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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

124 Trailwood Drive, Leesburg image
124 Trailwood Drive, Leesburg $249,500

Located in a highly sought-after Gated community, with a wealth of amenities, including a golf course, vibrant community center, social activities, and on-site support se...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 01h SubDv.
  • 34748 Zip Code
933 Eagles Landing, Leesburg image
933 Eagles Landing, Leesburg $234,900

This Move In Ready and Partially furnished 2-bedroom, 2-bathroom residence with NO POPCORN ceilings is located in the desirable 55+ gated golf community of Pennbrooke Fa...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
1019 Meadowbend Drive, Leesburg image
1019 Meadowbend Drive, Leesburg $344,900

3 BEDROOMS | 2 BATHROOMS | BLOCK/STUCCO | PRIVACY IN BACK| ROOF (2023) | WATER HEATER 2022| STAINLESS STEEL APPLIANCES | THERMO PANE WINDOWS| Welcome home to this beauti...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
424 Ranchwood Drive, Leesburg image
424 Ranchwood Drive, Leesburg $254,247 ▼

Virtually Staged. Enjoy peaceful wooded views and backyard privacy at 424 Ranchwood Dr. in Pennbrooke Fairways! This furnished three-bedroom, two-bath home offers a lovel...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 01h SubDv.
  • 34748 Zip Code
32226 Summertree Circle, Leesburg image
32226 Summertree Circle, Leesburg $249,990

Completely remodeled from head to toe, this stunning 3-bedroom, 2-bath home in the sought-after 55+ community of Pennbrooke Fairways delivers the fresh, modern feel buyer...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph Ie Sub SubDv.
  • 34748 Zip Code
32543 Oak Park Drive, Leesburg image
32543 Oak Park Drive, Leesburg $239,247

Enjoy beautiful golf course views from this two-bedroom, two-bath home in Leesburg’s Pennbrooke Fairways 55+ community! The fully enclosed, air-conditioned lanai offers a...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph 01d SubDv.
  • 34748 Zip Code
647 Timbercrest Drive, Leesburg image
647 Timbercrest Drive, Leesburg $216,247

Enjoy comfortable Florida living at 647 Timbercrest Drive in Pennbrooke Fairways, a 55+ community in Leesburg. This furnished two-bedroom, two-bath home features an open ...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph 01k Units 01 & 02 SubDv.
  • 34748 Zip Code
341 Ranchwood Drive, Leesburg image
341 Ranchwood Drive, Leesburg $319,000

Welcome home to 341 Ranchwood Drive, where privacy, flexibility, and the Pennbrooke Fairways lifestyle come together beautifully. Set against a peaceful, nature-filled ba...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 01h SubDv.
  • 34748 Zip Code
1145 Eagles Landing, Leesburg image
1145 Eagles Landing, Leesburg $239,900 ▼

Virtually Staged. This home is on a quiet cul-de-sac with no rear neighbors other than nature. HOA includes grass cutting, Cable TV, Internet, 2 pools, 2 Recreation Ce...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477 SubDv.
  • 34748 Zip Code
1040 Eagles Landing, Leesburg image
1040 Eagles Landing, Leesburg $274,247

Welcome to 1040 Eagles Landing in Pennbrooke Fairways, a 55+ community in Leesburg, just minutes from The Villages! With a large amount of green space, this two-bedroom, ...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477 SubDv.
  • 34748 Zip Code
752 Old Oaks Lane, Leesburg image
752 Old Oaks Lane, Leesburg $239,900

Virtually Staged. Welcome to this move in ready 3 bedroom, 2 bath home in Pennbrooke Fairways, a 24 hour gated and guarded 55+ golf cart community, surrounded by mature l...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Fairways SubDv.
  • 34748 Zip Code
622 Cottage Park Lane, Leesburg image
622 Cottage Park Lane, Leesburg $129,500 ▼

****PRICE IMPROVEMENT - YOUR OPPORTUNITY JUST GOT BETTER**** Welcome to easy Florida L...

  • 1 Beds
  • 1 Baths
  • Pennbrooke Ph 01a SubDv.
  • 34748 Zip Code
642 Glen Oaks Drive, Leesburg image
642 Glen Oaks Drive, Leesburg $240,000 ▼

**Enjoy Resort-Style Living in the Beautiful Pennbrooke Fairways 55+ Community!** Welcome to 642 Glen Oaks Drive, a beautifully refreshed, move-in-ready home offering ...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph Ie Sub SubDv.
  • 34748 Zip Code
439 Grand Vista Trail, Leesburg image
439 Grand Vista Trail, Leesburg $299,900 ▼

Welcome to your own peaceful retreat in Pennbrooke Fairways! This spacious 3-bedroom, 2-bathroom home offers 1,869 sq. ft. of heated living space with soaring ceilings, g...

  • 3 Beds
  • 2 Baths
  • Pennbrooke SubDv.
  • 34748 Zip Code
402 Grand Vista Trail, Leesburg image
402 Grand Vista Trail, Leesburg $389,000 ▼

Resort-Style Amenities & On-Site Conveniences. Exceptional home you will not be disappointed in the 3/2 expanded Key Largo former model home on a premium Golf Course Lot ...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph M Sub SubDv.
  • 34748 Zip Code
32732 Timberwood Drive, Leesburg image
32732 Timberwood Drive, Leesburg $229,900

Welcome to this beautifully maintained one-owner 2-bedroom, 2-bath home in desirable Pennbrooke Fairways, offering a peaceful water view and an impressive list of recent...

  • 2 Beds
  • 2 Baths
  • Pennbrooke Ph 01h SubDv.
  • 34748 Zip Code
815 Grand Vista Trail, Leesburg image
815 Grand Vista Trail, Leesburg $259,900

This very well-maintained, 3-bedroom, 2-full-bath, 1,538-sq.-ft. home is located in a premier 55+ gated community featuring 24-hour secured access, endless amenities, and...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 01k Unit 03 SubDv.
  • 34748 Zip Code
1009 Forest Breeze Path, Leesburg image
1009 Forest Breeze Path, Leesburg $279,000 ▼

Welcome Home to Pennbrooke Fairways! Discover this charming 3-bedroom, 2-bath home tucked away in the desirable Pennbrooke Fairways community. The inviting open floor pla...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph 02r Lt R23 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
830 Old Oaks Lane, Leesburg image
830 Old Oaks Lane, Leesburg $379,247

EXPECT THE UNEXPECTED with this beautiful block/stucco 3-bedroom, 2-bath home that offers the PRIVACY you've been searching for. Step inside to a spacious entryway that i...

  • 3 Beds
  • 2 Baths
  • Pennbrooke Ph Q Sub SubDv.
  • 34748 Zip Code