Highland Fairways

Highland Fairways is a community of single family homes in Lakeland, Florida, with a range of options priced between $199,900 and $385,000. There are currently a total of 18 homes for sale in Highland Fairways. The smallest Highland Fairways home presently available is a two bedroom two bathroom residence that is 1,460 square feet (1,045SF Under Air living space), and the largest of the Highland Fairways homes currently on the market has three beds and two baths and is a 2,937 square foot (2,145SF Under Air) residence.

Property management fees in Polk County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Highland Fairways range from $215 to $218. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is a 24-hour guard, real estate taxes for common areas, property insurance, trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Highland Fairways home.

Highland Fairways amenities include a clubhouse, swimming pool, spa / hot tub, a state-of-the-art fitness center, and sauna. Sports facilities include a championship golf course, tennis courts, pickleball courts, racquetball, basketball court, and shuffleboard. There is also a community park.

The Highland Fairways HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Highland Fairways - Lakeland Linder International (LAL), which is seven miles away; Tampa International (TPA), which is 34 miles away; Kissimmee Gateway (ISM), which is 37 miles away, and Orlando International (MCO), which is 48 miles away from Highland Fairways.

Highland Fairways real estate activity on the Lakeland MLS during the past year (as of December 2025) reflects 40 homes changing hands, with an average asking price of $248,290 and an average selling price of $240,020. This represents a healthy list-to-sell price ratio of 97% and $117 per square foot. During this period, Highland Fairways homes for sale have taken an average of 116 days to sell.

In addition, there are numerous other communities in Lakeland to choose from, or you may browse all available Lakeland Real Estate, including some new construction opportunities. Homes for sale in Highland Fairways are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Highland Fairways hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Highland Fairways Homes For Sale

$385,000

MLS#MFRL4957644

3535 Saddlebrook Way
Lakeland, FL 33810

3

2

3

2,937 SqFt

Water Front

0.28 Acres

28 Days

Under Contract

$327,900

$350,000

MLS#MFRL4957098

3650 Wildcat Run
Lakeland, FL 33810

3

3

2

2,681 SqFt

Pool

Water Front

0.26 Acres

49 Days

Reduced

$315,900

$329,900

MLS#MFRL4950660

1957 Prairie Dunes Cir N
Lakeland, FL 33810

2

2

2

2,286 SqFt

0.13 Acres

322 Days

Reduced

$315,000

$345,000

MLS#MFRB4902076

2137 Grand Cypress Dr
Lakeland, FL 33810

3

2

2

2,280 SqFt

0.15 Acres

83 Days

Reduced

$299,999

$321,000

MLS#MFRC7513994

3658 Highland Fairways Blvd
Lakeland, FL 33810

3

2

1

1,998 SqFt

0.13 Acres

129 Days

$284,000

MLS#MFRL4957321

2259 Grand Cypress Dr
Lakeland, FL 33810

3

2

2

2,409 SqFt

0.13 Acres

43 Days

Reduced

$279,000

$295,000

MLS#MFRL4956784

1958 Long Boat Dr
Lakeland, FL 33810

2

2

2

2,193 SqFt

0.13 Acres

68 Days

Reduced

$260,000

$325,000

MLS#MFRU8253025

1967 Long Boat Dr
Lakeland, FL 33810

2

2

2,282 SqFt

0.12 Acres

482 Days

Reduced

$245,000

$259,000

MLS#MFRL4955165

3279 Pebble Bend Dr
Lakeland, FL 33810

2

2

1

0.11 Acres

135 Days

Reduced

$235,000

$250,000

MLS#MFRB4901969

3154 Prairie Dunes Cir W
Lakeland, FL 33810

2

2

2

1,970 SqFt

0.14 Acres

195 Days

Reduced

$235,000

$255,000

MLS#MFRL4955822

1836 Prairie Dunes Cir N
Lakeland, FL 33810

2

2

2

1,989 SqFt

0.12 Acres

108 Days

Under Contract

$234,900

MLS#MFRL4956660

3102 Pebble Bend Dr
Lakeland, FL 33810

2

2

1

1,825 SqFt

0.1 Acres

75 Days

18 Active Listings in Highland Fairways