Homes for Sale Under $500K in Winter Garden FL
379 results
Showcase - Open: Sat 12-2pm (11/7)
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- 3 days on Zillow
3D Tour 
- 3 days on Zillow
- 9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
- 4 bds
- 3 ba
- 2,060 sqft
ELITE INTERNATIONAL REALTY INCPrice cut: $20,000 (11/2)
- 705 London Bridge Rd, Winter Garden, FL 34787
- 3 bds
- 2 ba
- 1,512 sqft
BEYCOME OF FLORIDA LLC, Steve Koleno. Listing provided by NY State MLS1 day on Zillow
- 1069 MILDRED DIXON WAY, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,036 sqft
COLDWELL BANKER REALTYOne-car garage
- 17802 JEFFERSON STREET, WINTER GARDEN, FL 34787
- 4 bds
- 2 ba
- 1,778 sqft
OPENDOOR BROKERAGE LLCOpen: Fri 9am-7pm (11/6)
- 1210 BRANDY LAKE VIEW CIRCLE, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,502 sqft
HOMEVEST REALTYShowcase 
- 420 E CYPRESS STREET, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,616 sqft
KELLER WILLIAMS ELITE PARTNERS III REALTYPrice cut: $10,000 (10/12)
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- 14031 PICARD ALLEY, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,789 sqft
ELITE INTERNATIONAL REALTY INCPrice cut: $16,000 (11/2)
- 1118 MAIDENMOOR ROAD, WINTER GARDEN, FL 34787
- 4 bds
- 2 ba
- 2,009 sqft
TEAMCONNECT REALTY LLCCozy gas fireplace
- 14501 GROVE RESORT AVENUE #3401, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,544 sqft
FLARE PROPERTIES LLCPrice cut: $10,000 (10/21)
- 14766 PEEKSKILL DRIVE, WINTER GARDEN, FL 34787
- 2 bds
- 3 ba
- 1,406 sqft
COLDWELL BANKER REALTY3D Tour 
- 13765 GOLDEN RUSSET DRIVE, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,600 sqft
WEMERT GROUP REALTY LLC3D Tour 
- 600 White Chapel Rd, Winter Garden, FL 34787
- 2 bds
- 2 ba
- 1,344 sqft
SUNBELT HOME SALES INC, Amanda Lyons. Listing provided by My State MLSPrice cut: $3,000 (10/21)
- 338 WINDFORD COURT, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,050 sqft
THE REAL ESTATE COLLECTION LLCNewer roof
- Start survey
Help others discover what makes this area unique.
Fill out a short survey to help others know what it's like to live here. - 8067 GLENLLOYD AVENUE, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,626 sqft
KELLER WILLIAMS REALTY AT THE LAKESOpen: Sat 10am-12pm (11/7)
- Open: Sat 8am-12pm (11/7)
- 14501 GROVE RESORT AVENUE #1407, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,544 sqft
MBI REALTY LLC19 hours ago
- 14501 GROVE RESORT AVENUE #2627, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,544 sqft
SUN CREST FLORIDA PROPERTIES20 hours ago
- Attached two-car garage
- Price cut: $5,000 (10/8)
- 16306 PRAIRIE SCHOOL DRIVE, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,792 sqft
WRA BUSINESS & REAL ESTATEOpen: Sat 10am-3pm (11/7)
- 15101 PURPLE MARTIN STREET, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,998 sqft
YORK MILLS REALTY LLCPrice cut: $10,000 (10/29)
- 9936 PALLIDA HICKORY WAY, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,744 sqft
RC GROUP REALTY LLCCarpet-free living
- Breezy lanai
- Modern updates
- 2281 OAKINGTON STREET, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,628 sqft
MULTI CHOICE REALTY LLCFlexible bonus area
- Resort-style pool
3D Tour 
- 1606 BEULAH ROAD, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,539 sqft
WEICHERT REALTORS HALLMARK PROPrice cut: $9,100 (10/19)
- 14903 DRIFTWATER DRIVE, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,745 sqft
NUMBER 1 BROKER, LLC150 days on Zillow
- 5705 NEW INDEPENDENCE PARKWAY, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,751 sqft
MARK SPAIN REAL ESTATEPrivate patio
- 14501 GROVE RESORT AVENUE #3220, KISSIMMEE, FL 34747
- 2 bds
- 2 ba
- 1,265 sqft
WELCOME HOME REALTY GROUP LLCFully furnished
- 1553 SPRING RIDGE CIRCLE, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,729 sqft
WATSON REALTY CORP59 days on Zillow
- 5685 NEW INDEPENDENCE PARKWAY, WINTER GARDEN, FL 34787
- 3 bds
- 3 ba
- 1,751 sqft
INDEPENDENCE REALTY GROUP LLCStylish finishes
- Price cut: $2,000 (10/19)
- 2548 BALFORN TOWER WAY, WINTER GARDEN, FL 34787
- 3 bds
- 2 ba
- 1,825 sqft
OFFERPAD BROKERAGE FL, LLCPrice cut: $4,100 (10/22)
- Perfect loft space
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All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
