Winter Garden, FL Homes

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  /89

  $1,449,000 Pending

  • 6 Beds
  • 5 Baths
  • 3,922 Sq Ft

  11630 Flynn Ct, Winter Garden, FL 34787

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 11630 Flynn Court, a rare five-acre retreat where privacy, flexibility, and location come together in one of Central Florida’s most desirable areas. Tucked away on a quiet street, this estate offers the kind of peaceful setting that feels worlds away yet you’re just minutes from the charm and energy

  Ellyn Siviglia THE REAL ESTATE COLLECTION LLC

  11630 Flynn Ct, Winter Garden, FL 34787
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  /16

  $3,845 per month

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Condo for Rent

  420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787

  The advertised rate of $3,846/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 23, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787
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  $510,000 Sold Jan 05, 2026

  12259 Bracco St, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $245/SF
  • 176 Days On Market

  Current Estimated Value $517,709

  Last Listing Agent Khadija Webber CHARLES RUTENBERG REALTY ORLANDO

  12259 Bracco St, Winter Garden, FL 34787
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  /2

  Est $494,328 Not Listed For Sale

  1140 Harbor Hill St, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,180 Sq Ft
  • Built 2001

  1140 Harbor Hill St, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Above List Price
  • $216/SF
  • 130 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Maureen Sossa Nguyen REAL BROKER, LLC
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  /5

  $818,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  Erie Plan at Northlake at Ovation - Estate, Winter Garden, FL 34787

  The Erie is a one-story home offering four bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept design connects the kitchen, dining, and family rooms, creating a spacious and inviting living area. A private primary suite provides comfort and privacy, while the efficient layout supports easy living and entertaining. Modern finishes, abundant natural light, and

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36646144, Winter Garden, FL 34787
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  /67

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • Townhouse for Rent

  Unlisted Address

  Gorgeous corner townhome located in the best area Winter Garden. Very quiet neighborhood, call it home. Close to Disney World. See the fireworks from the patio every night. 2 cars garage with poxy flooring. Very spacious. Pavers patio area with Gazebo. Door entrance fence. Laundry room 1st floor. 3 full bedrooms, second floor. One room 1st floor, can be an office or TV room. Unfurnished. Alarm

  Jeanette Marin CONDOMINIUM MARKETING LLC

  Unlisted Address
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  /39

  $465,990 Sold Nov 14, 2025

  15429 Hamlin Park Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $225/SF
  • 44 Days On Market

  Current Estimated Value $484,437

  Ashton Woods Parkview at Hamlin

  15429 Hamlin Park Dr, Winter Garden, FL 34787
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  /2

  Est $492,828 Not Listed For Sale

  112 W Newell St, Winter Garden, FL 34787

  • 3 Beds
  • 1 Bath
  • 1,519 Sq Ft
  • Built 1921

  112 W Newell St, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $319/SF
  • 94 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Jim Stout TKC PLATINUM PROPERTIES
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  /40

  $705,990

  • 5 Beds
  • 4.5 Baths
  • 2,908 Sq Ft

  15026 Summer Harvest St, Winter Garden, FL 34787

  Motivated seller! Exceptional opportunity in Horizon West, located in Winter Garden. This modern, open-concept home features a thoughtfully designed layout with abundant natural light and a seamless flow between the kitchen, dining room, and living area. With 5 bedrooms and 4.5 bathrooms, plus an annex with a private entrance and flexible use options, the property offers both comfort and

  Keyla Chirinos Sivira AROD PARTNERS REALTY

  15026 Summer Harvest St, Winter Garden, FL 34787
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  /20

  $3,650 per month

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft
  • House for Rent

  5000 Citrus Leaf Blvd, Winter Garden, FL 34787

  Property Id: 1424220Welcome to your 4-bed, 2.5-bath home, located right across the highly rated Hamlin elementary and Middle school! Your new home offers all-vinyl flooring great room; while the heart of the home, your gourmet kitchen, is perfect for life & entertaining. Upstairs, find comfort with all appliances included and a versatile loft, high ceilings, 8ft doors, with a

  5000 Citrus Leaf Blvd, Winter Garden, FL 34787
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  /2

  $420,000 Sold May 21, 2025

  7387 Duxbury Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Below List Price
  • $236/SF
  • 59 Days On Market

  Current Estimated Value $427,071

  Last Listing Agent Candice Collins COLDWELL BANKER REALTY

  7387 Duxbury Ln, Winter Garden, FL 34787
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  /2

  Est $716,635 Not Listed For Sale

  15150 Spinnaker Cove Ln, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,862 Sq Ft
  • Built 2005

  15150 Spinnaker Cove Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Above List Price
  • $177/SF
  • 4 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Raymond Maxwell KELLER WILLIAMS CLASSIC
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  /41

  $575,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,697 Sq Ft

  8131 White Pelican St, Winter Garden, FL 34787

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to resort-style living in the highly sought-after Summerlake community of Winter Garden!This beautifully maintained 4-bedroom, 2.5-bath home with an upstairs loft offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as

  Jared Lippelgoos COLDWELL BANKER REALTY

  8131 White Pelican St, Winter Garden, FL 34787
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  /25

  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,639 Sq Ft
  • Townhouse for Rent

  15836 Marina Bay Dr, Winter Garden, FL 34787

  Beautiful and well-maintained home located in one of the most desirable communities in the heart of the Horizon West area in Winter Garden. This amenity-rich community offers an infinity pool overlooking a scenic lake, fitness center, clubhouse, large playground, and expansive green spaces. Enjoy a true Florida lifestyle in a purely residential neighborhood, just 10 minutes from Disney, with easy

  Andre Chiappetta Dos Santos Cam EPIC REALTY

  15836 Marina Bay Dr, Winter Garden, FL 34787
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  /2

  $120,000 Sold Sep 30, 2025

  416 Eron Way Unit 30, Winter Garden, FL 34787

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Below List Price
  • $286/SF
  • 36 Days On Market

  Current Estimated Value $118,885

  Last Listing Agent David Dorman CENTURY 21 CARIOTI

  416 Eron Way Unit 30, Winter Garden, FL 34787
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  Est $1,170,619 Not Listed For Sale

  17000 Red Bird Rd, Winter Garden, FL 34787

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft
  • Built 1987

  17000 Red Bird Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $343/SF
  • 138 Days On Market

  Last Sold Price $1,155,000

  Last Listing Agent Leo Rico UNITED REAL ESTATE PREFERRED
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  /21

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  15663 Kinnow Mandarin Ln, Winter Garden, FL 34787

  Look no further, this meticulously maintained townhouse checks all the boxes. Brand NEW ROOF (2025) and NEW CARPET with a 10-year WARRANTY makes this home feel brand new. Stainless steel kitchen appliances complete with a BOSCH DISHWASHER. the OPEN CONCEPT is inviting and there is a BONUS ROOM downstairs that could be used as an office, playroom, formal dining room, or sitting room. Enjoy the

  Steven Tsukamoto REAL LIVING R E SOLUTIONS

  15663 Kinnow Mandarin Ln, Winter Garden, FL 34787
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  /20

  $2,880 per month

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • House for Rent

  14434 Whittridge Dr, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2939.90. That covers your base rent, $2880.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

  14434 Whittridge Dr, Winter Garden, FL 34787
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  /2

  $675,000 Sold Jul 25, 2025

  16995 Tradewind Point, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 6 Days On Market

  Current Estimated Value $675,595

  Last Listing Agent Andrea Luna AGL BROKERAGE CORP

  16995 Tradewind Point, Winter Garden, FL 34787
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  /2

  Est $666,825 Not Listed For Sale

  9693 Lost Creek Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,117 Sq Ft
  • Built 2021

  9693 Lost Creek Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $313/SF
  • 6 Days On Market

  Last Sold Price $662,000

  Last Listing Agent Mike Spicer LPT REALTY, LLC
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  /3

  $654,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  Anna Maria With Bonus Plan at Hamlin Meadows - 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 Hamlin Meadows St Unit 39127945, Winter Garden, FL
• 

  

  /23

  $3,250 per month

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • House for Rent

  10284 Atwater Bay Dr, Winter Garden, FL 34787

  4 Bedroom, 3 Baths Single Family Home For Rent in Waterleigh Subdivision in Winter Garden, FL 34787; Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  10284 Atwater Bay Dr, Winter Garden, FL 34787
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  /2

  $2,225,000 Sold Jul 31, 2025

  16779 Broadwater Ave, Winter Garden, FL 34787

  • 7 Beds
  • 5.5 Baths
  • 6,289 Sq Ft
  • Built 2021

  Last Sold Summary

  • 11% Below List Price
  • $354/SF
  • 213 Days On Market

  Current Estimated Value $2,276,206

  Last Listing Agent Wendy Morris WENDY MORRIS REALTY

  16779 Broadwater Ave, Winter Garden, FL 34787
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  /2

  Est $345,014 Not Listed For Sale

  1342 Scarlet Oak Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft
  • Built 2013

  1342 Scarlet Oak Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $213/SF
  • 31 Days On Market

  Last Sold Price $339,500

  Last Listing Agent Mark Anthony Buot ROI AVE LLC
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  /29

  $583,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  Tessa II Plan at Osprey Ranch - 32'/40' Single Family, Winter Garden, FL 34787

  Elegant primary suite with walk-in closet off foyer. Beautiful primary bath with dual sinks and seated shower. Striking kitchen with expansive breakfast bar island. Open dining area and great room with access to lanai. Versatile loft space for relaxing or entertaining. Rear load 2-car garage for parking or storage.

  K. Hovnanian Homes Builder

  15221 Blue Peacock Ln Unit 36473174, Winter Garden, FL 34787
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  /18

  $2,949 per month

  • 4 Beds
  • 2.5 Baths
  • 1,913 Sq Ft
  • House for Rent

  6566 Breeze Filled Ln, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3046.90. That covers your base rent, $2949.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  6566 Breeze Filled Ln, Winter Garden, FL 34787
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  /2

  $1,320,000 Sold Feb 05, 2026

  624 Canopy Estates Dr, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 3,627 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $364/SF
  • 76 Days On Market

  Current Estimated Value $1,338,516

  Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  624 Canopy Estates Dr, Winter Garden, FL 34787
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  /2

  Est $477,827 Not Listed For Sale

  9427 Komika Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft
  • Built 2020

  9427 Komika Ln, Winter Garden, FL 34787

  Last Sold Summary

  • $280/SF
  • 22 Days On Market

  Last Sold Price $477,000

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /64

  $918,000 Pre-Foreclosure

  • 5 Beds
  • 5 Baths
  • 4,898 Sq Ft

  1004 Vinsetta Cir, Winter Garden, FL 34787

  Under contract-accepting backup offers. This residence, previously the builders model home, perfectly blends upscale living, prime location, and premium enhancements. Arriving onto a paver driveway, as you enter the extended covered front porch, with exterior stone. From the moment you enter the home into the 19 ft ceiling lined foyer, you'll be captivated where your eyes are drawn to the custom

  Ellyn Siviglia THE REAL ESTATE COLLECTION LLC

  1004 Vinsetta Cir, Winter Garden, FL 34787
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  /18

  $2,250 per month

  • 2 Beds
  • 2.5 Baths
  • 1,234 Sq Ft
  • Townhouse for Rent

  13344 Harbor Shore Ln, Winter Garden, FL 34787

  Great location in Winter Garden. Beautiful and charming townhouse, well-maintain 2 bedrooms, 2.5 bath with 1234 sq ft. Step inside to a cozy living room, modern kitchen with granite countertop, stainless-steel appliances, nice dining room, patio and 1car garage. In second level we have all hardwood floors, 2 spacious bedrooms each with its own bath, and walk in closets. Laundry room located in

  Betty Medina EXP REALTY LLC

  13344 Harbor Shore Ln, Winter Garden, FL 34787
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  /2

  $476,000 Sold Nov 07, 2025

  399 Millwood Place, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 6 Days On Market

  Current Estimated Value $475,719

  Last Listing Agent Mark Raumaker SERHANT

  399 Millwood Place, Winter Garden, FL 34787
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  Est $399,477 Not Listed For Sale

  7290 Duxbury Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2016

  7290 Duxbury Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 88 Days On Market

  Last Sold Price $409,000

  Last Listing Agent Sheri Loiacono WINDSOR REALTY GROUP INC
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  /8

  $436,990 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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  /16

  $2,470 per month

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • House for Rent

  457 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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  457 Regal Downs Cir, Winter Garden, FL 34787
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  $1,300,000 Sold Mar 31, 2025

  1595 Juniper Hammock St, Winter Garden, FL 34787

  • 6 Beds
  • 4 Baths
  • 4,355 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Above List Price
  • $299/SF
  • 9 Days On Market

  Current Estimated Value $1,275,656

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  1595 Juniper Hammock St, Winter Garden, FL 34787
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  Est $507,779 Not Listed For Sale

  14716 Seton Creek Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft
  • Built 2019

  14716 Seton Creek Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Above List Price
  • $237/SF
  • 49 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Gabriel Andrada FLORIDA SPIRIT HOMES
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  /56

  $891,260 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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  /51

  $3,600 per month

  • 4 Beds
  • 3.5 Baths
  • 2,496 Sq Ft
  • House for Rent

  11876 Shine View Ln, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Stunning 4-bedroom, 3.5-bath new construction home in Waterleigh featuring an oversized, fully fenced corner lot. Landscaping and pest control included in rent. This spacious two story floor plan features an open kitchen with quartz countertops, stainless steel appliances, large island with pendant lighting, and walk in pantry. The main level offers

  Paul Donovan RE/MAX PRIME PROPERTIES

  11876 Shine View Ln, Winter Garden, FL 34787
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  /2

  $375,000 Sold Nov 20, 2025

  15471 Honeybell Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $237/SF
  • 90 Days On Market

  Current Estimated Value $372,463

  Last Listing Agent Ashley Porto GLASSTONE GROUP INC

  15471 Honeybell Dr, Winter Garden, FL 34787
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  /2

  Est $665,734 Not Listed For Sale

  659 Brooks Field Dr, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,026 Sq Ft
  • Built 2019

  659 Brooks Field Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $220/SF
  • 10 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Erica Diaz HOMEVEST REALTY

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