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 233 Main St estimated to be worth?

Trulia's estimated value for 233 Main St in New Windsor, MD is $281,800 .

What is the price history for 233 Main St?

233 Main St in New Windsor, MD last sold for $117,000 in December 2000.

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 .

How big is the lot at 233 Main St?

The lot at 233 Main St in New Windsor, MD is about 0.21 acres (9,256 sq ft).

OFF MARKET

$281,800

Trulia Estimate

Studio
2 Baths
1,776 sqft

233 Main St, New Windsor, MD 21776

Est. Refi. Payment $1,725/mo*

Refinance Your Home

Currently Off Market - Sold Dec 19, 2000 for $117,000

Home Value

Trulia Estimate

$282K

Since last month

$2K (+0.9%)

Since last year

$17K (+6.2%)

Since last sale

$166K (+141.9%)

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 +57% in the last 10 years

Month	Estimated value
2026
August 2026	$283K
August 2026	$282K
July 2026	$281K
June 2026	$286K
May 2026	$290K
April 2026	$273K
March 2026	$271K
February 2026	$250K
January 2026	$269K
2025
December 2025	$273K
November 2025	$289K
October 2025	$277K
September 2025	$270K
August 2025	$266K
July 2025	$287K
June 2025	$277K
May 2025	$276K
April 2025	$268K
March 2025	$251K
February 2025	$241K
January 2025	$235K
2024
December 2024	$248K
November 2024	$263K
October 2024	$263K
September 2024	$256K
August 2024	$261K
July 2024	$262K
June 2024	$266K
May 2024	$268K
April 2024	$259K
March 2024	$259K
February 2024	$253K
January 2024	$251K
2023
December 2023	$251K
November 2023	$252K
October 2023	$255K
September 2023	$257K
August 2023	$261K
July 2023	$270K
June 2023	$268K
May 2023	$264K
April 2023	$257K
March 2023	$253K
February 2023	$244K
January 2023	$244K
2022
December 2022	$249K
November 2022	$256K
October 2022	$262K
September 2022	$261K
August 2022	$264K
July 2022	$272K
June 2022	$275K
May 2022	$272K
April 2022	$266K
March 2022	$265K
February 2022	$265K
January 2022	$263K
2021
December 2021	$261K
November 2021	$260K
October 2021	$259K
September 2021	$261K
August 2021	$265K
July 2021	$266K
June 2021	$268K
May 2021	$267K
April 2021	$267K
March 2021	$251K
February 2021	$245K
January 2021	$244K
2020
December 2020	$239K
November 2020	$238K
October 2020	$239K
September 2020	$232K
August 2020	$232K
July 2020	$231K
June 2020	$231K
May 2020	$231K
April 2020	$229K
March 2020	$224K
February 2020	$225K
January 2020	$227K
2019
December 2019	$224K
November 2019	$230K
October 2019	$225K
September 2019	$222K
August 2019	$225K
July 2019	$225K
June 2019	$227K
May 2019	$218K
April 2019	$207K
March 2019	$200K
February 2019	$184K
January 2019	$186K
2018
December 2018	$198K
November 2018	$198K
October 2018	$199K
September 2018	$204K
August 2018	$205K
July 2018	$206K
June 2018	$211K
May 2018	$214K
April 2018	$213K
March 2018	$200K
February 2018	$202K
January 2018	$202K
2017
December 2017	$208K
November 2017	$214K
October 2017	$208K
September 2017	$209K
August 2017	$199K
July 2017	$202K
June 2017	$208K
May 2017	$207K
April 2017	$203K
March 2017	$204K
February 2017	$192K
January 2017	$192K
2016
December 2016	$190K
November 2016	$188K
October 2016	$183K
September 2016	$181K

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
115 Main St, New Windsor, MD	0.17	Single-Family Home	$150,000	02/24/26		2	1,664
227 Main St, Westminster, MD	0.01	Single-Family Home	$325,000	06/12/26		2	1,800
227-229 Main St, New Windsor, MD	0.02	Single-Family Home	$325,000	05/15/26	3	2	1,800
306 College Ave, New Windsor, MD	0.11	Single-Family Home	$395,000	12/19/25	3	2	2,258
418 Church St, New Windsor, MD	0.20	Single-Family Home	$205,000	12/16/25	2	1	1,416
1326 Old New Windsor Rd, New Windsor, MD	0.50	Single-Family Home	$252,000	12/09/25	4	2	1,772
124 Church St, New Windsor, MD	0.14	Single-Family Home	$350,000	08/20/26	3	3	1,736
1038 Green Valley Rd, New Windsor, MD	0.18	Single-Family Home	$375,000	04/30/26	3	1.5	936
1183 Jo Apter Pl, New Windsor, MD	0.46	Single-Family Home	$414,900	06/30/26	3	2	1,694
296 Lambert Ave, New Windsor, MD	0.17	Single-Family Home	$440,000	09/08/25	3	3	2,357

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	0.02	$325,000	3	2	1,800	Recently Sold
221 Main St, New Windsor, MD 21776	0.03	$309,000	4	1.5	1,936	For Sale
210 High St, New Windsor, MD 21776	0.07	$359,800	3	1.5	1,733	Off Market
307 Main St, New Windsor, MD 21776	0.04	$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	0.11	$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	0.14	$421,700	7	-	3,384	Off Market
312 High St, New Windsor, MD 21776	0.14	$612,400	3	2.5	3,119	Off Market
124 Church St, New Windsor, MD 21776	0.14	$350,000	3	3	1,736	Recently Sold

Local Information

Map ViewExplore the area around 233 Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1899

1,776 sqft

$159/sqft

About this House

This single-family home is located at 233 Main St, New Windsor, MD. 233 Main St is in New Windsor, MD and in ZIP code 21776. This property has 2 bathrooms and approximately 1,776 sqft of floor space. This property has a lot size of 9256 sqft and was built in 1899.

233 Main St, New Windsor, MD 21776 is a studio, 2 bathroom, 1,776 sqft single-family home built in 1899. It last sold for $117,000 on Dec 19, 2000. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $281,800, with a rent estimate of $1,353/month.

Home Details for 233 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: Shake ShingleDeckExterior: Other

Property Information
Year Built Year Built: 1899
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 9256 sqft

Price and Tax history

Date	Event	Price
Dec 19, 2000 Source: N/A	Sold	$117,000
Oct 26, 1994 Source: N/A	Sold	$89,900

Year	Property tax	Tax assessment
2025	$2,763	$215,667

Additional Cost

Market trends in New Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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
7y 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
6y 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 233 Main St

What is 233 Main St estimated to be worth?
Trulia's estimated value for 233 Main St in New Windsor, MD is $281,800.
What is the price history for 233 Main St?
233 Main St in New Windsor, MD last sold for $117,000 in December 2000.
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.
How big is the lot at 233 Main St?
The lot at 233 Main St in New Windsor, MD is about 0.21 acres (9,256 sq ft).