Winter Garden, FL Homes

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  $574,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,510 Sq Ft

  17329 Beachgrass Aly, Winter Garden, FL 34787

  Under Construction. Discover this stunning new construction home located at 17329 Beachgrass Alley in Winter Garden! This impressive home offers 4 bedrooms, 3 full bathrooms, a 12'4" x 11'4" lanai, a loft, a rear-load 2-car garage, and so much more. This thoughtfully designed home showcases an open-concept living space that seamlessly connects the main living areas, creating an ideal environment

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  17329 Beachgrass Aly, Winter Garden, FL 34787
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  $2,950 per month

  • 4 Beds
  • 2.5 Baths
  • 1,770 Sq Ft
  • Townhouse for Rent

  16234 Merry Aly, Winter Garden, FL 34787

  Brand-new, never-lived-in corner-unit 4-bedroom townhome in the heart of Winter Garden. This 2.5-bath home offers a highly desirable layout with all bedrooms upstairs, creating spacious and open living areas downstairs. The open-concept kitchen features stone countertops, modern cabinetry, and stainless steel appliances. The primary suite includes a walk-in closet and private en-suite bath, along

  Alfredo Meyer ALTIS REALTY

  16234 Merry Aly, 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 $458,362

  Last Listing Agent Flavia Cabral FLORIDA SCANDI REALTY LLC

  Unlisted Address
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  /2

  Est $419,389 Not Listed For Sale

  6185 Elfin Herb Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Built 2020

  6185 Elfin Herb Way, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $266/SF
  • 51 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES
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  /79

  $869,900

  • 4 Beds
  • 3.5 Baths
  • 2,799 Sq Ft

  15672 Shorebird Ln, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living

  Helen Thompson RE/MAX SELECT GROUP

  15672 Shorebird Ln, Winter Garden, FL 34787
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  /20

  $3,300 per month

  • 3 Beds
  • 3 Baths
  • 2,028 Sq Ft
  • House for Rent

  9537 Waterway Passage Dr, Winter Garden, FL 34787

  Property Id: 1147258This is an amazing and spacious home featuring 3 bedrooms each with their own bathroom. Open floorplan leads out to the screened patio which makes it perfect for family gatherings. Home is wheelchair accessible. Extra large 2 car garage with golf cart parking and access to attic for extra storage. A Rated Schools!Living within the Waterleigh community feels

  9537 Waterway Passage 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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  /31

  Est $451,157 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

  Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY
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  /3

  $812,990 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,550 Sq Ft

  Ellington Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162177, Winter Garden, FL
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  /57

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,668 Sq Ft
  • Townhouse for Rent

  17320 Sweet Moro Dr, Winter Garden, FL 34787

  Stunning corner-lot townhome available for rent in the brand-new Northlake at Ovation community, located in Winter Garden. This beautifully upgraded home features a modern open floor plan, abundant natural light, and high-end builder upgrades throughout.The property offers a unique and spacious open-air patio located between the main home and the garage, with side fencing that provides added

  Denise Batista ALLUX REAL ESTATE LLC

  17320 Sweet Moro Dr, Winter Garden, FL 34787
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  /2

  $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 $804,247

  Last Listing Agent Reynaldo Izaguirre ALTIS REALTY

  5657 Mangrove Cove Ave, Winter Garden, FL 34787
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  Not Listed For Sale

  9014 Pinch Shot Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft
  • Built 2018

  9014 Pinch Shot Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $258/SF

  Last Sold Price $540,000

  Last Listing Agent Junior Pipo WRA BUSINESS & REAL ESTATE
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  /8

  $409,990 New Construction

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

  16311 Lakelet Aly, Winter Garden, FL 34787

  The property is located at 16311 Lakelet Alley WINTER GARDEN FL 34787 priced at 409990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16311 Lakelet Aly, Winter Garden, FL 34787
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  /20

  $2,347 per month

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft
  • Condo for Rent

  14200 Avalon Rd Unit SI ID1244715P, Winter Garden, FL 34787

  The advertised rate of $2,348/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 22, 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

  14200 Avalon Rd Unit SI ID1244715P, Winter Garden, FL 34787
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  /2

  $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 $726,370

  Last Listing Agent Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

  15491 Lebeau Loop, Winter Garden, FL 34787
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  Est $494,957 Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 3.5 Baths
  • 2,321 Sq Ft
  • Built 2019

  Unlisted Address

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 7 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Richard Lokhnauth RL LUXURY REAL ESTATE
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  $2,299,990 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,988 Sq Ft

  17426 Glossy Pomelo Way, Winter Garden, FL 34787

  Discover this stunning new construction home located at 17426 Glossy Pomelo Way Winter Garden, built by M/I Homes. This impressive 4,988 square foot home features 5 bedrooms and 5 bathrooms, with the owner's bedroom conveniently located upstairs. Key features of this exceptional home include: Spacious open-concept living space perfect for entertaining 5 generously sized bedrooms providing ample

  M/I Homes Builder

  17426 Glossy Pomelo Way, Winter Garden, FL 34787
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  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Townhouse for Rent

  16246 Merry Aly, Winter Garden, FL 34787

  Welcome to this brand-new townhome in Silverleaf Oaks, located in the heart of Winter Garden’s highly desirable Horizon West area. This modern residence features a spacious open-concept layout with 3 bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect blend of comfort, functionality, and contemporary style.Enjoy a serene pond view and resort-style community amenities, including

  Luis Henriqu Cossenzo Candioto KELLER WILLIAMS ADVANTAGE III

  16246 Merry Aly, Winter Garden, FL 34787
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  /2

  $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

  Current Estimated Value $1,216,500

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

  13258 Tollcross Way, Winter Garden, FL 34787
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  Est $563,597 Not Listed For Sale

  9250 Cut Shot Dr, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 2,461 Sq Ft
  • Built 2018

  9250 Cut Shot Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 144 Days On Market

  Last Sold Price $575,000

  Last Listing Agent peipei Qiao BAY STREET GROUP FLORIDA LLC
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  $570,990 New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

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

  Open-concept kitchen with center island and oversized pantry. Spacious great room with access to covered lanai. Private home office or optional Extra Suite off foyer. Lavish primarysuite with tray ceiling and walk-in closet. Relaxing primary bath with dual sinks and seated shower. Convenient second story laundry in proximity to bedrooms. Optional bonus room over garage.

  K. Hovnanian Homes Builder

  15221 Blue Peacock Ln Unit 36494326, Winter Garden, FL 34787
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  /20

  $2,558 per month

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

  9223 Vintage Hills Way Unit 4208, 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+ Stay base rent: starts at $2752/mo12-Month+ Stay base rent: starts at $2558/moLanding's apartments at Vintage Horizon

  9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787
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  $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 $813,937

  Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

  15993 Johns Lake Overlook Dr, Winter Garden, FL 34787
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  Est $702,631 Not Listed For Sale

  14891 Winter Stay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft
  • Built 2018

  14891 Winter Stay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $257/SF
  • 128 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Natsue Siqueira FLORIDA REALTY INVESTMENTS
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  $747,999 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,833 Sq Ft

  Pallazio II Plan at Esplanade at McKinnon Groves - 60' Lot, Winter Garden, FL 34787

  From breezy open spaces to private retreats, the Pallazio II floor plan is designed for effortless luxury. This 1-story home features 3 bedrooms, 3.5 bathrooms, a 3-car garage and 2,833 square feet. Head through the courtyard that leads to the front porch and into a sweeping foyer to find beautiful open-concept living spaces. A great room flows into formal and casual dining areas, a modern

  Taylor Morrison Builder

  17705 Sedona St Unit 39548786, Winter Garden, FL 34787
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  $3,100 per month

  • 4 Beds
  • 3.5 Baths
  • 2,749 Sq Ft
  • House for Rent

  16007 Micelli Dr, Winter Garden, FL 34787

  Welcome to this nearly new two-story single-family home located in a desirable community in Winter Garden. This spacious residence offers 4 bedrooms and 3.5 bathrooms with 2,749 square feet of living space, featuring an open and functional floor plan ideal for comfortable family living.The home is conveniently situated next to the community clubhouse and resort-style swimming pool, providing

  Yukey Hoo U KEY REALTY

  16007 Micelli Dr, 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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  /31

  Est $801,118 Not Listed For Sale

  876 Landrum Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,485 Sq Ft
  • Built 2014

  876 Landrum Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $315/SF
  • 26 Days On Market

  Last Sold Price $783,000

  Last Listing Agent MARIO DENIZ DENIZ REALTY PARTNERS LLC
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  /19

  $735,990 New Construction

  • 3 - 5 Beds
  • 2.5 - 4.5 Baths
  • 2,791 Sq Ft

  Moseley II Plan at Northlake at Ovation - Traditional, Winter Garden, FL 34787

  The Moseley II is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. High ceilings, abundant

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36476723, Winter Garden, FL 34787
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  /20

  $2,367 per month

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

  14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787

  The advertised rate of $2,368/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 18, 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

  14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787
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  /30

  $524,990 Sold Dec 19, 2025

  15387 Hamlin Park Dr, Winter Garden, FL 34787

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

  Move in Ready Sold Summary

  • $253/SF
  • 18 Days On Market

  Current Estimated Value $517,180

  Ashton Woods Parkview at Hamlin

  15387 Hamlin Park Dr, Winter Garden, FL 34787
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  Est $740,921 Not Listed For Sale

  1620 Highbanks Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,775 Sq Ft
  • Built 2018

  1620 Highbanks Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 6% Above List Price
  • $185/SF
  • 298 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Shaunda Hall GENSTONE REALTY
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  $819,900

  • 4 Beds
  • 4 Baths
  • 3,278 Sq Ft

  5427 Orange Orchard Dr, Winter Garden, FL 34787

  SELLER OFFERING UP TO $15,000 TOWARD BUYER’S CLOSING COSTS + ADDITIONAL PREFERRED LENDER CREDIT FOR RATE BUY-DOWN OR EXTRA CLOSING COSTS! Don’t miss this stunning 4-bedroom, 4-bathroom home located in the desirable Wincey Groves community in Winter Garden. This spacious residence features a functional 3-way split floor plan, a massive upstairs loft, and a bonus room currently used as a gym with

  Julimar Barreiro Pastrana SERHANT

  5427 Orange Orchard Dr, Winter Garden, FL 34787
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  /23

  $2,900 per month

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

  10073 Bedtime Story Dr, Winter Garden, FL 34787

  This lovely four-bedroom, three bath home is available for rent and showcases true pride of ownership. The home features stone countertops, stainless steal appliances and a whole-home water softener system. Enjoy the convenience of a detached to-car garage, separated by a charming garden space that adds character and curb appeal. Ideally located just minutes from amusement parks, shopping, dining

  Ruth Ruiz RIGHT CHOICE REALTY & SERVICES, INC.

  10073 Bedtime Story Dr, 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 $710,513

  Last Listing Agent Ryan Langley FLORIDA REALTY INVESTMENTS

  432 Valley View Dr, Winter Garden, FL 34787
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  Est $911,580 Not Listed For Sale

  14843 Winter Stay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,505 Sq Ft
  • Built 2018

  14843 Winter Stay Dr, Winter Garden, FL 34787

  Last Sold Summary

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

  Last Sold Price $940,000

  Last Listing Agent Daniel Betancourt EXP REALTY LLC
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  /17

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 1318, Winter Garden, FL 34787

  OWN this full POOL-VIEW condominium in the MAIN building!!! As you enter this 3rd floor two bedroom, two bathroom unit, an unobstructed view to the Springs Pool welcomes you in the Premier Tower or Building One. What an amazing view!!! In the evenings, you may enjoy Disney's fireworks from your balcony or bedrooms!!! The unit is located in Tower One, where you find the lobby, concierge,

  Carlos Selmo PORTAL ORLANDO REALTY, LLC

  14501 Grove Resort Ave Unit 1318, Winter Garden, FL 34787
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  /5

  $1,695 per month

  • 2 Beds
  • 1 Bath
  • 705 Sq Ft
  • House for Rent

  203 N Dillard St, Winter Garden, FL 34787

  Property Id: 2397260UNIT #2 WALK TO DOWNTOWN WINTER GARDEN/CROOKED CAN FOOD HALL/SHOPPING/MULTIPLE HOUSES OF WORSHIP NEARBY/LIBRARY ON E. PLANT STREET/POLICESTATION ON W. PLANT STREET. EXCELLENT WINTER GARDEN LOCATIONADORABLE PRIVATE 2 ROOM APARTMENT WITH WATER-SEWER AND HEAT INCLUDED. (1) ASSIGNED PARKING SPOT IN REAR PRIVATE PARKING LOTNEWER AC UNITS, NEWER LVP

  203 N Dillard St, Winter Garden, FL 34787
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  $549,730 Sold Sep 23, 2025

  11940 Bracco St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $263/SF
  • 326 Days On Market

  Current Estimated Value $516,450

  11940 Bracco St, Winter Garden, FL 34787
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  Est $562,876 Not Listed For Sale

  14043 Snowy Owl Ln, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,136 Sq Ft
  • Built 2016

  14043 Snowy Owl Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Below List Price
  • $279/SF
  • 73 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Maurince Pierre EXP REALTY LLC

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