414 High Street New Windsor, MD $ 499,900
414 High Street
$ 499,900
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414 High Street

New Windsor, MD, 21776
$ 499,900
Bedrooms3 Baths2.1 Sq 2,522

Monthly Estimate*

$ 3,078

414 High Street, New Windsor, MD 21776 - Image 1

Single Family Home for sale in New Windsor, MD

for $499,900 with 3 bedrooms and 2 full baths, 1 half bath. This 2,522 square foot home was built in 1920 on a lot size of 0.5.

Step into timeless elegance at 414 High Street, a beautifully updated Colonial in the heart of historic New Windsor! This stately 3-bedroom, 2.5-bath home sits on a generous half-acre corner lot, offering nearly 2,900 sq ft of living space brimming with character and modern comforts. Inside, youll find a welcoming formal living room with decorative wood accents and a cozy gas fireplace, a grand dining room with a wood-burning insertperfect for gatheringsand a spacious kitchen with ample cabinetry, recessed lighting, and a handy pantry. The kitchen connects to a mudroom for added convenience. Upstairs, the luxurious primary suite is a true retreat, featuring a brand-new private balcony, a large walk-in closet, and an attached officeideal for working from home or unwinding in style. The suites private bath and additional upstairs bedrooms offer comfort and flexibility for any lifestyle. A convenient laundry room completes the upper level. The finished basement doubles as a workshop and features an electric fireplace, making it a versatile space for hobbies or relaxation. Enjoy outdoor living with a brick paver patio, privacy fencing, a garden shed, and a rare detached three-car garageperfect for vehicles, storage, or projects. Recent upgrades include a new HVAC system, water heater, and a fully replaced public water supply line to meet county requirementsgiving you peace of mind for years to come. Exciting news: This address is included in an upcoming state streetscape project, which will add brand-new sidewalks and pedestrian lightingenhancing walkability, safety, and curb appeal for the entire neighborhood! All this, just steps from New Windsors charming town center and local favorites like New Windsor Liquor and Deli. Dont miss your chance to own this historic gem with modern upgrades and unbeatable small-town charm!

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Single Family Coming Soon

Price

$ 499,900

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,232

Style

Colonial

Lot Size

0.5

Year Built

1920

Town/City

New Windsor

County/Region

Carroll

MLS | Web ID

MDCR2033324

Features
General
Living Area 2522
Sewer Public Sewer
Heating Radiator Heat Pump - Electric BackUp
Cooling Central A/C
Possession Immediate
Zoning VILLA
Garage Spaces 3.00
Architectural Style Colonial
Construction Materials Brick
School District CARROLL COUNTY PUBLIC SCHOOLS
Year Built 1920
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality New Windsor
Accessibility None
County CARROLL
New Construction N
Property Type Residential
HOA N
Subdivision Name NEW WINDSOR VISTAS
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status COMING SOON
Directions Use GPS
City NEW WINDSOR
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 21597.00
Tax Annual Amount 4232.0
Home Warranty Y/N N
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 198.22
Vacation Rental Y/N N
Standard Status Coming Soon
Year Built Source Assessor
Legal Subdivision NEW WINDSOR ELECTION DISTRICT
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Interior
Heating Fuel Oil
Basement Daylight Full Connecting Stairway Outside Entrance Sump Pump
Total Fireplaces 3
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2522
Half Baths 1
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Laundry Office
Below Grade Finished Area Unit Type Square Feet
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
Water Source Public
Garage Features Additional Storage Area Garage Door Opener
Type of Parking Detached Garage Driveway
Foundation Details Stone
Water View Y/N N
Lot Size Acres 0.50
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 99700.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 414
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* Excluded Features
List By
Epique Realty

Broker

kbusybwriter@gmail.com

Email

Affordability Calculator

$3,431
Per Month
90%
10%
0%
Monthly Principal & Interest
$3,078
Monthly Property Taxes
$353
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
3533479 Elementary School
3533535 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
3/19/2026$499,900 Listed Price

Map


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414 High Street, New Windsor, MD, 21776 is a Single Family Home for sale at $499,900 with 2,522 sqft and a lot size of 0.5. 414 High Street has 3 bedrooms, 2.1 baths, and was built in 1920. The property's zip code is 21776 which is in New Windsor, MD