Eastbrook Homes Under $500K for Sale
Every home priced under $500K currently for sale in Eastbrook — pulled live from the Stellar MLS and updated continuously. Pair this with the free Eastbrook market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
11 Homes Under $500K in Eastbrook
$450,000
1825 Chilean Ln
Winter Park, FL 32792
5 bd · 3 ba · 1,636 sqft
Eastbrook Sub Unit 05
MLS ID #O6452415, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$469,900
2020 Leanne Ct
Winter Park, FL 32792
4 bd · 3 ba · 2,088 sqft
Eastbrook Sub Unit 14
MLS ID #O6446266, HOUWZER INC.
Listing provided by Stellar MLS
$419,900
603 Carnation Dr
Winter Park, FL 32792
4 bd · 2 ba · 1,427 sqft
Eastbrook Sub
MLS ID #TB8561386, A-WARD WINNING REALTY LLC.
Listing provided by Stellar MLS
$314,000
1740 Puritan Ave
Winter Park, FL 32792
3 bd · 2 ba · 1,229 sqft
Eastbrook Sub Unit 06 2nd Rep
MLS ID #S5159687, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS
$225,000
3462 Seagrape Dr
Winter Park, FL 32792
3 bd · 1 ba · 1,227 sqft
Eastbrook Sub
MLS ID #O6453385, KELLER WILLIAMS REALTY AT THE PARKS.
Listing provided by Stellar MLS
$415,000
2038 Ponderosa Ave
Winter Park, FL 32792
3 bd · 2 ba · 1,360 sqft
Eastbrook Sub Unit 8
MLS ID #O6453339, KELLER WILLIAMS REALTY AT THE PARKS.
Listing provided by Stellar MLS
$374,000
1605 Puritan Ave
Winter Park, FL 32792
3 bd · 2 ba · 1,285 sqft
Eastbrook Sub Unit 06 2nd Rep
MLS ID #O6417098, CENTURY 21 CARIOTI.
Listing provided by Stellar MLS
$405,000
2301 Conifer Ave
Winter Park, FL 32792
4 bd · 2 ba · 2,189 sqft
Eastbrook Sub Unit 16
MLS ID #O6440609, LOKATION.
Listing provided by Stellar MLS
$419,000
1842 Puritan Ave
Winter Park, FL 32792
4 bd · 2 ba · 1,836 sqft
Eastbrook Sub Unit 06 2nd Rep
MLS ID #G5115442, MOBED REALTY, P.A..
Listing provided by Stellar MLS
$334,000
3562 Bougainvillea Dr
Winter Park, FL 32792
3 bd · 2 ba · 1,149 sqft
Eastbrook Subd Unit No 05
MLS ID #O6427582, SHORESTONE PROPERTY GROUP.
Listing provided by Stellar MLS
$425,000
1886 Clematis Ln
Winter Park, FL 32792
3 bd · 2 ba · 1,238 sqft
Eastbrook Sub Unit 06
MLS ID #O6428045, EXP REALTY LLC.
Listing provided by Stellar MLS
More Eastbrook Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX 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.
Based on information submitted to the MLS GRID as of November 5, 2026 at 3:45 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA