Dennings Rd, New Windsor, MD 21776
OFF MARKET

$575,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,085 sqft (on 15.36 acres)

Dennings Rd, New Windsor, MD 21776

Home Value

Trulia Estimate
$575K
Since last month
Increased$69K (+13.6%)
Since last year
Decreased$256K (-30.8%)
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 decreased by -31% in the last 10 years
MonthEstimated value
2026
August 2026$575K
August 2026$560K
July 2026$506K
June 2026$560K
May 2026$821K
April 2026$820K
March 2026$832K
February 2026$830K
January 2026$831K

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
0.20
Single-Family Home
$975,000
09/30/25
4
3.5
3,774
0.60
Single-Family Home
$625,000
09/19/25
3
2
2,156
0.96
Single-Family Home
$780,000
11/27/25
4
3
3,294
0.82
Single-Family Home
$402,000
01/15/26
4
2
1,828
1.05
Single-Family Home
$525,000
12/01/25
4
2
2,528
0.80
Single-Family Home
$495,000
05/27/26
3
2
1,466
0.94
Single-Family Home
$550,000
06/11/26
3
2.5
2,184
0.89
Single-Family Home
$426,000
06/09/26
3
2.5
1,734
1.34
Single-Family Home
$510,000
06/29/26
4
2.5
3,024
1.87
Single-Family Home
$489,000
06/23/26
4
3
2,260

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
0.05
$483,700
3
3
2,296
Off Market
0.12
$797,200
6
4.5
6,125
Off Market
0.19
$897,900
5
3.5
5,026
Off Market
0.20
$998,000
4
3.5
3,774
Off Market
0.63
$451,700
3
1.5
1,431
Off Market
0.60
$640,100
3
2
2,156
Off Market
0.64
$835,100
4
2.5
2,493
Off Market
0.69
$411,500
4
3
1,773
Off Market
0.75
$542,100
4
3
2,808
Off Market
0.82
$402,000
4
2
1,828
Recently Sold
0.80
$495,000
3
2
1,466
Recently Sold

Local Information

  • Map ViewExplore the area around Dennings Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
15.36 acre lot
3,085 sqft
$186/sqft

About this House

This single-family home is located at Dennings Rd, New Windsor, MD. Dennings Rd is in New Windsor, MD and in ZIP code 21776. This property has 4 bedrooms, 3 bathrooms and approximately 3,085 sqft of floor space. This property has a lot size of 15.36 acres.
Dennings Rd, New Windsor, MD 21776 is a 4 bedroom, 3 bathroom, 3,085 sqft single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $575,000, with a rent estimate of $3,540/month.

Home Details for Dennings Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2

Property Information

Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 15.36 acres

Market trends in New Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
23

Around this home

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.
    "New Windsor is a wonderful small town however the water prices are ridiculous and drives many people away "
  • Jgmeerdter
    "Lots of dogs and friendly people around. Dogs are always on leash and people pick up after their dogs."
  • Jgmeerdter
    "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."
  • Margaret C.
    "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."
  • Aokigahara169
    "New windsor has a great heritage and a quiet feel. Miss it everyday. Really hope to move back soon. "
  • Harriet725
    "You see plenty of dogs in this neighborhood. There is plenty of space for walking dogs. Most people are dog friendly."

LGBTQ Local Legal Protections

Frequently asked questions about Dennings Rd

  • What is Dennings Rd estimated to be worth?
    Trulia's estimated value for Dennings Rd in New Windsor, MD is $575,000.
  • 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 Dennings Rd?
    The closest schools to Dennings Rd in New Windsor, MD are Mount Airy Middle School (rated 8/10), South Carroll High School (rated 9/10), Winfield Elementary School (Pre-K, rated 6/10).
  • Does Dennings Rd have air conditioning?
    Yes, Dennings Rd in New Windsor, MD has air conditioning.
  • How big is the lot at Dennings Rd?
    The lot at Dennings Rd in New Windsor, MD is about 15.4 acres.

Apartments for Rent

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Off Market Homes Near Dennings Rd

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