414 High St

New Windsor, MD 21776

$449,900
Price
3
Beds
2,668 Sq. Ft.
$169 / Sq. Ft.
2,668
Sq. Ft.
$169
per Sq. Ft.
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Active Under Contract
Active Under Contract
Front right with outbuildings incl garage
Front facade of 414 High St.
Front Left
Front right
Dining room
Dining room to foyer, powder room, and kitchen
View of foyer & living rooms from dining
Built-ins and entry to kitchen
Powder room
Kitchen
Kitchen view to yard
Living room with built-ins
Livingroom
Extra entertaining space in livingroom
Family room
Family room w/ pass-through to stairway & dining
Family room to living room
Primary to private bath and hall
Primary view to back office, more closets
Primary view down main hall, attic door
Office
Doors to walk-in closet and deck, brick accent wal
Additional cedar closet in walk-in
Primary bath
Primary bath claw foot tub
Bedroom 2 with three closets
Bedroom 2 play cubby
Bedroom 3
Upper hall bath
Main bath linen closet, door to laundry and hall
Laundry room
Attic back
Workshop area of basement
Side porch, foyer/mudroom and kitchen access
Back patio
Fenced back yard
Potting shed
Side porch facing Lambert Ave
Side yard
View of garage from yard
Side or garage with new parking pad
Upper level of garage
Back of fenced yard
Two-story 3-car garage + additional parking
Huge Corner Lot on High St & Lambert Ave!
Colonial-esque electric fireplace in basement
What's this? ... Victorian door bell
A touch of original pre-electric lighting
Dated stone foundation
Livingroom flashback to 1872 (via AI)
Dining room flashback to 1872

Description

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...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 deadline currently midnight Sunday, 5/17. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm!
  1. Listed by Karen Brenner • Epique Realty
    P: (240)-731-3006 kb@epique.me

Property Details for 414 High Street

Tax ID Number
0711009166
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 05/18/2026 08:53 PM

Property Details for 414 High Street

StatusActive Under Contract
MLS #MDCR2033324
Days on Market52
Taxes$4,232 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1920
Lot Size0.50 AC / 21,597 SF
CountyCarroll County
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Location

Listing Courtesy of Epique Realty
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Building Information for 414 High Street

Stories2Year Built1920Building Size-Lot Size0.50 AC / 21,597 SF

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$2,595 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,242

Property Taxes

$353

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 414 High Street

Location
Location
  • In City Limits: Yes
  • School District Name: CARROLL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139051837
  • SchoolDistrictSource: Listing Agent
  • Elementary School: ELMER A WOLFE (CARROLL MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: NORTHWEST (CARROLL MD)
  • MiddleSchoolSource: Listing Agent
  • High School: FRANCIS SCOTT KEY SENIOR (CARROLL MD)
  • HighSchoolSource: Listing Agent
  • County: CARROLL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $325,767
  • Year Assessed: 2026
  • County Tax: $3,388
  • Improvement Assessed Value: $252,000
  • City Town Tax: $784
  • Land Assessed Value: $99,700
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: VILLA
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: Laundry, Office
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Laundry
  • Room Level: Upper 1
  • Room Exists: Yes
Room 2
  • Room Type: Office
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Year Major Reno Remodel: 2026
  • Total Finished SQFT: 2,668.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,522.00
  • Total SQFT: 3,929.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8048/3221/8240/804832218240_512_384_WM_eA9MG9z1S9jQOVsh.jpg
  • Basement Type: Daylight, Full, Connecting Stairway, Outside Entrance, Sump Pump
  • Foundation Details: Stone
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Corner
  • Fencing: Rear, Wood
  • Parcel ID: 11468038
Parking
Parking
  • Type Of Parking: Detached Garage, Driveway
  • Num of Detached Garage Spaces: 3
  • Driveway - # of Spaces: 3
  • Total Garage Spaces: 3
  • Garage Features: Additional Storage Area, Garage Door Opener
Interior Features
Interior Features
  • Interior Features: Attic, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Formal/Separate Dining Room, Pantry, Recessed Lighting, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 3
  • Fireplace Features: Wood, Insert, Gas/Propane, Electric
  • Accessibility Features: None
  • Laundry Type: Upper Floor
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Radiator, Heat Pump - Electric BackUp
  • Heating Fuel: Oil
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Frederick County Association of REALTORS

Property History for 414 High Street

DateEvent & SourcePriceAppreciation
May 18, 2026

Active Under Contract

BRIGHT #MDCR2033324

—
May 7, 2026

Price Change

BRIGHT #MDCR2033324

$449,900—
Apr 22, 2026

Price Change

BRIGHT #MDCR2033324

$475,000—
DateEvent & SourcePrice
05/18/2026

Active Under Contract

BRIGHT #MDCR2033324

—
05/07/2026

Price Change

BRIGHT #MDCR2033324

$449,900
04/22/2026

Price Change

BRIGHT #MDCR2033324

$475,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 414 High Street

Taxable ValueLand-Additions-Total-
Tax Record2023$3,768 ($314 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt2,522 SqFtAbove Grade Finished SqFt2,522 SqFtStories2Lot Size21,597 SqFtStyleSingle Family ResidenceYear Built1920ZoningVILLACountyCARROLLAPN11-009166Fireplace Type2 Story Brick Chimney

Schools near 414 High Street

This home is within Carroll County Public Schools.
Rating
School
Type
Grades
Distance
Elmer A. Wolfe Elementary School
Public - PK to 5
Northwest Middle School
Public - 6 to 8
Francis Scott Key High School
Public - 9 to 12
Pride School
Public - K to 5
Rating
School
Distance
Elmer A. Wolfe Elementary School
PublicPK to 5

Northwest Middle School
Public6 to 8

Francis Scott Key High School
Public9 to 12

Pride School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Epique Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/18/2026 08:53 PM