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 121 Main St estimated to be worth?

Trulia's estimated value for 121 Main St in New Windsor, MD is $294,200 .

What is the price history for 121 Main St?

121 Main St in New Windsor, MD last sold for $118,450 in March 2019.

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 121 Main St?

The lot at 121 Main St in New Windsor, MD is about 0.18 acres (7,840 sq ft).

OFF MARKET

$294,200

Trulia Estimate

6 Beds
2 Baths
2,798 sqft

121 Main St, New Windsor, MD 21776

Refinance Your Home

Currently Off Market - Sold Mar 7, 2019 for $118,450

Home Value

Trulia Estimate

$294K

Since last month

$7K (-2.3%)

Since last year

$11K (+3.9%)

Since last sale

$176K (+148.8%)

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 +28% in the last 10 years

Month	Estimated value
2026
August 2026	$295K
August 2026	$294K
July 2026	$302K
June 2026	$298K
May 2026	$305K
April 2026	$294K
March 2026	$284K
February 2026	$275K
January 2026	$277K
2025
December 2025	$290K
November 2025	$304K
October 2025	$290K
September 2025	$294K
August 2025	$284K
July 2025	$311K
June 2025	$311K
May 2025	$303K
April 2025	$308K
March 2025	$300K
February 2025	$287K
January 2025	$281K
2024
December 2024	$296K
November 2024	$313K
October 2024	$316K
September 2024	$310K
August 2024	$309K
July 2024	$315K
June 2024	$317K
May 2024	$322K
April 2024	$300K
March 2024	$302K
February 2024	$298K
January 2024	$284K
2023
December 2023	$288K
November 2023	$291K
October 2023	$289K
September 2023	$296K
August 2023	$292K
July 2023	$298K
June 2023	$292K
May 2023	$296K
April 2023	$294K
March 2023	$292K
February 2023	$283K
January 2023	$272K
2022
December 2022	$264K
November 2022	$271K
October 2022	$276K
September 2022	$274K
August 2022	$279K
July 2022	$294K
June 2022	$306K
May 2022	$303K
April 2022	$298K
March 2022	$309K
February 2022	$319K
January 2022	$319K
2021
December 2021	$304K
November 2021	$303K
October 2021	$305K
September 2021	$306K
August 2021	$305K
July 2021	$301K
June 2021	$247K
May 2021	$138K
April 2021	$136K
March 2021	$135K
February 2021	$134K
January 2021	$130K
2020
December 2020	$129K
November 2020	$129K
October 2020	$127K
September 2020	$126K
August 2020	$206K
July 2020	$199K
June 2020	$198K
May 2020	$198K
April 2020	$202K
March 2020	$205K
February 2020	$205K
January 2020	$202K
2019
December 2019	$202K
November 2019	$231K
October 2019	$241K
September 2019	$244K
August 2019	$252K
July 2019	$258K
June 2019	$253K
May 2019	$258K
April 2019	$101K
March 2019	$101K
February 2019	$118K
January 2019	$100K
2018
December 2018	$100K
November 2018	$100K
October 2018	$100K
September 2018	$116K
August 2018	$116K
July 2018	$246K
June 2018	$236K
May 2018	$230K
April 2018	$242K
March 2018	$232K
February 2018	$225K
January 2018	$232K
2017
December 2017	$232K
November 2017	$225K
October 2017	$225K
September 2017	$227K
August 2017	$226K
July 2017	$231K
June 2017	$229K
May 2017	$227K
April 2017	$231K
March 2017	$234K
February 2017	$229K
January 2017	$230K
2016
December 2016	$226K
November 2016	$228K
October 2016	$232K
September 2016	$230K

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
306 College Ave, New Windsor, MD	0.21	Single-Family Home	$395,000	12/19/25	3	2	2,258
227-229 Main St, New Windsor, MD	0.14	Single-Family Home	$325,000	05/15/26	3	2	1,800
124 Church St, New Windsor, MD	0.05	Single-Family Home	$350,000	08/20/26	3	3	1,736
115 Main St, New Windsor, MD	0.02	Single-Family Home	$150,000	02/24/26		2	1,664
1205 Jo Apter Pl, New Windsor, MD	0.34	Single-Family Home	$447,500	10/24/25	5	3	2,110
1217 Jo Apter Pl, New Windsor, MD	0.38	Single-Family Home	$300,000	12/11/25	4	2	1,523
1326 Old New Windsor Rd, New Windsor, MD	0.42	Single-Family Home	$252,000	12/09/25	4	2	1,772
3169 Vista Ct, New Windsor, MD	0.23	Single-Family Home	$435,000	10/03/25	4	2	1,268
1183 Jo Apter Pl, New Windsor, MD	0.32	Single-Family Home	$414,900	06/30/26	3	2	1,694
414 High St, New Windsor, MD	0.25	Single-Family Home	$464,000	06/15/26	3	2.5	2,668

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
106 Church St, New Windsor, MD 21776	0.05	$308,900	4	2	1,609	Off Market
120 Church St, New Windsor, MD 21776	0.06	$505,700	4	2.5	2,523	Off Market
124 Church St, New Windsor, MD 21776	0.05	$350,000	3	3	1,736	Recently Sold
126 Church St, New Windsor, MD 21776	0.06	$421,700	7	-	3,384	Off Market
1201 Old New Windsor Rd, New Windsor, MD 21776	0.11	$382,300	3	2	1,500	Off Market
117 Church St, New Windsor, MD 21776	0.08	$359,700	5	-	2,772	Off Market
120 Water St, New Windsor, MD 21776	0.06	$651,000	6	6.5	5,242	Recently Sold
128 Main St, New Windsor, MD 21776	0.06	$441,100	4	3	2,967	Off Market
210 High St, New Windsor, MD 21776	0.09	$359,800	3	1.5	1,733	Off Market
3195 Atlee Ridge Rd, New Windsor, MD 21776	0.20	$462,500	4	3	2,059	Off Market
221 Main St, New Windsor, MD 21776	0.13	$309,000	4	1.5	1,936	For Sale
312 High St, New Windsor, MD 21776	0.16	$612,400	3	2.5	3,119	Off Market

Local Information

Map ViewExplore the area around 121 Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1804

2,798 sqft

$105/sqft

About this House

BACK ACTIVE - BUYER COULDN'T SELL THEIR HOME. WONDERFUL OPPORTUNITY TO OWN THIS ORIGINAL SINGLE FAMILY HOME W/ GREAT POTENTIAL LOCATED IN HISTORIC DOWNTOWN NEW WINDSOR. THIS SPACIOUS COLONIAL OFFERS OVER 2700 SQFT & INCLUDES SIX BEDROOMS, LARGE EAT-IN KITCHEN, LIVING ROOM W/ STONE WALL, & A SEPARATE DINING ROOM. STAIRS LEADING UP TO THE ATTIC OFFERS PLENTY OF STORAGE. ENJOY THE FRONT & REAR PORCH OVERLOOKING THE BACK YARD W/ PARKING PAD.

121 Main St, New Windsor, MD 21776 is a 6 bedroom, 2 bathroom, 2,798 sqft single-family home built in 1804. It last sold for $118,450 on Mar 7, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $294,200, with a rent estimate of $1,478/month.

Home Details for 121 Main St

Interior Features
Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2
Appliances & Utilities Refrigerator
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Other, Brick

Property Information
Year Built Year Built: 1804
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 7840 sqft

Price and Tax history

Date	Event	Price
Mar 7, 2019 Source: N/A	Sold	$118,450
Feb 20, 2019 Source: Agent Provided	PendingToActive	$115,000
Jan 8, 2019 Source: Agent Provided	Pending	$115,000
Jan 4, 2019 Source: Agent Provided	PendingToActive	$115,000
Oct 30, 2018 Source: Agent Provided	Pending	$115,000
Oct 3, 2018 Source: Agent Provided	PriceChange	$115,000 Price decreased by 8%
Aug 29, 2018 Source: Agent Provided	Listed For Sale	$125,000

Year	Property tax	Tax assessment
2025	$3,631	$260,933

Additional Cost

Market trends in New Windsor

Last updated July 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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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
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 121 Main St

What is 121 Main St estimated to be worth?
Trulia's estimated value for 121 Main St in New Windsor, MD is $294,200.
What is the price history for 121 Main St?
121 Main St in New Windsor, MD last sold for $118,450 in March 2019.
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 121 Main St?
The lot at 121 Main St in New Windsor, MD is about 0.18 acres (7,840 sq ft).