USAMDNew WindsorNone Available414 High St
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$475,000

For Sale

A month ago

414 High St, New Windsor, MD

House

MLS® MDCR2033324

3 Bed

3 Bath

2668 sqft

3 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2668 sqft
Garage Yes
Taxes $4,232
Days Active 36
Lot Size 
Approx. Age 1920
Avg. Price Per Sqft $178
MLS® Number MDCR2033324

Property Address: 414 High St, NEW WINDSOR, MD, 21776-8921

Average square foot calculated using Size range provided by listing agent.

Description

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!
MLS® NumberMDCR2033324
Laundry LevelUpper
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1920
BasementDaylight, Full, Connecting Stairway, Outside Entrance, Sump Pump
DrivewayDetached Garage, Driveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Laundry:Not available
Office:Not available

Price History

-End Date
Not Sold YetSold Price

For Sale

Mar 19, 2026List Date
$475,000List Price
Nov 3, 2025End Date
$280,000Sold Price

Sold

Sep 27, 2025List Date
$279,900List Price

Home Appraisal

This property is estimated to sell between: $385,000 and $520,000.
Similar properties in this area sold on average for: $385,380
Expected to sell in 29 days. Similar properties sold in 65 days. This home has been on eXp Realty for 36 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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414 High St, New Windsor, MD

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