Winter Garden, FL Homes

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  /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
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  /34

  $2,550 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,817 Sq Ft
  • Townhouse for Rent

  11056 Great Rock St, Winter Garden, FL 34787

  Beautiful end-unit townhouse located in the highly desirable Waterleigh community in Winter Garden. Built in 2021, this well-maintained home offers a modern open floor plan with stylish finishes throughout. The kitchen features stainless steel appliances, granite countertops, ample cabinet space, and a functional layout perfect for everyday living and entertaining. Located in an excellent school

  Amanda Yuan MULTI CHOICE REALTY LLC

  11056 Great Rock St, Winter Garden, FL 34787
• 

  

  /2

  $584,610

  Sold Apr 08, 2026

  17037 Haggerty Hollow Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,515 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 4% Below List Price
  • $232/SF
  • 7 Days On Market

  Current Estimated Value $605,000

  Dream Finders Homes Hamlin Meadows - 60' Homesites

  17037 Haggerty Hollow Dr, Winter Garden, FL 34787
• 

  

  /2

  Est $512,384

  Not Listed For Sale

  7224 Desert Mandarin St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft
  • Built 2017

  7224 Desert Mandarin St, Winter Garden, FL 34787

  Last Sold Summary

  • 6 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
• 

  

  /26

  $3,200 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,481 Sq Ft
  • Property for Rent

  14180 Title Way, Winter Garden, FL 34787

  Welcome to Storey Grove, a beautiful and highly sought-after community in the heart of Horizon West, Winter Garden, one of Central Florida’s most desirable locations.This stunning rental home offers 4 bedrooms, 3.5 bathrooms, a 2-car garage, and 2,481 square feet of thoughtfully designed living space. The property features a charming private backyard courtyard situated between the main house

  Mark Wang SUNSTAR REALTY FL INC

  14180 Title Way, Winter Garden, FL 34787
• 

  

  /26

  $860,776

  Sold Mar 04, 2026

  11181 Hollow Bay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,327 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $259/SF
  • 14 Days On Market

  Current Estimated Value $828,000

  D.R. Horton Waterleigh

  11181 Hollow Bay Dr, Winter Garden, FL 34787
• 

  /2

  Est $930,727

  Not Listed For Sale

  14969 Winter Stay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,443 Sq Ft
  • Built 2018

  14969 Winter Stay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 84 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
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  /32

  $2,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  13253 Peaceful Melody Dr, Winter Garden, FL 34787

  Welcome HOME to this CORNER UNIT townhome located in the highly sought-after Serenade at Ovation community in the heart of Horizon West. This thoughtfully designed residence perfectly blends modern style, comfort, and functionality with all three bedrooms conveniently located upstairs, creating an ideal layout for everyday living. The home showcases upgrades throughout, including luxury vinyl

  Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

  13253 Peaceful Melody Dr, Winter Garden, FL 34787
• 

  /2

  $605,000

  Sold Nov 14, 2025

  14563 Bahama Swallow Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,750 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $220/SF
  • 157 Days On Market

  Current Estimated Value $600,954

  Last Listing Agent Wanda Woolfolk FONSECA WOOLFOLK REALTY LLC

  14563 Bahama Swallow Blvd, Winter Garden, FL 34787
• 

  

  /58

  Est $864,449

  Not Listed For Sale

  15220 Sunset Overlook Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,447 Sq Ft
  • Built 2023

  15220 Sunset Overlook Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 217 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
• 

  

  /26

  $3,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,475 Sq Ft
  • House for Rent

  14252 Title Way, Winter Garden, FL 34787

  Welcome to 14252 Title Way, a beautifully maintained home in the highly desirable Storey Grove community of Winter Garden. Ideally located in the heart of Horizon West, this home offers quick access to SR-429, Walt Disney World, Hamlin Town Center, shopping, dining, and everyday conveniences. Families will appreciate the zoning for sought-after Water Spring Elementary and Water Spring Middle,

  Jing Yue INTEREALTY SERVICE

  14252 Title Way, Winter Garden, FL 34787
• 

  /2

  $2,125,000

  Sold Nov 24, 2025

  16098 Johns Lake Overlook Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,434 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $479/SF
  • 92 Days On Market

  Current Estimated Value $2,088,813

  Last Listing Agent Debbie Sansing HAMLIN REALTY

  16098 Johns Lake Overlook Dr, Winter Garden, FL 34787
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  /62

  Est $938,151

  Not Listed For Sale

  15217 Johns Lake Pointe Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,668 Sq Ft
  • Built 2019

  15217 Johns Lake Pointe Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 40 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
• 

  

  /30

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Townhouse for Rent

  10126 Salt Point Dr, Winter Garden, FL 34787

  Welcome home to this beautiful, light-filled 3-bedroom, 2.5-bathroom corner-unit townhouse located at 10126 Salt Point Drive. Built in 2021, this modern home sits on a premium corner lot, offering extra privacy and an abundance of large windows that flood the entire space with natural light. Interior Highlights:Gourmet Kitchen: Features a massive central island, premium stainless steel

  Christopher Franqui PROPERTY OUTLET INTERNATIONAL

  10126 Salt Point Dr, Winter Garden, FL 34787
• 

  /2

  $780,000

  Sold May 27, 2026

  3430 Turningwind Ln, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,358 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $232/SF
  • 5 Days On Market

  Current Estimated Value $823,701

  Last Listing Agent Lydia Wells CENTURY 21 HANCOCK

  3430 Turningwind Ln, Winter Garden, FL 34787
• 

  

  /23

  Est $449,086

  Not Listed For Sale

  8040 Bluejack Oak Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,738 Sq Ft
  • Built 2018

  8040 Bluejack Oak Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 8 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
• 

  

  /15

  $2,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Townhouse for Rent

  13286 Pontoon Rd, Winter Garden, FL 34787

  Beautiful townhome for rent in the highly desirable Horizon West community. This home features 3 bedrooms, a dedicated first-floor office/bedroom, 2.5 bathrooms, and a 2-car-driverway. Enjoy an exceptional lifestyle with access to 3 resort-style clubhouses, swimming pools, fitness centers, tennis courts, soccer fields, beach volleyball courts, walking and biking trails, fishing piers,

  Yenny Contreras MBT REALTY LLC

  13286 Pontoon Rd, Winter Garden, FL 34787
• 

  /2

  $925,000

  Sold Apr 09, 2026

  15210 Southern Martin St, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,728 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Below List Price
  • $248/SF
  • 1 Day On Market

  Current Estimated Value $916,857

  Last Listing Agent Misty Griffin DOUGLAS ELLIMAN

  15210 Southern Martin St, Winter Garden, FL 34787
• 

  

  /44

  Est $714,699

  Not Listed For Sale

  15237 Honeybell Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,845 Sq Ft
  • Built 2018

  15237 Honeybell Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 117 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
• 

  

  /22

  $1,890 Per Month

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Condo for Rent

  200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

  Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy. The well-appointed kitchen features granite countertops,

  Hans Tank FLORIDA SCANDI REALTY LLC

  200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
• 

  /2

  $759,990

  Sold Mar 18, 2026

  13362 Peaceful Melody Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 3,076 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 70 Days On Market

  Current Estimated Value $767,000

  Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

  13362 Peaceful Melody Dr, Winter Garden, FL 34787
• 

  /2

  Est $422,592

  Not Listed For Sale

  11091 Suspense Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft
  • Built 2017

  11091 Suspense Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 81 Days On Market
• 

  

  /79

  $849,900

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  15672 Shorebird Ln, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Exceptional New Price! Experience Refined Florida Living in the Lowest Priced Pool Home in Lakeshore Preserve. Distinguished by its Tuscan elevation, stone accents, and Barrel Tile Roof, this 4-bedroom, 3.5-bath Toll Brothers built home offers timeless curb appeal and thoughtfully designed living spaces. Inside, soaring ceilings, crown molding, and

  Helen Thompson RE/MAX SELECT GROUP

  15672 Shorebird Ln, Winter Garden, FL 34787
• 

  

  /27

  $3,375 Per Month

  • 4 Beds
  • 3 Baths
  • 2,808 Sq Ft
  • House for Rent

  17392 Bal Harbour Dr, Winter Garden, FL 34787

  This 2808sf home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tonsof 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 door throughout up to the bedrooms. Coffered details in high ceilings, arched openings and a back yard with

  Bryce Rysewyk SPRING REALTY ONE LLC

  17392 Bal Harbour Dr, Winter Garden, FL 34787
• 

  /2

  $552,500

  Sold Aug 07, 2025

  8848 Bismarck Palm Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $269/SF
  • 87 Days On Market

  Current Estimated Value $542,345

  Last Listing Agent Jacquie Sosa EXP REALTY LLC

  8848 Bismarck Palm Dr, Winter Garden, FL 34787
• 

  

  /19

  Est $439,838

  Not Listed For Sale

  15492 Blackbead St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,762 Sq Ft
  • Built 2018

  15492 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 10 Days On Market
• 

  

  /51

  $491,080

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  15075 Groveside Rd, Winter Garden, FL 34787

  Under Construction. Ready in September 2026! 3 Level Townhome with 3 Bedrooms! Ready in August 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms with a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by a Study room. As

  Adam Schott DRB GROUP REALTY, LLC

  15075 Groveside Rd, Winter Garden, FL 34787
• 

  

  /16

  $2,519 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,651 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2.5 bathrooms, 2 car garage and approximately 1,651 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,

  Laidy Mataushek TAH FLORIDA LLC

  Unlisted Address
• 

  

  /5

  $418,890

  Sold Dec 17, 2025

  16246 Merry Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $249/SF
  • 5 Days On Market

  Current Estimated Value $429,320

  Pulte Homes Silverleaf Oaks - Townhome

  16246 Merry Aly, Winter Garden, FL 34787
• 

  

  /54

  Est $720,394

  Not Listed For Sale

  14228 Colonial Pointe Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,894 Sq Ft
  • Built 2017

  14228 Colonial Pointe Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 47 Days On Market
• 

  

  /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
• 

  

  /39

  $4,400 Per Month

  • 4 Beds
  • 3 Baths
  • 3,020 Sq Ft
  • House for Rent

  15239 Lake Lamonia St, Winter Garden, FL 34787

  Beautiful 4-bedroom, 3.5-bath home available for immediate move-in! Home is unfurnished, easy application process with fast approval — move in right away! This spacious 3,020 sq ft residence features an open floor plan, updated kitchen with dual ovens and ample storage, and a bright living/dining area with pocket sliders leading to a large fenced backyard. The primary suite includes two walk-in

  Gabriella Massaro NOVA REAL ESTATE SERVICES INC

  15239 Lake Lamonia St, Winter Garden, FL 34787
• 

  /2

  $525,000

  Sold Sep 30, 2025

  15240 Chapter Way, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 29 Days On Market

  Current Estimated Value $524,567

  Last Listing Agent Erika Gao RC GROUP REALTY LLC

  15240 Chapter Way, Winter Garden, FL 34787
• 

  /2

  Est $390,365

  Not Listed For Sale

  6633 Calamondin Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft
  • Built 2018

  6633 Calamondin Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 106 Days On Market

Showing Results 561 - 600, Page 15 of 18