Pennbrooke, FL homes for sale & real estate

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ABOUT THIS HOME
Pennbrooke, FL Homes for Sale
Fantastic location in sought after 55 + Pennbrooke Fairways with a lovely pond view! Immaculate 2 bedroom 2 bath home with a 1.5 car garage with room for your golf cart. There's even a bonus room for your home office/craft room. The kitchen has many updates including stainless steel appliances, cabinets and counter tops, large pantry, and a dinette area overlooking the back yard and pond. The inside laundry room is right off the kitchen. The community offers boat an RV storage with wash and dump stations and 24 hour gated security. Conveniently located within minutes of The Villages and the Brownwood Town Square. Downtown Leesburg is just minutes away where you can enjoy lots of festivitie

$239,900

2 beds2 baths1,272 sq ft

32218 Sweet Briar Ct, Leesburg, FL 34748

Pond view • Bonus room • Large pantry

ABOUT THIS HOME
Pennbrooke, FL Homes for Sale
Welcome to Pennbrooke Fairways, a 55 plus community in the heart of Central Florida. This is a very active community with so many amenities and clubs to keep you busy. Three golf courses, pro shop, pickleball, restaurant, two swimming pools, two club houses, and a club or group for just about every interest. If that's not enough, The Villages is less than 2 miles down the road where you will find shopping, dining, entertainment, and medical services. A favorite benefit among Pennbrooke residents is the low HOA fee of $255 which includes your lawn care, expanded cable services, and internet. One of the best priced single-family homes now available here, this is a nice light and bright home t

$149,500

1 bed1 bath588 sq ft

738 Cottage Park Ln, Leesburg, FL 34748

Two swimming pools • Three golf courses • Pickleball

ABOUT THIS HOME
Pennbrooke, FL Homes for Sale
Welcome to 642 Glen Oaks, nestled in the heart of Leesburg, Florida—a home where comfort meets simplicity. This inviting residence offers a rare opportunity to enjoy peaceful living with no homes behind, granting you added privacy and tranquil views from your backyard. Step inside to discover a practical floor plan for this 2 bedroom and 2 bathroom home enhanced with easy-care tile and laminate flooring throughout, ensuring both durability and effortless cleaning. While the home is in its original condition with no recent updates, it presents a wonderful canvas for your personal touch and creative vision. Enjoy bright, open living spaces perfect for gathering with friends or relaxing

$234,247

2 beds2 baths1,632 sq ft

642 Glen Oaks Dr, Leesburg, FL 34748

Laminate flooring • Backyard oasis • Tranquil views

ABOUT THIS HOME
Pennbrooke, FL Homes for Sale
WELCOME HOME. .. .This cute two bedroom, two bath home in the desirable Pennbrooke Fairways has a BRAND-NEW ROOF! The nice sized kitchen has a pantry, tiled floors and plenty of cabinet space plus room for a dining table. The spacious living area has vaulted ceilings, laminate flooring and opens to an enclosed lanai that can be used as a den or an office. In addition, you have two nice sized bedrooms and bathrooms. The primary bedroom has a large walk- in- closet. There are skylights, ceiling fans and blinds in the home. In addition to the enclosed lanai that is now a finished room you have a 13x18 screened lanai to enjoy relaxing in the evening. The one in a half garage has plenty of room

$234,900

2 beds2 baths1,370 sq ft

32716 Westwood Loop, Leesburg, FL 34748

Pantry • Tiled floors • Cabinet space

3D WALKTHROUGH

ABOUT THIS HOME
Pennbrooke, FL Homes for Sale
Updated & Move-In Ready 2BR/2BA Golf Course Home in Pennbrooke Fairways! This quiet, furnished home offers an open floor plan with vaulted ceilings, new laminate flooring (2024), and plenty of natural light showcasing the stunning golf course view. The spacious living area flows to the enclosed lanai—perfect for relaxing or entertaining—while the primary suite and guest bedroom each feature walk-in closets. Recent updates include roof and HVAC (2019), new water heater, A/C condenser, disposal (2025), updated lanai windows (2025), and garage screens (2025). The 2-car garage provides abundant storage, and the end-of-street location offers bonus parking with no through traffi

$246,000

2 beds2 baths1,331 sq ft

32901 Timberwood Dr, Leesburg, FL 34748

Open floor plan • Natural light • Walk-in closets

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

$258,700

3 beds2 baths1,869 sq ft

32942 Rambling Oaks Ct, Leesburg, FL 34748

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

$154,900

2 beds2 baths1,148 sq ft

143 Westwood Dr, Leesburg, FL 34748

Property at 33211 Pennbrooke Pkwy, Leesburg, FL 34748, 2 beds, 2 baths

$316,000

2 beds2 baths1,707 sq ft

33211 Pennbrooke Pkwy, Leesburg, FL 34748

Property at 32537 Oak Park Dr, Leesburg, FL 34748, 3 beds, 2 baths

$269,000

3 beds2 baths1,927 sq ft

32537 Oak Park Dr, 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 1045 Meadowbend Dr, Leesburg, FL 34748, 3 beds, 2 baths

$281,900

3 beds2 baths1,570 sq ft

1045 Meadowbend 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 651 Timbercrest Dr, Leesburg, FL 34748, 2 beds, 2 baths

$255,900

2 beds2 baths1,468 sq ft

651 Timbercrest 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 627 Timbercrest Dr, Leesburg, FL 34748, 3 beds, 2 baths

$299,900

3 beds2 baths1,436 sq ft

627 Timbercrest 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 305 Ranchwood Dr, Leesburg, FL 34748, 2 beds, 2 baths

$249,247

2 beds2 baths1,631 sq ft

305 Ranchwood Dr, Leesburg, FL 34748

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

$287,900

3 beds2 baths1,909 sq ft

32712 Timberwood Dr, Leesburg, FL 34748

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

$334,247

3 beds2 baths2,111 sq ft

33409 Pennbrooke Pkwy, 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 313 Westwood Dr, Leesburg, FL 34748, 2 beds, 2 baths

$189,000

2 beds2 baths1,402 sq ft

313 Westwood Dr, Leesburg, FL 34748

Property at 32857 Timberwood Dr, Leesburg, FL 34748, 3 beds, 2 baths

$299,000

3 beds2 baths1,674 sq ft

32857 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 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 Thu Sep 18 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.

Average home prices near Pennbrooke, FL

Cities

Neighborhoods

Villages of Sumter homes for sale
$399,950

Pennbrooke, FL real estate trends

$293K

Sale price

-10.7%
since last year

$170

Sale $/sq ft

-5.8%
since last year

Under list price

1.6%

Days on market

Down payment

60.7%

Total homes sold

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