Winter Garden, FL Homes

• 

  

  

  /37

  $782,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,291 Sq Ft

  Tidewater With Bonus Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,289 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

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162284, Winter Garden, FL
• 

  

  

  /19

  $1,750 Per Month

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

  417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

  Ready to move-in One-bedroom, one Jack-n-Jill bath. Fully renovated with fresh paint from top to bottom. Luxury Vinyl floors from stairs thru out the unit. the Bathroom has ceramic tile. The unit features a study/den perfect if you have a home office or need a craft room.

  Maria Lloret HOMESMART

  417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
• 

  

  /2

  $665,000

  Sold Jan 29, 2026

  11876 Shine View Ln, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,489 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $267/SF
  • 7 Days On Market

  Current Estimated Value $671,000

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

  11876 Shine View Ln, Winter Garden, FL 34787
• 

  

  /2

  Est $450,912

  Not Listed For Sale

  7227 Half Moon Lake Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,290 Sq Ft
  • Built 2018

  7227 Half Moon Lake Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 28 Days On Market
• 

  

  

  /79

  $735,900

  New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,889+ Sq Ft

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

  Luxurious New Home by RockWell Homes, Now Selling! Welcome to the Eliot design, a thoughtfully crafted home offering a balance of comfort, style, and flexibility. This popular floorplan includes 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious loft, with multiple structural options available to personalize the layout. The exterior design enhances curb appeal and functionality, featuring a covered

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901640, Winter Garden, FL 34787
• 

  

  /19

  $2,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Townhouse for Rent

  15555 Honeybell Dr, Winter Garden, FL 34787

  FOR RENT, Beautiful townhome in highly sought out Hamlin Reserve Community, 3 Bedrooms, 2 1/2 Bathrooms, located in one of the most desirable Area : the great area of Winter Garden. The kitchen is spectacularly designed with dark cabinets and granite countertops in the kitchen, stainless steel appliances, the kitchen goes towards the great room and the private cozy patio with fence. Garage for 2

  15555 Honeybell Dr, Winter Garden, FL 34787
• 

  /2

  $549,730

  Sold Sep 23, 2025

  11940 Bracco St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $263/SF
  • 326 Days On Market

  Current Estimated Value $515,032

  11940 Bracco St, Winter Garden, FL 34787
• 

  

  /53

  Est $387,423

  Not Listed For Sale

  14773 Driftwater Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2015

  14773 Driftwater Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5 Days On Market
• 

  

  /3

  $651,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

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

  The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37123076, Winter Garden, FL
• 

  

  /27

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft
  • Townhouse for Rent

  1519 Priory Cir, Winter Garden, FL 34787

  Virtually Staged. Now available for immediate move-in in the highly sought after Westbrook at Stoneybrook West community in Winter Garden. This spacious 3 bedroom, 2.5 bath townhome with a 2 car garage and versatile loft offers the ideal blend of comfort, function, and location. Step inside to a bright, open layout with wood laminate flooring and a seamless flow from the living area to the

  Peter Luu REAL BROKER, LLC

  1519 Priory Cir, Winter Garden, FL 34787
• 

  /2

  $434,000

  Sold May 29, 2026

  1836 Winged Elm Place, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $254/SF
  • 51 Days On Market

  Current Estimated Value $432,854

  Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE

  1836 Winged Elm Place, Winter Garden, FL 34787
• 

  

  /12

  Est $523,200

  Not Listed For Sale

  10187 Shallow Water Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 2018

  10187 Shallow Water Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 43 Days On Market
• 

  

  /3

  $617,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

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

  The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

  Dream Finders Homes Builder

  0 Hamlin Meadows St Unit 39127934, Winter Garden, FL
• 

  

  /19

  $1,975 Per Month

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • House for Rent

  430 Sand Lime Rd, Winter Garden, FL 34787

  4 Bedroom 2 Bath Townhome For Rent at 430 Sand Lime Road Winter Garden, Fl. 34787. This Home has a Range, Refrigerator, Central Heat and A/C. Call to schedule showing.For additional information, or to arrange a showing, please call our office at or for after hours call Cristina Burgos at or Rick Sein at .Application Instructions: RealSource Property Management only accepts

  430 Sand Lime Rd, Winter Garden, FL 34787
• 

  /2

  $770,000

  Sold Nov 17, 2025

  9535 Beautiful Way, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,451 Sq Ft
  • Built 2021

  Last Sold Summary

  • 14% Below List Price
  • $223/SF
  • 113 Days On Market

  Current Estimated Value $774,909

  Last Listing Agent alex frydenberg ICON REALTY ASSOCIATES INC

  9535 Beautiful Way, Winter Garden, FL 34787
• 

  /2

  Est $672,903

  Not Listed For Sale

  10145 Beach Port Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 2,840 Sq Ft
  • Built 2018

  10145 Beach Port Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 89 Days On Market
• 

  

  /13

  $625,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,857+ Sq Ft

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

  It's love at first sight when you first see the Ashford! With the inviting front porch, carriage-style garage doors, brick paver driveway and lead walk, this home is reminiscent of a simpler time! This single-story, 3 bedroom, 2 bathroom, 2-car garage home ranges from 1,857 - 1,912 square feet. Schedule your tour today!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36487483, Winter Garden, FL 34787
• 

  

  /46

  $4,799 Per Month

  • 5 Beds
  • 4 Baths
  • 3,760 Sq Ft
  • House for Rent

  9240 Woodcrane Dr, Winter Garden, FL 34787

  Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to list.

  Jessica Martinez Cestero HAMPTON & HAMPTON MGMT LEASING

  9240 Woodcrane Dr, Winter Garden, FL 34787
• 

  /2

  $544,990

  Sold Nov 10, 2025

  13036 Serene Glade Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 2025

  Last Sold Summary

  • $262/SF
  • 0 Days On Market

  Current Estimated Value $544,318

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13036 Serene Glade Rd, Winter Garden, FL 34787
• 

  

  /40

  Est $815,131

  Not Listed For Sale

  8001 Key West Dove St, Winter Garden, FL 34787

  • 5 Beds
  • 5 Baths
  • 3,842 Sq Ft
  • Built 2013

  8001 Key West Dove St, Winter Garden, FL 34787

  Last Sold Summary

  • 12 Days On Market
• 

  

  /3

  $646,990

  New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 2,066 Sq Ft

  Douglas II Plan at Northlake at Ovation - Traditional, Winter Garden, FL 34787

  The Douglas II is a one-story home offering three bedrooms, two full bathrooms, and a two-car garage. The open-concept layout connects the kitchen to the great room, creating a spacious and bright central living space. A private primary suite offers comfort and seclusion, while an oversized laundry room and a large, covered lanai enhance everyday functionality and outdoor living. Thoughtful

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36470845, Winter Garden, FL 34787
• 

  

  /38

  $2,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,829 Sq Ft
  • House for Rent

  9428 Woodcrane Dr, Winter Garden, FL 34787

  Beautiful 3-Bedroom Home in WaterMark Community | Winter Garden!Welcome to 9428 Woodcrane Drive, a stunning single-family home located in the highly desirable WaterMark community in Winter Garden. This meticulously maintained, energy-efficient residence offers approximately 1,800 square feet of comfortable living space, featuring 3 bedrooms, 2 full bathrooms, and a convenient attached

  9428 Woodcrane Dr, Winter Garden, FL 34787
• 

  /2

  $645,000

  Sold Mar 19, 2026

  2022 Tillman Ave, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 2,981 Sq Ft
  • Built 2009

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 63 Days On Market

  Current Estimated Value $656,630

  Last Listing Agent Maria Ortiz LPT REALTY, LLC

  2022 Tillman Ave, Winter Garden, FL 34787
• 

  /2

  Est $2,123,867

  Not Listed For Sale

  15168 Shonan Gold Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 5,030 Sq Ft
  • Built 2018

  15168 Shonan Gold Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 273 Days On Market
• 

  

  /67

  $620,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,692 Sq Ft

  17059 Harbor Oak Pkwy, Winter Garden, FL 34787

  Motivated Seller! Don't miss your opportunity with this Winter Garden home - offering elegance, convenience and affordability. Situated inside the desirable Waterside community, you will find this beautifully designed residence, blending timeless sophistication with modern comfort, offering an open floor plan, designer finishes, and exceptional indoor-outdoor living.From the moment you

  Wendy Moore ERA GRIZZARD REAL ESTATE

  17059 Harbor Oak Pkwy, Winter Garden, FL 34787
• 

  

  /49

  $3,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • House for Rent

  17125 Beachgrass Aly, Winter Garden, FL 34787

  Amazing brand new home in Lakestar at Ovation, just 15 minutes from Disney parks. Spacious bangalo. Residents will enjoy a resort style ammenities.

  Cristiane Leon KICANTO REALTY

  17125 Beachgrass Aly, Winter Garden, FL 34787
• 

  /2

  $440,000

  Sold Jan 27, 2026

  434 Millwood Place, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Below List Price
  • $259/SF
  • 66 Days On Market

  Current Estimated Value $447,826

  Last Listing Agent Alexandre James CHARLES RUTENBERG REALTY ORLANDO

  434 Millwood Place, Winter Garden, FL 34787
• 

  

  /9

  Est $266,307

  Not Listed For Sale

  417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Built 2005

  417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

  Last Sold Summary

  • 2 Days On Market
• 

  

  /31

  $179,950

  $20K PRICE DROP

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

  14501 Grove Resort Ave Unit 1732, Winter Garden, FL 34787

  Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept

  Shaunda Hall GENSTONE REALTY

  14501 Grove Resort Ave Unit 1732, Winter Garden, FL 34787
• 

  

  /49

  $4,799 Per Month

  • 5 Beds
  • 4 Baths
  • 3,760 Sq Ft
  • Spectacular 5/4 with 3 car garage home in Winter Garden

  9240 Wood Crane Dr, Winter Garden, FL 34787

  Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to

  9240 Wood Crane Dr, Winter Garden, FL 34787
• 

  

  /17

  $424,990

  Sold Sep 08, 2025

  9392 Bolshoi Aly, Winter Garden, FL 34787

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

  Move in Ready Sold Summary

  • $251/SF
  • 6 Days On Market

  9392 Bolshoi Aly, Winter Garden, FL 34787
• 

  /2

  Est $784,630

  Not Listed For Sale

  5657 Mangrove Cove Ave, Winter Garden, FL 34787

  • 5 Beds
  • 3.5 Baths
  • 3,881 Sq Ft
  • Built 2016

  5657 Mangrove Cove Ave, Winter Garden, FL 34787

  Last Sold Summary

  • 190 Days On Market
• 

  

  /50

  $515,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  132 Zachary Wade St, Winter Garden, FL 34787

  Located in the Golf Cart District and less than one mile from Historic Downtown Winter Garden and directly across from the West Orange Trail, this beautifully maintained 3 bedroom, 2 bath home in the Gated Community of Lakeview Reserve offers the perfect blend of location, comfort, and updates. The desirable split floor plan features spacious living and dining areas with an open concept kitchen

  Jennifer Mitchell CLOCK TOWER REALTY

  132 Zachary Wade St, Winter Garden, FL 34787
• 

  

  /20

  $3,100 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft
  • House for Rent

  4869 Lacewing Dr, Winter Garden, FL 34787

  Welcome to this beautiful 4-bedroom, 2.5-bath bungalow located in the highly desirable Silverleaf Reserve community in Winter Garden. This well-designed home offers an open-concept layout, a spacious kitchen, and comfortable living areas ideal for everyday living and entertaining. The property also features a 2-car garage and modern finishes throughout. Conveniently located near shopping, dining,

  Eduardo Pavone ON ME REALTY

  4869 Lacewing Dr, Winter Garden, FL 34787
• 

  

  /29

  $655,990

  Sold Oct 06, 2025

  13230 Peaceful Melody Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,334 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $281/SF
  • 24 Days On Market

  Current Estimated Value $658,141

  Dream Finders Homes Serenade at Ovation - 50' Collection

  13230 Peaceful Melody Dr, Winter Garden, FL 34787
• 

  /2

  Est $2,043,711

  Not Listed For Sale

  15162 Shonan Gold Dr, Winter Garden, FL 34787

  • 6 Beds
  • 5.5 Baths
  • 4,817 Sq Ft
  • Built 2019

  15162 Shonan Gold Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 79 Days On Market
• 

  

  /16

  $924,990

  New Construction

  • 4 - 5 Beds
  • 4.5 - 5.5 Baths
  • 4,714 Sq Ft

  Newport Xl Plan at Lake Star at Ovation - Manor Series, Winter Garden, FL 34787

  At almost 5,000 sq. ft. you will be glad this home is built to Energy Star 3.1 building standards, making this home more energy efficient than homes just built to code, and it is backed by M/I Homes’ Transferable Structural Warranty. To learn more about this home schedule your personal tour today!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36464383, Winter Garden, FL 34787
• 

  

  /32

  $1,795 Per Month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Well appointed 2/2 1st floor condo in beautiful Winter Garden. Available Now!

  53 Windtree Ln, Winter Garden, FL 34787

  This 2 bedroom and 2 bath condo is located on the first floor and it comes with tiled flooring throughout, all appliances, and fresh paint. Two assigned parking spaces for your convenience and beautiful amenities like pool, and basketball courts. Located at just minutes from Downtown Winter Garden and close to shopping, public transportation, and restaurants. Clean and ready for a great resident;

  53 Windtree Ln, Winter Garden, FL 34787
• 

  /2

  $2,675,000

  Sold Mar 31, 2026

  6711 Point Hancock Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 5,433 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $492/SF
  • 11 Days On Market

  Current Estimated Value $2,683,402

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  6711 Point Hancock Dr, Winter Garden, FL 34787
• 

  /2

  Est $631,285

  Not Listed For Sale

  10272 Atwater Bay Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 2,840 Sq Ft
  • Built 2018

  10272 Atwater Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 93 Days On Market

Showing Results 361 - 400, Page 10 of 18