Price cut: $20,100 (10/6)
Homes for Sale Under $500K in Kissimmee FL
2,174 results
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- Sparkling swimming pools
- Pool and spa
- Beautifully crafted themed bedrooms
- Removable child safety fence
- 5266 PARADISE CAY CIRCLE, KISSIMMEE, FL 34746
- 3 bds
- 3 ba
- 1,595 sqft
GOLDEN SUN REALTY INCPrice cut: $3,000 (9/17)
- Price cut: $25,000 (10/2)
- Open: Wed 9am-5pm (10/7)
- 2925 WILLOW CREEK LANE, KISSIMMEE, FL 34741
- 3 bds
- 2 ba
- 1,797 sqft
SOVEREIGN REAL ESTATE GROUPTwo-car garage
- 7766 LINKSIDE LOOP, REUNION, FL 34747
- 3 bds
- 3 ba
- 1,904 sqft
KELLER WILLIAMS REALTY AT THE PARKSPrivate pool
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- 3044 CAMINO REAL DRIVE S, KISSIMMEE, FL 34744
- 5 bds
- 3 ba
- 2,264 sqft
KELLER WILLIAMS CLASSICAbundant natural light
- 4581 SPARKLING SHELL AVE, KISSIMMEE, FL 34746
- 3 bds
- 3 ba
- 1,782 sqft
IMAGINATION REALTY, INCPrice cut: $29,375 (9/19)
- 1485 ISLETA LOOP, KISSIMMEE, FL 34741
- 3 bds
- 3 ba
- 1,740 sqft
AGENT TRUST REALTY CORPORATIONModern finishes
- 4432 DESERT ROSE AVENUE, KISSIMMEE, FL 34746
- 4 bds
- 3 ba
- 1,960 sqft
KELLER WILLIAMS REALTY AT THE PARKSPrice cut: $19,910 (9/25)
- 940 LAS FUENTES DRIVE, KISSIMMEE, FL 34746
- 4 bds
- 3 ba
- 1,907 sqft
CHARLES RUTENBERG REALTY ORLANDONew pool pump
- Price cut: $14,900 (9/17)
- Hot tub
- 16622 Cordoba St #3115, Winter Garden, FL 34787
- 4 bds
- 2 ba
- 1,248 sqft
CFL PROPERTY GROUP, Kim Unger. Listing provided by NY State MLSSpacious lanai
- Swimming pool
- 1647 WINDSOR OAK COURT, KISSIMMEE, FL 34744
- 3 bds
- 3 ba
- 1,380 sqft
ADVISERS REALTY & MANAGEMENT372 days on Zillow
- Covered lanai
- 5148 CROWN HAVEN DRIVE, KISSIMMEE, FL 34746
- 4 bds
- 4 ba
- 1,649 sqft
JOSEPH WALTER REALTY LLCPrice cut: $1,000 (10/5)
- Price cut: $15,000 (9/23)
- 3115 SMOKE SIGNAL CIRCLE, KISSIMMEE, FL 34746
- 3 bds
- 2 ba
- 1,410 sqft
HOME INVEST REALTY INCWater front property
- Price cut: $20,000 (9/16)
- 1049 LAKE BERKLEY DRIVE, KISSIMMEE, FL 34746
- 5 bds
- 3 ba
- 2,823 sqft
CHARLES RUTENBERG REALTY ORLANDOPrice cut: $15,000 (9/18)
3D Tour 
- Generous storage throughout
- 4367 PEBBLES THROW DRIVE, KISSIMMEE, FL 34746
- 4 bds
- 3 ba
- 2,115 sqft
ACRE TERRA GROUP LLCResort-style pool
- Functional floor plan
- Fully furnished
- 6 days on Zillow
- 1745 Sugar Pine Ave #220, Kissimmee, FL 34758
- 3 bds
- 2 ba
- 1,605 sqft
LISA DOBBS LLC, Lisa Dobbs. Listing provided by My State MLSCornhole court
- New lighting fixture
- 3227 CHESSWOOD AVENUE, KISSIMMEE, FL 34741
- 3 bds
- 2 ba
- 1,056 sqft
RE/MAX PRIME PROPERTIESGranite countertops
- 1018 PLANTATION DRIVE #A18, KISSIMMEE, FL 34741
- 2 bds
- 2 ba
- 970 sqft
LEGACY REALTY OF CENTRAL FLORIDA LLCGated community
- 1791 SMARTS RULE STREET, KISSIMMEE, FL 34744
- 4 bds
- 3 ba
- 2,500 sqft
AGENT TRUST REALTY CORPORATIONResort-style pool
- 104 days on Zillow
- 2376 CARAVELLE CIRCLE, KISSIMMEE, FL 34746
- 4 bds
- 3 ba
- 1,512 sqft
GOLDEN SUN REALTY INCNew roku tv
- Thoughtful updates throughout
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
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.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
