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Amy Diggs
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227-229 Main Street
New Windsor, MD 21776

$325,000 - Status: ACTIVE
Bed Icon Beds: 3
Bath Icon Baths: 2 full
Sq Feet Icon SQFT: 1,800
MLS Icon MLS# MDCR2032984

unit 229 Shown Welcome to 227/229 Main Street in the charming town of Historic New Windsor, where classic character meets modern updates. This fully renovated two-unit property offers a fantastic opportunity for investors or owner-occupants seeking flexible living arrangements. Both units feature stylish luxury vinyl plank flooring complemented by plush carpeting, a fresh neutral color palette, and sleek stainless steel appliances that create bright, contemporary living spaces. Unit 227 offers a comfortable layout with two bedrooms, a full bath, a spacious living area, a well-appointed kitchen, and the convenience of in-unit laundry. Unit 229 includes one bedroom plus a versatile flex room ideal for a home office, guest space, or hobby room, along with a living room, kitchen, and its own laundry area. Ample parking is available in the rear of the property, adding everyday convenience. Located in the heart of picturesque New Windsor, this thoughtfully updated property blends small-town charm with modern comfort and functionality. 227–229 Main Street enjoys a convenient location in the heart of Historic New Windsor with easy access to everyday amenities and nearby towns. Shopping, dining, and grocery options can be found just minutes away in Westminster, along with local markets and community events that add to the area’s small-town charm. Commuters will appreciate quick access to MD-31, MD-140, and MD-26, providing connections to Westminster, Mount Airy, Frederick, and I-70 for travel to Baltimore and Washington, D.C., with additional commuter options available via nearby MARC train stations in Frederick and Monocacy. Some photos have been virtually staged.

Property Features

MLS#: MDCR2032984
Zip: 21776
Subdivision:
Development: New Windsor
Property Type: Residential - Single Family
Basement: Yes
Cooling: Ceiling Fan(s)
Days on Site: 10
Fuel Type: Electric
Heating: Hot Water
Home Style: Side-by-Side, Colonial
Lot Size: 0.11 acres
Stories: 2.0
Taxes: $3,703
Year Built: 1854

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dryer, Washer, Refrigerator, Stove
Exterior: Exterior Lighting, Sidewalks, Street Lights
Exterior: Vinyl Siding
Flooring: Luxury Vinyl Plank, Carpet
Interior: Breakfast Area, Dining Area, Carpet, Kitchen - Eat-In, Recessed Lighting
Lot Description: Rear Yard
Lot Dimensions: 0.11 Acre(S)
Municipality: New Windsor
Sewer: Public Sewer
Special View Info: Garden/Lawn
SQFT Above Finished: 1800
SQFT Total Finished: 1800
Structure Type: Twin/Semi-Detached
Water: Public
Windows: Screens, Vinyl Clad

Local Schools

High School: FRANCIS SCOTT KEY SENIOR
Middle School: NORTHWEST
Elementary School: ELMER A WOLFE
School District: CARROLL COUNTY PUBLIC SCHOOLS

227-229 Main Street | MLS# MDCR2032984

This single family home located at 227-229 Main Street, New Windsor, MD 21776 is currently listed for sale with an asking price of $325,000. This property was built in 1854 and has 3 bedrooms and 2 full baths with 1800 sq. ft. 227-229 Main Street is located within the CARROLL COUNTY PUBLIC SCHOOLS school district. Search New Windsor real estate on adiggs.bachrealestate.com today.

Disclosure: Exterior landscaping may be different than shown in photos as a result of Hurricane Ian.

Listed By / Shown By

Listed By

Agency Name: Northrop Realty
Agency Phone: 4105492200

Shown By

Agent Name: Amy Diggs
Agent Phone: Cell: (240) 409-3673
Agency Title: Bach Real Estate

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AGENT INFORMATION

Bach Real Estate Amy Diggs (cell) (240) 409-3673

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/31/2026. The listing information on this page last changed on 03/31/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/31/2026 2:36:01 AM EST) or Bright MLS (last updated Tue 03/31/2026 12:38:05 AM EST). Real estate listings held by brokerage firms other than Bach Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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