USAMDNew WindsorNone Available414 High St
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$449,000

Sold

3 months ago

414 High St, New Windsor, MD

House

MLS® MDCR2033324

Buyer represented by David Schoolnick of Sid Sells Maryland Realty

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
Lot Size 0.5 Acres
Approx. Age 1920
Avg. Price Per Sqft $168
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

Here is your opportunity to get into a beautifully updated historic villa offering rare space, character, and major system upgrades. Out-of-state buyers backed out, and you can now get into this home on a half‑acre corner lot in the heart of historic New Windsor! Even better, the state has initiated a sidewalk retrofit project, which will add new sidewalks, drains, retaining walls, 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 family and living rooms include 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 a new boiler, additional HVAC upstairs, water heater, and a fully replaced public water supply line meeting new county requirements. All this and a home warranty is included for added peace of mind. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm! Offer deadline is Sunday, May 31.
MLS® NumberMDCR2033324
Laundry LevelUpper
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1920
BasementDaylight, Full, Connecting Stairway, Outside Entrance, Sump Pump
DrivewayDetached Garage, Driveway
Garage Spaces
HeatRadiator, Heat Pump - Electric BackUp, Oil
A/CCentral A/C, Electric

Extras

Rooms

Change to metres

Laundry:Not available
Office:Not available

Price History

Jun 15, 2026End Date
$464,000Sold Price

Sold

Mar 19, 2026List Date
$449,000List Price
Nov 3, 2025End Date
$280,000Sold Price

Sold

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

Commute

Starting Address
Destination Address
414 High St, New Windsor, MD

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