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Laurel Windsor
REALTOR®, Accredited Buyer's Representative, Certified New Home Sales Professional
(717) 514-6002
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105 Oak Hill Drive, Middletown, PA 17057

$440,000
  • 105 Oak Hill Drive, Middletown, PA 17057 Main Photo

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New to the Market
SQUARE FEET3,300 MLS#PADA2060310
STATUSACTIVE PROPERTY TYPEMulti Unit - Multiple SUBDIVISIONMIDDLETOWN SCHOOLMIDDLETOWN AREA

Property Description

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.

105 Oak Hill Drive | MLS# PADA2060310

This multi-family property located at 105 Oak Hill Drive, Middletown, PA 17057 is currently listed for sale with an asking price of $440,000. Oak Hill Drive is located within the MIDDLETOWN AREA school district. Search Middletown real estate on www.laurelwindsorhomes.com today.

Property Features

Property Type: Multi Unit - Multiple
Basement: Partially Finished
Basement: Yes
Cooling: Central A/C, Ductless/Mini-Split
Fuel Type: Oil, Electric
Garage: 2
Heating: Forced Air
Home Style: 10000001214
Lot Size: 0.35 Acres
Roof Type: Architectural Shingle
Taxes: $7,159
Year Built: 1951

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Washer, Dryer, Oven/Range - Electric, Refrigerator, Dishwasher
Exterior: Aluminum Siding, Frame, Stick Built
Location: Corner Lot/Unit
Lot Dimensions: 0.35 Acre(S)
Municipality: MIDDLETOWN BORO
Number of Rooms: 7
One Bedroom Units: 1
Sewer: Public Sewer
Structure Type: Detached
Three Bedroom Units: 1
Total Garage/Parking Spaces: 2
Units: 2
Water: Public

Local Schools

High School: MIDDLETOWN AREA HIGH SCHOOL
School District: MIDDLETOWN AREA

Listed By / Shown By

Listed By

Agency Name: Straub & Associates Real Estate
Agency Phone: 7176129901

Shown By

Agent Name: Laurel Windsor
Agent Phone: (717) 514-6002
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

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Estimated Payment

$ 1,704.17 per month $979.25 Principal & Interest $596.58 Property Tax $128.33 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/27/2026. The listing information on this page last changed on 05/27/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/27/2026 1:19:33 PM EST) or Bright MLS (last updated Wed 05/27/2026 1:14:34 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Pennsylvania
Laurel Windsor 

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

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