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414 High St, New Windsor, MD, 21776

3beds
3baths
2,668sqft
$449,900
$169price/sqft
$3,287/moest. monthly cost
$131,480/yrincome needed

About This Home

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 due by midnight on 5/17. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm!

Getting Around

45
WalkingCar-Dependent
0
TransitVery Limited Transit
22
BikeSomewhat Bikeable

Schools

8/10
Northwest Middle SchoolGrades 6-88.4 mi
7/10

Construction

Condition

  • Year built: 1920

Materials

  • Foundation: Stone
  • Construction materials: Brick

Notable Dates

  • Major remodel year: 2026

Type & Style

  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Electric Water Heater
  • Laundry features: Upper Level,Laundry Room

Basement

  • Has basement: Yes
  • Basement: Full,Connecting Stairway,Exterior Entry,Sump Pump

Bedrooms & Bathrooms

  • Bedrooms: 3
  • Bathrooms: 3
  • Full bathrooms: 2
  • 1/2 bathrooms: 1
  • Main level bathrooms: 1

Features

  • Attic,Built-in Features,Cedar Closet(s),Ceiling Fan(s),Formal/Separate Dining Room,Pantry,Recessed Lighting
  • Flooring: Wood
  • Number of fireplaces: 3
  • Fireplace features: Wood Burning,Insert,Gas/Propane,Electric
  • Fireplace: Yes
  • Finished area above ground: 2,668

Heating & Cooling

  • Heating features: Radiator,Heat Pump,Oil
  • Cooling features: Central Air,Electric

Interior Area

  • Total structure area: 3,929
  • Total interior livable area: 2,668 sqft

Laundry

  • Level: Upper

Office

  • Level: Upper

Property

Accessibility

  • Accessibility features: None

Details

  • Parcel number: 0711009166
  • Zoning: VILLA
  • Special condition: Standard

Features

  • Levels: Two
  • Stories: 2
  • Pool features: None
  • Fencing: Back Yard,Wood

Lot

  • Lot size: 0.50 Acres
  • Features: Corner Lot

Parking

  • Total spaces: 6
  • Parking features: Storage,Garage Door Opener,Detached,Driveway
  • Has garage: Yes
  • Attached garage spaces: 3
  • Covered spaces: 3
  • Has uncovered spaces: Yes
  • Uncovered spaces: 3