Winter Garden, FL Homes

• 

  

  

  /3

  $720,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,241+ Sq Ft

  Englewood Plan at Lake Star at Ovation - Manor Series, 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 Englewood? Schedule your personal tour today!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36485965, Winter Garden, FL 34787
• 

  

  

  /19

  $4,500 Per Month

  • 5 Beds
  • 4 Baths
  • 3,175 Sq Ft
  • House for Rent

  14582 Old Thicket Trace, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. INDEPENDENCE POOL home with Carriage House / In law suite above garage (1 bedroom, 1 bath and kitchen area ) is what you have been waiting for. Situated on a large corner lot with lots of curb appeal. As you walk up to your future home you are greeted by your large front porch. Exquisite flooring and granite through out. Stainless steel applianced

  Sabah Rab APEX INTERNATIONAL BROKERAGE

  14582 Old Thicket Trace, Winter Garden, FL 34787
• 

  

  /2

  $888,000

  Sold Dec 22, 2025

  524 S Lakeview Ave, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft
  • Built 1928

  Last Sold Summary

  • 15% Below List Price
  • $403/SF
  • 156 Days On Market

  Current Estimated Value $868,829

  Last Listing Agent Kim Blaylock HOMEVEST REALTY

  524 S Lakeview Ave, Winter Garden, FL 34787
• 

  

  /2

  Est $454,722

  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
• 

  

  

  /51

  $414,995

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

  16209 Admirals Cove Ln, Winter Garden, FL 34787

  Rare opportunity to own one of the largest townhome lots in the highly sought-after Waterleigh community in Horizon West. This beautifully maintained 3-bedroom, 2.5-bath IBIS model townhome, built in 2020, offers 1,568 sq ft of thoughtfully designed living space and sits on an oversized lot of approximately 4,100 sq ft — nearly double the lot size of many newer townhomes in the community. One of

  Carlo Ovalles Caicedo AROD PARTNERS REALTY

  16209 Admirals Cove Ln, Winter Garden, FL 34787
• 

  

  /41

  $7,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,364 Sq Ft
  • House for Rent

  7849 Freestyle Ln, Winter Garden, FL 34787

  Contact Kelly at or to schedule an appointment to view the home! *Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established *Rare opportunity to rent in an exclusive private gated and coveted water-skiing community of Isles of Lake Hancock. Amidst gorgeous views and private streets of beautiful estate

  7849 Freestyle Ln, Winter Garden, FL 34787
• 

  /2

  $200,000

  Sold Mar 27, 2026

  1010 Stucki Terrace, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Built 1987

  Last Sold Summary

  • 13% Below List Price
  • $203/SF
  • 247 Days On Market

  Current Estimated Value $203,334

  Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  1010 Stucki Terrace, Winter Garden, FL 34787
• 

  /2

  Est $906,716

  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
• 

  

  /3

  $812,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,550 Sq Ft

  Ellington Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162177, Winter Garden, FL
• 

  

  /35

  $3,900 Per Month

  • 4 Beds
  • 4 Baths
  • 3,537 Sq Ft
  • House for Rent

  14787 Old Thicket Trace, Winter Garden, FL 34787

  Beautiful 4 bedroom, 4 full bath home with a den/office available for rent in Signature Lakes, in the Independence area. This spacious two-story house features a bright, open layout with high ceilings, a welcoming front porch, and separate living, family, and dining rooms. The modern kitchen is large and well-equipped, with tile floors, stainless steel appliances, a gas stove, double ovens,

  Michelle Dunkley RE/MAX PRIME PROPERTIES

  14787 Old Thicket Trace, Winter Garden, FL 34787
• 

  /2

  $2,050,000

  Sold May 29, 2026

  5340 Bowman Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6.5 Baths
  • 5,749 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $357/SF
  • 17 Days On Market

  Current Estimated Value $2,176,009

  Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

  5340 Bowman Dr, Winter Garden, FL 34787
• 

  /2

  Est $668,409

  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
• 

  

  /101

  $465,900

  New Construction

  • 3 Beds
  • 3 Baths
  • 1,941+ Sq Ft

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

  New Luxurious Townhome by RockWell Homes. Welcome to this exquisite new townhome where luxury meets convenience. This spacious home offers 3 bedrooms, 3 bathrooms, and a versatile loft, perfect for your lifestyle needs. The townhome also includes a 2-car garage, a covered front lanai, a private second-floor covered balcony, and a covered back yard lanai, private fenced in back yard, providing

  RockWell Homes Builder

  15069 Summer Harvest St Unit 36901393, Winter Garden, FL 34787
• 

  

  /51

  $1,995 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
• 

  /2

  $700,000

  Sold Jul 11, 2025

  14132 Murcott Blossom Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,726 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $257/SF
  • 203 Days On Market

  Current Estimated Value $697,176

  Last Listing Agent Yair Burac Rodriguez REALTY OF AMERICA

  14132 Murcott Blossom Blvd, Winter Garden, FL 34787
• 

  

  /59

  Est $1,137,385

  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
• 

  

  /18

  $820,990

  New Construction

  • 5 Beds
  • 3 - 5 Baths
  • 3,610+ Sq Ft

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

  This 3,611 square foot Newport plan includes 5 bedrooms, 3 bathrooms, and a 3-car garage; this plan can be made into a dual owner's suite home. It offers additional in-room bathrooms for more privacy, as well as the ability to add extended lanai’s and second story balconies, maximizing your view or outdoor living space.

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36490633, Winter Garden, FL 34787
• 

  

  /54

  $2,650 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,466 Sq Ft
  • Townhouse for Rent

  17741 Japonica Bloom Dr, Winter Garden, FL 34787

  Beautiful townhouse in the heart of Winter GardenFeaturing 3 bedrooms and 2.5 bathrooms, with spacious layouts and plenty of natural light. Prime location close to dining, shopping, and more. Move-in ready!

  Isabel Azcarate LIFESTYLE INTERNATIONAL REALTY

  17741 Japonica Bloom Dr, Winter Garden, FL 34787
• 

  

  /16

  $453,351

  Sold Apr 15, 2026

  13343 Peaceful Melody Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $276/SF
  • 7 Days On Market

  Dream Finders Homes Serenade at Ovation - Townhomes

  13343 Peaceful Melody Dr, Winter Garden, FL 34787
• 

  

  /71

  Est $406,584

  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
• 

  

  /8

  $409,990

  New Construction

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

  16311 Lakelet Aly, Winter Garden, FL 34787

  The property is located at 16311 Lakelet Alley WINTER GARDEN FL 34787 priced at 409990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16311 Lakelet Aly, Winter Garden, FL 34787
• 

  /2

  $5,900 Per Month

  • 5 Beds
  • 3.5 Baths
  • 3,643 Sq Ft
  • Condo for Rent

  16628 Silver Brook Way, Winter Garden, FL 34787

  Welcome to this beautiful Scarlett Floor Plan home in the sought-after Silverleaf Oaks community of Winter Garden.Boasting 3,643 square feet of living space, this spacious residence features 5 bedrooms, 3.5 bathrooms, and a 3-car garage, offering plenty of room for comfortable living and entertaining.The open-concept layout includes generous living areas, a modern kitchen with

  16628 Silver Brook Way, Winter Garden, FL 34787
• 

  /2

  $900,000

  Sold Aug 26, 2025

  14415 Lake Huckleberry Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1979

  Last Sold Summary

  • 18% Below List Price
  • $709/SF
  • 151 Days On Market

  Current Estimated Value $907,910

  Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

  14415 Lake Huckleberry Ln, Winter Garden, FL 34787
• 

  /2

  Est $449,770

  Not Listed For Sale

  15446 Honeybell Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 1,941 Sq Ft
  • Built 2017

  15446 Honeybell Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 241 Days On Market
• 

  

  /34

  $578,990

  New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

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

  Open-concept kitchen with center island and oversized pantry.Spacious great room with access to covered lanai.Private home office or optional Extra Suite off foyer.Lavish primarysuite with tray ceiling and walk-in closet.Relaxing primary bath with dual sinks and seated shower.Convenient second story laundry in proximity to bedrooms.Optional bonus room over garage.

  K. Hovnanian Homes Builder

  15221 Blue Peacock Ln Unit 36494326, Winter Garden, FL 34787
• 

  

  /49

  $4,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 1,730 Sq Ft
  • Townhouse for Rent

  125 S Park Ave, Winter Garden, FL 34787

  Highly Sought After 3 story townhome community located on the downtown strip of Main Street Old Winter Garden. Beautifully appointed with ceramic tile throughout main living and all wet areas. Gourmet kitchen with all upgraded appliances, including gas stove and built in microwave. 8-foot center island with sink and 4 counter seat spaces. Just off the kitchen and pantry is a small but cozy

  Billy Cannon, Jr BHHS FLORIDA REALTY

  125 S Park Ave, Winter Garden, FL 34787
• 

  /2

  $641,000

  Sold Apr 30, 2026

  2425 Prairie View Dr, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,524 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $182/SF
  • 65 Days On Market

  Current Estimated Value $672,356

  Last Listing Agent Amaal Barakat KELLER WILLIAMS ADVANTAGE III

  2425 Prairie View Dr, Winter Garden, FL 34787
• 

  /2

  Est $631,122

  Not Listed For Sale

  9669 Waterway Passage Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,541 Sq Ft
  • Built 2018

  9669 Waterway Passage Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2 Days On Market
• 

  

  /70

  $1,325,000

  Pending

  • 5 Beds
  • 4 Baths
  • 3,904 Sq Ft

  15200 Lake Claire Overlook Dr, Winter Garden, FL 34787

  Under contract-accepting backup offers. Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the

  Denise Gregorie CLOCK TOWER REALTY

  15200 Lake Claire Overlook Dr, Winter Garden, FL 34787
• 

  

  /56

  $3,700 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,571 Sq Ft
  • House for Rent

  15532 Sweet Orange Ave, Winter Garden, FL 34787

  Come view this recently renovated, modern 3 bedroom home in the beautiful Horizon West area. This FULLY FURNISHED HOME not only has conservation lake views, but also includes lawncare! Upon entering the foyer, you will immediately notice the high ceilings, custom furnishings, open floorplan, two living rooms, and the spacious kitchen. The chef's kitchen features double ovens, a natural gas

  15532 Sweet Orange Ave, Winter Garden, FL 34787
• 

  /2

  $570,000

  Sold Jan 27, 2026

  15107 Kirsty Aly, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,292 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $249/SF
  • 17 Days On Market

  Current Estimated Value $569,629

  Last Listing Agent Raphael Sena Oliveira de Sena KAZA REAL ESTATE LLC

  15107 Kirsty Aly, Winter Garden, FL 34787
• 

  

  /56

  Est $483,560

  Not Listed For Sale

  501 Millwood Place, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 2014

  501 Millwood Place, Winter Garden, FL 34787

  Last Sold Summary

  • 91 Days On Market
• 

  

  /19

  $735,990

  New Construction

  • 3 - 5 Beds
  • 2.5 - 4.5 Baths
  • 2,791 Sq Ft

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

  The Moseley II is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. High ceilings, abundant

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36476723, Winter Garden, FL 34787
• 

  

  /53

  $3,999 Per Month

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft
  • House for Rent

  17876 Adrift Rd, Winter Garden, FL 34787

  Virtually Staged. One or more photo(s) has been virtually staged. Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is

  Winnie Tam FLORIDA REALTY INVESTMENTS

  17876 Adrift Rd, Winter Garden, FL 34787
• 

  /2

  $153,000

  Sold Jan 13, 2026

  117 Windtree Ln Unit 102, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Built 1984

  Last Sold Summary

  • 22% Below List Price
  • $167/SF
  • 46 Days On Market

  Current Estimated Value $163,145

  Last Listing Agent Tony Vicari VICARI REALTY CORP

  117 Windtree Ln Unit 102, Winter Garden, FL 34787
• 

  

  /38

  Est $763,459

  Not Listed For Sale

  1658 Holcomb Creek St, Winter Garden, FL 34787

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

  1658 Holcomb Creek St, Winter Garden, FL 34787

  Last Sold Summary

  • 12 Days On Market
• 

  

  /16

  $730,990

  New Construction

  • 4 - 5 Beds
  • 3 Baths
  • 2,740+ Sq Ft

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

  The Kent floorplan is offered in a traditional or classical exterior design. This spacious, 4-5-bedroom home is one of our most versatile 2-story plans!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36463756, Winter Garden, FL 34787
• 

  

  /17

  $2,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Townhouse for Rent

  1343 Broken Oak Dr, Winter Garden, FL 34787

  Beautiful Winter Garden property! 3/2.5 with a 2-car garage in the gated community of Tucker Oaks. The first floor features bright open floorplan with wood laminate flooring, fireplace, half bath, laundry and screened patio overlooking tree-lined walking trail and playground. Second floor features wood laminate flooring in all three bedrooms. Tucker Oaks is a peaceful oasis just minutes from

  1343 Broken Oak Dr, Winter Garden, FL 34787
• 

  /2

  $570,000

  Sold Oct 29, 2025

  16484 Angel Fish Rd, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,472 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $231/SF
  • 116 Days On Market

  Current Estimated Value $583,547

  Last Listing Agent Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

  16484 Angel Fish Rd, Winter Garden, FL 34787
• 

  

  /89

  Est $666,944

  Not Listed For Sale

  14633 Magnolia Ridge Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,775 Sq Ft
  • Built 2018

  14633 Magnolia Ridge Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 108 Days On Market

Showing Results 441 - 480, Page 12 of 18