Lake Helen Homes Under $500K for Sale
Every home priced under $500K currently for sale in Lake Helen — pulled live from the Stellar MLS and updated continuously. Pair this with the free Lake Helen market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
23 Homes Under $500K in Lake Helen
$139,999
355 Westlake Dr
Lake Helen, FL 32744
1.71 acres
Lake Helen Blks 132-133 146-147 Harlan Oaks
MLS ID #A4708284, NEW ALLIANCE GROUP REALTY.
Listing provided by Stellar MLS
$355,000
490 John St #A & B
Lake Helen, FL 32744
4 bd · 2 ba · 1,296 sqft
Lake Helen Blk 102
MLS ID #V4950021, LIVELY REAL ESTATE.
Listing provided by Stellar MLS
$500,000
128 N Lakeview Dr
Lake Helen, FL 32744
4 bd · 3 ba · 1,990 sqft
Lake Helen
MLS ID #V4949744, LPT REALTY, LLC.
Listing provided by Stellar MLS
$400,000
Old Enterprise Rd
Lake Helen, FL 32744
6.71 acres
Densmore
MLS ID #O6445138, REALNET FLORIDA REAL ESTATE.
Listing provided by Stellar MLS
$5,000
Lot 23
Lake Helen, FL 32744
1.29 acres
University Highlands
MLS ID #K4903830, AMERICAN REALTY OF PSL LLC.
Listing provided by Stellar MLS
$190,000
381 W Ohio Ave
Lake Helen, FL 32744
2 bd · 1 ba · 912 sqft
Lake Helen Blk 136 & 143 Hill
MLS ID #O6436293, LPT REALTY, LLC.
Listing provided by Stellar MLS
$26,000
No St
Lake Helen, FL 32744
5 acres
University Highlands
MLS ID #D6148940, CENTURY 21 SUNBELT REALTY.
Listing provided by Stellar MLS
$34,000
North Ave
Lake Helen, FL 32744
2.5 acres
University Highlands
MLS ID #V4944175, WATSON REALTY CORP.
Listing provided by Stellar MLS
$12,000
7128-02-12-0200 No St
Lake Helen, FL 32744
1.25 acres
University Highlands
MLS ID #A4706353, KELLER WILLIAMS ISLAND LIFE REAL ESTATE.
Listing provided by Stellar MLS
$12,000
7120-01-13-0030 No St
Lake Helen, FL 32744
1.25 acres
University Highlands
MLS ID #A4706362, KELLER WILLIAMS ISLAND LIFE REAL ESTATE.
Listing provided by Stellar MLS
$35,000
7130-02-99-0030 No St
Lake Helen, FL 32744
5 acres
Lake Helen Blk 102
MLS ID #A4706358, KELLER WILLIAMS ISLAND LIFE REAL ESTATE.
Listing provided by Stellar MLS
$173,900
426 Church
Lake Helen, FL 32744
2.5 acres
MLS ID #V4950523, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$139,900
Vista St
Lake Helen, FL 32744
0.59 acres
Lake Helen Blks 01-03 Inc Jeffery
MLS ID #O6414776, KELLER WILLIAMS ADVANTAGE REALTY.
Listing provided by Stellar MLS
$199,900
281 N Summit Ave
Lake Helen, FL 32744
0.47 acres
Lake Helen Blks 50 & 61 Blakewood Resub
MLS ID #V4950935, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$109,000
104 N Lakeview Dr
Lake Helen, FL 32744
0.38 acres
Lake Helen
MLS ID #G5105728, TOUCHSTONE REAL ESTATE.
Listing provided by Stellar MLS
$12,900
7128-02-02-0160
Lake Helen, FL 32744
1.25 acres
University Highlands
MLS ID #O6417738, LA ROSA REALTY CW PROPERTIES L.
Listing provided by Stellar MLS
$299,000
S Lakeview Dr
Lake Helen, FL 32744
1.45 acres
Lake Helen
MLS ID #O6424780, KELLER WILLIAMS ADVANTAGE REALTY.
Listing provided by Stellar MLS
$76,000
Joyce (Paper) St
Lake Helen, FL 32744
2.82 acres
Davis Park Add 09
MLS ID #V4950447, BUYING PARADISE LLC.
Listing provided by Stellar MLS
$177,900
462 Church St
Lake Helen, FL 32744
2.6 acres
Lake Helen
MLS ID #V4949513, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$22,000
Parcel 28 17 31 02 12 0260
Lake Helen, FL 32744
1.25 acres
University Highlands
MLS ID #V4931195, TOWN AND COUNTRY REALTY.
Listing provided by Stellar MLS
$18,000
No St
Lake Helen, FL 32744
1.25 acres
University Highlands
MLS ID #V4900600, TOWN AND COUNTRY REALTY.
Listing provided by Stellar MLS
$29,000
Hon (Paper) Ave
Lake Helen, FL 32744
0.88 acres
Davis Park Add 08
MLS ID #V4947468, BUYING PARADISE LLC.
Listing provided by Stellar MLS
$25,000
Purcell (Paper) St
Lake Helen, FL 32744
0.46 acres
Davis Park Add 08
MLS ID #V4945951, BUYING PARADISE LLC.
Listing provided by Stellar MLS
More Lake Helen 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 October 2, 2026 at 4:48 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