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

$168,900
2 Beds ⋅ 1 Baths ⋅ G5116515 MLS
CHARMING, UPDATED & READY FOR YOUR FLORIDA LIFESTYLE! This 2-bedroom, 1-bath cottage home located in the active-adult golf community of Pennbrooke Fairways proves great things can come in smaller packages. Thoughtfully updated, well maintained and full of character, this easy-care home is ideal as a full-time residence or seasonal getaway. FURNITURE IS OPTIONAL, offering the opportunity to negotiate for an easy, move-in-ready transition. Enjoy morning coffee on the front porch, wave to neighbors passing by, or catch a glimpse of the Sandhill Cranes strolling through the community. Out back, NO REAR NEIGHBORS provide added privacy, with a patio for grilling, relaxing and enjoying the beautiful weather. Inside, you’ll find NO CARPET, with ceramic tile and laminate flooring throughout. Crown molding adds a finished touch, the primary bedroom features custom updates including a barn door, and the interior laundry room provides additional storage. THE BIG-TICKET ITEMS HAVE ALREADY BEEN DONE! ROOF 2022 • ENERGY-EFFICIENT MINI-SPLIT HVACs 2022 • STAINLESS STEEL APPLIANCES 2023 • TANKLESS WATER HEATER 2023 • WASHER & DRYER 2023 • GRANITE KITCHEN COUNTERTOP 2023 • INSULATED GARAGE DOOR 2024 • FRONT AWNING 2024. Low-maintenance living leaves more time to enjoy everything Pennbrooke Fairways offers. The HOA includes lawn service, cable and internet. Enjoy three 9-hole golf courses, two pools, hot tub, fitness center, tennis, pickleball, softball, community restaurant, RV/boat storage, onsite salon, clubs, activities, movie nights, events and more. AND THEN THERE’S THE LOCATION! You’re just a short drive from The Villages, including Brownwood and Sawgrass Squares for live music, plus abundant shopping, dining, medical services and everyday conveniences nearby. If you’re looking for a thoughtfully updated, easy-care home where you can spend less time on upkeep and more time enjoying life, this one deserves a closer look. COME INSIDE, HAVE A SEAT AND SEE JUST HOW COMFORTABLE IT FEELS TO BE HOME.

507 Cottage Park Lane, Leesburg

Courtesy of FLORIDA PLUS REALTY, LLC

$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

$240,000
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

$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
Welcome to this two-bedroom, two-bath home featuring a versatile third room perfect for an office, den or flex space (no closet). Freshly painted throughout, providing a clean feel. Enjoy the convenience of a two-car garage and recent mojor system upgrades, including a new roof installed in 2019 and a brand-new heat pump in 2024-delivering reliable comfort and long-term peace fo mind. This practical layout combines everyday functionality with low-maintenance living. 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

$215,247
2 Beds ⋅ 2 Baths ⋅ G5108173 MLS
Discover this charming Brentwood model in the desirable Pennbrooke Fairways community. This well-appointed two-bedroom, two-bath home offers comfortable living with a bright, enclosed lanai that expands your living space and invites year-round outdoor enjoyment. Recent upgrades provide lasting value and peace of mind, including a 2017 roof replacement, 2018 HVAC system, brand-new windows installed in 2024, and a freshly coated driveway finished in attractive river rock. Inside, you'll find gorgeous flooring throughout, a kitchen outfitted with stainless-steel appliances, and a spacious primary bathroom featuring a walk-in shower with a sleek frameless glass door. Move-in ready and thoughfully updated, this home is ready for you to make it your own. Experience the comfor and convenience of PENNBROOKE FAIRWAYS... 55+ COMMUNITY NOT FAR FROM THE VILLAGES, SHOPPING & RESTAURANTS. 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
Virtually Staged. 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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