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414 High St, 
New Windsor, MD 21776

$449,900


3

Beds


3

Baths


2,668

Sq Ft


Single Family

Active

Listed by

Karen Brenner

Epique Realty, 8888933537, mdbroker@epiquerealty.com

Last updated:

May 17, 2026, 11:41 PM

MLS#

MDCR2033324

Source:

BRIGHTMLS

About This Home

414 High St

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!

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1920

Price Summary

449,900

$168 per Sq. Ft.

MLS #:

MDCR2033324

Last Updated:

May 17, 2026, 11:41 PM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,668 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,668 Sq. Ft.

Year Built:

1920


Lot

Lot Size (Sq. Ft):

21,780


Finances & Disclosures

Finances

Price:

$449,900

Price per Sq. Ft:

$168 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.