33 East Main Street

Off Market

33 East Main Street

Middletown MD 21769

3034 sq. ft.

13503.6 sq. ft.

Single-Family

Last sold for $360,000

Patrick Skees, last sold this property on 15 September 2026 after 75 days on market.

Overview

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.

Features

6 bedrooms

4 bathrooms

5 carspaces

3 garage spaces

3034 sq. ft. floor area

13503.6 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 6 bedroom single-family properties sold in Middletown over the last 12 months, the estimated median property value of 33 East Main Street is $663k.

Median value

$663k

Estimated value range

$360k - $1.2m

Median days on market

Estimated value trend

-20%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Middletown. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 33 East Main Street

2026

Sold

$360,000

15 Sep 2026 by Patrick Skees, of Pearson Smith Realty, LLC

Happy sellers in Middletown

We have insufficient information to provide an overview of customer satisfaction for Middletown. Viewing the agent profiles, reviews and sales for Middletown can provide insights for this location.

Local market activity for 6 bedroom single-family properties in Middletown

In the last 12 months, 4 six-bedroom single-family properties similar to 33 East Main Street, have been sold.

This represents a 29% increase in six-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Middletown for a market analysis.

Rhonda Lowe

at Hyatt & Company Real Estate, LLC

(2 reviews)

Get a market analysis

David Wilkinson

at MacRo, Ltd.

(2 reviews)

Get a market analysis

Elle Smith

at J&B Real Estate

(14 reviews)

Get a market analysis

Kari Shank

at Kari & Associates

(199 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Middletown

Rhonda Lowe

Rhonda Lowe is a recommended agent for Middletown. They have 2 local sales and collected 1 local review across the last 12 months.

5 (2 reviews)
1 Review in Middletown
2 Sales in Middletown

View profile

David Wilkinson

David Wilkinson is a recommended agent for Middletown. They have 1 local sale and collected 1 local review across the last 12 months.

5 (2 reviews)
1 Review in Middletown
1 Sale in Middletown

View profile

Elle Smith

Elle Smith is an award winning recommended agent for Middletown. They have 1 local sale and collected 1 local review across the last 12 months.

5 (14 reviews)
1 Review in Middletown
1 Sale in Middletown

View profile

Kari Shank

Sellers who recommend Kari Shank have praised them for being local expert, responsive, clear communication, well-prepared, friendly, empathetic, and great negotiation