See Home Value
New Windsor 21776
414 HIGH STREET
$464,000
● House - Off Market

414 HIGH STREET

NEW WINDSOR, MD 21776
bedrooms
3 Beds
bathrooms
2 Baths, 1 Half Bath
square feet
2,668 Ft²
$2,558
Est. Monthly

About This Property

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.
Unit Size
2,668 Ft²
Days on Market
-
Land Size
0.50 acres
Price per sqft
$168
Property Type
House
Property Taxes
$353
HOA Dues
-
Year Built
1920

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Last updated: 4 months ago (Bright MLS #MDCR2033324)

Price History

Date / Event Date Event Price
Jun 15, 2026 Sold
Sold
May 26, 2026 In contract -
In contract
May 23, 2026 Relisted $449,900
Relisted
May 23, 2026 Price Decreased $449,000
↓ $900 (0.2%)
Price Decreased
May 19, 2026 In contract -
In contract
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1920
  • Effective Year Built: 1920
  • Bedroom Count: 0
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 3
  • Building Quality: 9
  • Construction Type: 6
  • Building Style: 0
  • Exterior Walls Type: 2
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 6
  • Floor Count: 250
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 9
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 21,597
  • Lot Size Depth Feet: 1,600
  • Lot Size Frontage Feet: 1,160
  • Total Building Area: 2,890
  • Gross Building Area: 2,890
  • Building Area: 2,890
  • Building Area Measurement: T

    Heating and Cooling

  • Air Conditioning: 0
  • Heating: 13
  • Heated Square Feet: 2,890
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 5
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: NEW WINDSOR
  • Land Acres: 0000000496
  • Standard Land Use Code: 1001
  • County Land Use Code: R-A001
  • Legal Description 1: LT - 21597 SF 414 HIGH ST NEW WINDSOR

Neighborhood

  • School District Name: Carroll County Public Schools
  • Census Tract: 511000

Geography

  • Assessors Map Reference: 700 22 836
  • Account Number: 009166
  • District: 11
  • Parcel: 11-009166
  • Municipality: NEW WINDSOR
  • Latitude: 39.5402
  • Longitude: -77.106

    Address

  • Full Address: 414 High St
  • Address - House Number: 414
  • Address - Street Name: High
  • Address - Suffix Type: St
  • State: MD
  • City Name: New Windsor
  • Carrier Code: R777
  • 4-Digit Zip Code: 8921
  • Zip Code: 21776

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $376,772
  • Tax Rate Code Area: 111

    Appraisal Valuation

  • Standard Deviation: 0.1496
  • Valuation Date: Oct 04, 2023
  • Confidence Score: 81
  • Final Value: 381,779
  • High Value: 438,911
  • Low Value: 324,648

    Market Valuation

  • Market Total Value: $273,900
  • Market Land Value: $89,800
  • Market Improvement Value: $184,100

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $270,767

    Sales

  • Current Sale Contract Date: Oct 04, 2017
  • Current Sale Recording Date: Oct 16, 2017
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Current Sale Input Document Number: 8834-0102
  • Previous Sale Recording Date: Sep 14, 2001
  • Previous Sale Amount: $165,000
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About New Windsor


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at Town View Circle, NEW WINDSOR, MD, 21776

$2,600 /mo

  • 3 Beds
  • 2 Baths
  • 2,100 ft²
Town View Circle, NEW WINDSOR, MD, 21776 Listing by Yvone Chitava


Frequently Asked Questions

When was property at 414 High Street built and last sold?
The property at 414 High Street was built in 1920 and last sold on Oct 4, 2017 for $265,000.
How much is this home worth?
The estimated value of the home located at 414 High Street is $457,629.
What are some comparable homes to 414 High Street?
There are currently no comparable homes to 414 High Street.