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Pennbrooke Fairways Located in Leesburg Florida offers a selection of 1,200 single-family homes that range in size from one bedroom, one bathroom, and around 588 square feet cottages to three bedrooms, three baths, and about 2,500 square feet. Some of the amenities found in Pennbrooke Fairways real estate include tile or wood floors, master suites with large walk-in closets, beautifully manicured lawns, lush palm trees, golf course & water views, golf cart garages. 24-hour staffed security, as well as RV or boat storage lots. The best way to decide on an active adult community is to schedule a tour and tour the club houses & amenities to see if this community is a good fit for your lifestyle. To learn more about properties for sale in Pennbrooke Fairways or to schedule a tour, please call us today or use the links below so we can assist you further 1-888-407-1631.

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PENNBROOKE FAIRWAYS AMENITIES
Tennis Court Basket Bocce Swim Sun Pool Bar Food Golf Bike Fish Gym

  • 1,200 Houses
  • 1980-2004 Construction
  • Concrete Block & Wood Frame Homes
  • Multiple Activities Centers
  • 2 Heated Swimming Pools & Spa
  • Golf Cart Paths
  • Basketball Courts
  • 24 Hour Security
  • Ballroom & Stage
  • Putting Green / Driving Range
  • 27 Hole Golf Course
  • Tennis Courts
  • Pickle Ball Courts
  • Fitness Centers
  • Walking & Biking Trails
  • Baseball/Softball Field
  • On Site Boat & RV Storage
  • Catering Kitchen
  • Billiards Room
  • Dart Boards
  • Horseshoe Pits
  • Crafts Room and Pottery Kiln
  • Pro Shop
  • Restaurant
  • Beauty Salon
  • Library
  • Fishing Ponds
  • Computer Room
  • Golf Cart Community
  • Bocce Ball Courts
  • Movie Screen
  • Water Volleyball

HOA & HOME PRICES

  • $165 Month HOA - Includes Amenities, Security, Cable, Internet, Grounds Maintenance
  • Home Price Ranges $90,000 - $270,000

        




Newest Listings in Pennbrooke Fairways

307 Grand Vista Trail, Leesburg image
307 Grand Vista Trail, Leesburg $339,000

Virtually Staged. Waterfront views, thoughtful updates, and maintenance-free living—this beautifully maintained 3-bedroom, 2.5-bath home in Pennbroke Fairways has it all!...

  • 3 Beds
  • 3 Baths
  • Pennbrooke Ph M Sub SubDv.
  • 34748 Zip Code
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
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
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
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
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
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
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
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
1142 Meadowbend Drive, Leesburg image
1142 Meadowbend Drive, Leesburg $250,000 ▼

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
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
412 Westwood Drive, Leesburg image
412 Westwood Drive, Leesburg $175,000 ▼

Welcome to this 55 and over, 2-bedroom, 2-bath home needing updates/renovations, but with a nice floor plan and includes a two-sided wood burning fireplace, and an enclos...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph 1a SubDv.
  • 34748 Zip Code
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
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
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
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
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
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
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
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