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414 High Street

NEW WINDSOR, MD 21776
  • $449,900
  • STATUS: Active Under Contract
  • ON SITE: 61 Days
  • ID#: MDCR2033324
Under Contract
UPDATED: 28 min ago
$449,900
  • 3
    BEDS
  • 0.5
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,668
    SQFT
  • $169
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1920
County:

School Information

Elementary School:
Middle School:

Description

A beautifully updated Colonial offering rare space, character, and major system upgrades — all on a half‑acre corner lot in the heart of historic New Windsor! This home is the first address included in the upcoming state‑funded streetscape project, which will add new sidewalks and pedestrian lighting, enhancing walkability, safety, and curb appeal for the entire neighborhood.Step into timeless elegance in this stately 3‑bedroom, 3‑bath home filled with natural light and thoughtful updates. A bright foyer off the welcoming side porch leads to a dining room with built‑ins and a wood‑burning insert — perfect for gatherings. The powder room features a modern twist on a vintage household staple. The spacious kitchen offers abundant cabinetry and prep space, while the large formal living room includes more built‑ins and a cozy gas fireplace. Refinished floors and abundant storage add to the home’s charm and functionality.Upstairs, the primary suite is a true retreat with a brand‑new private balcony, a large office, and an additional walk‑in closet ideal for working from home. The ensuite bath blends vintage charm with modern comfort, featuring a refinished clawfoot tub. Two additional large bedrooms, a shared bath, and a dedicated laundry room complete the upper level.The basement doubles as a workshop with an electric fireplace, and the walk‑up attic offers hickory flooring, new windows, and generous storage. Outside, enjoy a brick paver patio, privacy fencing, a garden shed, and a rare detached three‑car garage with an additional 600 sq. ft. of attic space ready for your imagination.The long list of recent improvements includes HVAC, water heater, and a fully replaced public water supply line meeting new county requirements. And a home warranty is included for added peace of mind.Recently adjusted price — offers deadline currently midnight Sunday, 5/17. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm!

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or AJ Team Realty | EXP Realty. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-05-20T18:56:07.7.
www.ajteamrealty.com/homes/174271074
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414 High Street NEW WINDSOR, MD 21776

  • Price: $449,900
  • Status: Active Under Contract
  • On Site: 61 Days
  • Updated: 28 min ago
  • ID#: MDCR2033324
3
Beds
2
Baths
1
½ Baths
0.5
Acres
2,668
SQFT
$169
$/SQFT
1920
Built
Neighborhood:
New Windsor Vistas
County:
Carroll
Elementary School:
Elmer A Wolfe
Middle School:
Northwest
High School:
Francis Scott Key Senior
School District:
Carroll County Public Schools
Property Description
A beautifully updated Colonial offering rare space, character, and major system upgrades — all on a half‑acre corner lot in the heart of historic New Windsor! This home is the first address included in the upcoming state‑funded streetscape project, which will add new sidewalks and pedestrian lighting, enhancing walkability, safety, and curb appeal for the entire neighborhood.Step into timeless elegance in this stately 3‑bedroom, 3‑bath home filled with natural light and thoughtful updates. A bright foyer off the welcoming side porch leads to a dining room with built‑ins and a wood‑burning insert — perfect for gatherings. The powder room features a modern twist on a vintage household staple. The spacious kitchen offers abundant cabinetry and prep space, while the large formal living room includes more built‑ins and a cozy gas fireplace. Refinished floors and abundant storage add to the home’s charm and functionality.Upstairs, the primary suite is a true retreat with a brand‑new private balcony, a large office, and an additional walk‑in closet ideal for working from home. The ensuite bath blends vintage charm with modern comfort, featuring a refinished clawfoot tub. Two additional large bedrooms, a shared bath, and a dedicated laundry room complete the upper level.The basement doubles as a workshop with an electric fireplace, and the walk‑up attic offers hickory flooring, new windows, and generous storage. Outside, enjoy a brick paver patio, privacy fencing, a garden shed, and a rare detached three‑car garage with an additional 600 sq. ft. of attic space ready for your imagination.The long list of recent improvements includes HVAC, water heater, and a fully replaced public water supply line meeting new county requirements. And a home warranty is included for added peace of mind.Recently adjusted price — offers deadline currently midnight Sunday, 5/17. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm!
Exterior Features

Architectural Style Colonial Construction Materials Brick Fencing RearWood Garage Spaces 3.00 Garage Type Additional Storage AreaGarage Door Opener Garage YN Yes Lot Features Corner Parking Types Detached GarageDriveway Pool No Pool Water Access YN No Water View YN No Waterfront YN No

Interior Features

Above Grade Fin SQFT 2668 Basement DaylightFullConnecting StairwayOutside EntranceSump Pump Basement YN Yes Below Grade Unfinished Area 1261 Cooling Central A/C Fireplace Features WoodInsertGas/PropaneElectric Fireplace YN Yes Fireplaces Total 3 Heating RadiatorHeat Pump - Electric BackUp Heating YN Yes Interior Features AtticBuilt-InsCedar Closet(s)Ceiling Fan(s)Formal/Separate Dining RoomPantryRecessed LightingWood Floors Laundry Type Upper Floor Levels 2 Main Level Bedrooms 0 Room List LaundryOffice Upper Level1 Bedrooms 3

Property Features

Accessibility Features None Association YN No Central Air YN Yes Condo YN No Cooling Fuel Electric Cross Street Lambert Foundation Details Stone Heating Fuel Oil Hot Water Electric Municipality New Windsor Navigable Water YN N New Construction YN No Original MLSNumber 804659279246 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 4232.00 Vacation Rental YN No Water Source Public Year Built Effective 2026 Zoning VILLA

Listing courtesy of Epique Realty: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or AJ Team Realty | EXP Realty. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-05-20T18:56:07.7.
 
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