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Pennbrooke Fairways

Central Florida Active Adult 55+ Community



Pennbrooke Fairways at a Glance

This gated 55+ community is most famous for its two executive and one regulation 9-hole golf courses, but its two amazing clubhouses, long list of amenities, more than 100 special-interest clubs, and full-time lifestyle director ensure there’s plenty for everyone. Pennbrooke Fairways is also less than an hour’s drive to Orlando and everything the city has to offer.

Price Range: Low $100K – High $300K
Age of Homes: 1980 – 2004
Monthly HOA Dues: $265 - $395/mo
New or Resale: Resale
CDD: No

Pennbrooke Fairways Amenities

Social Clubs

With more than 110 weekly activities and clubs, plus additional bi-weekly and monthly offerings, nobody runs out of ways to stay active and engaged in Pennbrooke Fairways. A wide variety of classes, seminars, fairs, shows, parades, potluck dinners, bingo tournaments, and other events round out any schedule with practically endless options.

Golf Courses

Pennbrooke Fairways is home to three 9-hole golf courses, two executive and one standard, appealing to golfers of all skill levels. With lots of natural beauty to enjoy, golfers are also challenged by the ponds, bunkers and even a stately, old oak tree in the middle of one of the fairways. 

Clubhouse Features

Pennbrooke Fairways has two recreation centers. The Grand Hall offers a heated outdoor swimming pool, hot tub, 4,500 square-foot dance floor/performance space, catering kitchen and events hall, conference room, and more. The Activity Center features a movie screen, dance floor, craft/ceramics room, heated outdoor pool, spa, many sports and game facilities, and other amenities.

Food & Beverage

Duffer's Pub and Grill serves great meals and refreshing beverages to golfers and community members, and it’s a fun, convenient place to grab a drink at the bar with friends and neighbors. 

Sports & Recreation

Pennbrooke Fairways has two recreation centers. The Grand Hall offers a heated outdoor swimming pool, hot tub, 4,500 square-foot dance floor/performance space, catering kitchen and events hall, conference room, and more. The Activity Center features a movie screen, dance floor, craft/ceramics room, heated outdoor pool, spa, many sports and game facilities, and other amenities.

Arts & Entertainment

Monthly themed dances and parties and a large movie screen offer entertainment, while the theater has professional lighting and sound equipment for visiting and community stage productions.

Natural Features

This Lake County location is rich with lakes, wetlands, campgrounds, parks, springs, and other options for outdoors recreation and activities. It’s also in easy reach of many beautiful beaches on the east and west coasts of the state.

Local Area Information

Nearest Grocery Store: Publix
Nearest Hospital: Leesburg Regional Medical Center
Miles to Orlando: 50 Miles from Orlando
Assisted Living: Lake Port Square, Brookdale Leesburg

Market Data

Florida Plus Realty offers up-to-data market data including past and present listings, sold price and market trends.  This advanced market data is presented for each individual community, providing the most accurate snapshot available. This will give you valuable insight on the market you are trying to reach. Click below to view up-do-date market data now.

Homes for Sale in Pennbrooke Fairways

642 Timbercrest Drive, Leesburg image
642 Timbercrest Drive, Leesburg $229,900

Virtually Staged. Beautiful Golf Course Home located in Pennbrooke Fairways, a gated 55 + community. With over 1700 sq. ft. of living area, it features 3 bedrooms, 2 bath...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 01k Units 01 & 02 SubDv.
  • 34748 Zip Code
  • Active Status
228 Grand Vista Trail, Leesburg image
228 Grand Vista Trail, Leesburg $270,000

Welcome to 228 Grand Vista Trail, a rare opportunity to own a lovingly maintained, original-owner home ideally situated in Pennbrooke Fairways. Nestled within one of Cent...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph M Sub SubDv.
  • 34748 Zip Code
  • Active Status
33236 Grand Cypress Way, Leesburg image
33236 Grand Cypress Way, Leesburg $279,247

Virtually Staged. Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Or...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 02p Lt P1 Being In 18-19-24 SubDv.
  • 34748 Zip Code
  • Active Status
909 Eagles Landing, Leesburg image
909 Eagles Landing, Leesburg $229,900

Welcome home to this charming 2-bedroom, 2-bathroom residence in the gated golf community of Pennbrooke Fairways. Step inside to soaring vaulted ceilings and beautiful Fr...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
830 Old Oaks Lane, Leesburg image
830 Old Oaks Lane, Leesburg $379,247

NEW TO MARKET - PRIVACY EXPECT THE UNEXPECTED with this block/stucco 3 bedroom/2 bath home with PRIVACY. Your private oasis in the back is under a screened birdcage with...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph Q Sub SubDv.
  • 34748 Zip Code
  • Active Status
1033 Meadowbend Drive, Leesburg image
1033 Meadowbend Drive, Leesburg $239,900

Lovely 3-bed/2-bath Siesta Key model offering an open, split-bedroom layout and a large picture window framing serene views of Meadow Oaks Park and its majestic oaks. Enj...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
32222 Summertree Circle, Leesburg image
32222 Summertree Circle, Leesburg $289,000

Welcome to Pennbrooke Fairways, one of Central Florida’s premier gated 55+ golf communities. If you’ve been searching for a home where the major updates have already been...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph Ie Sub SubDv.
  • 34748 Zip Code
  • Active Status
419 Ranchwood Drive, Leesburg image
419 Ranchwood Drive, Leesburg $224,247 ▼

NEW TO MARKET MOVE IN READY! PRIVACY! Check out this home with an acrylic enclosed lanai. Main living area has no carpet as well as guest bedrooms. Shower in Master bath...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 01h SubDv.
  • 34748 Zip Code
  • Active Status
1142 Meadowbend Drive, Leesburg image
1142 Meadowbend Drive, Leesburg $275,000

Great home in Pennbrooke Fairways; a 55+ active lifestyle community. The home features a spacious dining and living room combination plus a bonus room that will make a pe...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
420 Glen Arbor Lane, Leesburg image
420 Glen Arbor Lane, Leesburg — 420 $259,000

Welcome to Pennbrooke Fairways, a sought-after gated golf community in Leesburg! This well-maintained condominium at 420 Glen Arbor Lane offers comfortable, low-maintenan...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph 01j Lt J1 Pb 50 Pg 88-90 O SubDv.
  • 34748 Zip Code
  • Active Status
32914 Crooked Oaks Lane, Leesburg image
32914 Crooked Oaks Lane, Leesburg $259,900 ▼

Spacious MacLean II model with 3 bedrooms/2 baths. It features an open kitchen with oak cabinets and both breakfast nook and separate dining room. Notice the charming le...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
32676 Oak Park Drive, Leesburg image
32676 Oak Park Drive, Leesburg $280,000 ▼

One or more photo(s) has been virtually staged. Discover comfortable Florida resort lifestyle living in this 3 BEDROOM, 2 BATHROOM home spanning just over 1,700 SQUARE FE...

  • 3 Beds
  • 2 Baths
  • Pennbrooke SubDv.
  • 34748 Zip Code
  • Active Status
32744 Westwood Loop, Leesburg image
32744 Westwood Loop, Leesburg $198,247 ▼

WATER VIEW! ENCLOSED LANAI! EXPECT THE UNEXPECTED! This cute home has no carpet in the main living area. The kitchen has a bright, eat in area plus a pass through window ...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
333 Ranchwood Drive, Leesburg image
333 Ranchwood Drive, Leesburg $332,500 ▼

Bring an offer and Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
752 Old Oaks Lane, Leesburg image
752 Old Oaks Lane, Leesburg $219,247 ▼

FRESHLY PAINTED 2 BEDROOM/2 BATH HOME WITH A 3RD ROOM FOR OFFICE OR DEN WITH NO CLOSET. This 2 car garage home has a new roof in 2019 and a new heat pump in 2024. Pennbro...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
32747 Westwood Loop, Leesburg image
32747 Westwood Loop, Leesburg $219,247

LOVELY 2/2 BRENTWOOD MODEL IN PENNBROOKE FAIRWAYS... 55+ COMMUNITY NOT FAR FROM THE VILLAGES, SHOPPING & RESTAURANTS. This home features an enclosed lanai, Roof replacem...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
32819 Timberwood Drive, Leesburg image
32819 Timberwood Drive, Leesburg $185,700 ▼

AFFORDABLE RETIREMENT ADULT COMMUNITY!! “Life’s Better on the Pond—See for Yourself!” PRICED TO SELL...$185,700! This lovely 2-bedroom, 2 bath split-plan home sits on a ...

  • 2 Beds
  • 2 Baths
  • Pennbrooke SubDv.
  • 34748 Zip Code
  • Active Status
32512 Oak Park Drive, Leesburg image
32512 Oak Park Drive, Leesburg $234,000

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 32512 Oak Park Drive, a delightful 3-bedroom, 2-bathroom home. ...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
  • Active Status
615 Ne Cottage Park Lane, Leesburg image
615 Ne Cottage Park Lane, Leesburg $82,999 ▼

Adorable one bedroom, open kitchen to living Room, Manufactured Home in the Gated Community Pennbrooke Fairways! Subflooring has been replaced in main living area and kit...

  • 1 Beds
  • 1 Baths
  • Pennbrooke Ph 01a SubDv.
  • 34748 Zip Code
  • Active Status
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26736 US Highway 27, #103
Leesburg, FL 34748
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