Below you can view all the homes for sale in the Pennbrooke subdivision located in Leesburg Florida. Listings in Pennbrooke are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Pennbrooke, give us a call at 407-485-1814.

32 Results

Pennbrooke Leesburg Florida Homes For Sale

Pennbrooke For Sale $265,247

Eye-catching coral front door with sidelights and etched glass at 32622 Oak Park Dr, Leesburg, FL 34748
Open coral front door offering a view of the home's interior at 32622 Oak Park Dr, Leesburg, FL 34748
Bright entryway with tiled floor, wooden cabinet, and white door at 32622 Oak Park Dr, Leesburg, FL 34748
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    1995

  • $/SqFt

    $165

You Are Going To 'Love" Making This Your Nexthome! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $165,000

Front view of a white single-wide manufactured home with carport and landscaping at 32334 Oak Park Dr, Leesburg, FL 34748
White single wide manufactured home with carport and landscaping in a wooded area at 32334 Oak Park Dr, Leesburg, FL 34748
Aerial view showcasing the property's location within a community of similar homes at 32334 Oak Park Dr, Leesburg, FL 34748
On Market For 8 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    824

  • Year Built

    1997

  • $/SqFt

    $200

Homes like this don’t last long, so schedule your showing today and discover the perfect blend of charm, comfort, and convenience! OPULENT REALTY INTERNATIONAL.

Pennbrooke For Sale $179,247

Picturesque view of a wooded area with lush vegetation at 32314 Oak Park Dr, Leesburg, FL 34748
Inviting teal front door opening to a well-lit home at 32314 Oak Park Dr, Leesburg, FL 34748
Cozy living room with comfy seating and a modern aesthetic at 32314 Oak Park Dr, Leesburg, FL 34748
On Market For 16 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    512

  • Year Built

    2003

  • $/SqFt

    $350

Newer roof (2019), newer hot water heater, newer HVAC (2018), home is located near a dead end road, peaceful setting with less traffic! EXPECT THE UNEXPECTED! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $279,900

Inviting front porch with black door and patterned tile at 32904 Enchanted Oaks Ln, Leesburg, FL 34748
Tan house with a two-car garage and nicely landscaped lawn at 32904 Enchanted Oaks Ln, Leesburg, FL 34748
Living room with herringbone floors, fireplace, and large TV at 32904 Enchanted Oaks Ln, Leesburg, FL 34748
On Market For 22 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1202

  • Year Built

    1999

  • $/SqFt

    $233

Your dream retirement begins here—call today to schedule your private tour of this breathtaking home! ALLISON JAMES ESTATES & HOMES.

Pennbrooke Pended $279,247

Community overview showcasing houses and green spaces at 520 Grand Vista Trl, Leesburg, FL 34748
Landscaped green spaces with trees and clear skies at 520 Grand Vista Trl, Leesburg, FL 34748
Light blue front door with sidelights and arched window at 520 Grand Vista Trl, Leesburg, FL 34748
On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1690

  • Year Built

    2001

  • $/SqFt

    $165

Don't delay....this is the ONE you have been looking for, great home, great community Refrigerator allowance available. EXPECT THE UNEXPECTED! ! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $180,000

Front view of a one-story home with a driveway, carport, and grassy yard at 127 Westwood Dr, Leesburg, FL 34748
Living room with striped couch, recliner, coffee table, and ceiling fan at 127 Westwood Dr, Leesburg, FL 34748
Spacious living area featuring ceiling fan, two recliners, and sliding door at 127 Westwood Dr, Leesburg, FL 34748
On Market For 31 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1086

  • Year Built

    1990

  • $/SqFt

    $166

more than 100 planned activities each week. *Room sizes are estimated. BONJORN REAL ESTATE.

Pennbrooke For Sale $264,247

Quaint single-story home with a two-car garage and mature landscaping at 32619 Oak Park Dr, Leesburg, FL 34748
Peaceful view of a golf course with homes in the background at 32619 Oak Park Dr, Leesburg, FL 34748
Aerial view showcasing a home on a golf course community at 32619 Oak Park Dr, Leesburg, FL 34748
On Market For 36 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1631

  • Year Built

    1994

  • $/SqFt

    $162

Central Florida living at its best! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $324,247

Landscaped backyard with lush tropical plants and a wooden fence at 33236 Grand Cypress Way, Leesburg, FL 34748
Relaxing backyard oasis featuring tropical plants and a screened patio at 33236 Grand Cypress Way, Leesburg, FL 34748
Inviting front porch with a sunflower wreath, white door, and a small table and chair set at 33236 Grand Cypress Way, Leesburg, FL 34748
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1598

  • Year Built

    2003

  • $/SqFt

    $203

Must See This Home! Roof 2019 Ac 2013 NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke Pended $349,900

Attractive one-story house featuring a three-car garage and lush landscaping at 414 Grand Vista Trl, Leesburg, FL 34748
House entrance with a screened door and brick walkway at 414 Grand Vista Trl, Leesburg, FL 34748
Spacious living room with a sofa, coffee table, and dining area at 414 Grand Vista Trl, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 53 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2329

  • Year Built

    2004

  • $/SqFt

    $150

The monthly HOA fee ($250) includes mowing, edging, cable and internet. ERA GRIZZARD REAL ESTATE.

Pennbrooke Pended $279,000

Exterior view of a single-story home with a palm tree and well-manicured lawn at 32639 Oak Park Dr, Leesburg, FL 34748
Floor plan showing a 2 bedroom, 2 bath home with a garage and lanai at 32639 Oak Park Dr, Leesburg, FL 34748
Front entryway of a single-story home with a walkway and landscaping at 32639 Oak Park Dr, Leesburg, FL 34748
On Market For 67 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1398

  • Year Built

    1994

  • $/SqFt

    $200

Be sure to watch our video of this lovely home and make your appointment to see it today. EXP REALTY LLC.

Pennbrooke For Sale $324,500

Reduced By $5,000

Well-maintained one-story house with a two-car garage and landscaping at 705 Grand Vista Trl, Leesburg, FL 34748
Inviting entryway with a bright yellow door and pathway at 705 Grand Vista Trl, Leesburg, FL 34748
Residential street with lush landscaping and golf cart crossing sign at 705 Grand Vista Trl, Leesburg, FL 34748
On Market For 75 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1656

  • Year Built

    2000

  • $/SqFt

    $196

Just a short drive to Brownwood Square, which has nightly live entertainment, restaurants, shopping, medical and more. DOWN HOME REALTY, LLLP.

Pennbrooke Pended $354,247

Single-story house with gray roof, two-car garage, and landscaped yard at 425 Grand Vista Trl, Leesburg, FL 34748
Single-story home with gray roof, two-car garage, and paved driveway at 425 Grand Vista Trl, Leesburg, FL 34748
Single-story home with gray roof, two-car garage, and landscaped yard at 425 Grand Vista Trl, Leesburg, FL 34748
On Market For 80 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1838

  • Year Built

    2001

  • $/SqFt

    $193

Central Florida living at its best! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $350,000

Tan house with two car garage and lush green lawn at 815 Forest Breeze Path, Leesburg, FL 34748
Aerial view of a single-Gathering home in a residential community at 815 Forest Breeze Path, Leesburg, FL 34748
Modern kitchen with stainless steel appliances and wood cabinets at 815 Forest Breeze Path, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 82 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2285

  • Year Built

    2005

  • $/SqFt

    $153

HOA covers cable, internet, lawn care, and amenities like pools, golf courses, restaurant, and a 24-hour guarded security gate. EXPERT REAL ESTATE ADVISORS.

Pennbrooke For Sale $194,900

Reduced By $83,100

House exterior showcasing a side view and landscaping at 1009 Forest Breeze Path, Leesburg, FL 34748
View of the home's exterior, showcasing the side of the house at 1009 Forest Breeze Path, Leesburg, FL 34748
Exterior view of home with garage and driveway at 1009 Forest Breeze Path, Leesburg, FL 34748
On Market For 87 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1921

  • Year Built

    2001

  • $/SqFt

    $101

Don't miss out on this exceptional lifestyle! VYLLA HOME.

Pennbrooke For Sale $339,500

Reduced By $10,000

Front yard view of a single story home with gray roof and white exterior at 32857 Timberwood Dr, Leesburg, FL 34748
Single-story house with a large front yard and driveway, aerial view at 32857 Timberwood Dr, Leesburg, FL 34748
Landscaped front yard with walkway leading to the entrance of a house at 32857 Timberwood Dr, Leesburg, FL 34748
On Market For 94 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1674

  • Year Built

    1999

  • $/SqFt

    $203

The community is located on Hwy 44 just minutes to the Lake Deaton Plaza w/ Publix, Walgreens, etc, Downtown Leesburg, and The Villages Downtown Ctr "Brownwood" where there is plenty of shopping, dining, entertainment and medical. ERA GRIZZARD REAL ESTATE.

Pennbrooke For Sale $259,000

Reduced By $20,900

Single story home with green garage door and landscaping at 651 Timbercrest Dr, Leesburg, FL 34748
Front view of a single story home with green garage door at 651 Timbercrest Dr, Leesburg, FL 34748
Large backyard with grassy lawn and screened porch at 651 Timbercrest Dr, Leesburg, FL 34748
On Market For 105 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1468

  • Year Built

    1997

  • $/SqFt

    $176

Schedule your private showing today and discover the perfect blend of comfort, community, and convenience! RIGHT REALTY CONNECTION, INC..

Pennbrooke For Sale $299,247

House exterior with gray garage door and well-manicured lawn at 835 Old Oaks Ln, Leesburg, FL 34748
Gray front door with sidelights and a welcoming mat at 835 Old Oaks Ln, Leesburg, FL 34748
Open gray front door, inviting entryway at 835 Old Oaks Ln, Leesburg, FL 34748
On Market For 109 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1889

  • Year Built

    2000

  • $/SqFt

    $158

You are going to LOVE making this YOUR NEXT HOME! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $329,247

Covered patio with bench and landscaping, offering a relaxing outdoor space at 721 Old Oaks Ln, Leesburg, FL 34748
Inviting front entry with a stylish light blue door and wreath at 721 Old Oaks Ln, Leesburg, FL 34748
Bright entryway with tile flooring, featuring a display cabinet and pedestal at 721 Old Oaks Ln, Leesburg, FL 34748
On Market For 110 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1869

  • Year Built

    2004

  • $/SqFt

    $176

Great lot, great home, great community! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $255,247

Reduced By $4,000

Front porch with wooden couch and decorative plants at 220 Willow Brook Dr, Leesburg, FL 34748
Front porch with wooden bench and decorative items at 220 Willow Brook Dr, Leesburg, FL 34748
Front entry with door and tile flooring at 220 Willow Brook Dr, Leesburg, FL 34748
On Market For 110 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1595

  • Year Built

    1992

  • $/SqFt

    $160

You are going to LOVE the convenience of this community ! Gated and Guarded community 24/7! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $344,247

Reduced By $5,000

Backyard with lush greenery and tall trees at 403 Ranchwood Dr, Leesburg, FL 34748
Backyard patio with a view of lush landscaping at 403 Ranchwood Dr, Leesburg, FL 34748
Landscaped backyard with flowering bushes and trees at 403 Ranchwood Dr, Leesburg, FL 34748
On Market For 130 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1656

  • Year Built

    1997

  • $/SqFt

    $208

You're going to love your next home! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $149,900

Living room with herringbone flooring and comfortable seating at 722 Cottage Park Ln, Leesburg, FL 34748
White kitchen with microwave, stove, and herringbone floors at 722 Cottage Park Ln, Leesburg, FL 34748
Bright bedroom with twin beds, and ample closet space at 722 Cottage Park Ln, Leesburg, FL 34748
On Market For 130 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    576

  • Year Built

    2004

  • $/SqFt

    $260

Monthly HOA fees include cable, internet, lawn cutting services and full time security guard. No CDD or Bond. SMITH & SMITH REALTY, INC..

Pennbrooke Pended $275,000

Relaxing patio overlooking a pond with seating for four at 120 Trailwood Dr, Leesburg, FL 34748
Aerial view of a large community of single-Gathering homes at 120 Trailwood Dr, Leesburg, FL 34748
Backyard waterfront view of a single-Gathering home at 120 Trailwood Dr, Leesburg, FL 34748
On Market For 25 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1504

  • Year Built

    1999

  • $/SqFt

    $183

Call today for your private showing! CENTURY 21 ALTON CLARK.

Pennbrooke For Sale $347,900

Reduced By $22,100

House exterior with a patterned driveway and well-maintained lawn at 32909 Enchanted Oaks Ln, Leesburg, FL 34748
Aerial view showing home's location in a residential neighborhood at 32909 Enchanted Oaks Ln, Leesburg, FL 34748
House exterior showcasing a patterned driveway and landscaping at 32909 Enchanted Oaks Ln, Leesburg, FL 34748
On Market For 139 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2010

  • Year Built

    2002

  • $/SqFt

    $173

Call today for your private showing! CENTURY 21 ALTON CLARK.

Pennbrooke Pended $298,000

Reduced By $47,000

Single story home with screened garage and brick driveway at 317 Ranchwood Dr, Leesburg, FL 34748
Single story home with screened garage and brick driveway at 317 Ranchwood Dr, Leesburg, FL 34748
Tan house with a light brown door, screened garage, and landscaped yard at 317 Ranchwood Dr, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 151 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2014

  • Year Built

    2000

  • $/SqFt

    $148

Put this one on your MUST SEE list! ! ERA GRIZZARD REAL ESTATE.

Pennbrooke For Sale $340,000

Reduced By $29,500

Inviting front entry with a brick walkway and lush landscaping at 33329 Pennbrooke Pkwy, Leesburg, FL 34748
Front door entrance with sidelights and a welcoming porch at 33329 Pennbrooke Pkwy, Leesburg, FL 34748
Bright and spacious entryway with a console table and mirror at 33329 Pennbrooke Pkwy, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 157 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2370

  • Year Built

    2002

  • $/SqFt

    $143

The community is located just a very short drive to major grocery chains, plenty of shopping and entertainment, also I-75, FL Turnpike, Hwy 301 and Hwy 27 are all within a close distance. REALTEAM REALTY INC..

Pennbrooke For Sale $325,000

Single-story house with a well-manicured lawn at 533 Grand Vista Trl, Leesburg, FL 34748
Inviting front entry with landscaping and a screened door at 533 Grand Vista Trl, Leesburg, FL 34748
Spacious living room featuring wood-look floors and a ceiling fan at 533 Grand Vista Trl, Leesburg, FL 34748
On Market For 158 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1701

  • Year Built

    1998

  • $/SqFt

    $191

Conveniently located near The Villages Town Square "Brownwood" where there is plenty of medical, shopping, dining, and entertainment! ERA GRIZZARD REAL ESTATE.

Pennbrooke For Sale $254,900

Reduced By $34,100

Single-story home with attached garage and landscaped lawn at 32734 Westwood Loop, Leesburg, FL 34748
Aerial view of home and surrounding neighborhood at 32734 Westwood Loop, Leesburg, FL 34748
Aerial view of community with houses, ponds and golf course at 32734 Westwood Loop, Leesburg, FL 34748
On Market For 173 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1362

  • Year Built

    1999

  • $/SqFt

    $187

The Roof was installed in 2018. RIGHT REALTY CONNECTION, INC..

Pennbrooke For Sale $289,247

Reduced By $50,000

Single-Gathering home with brick paved driveway and landscaped yard at 536 Grand Vista Trl, Leesburg, FL 34748
Single-Gathering house with a paved driveway and lush landscaping at 536 Grand Vista Trl, Leesburg, FL 34748
Landscaped yard with brick paved driveway leading to a house at 536 Grand Vista Trl, Leesburg, FL 34748
On Market For 180 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1685

  • Year Built

    1997

  • $/SqFt

    $172

Come check out this home, so many possibilities! (3 bedroom has no closet) NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $285,000

Tan house with a two-car garage and nicely landscaped front yard at 32525 Oak Park Dr, Leesburg, FL 34748
Rear view of a tan house with a covered patio and lush lawn at 32525 Oak Park Dr, Leesburg, FL 34748
Bright and spacious entryway with carpeted floors at 32525 Oak Park Dr, Leesburg, FL 34748
On Market For 269 Days
  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    1643

  • Year Built

    1998

  • $/SqFt

    $173

Don't miss this great opportunity ! BEYCOME OF FLORIDA LLC.

Pennbrooke Pended $293,200

Reduced By $68,800

Exterior side view showcasing a large window and landscaping at 610 Grand Vista Trl, Leesburg, FL 34748
Home's back features a sunroom and a spacious patio area at 610 Grand Vista Trl, Leesburg, FL 34748
House exterior showcasing landscaping and a pond view at 610 Grand Vista Trl, Leesburg, FL 34748
On Market For 244 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2433

  • Year Built

    1997

  • $/SqFt

    $121

If you want the perfect retirement village, make this yours today. Priced to sell! VAUGHT REALTY.

Pennbrooke For Sale $225,247

Reduced By $39,000

Quaint single-story house featuring a landscaped yard and driveway at 815 Grand Vista Trl, Leesburg, FL 34748
Inviting entryway with a red door and glass accents at 815 Grand Vista Trl, Leesburg, FL 34748
Bright entryway with white door and decorative mirror at 815 Grand Vista Trl, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 306 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1538

  • Year Built

    1998

  • $/SqFt

    $146

You are going to LOVE making this your next home!! ! NEXTHOME SALLY LOVE REAL ESTATE.

Pennbrooke For Sale $290,000

Reduced By $15,000

White house exterior with walkway, landscaping, and American flag at 32676 Oak Park Dr, Leesburg, FL 34748
House exterior showcasing walkway, landscaping, and entry door at 32676 Oak Park Dr, Leesburg, FL 34748
Side entry walkway with landscaping and decorative wind chimes at 32676 Oak Park Dr, Leesburg, FL 34748
On Market For 332 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1709

  • Year Built

    1996

  • $/SqFt

    $170

Home backs up to a wooded area for privacy. EPIQUE REALTY, INC..

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