Join Sign In

414 High Street, New Windsor, MD 21776

$449,000
  • 414 High Street, New Windsor, MD 21776 Main Photo

51 Total Photos [Click to View All]

Contingent Price Reduced $900 on May 22nd, 2026
BEDS3 BATHS2 full 1 partial SQUARE FEET2,668 MLS#MDCR2033324
STATUSACTIVE UNDER CONTRACT PROPERTY TYPEResidential - Single Family SUBDIVISIONNEW WINDSOR VISTAS SCHOOLCARROLL COUNTY PUBLIC SCHOOLS

Property 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.

414 High Street | MLS# MDCR2033324

This single family home located at 414 High Street, New Windsor, MD 21776 is currently listed for sale with an asking price of $449,000. This property was built in 1920 and has 3 bedrooms and 2 full and 1 partial baths with 2668 sq. ft. High Street is located in the NEW WINDSOR VISTAS subdivision within the CARROLL COUNTY PUBLIC SCHOOLS school district. Search NEW WINDSOR VISTAS real estate on www.hsvtours.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Daylight, Full, Connecting Stairway, Outside Entrance, Sump Pump
Cooling: Central A/C
Fireplaces: 3
Fuel Type: Oil
Garage: 3
Heating: Radiator, Heat Pump - Electric BackUp
Home Style: Colonial
Lot Size: 0.50 Acres
Stories: 2.0
Taxes: $4,232
Year Built: 1920

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Exterior: Brick
Fencing: Rear, Wood
Fireplace: Wood, Insert, Gas/Propane, Electric
Interior: Attic, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Formal/Separate Dining Room, Pantry, Recessed Lighting, Wood Floors
Lot: Corner
Lot Dimensions: 0.50 Acre(S)
Municipality: New Windsor
Parking Notes: 6 Total Parking Spaces
Rooms: Laundry, Office
Sewer: Public Sewer
SQFT Above Finished: 2668
SQFT Total Finished: 2668
Structure Type: Detached
Total Garage/Parking Spaces: 6
Water: Public

Local Schools

High School: FRANCIS SCOTT KEY SENIOR
Middle School: NORTHWEST
Elementary School: ELMER A WOLFE
School District: CARROLL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Epique Realty
Agency Phone: 8888933537

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535

IDX logo

Estimate Your Payment

Estimated Payment

$ 1,482.90 per month $999.28 Principal & Interest $352.67 Property Tax $130.96 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Monthly PMI fees could increase payment if above 80% LTV)
Getting pre-qualified is the first step to buying a home! GET PREQUALIFIED NOW Home Mortgage Logo

Login to Saved Search

Pixel