Winter Garden, FL Homes

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  /43

  $454,990

  New Construction

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

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

  Spacious 3 Level Townhome with 2-Car Rear Garage and up to 1,881 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 bathroom. The 2nd floor offers an expansive living room and a rear kitchen with the option of a chef's kitchen and large island that overlooks to the cafe area. The 3rd floor boasts a primary suite

  DRB Homes Builder

  6684 Juneberry Way Unit 36475876, Winter Garden, FL 34787
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  /29

  $4,150 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,772 Sq Ft
  • House for Rent

  16238 Wind View Ln, Winter Garden, FL 34787

  Available for September move in! 4 Bedrooms, 3.5 Bathrooms plus an Office on ONE FLOOR with the most amazing view available in Horizon West, minutes away from the Hamlin Center! The gourmet Kitchen features Cooktop, Double Ovens, Custom Panel Refrigerator, Under Cabinet Lighting, and large walk-in pantry with Custom Built-Ins. Split floor plan with Primary Suite & Office overlooking the water.

  Kyle Li UNIONE REALTY INC

  16238 Wind View Ln, Winter Garden, FL 34787
• 

  

  /2

  $484,000

  Sold Dec 01, 2025

  16073 Pebble Bluff Loop, Winter Garden, FL 34787

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

  Last Sold Summary

  • 3% Below List Price
  • $287/SF
  • 24 Days On Market

  Current Estimated Value $482,188

  Last Listing Agent Regina Cruz KELLER WILLIAMS ELITE PARTNERS III REALTY

  16073 Pebble Bluff Loop, 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
• 

  

  

  /58

  $1,219,000

  Pending

  • 5 Beds
  • 4 Baths
  • 3,505 Sq Ft

  15838 Citrus Grove Loop, Winter Garden, FL 34787

  Welcome to luxury lakefront living in the gated community of Hickory Hammock at Johns Lake. Situated on an oversized homesite overlooking beautiful Lake Burnett, this exceptional 5-bedroom, 4-bathroom home with a 3-car garage and resort-style pool offers the perfect blend of elegance, comfort, and modern updates. From the moment you step inside, you'll be captivated by the rich hardwood floors

  Steve Glose PREFERRED REAL ESTATE BROKERS

  15838 Citrus Grove Loop, Winter Garden, FL 34787
• 

  

  /24

  $2,475 Per Month

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • House for Rent

  1938 Sherbourne St, Winter Garden, FL 34787

  Discover the enchantment of living in this delightful 3-bedroom, 2-bathroom home nestled in the heart of Winter Garden. This residence is a perfect blend of comfort and style, featuring a welcoming family/dining room combo that boasts exquisite wooden flooring throughout, creating a warm and inviting atmosphere for both entertaining and relaxation.The heart of the home, the kitchen, is

  1938 Sherbourne St, Winter Garden, FL 34787
• 

  /2

  $800,000

  Sold Sep 30, 2025

  13159 Faro Ct, Winter Garden, FL 34787

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

  Last Sold Summary

  • $215/SF

  Current Estimated Value $823,527

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

  13159 Faro Ct, 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
• 

  

  /41

  $488,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  14610 Seton Creek Blvd, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full

  Morgan Coleman CROSS KEYS REALTY, INC.

  14610 Seton Creek Blvd, Winter Garden, FL 34787
• 

  

  /11

  $3,350 Per Month

  • 4 Beds
  • 3 Baths
  • 1,886 Sq Ft
  • House for Rent

  15142 Masthead Landing Cir, Winter Garden, FL 34787

  This 4 bedroom 3 bathroom open-floor concept home. Updated granite counters, and newly painted cabinets and stainless steel appliances. Stoneybrook West offers 24-hour manned, security-guarded and gated, golf-course community. Located, minutes from Downtown Plant Street & Florida Hospital. Community amenities are an Olympic sized swimming pool, Town Center includes the gym (Tennis, Basketball,

  Amal Salama LPT REALTY, LLC

  15142 Masthead Landing Cir, Winter Garden, FL 34787
• 

  /2

  $1,195,000

  Sold Sep 12, 2025

  15576 Shorebird Ln, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,892 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $307/SF
  • 2 Days On Market

  Current Estimated Value $1,210,350

  Last Listing Agent Eve Metlis WATSON REALTY CORP

  15576 Shorebird Ln, Winter Garden, FL 34787
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  /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
• 

  

  /11

  $513,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,803+ Sq Ft

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

  It’s love at first sight with this 1,602 square foot plan, offering 3 bedrooms, 2 1⁄2 baths, and an alley-loaded garage. Best of all this home is 100% Energy Star 3.1 certifies which means it will save you on the recurring utility costs of owning a home. Some of the energy saving features include Core Fill insulation in the block walls, R-38 ceiling insulation, Radiant Roof Barrier, Low-E double

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36481413, Winter Garden, FL 34787
• 

  

  /27

  $2,625 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,356 Sq Ft
  • House for Rent

  1914 Sherbourne St, Winter Garden, FL 34787

  *** TENANT OCCUPIED UNTIL 7/31/26 - Showings by appointment ONLY! ***Welcome to your very own Slice of Paradise as you walk through the front door of this open floor plan with a view of crystal clear pool and lanai you will feel right home!!! This 3BD, 2.5BTH, 17' ceiling pool home has so much to offer inside and out! This fantastic home is move-in ready. The living room has an ideal

  1914 Sherbourne St, Winter Garden, FL 34787
• 

  /2

  $384,500

  Sold May 01, 2026

  7230 Duxbury Ln, Winter Garden, FL 34787

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $264/SF
  • 4 Days On Market

  Current Estimated Value $383,429

  Last Listing Agent Emma Jones ORANGE SLICE PROPERTIES

  7230 Duxbury Ln, Winter Garden, FL 34787
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  /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
• 

  

  /3

  $779,990

  New Construction

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

  Ellington Plan at Hamlin Meadows - 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 Hamlin Meadows St Unit 39127940, Winter Garden, FL
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  /15

  $3,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft
  • House for Rent

  17119 Quicksilver Ave, Winter Garden, FL 34787

  Virtually Staged. Energy Efficient Home With Solar Power Panels! Welcome to this beautifully maintained, 4-bedroom, 3-bathroom single-family home located in the highly desirable Waterside community of Winter Garden! Built in 2022, this contemporary 2-story property offers 2,030 sq. ft. of bright, functional living space and an attached 2-car garage. The open-concept first floor seamlessly

  Guanhua Zhang KN PREMIER REALTY, INC

  17119 Quicksilver Ave, Winter Garden, FL 34787
• 

  /2

  $637,060

  Sold Apr 15, 2026

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft
  • Built 2025

  Last Sold Summary

  • $232/SF

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

  Unlisted Address
• 

  /2

  Est $443,160

  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
• 

  

  /28

  $900,000

  • 6 Beds
  • 6 Baths
  • 2,876 Sq Ft

  402 E Maple St, Winter Garden, FL 34787

  Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected

  David Dorman CENTURY 21 CARIOTI

  402 E Maple St, Winter Garden, FL 34787
• 

  

  /23

  $3,000 Per Month

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • 6042SID (INDY1596/50)

  6042 Sunset Isle Dr Unit 1596, Winter Garden, FL 34787

  6042 Sunset Isle Dr Unit 1596, Winter Garden, FL 34787
• 

  /2

  $725,000

  Sold Oct 02, 2025

  7724 Purple Finch St, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,274 Sq Ft
  • Built 2016

  Last Sold Summary

  • $221/SF
  • 6 Days On Market

  Current Estimated Value $718,575

  Last Listing Agent Lee Goldberg COLDWELL BANKER REALTY

  7724 Purple Finch St, Winter Garden, FL 34787
• 

  /2

  Est $609,969

  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
• 

  

  /31

  $340,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787

  Wow! Winter Garden Corner unit located in the gated community of Tucker Oaks in sought-after Winter Garden, this beautifully upgraded condo-townhome style offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms. This stunning home offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy

  Ali Mazahaem Flores THE SIMON SIMAAN GROUP

  15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787
• 

  

  /54

  $2,550 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
• 

  /2

  $385,000

  Sold Oct 10, 2025

  1122 Priory Cir, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 91 Days On Market

  Current Estimated Value $365,428

  Last Listing Agent Patricia Fernandez CHARLES RUTENBERG REALTY ORLANDO

  1122 Priory Cir, Winter Garden, FL 34787
• 

  

  /56

  Est $471,925

  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
• 

  

  /64

  $1,095,000

  • 6 Beds
  • 5 Baths
  • 4,693 Sq Ft

  427 Egret Place Dr, Oakland, FL 34787

  Tucked inside sought-after Johns Lake Pointe, this impeccably maintained 6-bedroom, 5-bathroom, pool home offers 4,693 square feet of thoughtfully designed living space where style, comfort, and exceptional entertaining come together. With a versatile floor plan that includes a first-floor Primary suite, and additional Primary suite upstairs, expansive gathering spaces, and standout rooms for

  Cheryl Gritzer CLOCK TOWER REALTY

  427 Egret Place Dr, Oakland, FL 34787
• 

  

  /32

  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • 3 Bedroom 2 Bath Winter Garden Townhome with Remodeled Kitchen and a Fenced Backyard!

  968 Stucki Terrace, Winter Garden, FL 34787

  Welcome to this beautifully updated 3 bedroom, 2 bathroom, one story Winter Garden townhome featuring durable plank and tile flooring throughout. This move-in ready home offers a stylish remodeled kitchen with granite countertops, stainless steel appliances, upgraded fixtures, and elegant 6 inch crown molding.Step outside to enjoy the screened-in porch overlooking a private, fenced

  968 Stucki Terrace, Winter Garden, FL 34787
• 

  /2

  $465,000

  Sold Dec 02, 2025

  275 Virginia Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $232/SF
  • 8 Days On Market

  Current Estimated Value $488,269

  Last Listing Agent Laura Halbig DENIZ REALTY PARTNERS LLC

  275 Virginia Dr, Winter Garden, FL 34787
• 

  

  /38

  Est $780,267

  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
• 

  

  /61

  $658,000

  $41K PRICE DROP Under Contract

  • 4 Beds
  • 3 Baths
  • 2,782 Sq Ft

  17379 Channel Way, Winter Garden, FL 34787

  Under contract-accepting backup offers. Just remolded!!!Large 4-bedroom home + 2 large Bonus rooms. This 2782sf 7-year-old home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #2 and 3, and with a full bath. The first floor is gorgeous tile from the front

  Chun Cai SPRING REALTY ONE LLC

  17379 Channel Way, 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

  $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 $863,481

  Last Listing Agent Kim Blaylock HOMEVEST REALTY

  524 S Lakeview Ave, Winter Garden, FL 34787
• 

  

  /89

  Est $665,237

  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
• 

  

  /50

  $750,000

  Pending

  • 5 Beds
  • 4 Baths
  • 3,011 Sq Ft

  2006 Wintermere Pointe Dr, Winter Garden, FL 34787

  Virtually Staged. Tucked away on a cul-de-sac within the gated community of Wintermere Pointe, this spacious 5-bedroom, 4-bath pool home is situated on an oversized homesite of more than 1/4 acre with a beautiful wooded backdrop. The private backyard provides an inviting setting for outdoor living, featuring a screened pool and patio that create the perfect space for entertaining or simply

  David Dorman CENTURY 21 CARIOTI

  2006 Wintermere Pointe Dr, Winter Garden, FL 34787
• 

  

  /35

  $2,450 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,643 Sq Ft
  • Townhouse for Rent

  13800 Golden Russet Dr, Winter Garden, FL 34787

  Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath townhome nestled in the exclusive gated community of The Orchard—where comfort, style, and convenience come together in perfect harmony. Available for move-in July 1st!!! This rare rental opportunity won’t last long!Step inside and be wowed by the spacious open-concept layout, perfect for hosting guests or enjoying cozy family

  13800 Golden Russet Dr, 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 $203,012

  Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  1010 Stucki Terrace, Winter Garden, FL 34787
• 

  /2

  Est $422,166

  Not Listed For Sale

  11084 Suspense Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,636 Sq Ft
  • Built 2018

  11084 Suspense Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 26 Days On Market

Showing Results 481 - 520, Page 13 of 18