


33 E Main St, Middletown, MD 21769
Listing Courtesy of Pearson Smith Realty, LLC

Est.$2,893/moCustomize payment
$133/sqft
Price per square foot
Built in 1951
75 years old
2 parking spaces
Garage
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 p...
Listing updated: June 22, 2026 at 2:39 PM
Listed by:
Jack Straub 7175144603, Straub & Associates Real Estate, Co-Listing Agent: Timothy F Straub 7179195585, Straub & Associates Real Estate
Source: Bright MLS · MLS #PADA2060296
Est. monthly payment
Down payment
Based on 20% down ($88,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
| Date | Event | Price |
|---|---|---|
| May 27, 2026 | Listed for sale | $440,000 |
105 Oak Hill Drive, Middletown, PA 17057
School district: Middletown Area
Middletown Area High School
High School
Similar homes sold within 0.5 miles in the last 90 days.

317 Elm Ct
Middletown, PA
$162K
Sold Jul 1, 2026 · Listed $200K

328 N Spring St
Middletown, PA
$190K
Sold Jun 30, 2026 · Listed $209K

118 Foxglove Dr
Middletown, PA
$568K
Sold Jun 30, 2026 · Listed $568K
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 7/2/2026.