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414 HIGH St

new windsor, MD 21776

$475,000

  • 3 BR
    2 BA, 1 HALF BA
    approx. 2,668 SF

Interested? Let's Connect

Wow! A beautifully updated Colonial with rare space, character, and major system upgrades — all on a half‑acre corner lot! Recently adjusted price — seller will review all offers on May 4th.

Make history and almost instant equity in the heart of historic New Windsor: this home is the first address included in the state-funded streetscape project, which will add brand new sidewalks and pedestrian lighting, enhancing walkability, safety, and curb appeal for the entire neighborhood.

Step into timeless elegance at this stately 3-bedroom, 3-bath home brimming with character and modern comforts. Entering a bright foyer off of the welcoming side porch, you'll find a dining room with plenty of built-in cabinets, a wood-burning insert—perfect for gatherings. Check out the powder room where you'll see a modern twist on an antique that was once the heartbeat of every household! The spacious kitchen has plenty of countertops and cabinetry. The large, formal living room has more built-in shelving and a cozy gas fireplace. Notice all of the multi-use space and beautifully refinished floors.

Upstairs, the primary suite is a true retreat, featuring a brand-new private balcony off of a large office with an additional walk-in closet 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. The walk-up attic has hickory flooring, new windows, and plenty of storage.

A brick paver patio, privacy fencing, dedicated garden shed, and a rare detached three-car garage offer a rare combination of modern utility and historic charm. Use your imagination in the garage attic, which adds an additional 600 square feet of space. A long list of recent improvements is attached, including HVAC, water heater, and a fully replaced public water supply line to meet new county requirements. All of this and a home warranty is included, 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!

OPEN HOUSE

04/25 11:00AM - 1:00PMAdd to Calendar

Details

2,668 Sq Ft

0.5 Private Acres Lot Size

other

$4,232 Annual Tax

Built in 1920

MLS/Listing ID MDCR2033324

Amenities & Features

Electric Fireplace

Attic

Cedar Closets

Style - Colonial

Construction - Brick

Cooling - Central Air

Stone

Ceiling Fans

Pantry

Recessed Lighting

Public Water

Heating - Oil

Wood

Insert Fireplace

Public Sewer

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 414 HIGH St?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 04/23/2026.
Source: Bright Multiple Listing Service, Inc.

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