$375,000
 $2,013 est/mo Sourced by Back At You

33 E Main St,MIDDLETOWN, MD 21769

MIDDLETOWN, MD 21769

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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.

Details

MLS #MDFR2082944
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending-bright
Year1910
Days On Site76
Listing Provided ByPearson Smith Realty, LLC | Patrick Skees

Features

Bed(s)6
Bath(s) 4 Total
SQ Feet3,034
Garage3
BasementY
Story(s)3
ZoningRESIDENTIAL
Acreage0.31

Interior

CoolingWindow Unit(s)
Heating Yes / NoYes
HeatingBaseboard - Electric
AppliancesDryer, Oven/Range - Electric, Refrigerator

Exterior

RoofArchitectural Shingle
Construction MaterialsFrame, Mixed
Foundation DetailsBlock, Stone
Lot FeaturesRoad Frontage, Rear Yard

Parking

Garage Yes / NoYes
Parking FeaturesAsphalt Driveway, Shared Driveway

Taxes

Tax Annual Amount8287.87

Area Information

StateMD
CountyFREDERICK MD
CityMIDDLETOWN
Zip Code21769
AreaFREDERICK MD
Community NameMIDDLETOWN
School DistrictFREDERICK COUNTY PUBLIC SCHOOLS
Elementary SchoolMIDDLETOWN
High SchoolMIDDLETOWN
Listing VS Median (in MIDDLETOWN)
Price:
$375,000
low | high
Med:
$382,500
48.000133333333% of Average
sqft:
3,034
low | high
Med:
1,294
100% of Average
$ / sqft:
$124
low | high
Med:
$298
90.766944349023% of Average
On site:
76
low | high
Med:
5
100% of Average
Sourced by Back At You

Market Activity 21769

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Learn More About This Property

StateMD
CountyFREDERICK MD
CityMIDDLETOWN
Zip Code21769
AreaFREDERICK MD
Community NameMIDDLETOWN
School DistrictFREDERICK COUNTY PUBLIC SCHOOLS
Elementary SchoolMIDDLETOWN
High SchoolMIDDLETOWN
Listing VS Median (in MIDDLETOWN)
Price:
$375,000
low | high
Med:
$382,500
48.000133333333% of Average
sqft:
3,034
low | high
Med:
1,294
100% of Average
$ / sqft:
$124
low | high
Med:
$298
90.766944349023% of Average
On site:
76
low | high
Med:
5
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $281K - $468K
sqft: 2,000 - 3,500
Nearby Listings Property ImageNearby Listings Details
21 E MAIN ST Property Photo 1
$680,000
21 E Main St
Middletown, MD 21769
12 DEAN LN Property Photo 1
$675,000
12 Dean Ln
Middletown, MD 21769
200 PROSPECT ST Property Photo 1
$699,000
200 Prospect St
Middletown, MD 21769
Listing Updated: September 15, 2026 at 12:58:43 PM PDT