Winter Garden, FL Homes

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  $1,399,999

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  15264 Shonan Gold Dr, Winter Garden, FL 34787

  Welcome to this spacious 4-bedroom, 3.5-bath pool home offering 4,000 square feet in the highly sought-after Overlook at Hamlin community in Horizon West. Showcasing Lake Hancock views throughout the home and Disney fireworks in the distance, this property combines generous living space, impressive architecture, and an unbeatable location in one of Winter Garden's most desirable communities. From

  

  Tiffany Pantozzi

  ALIGN REAL ESTATE LLC

  15264 Shonan Gold Dr, Winter Garden, FL 34787
• Explore Winter Garden

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  /28

  $8,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,333 Sq Ft
  • House for Rent

  7573 Green Mountain Way, Winter Garden, FL 34787

  Welcome to this beautiful home located in the highly desirable community of Winter Garden! This well-maintained property offers a spacious and functional floor plan with bright living areas, a modern kitchen featuring ample cabinet space and stainless steel appliances, and comfortable bedrooms designed for everyday living. The primary suite includes a private bathroom and generous closet space,

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  7573 Green Mountain Way, Winter Garden, FL 34787
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  /2

  $580,000

  Sold Jul 22, 2026

  1019 Portmoor Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,401 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $242/SF
  • 6 Days On Market

  Current Estimated Value $573,897

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  1019 Portmoor Way, Winter Garden, FL 34787
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  /2

  Est $1,486,294

  Not Listed For Sale

  10303 Atwater Bay Dr, Winter Garden, FL 34787

  • 5 Beds
  • 3.5 Baths
  • 3,910 Sq Ft
  • Built 2018

  10303 Atwater Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 104 Days On Market
• 

  

  

  /37

  $525,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  1343 Castleport Rd, Winter Garden, FL 34787

  Virtually Staged. Welcome to this beautifully landscaped 3-bedroom, 2-bathroom home in the 24-hour guard-gated Stoneybrook West community. Featuring a split-bedroom floor plan, the layout includes a versatile flex room ideal for a home office or den. The kitchen is equipped with white appliances and granite countertops and flows easily into the main living spaces, with ceiling fans installed

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  1343 Castleport Rd, Winter Garden, FL 34787
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  /101

  Starting at $1,679 Per Month

  • Studio - 3 Beds

  1223 E Plant St, Winter Garden, FL 34787

  Welcome to Vida Winter Garden, where modern living meets timeless charm. Nestled in the vibrant Gateway District of Winter Garden, our community offers a unique blend of luxury, convenience, and small-town warmth. With thoughtfully designed apartments, resort-style amenities, and easy access to local attractions, Vida Winter Garden is more than just a place to live—it's a place to thrive. Whether

  Vida Winter Garden

  

  1223 E Plant St, Winter Garden, FL 34787
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  /2

  $580,000

  Sold May 14, 2026

  2439 Balforn Tower Way, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,508 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Above List Price
  • $231/SF
  • 22 Days On Market

  Current Estimated Value $579,709

  Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  2439 Balforn Tower Way, Winter Garden, FL 34787
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  /2

  Est $522,163

  Not Listed For Sale

  15255 Honeybell Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 2018

  15255 Honeybell Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 85 Days On Market
• 

  

  /30

  $499,000

  $23K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  16105 Water Spring Blvd, Winter Garden, FL 34787

  PRICE IMPROVEMENT!!! Now offered at a substantially reduced price. The seller will pay off the existing solar panel loan (approximately $29,000) in full at closing, allowing the buyer to enjoy the benefits of solar energy without assuming this debt.Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!!Discover this

  

  Yesenia Barrios

  URBAN-O REAL ESTATE SOLUTIONS

  16105 Water Spring Blvd, Winter Garden, FL 34787
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  /75

  $2,850 Per Month

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

  9306 Mira Valle Ln, Winter Garden, FL 34787

  Life is not a dress rehearsal! Lease a HOME not an apartment!!!! Enjoy all the benefits of ownership in this gorgeous resort style community without all the headaches! Hamlin’s flagship community Watermark has convenient access to “A” rated schools, restaurants, shops and a never ending schedule of things to do in and around your new HOME! Amenities include a gorgeous resort pool, fitness center,

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  9306 Mira Valle Ln, Winter Garden, FL 34787
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  /2

  $162,000

  Sold Jan 23, 2026

  1009 Stucki Terrace, Winter Garden, FL 34787

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

  Last Sold Summary

  • 14% Below List Price
  • $165/SF
  • 4 Days On Market

  Current Estimated Value $236,195

  Last Listing Agent Jackie Unterreiner CORCORAN CONNECT LLC

  1009 Stucki Terrace, Winter Garden, FL 34787
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  /2

  Est $335,341

  Not Listed For Sale

  1604 Scarlet Oak Loop Unit B, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Built 2010

  1604 Scarlet Oak Loop Unit B, Winter Garden, FL 34787

  Last Sold Summary

  • 150 Days On Market
• 

  

  /23

  $574,999

  $45K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft

  12566 Westhaven Oak Dr, Winter Garden, FL 34787

  PRICE IMPROVEMENT! PRICED TO SELL!Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden.This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort andluxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. Thegourmet kitchen shines with quartz countertops, a spacious

  

  Kendra Wallace

  UNITED REAL ESTATE PREFERRED

  12566 Westhaven Oak Dr, Winter Garden, FL 34787
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  Starting at $1,499 Per Month

  • 1 - 3 Beds

  17825 Avalon Grove Loop, Winter Garden, FL 34787

  Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Homes ranging from one, two-, and three-bedroom spaces incapsulate the luxury

  Integra Avalon

  17825 Avalon Grove Loop, Winter Garden, FL 34787
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  /2

  $335,000

  Sold Jul 29, 2026

  243 Florida Ave, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1939

  Last Sold Summary

  • $305/SF
  • 11 Days On Market

  Current Estimated Value $324,804

  Last Listing Agent Laury Cruz Penalo De Gomez MY REALTY GROUP, LLC.

  243 Florida Ave, Winter Garden, FL 34787
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  /2

  Est $773,939

  Not Listed For Sale

  14880 Ellingsworth Ln, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,583 Sq Ft
  • Built 2018

  14880 Ellingsworth Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 4 Days On Market
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  /43

  $339,500

  $15K PRICE DROP

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

  1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787

  ***SELLER MOTIVATED*** Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout.The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator,

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787
• 

  

  /19

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft
  • Townhouse for Rent

  16525 Outter Grove Aly, Winter Garden, FL 34787

  Welcome Home! Beautifully Refreshed End-Unit Townhome for Rent in Waterleigh – Winter Garden / Horizon West. Move into this beautifully refreshed 3-bedroom, 2.5-bath end-unit townhome in the highly desirable Waterleigh community. The entire interior has been freshly painted, giving the home a bright, clean, and like-new feel. This spacious home features an open-concept layout, an upstairs loft

  

  Yesenia Barrios

  URBAN-O REAL ESTATE SOLUTIONS

  16525 Outter Grove Aly, Winter Garden, FL 34787
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  /2

  $566,000

  Sold May 29, 2026

  16828 Hobe Sound Ct, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $255/SF
  • 8 Days On Market

  Current Estimated Value $580,000

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

  16828 Hobe Sound Ct, Winter Garden, FL 34787
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  /2

  Est $1,199,015

  Not Listed For Sale

  17414 Glossy Pomelo Way, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,083 Sq Ft
  • Built 2025

  17414 Glossy Pomelo Way, Winter Garden, FL 34787

  Last Sold Summary
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  /42

  $444,000

  $15K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  8156 Wood Sage Dr, Winter Garden, FL 34787

  Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan.The chef’s kitchen features abundant real wood cabinetry,

  

  Kathy Aparo-Griffin

  APARO-GRIFFIN PROPERTIES INC

  8156 Wood Sage Dr, Winter Garden, FL 34787
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  /24

  Starting at $1,479

  Total Monthly Price

  • 1 - 2 Beds

  16810 Easthampstead Rd, Winter Garden, FL 34787

  Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

  Prose Horizons Village

  

  16810 Easthampstead Rd, Winter Garden, FL 34787
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  /2

  $680,000

  Sold Mar 02, 2026

  8013 Bowery Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,115 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $322/SF
  • 25 Days On Market

  Current Estimated Value $676,672

  Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

  8013 Bowery Dr, Winter Garden, FL 34787
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  /2

  Est $464,702

  Not Listed For Sale

  15540 Blackbead St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft
  • Built 2016

  15540 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 17 Days On Market
• 

  

  /31

  $98,490

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  1191 Meadow Finch Dr, Winter Garden, FL 34787

  Discover this 3-bedroom, 2-bathroom manufactured home nestled within a welcoming all-age community in the heart of Winter Garden. . The thoughtful floor plan places bedrooms on opposite sides of the property, providing exceptional privacy for homeowners and guests alike - ideal for families, roommates, or anyone who values their own personal retreat. Recent upgrades ensure peace of mind for years

  

  Chrissy Walter

  Sunset Home Sales

  1191 Meadow Finch Dr, Winter Garden, FL 34787
• 

  

  /22

  $3,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • House for Rent

  16125 Parkwyn St, Winter Garden, FL 34787

  This charming 3-bedroom, 2-bathroom home offers a bright, open-concept layout that combines comfort and style. The modern kitchen features stainless steel appliances, ample cabinet space, and overlooks the spacious living and dining areas, making it ideal for both everyday living and entertaining. The private primary suite includes a walk-in closet and an en-suite bathroom, while the additional

  

  Elaine Garcia

  GARCIA REALTY GROUP

  16125 Parkwyn St, Winter Garden, FL 34787
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  /37

  $750,000

  Sold Mar 16, 2026

  13007 Harvest Rain Ave, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 2,837 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

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

  Taylor Morrison Harvest at Ovation

  13007 Harvest Rain Ave, Winter Garden, FL 34787
• 

  /2

  Est $443,000

  Not Listed For Sale

  16388 Hamlin View St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Built 2024

  16388 Hamlin View St, Winter Garden, FL 34787

  Last Sold Summary

  • 0 Days On Market
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  /69

  $779,900

  $19K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,572 Sq Ft

  14252 Creekbed Cir, Winter Garden, FL 34787

  Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round.This

  

  Carla Robles

  WATSON REALTY CORP

  14252 Creekbed Cir, Winter Garden, FL 34787
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  /52

  Starting at $1,635

  Total Monthly Price

  • Studio - 2 Beds

  7000 Kiran Patel Dr, Winter Garden, FL 34787

  Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

  Apollo Apartments

  

  7000 Kiran Patel Dr, Winter Garden, FL 34787
• 

  

  /4

  $457,390

  Sold Jan 26, 2026

  15274 Groveside Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 1% Above List Price
  • $248/SF
  • 24 Days On Market

  Current Estimated Value $459,199

  DRB Homes Parkview at Hamlin

  15274 Groveside Rd, Winter Garden, FL 34787
• 

  /2

  Est $406,222

  Not Listed For Sale

  15237 Sunrise Grove Ct, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • Built 2019

  15237 Sunrise Grove Ct, Winter Garden, FL 34787

  Last Sold Summary

  • 66 Days On Market
• 

  

  /49

  $974,000

  $126K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,758 Sq Ft

  10174 Merrymeeting Bay Dr, Winter Garden, FL 34787

  LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in

  

  Deanna Meredith

  LUXE PROPERTIES LLC

  10174 Merrymeeting Bay Dr, Winter Garden, FL 34787
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  Starting at $1,592 Per Month

  • 1 - 3 Beds

  10091 Tuller Loop, Winter Garden, FL 34787

  Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

  Halston Waterleigh

  

  10091 Tuller Loop, Winter Garden, FL 34787
• 

  /2

  $1,510,000

  Sold Jun 30, 2026

  15047 Gaulberry Run, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 4,964 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $304/SF
  • 14 Days On Market

  Current Estimated Value $1,521,948

  Last Listing Agent Lynda Miller PREMIER SOTHEBYS INT'L REALTY

  15047 Gaulberry Run, Winter Garden, FL 34787
• 

  /2

  Est $1,006,399

  Not Listed For Sale

  936 Allendale Ln, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,711 Sq Ft
  • Built 2023

  936 Allendale Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 77 Days On Market
• 

  

  /60

  $739,900

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  16082 Hampton Crossing Dr, Winter Garden, FL 34787

  Prepare to be captivated by one of the most unique homes in Marina Bay at Waterleigh! Thoughtfully designed with custom craftsmanship and one-of-a-kind details throughout, this exceptional residence offers character, charm, and functionality around every corner. From the moment you step inside, you'll be welcomed by a whimsical entryway that sets the tone for the incredible features that follow.

  

  Tiffany Vazquez

  WEICHERT REALTORS HALLMARK PRO

  16082 Hampton Crossing Dr, Winter Garden, FL 34787
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  /13

  Starting at $1,434

  Total Monthly Price

  • 1 - 2 Beds

  14505 Tristan Cir, Winter Garden, FL 34787

  Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL, feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center,

  Prose Avalon Pointe

  

  14505 Tristan Cir, Winter Garden, FL 34787
• 

  /2

  $520,000

  Sold Nov 25, 2025

  9330 Meadow Hunt Way, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2015

  Last Sold Summary

  • 13% Below List Price
  • $251/SF
  • 210 Days On Market

  Current Estimated Value $515,905

  Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

  9330 Meadow Hunt Way, Winter Garden, FL 34787
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  /2

  Not Listed For Sale

  6418 Tabebuia Pkwy, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Built 2024

  6418 Tabebuia Pkwy, Winter Garden, FL 34787

  Last Sold Summary

  • 78 Days On Market

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