403 Hillside Dr, New Windsor, MD 21776
Property image
Property image
OFF MARKET

403 Hillside Dr
New Windsor, MD 21776

  • 3 Beds
  • 2 Baths
  • 1,344 sqft (on 0.28 acres)

$373,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,232/mo*

$373,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,232/mo*
3 Beds
2 Baths
1,344 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 403 Hillside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

CUTE AS A BUTTON CAPE COD, 3BR, 2BA located on a corner lot at end of street. Home has many recent updates: newer roof, siding, updated bathrooms, kitchen & appliances. All hardwood floors & ceramic tile throughout home. Private master suite upstairs with master bath and walk in closet. Deck with pergola located over the back patio for a beautiful view of deer and other wildlife.
403 Hillside Dr, New Windsor, MD 21776 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1952. It last sold for $267,000 on Sep 19, 2018. It is currently off market. The Trulia Estimate is $373,600, with a rent estimate of $2,025/month.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 403 Hillside Dr

Interior Features

Interior Details
BasementAttic
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1.5Floors: Hardwood
Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price History for 403 Hillside Dr

DatePriceEventSource
09/19/2018$267,000Sold
N/A
08/13/2018$270,000PendingAgent Provided
08/07/2018$270,000PriceChange
N/A
07/29/2018$265,000PriceChange
N/A
07/16/2018$260,000PriceChange
N/A
07/07/2018$264,000PendingN/A
07/06/2018$264,000PriceChange
N/A
06/29/2018$259,900PriceChange
N/A
06/23/2018$249,900PriceChange
N/A
06/21/2018$259,900PriceChange
N/A
06/20/2018$250,000Listed For SaleN/A
01/03/2018$239,000ListingRemovedN/A
10/05/2017$239,000PriceChange
N/A
09/14/2017$235,000PriceChange
N/A
09/05/2017$239,999Listed For SaleN/A
12/01/2015$215,000Sold
N/A
09/29/2015$225,900PriceChange
N/A
09/05/2015$234,900Listed For SaleN/A
08/20/2014$140,000Sold
N/A
03/28/2014$149,900Listed For SaleAgent Provided

Market trends in New Windsor

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
20
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Property Tax and Assessment

Year2025
Tax$3,407
Assessment$246,667
Home facts updated by county records

Comparable Sales for 403 Hillside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.36
Single-Family Home
$405,000
11/21/25
3
2
1,260
0.12
Single-Family Home
$205,000
12/16/25
2
1
1,416
0.30
Single-Family Home
$395,000
12/19/25
3
2
2,258
0.28
Single-Family Home
$325,000
05/15/26
3
2
1,800
0.40
Single-Family Home
$375,000
04/30/26
3
1.5
936
0.31
Single-Family Home
$351,000
08/29/25
3
1.5
1,733
0.18
Single-Family Home
$440,000
09/08/25
3
3
2,357
0.64
Single-Family Home
$252,000
12/09/25
2
2
1,772
0.26
Single-Family Home
$464,000
06/15/26
3
2.5
2,668
0.28
Single-Family Home
$474,900
03/13/26
3
3
2,232

Nearby homes

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Assigned Schools

These are the assigned schools for 403 Hillside Dr.
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 16 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 there's holiday spirit

  • 71 % Say kids play outside

  • 70 % Say streets are well-lit

  • 70 % Say people would walk alone at night

  • 59 % Say there's wildlife

  • 58 % Say neighbors are friendly

  • 44 % Say it's walkable to restaurants

  • 38 % 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

Apartments for Rent

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Homes for sale near 403 Hillside Dr

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Off Market Homes Near 403 Hillside Dr

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