Pennbrooke Homes Under $500K for Sale
Every home priced under $500K currently for sale in Pennbrooke — pulled live from the Stellar MLS and updated continuously. Pair this with the free Pennbrooke market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Homes Under $500K in Pennbrooke
$344,900
1019 Meadowbend Dr
Leesburg, FL 34748
3 bd · 2 ba · 1,890 sqft
Pennbrooke Fairways
MLS ID #G5119337, CENTURY 21 ALTON CLARK.
Listing provided by Stellar MLS
$240,000
1142 Meadowbend Dr
Leesburg, FL 34748
2 bd · 2 ba · 1,770 sqft
Pennbrooke Fairways
MLS ID #G5113417, SELLSTATE SUPERIOR REALTY.
Listing provided by Stellar MLS
$210,247
647 Timbercrest Dr
Leesburg, FL 34748
2 bd · 2 ba · 1,348 sqft
Pennbrooke Ph 01k Units 01 & 02
MLS ID #G5118789, GOLDKEY REAL ESTATE PARTNERS LLC.
Listing provided by Stellar MLS
$299,900
439 Grand Vista Trl
Leesburg, FL 34748
3 bd · 2 ba · 1,869 sqft
Pennbrooke
MLS ID #G5118005, WEICHERT REALTORS HALLMARK PRO.
Listing provided by Stellar MLS
$279,000
32222 Summertree Cir
Leesburg, FL 34748
2 bd · 2 ba · 1,725 sqft
Pennbrooke Ph Ie Sub
MLS ID #G5113595, KELLER WILLIAMS ELITE PARTNERS III REALTY.
Listing provided by Stellar MLS
$239,990
32226 Summertree Cir
Leesburg, FL 34748
3 bd · 2 ba · 1,318 sqft
Pennbrooke Ph Ie Sub
MLS ID #TB8557760, LOKATION.
Listing provided by Stellar MLS
$319,000
341 Ranchwood Dr
Leesburg, FL 34748
3 bd · 2 ba · 2,014 sqft
Pennbrooke Ph 01h
MLS ID #G5118714, KELLER WILLIAMS ELITE PARTNERS III REALTY.
Listing provided by Stellar MLS
$230,000
642 Glen Oaks Dr
Leesburg, FL 34748
2 bd · 2 ba · 1,632 sqft
Pennbrooke Ph Ie Sub
MLS ID #O6443315, REGENCY REAL ESTATE LLC.
Listing provided by Stellar MLS
$249,500
124 Trailwood Dr
Leesburg, FL 34748
3 bd · 2 ba · 1,716 sqft
Pennbrooke Ph 01h
MLS ID #O6453393, SUNSHINE LIFE REALTY LLC.
Listing provided by Stellar MLS
$129,500
622 Cottage Park Ln
Leesburg, FL 34748
1 bd · 1 ba · 560 sqft
Pennbrooke Ph 01a
MLS ID #OM733286, A PERFECT PLACE REALTY, LLC.
Listing provided by Stellar MLS
$234,900
933 Eagles Lndg
Leesburg, FL 34748
2 bd · 2 ba · 1,176 sqft
Pennbrooke Fairways
MLS ID #G5119550, CENTURY 21 ALTON CLARK.
Listing provided by Stellar MLS
$239,900
752 Old Oaks Ln
Leesburg, FL 34748
3 bd · 2 ba · 1,620 sqft
Pennbrooke Fairways
MLS ID #G5118563, CENTURY 21 ALTON CLARK.
Listing provided by Stellar MLS
$239,900
1145 Eagles Lndg
Leesburg, FL 34748
3 bd · 2 ba · 1,639 sqft
Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477
MLS ID #G5118606, VISIONARY PROPERTIES INC.
Listing provided by Stellar MLS
$79,200
615 Ne Cottage Park Ln
Leesburg, FL 34748
1 bd · 1 ba · 490 sqft
Pennbrooke Ph 01a
MLS ID #OM710883, SUNBURST PROPERTIES.
Listing provided by Stellar MLS
$254,247
424 Ranchwood Dr
Leesburg, FL 34748
3 bd · 2 ba · 1,869 sqft
Pennbrooke Ph 01h
MLS ID #G5119092, GOLDKEY REAL ESTATE PARTNERS LLC.
Listing provided by Stellar MLS
$160,000
412 Westwood Dr
Leesburg, FL 34748
2 bd · 2 ba · 1,140 sqft
Pennbrooke Ph 1a
MLS ID #G5112777, RIGHT REALTY CONNECTION, INC..
Listing provided by Stellar MLS
$254,900
32914 Crooked Oaks Ln
Leesburg, FL 34748
3 bd · 2 ba · 1,745 sqft
Pennbrooke Fairways
MLS ID #G5109347, SALLY LOVE REAL ESTATE.
Listing provided by Stellar MLS
$239,247
32543 Oak Park Dr
Leesburg, FL 34748
2 bd · 2 ba · 1,840 sqft
Pennbrooke Ph 01d
MLS ID #G5118618, GOLDKEY REAL ESTATE PARTNERS LLC.
Listing provided by Stellar MLS
$259,900
815 Grand Vista Trl
Leesburg, FL 34748
3 bd · 2 ba · 1,538 sqft
Pennbrooke Ph 01k Unit 03
MLS ID #G5116655, CARLINO REAL ESTATE GROUP INC.
Listing provided by Stellar MLS
$389,000
402 Grand Vista Trl
Leesburg, FL 34748
3 bd · 2 ba · 2,500 sqft
Pennbrooke Ph M Sub
MLS ID #G5117952, RE/MAX PREMIER REALTY.
Listing provided by Stellar MLS
$254,000
420 Glen Arbor Ln
Leesburg, FL 34748
2 bd · 2 ba · 1,559 sqft
Pennbrooke Ph 01j Lt J1 Pb 50 Pg 88-90 O
MLS ID #O6412207, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$274,247
1040 Eagles Lndg
Leesburg, FL 34748
2 bd · 2 ba · 1,752 sqft
Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477
MLS ID #G5118617, GOLDKEY REAL ESTATE PARTNERS LLC.
Listing provided by Stellar MLS
$279,000
1009 Forest Breeze Path
Leesburg, FL 34748
3 bd · 2 ba · 1,921 sqft
Pennbrooke Ph 02r Lt R23
MLS ID #TB8539740, COMMUNITY REALTY ASSOCIATES.
Listing provided by Stellar MLS
$279,247
33236 Grand Cypress Way
Leesburg, FL 34748
3 bd · 2 ba · 1,598 sqft
Pennbrooke Ph 02p Lt P1 Being In 18-19-24
MLS ID #G5114915, GOLDKEY REAL ESTATE PARTNERS LLC.
Listing provided by Stellar MLS
More Pennbrooke 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 3:52 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