Pennbrooke Fairways

Pennbrooke Fairways is a country club community of single family homes, condos, and townhomes in Leesburg, Florida, with a range of options priced between $185,700 and $344,900. There are currently a total of 27 homes for sale in Pennbrooke Fairways. The smallest Pennbrooke Fairways home presently available is a two bedroom two bathroom residence that is 1,616 square feet (1,140SF Under Air living space), and the largest of the Pennbrooke Fairways homes currently on the market has three beds and two baths and is a 2,731 square foot (1,975SF Under Air) residence.

Property management fees in Lake County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Pennbrooke Fairways range from $255 to $265 and $260 for a townhome. 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 Pennbrooke Fairways home. Golf communities typically entail membership fees (sometimes mandatory) that are in addition to the HOA fees, so please check with your Realtor® or the club membership office.

Pennbrooke Fairways amenities include a clubhouse, swimming pool, spa / hot tub, a state-of-the-art fitness center, laundry facilities, and horse stables. Sports facilities include a championship golf course, tennis courts, pickleball courts, racquetball, basketball court, and shuffleboard. There is also a community park, as well as walking or jogging trails.

The Pennbrooke 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 Pennbrooke Fairways - Orlando Executive (ORL), which is 42 miles away; Orlando Sanford International (SFB), which is 43 miles away; Orlando International (MCO), which is 47 miles away, and Kissimmee Gateway (ISM), which is 48 miles away from Pennbrooke Fairways.

Pennbrooke Fairways real estate activity on the Leesburg MLS during the past year (as of June 2026) reflects 73 homes changing hands, with an average asking price of $247,705 and an average selling price of $239,545. This represents a healthy list-to-sell price ratio of 97% and $113 per square foot. During this period, Pennbrooke Fairways homes for sale have taken an average of 120 days to sell.

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

Pennbrooke Fairways Homes For Sale

Reduced

$332,500

$344,900

MLS#MFRG5110691

333 Ranchwood Dr
Leesburg, FL 34748

3

2

2

2,498 SqFt

Pool

0.18 Acres

68 Days

Under Contract

$299,900

$344,900

MLS#MFRG5107425

1145 Meadowbend Dr
Leesburg, FL 34748

3

2

2

1,641 SqFt

0.2 Acres

143 Days

Under Contract

$294,999

$299,000

MLS#MFRG5109388

32833 Timberwood Dr
Leesburg, FL 34748

3

2

2

2,731 SqFt

0.17 Acres

103 Days

$290,000

MLS#MFRG5111662

32676 Oak Park Dr
Leesburg, FL 34748

3

2

2

2,235 SqFt

0.13 Acres

55 Days

$289,000

MLS#MFRG5113595

32222 Summertree Cir
Leesburg, FL 34748

2

2

2

2,508 SqFt

0.25 Acres

3 Days

$284,900

MLS#MFRG5113522

751 Old Oaks Ln
Leesburg, FL 34748

3

2

2

2,561 SqFt

0.14 Acres

13 Days

Under Contract

$279,900

$289,900

MLS#MFRG5100419

721 Timbercrest Dr
Leesburg, FL 34748

3

2

2

2,322 SqFt

0.15 Acres

316 Days

$275,000

MLS#MFRG5113417

1142 Meadowbend Dr
Leesburg, FL 34748

2

2

2

2,387 SqFt

0.24 Acres

16 Days

$269,900

MLS#MFRG5109347

32914 Crooked Oaks Ln
Leesburg, FL 34748

3

2

2

2,493 SqFt

0.15 Acres

53 Days

Under Contract

$259,900

MLS#MFRG5112106

32742 Westwood Loop
Leesburg, FL 34748

3

2

2

2,204 SqFt

0.12 Acres

46 Days

$259,000

MLS#MFRO6412207

420 Glen Arbor Ln
Leesburg, FL 34748

2

2

2

2,327 Sq Ft

0.13 Acres

21 Days

$239,900

MLS#MFRG5113906

1033 Meadowbend Dr
Leesburg, FL 34748

3

2

2

2,058 SqFt

0.15 Acres

1 Days

27 Active Listings in Pennbrooke Fairways