Pennbrooke Fairways Homes 

Pennbrooke Fairways is a highly sought-after real estate community located in Leesburg, FL, offering a delightful living experience for those aged 55 and above. Nestled in a serene environment, this gated community provides a range of beautiful homes tailored to meet the needs of its residents. With its exceptional amenities and picturesque landscapes, Pennbrooke Fairways creates an inviting and comfortable atmosphere for its residents.

The community boasts an array of amenities designed to enhance the quality of life for its residents. From the meticulously maintained golf course, perfect for avid golfers, to the spacious clubhouse featuring a fitness center, swimming pool, and social areas, there is always something to keep residents engaged and entertained. The presence of walking trails, tennis courts, and pickleball courts adds to the active lifestyle options available within the community.

Pennbrooke Fairways offers a wide selection of homes, ensuring there is something to suit every taste and preference. The community features single-family homes, each thoughtfully designed to provide comfort and functionality. Residents can enjoy the tranquility of the surrounding nature while still being in close proximity to shopping, dining, and other attractions in Leesburg, making Pennbrooke Fairways an ideal choice for active adults seeking a vibrant yet peaceful community to call home.

Available Pennbrooke Fairways Homes For Sale

$229,900
2 Beds ⋅ 2 Baths ⋅ G5115067 MLS
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 French doors that open to a spacious tiled lanai, creating the perfect space to relax or entertain. The eat-in kitchen features tile flooring, a closet pantry, and a large pass-through opening to the living room, making it easy to stay connected with family and guests. Plantation shutters throughout the home add timeless style and privacy. The spacious primary suite offers a large walk-in closet and an updated ensuite bathroom complete with a dual-sink vanity and an updated walk-in shower with a built-in seat. Major updates include a 2019 roof and a 2022 HVAC, providing added peace of mind. Enjoy maintenance-free living with a low monthly HOA fee of just $265, which includes lawn care, high-speed internet, cable, and access to an outstanding selection of community amenities. Pennbrooke Fairways features 27 holes of golf, a pro shop, an on-site restaurant, two recreation centers, swimming pools, a fitness center, and countless activities including pickleball, tennis, shuffleboard, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining and just 6 miles from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

909 Eagles Landing, Leesburg

Courtesy of CENTURY 21 ALTON CLARK

$239,900
3 Beds ⋅ 2 Baths ⋅ G5113906 MLS
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. Enjoy your morning coffee on the front porch or relax in the vinyl-enclosed lanai, which includes an empty hot tub sold AS-IS. The kitchen features maple cabinetry, tile floors, a newer Bosch dishwasher, Samsung stainless refrigerator with dispenser and a newer microwave; wood-look laminate flows through the main living areas. The laundry room has tile flooring and a utility sink with a newer GE washer and dryer. All furniture is included and sold AS IS. Roof was replaced in 12/2017, HVAC in 2020 and water heater in 2022. Priced to sell quickly. This property is in Pennbrooke Fairways, an active 55 plus community located close to The Villages Community and many of their amenities. Pennbrooke has three golf courses--two executive and one regulation. Also tennis, pickleball, two pools with hot tubs, free fitness center, two recreation centers, a restaurant, library, and hair salon. Many activities and classes are offered. If you're not familiar with Pennbrooke, you need to check it out!

1033 Meadowbend Drive, Leesburg

Courtesy of SALLY LOVE REAL ESTATE

$284,900
3 Beds ⋅ 2 Baths ⋅ G5113522 MLS
Under contract-accepting backup offers. Welcome to this elegant and impeccably maintained TURNKEY FURNISHED 3-BEDROOM, 2-BATH home located in Pennbrooke Fairways, a premier 24-hour gated and guarded active adult golf cart community known for its vibrant lifestyle and resort-style amenities. This exceptional move-in-ready home includes a GOLF CART, HUFFY SPORT BICYCLE, and 6 MONTHS OF HOA DUES PAID BY SELLER! Featuring an open-concept floor plan with vaulted ceilings, abundant natural light, spacious living and dining areas, a breakfast dinette, a dry bar with a beautiful granite countertop, an indoor laundry room with washer, dryer, and additional overhead cabinetry, and a spacious kitchen with abundant cabinetry, generous counter space, and a breakfast bar. The primary suite offers exceptional storage with two closets in the bedroom, including a spacious walk-in closet, plus an additional linen closet in the en-suite bath. The primary bath also features dual vanities, a walk-in shower, and a private water closet. Two additional bedrooms provide comfortable accommodations for family and friends. One of the home's standout features is the enclosed Florida Room featuring tile flooring, abundant natural light, a television, electric fireplace, a sofa bed, and a stately grandfather clock that adds warmth, character, and timeless elegance to the space. Enjoy mature landscaping, decorative stone beds, swaying palm trees, a covered front entry, screened garage door, concrete patio, and a spacious backyard enhanced by mature shade trees with no rear neighbors directly behind for added privacy and tranquility. Additional features include ample storage throughout and a spacious garage featuring a freestanding workbench and attic storage. Pennbrooke Fairways residents enjoy three golf courses, heated pools and spas, fitness centers, tennis courts, pickleball courts, shuffleboard, bocce ball, walking trails, clubhouse activities, library, on-site restaurant, community garden, hair salon, clubs, social activities, and available RV storage. Conveniently located near Brownwood Paddock Square, Lake Sumter Landing, Spanish Springs Town Square, shopping, dining, medical facilities, Super Walmart, and Interstate 75, providing easy access to Orlando, Tampa, Ocala, and Florida's Gulf and Atlantic Coast attractions.

751 Old Oaks Lane, Leesburg

Courtesy of CENTURY 21 ALTON CLARK

$275,000
2 Beds ⋅ 2 Baths ⋅ G5113417 MLS
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 perfect den, office, craft room, etc. The kitchen has plenty of cabinet and counter space. The primary bedroom features a walk in closet and the primary bathroom has double vanities. The enclosed lanai is the perfect spot to enjoy your morning coffee as you look out to your private back yard. The home is situated on a quiet dead-end street, offering minimal traffic and added privacy. Pennbrooke Fairways is a gated community located just five minutes south of The Villages and less than an hour from Orlando International Airport. Residents enjoy access to the Pennbrooke Fairways golf course featuring two executive nines and one regulation nine, with golf packages available. Additional amenities include 24-hour security, MULTIPLE POOLS, recreation and fitness centers, a clubhouse with restaurant, hair salon, library, RV and boat storage with dump and wash stations, and a full calendar of planned activities. The HOA includes cable, internet, lawn, and trash service. Conveniently located near Brownwood Town Square, Downtown Leesburg, and all the shopping, dining, and entertainment nearby (The Villages).

1142 Meadowbend Drive, Leesburg

Courtesy of SELLSTATE SUPERIOR REALTY

$259,900
3 Beds ⋅ 2 Baths ⋅ G5109347 MLS
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 leaded glass insert in front door. It has laminate flooring in all but kitchen and laundry, which has cabinets and a freezer which will convey. It has newer double pane windows, the roof was replaced in 2017, and HVAC in 2024. The remaining furniture can convey or be removed prior to closing. There is a 2 car garage with sliding screen doors. It needs a little updating but is priced to sell quickly. This property is in Pennbrooke Fairways, an active 55 plus community located close to The Villages Community and many of their amenities. Pennbrooke has three golf courses--two executive and one regulation. Also tennis, pickleball, two pools with hot tubs, free fitness center, two recreation centers, a restaurant, library, and hair salon. Many activities and classes are offered. If you're not familiar with Pennbrooke, you need to check it out!

32914 Crooked Oaks Lane, Leesburg

Courtesy of SALLY LOVE REAL ESTATE

$198,247
2 Beds ⋅ 2 Baths ⋅ G5110592 MLS
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 to the main living area. Your lanai is just waiting for you to come and relax and enjoy the view. 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 Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! Expect the unexpected! ROOF 2017, WATER HEATER 2023, AC is 18 years old so a Broward Home Warranty of up to $750 is being offered with the home.

32744 Westwood Loop, Leesburg

Courtesy of GOLDKEY REAL ESTATE PARTNERS LLC

$332,500
3 Beds ⋅ 2 Baths ⋅ G5110691 MLS
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 painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a closet pantry for added storage. The primary suite is a relaxing retreat with tile flooring, a walk-in closet, and an ensuite bathroom complete with a jetted tub and separate walk-in shower. The second bedroom is generously sized and filled with natural light, while the third bedroom offers flexibility as a guest room, office, or hobby space. An indoor laundry room with a utility sink provides additional storage and functionality. The roof and HVAC were replaced in 2017, while in 2019 the water heater was replaced and solar panels were installed. Also, the home has newer glass sliding doors to the lanai. The low monthly HOA fee of $265 includes lawn care, high-speed internet, cable, and access to an impressive array of amenities. Pennbrooke Fairways is a gated golf community featuring 27 holes of golf, a pro shop, and an on-site restaurant. Residents also enjoy two recreation centers, swimming pools, a fitness center, and a variety of outdoor activities including shuffleboard, pickleball, tennis, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining, and just 6 miles east of The Villages’ Brownwood Paddock Square, this home truly has it all.

333 Ranchwood Drive, Leesburg

Courtesy of CENTURY 21 ALTON CLARK

$219,247
3 Beds ⋅ 2 Baths ⋅ G5108177 MLS
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. 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 Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! Expect the unexpected!

752 Old Oaks Lane, Leesburg

Courtesy of GOLDKEY REAL ESTATE PARTNERS LLC

$219,247
2 Beds ⋅ 2 Baths ⋅ G5108173 MLS
LOVELY 2/2 BRENTWOOD MODEL IN PENNBROOKE FAIRWAYS... 55+ COMMUNITY NOT FAR FROM THE VILLAGES, SHOPPING & RESTAURANTS. This home features an enclosed lanai, Roof replacement in 2017, newer HVAC in 2018, NEW WINDOWS in 2024 and a NEW DRIVEWAY with river rock coating. Gorgeous flooring, stainless appliances, spacious walk-in shower with frameless door and more... come see for yourself! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping, dining, and nightly entertainment and just minutes to Downtown Leesburg. Make your appointment to see this home today!

32747 Westwood Loop, Leesburg

Courtesy of GOLDKEY REAL ESTATE PARTNERS LLC

$234,000
3 Beds ⋅ 2 Baths ⋅ O6360997 MLS
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. This open-concept design is bathed in natural light, featuring a kitchen that seamlessly flows into the spacious living room and an adjoining dinette surrounded by windows. Enjoy the added bonus of an enclosed front porch, a perfect spot to relax with your morning coffee or unwind in the evenings. The home also includes a one-car garage, providing both convenience and extra storage space. Step outside to the screened back porch, offering a tranquil view of the backyard and the wooded conservation area—with no neighbors behind or on the west side, ensuring privacy and quiet. Located in a sought-after 55+ GUARD GATED community, residents have access to a wealth of amenities, including a 3, 9 hole golf courses, vibrant community center, social activities, and on-site support services. Cable, Internet and Phone are included in HOA. Plus, its proximity to The Villages means even more shopping, dining, and entertainment options are just a short drive away. This home is a perfect opportunity for full-time or seasonal living, offering a solid foundation for a new owner to bring their personal touch and make it their own. Don’t miss out on this chance to enjoy the Florida lifestyle in a peaceful and welcoming community!

32512 Oak Park Drive, Leesburg

Courtesy of COLDWELL BANKER REALTY

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