For SaleHistoric · 114 yrs

221 Main St

New Windsor, MD, 21776 • 21776 • Carroll County

$349,000

$180/sqft

Down payment assistance available

4Beds

2Baths

1,936Sqft

0.1 acLot

1912Built

Property DNA

5 highlights

Traditional Style

Built 1912 · 114 years of history

None Available

21776

Special Features

Above Grade · Below Grade

Wood Floors

Quality flooring throughout

Just Listed

Listed Apr 9, 2026

Market activity

Demand and pricing signals for this listing

38 views

People checking out this listing

1 saves

Buyers have saved this home

$180/sqft

Price per square foot

About this home

Single Family · Built 1912 · Historic

You must have a look at this gorgeous Colonial home featuring stunning craftsmanship and beautiful woodwork including original pocket doors and custom handrails on the flowing staircase leading to 4 generous sized bedrooms on the second level. The home is located in the historic town of New Windsor, MD. You’ll find this 4 bedroom, one and a half bath property to be more than roomy. Your Kitchen with stainless appliances opens to the spacious dining room for easy entertaining. The main level offers, living, dining, laundry, and the half bath. Step out back to your fenced in yard with private patio for coffee/tea, or reading your favorite book. Upstairs, you will find generously sized bedrooms, a full bath, and a stairway to the bonus level. Use the third level for additional storage, or its waiting for your vision to add living space. Convenient off-street parking in the rear gives you security for your vehicles. New Windsor offers rich history with the small-town feel, but is close to all the amenities of Westminster, only a 10-minute drive away. Schedule your tour today.

Standout features identified

Our analysis highlights fenced in yard, stunning craftsmanship, and original pocket doors as key attractions of this home.

Estimated monthly payment

Based on current rates

$2,150/month

Principal & Interest$1,685

Property Tax$349

Insurance$116

Down payment20% ($69,800)

3%50%

Est. 6.06% rate · 30yr fixed · $279,200 loan

Full calculator →

Virtual Tour

Open in new tab ↗

Loading virtual tour…

At a glance

Key facts and listing details

TypeSingle Family Residence

Year Built1912

HeatingRadiator, Oil

CoolingCeiling Fan(s), Window Unit(s), Electric

Parking4 Parking spaces

Lot4,500 sqft

Days on Zillow0

Price/sqft$180

Property

Home typeSingle Family

Sub-typeSingle Family Residence

StyleTraditional

Year built1912

Stories4

Systems

HeatingRadiator, Oil

CoolingCeiling Fan(s), Window Unit(s), Electric

ConstructionCombination

Water / SewerPublic / Public Sewer

Parking & Outdoor

ParkingPaved, Private, Off Street

BasementInterior Entry,Connecting Stairway

FencingFull

Lot4,500 sqft

Location & Tax

Neighborhood21776

ZoningRESIDENTIAL

Annual tax$3,401

Parcel11010075

Bathrooms & Fees

Full baths1

Features & details

10 categories of property features

Interior Features

Interior

Dining Area

Floor Plan - Traditional

Eat-in Kitchen

Kitchen - Table Space

Appliances

Water Heater

Flooring

Wood

Heating

Radiator

Oil

Cooling

Ceiling Fan(s)

Window Unit(s)

Electric

Accessibility

None

Exterior Features

Parking

Paved

Private

Off Street

Construction

Combination

Pool Features

None

Other Structures

Above Grade

Below Grade

Room details

12 rooms detailed

Bedroom1

Upper

11×12 ft132 sqft

Bedroom2

Upper

11×12 ft132 sqft

Bedroom3

Upper

11×11 ft121 sqft

Bedroom4

Upper

10×11 ft110 sqft

Other

Upper

Attic - Walk-Up

Dining Room

Main

11×16 ft176 sqft

Flooring - HardWood

Listing insights

Market data and value estimates

StatusFor Sale

Est. value$359,500

Est. rent$2,195/mo

Tax rate0.86%

Price/sqft$180

On marketApr 9, 2026

PostedApr 9, 2026

Last sold$200,000

MLS updatedApr 8, 2026

Tour days9

Favorites1

How are the schools in New Windsor?

3 schools rated nearby

Elmer A. Wolfe Elementary School

Primary • Public • PK-5

4.4 mi

Northwest Middle School

Middle • Public • 6-8

8.2 mi

Francis Scott Key High School

High • Public • 9-12

3.7 mi

Location

New Windsor, MD, 21776

Expand map

Price history

12 events

DateEventPrice$/sqftSource

Apr 9, 2026Listed For Sale$349,000$180Bright MLS

Nov 12, 2025Listing Removed$358,999$185Bright MLS

Nov 6, 2025Price Change$358,999$185Bright MLS

Oct 30, 2025Listed For Sale$359,000$185Bright MLS

Oct 8, 2025Listing Removed$399,000$206Bright MLS

Aug 25, 2025Price Change$399,000$206Bright MLS

Aug 12, 2025Price Change$419,000$216Bright MLS

Jul 4, 2025Listed For Sale$429,000$222Bright MLS

Nov 3, 2017Sold$200,000$103Public Record

Nov 3, 2017Listed For Sale$200,000$103Real Estate Teams, Llc

Sep 25, 2017Pending Sale$200,000$103Real Estate Teams, LLC

Sep 8, 2017Listed For Sale$200,000$103Real Estate Teams, LLC

Listed For Sale$349,000

Apr 9, 2026•$180/sqft•Bright MLS

Listing Removed$358,999

Nov 12, 2025•$185/sqft•Bright MLS

Price Change$358,999

Nov 6, 2025•$185/sqft•Bright MLS

Listed For Sale$359,000

Oct 30, 2025•$185/sqft•Bright MLS

Listing Removed$399,000

Oct 8, 2025•$206/sqft•Bright MLS

Price Change$399,000

Aug 25, 2025•$206/sqft•Bright MLS

Price Change$419,000

Aug 12, 2025•$216/sqft•Bright MLS

Listed For Sale$429,000

Jul 4, 2025•$222/sqft•Bright MLS

Sold$200,000

Nov 3, 2017•$103/sqft•Public Record

Listed For Sale$200,000

Nov 3, 2017•$103/sqft•Real Estate Teams, Llc

Pending Sale$200,000

Sep 25, 2017•$103/sqft•Real Estate Teams, LLC

Listed For Sale$200,000

Sep 8, 2017•$103/sqft•Real Estate Teams, LLC

Tax history

25 years of records

YearTax paidAssessed value

Apr 9, 2025$3,034$240,067

Apr 9, 2024$2,900$208,400

Apr 9, 2023$2,878$206,800

Apr 9, 2022$2,855$208,400

Apr 9, 2021$2,833$203,600

Apr 9, 2020$2,654$190,700

Apr 9, 2019$2,474$203,600

Apr 9, 2018$616$164,900

Apr 9, 2017$2,295$164,900

Apr 9, 2016—$164,900

Apr 9, 2015—$169,700

Apr 9, 2014—$169,700

Apr 9, 2013—$169,700

Apr 9, 2012—$180,800

Apr 9, 2011—$180,800

Apr 9, 2010—$180,800

Apr 9, 2009—$180,860

Apr 9, 2008—$157,682

Apr 9, 2007—$134,506

Apr 9, 2006—$111,330

Apr 9, 2005—$107,802

Apr 9, 2004—$104,276

Apr 9, 2003—$100,750

Apr 9, 2002—$97,482

Apr 9, 2001—$94,216

Nearby homes

Recently Sold

$260,000

3 ba2,100 sqft

223 Main St, New Windsor, MD

Recently Sold

$150,000

3 bd1.5 ba1,280 sqft

314A Main St, New Windsor, MD

For Sale

$325,000

3 bd2 ba1,800 sqft

227-229 Main St, New Windsor, MD

Recently Sold

$271,000

2 ba1,800 sqft

227 Main St, Westminster, MD

Off Market

$356,600

1,696 sqft

209 Main St, New Windsor, MD

Recently Sold

$130,000

2 bd2 ba1,300 sqft

231 Main St, New Windsor, MD

Off Market

$268,300

1 ba2,560 sqft

207 Main St, New Windsor, MD

Off Market

$547,500

6 bd3 ba4,291 sqft

212 Main St, New Windsor, MD

Neighborhood details

Local context around this listing

New Windsor, MD • Carroll County

Nearby cities

FinksburgHampsteadManchesterMount AiryNew WindsorSykesvilleTaneytownUnion Bridge

Nearby zip codes

21776

Similar homes

For Sale

$499,900

3 bd3 ba2,668 sqft

414 High St, New Windsor, MD

For Sale

$399,000

3 bd2 ba2,260 sqft

403 E Thomas St, Union Bridge, MD

For Sale

$334,900

3 bd2 ba1,316 sqft

7220 Middleburg Rd, Keymar, MD

For Sale

$375,000

4 bd2 ba1,704 sqft

204 Grand Dr, Taneytown, MD

For Sale

$375,000

3 bd2 ba2,234 sqft

11910 Warner Rd, Keymar, MD

For Sale

$369,900

3 bd2 ba1,498 sqft

3309 Meadowview Dr, Manchester, MD

For Sale

$400,000

4 bd2 ba1,464 sqft

3000 Breezewood Ln, Hampstead, MD

For Sale

$419,000

2 bd2 ba1,330 sqft

2810 Town View Cir, New Windsor, MD

For Sale

$429,900

4 bd3 ba2,239 sqft

314 Huntinghorn St, Taneytown, MD

For Sale

$269,999

3 bd2 ba1,922 sqft

730 McAllister St, Hanover, PA

For Sale

$385,000

4 bd3 ba2,282 sqft

463 E Green St, Westminster, MD

For Sale

$435,000

3 bd3 ba1,616 sqft

11623 Daysville Rd, Frederick, MD

For Sale

$445,000

3 bd3 ba1,734 sqft

3011 Glenvue Dr, Westminster, MD

For Sale

$345,000

3 bd2 ba1,800 sqft

1915 Old Taneytown Rd, Westminster, MD

For Sale

$419,900

4 bd3 ba2,422 sqft

238 Chartley Dr, Reisterstown, MD

For Sale

$265,000

4 bd2 ba1,321 sqft

31 E Lakeview Dr, Littlestown, PA

For Sale

$399,900

4 bd2 ba1,848 sqft

15705 Hanover Pike, Upperco, MD

For Sale

$400,000

3 bd3 ba1,894 sqft

304 Northway Ct, Reisterstown, MD

For Sale

$309,900

3 bd2 ba1,270 sqft

169 Alymer Ct, Westminster, MD

For Sale

$325,000

3 bd2 ba1,416 sqft

50 S Church St, Westminster, MD

Tour This Home

Available dates

Select a time

Apr 9, 2026

No obligation · Same-day confirmation · Takes 30 seconds

Need a different time? Request custom scheduling

Have a Question?

Get details on this property, the neighborhood, or the buying process.

Ask About This Property

We typically respond within a few hours

Download property brochure

Photos, details & neighborhood info in one PDF

Get brochure

Free · No sign-up required

Get pre-approved

Know your budget & strengthen your offer

Check eligibility

Down Payment Assistance

Learn how to qualify

Value estimates

Live

Est. value$359,500

Est. rent$2,195/mo

30yr rate est.6.06%

Affordability$2,061/mo

Accepted financing

CashConventionalFHAVA Loan

Own a home nearby?

See what it's worth in today's market

Get estimate

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. [Click here for more information](/mls-disclaimers/#5632)

Schedule Tour Ask

No obligation · Same-day response