SoldSep 15, 2026

Listed by Patrick Skees

, 

Bought with Andrew Hopley from Keller Williams Realty Centre

Source: Bright MLS #MDFR2082944

33 East Main Street, Middletown, MD, 21769

$360,000

6
4
5
3034 sq. ft.
13503.6 sq. ft.

SingleFam

•

10 days on the market

Sold: Sep 15, 2026

What's around 33 East Main Street

About this property

Rare Opportunity: Own 2 Units for the Price of 1 in Historic Middletown! Discover this exceptional multi-unit property in the heart of charming, historic Middletown—perfectly positioned for a lifestyle of convenience, character, and potential. Stroll to your favorite restaurants, boutique shopping on vibrant Main Street, and scenic local parks featuring jogging trails, streams, and lush green spaces. Immerse yourself in the rich history and timeless beauty this community has to offer! The main residence is a classic Historic Victorian boasting 3 bedrooms and 1.5 baths, rich with the architectural elegance and original details you’d expect: ornate moldings, grand proportions, and old-world charm. This diamond in the rough offers incredible potential for the visionary buyer or investor—Investor Alert! The primary residence requires renovation and will not qualify for standard financing options (such as FHA 203(b), Conventional, VA, or USDA) due to the lack of operational heat and other needed repairs. Bring your creativity and contractor to restore this beauty to its former glory. Complementing the main home is a spacious detached 3-bedroom, 1-bath apartment with its own entrance, located at the rear of the property. This unit is in excellent, move-in ready condition and includes a 3-car garage—an incredible bonus for parking, storage, or hobbies. Versatile Living Options: Occupy the apartment while renovating the main Victorian at your own pace or possible rental /Airbnb for strong income potential. Ideal for extended family, guests, or generating passive revenue in a highly desirable historic district. This rare package combines historic appeal, modern practicality, and strong investment upside in one of Middletown’s most walkable locations. Don’t miss your chance to own a piece of history with immediate income or living flexibility! Schedule your private showing today—properties like this don’t last long.

Looking for more information on 33 East Main Street?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldSep 11, 2026
$663,000
24 Young Branch Drive
Middletown MD 21769
6
4
2
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Redfin Corp
SoldJul 31, 2026
$1,200,000
6742 Deer Spring Lane
Middletown MD 21769
6
6
9
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Corner House Realty
SoldApr 30, 2026
$700,000
200 East Main Street
Middletown MD 21769
6
2
6
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Royer Select Realty

Other properties sold by Pearson Smith Realty, LLC

SoldOct 30, 2026
$322,000
204/8600 Liberty Trail
Manassas VA 20110
2
3
2
Condo
Listing courtesy of CENTURY 21 New Millennium and Pearson Smith Realty, LLC
SoldOct 30, 2026
$757,500
17276 Magic Mountain Dr
Round Hill VA 20141
4
4
2
Single-Family
Listing courtesy of Pearson Smith Realty, LLC and Real Broker, LLC
SoldOct 30, 2026
$650,000
Apt 719/1029 N Stuart St
Arlington VA 22201
2
2
1
Condo
Listing courtesy of Pearson Smith Realty, LLC and TTR Sotheby's International Realty

Browse properties sold in nearby areas

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Pearson Smith Realty, LLC participates, and is provided by BRIGHT through a licensing agreement. 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. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent