Pennbrooke Fairways

Pennbrooke Fairways is a country club community of single family homes, and townhomes in Leesburg, Florida, with a range of options priced between $149,500 and $334,247. There are currently a total of 37 homes for sale in Pennbrooke Fairways. The smallest Pennbrooke Fairways home presently available is a one bedroom one bathroom residence that is 840 square feet (588SF Under Air living space), and the largest of the Pennbrooke Fairways homes currently on the market has three beds and three baths and is a 3,086 square foot (2,111SF 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 $127 to $381 and $374 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 October 2025) reflects 67 homes changing hands, with an average asking price of $261,951 and an average selling price of $252,043. This represents a healthy list-to-sell price ratio of 96% and $116 per square foot. During this period, Pennbrooke Fairways homes for sale have taken an average of 93 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 ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

Pennbrooke Fairways Homes For Sale

Reduced

$334,247

$344,247

MLS#MFRG5092982

33409 Pennbrooke Pkwy
Leesburg, FL 34748

3

2

3

3,086 SqFt

0.16 Acres

227 Days

Reduced

$329,900

$339,000

MLS#MFROM706985

32752 Timberwood Dr
Leesburg, FL 34748

3

2

2

2,562 SqFt

0.16 Acres

54 Days

$329,000

MLS#MFRG5097637

751 Old Oaks Ln
Leesburg, FL 34748

3

2

2

2,561 SqFt

0.14 Acres

125 Days

$325,000

MLS#MFRG5093172

321 Ranchwood Dr
Leesburg, FL 34748

3

2

2

2,585 SqFt

0.14 Acres

214 Days

Reduced

$319,000

$344,900

MLS#MFRG5091478

353 Ranchwood Dr
Leesburg, FL 34748

3

2

2

2,453 SqFt

0.14 Acres

252 Days

Under Contract

$316,000

MLS#MFRG5100766

33211 Pennbrooke Pkwy
Leesburg, FL 34748

2

2

2

2,494 SqFt

0.19 Acres

49 Days

Under Contract

$299,999

$315,000

MLS#MFRG5086182

32915 Crooked Oaks Ln
Leesburg, FL 34748

3

2

2

2,145 SqFt

0.17 Acres

404 Days

Reduced

$299,900

$309,900

MLS#MFRG5098986

627 Timbercrest Dr
Leesburg, FL 34748

3

2

2

2,128 SqFt

0.27 Acres

91 Days

Reduced

$299,247

$314,247

MLS#MFRG5095291

910 Eagles Lndg
Leesburg, FL 34748

3

2

2

2,606 SqFt

0.18 Acres

143 Days

Reduced

$299,247

$324,247

MLS#MFRG5089755

33236 Grand Cypress Way
Leesburg, FL 34748

3

2

2

2,660 SqFt

0.18 Acres

303 Days

Reduced

$299,000

$349,500

MLS#MFRG5088154

32857 Timberwood Dr
Leesburg, FL 34748

3

2

2

2,344 SqFt

0.14 Acres

350 Days

$289,900

MLS#MFRG5100419

721 Timbercrest Dr
Leesburg, FL 34748

3

2

2

2,322 SqFt

0.15 Acres

51 Days

37 Active Listings in Pennbrooke Fairways