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 County’s 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 Middletown’s 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 you’re 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.
Sold for $360,000
Zestimate®
$360,000
208 W Main St, Middletown, MD 21769
4beds
1,616sqft
Single Family Residence
Built in 1890
4,950 Square Feet Lot
$360,000 Zestimate®
$223/sqft
$2,725 Estimated rent
Home value
$360,000
$338,000 - $382,000
$2,725/mo
Zestimate® history
Owner options
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$2,725/mo
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$2,725/mo
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$2,174/mo
Est. payment
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$2,174/mo
Est. payment
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Built-in pantry storage
Zillow last checked:
Listing updated:
Listed by:
Heather Ponce 301-748-4658,
Maryland Elite Realtors
Bought with:
Molly Marsh-Riley, RSR005764
Marsh Realty
Source: Bright MLS,MLS#: MDFR2080400
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Primary bedroom
- Features: Attached Bathroom, Flooring - Wood, Recessed Lighting
- Level: Main
Bedroom 2
- Features: Flooring - Wood
- Level: Upper
Bedroom 3
- Features: Flooring - Wood
- Level: Upper
Bedroom 4
- Features: Flooring - Wood
- Level: Upper
Bathroom 1
- Features: Bathroom - Walk-In Shower, Countertop(s) - Quartz, Flooring - Tile/Brick
- Level: Main
Bathroom 2
- Features: Granite Counters, Flooring - Tile/Brick
- Level: Main
Bathroom 3
- Features: Bathroom - Tub Shower, Countertop(s) - Quartz, Flooring - Tile/Brick
- Level: Upper
Basement
- Features: Basement - Partially Finished
- Level: Lower
Kitchen
- Features: Countertop(s) - Quartz, Flooring - Tile/Brick, Kitchen - Country, Kitchen - Electric Cooking, Kitchen Island, Pantry
- Level: Main
Living room
- Features: Attached Bathroom, Flooring - Wood, Recessed Lighting
- Level: Main
Heating
- Forced Air, Heat Pump, Electric
Cooling
- Heat Pump, Electric
Appliances
- Included: Microwave, Refrigerator, Oven/Range - Electric, Dishwasher, Dryer, Self Cleaning Oven, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water Heater
- Laundry: In Basement
Features
- Attic, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Country, Kitchen Island, Pantry, Recessed Lighting, Upgraded Countertops, Dry Wall
- Flooring: Hardwood, Wood
- Basement: Connecting Stairway,Exterior Entry,Partially Finished
- Has fireplace: No
Interior area
- Total structure area: 2,499
- Total interior livable area: 1,616 sqft
- Finished area above ground: 1,616
- Finished area below ground: 0
Property
Parking
- Parking features: On Street, Other
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Fencing: Partial,Split Rail
Lot
- Size: 4,950 sqft
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1103144186
- Zoning: RESIDENTIAL
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Composition,Shingle
Condition
- Excellent
- New construction: No
- Year built: 1890
- Major remodel year: 2026
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Middletown
- Subdivision: None Available
- Municipality: Middletown
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan,USDA Loan,Other
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2026 | Sold | $360,000-1.4%$223/sqft |
Source:  Bright MLS #MDFR2080400 Report a problem | ||
| 5/28/2026 | Contingent | $364,999$226/sqft |
Source: Bright MLS #MDFR2080400 Report a problem | ||
| 5/22/2026 | Price change | $364,999-2.6%$226/sqft |
Source: Bright MLS #MDFR2080400 Report a problem | ||
| 5/6/2026 | Price change | $374,900-3.1%$232/sqft |
Source: Bright MLS #MDFR2080400 Report a problem | ||
| 4/24/2026 | Listed for sale | $387,000+146.5%$239/sqft |
Source: Bright MLS #MDFR2080400 Report a problem | ||
| 12/17/2025 | Sold | $157,000-65.1%$97/sqft |
Source: Public Record Report a problem | ||
| 7/1/2016 | Listing removed | $449,900$278/sqft |
Source: RE/MAX Results #FR8697633 Report a problem | ||
| 6/3/2016 | Pending sale | $449,900$278/sqft |
Source: RE/MAX Results #FR8697633 Report a problem | ||
| 1/25/2016 | Listed for sale | $449,900$278/sqft |
Source: RE/MAX Results #FR8697633 Report a problem | ||
| 12/9/2015 | Listing removed | $449,900$278/sqft |
Source: RE/MAX RESULTS #FR8697633 Report a problem | ||
| 7/18/2015 | Listed for sale | $449,900+274.9%$278/sqft |
Source: RE/MAX RESULTS #FR8697633 Report a problem | ||
| 11/9/2009 | Sold | $120,000-33.3%$74/sqft |
Source: Public Record Report a problem | ||
| 5/3/2009 | Price change | $179,900-5.3%$111/sqft |
Source: Buyers & Sellers Realty #FR6879194 Report a problem | ||
| 3/20/2009 | Price change | $189,900-20.5%$118/sqft |
Source: Assist-2-Sell, Inc. #FR6879194 Report a problem | ||
| 12/22/2008 | Listed for sale | $239,000$148/sqft |
Source: Assist-2-Sell, Inc. #FR6879194 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,276 +14.6% | $219,267 +11.6% |
| 2024 | $2,858 +17.1% | $196,533 +13.1% |
| 2023 | $2,440 +5.3% | $173,800 |
| 2022 | $2,317 +5.8% | $173,800 +11.3% |
| 2021 | $2,190 +5.8% | $156,200 |
| 2020 | $2,070 +2.9% | -- |
| 2019 | $2,011 +3% | $147,400 +5.9% |
| 2018 | $1,953 +23.5% | $139,133 +3.1% |
| 2017 | $1,582 -7.6% | $135,000 +4.3% |
| 2016 | $1,712 | $129,467 +4.5% |
| 2015 | $1,712 | $123,933 +4.7% |
| 2014 | $1,712 | $118,400 |
| 2013 | -- | $118,400 |
| 2012 | -- | $118,400 -1.9% |
| 2011 | -- | $120,700 -38.1% |
| 2010 | -- | $194,870 |
| 2009 | -- | $194,870 -17.1% |
| 2008 | -- | $235,070 +13.8% |
| 2007 | -- | $206,476 +16.1% |
| 2006 | -- | $177,883 +19.2% |
| 2005 | -- | $149,290 +5.6% |
| 2004 | -- | $141,326 +6% |
| 2003 | -- | $133,363 +6.4% |
| 2002 | -- | $125,400 +3.5% |
| 2001 | -- | $121,142 |
Find assessor info on the county website
Neighborhood: 21769
Nearby schools
GreatSchools rating
- 8/10Middletown Elementary SchoolGrades: 3-5Distance: 0.6 mi
- 7/10Middletown Middle SchoolGrades: 6-8Distance: 0.7 mi
- 8/10Middletown High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- District: Frederick County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$360,000
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$360,000
- Maryland
- Frederick County
- Middletown
- 21769
- 208 W Main St
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