Winter Garden, FL Homes

• 

  

  

  /74

  $1,295,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,844 Sq Ft

  15195 Lake Claire Overlook Dr, Winter Garden, FL 34787

  Under contract-accepting backup offers. Exceptional Lakefront Pool Home in the Gated Community of Hickory Hammock in Winter Garden. Positioned on a quiet cul-de-sac overlooking Lake Claire and Johns Lake Conservation, this impeccably maintained 4-bedroom, 3-bath residence showcases 3,844 square feet of thoughtfully designed living space and a 3-car tandem garage, seamlessly blending luxury,

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 220-3677

  15195 Lake Claire Overlook Dr, Winter Garden, FL 34787
• 

  

  

  /44

  $2,620 per month

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Townhouse for Rent

  16292 Bright Leaf Rd, Winter Garden, FL 34787

  New home in Winter Garden with a prime location. A-rated schools:Hamlin Elementary (10/10)Hamlin Middle (8/10)Horizon High SchoolNear the Tibet-Butler Preserve and green spaces Just ~25–30 min from OrlandoNow imagine your daily life here:Wake up and, in less than a minute, be at the clubhouse—a space designed to nurture body and soul, whether you’re relaxing, enjoying the

  Juliana Boselli-Neves GLASSTONE GROUP INC

  16292 Bright Leaf Rd, Winter Garden, FL 34787
• 

  

  /2

  $212,500 Sold Jul 11, 2025

  385 Eron Way Unit 45, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $228/SF
  • 99 Days On Market

  Current Estimated Value $208,128

  Last Listing Agent Matt Erickson RE/MAX PRIME PROPERTIES

  385 Eron Way Unit 45, Winter Garden, FL 34787
• 

  

  /2

  Est $3,022,551 Not Listed For Sale

  13352 Lago Vista Dr, Winter Garden, FL 34787

  • 5 Beds
  • 5.5 Baths
  • 7,512 Sq Ft
  • Built 1994

  13352 Lago Vista Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 4% Below List Price
  • $417/SF
  • 179 Days On Market

  • Last Sold Price $3,133,000
  • Apr 25, 2025

  Last Listing Agent Brianna Denney REALNET FLORIDA REAL ESTATE
• 

  

  

  /89

  $2,445,000

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

  7460 John Hancock Dr, Winter Garden, FL 34787

  Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in the gated Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen,

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  (321) 449-2572

  7460 John Hancock Dr, Winter Garden, FL 34787
• 

  

  /13

  $1,534 - $2,150 total monthly price

  Prose Avalon Pointe

  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,

  14505 Tristan Cir, Winter Garden, FL 34787
• 

  /2

  $150,000 Sold Feb 13, 2026

  0 Avalon Rd Unit MFRJ997704, Winter Garden, FL 34787

  • Land
  • 23,522 Sq Ft
  • $277,778 per Acre

  Last Sold Summary

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

  0 Avalon Rd Unit MFRJ997704, Winter Garden, FL 34787
• 

  /2

  Est $219,288 Not Listed For Sale

  1002 Stucki Terrace, Winter Garden, FL 34787

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

  1002 Stucki Terrace, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $230/SF
  • 59 Days On Market

  • Last Sold Price $226,500
  • May 01, 2025

  Last Listing Agent Tom Langmann RE/MAX
• 

  

  /70

  $1,000,000

  • 5 Beds
  • 4 Baths
  • 3,863 Sq Ft

  1711 Amsel Falls Park Terrace, Winter Garden, FL 34787

  Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light,

  

  Jamil C. Winston (Jay)

  COLDWELL BANKER REALTY

  (321) 273-8188

  1711 Amsel Falls Park Terrace, Winter Garden, FL 34787
• 

  

  /29

  $2,750 per month

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • House for Rent

  13071 Inkwell Aly, Winter Garden, FL 34787

  This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,042 sq ft of well-designed living space. The open-concept kitchen, complete with a large island, overlooks a bright and expansive family and dining area—perfect for everyday living and entertaining. The primary suite features an oversized bathroom with dual sinks and a generous walk-in closet. Additional highlights

  Amanda Yuan MULTI CHOICE REALTY LLC

  13071 Inkwell Aly, Winter Garden, FL 34787
• 

  

  /28

  $640,000 Sold Apr 17, 2026

  16055 Silver Brook Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2023

  Last Sold Summary

  • 7% Below List Price
  • $309/SF
  • 9 Days On Market

  Current Estimated Value $677,022

  Last Listing Agent Viviane Rocha WRA BUSINESS & REAL ESTATE

  16055 Silver Brook Way, Winter Garden, FL 34787
• 

  /2

  Est $552,527 Not Listed For Sale

  14310 Shocklach Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft
  • Built 2017

  14310 Shocklach Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $234/SF
  • 73 Days On Market

  • Last Sold Price $535,000
  • May 01, 2025

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
• 

  

  /59

  $689,000

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

  402 Egret Place Dr, Winter Garden, FL 34787

  Welcome to this beautifully designed ONE-STORY, 3 Car Garage, 4 Bedroom, 3 Bathroom Home offering 2,711 Sq Ft of bright, open living space on a desirable Corner Lot with a charming front porch, perfect for enjoying Florida living. From the moment you enter, you’re greeted by a flexible layout that truly fits any lifestyle, featuring a spacious Private Office and Formal Dining Room at the front of

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 455-0315

  402 Egret Place Dr, Winter Garden, FL 34787
• 

  

  /50

  $1,700 - $2,699 per month

  Registry on Grass Lake

  1 - 3 Beds

  14520 Avalon Rd, Winter Garden, FL 34787

  Welcome home to Registry on Grass Lake, our brand-new apartment community that prioritizes a connection to comfort & convenience through designer touches and thorough consideration of your needs. Enjoy your own space with our studio, one-, two-, and three-bedroom floor plans all thoughtfully curated to bring you the best of apartment living. Within Registry on Grass Lake, youll find amenities

  14520 Avalon Rd, Winter Garden, FL 34787
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  /40

  $780,000 Sold Dec 26, 2025

  12886 Harvest Rain Ave, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,101 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $252/SF
  • 62 Days On Market

  Taylor Morrison Harvest at Ovation

  12886 Harvest Rain Ave, Winter Garden, FL 34787
• 

  /2

  Est $605,684 Not Listed For Sale

  9542 Beautiful Way, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,136 Sq Ft
  • Built 2020

  9542 Beautiful Way, Winter Garden, FL 34787

  Last Sold Summary

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

  • Last Sold Price $620,000
  • Apr 30, 2025

  Last Listing Agent Susan Fleming RE/MAX SELECT GROUP
• 

  

  /58

  $658,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,385 Sq Ft

  7680 Green Mountain Way, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to refined Florida living in this pristine Lennar Executive Collection sprawling ranch home, ideally situated on an oversized, fully fenced home site, in the highly sought-after Summerlake community of Horizon West. Offering over 2,300 square feet of thoughtfully designed OPEN floorplan living, this four-bedroom, 2.5-bath residence with a three car

  

  Ann Wargo

  UPSIDE REAL ESTATE INC

  (321) 384-7313

  7680 Green Mountain Way, Winter Garden, FL 34787
• 

  

  /41

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,696 Sq Ft
  • Townhouse for Rent

  1570 Scarlet Oak Loop Unit C, Winter Garden, FL 34787

  Beautiful 3 Bedroom, 2.5 Bath Townhouse for Rent in Winter Garden, FL 34787. 2 car garage end unit, a private patio with views of a conservation area and a pond! The large living room/dining room combo is perfect for entertaining, all bedrooms are upstairs. Gated community offers a pool, cabana, basketball court, picnic area with barbecue option and 2 playgrounds areas. .

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  1570 Scarlet Oak Loop Unit C, Winter Garden, FL 34787
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  /36

  $567,990 Sold Apr 14, 2026

  13169 Calming Breeze Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 4% Above List Price
  • $273/SF
  • 19 Days On Market

  Current Estimated Value $538,591

  Dream Finders Homes Serenade at Ovation - Bungalow

  13169 Calming Breeze Way, Winter Garden, FL 34787
• 

  /2

  Est $412,979 Not Listed For Sale

  16133 Pebble Bluff Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 2018

  16133 Pebble Bluff Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $267/SF
  • 27 Days On Market

  • Last Sold Price $418,000
  • Apr 30, 2025

  Last Listing Agent Shaheda Gordon-Jefferson LIFESTYLE INTERNATIONAL REALTY
• 

  

  /70

  $1,325,000 Open Sat 12PM - 3PM

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

  15200 Lake Claire Overlook Dr, Winter Garden, FL 34787

  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 rare combination of Privacy, Comfort, and

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 351-3226

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

  

  /25

  $1,640 - $1,875 total monthly price

  IMT Sonoma Hills

  1 - 3 Beds

  14619 Casita Ridge, Winter Garden, FL 34787

  IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

  14619 Casita Ridge, Winter Garden, FL 34787
• 

  /2

  $510,000 Sold Oct 31, 2025

  706 Grandhaven Way, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 1,904 Sq Ft
  • Built 2010

  Last Sold Summary

  • 5% Below List Price
  • $268/SF
  • 37 Days On Market

  Current Estimated Value $505,800

  Last Listing Agent Amy Moline EXP REALTY LLC

  706 Grandhaven Way, Winter Garden, FL 34787
• 

  /2

  Est $442,271 Not Listed For Sale

  16027 Juniper Inlet Aly, Winter Garden, FL 34787

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

  16027 Juniper Inlet Aly, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $245/SF
  • 28 Days On Market

  • Last Sold Price $445,000
  • Apr 30, 2025

  Last Listing Agent Yosseff Roman KELLER WILLIAMS ADVANTAGE III
• 

  

  /52

  $750,000 Open Sat 10AM - 1PM

  • 5 Beds
  • 3 Baths
  • 3,747 Sq Ft

  2205 Wintermere Pointe Dr, Winter Garden, FL 34787

  Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining,

  

  Alexis Bress

  EXP REALTY LLC

  (321) 495-6228

  2205 Wintermere Pointe Dr, Winter Garden, FL 34787
• 

  

  /34

  $5,150 per month

  • 6 Beds
  • 4.5 Baths
  • 4,505 Sq Ft
  • House for Rent

  10013 Austrina Oak Loop, Winter Garden, FL 34787

  Spacious 6-bedroom, 4.5-bath home in the desirable Watermark community offering over 4,500 sqft of well-designed living space with an open layout, large kitchen featuring stainless steel appliances, granite countertops, oversized island, and butler’s pantry, plus expansive living areas and an upstairs game room; enjoy a large backyard with added privacy backing to a natural reserve, ideal for

  Rick Gradin OKKLA REALTY

  10013 Austrina Oak Loop, Winter Garden, FL 34787
• 

  /2

  $1,350,000 Sold May 28, 2025

  13638 Sunset Lakes Cir, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,985 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $452/SF
  • 35 Days On Market

  Current Estimated Value $1,295,515

  Last Listing Agent Tom Rumph SAND DOLLAR REALTY GROUP INC

  13638 Sunset Lakes Cir, Winter Garden, FL 34787
• 

  /2

  Est $745,263 Not Listed For Sale

  9529 Nautique Ln, Winter Garden, FL 34787

  • 5 Beds
  • 3.5 Baths
  • 3,227 Sq Ft
  • Built 2020

  9529 Nautique Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $226/SF
  • 67 Days On Market

  • Last Sold Price $730,000
  • Apr 30, 2025

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC
• 

  

  /62

  $444,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  8113 Red Stopper Ln, Winter Garden, FL 34787

  Perfectly positioned in the heart of Horizon West, this impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic — including a two car garage with an attached oversized patio to enjoy nightly views of the Disney fireworks. Move-in ready and thoughtfully upgraded with a newer HVAC system, this

  

  Kassandra Lopez

  EXP REALTY LLC

  (321) 475-7518

  8113 Red Stopper Ln, Winter Garden, FL 34787
• 

  

  /30

  $1,554 - $5,022 per month

  Birchstone Waterleigh

  1 - 3 Beds

  9405 Ascend Falls Dr, Winter Garden, FL 34787

  Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

  9405 Ascend Falls Dr, Winter Garden, FL 34787
• 

  /2

  $526,000 Sold Oct 15, 2025

  13029 Tranquil Water Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 2024

  Last Sold Summary

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

  Current Estimated Value $525,394

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13029 Tranquil Water Aly, Winter Garden, FL 34787
• 

  /2

  Est $430,910 Not Listed For Sale

  1801 Seatonham St Unit 1, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • Built 2001

  1801 Seatonham St Unit 1, Winter Garden, FL 34787

  Last Sold Summary

  • 4% Below List Price
  • $286/SF
  • 16 Days On Market

  • Last Sold Price $450,000
  • May 01, 2025

  Last Listing Agent Julieta Kraponick LPT REALTY, LLC
• 

  

  /40

  $289,500

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

  14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787

  Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor

  

  Amy Moline

  EXP REALTY LLC

  (321) 343-3008

  14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787
• 

  

  /48

  $4,250 per month

  • 4 Beds
  • 3.5 Baths
  • 3,103 Sq Ft
  • House for Rent

  6460 Makrut Lime Dr, Winter Garden, FL 34787

  This is the home you've been picturing. A fully furnished, 4-bedroom, 3.5-bathroom Ashton Woods model spanning 3,103 square feet — move-in ready from day one. Premium flooring throughout, a gourmet kitchen with quartz island and high-end appliances, and an open layout designed for the way families actually live.The primary suite is your retreat. Three additional bedrooms give everyone their

  Jenny Mahet WRA BUSINESS & REAL ESTATE

  6460 Makrut Lime Dr, Winter Garden, FL 34787
• 

  /2

  $1,218,750 Sold Jan 06, 2026

  7833 Freestyle Ln, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 3,364 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $362/SF
  • 71 Days On Market

  Current Estimated Value $1,218,646

  Last Listing Agent Dennesha Leachman GLOBAL SAPPHIRE REALTY LLC

  7833 Freestyle Ln, Winter Garden, FL 34787
• 

  /2

  Not Listed For Sale

  7166 Enchanted Lake Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,119 Sq Ft
  • Built 2016

  7166 Enchanted Lake Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $256/SF
  • 13 Days On Market

  • Last Sold Price $542,000
  • Apr 28, 2025

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY
• 

  

  /75

  $795,000

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  15239 Lake Lamonia St, Winter Garden, FL 34787

  Your dream of homeownership starts here! Nestled in a sought-after community zoned for top-rated schools, this stunning 4-bedroom, 3-bathroom single-family home offers 3,020 square feet of beautifully designed living space — and it checks every box on your wish list.From the moment you step inside, you'll be captivated by the bright, open floor plan that effortlessly connects living, dining,

  

  Kassandra Lopez

  EXP REALTY LLC

  (321) 333-4471

  15239 Lake Lamonia St, Winter Garden, FL 34787
• 

  

  /96

  $1,610 - $2,710 per month

  Ascend Waterleigh Village

  1 - 3 Beds

  16200 Ascend Village Ln, Winter Garden, FL 34787

  Retreat to a life of ultimate luxury at Ascend Waterleigh Village, a brand-new community offering one, two, and three bedroom apartments in a beautiful lakeside neighborhood. Our open floor plans offer the perfect mix of form and function, with features ranging from modern kitchens with stainless steel appliances and prep islands to spacious bedrooms with oversized walk-in closets. As a resident,

  16200 Ascend Village Ln, Winter Garden, FL 34787
• 

  

  /27

  $639,990 Sold Mar 25, 2026

  12445 Clear Sapphire Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,693 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 1% Below List Price
  • $238/SF
  • 6 Days On Market

  K. Hovnanian Homes Osprey Ranch - 32'/40' Single Family

  12445 Clear Sapphire Dr, Winter Garden, FL 34787
• 

  

  /31

  Est $454,155 Not Listed For Sale

  15416 Blackbead St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 2018

  15416 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $246/SF
  • 191 Days On Market

  • Last Sold Price $456,500
  • Apr 30, 2024

  Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

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