Are yards well-kept in New Windsor, MD?

As of early 2026, 100% of users say yards are well-kept

Is New Windsor, MD dog-friendly?

As of early 2026, 95% of users say it's dog friendly

Is a car needed in New Windsor, MD?

As of early 2026, 95% of users say car is needed

Is parking easy in New Windsor, MD?

As of early 2026, 86% of users say parking is easy

Does New Windsor, MD have sidewalks?

As of early 2026, 79% of users say there are sidewalks

Is New Windsor, MD quiet?

As of early 2026, 73% of users say it's quiet

Would people walk alone at night in New Windsor, MD?

As of early 2026, 71% of users say people would walk alone at night

Does New Windsor, MD show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Do kids play outside in New Windsor, MD?

As of early 2026, 71% of users say kids play outside

Are the streets well-lit in New Windsor, MD?

As of early 2026, 70% of users say streets are well-lit

Is there wildlife in New Windsor, MD?

As of early 2026, 59% of users say there's wildlife

Are neighbors friendly in New Windsor, MD?

As of early 2026, 58% of users say neighbors are friendly

Is New Windsor, MD walkable to restaurants?

As of early 2026, 44% of users say it's walkable to restaurants

Do residents of New Windsor, MD plan to stay at least 5 years?

As of early 2026, 41% of users say they plan to stay for at least 5 years

Are there community events in New Windsor, MD?

As of early 2026, 26% of users say there are community events

What is 231 Main St estimated to be worth?

Trulia's estimated value for 231 Main St in New Windsor, MD is $244,300 .

What is the price history for 231 Main St?

231 Main St in New Windsor, MD last sold for $130,000 in April 2023.

Is New Windsor a buyer's or seller's market?

New Windsor is currently a seller's market, based on recent for-sale activity.

What do residents say about New Windsor?

Residents describe New Windsor, MD as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in New Windsor, MD .

OFF MARKET

$244,300

Trulia Estimate

2 Beds
2 Baths
1,324 sqft

231 Main St, New Windsor, MD 21776

Refinance Your Home

Currently Off Market - Sold Apr 25, 2023 for $130,000

Home Value

Trulia Estimate

$244K

Since last month

$4K (+1.5%)

Since last year

$12K (-4.8%)

Since last sale

$114K (+87.9%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +93% in the last 10 years

Month	Estimated value
2026
August 2026	$244K
August 2026	$244K
July 2026	$241K
June 2026	$246K
May 2026	$247K
April 2026	$239K
March 2026	$257K
February 2026	$249K
January 2026	$252K
2025
December 2025	$258K
November 2025	$271K
October 2025	$264K
September 2025	$260K
August 2025	$257K
July 2025	$262K
June 2025	$262K
May 2025	$261K
April 2025	$267K
March 2025	$254K
February 2025	$254K
January 2025	$245K
2024
December 2024	$224K
November 2024	$186K
October 2024	$154K
September 2024	$145K
August 2024	$145K
July 2024	$145K
June 2024	$144K
May 2024	$144K
April 2024	$141K
March 2024	$138K
February 2024	$139K
January 2024	$137K
2023
December 2023	$135K
November 2023	$133K
October 2023	$134K
September 2023	$133K
August 2023	$132K
July 2023	$131K
June 2023	$131K
May 2023	$131K
April 2023	$130K
March 2023	$150K
February 2023	$200K
January 2023	$194K
2022
December 2022	$194K
November 2022	$198K
October 2022	$199K
September 2022	$197K
August 2022	$198K
July 2022	$203K
June 2022	$206K
May 2022	$204K
April 2022	$199K
March 2022	$201K
February 2022	$202K
January 2022	$204K
2021
December 2021	$196K
November 2021	$196K
October 2021	$195K
September 2021	$196K
August 2021	$196K
July 2021	$199K
June 2021	$200K
May 2021	$197K
April 2021	$190K
March 2021	$199K
February 2021	$189K
January 2021	$186K
2020
December 2020	$185K
November 2020	$175K
October 2020	$174K
September 2020	$172K
August 2020	$175K
July 2020	$175K
June 2020	$173K
May 2020	$173K
April 2020	$178K
March 2020	$147K
February 2020	$112K
January 2020	$79K
2019
December 2019	$73K
November 2019	$72K
October 2019	$72K
September 2019	$72K
August 2019	$71K
July 2019	$71K
June 2019	$71K
May 2019	$71K
April 2019	$72K
March 2019	$71K
February 2019	$70K
January 2019	$71K
2018
December 2018	$71K
November 2018	$71K
October 2018	$70K
September 2018	$71K
August 2018	$70K
July 2018	$70K
June 2018	$70K
May 2018	$70K
April 2018	$71K
March 2018	$71K
February 2018	$69K
January 2018	$70K
2017
December 2017	$70K
November 2017	$69K
October 2017	$69K
September 2017	$68K
August 2017	$67K
July 2017	$67K
June 2017	$67K
May 2017	$67K
April 2017	$67K
March 2017	$67K
February 2017	$67K
January 2017	$67K
2016
December 2016	$67K
November 2016	$67K
October 2016	$129K
September 2016	$126K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
16 W Broadway St, Union Bridge, MD	4.25	Multi-Family Home	$290,000	08/17/26	3	3	2,973
99-1 Liberty St, Westminster, MD	4.70	Multi-Family Home	$257,500	12/04/25	3	1.5	1,220

Home facts updated by county records

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
227-229 Main St, New Windsor, MD 21776	0.01	$325,000	3	2	1,800	Recently Sold
221 Main St, New Windsor, MD 21776	0.02	$309,000	4	1.5	1,936	For Sale
210 High St, New Windsor, MD 21776	0.06	$359,800	3	1.5	1,733	Off Market
307 Main St, New Windsor, MD 21776	0.05	$269,400	3	1	1,236	Off Market
205 Church St, New Windsor, MD 21776	0.07	$746,100	4	3	4,386	Off Market
211 Church St, New Windsor, MD 21776	0.07	$416,200	5	3	3,063	Off Market
128 Main St, New Windsor, MD 21776	0.10	$441,100	4	3	2,967	Off Market
302 College Ave, New Windsor, MD 21776	0.10	$486,700	5	3.5	3,430	Off Market
306 College Ave, New Windsor, MD 21776	0.11	$395,000	3	2	2,258	Recently Sold
126 Church St, New Windsor, MD 21776	0.13	$421,700	7	-	3,384	Off Market
312 High St, New Windsor, MD 21776	0.13	$612,400	3	2.5	3,119	Off Market
124 Church St, New Windsor, MD 21776	0.13	$350,000	3	3	1,736	Recently Sold

Local Information

Map ViewExplore the area around 231 Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Multi-Family

Built in 1869

1,324 sqft

$185/sqft

About this House

MUST SELL!! CIRCA 1869 Colonial Style Home..Main Street New Windsor (Civil War Trail)..Pellet Stove..Updated Galley Kitchen..LARGE back yard with original carriage house. Antique Cast Iron Radiators...Claw Foot Bathtub...Could be used as a 3BR home (upstairs den area being used as bedroom). Subject to third party approval/SHORT SALE.

231 Main St, New Windsor, MD 21776 is a 2 bedroom, 2 bathroom, 1,324 sqft multi-family built in 1869. It last sold for $130,000 on Apr 25, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $244,300, with a rent estimate of $1,272/month.

Home Details for 231 Main St

Interior Features
Interior Details Basement
Heating & Cooling Heating: RadiantHeating Fuel: Radiant
Levels, Entrance, & Accessibility Stories: 2
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: MetalExterior: Other, Brick

Property Information
Year Built Year Built: 1869
Property Type / Style Property Type: Multi FamilyArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 6275 sqft

Price and Tax history

Date	Event	Price
Apr 25, 2023 Source: Bright MLS #MDCR2012874	Sold	$130,000
Apr 12, 2023 Source: Bright MLS #MDCR2012874	Pending	$150,000
Mar 27, 2023 Source: Bright MLS #MDCR2012874	PriceChange	$150,000 Price decreased by 14%
Mar 22, 2023 Source: Bright MLS #MDCR2012874	PendingToActive	$175,000
Mar 17, 2023 Source: Bright MLS #MDCR2012874	Pending	$175,000
Mar 9, 2023 Source: Bright MLS #MDCR2012874	Listed For Sale	$175,000
Jan 26, 2017 Source: N/A	Sold	$66,500
Oct 16, 2012 Source: N/A	Sold	$75,000
Apr 15, 2012 Source: Agent Provided	Pending	$75,000
Mar 12, 2012 Source: Agent Provided	PriceChange	$75,000 Price decreased by 17%
Jul 30, 2011 Source: Agent Provided	PendingToActive	$90,000
Jun 29, 2011 Source: Agent Provided	Pending	$90,000
Mar 24, 2011 Source: Agent Provided	PriceChange	$90,000 Price decreased by 10%
Mar 17, 2011 Source: Agent Provided	PriceChange	$100,000 Price decreased by 5%
Mar 4, 2011 Source: Agent Provided	Listed For Sale	$105,000
Jun 12, 2010 Source: Agent Provided	ListingRemoved	$179,000
Apr 13, 2010 Source: Agent Provided	Listed For Sale	$179,000
Oct 15, 2002 Source: N/A	Sold	$100,500
Jun 27, 2002 Source: N/A	Sold	$62,500

Year	Property tax	Tax assessment
2025	$1,813	$149,100

Additional Cost

Market trends in New Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Elmer A. Wolfe Elementary School
PK-5
Public
505 Students
Carroll County Public Schools
6/10
GreatSchools Rating
Parent Rating Average
Let's say as a parent I'm just not too happy with the school
Parent Review
8y ago
4 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about New Windsor

At least 17 Trulia users voted on each feature.

100 % Say yards are well-kept
95 % Say it's dog friendly
95 % Say car is needed
86 % Say parking is easy
79 % Say there are sidewalks
73 % Say it's quiet
71 % Say people would walk alone at night
71 % Say there's holiday spirit
71 % Say kids play outside
70 % Say streets are well-lit
59 % Say there's wildlife
58 % Say neighbors are friendly
44 % Say it's walkable to restaurants
41 % Say they plan to stay for at least 5 years
26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Charlene C.
Prev. Resident
1y ago
"New Windsor is a wonderful small town however the water prices are ridiculous and drives many people away "
0
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Jgmeerdter
Resident
2y ago
"Lots of dogs and friendly people around. Dogs are always on leash and people pick up after their dogs."
0
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Jgmeerdter
Resident
2y ago
"It’s a nice and quiet area. Very safe and friendly. It’s tucked away and located in a close proximity to a bigger city."
0
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Margaret C.
Resident
5y ago
"No public transportation. Bedroom community. Rural. Town was founded in the 1790’s. There are a few family-owned restaurants and a 7-Eleven w/ gas station."
0
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Aokigahara169
Prev. Resident
7y ago
"New windsor has a great heritage and a quiet feel. Miss it everyday. Really hope to move back soon. "
0
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Harriet725
Resident
7y ago
"You see plenty of dogs in this neighborhood. There is plenty of space for walking dogs. Most people are dog friendly."
1
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LGBTQ Local Legal Protections

Frequently asked questions about 231 Main St

What is 231 Main St estimated to be worth?
Trulia's estimated value for 231 Main St in New Windsor, MD is $244,300.
What is the price history for 231 Main St?
231 Main St in New Windsor, MD last sold for $130,000 in April 2023.
Is New Windsor a buyer's or seller's market?
New Windsor is currently a seller's market, based on recent for-sale activity.
What do residents say about New Windsor?
Residents describe New Windsor, MD as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in New Windsor, MD.