33 E Main St Middletown, MD 21769
Estimated payment $2,704/month
Highlights
- Very Popular Property
- Colonial Architecture
- 3 Car Direct Access Garage
- Middletown Middle School Rated A-
- No HOA
- Window Unit Cooling System
About This Home
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.
Listing Agent
(571) 386-1075 patskees@gmail.com Pearson Smith Realty, LLC Brokerage Phone: 5713861075 License #0225215326 Listed on: 07/01/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,288
Year Built
- Built in 1910
Lot Details
- 13,504 Sq Ft Lot
- Back Yard
Parking
- 3 Car Direct Access Garage
- 2 Driveway Spaces
- Side Facing Garage
- Shared Driveway
Home Design
- Colonial Architecture
- Block Foundation
- Stone Foundation
- Frame Construction
- Architectural Shingle Roof
Interior Spaces
- 3,034 Sq Ft Home
- Property has 3 Levels
- Electric Oven or Range
- Dryer
Bedrooms and Bathrooms
- 6 Bedrooms
Basement
- Connecting Stairway
- Interior Basement Entry
Accessible Home Design
- Level Entry For Accessibility
Schools
- Middletown
- Middletown High School
Utilities
- Window Unit Cooling System
- Electric Baseboard Heater
- Electric Water Heater
Community Details
- No Home Owners Association
- Middletown Subdivision
Listing and Financial Details
- Assessor Parcel Number 1103134148
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,691 | $505,433 | -- | -- |
| 2024 | $6,691 | $452,967 | $0 | $0 |
| 2023 | $5,738 | $400,500 | $123,200 | $277,300 |
| 2022 | $5,493 | $382,867 | $0 | $0 |
| 2021 | $5,003 | $365,233 | $0 | $0 |
| 2020 | $5,003 | $347,600 | $98,000 | $249,600 |
| 2019 | $4,902 | $340,333 | $0 | $0 |
| 2018 | $4,852 | $333,067 | $0 | $0 |
| 2017 | $4,701 | $325,800 | $0 | $0 |
| 2016 | $4,297 | $310,633 | $0 | $0 |
| 2015 | $4,297 | $295,467 | $0 | $0 |
| 2014 | $4,297 | $280,300 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/01/2026 07/01/26 | For Sale | $375,000 | -- | $124 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- | |
| Deed | $297,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $287,000 | No Value Available |
Source: Bright MLS
MLS Number: MDFR2082944
APN: 03-134148
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Copyright 2026 Bright MLS, Inc.
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Ask me questions while you tour the home.