MLS Listings for Sale in Pennbrooke, FL

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3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Pennbrooke, FL
Welcome to Easy Living in Pennbrooke Fairways – Central Florida’s Premier 55+ Gated Golf Community! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and the sought-after Florida lifestyle. Move-in ready, this home has been lovingly maintained and thoughtfully updated over the years. Step inside to a bright, open living area highlighted by a tube light that brings natural daylight into the space. Sliding glass doors lead to the inviting Florida room, providing a peaceful spot to relax, enjoy morning coffee, or entertain guests. The home features numerous updates, including a roof (2011), A/C (2014), interior paint (2018), flooring (2018),

$242,900

3 beds2 baths1,720 sq ft

131 Willow Brook Dr, Leesburg, FL 34748

Fitness center • Pickleball courts • Florida room

ABOUT THIS HOME
MLS Listings for Sale in Pennbrooke, FL
This cute 2 bed/2 bath home is waiting for you and it has a WATER VIEW! Newer Appliances, Vinyl flooring, enclosed lanai and a water view! Welcome to Pennbrooke Fairways - a 55+ gated guarded 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 and Wash Stations & 24-hour Gated Security. The community center offers a Re

$135,247

2 beds2 baths850 sq ft

730 Cottage Park Ln, Leesburg, FL 34748

Gated community • Rv and boat storage • Community center

ABOUT THIS HOME
MLS Listings for Sale in Pennbrooke, FL
Welcome to easy, maintenance-free living! This lovely 2 bedroom, 2 bath split-plan home sits on a generous corner lot and is ready for you to make it your own. Enjoy all the amenities of this active, gated 55+ golf community—lawn care, a sparkling pool, tennis courts, and more. You’ll love the spacious kitchen with plenty of storage and a bright eat-in area. The home also features an inside laundry room with newer appliances and a large screened patio with a calming pond view—perfect for sipping your morning coffee. Ideally located just minutes from The Villages. Come see it today!

$210,000

2 beds2 baths1,162 sq ft

32819 Timberwood Dr, Leesburg, FL 34748

Spacious kitchen • Large screened patio • Inside laundry room

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Pennbrooke, FL
One of a Kind GOLF Frontage Home with WATER VIEWS PLUS a large 2 car garage with a BONUS Room in the desirable 55+ Pennbrooke Fairways! This 3 Bedroom 2 bath is 1999 square feet of Living space. The primary bedroom is 17 x 13 and features a large walk-in closet and an ensuite with a water closet, 2 separate vanities, dual sinks and a large walk-in shower. The 2 guest bedrooms are spacious in size (one of the bedrooms does not have a closet) and share a bathroom nearby. The Inside laundry room is oversized and has lots of storage space and a utility sink. This home showcases lots of natural light in addition to the 4 solar tubes. Lovely finished glass enclosed Lanai has wood like ceramic til

$369,900

3 beds2 baths1,999 sq ft

548 Grand Vista Trl, Leesburg, FL 34748

Dual sinks • Walk-in shower • Large walk-in closet

ABOUT THIS HOME
MLS Listings for Sale in Pennbrooke, FL
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 neighbor

$234,000

3 beds2 baths1,312 sq ft

32512 Oak Park Dr, Leesburg, FL 34748

Open-concept design • Screened back porch • Enclosed front porch

Property at 32805 Oak Park Dr, Leesburg, FL 34748, 3 beds, 2 baths

$245,000

3 beds2 baths1,685 sq ft

32805 Oak Park Dr, Leesburg, FL 34748

Property at 734 Grand Vista Trl, Leesburg, FL 34748, 3 beds, 2 baths

$249,000

3 beds2 baths1,595 sq ft

734 Grand Vista Trl, Leesburg, FL 34748

Property at 32831 Timberwood Dr, Leesburg, FL 34748, 3 beds, 2 baths

$318,000

3 beds2 baths1,757 sq ft

32831 Timberwood Dr, Leesburg, FL 34748

Property at 127 Westwood Dr, Leesburg, FL 34748, 2 beds, 2 baths

$153,000

2 beds2 baths1,086 sq ft

127 Westwood Dr, Leesburg, FL 34748

Property at 738 Cottage Park Ln, Leesburg, FL 34748, 1 bed, 1 bath

$142,900

1 bed1 bath588 sq ft

738 Cottage Park Ln, Leesburg, FL 34748

Property at 651 Timbercrest Dr, Leesburg, FL 34748, 2 beds, 2 baths

$225,000

2 beds2 baths1,468 sq ft

651 Timbercrest Dr, Leesburg, FL 34748

Property at 615 NE Cottage Park Ln, Leesburg, FL 34748, 1 bed, 1 bath

$99,900

1 bed1 bath490 sq ft

615 NE Cottage Park Ln, Leesburg, FL 34748

Property at 32942 Rambling Oaks Ct, Leesburg, FL 34748, 3 beds, 2 baths

$249,999

3 beds2 baths1,869 sq ft

32942 Rambling Oaks Ct, Leesburg, FL 34748

Property at 543 Cottage Park Ln, Leesburg, FL 34748, 2 beds, 1 bath

$170,000

2 beds1 bath788 sq ft

543 Cottage Park Ln, Leesburg, FL 34748

Property at 143 Westwood Dr, Leesburg, FL 34748, 2 beds, 2 baths

$144,900

2 beds2 baths1,148 sq ft

143 Westwood Dr, Leesburg, FL 34748

Property at 642 Glen Oaks Dr, Leesburg, FL 34748, 2 beds, 2 baths

$224,247

2 beds2 baths1,632 sq ft

642 Glen Oaks Dr, Leesburg, FL 34748

Property at 32752 Timberwood Dr, Leesburg, FL 34748, 3 beds, 2 baths

$329,900

3 beds2 baths1,940 sq ft

32752 Timberwood Dr, Leesburg, FL 34748

Property at 32716 Westwood Loop, Leesburg, FL 34748, 2 beds, 2 baths

$234,900

2 beds2 baths1,370 sq ft

32716 Westwood Loop, Leesburg, FL 34748

Property at 32218 Sweet Briar Ct, Leesburg, FL 34748, 2 beds, 2 baths

$239,900

2 beds2 baths1,272 sq ft

32218 Sweet Briar Ct, Leesburg, FL 34748

Property at 305 Ranchwood Dr, Leesburg, FL 34748, 2 beds, 2 baths

$239,247

2 beds2 baths1,631 sq ft

305 Ranchwood Dr, Leesburg, FL 34748

Property at 33409 Pennbrooke Pkwy, Leesburg, FL 34748, 3 beds, 2 baths

$329,247

3 beds2 baths2,111 sq ft

33409 Pennbrooke Pkwy, Leesburg, FL 34748

Property at 721 Timbercrest Dr, Leesburg, FL 34748, 3 beds, 2 baths

$289,900

3 beds2 baths1,667 sq ft

721 Timbercrest Dr, Leesburg, FL 34748

Property at 409 Westwood Dr, Leesburg, FL 34748, 2 beds, 2 baths

$214,247

2 beds2 baths1,232 sq ft

409 Westwood Dr, Leesburg, FL 34748

Property at 32622 Oak Park Dr, Leesburg, FL 34748, 3 beds, 2 baths

$234,247

3 beds2 baths1,611 sq ft

32622 Oak Park Dr, Leesburg, FL 34748

Property at 910 Eagles Lndg, Leesburg, FL 34748, 3 beds, 2 baths

$299,247

3 beds2 baths1,807 sq ft

910 Eagles Lndg, Leesburg, FL 34748

Property at 32712 Timberwood Dr, Leesburg, FL 34748, 3 beds, 2 baths

$284,900

3 beds2 baths1,909 sq ft

32712 Timberwood Dr, Leesburg, FL 34748

Property at 32676 Oak Park Dr, Leesburg, FL 34748, 3 beds, 2 baths

$270,000

3 beds2 baths1,709 sq ft

32676 Oak Park Dr, Leesburg, FL 34748

Property at 751 Old Oaks Ln, Leesburg, FL 34748, 3 beds, 2 baths

$329,000

3 beds2 baths1,753 sq ft

751 Old Oaks Ln, Leesburg, FL 34748

Property at 321 Ranchwood Dr, Leesburg, FL 34748, 3 beds, 2 baths

$325,000

3 beds2 baths1,894 sq ft

321 Ranchwood Dr, Leesburg, FL 34748

Property at 33236 Grand Cypress Way, Leesburg, FL 34748, 3 beds, 2 baths

$299,247

3 beds2 baths1,598 sq ft

33236 Grand Cypress Way, Leesburg, FL 34748

Property at 32525 Oak Park Dr, Leesburg, FL 34748, 2 beds, 3 baths

$285,000

2 beds3 baths1,643 sq ft

32525 Oak Park Dr, Leesburg, FL 34748

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Based on information submitted to the MLS GRID as of Tue Nov 25 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS Listings for Sale in Pennbrooke

There are currently 31 mls listings for sale in Pennbrooke at a median listing price of $270K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Pennbrooke stay on the market for 100 days. Popular neighborhoods include Villages of Sumter, and Continental Country Club. This map is refreshed with the newest listings in Pennbrooke every 15 minutes.

In the past month, 5 homes have been sold in Pennbrooke. Find your dream home in Pennbrooke using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Pennbrooke are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Pennbrooke. If you're looking to sell your home in the Pennbrooke area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Pennbrooke with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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