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$499,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,929 Sq. Ft.
  • 3 Car Garage
  • Updated 11 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 4/4 11:00 AM - 1:00 PM

414 High Street,New Windsor, MD 21776

414 High StreetNew WindsorMD21776

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Join us at 414 High Street on:

  • Open House: 11:00 AM - 1:00 PM

    Saturday 4/11 11:00 AM - 1:00 PM

    414 High Street,New Windsor, MD 21776
    414 High StreetNew WindsorMD21776
  • Open House: 12:00 PM - 2:00 PM

    Sunday 4/12 12:00 PM - 2:00 PM

    414 High Street,New Windsor, MD 21776
    414 High StreetNew WindsorMD21776
See This Home
Save This Home
See This Home
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Gorgeous! 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 brimming with character and modern comforts sits on a generous half-acre corner lot. Exciting news: This address is included in an upcoming state streetscape project, which will add brand-new sidewalks and pedestrian lighting-enhancing walkability, safety, and curb appeal for the entire neighborhood! Entering a foyer off of the long side porch, you'll find a welcoming dining room with plenty of built-ins, a wood-burning insert-perfect for gatherings-and a spacious kitchen with ample cabinetry, recessed lighting, and a handy pantry. Check out the powder room where you'll see a modern twist on an antique that was once the heartbeat of every household! The formal living room has more built-ins and a cozy gas fireplace. Notice the original oil lamp hardware in the family room and all of the beautifully refinished floors. Upstairs, the primary suite is a true retreat, featuring a brand-new private balcony off of a large walk-in closet with plenty of room for an office - ideal for working from home or unwinding in style. Vintage charm meets modern luxury in the suite's private bath featuring a refinished clawfoot tub. More large bedrooms and a shared bath along with a dedicated laundry room complete the upper level. The basement doubles as a workshop and features an electric fireplace, making it a versatile space for hobbies or relaxation. A brick paver patio, privacy fencing, dedicated garden shed, and a rare detached three-car garage are perfect offer a rare combination of modern utility and historic charm in the heart of town. Recent upgrades include newer windows and roof, a new boiler and HVAC system, water heater, and a fully replaced public water supply line to meet county requirements-giving you peace of mind for years to come. Don't miss your chance to own this historic gem with modern upgrades and unbeatable small-town charm!

Full Property Details for 414 High St

General

  • Price: $499,900
  • Taxes: $4,232 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDCR2033324
  • Updated: 3/31/2026
  • Added to Site: 4 day(s) ago

Interior

  • Rooms/Areas: Laundry, Office
  • Interior Features: Attic, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Formal/Separate Dining Room, Pantry, Recessed Lighting, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Wood, Insert, Gas/Propane, Electric

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Other Rooms

  • Laundry: Upper Floor

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 6
  • Parking Type: Detached Garage, Driveway
  • Garage Description: Additional Storage Area, Garage Door Opener

Location

  • Municipality: New Windsor
  • County: CARROLL
  • Subdivision: NEW WINDSOR VISTAS
  • Cross Streets: Lambert
  • Driving Directions: Use GPS
  • City Limits: Yes

School Information

  • School District: Carroll County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Radiator, Heat Pump - Electric BackUp
  • Heating Fuel: Oil
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Brick
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Daylight, Full, Connecting Stairway, Outside Entrance, Sump Pump
  • Foundation: Stone
  • Stories Description: Main, Upper 1
  • Square Feet: 3,929
  • Sq. Ft. Source: Estimated
  • Living Area: 2,668 Sq. Ft.
  • Finished Above Grnd: 2,668 Sq. Ft.
  • Year Built: 1920
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.5
  • Lot Size (Sq. Ft.): 21,597
  • Lot Size Source: Assessor
  • Zoning: VILLA
  • Lot Description: Corner
  • Fencing (Description): Rear, Wood

Financial Considerations

  • Price Per Sq. Ft.: $187.37
  • Assessment Year: 2026
  • City/TownTax: $784
  • City/TownTax Freq: Annually
  • County Tax: $3,388
  • County Tax Freq: Annually
  • Tax w/Assessment: $325,767
  • Tax Amount: $4,232
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 2522

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Epique Realty, Karen Brenner

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Listing agent

— 414 High St —

  • Karen Brenner

    Epique Realty

Listing Office Email: mdbroker@epiquerealty.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 414 High St

School District:Carroll County Public Schools, Westminster, MD
NameGradesDistance
Elmer A. Wolfe Elementary School
119 North Main Street, Union Bridge, MD 21791
PK-54.5 mi
Northwest Middle School
99 Kings Drive, Taneytown, MD 21787
6-88.4 mi
Francis Scott Key High School
3825 Bark Hill Road, Union Bridge, MD 21791
9-123.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 414 High St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/28/2026
Listed
$499,900
78.54%
MLS
10/30/2025
Sold
$280,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 414 High St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$3,768
—
$299,833
9%
2023
$3,768
—
$273,900
1%
2023
$3,768
25%
$270,767
1%
2022
$3,024
-11%
$267,633
1%
2019
$3,384
-8%
$264,500
—
2021
$3,680
—
$264,500
—
2020
$3,681
—
$264,500
—
2019
$3,666
—
$265,400
—
2018
$3,666
—
$265,400
—
2017
$3,666
-6%
$265,400
-6%
2016
$3,915
4%
$283,400
—
2015
$3,773
4%
$283,400
—
2014
$3,616
—
$283,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Epique Realty, Karen Brenner

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414 High Street, New Windsor, MD 21776 (MLS# MDCR2033324) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 414 High Street is currently listed for $499,900 and was received on March 28, 2026. Want to learn more about 414 High Street? Do you have questions about finding other Single Family real estate for sale in New Windsor? You can browse all New Windsor real estate or contact a Coldwell Banker agent to request more information.

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