Winter Garden, FL Homes

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  $757,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  17453 Sunset Prairie Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floorplan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design thatseamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space.

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  17453 Sunset Prairie Dr, Winter Garden, FL 34787
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  /21

  $2,700 per month

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft
  • House for Rent

  14567 Crested Plume Dr, Winter Garden, FL 34787

  Beautiful 4-Bedroom Corner Unit in Prime Community Location!This spacious 4-bedroom, 2.5-bath home is ideally situated on a premium corner lot right next to the community clubhouse. All bedrooms are conveniently located upstairs, along with the laundry area for added ease.The home features a formal dining room and a versatile flex space upstairs, perfect for a home office, playroom, or

  Andrea Pointon POINTON REALTY INC

  14567 Crested Plume Dr, Winter Garden, FL 34787
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  $625,000 Sold Nov 14, 2025

  617 Glenview Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 3,050 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $205/SF
  • 25 Days On Market

  Current Estimated Value $613,193

  Last Listing Agent Julia Meffen FLORIDA HOMES & LOANS INC.

  617 Glenview Dr, Winter Garden, FL 34787
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  /36

  Est $507,835 Not Listed For Sale

  15456 Murcott Blossom Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,875 Sq Ft
  • Built 2017

  15456 Murcott Blossom Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 17 Days On Market

  • Last Sold Price $525,000
  • May 03, 2024

  Last Listing Agent MaryJane Maxwell LPT REALTY, LLC
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  /52

  $468,900

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft

  7078 Twilight Bay Dr, Winter Garden, FL 34787

  Welcome to Your Horizon West Sanctuary: The Madison at Mezzano.Experience the perfect blend of sofisticated design and functionality with this stunning Madison floor plan by Park Square Homes. Nestled in the highly sought-after, boutique community of Mezzano. This 2,032 sq. ft. townhome perfectly balances modern elegance with the convenience of a single-family home layout. The Highlights

  Elle Probst EXP REALTY LLC

  7078 Twilight Bay Dr, Winter Garden, FL 34787
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  /51

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Townhouse for Rent

  1300 Eastern Pecan Place, Winter Garden, FL 34787

  Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

  1300 Eastern Pecan Place, Winter Garden, FL 34787
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  $550,000 Sold Oct 14, 2025

  18 Cooledge St, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $258/SF
  • 154 Days On Market

  Current Estimated Value $556,921

  Last Listing Agent Ty McTague KELLER WILLIAMS REALTY AT THE PARKS

  18 Cooledge St, Winter Garden, FL 34787
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  Est $604,112 Not Listed For Sale

  7927 Winter Wren St, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,758 Sq Ft
  • Built 2013

  7927 Winter Wren St, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $226/SF
  • 115 Days On Market

  • Last Sold Price $622,000
  • Nov 26, 2024

  Last Listing Agent Drew Ross LAKEFIELD REALTY GROUP LLC
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  $471,340 Pending

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

  15232 Groveside Rd, Winter Garden, FL 34787

  Under Construction. Ready in February, 2-Car Rear Entry Garage Townhome with Over 1,800 Finished Square Feet! Finished on all three levels, townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8' entry-door, you are welcomed to your spacious flex

  Adam Schott DRB GROUP REALTY, LLC

  15232 Groveside Rd, Winter Garden, FL 34787
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  /7

  $750 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  15267 Honeybell Dr, Winter Garden, FL 34787

  Welcome to this One Bedroom in a great location with access to everything Winter Garden has. Near theme parks, shopping centers, banks, hospitals, and a lot of entertainment. Rent includes Water, Electricity and Internet, and kitchen access. Schedule your appointment today!

  Maykol Romo VESTI LLC

  15267 Honeybell Dr, Winter Garden, FL 34787
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  /26

  $739,990 Sold Sep 04, 2025

  13122 Faro Ct, Winter Garden, FL 34787

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

  Move in Ready Sold Summary

  • $199/SF
  • 9,378 Days On Market

  13122 Faro Ct, Winter Garden, FL 34787
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  /66

  Est $884,830 Not Listed For Sale

  15321 Heron Hideaway Cir, Winter Garden, FL 34787

  • 7 Beds
  • 4 Baths
  • 4,693 Sq Ft
  • Built 2013

  15321 Heron Hideaway Cir, Winter Garden, FL 34787

  Last Sold Summary

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

  • Last Sold Price $895,000
  • Apr 05, 2024

  Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM
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  $762,377 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  17066 Haggerty Hollow Dr, Winter Garden, FL 34787

  The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With four bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your

  Dream Finders Homes Builder

  17066 Haggerty Hollow Dr, Winter Garden, FL 34787
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  /46

  $1,550 per month

  • 1 Bed
  • 1 Bath
  • 942 Sq Ft
  • Active Lifestyle in Desirable Southern Pines

  1301 Eastern Pecan Place, Winter Garden, FL 34787

  Welcome to Active Lifestyle in Desirable Southern Pines! This charming 1 bedroom, 1 bathroom condo in Southern Pines of Winter Garden offers a resort-style living experience with a variety of amenities to enjoy. Residents will have access to a community pool and spa, fitness center, theatre/media room, clubhouse with a computer room, car wash area, barbeque area, tennis/pickleball courts, indoor

  1301 Eastern Pecan Place, Winter Garden, FL 34787
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  $579,900 Sold Apr 24, 2026

  14568 Spotted Sandpiper Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,997 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $290/SF
  • 17 Days On Market

  Last Listing Agent Jared Lippelgoos COLDWELL BANKER REALTY

  14568 Spotted Sandpiper Blvd, Winter Garden, FL 34787
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  Est $435,472 Not Listed For Sale

  8163 Red Stopper Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft
  • Built 2017

  8163 Red Stopper Ln, Winter Garden, FL 34787

  Last Sold Summary

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

  • Last Sold Price $455,000
  • Feb 21, 2024

  Last Listing Agent Chris Bunnell EXP REALTY LLC
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  /40

  $705,990

  • 5 Beds
  • 4.5 Baths
  • 2,812 Sq Ft

  16271 Honey Harvest St, Winter Garden, FL 34787

  Amazing corner lot home with a detached private in-law suite, gourmet kitchen, and no rear neighbors, located in Horizon West Harvest at Ovation, just minutes from Walt Disney World and Flamingo Crossings, and Hamlin Town Center. Situated on one of the best corner homesites in the bungalow section of Harvest at Ovation, this 2024 Elevation B home offers privacy, wooded views, and natural light

  Rafael Heredia SALVAMERICA, LLC

  16271 Honey Harvest St, Winter Garden, FL 34787
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  $2,550 per month

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

  16917 Tesla Aly, Winter Garden, FL 34787

  NO CARPETS! Beautiful townhome in PERFECT Community - Waterleigh at Horizon West Winter Garden. Rent includes Lawn Care and All 4 Community Amenities Access! All Appliance included. Great school zone. Waterleigh is an amazing community, tons of amenities, including TWO large resort style clubhouses with fitness centers, TWO resort style pools and additional two outdoor pool amenity, soccer

  Jacky Liu YORK MILLS REALTY LLC

  16917 Tesla Aly, Winter Garden, FL 34787
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  $235,000 Sold Dec 03, 2025

  1326 Winter Green Way, Winter Garden, FL 34787

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $196/SF
  • 6 Days On Market

  Current Estimated Value $232,081

  Last Listing Agent Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

  1326 Winter Green Way, Winter Garden, FL 34787
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  Est $422,105 Not Listed For Sale

  5689 New Independence Pkwy, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 1,999 Sq Ft
  • Built 2010

  5689 New Independence Pkwy, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $215/SF
  • 133 Days On Market

  • Last Sold Price $430,000
  • Oct 24, 2023

  Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC
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  /7

  $787,841 Pending

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft

  18053 Cider Mill Ln, Winter Garden, FL 34787

  Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a bedroom and downstairs bathroom. The well-appointed kitchen overlooking the great room, dining room, and

  Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

  18053 Cider Mill Ln, Winter Garden, FL 34787
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  /36

  $2,900 per month

  • 4 Beds
  • 3.5 Baths
  • 2,084 Sq Ft
  • Hamlin Reserve - 4 Bed 3.5 Bath

  15530 Honeybell Dr, Winter Garden, FL 34787

  This corner 4 brm/3.5 bath, two story townhome is located in a highly desirable HAMLIN RESERVE area of Winter Garden. It is very close to the 429 with easy access to Disney and minutes from Independence Parkway and its shopping/services area that includes Publix, Walmart, UPS, Cinepolis (luxury dine in movie theater), Urban Air, Ace Hardware, hospital/medical offices, automobile services,

  15530 Honeybell Dr, Winter Garden, FL 34787
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  $446,490 Sold Sep 17, 2025

  13241 Calming Breeze Way, Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 1,715 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $260/SF
  • 14 Days On Market

  Current Estimated Value $436,371

  Dream Finders Homes Serenade at Ovation - Townhomes

  13241 Calming Breeze Way, Winter Garden, FL 34787
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  /21

  Est $576,336 Not Listed For Sale

  6814 Point Hancock Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 2012

  6814 Point Hancock Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $230/SF
  • 268 Days On Market

  • Last Sold Price $574,900
  • May 04, 2023

  Last Listing Agent Sharon Knapp COMPASS FLORIDA LLC
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  $699,500 Pending

  • 5 Beds
  • 4 Baths
  • 2,840 Sq Ft

  16167 Hampton Crossing Dr, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to 16167 Hampton Crossing Drive, a beautifully maintained 5-bedroom, 4-bathroom home built in 2017 and cared for by its original owners. Designed for modern living, the home offers functional spaces, contemporary finishes, and a truly move-in-ready feel. Inside, the home opens to a bright, welcoming layout with an open floor plan designed for both

  Abby Greenberg COMPASS FLORIDA LLC

  16167 Hampton Crossing Dr, Winter Garden, FL 34787
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  /55

  $2,590 per month

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Townhouse for Rent

  16587 Barbours Creek Way, Winter Garden, FL 34787

  Welcome to your Brand New 3BR Townhome in Waterleigh community in Winter Garden! Located in the heart of Horizon West, this beautifully constructed 3-bedroom, 2.5-bathroom home with a 1-car garage offers modern comfort, space, and an exceptional lifestyle.Step inside to a bright and open floor plan featuring contemporary finishes, spacious living and dining areas, and a seamless layout ideal

  Doris Ochoa WATSON REALTY CORP.

  16587 Barbours Creek Way, Winter Garden, FL 34787
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  $1,400,000 Sold Jul 31, 2025

  15644 Panther Lake Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 4,453 Sq Ft
  • Built 2019

  Last Sold Summary

  • 17% Below List Price
  • $314/SF
  • 117 Days On Market

  Current Estimated Value $1,415,508

  Last Listing Agent Crystal Grohowski CORCORAN PREMIER REALTY

  15644 Panther Lake Dr, Winter Garden, FL 34787
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  Est $739,065 Not Listed For Sale

  424 Lone Heron Way, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,465 Sq Ft
  • Built 2012

  424 Lone Heron Way, Winter Garden, FL 34787

  Last Sold Summary

  • 10% Above List Price
  • $271/SF
  • 5 Days On Market

  • Last Sold Price $669,000
  • Jan 31, 2024

  Last Listing Agent MaryJo Beasley CORCORAN CONNECT LLC
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  $783,990 New Construction

  • 4 Beds
  • 4 Baths
  • 3,108 Sq Ft

  Arlington With Bonus Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  Welcome to the Arlington with Bonus! This stunning 3,108 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio,

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162274, Winter Garden, FL
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  /22

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • House for Rent

  14200 Avalon Rd, Winter Garden, FL 34787

  This generously sized condo offers a perfect blend of comfort, convenience, and resort-style amenities. Featuring two large bedrooms and two full bathrooms, this unit is ideal for those seeking space, privacy, and modern living.The primary suite includes its own private, covered patio, perfect for enjoying quiet mornings or relaxing evenings. Inside, you'll find a walk-in closet, a

  14200 Avalon Rd, Winter Garden, FL 34787
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  $600,000 Sold Mar 17, 2026

  10356 Atwater Bay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,181 Sq Ft
  • Built 2018

  Last Sold Summary

  • $275/SF
  • 4 Days On Market

  Current Estimated Value $593,190

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  10356 Atwater Bay Dr, Winter Garden, FL 34787
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  Est $256,930 Not Listed For Sale

  304 Southern Pecan Cir Unit 104, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2005

  304 Southern Pecan Cir Unit 104, Winter Garden, FL 34787

  Last Sold Summary

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

  • Last Sold Price $278,000
  • Sep 06, 2024

  Last Listing Agent Rick Evans WATSON REALTY CORP
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  $730,184 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,515 Sq Ft

  6357 Wild Persimmon Way, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  6357 Wild Persimmon Way, Winter Garden, FL 34787
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  /17

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Condo for Rent

  165 Windtree Ln Unit U, Winter Garden, FL 34787

  Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

  Cheryl Good ZEAL REALTY

  165 Windtree Ln Unit U, Winter Garden, FL 34787
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  $510,000 Sold Mar 12, 2026

  14932 Porter Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 2017

  Last Sold Summary

  • $299/SF
  • 13 Days On Market

  Current Estimated Value $505,469

  Last Listing Agent Cari Fitzgerald REAL BROKER, LLC

  14932 Porter Rd, Winter Garden, FL 34787
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  Est $396,048 Not Listed For Sale

  5657 New Independence Pkwy, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,766 Sq Ft
  • Built 2012

  5657 New Independence Pkwy, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Below List Price
  • $235/SF
  • 5 Days On Market

  • Last Sold Price $415,000
  • Jun 17, 2024

  Last Listing Agent Laura Lerma RE/MAX
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  $825,000 Pending

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

  3430 Turningwind Ln, Winter Garden, FL 34787

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for a pool home in Winter Garden that offers privacy and space, in a peaceful gated community? Well, welcome home! This beautifully upgraded home is close to schools, shopping, dining, golf, and quick access to the 429. Featuring 4 bedrooms, 4 bathrooms, a private office, two versatile bonus rooms, a

  Lydia Wells CENTURY 21 HANCOCK

  3430 Turningwind Ln, Winter Garden, FL 34787
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  /39

  $2,850 per month

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • House for Rent

  13029 Inkwell Aly, Winter Garden, FL 34787

  2 story single family house with 4Beds and 3.5Baths in Storey Grove Community, Ready to move in. Double master suites (One on the first floor, one on the second floor) , tile in the public area, stainless steel appliances, Granite Counter-top, washer/Dryer, Fridge is included in the rent. Freshly painted walls, nice open floorplan with upgraded appliances. Ready to move in now go see as property

  13029 Inkwell Aly, Winter Garden, FL 34787
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  $850,000 Sold Jun 16, 2025

  16781 Wingspread Loop, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,173 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 37 Days On Market

  Current Estimated Value $845,015

  Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  16781 Wingspread Loop, Winter Garden, FL 34787
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  /46

  Est $832,362 Not Listed For Sale

  15362 Heron Hideaway Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 4,247 Sq Ft
  • Built 2012

  15362 Heron Hideaway Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $190/SF
  • 49 Days On Market

  • Last Sold Price $805,000
  • Jun 09, 2023

  Last Listing Agent Junior Montero EMPIRE NETWORK REALTY

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