Winter Garden, FL Homes

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  $434,990 New Construction

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

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

  Welcome to your charming townhome located at Waterleigh, in Winter Garden Florida. The Ibis townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology. Step

  D.R. Horton Builder

  10482 Atwater Bay Dr Unit 36202692, Winter Garden, FL 34787
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  /25

  $2,380 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  14200 Avalon Rd Unit ID1244719P, Winter Garden, FL 34787

  Escape to this modern and spacious 2-bedroom condo in Winter Garden, Florida, and feel at home. Ideal for families or groups of up to 6 guests, this suite offers a comfortable and convenient stay.This roomy, pet-friendly condo features a king-size bedroom and a second bedroom with two queen beds, each offering private access to a screened-in patio and individual Smart TVs. Central air

  14200 Avalon Rd Unit ID1244719P, Winter Garden, FL 34787
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  $450,000 Sold Jun 03, 2025

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $248/SF
  • 70 Days On Market

  Current Estimated Value $451,336

  Last Listing Agent Flavia Cabral FLORIDA SCANDI REALTY LLC

  Unlisted Address
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  /2

  Est $715,695 Not Listed For Sale

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

  777 Orange Belt Loop, Winter Garden, FL 34787

  777 Orange Belt Loop, Winter Garden, FL 34787
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  $875,615 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,781 Sq Ft

  17100 Beachgrass Aly, Winter Garden, FL 34787

  Experience elevated everyday living in the Wekiva model home, a beautifully designed two-story floorplan that blends spacious living areas with designer finishes and thoughtful details throughout. From the inviting front porch to the bright, open living spaces inside, this home is crafted to impress at every turn. The main level features a wide-open layout that connects the family room, dining

  M/I Homes Builder

  17100 Beachgrass Aly, Winter Garden, FL 34787
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  /23

  $2,375 per month

  • 4 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  1150 Chase Dr, Winter Garden, FL 34787

  Spacious single-family home located in the desirable Island Pointe Community. The neighborhood features mature landscaping and select views of Lake Apopka. This home offers 4 bedrooms and 2 bathrooms, with porcelain tile flooring throughout the main living areas and carpet in the bedrooms, along with washer and dryer hookups. Ideally located, the community includes a neighborhood pool and park,

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  1150 Chase Dr, Winter Garden, FL 34787
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  $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

  Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  13175 Telsen St Unit 40, Winter Garden, FL 34787
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  /35

  Est $540,103 Not Listed For Sale

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

  17184 Ocean Hill Dr, Winter Garden, FL 34787

  17184 Ocean Hill Dr, Winter Garden, FL 34787
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  /55

  $340,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 3601, Winter Garden, FL 34787

  Luxury Condo for Sale at The Grove Resort & Water Park – Just Minutes from Walt Disney World!Welcome to an unparalleled opportunity to own a luxurious 3-bedroom, 3-bathroom condo in The Grove Resort & Water Park, Orlando’s premier vacation destination. Nestled just 5 minutes from Walt Disney World, this fully furnished and turnkey property offers the perfect blend of elegance, comfort,

  Solon Potenciano Silva, Jr LEGACY PLUS REALTY

  14501 Grove Resort Ave Unit 3601, Winter Garden, FL 34787
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  /20

  $2,622 per month

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Condo for Rent

  9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays.:6-Month Minimum base rent: starts at $2817/mo12-Month Minimum base rent: starts at $2622/moLanding's apartments at Vintage Horizon

  9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
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  $799,000 Sold May 19, 2025

  5657 Mangrove Cove Ave, Winter Garden, FL 34787

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

  Last Sold Summary

  • 20% Below List Price
  • $206/SF
  • 190 Days On Market

  Current Estimated Value $802,133

  Last Listing Agent Reynaldo Izaguirre ALTIS REALTY

  5657 Mangrove Cove Ave, Winter Garden, FL 34787
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  /25

  Not Listed For Sale

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

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

  14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787
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  $684,990 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 five 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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  /29

  $3,250 per month

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Townhouse for Rent

  15236 Tribute Ovation Way, Winter Garden, FL 34787

  Almost brand New Townhome in Prime Horizon West Location Available Now! Welcome to Tribute at Ovation, ideally situated just across the street from the new Publix Shopping Center and the upcoming Promenade at Horizon West . This New Windham townhome is around 1850 Sq Ft and offers 3 bedrooms, a flex, 2.5 bathrooms, and an open concept floor plan. Detached 2 car garage with paver courtyard area

  ChandraMohan Narayana Swamy DALTON WADE INC

  15236 Tribute Ovation Way, Winter Garden, FL 34787
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  $412,713 Sold Feb 12, 2025

  13213 Peaceful Melody Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,715 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $241/SF
  • 192 Days On Market

  Current Estimated Value $419,329

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13213 Peaceful Melody Way, Winter Garden, FL 34787
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  Est $827,104 Not Listed For Sale

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

  1716 Highbanks Cir, Winter Garden, FL 34787

  1716 Highbanks Cir, Winter Garden, FL 34787
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  $452,990 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
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  /20

  $3,296 per month

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  14200 Avalon Rd Unit ID1244732P, Winter Garden, FL 34787

  Feel at home in this bright and airy 3-bedroom condo located in the Palisades Condominiums.This 1288 sq. ft. condo features a large furnished patio, a family dining table, smart TVs, a comfortable living room, high-speed internet, a fully equipped kitchen with stainless steel appliances, central air conditioning, and in-suite laundry machines. The kitchen features a deep double sink, a

  14200 Avalon Rd Unit ID1244732P, Winter Garden, FL 34787
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  $725,000 Sold Jun 06, 2025

  15491 Lebeau Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,117 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $342/SF
  • 52 Days On Market

  Current Estimated Value $719,778

  Last Listing Agent Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

  15491 Lebeau Loop, Winter Garden, FL 34787
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  Est $414,659 Not Listed For Sale

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

  10103 Memoir Ave, Winter Garden, FL 34787

  10103 Memoir Ave, Winter Garden, FL 34787
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  $549,990 New Construction

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

  17340 Beachgrass Aly, Winter Garden, FL 34787

  Discover this stunning new construction home at 17340 Beachgrass Alley, Winter Garden, built by M/I Homes. This thoughtfully designed 3-bedroom, 2.5-bathroom home offers 1,816 square feet of comfortable living space with an open-concept layout that seamlessly connects the main living areas. The home features: 3 spacious bedrooms with the owner's bedroom conveniently located upstairs 2 full

  M/I Homes Builder

  17340 Beachgrass Aly, Winter Garden, FL 34787
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  $3,590 per month

  • 5 Beds
  • 3 Baths
  • 3,261 Sq Ft
  • House for Rent

  17415 Bal Harbour Dr, Winter Garden, FL 34787

  Large 5 bedroom home + large Bonus loft. This 3 year old home is in the awesome community of Lakeside just west of the Winter Garden Villageabout 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #1 and full bath. The firstfloor is gorgeous wood style tile from the front door, through the kitchen to the back. The Gourmet kitchen is

  Bryce Rysewyk SPRING REALTY ONE LLC

  17415 Bal Harbour Dr, Winter Garden, FL 34787
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  /2

  $812,500 Sold Apr 23, 2025

  15993 Johns Lake Overlook Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,804 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 9 Days On Market

  Current Estimated Value $808,028

  Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

  15993 Johns Lake Overlook Dr, Winter Garden, FL 34787
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  Est $398,931 Not Listed For Sale

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

  14773 Driftwater Dr, Winter Garden, FL 34787

  14773 Driftwater Dr, Winter Garden, FL 34787
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  /57

  $974,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  17401 Honeybell Tangelo Ct, Winter Garden, FL 34787

  Discover elevated living in this thoughtfully designed home, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai to the spacious loft and dedicated den/flex room, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find modern features and comfortable living spaces crafted for convenience and style.

  Ashton Woods Builder

  17401 Honeybell Tangelo Ct, Winter Garden, FL 34787
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  /15

  $2,705 per month

  • 4 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • House for Rent

  254 Regal Downs Cir, Winter Garden, FL 34787

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

  254 Regal Downs Cir, Winter Garden, FL 34787
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  $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

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

  13258 Tollcross Way, Winter Garden, FL 34787
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  Est $551,563 Not Listed For Sale

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

  10187 Shallow Water Dr, Winter Garden, FL 34787

  10187 Shallow Water Dr, Winter Garden, FL 34787
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  /70

  $819,900 Pending

  • 5 Beds
  • 3 Baths
  • 3,502 Sq Ft

  1061 Spring Mill Dr, Winter Garden, FL 34787

  Introducing an exceptional opportunity to reside in Windermere Crossing, Winter Gardens premier gated community. First time being offered by original owners this home reflects years of thoughtful care and meticulous upkeep. You'll love the privacy this oversized conservation homesite with mature landscaping provides. Upon entering you'll feel the grand spaces with high ceilings and natural light.

  Helen Thompson RE/MAX SELECT GROUP

  1061 Spring Mill Dr, Winter Garden, FL 34787
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  /18

  $3,100 per month

  • 4 Beds
  • 3.5 Baths
  • 2,502 Sq Ft
  • House for Rent

  17100 Salty Dog Rd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. A few pictures have been staged.Spacious 4 Bedroom / 3.5 Bathroom Single-Family Home located in the highly desired Waterside on Johns Lake community! Built in 2021, this modern corner-lot home offers energy-efficient living with a solar system—electric cost is only $73/month!Property Features:Dual primary suites – one on the first floor

  Zhen Tang ENGINE REALTY INC

  17100 Salty Dog Rd, Winter Garden, FL 34787
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  $541,400 Sold Mar 28, 2025

  16860 Hamlin Vista Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 2025

  Last Sold Summary

  • $295/SF

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

  16860 Hamlin Vista Aly, Winter Garden, FL 34787
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  /40

  Est $811,436 Not Listed For Sale

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

  8001 Key West Dove St, Winter Garden, FL 34787

  8001 Key West Dove St, Winter Garden, FL 34787
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  $1,499,980 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,728 Sq Ft

  17360 Glossy Pomelo Way, Winter Garden, FL 34787

  Discover this stunning new construction home at 17360 Glossy Pomelo Way Winter Garden, built by M/I Homes. This impressive 4,728 square foot home features 5 bedrooms and 4.5 bathrooms, with the owner's bedroom conveniently located upstairs. The thoughtfully designed floorplan showcases open-concept living spaces that create seamless flow throughout the home. Quality design elements are evident in

  M/I Homes Builder

  17360 Glossy Pomelo Way, Winter Garden, FL 34787
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  /59

  $3,321 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  9244 Vintage Hills Way Unit ID1314684P, Winter Garden, FL 34787

  Feel at home in this modern 1-bedroom, 1-bathroom apartment in Winter Garden, FL. Located on the third floor of a building without an elevator, the unit is accessible via two ramps of stairs.This stylish and cozy apartment offers a bright and spacious living area with ceiling fans in both the living room and bedroom, upgraded flooring, and modern tile accents. The living area includes a sofa

  9244 Vintage Hills Way Unit ID1314684P, Winter Garden, FL 34787
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  $711,000 Sold Jul 03, 2025

  432 Valley View Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,484 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $286/SF
  • 2 Days On Market

  Current Estimated Value $688,550

  Last Listing Agent Ryan Langley FLORIDA REALTY INVESTMENTS

  432 Valley View Dr, Winter Garden, FL 34787
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  /9

  Est $271,591 Not Listed For Sale

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

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

  417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
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  /60

  $1,550,000

  • 4 Beds
  • 3 Baths
  • 4,370 Sq Ft

  11714 Flynn Ct, Winter Garden, FL 34787

  Nestled in a peaceful corner of Winter Garden—yet located in Lake County for lower taxes—this beautifully maintained brick home offers the perfect blend of privacy and convenience. Property like this is a rare find! Complimenting the home, the property features an oversized barn with aluminum siding and metal roof including six, 12x12 stalls complete with running water, a tack room, and feeding

  Veronica Cole THE REAL ESTATE COLLECTION LLC

  11714 Flynn Ct, Winter Garden, FL 34787
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  /23

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Townhouse for Rent

  5637 Water Rose Rd, Winter Garden, FL 34787

  Winter Garden Beautiful Townhome in Signature Lakes – Independence! Available for lease starting January 1, 2026. This stunning townhome is located in a highly desirable community with top-rated schools and a wide range of amenities, including clubhouses, pools, fitness centers, walking trails, community boat ramp, dog parks, playgrounds, basketball and tennis courts and community events.

  Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

  5637 Water Rose Rd, Winter Garden, FL 34787
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  $500,000 Sold Jan 06, 2025

  10242 Sand Cay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,477 Sq Ft
  • Built 2019

  Last Sold Summary

  • 16% Below List Price
  • $202/SF
  • 7 Days On Market

  Current Estimated Value $546,796

  Last Listing Agent Hong Lu CHARLES RUTENBERG REALTY ORLANDO

  10242 Sand Cay Dr, Winter Garden, FL 34787
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  /2

  Est $1,898,945 Not Listed For Sale

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

  15162 Shonan Gold Dr, Winter Garden, FL 34787

  15162 Shonan Gold Dr, Winter Garden, FL 34787

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