208 Main Street Middletown, MD $ 364,999
208 Main Street
$ 364,999
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208 Main Street

Middletown, MD, 21769
$ 364,999
Bedrooms4 Baths2.1 Sq 1,616

Monthly Estimate*

$ 2,247

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View a Virtual Tour

Single Family Home for sale in Middletown, MD

for $364,999 with 4 bedrooms and 2 full baths, 1 half bath. This 1,616 square foot home was built in 1890 on a lot size of 0.11.

208 W Main Street in Middletown offers the rare combination of historic Main Street charm and major modern updates including a brand-new structural roof and sheathing for long-term peace of mind. Fully renovated and move-in ready, this thoughtfully updated home blends character, comfort, and convenience in one of Frederick Countys most walkable small-town settings. Step inside to bright, refreshed living spaces featuring updated finishes, modern systems, and a flexible layout designed for everyday living. The desirable main-level primary suite adds convenience and accessibility, while the renovated interior preserves the warmth and personality buyers love in historic homes. A surprise Bonus room is above the kitchen and all new systems include manufacturer's warranty. Outside, enjoy a private backyard ideal for relaxing, entertaining, gardening, or quiet evenings at home. Located just moments from Middletowns shops, dining, parks, and local events, this property offers a true walkable lifestyle with nearby EV charging access and the freedom of no HOA restrictions. Whether youre searching for your first home, downsizing into something full of character, or looking for a turnkey historic property without the renovation headaches, this Main Street home delivers a unique opportunity to enjoy small-town living with modern confidence.

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Single Family Contingent

Price

$ 364,999

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 3,166

Style

Colonial

Lot Size

0.11

Year Built

1890

Town/City

Middletown

County/Region

Frederick

MLS | Web ID

MDFR2080400

Features
General
Living Area 1616
Sewer Public Sewer
Heating Forced Air Heat Pump(s)
Cooling Heat Pump(s)
Possession Settlement
Roof Composite Shingle
Appliances Built-In Microwave Refrigerator Oven/Range - Electric Dishwasher Dryer - Electric Oven - Self Cleaning Stainless Steel Appliances Washer Water Heater
Zoning RESIDENTIAL
Architectural Style Colonial
Construction Materials Frame
School District FREDERICK COUNTY PUBLIC SCHOOLS
Year Built 1890
Levels 3
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Middletown
Accessibility None
County FREDERICK
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Total Rooms 0
Full Baths 2
Status ACTIVE UNDER CONTRACT
Directions Take 70W to Exit 49 - Alt 40 turn right onto Alt 40 Old National Pike. In 4.1 miles the property is on your left at 208 W Main St in Middletown. Parking spots out front on street or public parki
City MIDDLETOWN
Disclosures Lead Based Paint - Federal Lead Based Paint - State Prop Disclosure
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 4950.00
Tax Annual Amount 3166.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 225.87
Acceptable Financing Cash Conventional FHA VA USDA Other
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://midmarylandrealestatephotography.hd.pics/208-W-Main-St
Standard Status Active Under Contract
Year Built Source Assessor
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Interior
Interior Amenities Attic Bathroom - Walk-In Shower Bathroom - Tub Shower Entry Level Bedroom Floor Plan - Traditional Kitchen - Country Kitchen - Island Pantry Recessed Lighting Upgraded Countertops Wood Floors
Heating Fuel Electric
Basement Connecting Stairway Outside Entrance Partially Finished
Flooring Hardwood
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 1616
Half Baths 1
Central Air Y/N N
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Living Room Primary Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Kitchen Basement Bathroom 1 Bathroom 2 Bathroom 3
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Basement
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool No Pool
Fencing Partially Split Rail
Water Source Public
Type of Parking On Street Other
Foundation Details Stone
Water View Y/N N
Lot Size Acres 0.11
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 80000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 208
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* Excluded Features
List By
Maryland Elite Realtors

Broker

heathersellsmd@gmail.com

Email

Affordability Calculator

$2,511
Per Month
89%
11%
0%
Monthly Principal & Interest
$2,247
Monthly Property Taxes
$264
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533201 Elementary School
3533240 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/23/2026$364,999 -2.64% Price Down
5/6/2026$374,900 -3.13% Price Down
4/14/2026$387,000 Listed Price

Map


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208 Main Street, Middletown, MD, 21769 is a Single Family Home for sale at $364,999 with 1,616 sqft and a lot size of 0.11. 208 Main Street has 4 bedrooms, 2.1 baths, and was built in 1890. The property's zip code is 21769 which is in Middletown, MD