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.
13 Homes Under $500K in Highland Fairways

$306,000
3502 Saddlebrook Way
Lakeland, FL 33810
3 bd · 2 ba · 2,193 sqft
Highland Fairways Ph 03c
MLS ID #W7890944, LISTWITHFREEDOM.COM.
Listing provided by Stellar MLS

$250,000
3273 Pebble Bend Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,335 sqft
Highland Fairways Ph 01
MLS ID #L4965701, HARPER REALTY FL, LLC.
Listing provided by Stellar MLS

$185,000
3231 Bear Creek Ln
Lakeland, FL 33810
2 bd · 1 ba · 1,400 sqft
Highland Fairways Ph 01
MLS ID #L4964076, KELLER WILLIAMS REALTY.
Listing provided by Stellar MLS


$224,990
2260 Grand Cypress Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,391 sqft
Highland Fairways Ph 03b
MLS ID #L4963695, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS


$203,000
2033 Long Boat Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,205 sqft
Highland Fairways Ph 02
MLS ID #L4964260, DALTON WADE INC.
Listing provided by Stellar MLS


$199,900
3741 Innisbrook Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,196 sqft
Highland Fairways Ph 03b
MLS ID #L4964128, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS


$244,900
2137 Grand Cypress Dr
Lakeland, FL 33810
3 bd · 2 ba · 1,808 sqft
Highland Fairways Ph 03b
MLS ID #B4902076, CRAIG BURKE REAL ESTATE GROUP, LLC.
Listing provided by Stellar MLS


$210,000
2240 Sea Island Cir N
Lakeland, FL 33810
2 bd · 2 ba · 1,241 sqft
Highland Fairways Ph 01
MLS ID #L4964045, KELLER WILLIAMS REALTY.
Listing provided by Stellar MLS


$309,900
3448 Glen Abbey Ln
Lakeland, FL 33810
3 bd · 2 ba · 1,709 sqft
Highland Fairways Ph 03b
MLS ID #A4698570, DALTON WADE INC.
Listing provided by Stellar MLS


$239,900
3250 Pebble Bend Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,092 sqft
Highland Fairways Ph 01
MLS ID #A4698555, DALTON WADE INC.
Listing provided by Stellar MLS

$289,900
1804 Masters Ln
Lakeland, FL 33810
3 bd · 2 ba · 2,065 sqft
Highland Fairways Ph 02a
MLS ID #L4964433, DALTON WADE INC.
Listing provided by Stellar MLS


$289,900
1957 Prairie Dunes Cir N
Lakeland, FL 33810
2 bd · 2 ba · 1,637 sqft
Highland Fairways Ph 02
MLS ID #L4962472, REMAX EXPERTS.
Listing provided by Stellar MLS


$274,900
3526 Innisbrook Dr
Lakeland, FL 33810
2 bd · 2 ba · 1,530 sqft
Highland Fairways Ph 03a
MLS ID #L4962529, HARPER REALTY FL, 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 November 5, 2026 at 1:54 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