105 Oak Hill Drive • Middletown, PA 17057

$440,000 Beds: 4 • Baths: 2 full 1 partial • Sq. Feet: 3300 • MLS ID: PADA2060296 • Subdivision: MIDDLETOWN • School Dist: MIDDLETOWN AREA
Rarely does a property offer this much versatility, whether you're a multigenerational family, an investor, or simply someone who wants room to spread out, 105 Oak Hill Drive delivers two fully functional homes on one spacious corner lot. The main residence is a classic Cape Cod brimming with character and move-in ready condition. Featuring 3 bedrooms, 1.5 baths, it includes a large upstairs den that works beautifully as a bedroom or home office, the layout is both flexible and functional. Enjoy a welcoming living room, a separate dining area, and an eat-in kitchen. The crown jewel of this property is the fully renovated detached ranch-style home, now featuring a brand-new mini-split HVAC system, updated throughout, and completely move-in ready. With its own bedroom and bathroom, this second dwelling is perfect as an in-law suite, a private residence, or a rental unit generating immediate income. It also offers a spacious bathroom with a walk-in shower. Additional highlights include a brand-new roof on both structures, new appliances, a large two-car detached garage with a loft, and a rear storage/workshop — all set on a generous corner lot with mature trees and lush yard space. The possibilities here are truly unique: live in the main house and rent the ranch for passive income, house multiple generations under one address while maintaining privacy, or use the entire property as a compound. All of this in an established Middletown neighborhood close to schools, shopping, and major commuter routes. This is not just a home, it's an investment in flexibility, family, and lifestyle. View this listing at: http://laurelwindsorhomes.com/mls=PADA2060296

Property Features

  • Garage: 2
  • Taxes: $7,159
  • Basement: Yes
  • Roof Type: Architectural Shingle
  • Exterior: Aluminum Siding,Frame,Stick Built
  • Parking Notes: 2 Total Parking Spaces
  • Lot Size: 0.35 Acres
  • Lot Dimensions: 0.35 Acre(S)
  • Heating: Forced Air
  • Fuel Type: Oil,Electric
  • Cooling: Central A/C,Ductless/Mini-Split
  • Year Built: 1951
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 2.0
  • Number of Rooms: 7
  • Municipality: MIDDLETOWN BORO
  • Additional Structures: Above Grade,Below Grade
  • Location Description: Corner Lot/Unit
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 2
  • Appliances: Washer,Dryer,Oven/Range - Electric,Refrigerator,Dishwasher
  • Rooms: Living Room,Dining Room,Bedroom 2,Kitchen,Basement,Bedroom 1,Bathroom 1
  • Basement: Partially Finished
  • SQFT Total Finished: 3300
  • SQFT Above Finished: 3300

School Information

  • High School: MIDDLETOWN AREA HIGH SCHOOL
  • School District: MIDDLETOWN AREA
Printed May 27, 2026


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Laurel Windsor 

501 West Governor Road, Hershey, PA 17033
717-533-6222