Homes for Sale Under $500K in Winter Park FL
135 results
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- 2612 Exuma Way, Winter Park, FL 32792
- 2 bds
- 2 ba
- 1,020 sqft
KELLER WILLIAMS ADVANTAGE REALTY - 1617 Chilean Ln, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,359 sqft
CHARLES RUTENBERG REALTY ORLANDO - 3312 Heartwood Ave, Winter Park, FL 32792
- 4 bds
- 3 ba
- 2,878 sqft
MID-STATE PROPERTIES PSL LLC Loading...
- 1873 Casselwood St, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,291 sqft
ERA GRIZZARD REAL ESTATE - 1289 Harmon Ave, Winter Park, FL 32789
- 2 bds
- 2 ba
- 1,683 sqft
KELLER WILLIAMS WINTER PARK - 1280 Gladiolas Dr, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,624 sqft
FLORIDA PRESTIGIOUS HOMES INC - 3642 Periwinkle Dr, Winter Park, FL 32792
- 5 bds
- 3 ba
- 1,945 sqft
HONEST REAL ESTATE COMPANY - 1052 Manchester Cir, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,703 sqft
FLORIDA INVESTMENT REALTY GRP - 2809 Casa Aloma Way, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,627 sqft
WATSON REALTY CORP., REALTORS - 1515 Winter Green Blvd, Winter Park, FL 32792
- 3 bds
- 4 ba
- 1,652 sqft
KELLER WILLIAMS WINTER PARK - 240 Orange Terrace Dr, Winter Park, FL 32789
- 4 bds
- 2 ba
- 1,718 sqft
A+ REALTY PROFESSIONALS, INC - 200 Saint Andrews Blvd APT 3001, Winter Park, FL 32792
- 2 bds
- 2 ba
- 1,085 sqft
KLEROS REALTY - 200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792
- 1 bd
- 1 ba
- 727 sqft
WINTER PARK REAL ESTATE CO LLC - 7474 Aloma Pines Ct, Winter Park, FL 32792
- 3 bds
- 3 ba
- 1,872 sqft
OAK HOLLOW PROPERTIES - 3324 Balsam Dr, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,424 sqft
KELLER WILLIAMS REALTY AT THE PARKS - 4864 Tangerine Ave #4864, Winter Park, FL 32792
- 2 bds
- 2 ba
- 1,059 sqft
RE/MAX TOWN & COUNTRY REALTY - 5473 Bracken Ct, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,178 sqft
KELLER WILLIAMS ADVANTAGE III - 3262 Oak Lake Pl #139, Winter Park, FL 32792
- 2 bds
- 3 ba
- 1,031 sqft
FLORIDA PRESTIGIOUS HOMES INC - 1695 Lee Road E211, Winter Park, FL 32789
- 2 bds
- 1 ba
- 881 sqft
KELLER WILLIAMS REALTY SMART 1 - 2401 Antilles Dr, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,719 sqft
KELLER WILLIAMS REALTY AT THE PARKS

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

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.

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 2025 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.
- For Sale
- Florida
- Orange County
- Winter Park
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Disclaimer: School attendance zone boundaries are supplied by Pitney Bowes and are subject to change. Check with the applicable school district prior to making a decision based on these boundaries.
About the ratings: GreatSchools ratings are based on a comparison of test results for all schools in the state. It is designed to be a starting point to help parents make baseline comparisons, not the only factor in selecting the right school for your family. Learn more


