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 the price history for Overbrook Dr?

Overbrook Dr in New Windsor, MD last sold for $495,000 in September 2020.

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 .

What are the closest schools to Overbrook Dr?

The closest schools to Overbrook Dr in New Windsor, MD are Elmer A. Wolfe Elementary School (Pre-K, rated 6/10), Francis Scott Key High School (rated 8/10), Northwest Middle School (rated 7/10).

OFF MARKET

Overbrook Dr
New Windsor, MD 21776

1 Bed

1 Bed

(on 82.64 acres)

Home Value

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

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	Bath	Sqft
Ridge Rd, Westminster, MD	1.57	Lot/Land	$160,000	09/03/25	-	-
52/ACRE S Jim Smith Ln, New Windsor, MD	3.85	Lot/Land	$714,000	09/12/25	-	-
Salem Bottom Rd, Westminster, MD	3.13	Lot/Land	$98,500	12/15/25	-	-
13/ACRE S Buffalo Rd, New Windsor, MD	3.40	Lot/Land	$174,420	09/11/25	-	-
Arthur Shipley Rd, Westminster, MD	4.08	Lot/Land	$400,000	06/23/26	-	-
1674 Nelson Rd, Westminster, MD	4.99	Lot/Land	$225,000	01/14/26	-	-
535 Turf Farm Dr, Sykesville, MD	5.21	Lot/Land	$292,500	06/24/26	-	-
Old Washington Rd, Sykesville, MD	6.20	Lot/Land	$2,025,000	03/16/26	-	-
New Windsor Rd, Westminster, MD	5.79	Lot/Land	$100,000	01/19/26	-	-
118 City View Ave, Westminster, MD	5.64	Lot/Land	$36,000	09/05/25	-	-

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
2235 Bowersox Rd, New Windsor, MD 21776	0.20	$402,000	4	2	1,828	Recently Sold
2210 Overbrook Dr, New Windsor, MD 21776	0.24	$474,600	4	2.5	2,132	Off Market
2206 Overbrook Dr, New Windsor, MD 21776	0.26	$560,400	4	2	2,743	Off Market
Lot 1 Bowersox Rd, New Windsor, MD 21776	0.47	$240,800	4	2.5	-	Off Market
2222 Kauffman Rd, New Windsor, MD 21776	0.50	$408,000	4	3	1,773	Off Market
2614 Garstlynn Ct, New Windsor, MD 21776	0.62	$800,100	6	4.5	6,125	Off Market
2038 Dennings Rd, New Windsor, MD 21776	0.65	$480,800	3	3	2,296	Off Market
2425 Burton Dr, New Windsor, MD 21776	0.67	$653,800	4	3.5	3,674	Off Market
2610 Garstlynn Ct, New Windsor, MD 21776	0.66	$901,100	5	3.5	5,026	Off Market
2607 Marston Rd, New Windsor, MD 21776	0.70	$550,000	3	2.5	2,184	Recently Sold
2601 Marston Rd, New Windsor, MD 21776	0.70	$429,400	3	2	1,638	Off Market
Dennings Rd, New Windsor, MD 21776	0.68	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around Overbrook Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Lot/Land

Lot Size

82.64 acres

About this House

This lot/land is located at Overbrook Dr, New Windsor, MD. Overbrook Dr is in New Windsor, MD and in ZIP code 21776. This property has 1 bedroom. This property has a lot size of 82.64 acres.

Overbrook Dr, New Windsor, MD 21776 is a 1 bedroom lot/land. It last sold for $495,000 on Sep 8, 2020. It is currently off market. The Trulia Estimate rent is $1,580/month.

Home Details for Overbrook Dr

Property Information
Property Type / Style Property Type: Lot Land

Exterior Features
Exterior Home Features Exterior: Other

Lot Information
Lot Area: 82.64 acres

Price and Tax history

Date	Event	Price
Sep 8, 2020 Source: N/A	Sold	$495,000
Feb 8, 2020 Source: Agent Provided	ListingRemoved	$524,900
Jul 12, 2019 Source: Agent Provided	Listed For Sale	$524,900

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
Flag
Jgmeerdter
Resident
2y ago
"Lots of dogs and friendly people around. Dogs are always on leash and people pick up after their dogs."
0
Flag
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
Flag
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
Flag
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
Flag
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
Flag

LGBTQ Local Legal Protections

Frequently asked questions about Overbrook Dr

What is the price history for Overbrook Dr?
Overbrook Dr in New Windsor, MD last sold for $495,000 in September 2020.
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.
What are the closest schools to Overbrook Dr?
The closest schools to Overbrook Dr in New Windsor, MD are Elmer A. Wolfe Elementary School (Pre-K, rated 6/10), Francis Scott Key High School (rated 8/10), Northwest Middle School (rated 7/10).

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
500 Main St #f320a52c6,
New Windsor, MD 21776
APPLY INSTANTLY
$1,575/mo
3 bd
1 ba
132 Church St #6,
New Windsor, MD 21776
$1,400/mo
Total price
1 bd
1 ba
140 Church St #A,
New Windsor, MD 21776
PET FRIENDLY
$1,450/mo
2 bd
1 ba
302 Hillside Dr #3,
New Windsor, MD 21776
See more homes for rent in
New Windsor
Take a look

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Off Market Homes Near Overbrook Dr

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SOLD
AUG 21, 2026
$549,000
3 bd
2.5 ba
2,069 sqft
790 Redskin Dr,
Westminster, MD 21157
Cummings & Co. Realtors
SOLD
AUG 21, 2026
$730,000
4 bd
3 ba
2,420 sqft
3174 Cardinal Dr,
Westminster, MD 21157
Mr. Lister Realty
SOLD
AUG 20, 2026
$350,000
3 bd
3 ba
1,736 sqft
124 Church St,
New Windsor, MD 21776
Redfin Corp
SOLD
AUG 20, 2026
$520,000
4 bd
2 ba
2,872 sqft
2621 Braddock Rd,
Mount Airy, MD 21771
Keller Williams Realty Centre
SOLD
AUG 19, 2026
$460,000
3 bd
2 ba
1,232 sqft
1812 W Liberty Rd,
Westminster, MD 21157
Long & Foster Real Estate, Inc.
SOLD
AUG 17, 2026
$625,000
5 bd
3.5 ba
2,770 sqft
2788 Town View Cir,
New Windsor, MD 21776
Charis Realty Group
SOLD
AUG 14, 2026
$460,000
3 bd
2.5 ba
1,854 sqft
312 Inverness Close,
Westminster, MD 21158
Cummings & Co. Realtors
SOLD
AUG 11, 2026
$350,000
4 bd
3.5 ba
1,320 sqft
544 Congressional Dr,
Westminster, MD 21158
Keller Williams Realty Centre
SOLD
AUG 7, 2026
$475,000
3 bd
2 ba
1,944 sqft
2301 Sandel Ln,
Westminster, MD 21157
Northrop Realty
SOLD
AUG 6, 2026
$625,000
3 bd
2.5 ba
2,343 sqft
3788 Roop Rd,
New Windsor, MD 21776
Long & Foster Real Estate, Inc.
See more homes for sale in
New Windsor
Take a look