Probst EXP REALTY LLC

  7078 Twilight Bay Dr, Winter Garden, FL 34787
• 

  /2

  Est $709,954

  Not Listed For Sale

  777 Orange Belt Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,686 Sq Ft
  • Built 2018

  777 Orange Belt Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 65 Days On Market
• 

  

  /61

  $760,900

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,296+ Sq Ft

  Frost Plan at Northlake at Ovation, Winter Garden, FL 34787

  New Home by RockWell Homes, Now Selling! Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901645, Winter Garden, FL 34787
• 

  

  /51

  $2,700 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft
  • Townhouse for Rent

  11193 Hanlon Terrace Aly, Winter Garden, FL 34787

  Welcome to this beautifully maintained, like-new townhome for rent in the highly desirable Winter Garden area! This spacious residence offers an open-concept floor plan designed for both comfortable everyday living and effortless entertaining including a cozy built in fireplace. The chef-inspired kitchen features granite countertops, upgraded cabinetry with crown molding, stainless steel

  Shelayna West KELLER WILLIAMS LEGACY REALTY

  11193 Hanlon Terrace Aly, Winter Garden, FL 34787
• 

  /2

  $1,256,567

  Sold Nov 19, 2025

  13258 Tollcross Way, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,788 Sq Ft
  • Built 2025

  Last Sold Summary

  • $332/SF

  Current Estimated Value $1,254,000

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

  13258 Tollcross Way, Winter Garden, FL 34787
• 

  

  /35

  Est $526,228

  Not Listed For Sale

  17184 Ocean Hill Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft
  • Built 2018

  17184 Ocean Hill Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 32 Days On Market
• 

  

  /71

  $645,900

  New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 2,120+ Sq Ft

  Hemingway Plan at Northlake at Ovation, Winter Garden, FL 34787

  New Single-Story Home by RockWell Homes, Now Selling! Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 3 -4 spacious bedrooms, 2.5-3 bathrooms, and a functional layout with a dining area, breakfast nook,home office area and a 2-car garage. The inviting exterior includes a covered front porch and a covered backyard lanai, with multiple upscale

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901616, Winter Garden, FL 34787
• 

  

  /25

  $2,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,689 Sq Ft
  • House for Rent

  16085 Scarpetta St, Winter Garden, FL 34787

  In the Waterleigh Community, this charming one story 3 bedroom 2 bath Laurel floorplan features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai.

  16085 Scarpetta St, Winter Garden, FL 34787
• 

  /2

  $1,490,000

  Sold Mar 05, 2026

  1127 Celadon St, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,730 Sq Ft
  • Built 2023

  Last Sold Summary

  • $546/SF
  • 6 Days On Market

  Current Estimated Value $1,455,984

  Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

  1127 Celadon St, Winter Garden, FL 34787
• 

  

  /25

  Not Listed For Sale

  14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 2018

  14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787

  Last Sold Summary

  • 425 Days On Market
• 

  

  /49

  $695,000

  $24K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,839 Sq Ft

  5966 Cypress Hill Rd, Winter Garden, FL 34787

  Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining.

  Mahmoud Mango DALTON WADE INC

  5966 Cypress Hill Rd, Winter Garden, FL 34787
• 

  

  /35

  $3,200 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,322 Sq Ft
  • House for Rent

  15010 Summer Harvest St, Winter Garden, FL 34787

  Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with

  Ricardo Molina TALENT REALTY SOLUTIONS

  15010 Summer Harvest St, Winter Garden, FL 34787
• 

  

  /8

  $399,990

  Sold Jul 02, 2026

  16311 Lakelet Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $255/SF
  • 211 Days On Market

  Current Estimated Value $401,000

  D.R. Horton Waterleigh - Townhomes

  16311 Lakelet Aly, Winter Garden, FL 34787
• 

  

  /61

  Est $819,834

  Not Listed For Sale

  1716 Highbanks Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,447 Sq Ft
  • Built 2018

  1716 Highbanks Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 3 Days On Market
• 

  

  /8

  $438,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,635 Sq Ft

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

  The Regina II is a two-story townhome offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor connects the kitchen, dining, and family rooms, creating a bright and inviting space for everyday living. Upstairs, the private primary suite features a walk-in closet, accompanied by two additional bedrooms and a conveniently located laundry

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36453066, Winter Garden, FL 34787
• 

  

  /19

  $2,700 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,713 Sq Ft
  • 3 Bedroom 2.5 Bahroom Townhouse on ORCHARD HILLS WINTER GARDEN

  5879 Chestnut Chase Rd, Winter Garden, FL 34787

  3 bedroom 2.5 bath townhouse on Orchard Hill at Winter Garden , The Brookside Plan at Orchard Hills is a bright and beautiful two-story townhome with three bedrooms, two and a half baths, and a two-car garage. This home offers an open floor plan with living area, dining area, and kitchen with island. The first floor also includes a powder room. The second floor of this plan includes an

  5879 Chestnut Chase Rd, Winter Garden, FL 34787
• 

  

  /30

  $524,990

  Sold Dec 19, 2025

  15387 Hamlin Park Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $253/SF
  • 18 Days On Market

  Current Estimated Value $510,760

  15387 Hamlin Park Dr, Winter Garden, FL 34787
• 

  

  /30

  Est $421,907

  Not Listed For Sale

  10103 Memoir Ave, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft
  • Built 2018

  10103 Memoir Ave, Winter Garden, FL 34787

  Last Sold Summary

  • 38 Days On Market

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