Homes with a View for Sale in Pennbrooke, FL

17 homes

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ABOUT THIS HOME
Home with View for sale in Pennbrooke, FL:
Welcome home to this charming 2BR/2BA home in PENNBROOKE FAIRWAYS, an ACTIVE 55+ community! Featuring a 2020 roof, newer water heater, newer dishwasher and refrigerator, this solid block & stucco residence offers a great value. Enjoy a PRIVATE backyard with TRANQUIL WOODED views from your glassed in lanai, perfect for relaxing or entertaining. A spacious 2 car garage provides ample storage. Priced to sell and offering an excellent opportunity to add your personal touches. If you're not familiar with Pennbrooke Fairways, you're missing out! It's conveniently located near The Villages Community, with shopping, restaurants and 10 minutes from Brownwood Town Square. Pennbrooke is an acti

$229,900

2 beds2 baths1,336 sq ft

432 Ranchwood Dr, Leesburg, FL 34748

Private backyard • Three golf courses • Free rv boat storage

ABOUT THIS HOME
Home with View 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

ABOUT THIS HOME
Home with View 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

3D WALKTHROUGH

ABOUT THIS HOME
Home with View 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

3D WALKTHROUGH

ABOUT THIS HOME
Home with View 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 Florida lifestyle living. With a new roof (2020), hot water heater (2025), and AC (2012), extremely large lanai with water view, and sliding glass windows. The front porch is also screened for the evening when you want the gentle breeze flowing through the home. This home is move-in ready and waiting for you to start your next chapter. Step inside to a bright, open living area featuring a tube light that fills the space with natural sunlight and sliding glass doors leading to the outdoor are

$245,000

3 beds2 baths1,685 sq ft

32805 Oak Park Dr, Leesburg, FL 34748

Screened front porch • Large lanai • Gated golf community

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 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 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 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 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 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 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 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 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

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ABOUT THIS HOME
Home with View for sale in Pennbrooke, FL:
INCREDIBLE OPPORTUNITY to build your Florida home. Nice Private lot 1.3 Acres ZONED R-6 !! Just minutes from The Villages , Florida's most sought after community. Large front portion of this lot is cleared and ready for your home. Perfect for someone looking for that laid back country lifestyle for an affordable price. Enjoy your serene surroundings with lush mature Oak trees and pond area. Nearby Grocery Stores, eateries, Walgreens and more.

$100,000

— beds— baths— sq ft

Lewis Ct, Leesburg, FL 34748

Private lot • Mature oak trees • Cleared lot

ABOUT THIS HOME
Home with View for sale in Pennbrooke, FL:
AMAZING OPPORTUNITY - 10 ACRES CLOSE TO THE VILLAGES without all the fees !! Great site to build your Florida Forever home. NO HOA on this land provides lush greenery and lush mature oak and pine trees. Nestled on the easily accessible Whitney Road, and close to HWY 44 to The Villages in Wildwood, one of Florida's most popular corridors, this land is perfect for those looking for country living!. This land offers 331 feet of frontage on Whitney Road. Zoned AG. Your piece of Florida awaits !!

$600,000

— beds— baths— sq ft

32742 Whitney Rd, Leesburg, FL 34748

Zoned ag • 10 acres • Lush greenery

ABOUT THIS HOME
Home with View for sale in Pennbrooke, FL:
Prime 2.77 acre lot on State Road 44 - Perfect for a small garden farm or private retreat! This high visibility property offers exceptional potential for future development. With direct frontage on State Road 44, it provides convenient access and strong traffic exposure, also making it ideal for a variety of commercial uses (subject to county zoning approval). Take advantage of this strategic location in one of Cental Florida's most dynamic growth corridors! Call today!

$850,000

— beds— baths— sq ft

411 Alibrandi Rd, Leesburg, FL 34748

Convenient access • 2.77 acre lot • Direct frontage

Based on information submitted to the MLS GRID as of Mon Dec 01 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.

Homes with a View for Sale in Pennbrooke

There are currently 17 homes with a view homes 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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