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33 E Main Street , Middletown, MD 21769

$375,000
  • 33 E Main Street , Middletown, MD 21769 Main Photo

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New to the Market
BEDS6 BATHS2 full 2 partial SQUARE FEET3,034 MLS#MDFR2082944
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONMIDDLETOWN SCHOOLFREDERICK COUNTY PUBLIC SCHOOLS

Property Description

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.

33 E Main Street | MLS# MDFR2082944

This single family home located at 33 E Main Street , Middletown, MD 21769 is currently listed for sale with an asking price of $375,000. This property was built in 1910 and has 6 bedrooms and 2 full and 2 partial baths with 3034 sq. ft. E Main Street is located in the MIDDLETOWN subdivision within the FREDERICK COUNTY PUBLIC SCHOOLS school district. Search MIDDLETOWN real estate on www.yermangainesteam.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Interior Access, Connecting Stairway
Cooling: Window Unit(s)
Fuel Type: None
Garage: 3
Heating: Baseboard - Electric
Home Style: Colonial
Lot Size: 0.31 Acres
Roof Type: Architectural Shingle
Stories: 3.0
Taxes: $8,287
Year Built: 1910

Feature Descriptions

Accessibility: Level Entry - Main
Additional Structures: Above Grade
Appliances: Dryer, Oven/Range - Electric, Refrigerator
Exterior: Frame, Mixed
Lot: Road Frontage, Rear Yard
Lot Dimensions: 0.31 Acre(S)
Parking Features: Asphalt Driveway, Shared Driveway
Parking Notes: 5 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 3034
SQFT Total Finished: 3034
Structure Type: Detached
Total Garage/Parking Spaces: 5
Water: Public

Local Schools

High School: MIDDLETOWN
Middle School: MIDDLETOWN
Elementary School: MIDDLETOWN
School District: FREDERICK COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Pearson Smith Realty, LLC
Agency Phone: 5713861075

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Estimated Payment

$ 1,634.55 per month $834.59 Principal & Interest $690.58 Property Tax $109.38 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 07/01/2026. The listing information on this page last changed on 07/01/2026. 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 07/01/2026 1:16:23 AM EST) or Bright MLS (last updated Wed 07/01/2026 12:38:10 AM 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 Maryland
The Gaines Group
Brandon Gaines, Jeffrey Gaines, Colin Gaines 

1425 Clarkview Road, Suite 700, Baltimore, MD 21209
410-583-0400

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