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

3502 Saddlebrook Way, FL
Stellar MLS
ActiveSingle Family Residence

$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

3273 Pebble Bend Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3231 Bear Creek Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2260 Grand Cypress Dr, FL2260 Grand Cypress Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2033 Long Boat Dr, FL2033 Long Boat Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3741 Innisbrook Dr, FL3741 Innisbrook Dr, FL
Stellar MLS
ActiveSingle Family Residence

$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

2137 Grand Cypress Dr, FL2137 Grand Cypress Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2240 Sea Island Cir N, FL2240 Sea Island Cir N, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3448 Glen Abbey Ln, FL3448 Glen Abbey Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3250 Pebble Bend Dr, FL3250 Pebble Bend Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1804 Masters Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1957 Prairie Dunes Cir N, FL1957 Prairie Dunes Cir N, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3526 Innisbrook Dr, FL3526 Innisbrook Dr, FL
Stellar MLS
ActiveSingle Family Residence

$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

MLS GRID

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