414 High St

New Windsor, MD 21776
  • $475,000

    Price
  • 3

    Bed
  • 2.5

    Bath
  • 2,668

    SqFt

About the Listing EPIQ01 - 3361311

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!

Listing Highlights

Status Active
Days on Site 48
Property Type Residential
MLS ® MDCR2033324
Year Built 1920
Total Square Footage 2,668
Lot/Acreage 0.5
County Carroll

Interior Details

  • Bedrooms: 3
  • Bathrooms: 2 Full / 1 Half
  • Appliances:
  • Air Cond: Central A/C
  • Heating: Radiator,Heat Pump - Electric BackUp
  • Fireplaces: 3, Wood,Insert,Gas/Propane,Electric,3 Fireplaces
  • Floor:
  • Above Ground Sq Ft: 2668
  • Below Ground Sq Ft: n/a
  • Basement: Daylight,Full,Connecting Stairway,Outside Entrance,Sump Pump
  • Other: Attic,Built-Ins,Cedar Closet(s),Ceiling Fan(s),Formal/Separate Dining Room,Pantry,Recessed Lighting,Wood Floors
  • Water: Public

Exterior Details

  • Lot Description: Corner,Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: 3 car
  • Parking Spaces: 6
  • Zoning: VILLA
  • Roof:
  • Others:
  • Sewer: Public Sewer
  • Parking Features: Additional Storage Area,Garage Door Opener,Detached Garage,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $4,232
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Questions About..

414 High St New Windsor, MD 21776

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: BRIGHT_MAIN

|

home

Are you buying or selling a home?

Buying
Selling
Both
home

When are you planning on buying a new home?

1-3 Mo
3-6 Mo
6+ Mo
home

Are you pre-approved for a mortgage?

Yes
No
Using Cash
home

Would you like to schedule a consultation now?

Yes
No

When would you like us to call?

Thanks! We’ll give you a call as soon as possible.

home

When are you planning on selling your home?

1-3 Mo
3-6 Mo
6+ Mo

Would you like to schedule a consultation or see your home value?

Schedule Consultation
My Home Value

or another way