Highland Fairways Homes Under $500K for Sale
Every home priced under $500K currently for sale in Highland Fairways — pulled live from the Stellar MLS and updated continuously. Pair this with the free Highland Fairways 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 Highland Fairways
$289,900
8187 Woodvine Cir
Lakeland, FL 33810
3 bd · 2 ba · 1,412 sqft
Coopper Ridge Oaks Rep
MLS ID #O6408679, ENTERA REALTY LLC.
Listing provided by Stellar MLS
$499,950
11033 Sherrouse Rd
Lakeland, FL 33810
3 bd · 2 ba · 2,291 sqft
Not In Subdivision
MLS ID #L4963946, PORCHLIGHT HOMES LLC.
Listing provided by Stellar MLS
$175,000
4969 Foxwood Lake Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,456 sqft
Foxwood Lake Estates Ph 01
MLS ID #P4937150, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS
$69,000
Mt Tabor Rd
Lakeland, FL 33810
3.13 acres
MLS ID #S5071780, REALTY HUB.
Listing provided by Stellar MLS
$465,900
1934 Altavista Cir
Lakeland, FL 33810
4 bd · 4 ba · 2,493 sqft
Terralargo
MLS ID #TB8547803, RE/MAX REALTY UNLIMITED.
Listing provided by Stellar MLS
$274,900
7021 Sheffield Dr
Lakeland, FL 33810
3 bd · 2 ba · 1,230 sqft
Sheffield Sub
MLS ID #TB8546766, RHODES REALTY GROUP, LLC.
Listing provided by Stellar MLS
$330,000
7434 Beaumont Dr
Lakeland, FL 33810
3 bd · 2 ba · 1,819 sqft
Huntington Ridge
MLS ID #L4965424, HELLO FLORIDA REAL ESTATE LLC.
Listing provided by Stellar MLS
$499,000
2909 Blackwater Creek Dr
Lakeland, FL 33810
4 bd · 3 ba · 2,570 sqft
Blackwater Creek Estates
MLS ID #L4965335, REMAX EXPERTS.
Listing provided by Stellar MLS
$254,900
4808 Rollinglen Loop W
Lakeland, FL 33810
3 bd · 2 ba · 1,456 sqft
Rollinglen Ph 1
MLS ID #S5157116, THE PROPERTY FIRM.
Listing provided by Stellar MLS
$269,900
2304 Cheshire Pl
Lakeland, FL 33810
3 bd · 2 ba · 1,632 sqft
Sheffield Sub
MLS ID #L4962005, KELLER WILLIAMS REALTY SMART.
Listing provided by Stellar MLS
$210,000
4817 Rollinglen Loop W
Lakeland, FL 33810
3 bd · 2 ba · 1,620 sqft
Rollinglen Ph 01
MLS ID #P4938484, DALTON WADE INC.
Listing provided by Stellar MLS
$178,000
3340 Backwoods Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,848 sqft
Winston Woods
MLS ID #O6446284, ALL FLORIDA PROPERTY GROUP,INC.
Listing provided by Stellar MLS
$299,000
7039 Sheffield Dr
Lakeland, FL 33810
3 bd · 3 ba · 1,272 sqft
Sheffield Sub
MLS ID #L4965433, REMAX EXPERTS.
Listing provided by Stellar MLS
$125,000
Chase Rd
Lakeland, FL 33810
1.48 acres
MLS ID #B4902384, LAND SOUTH REALTY, LLC.
Listing provided by Stellar MLS
$210,000
3118 Prairie Dunes Cir W
Lakeland, FL 33810
2 bd · 2 ba · 1,561 sqft
Highland Fairways Ph 02a
MLS ID #L4965003, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$269,999
8016 Apache Ln
Lakeland, FL 33810
4 bd · 2 ba · 1,304 sqft
Indian Heights Ph 02
MLS ID #TB8483713, VERA VITA RE, LLP.
Listing provided by Stellar MLS
$225,000
8620 Indian Ridge Trl
Lakeland, FL 33810
3 bd · 2 ba · 1,152 sqft
Indian Ridge
MLS ID #TB8533661, JASON MITCHELL REAL ESTATE FLO.
Listing provided by Stellar MLS
$344,900
2760 Hudson St
Lakeland, FL 33810
3 bd · 2 ba · 1,758 sqft
Linden Trace
MLS ID #TB8552025, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$355,900
2346 Victory Ridge Dr
Lakeland, FL 33810
4 bd · 2 ba · 1,819 sqft
Myrtlebrook Preserve
MLS ID #L4964977, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS
$327,900
2370 Victory Ridge Dr
Lakeland, FL 33810
3 bd · 2 ba · 1,545 sqft
Myrtlebrook Preserve
MLS ID #L4964973, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS
$345,900
2378 Victory Ridge Dr
Lakeland, FL 33810
4 bd · 2 ba · 1,715 sqft
Myrtlebrook Preserve
MLS ID #L4963781, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS
$325,000
7316 Highland Grove Dr
Lakeland, FL 33810
5 bd · 2 ba · 1,884 sqft
Highland Groves
MLS ID #L4963647, REMAX EXPERTS.
Listing provided by Stellar MLS
$335,000
3652 Madbury Cir
Lakeland, FL 33810
3 bd · 2 ba · 1,818 sqft
Hampton Hills South Ph 02
MLS ID #O6446032, FLORIDA REALTY INVESTMENTS.
Listing provided by Stellar MLS
$277,500
8810 Pebblebrooke Dr
Lakeland, FL 33810
3 bd · 2 ba · 1,287 sqft
Pebblebrooke Estates
MLS ID #TB8537399, EXP REALTY LLC.
Listing provided by Stellar MLS
More Highland Fairways 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 3:43 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