305 Main St, New Windsor, MD 21776
Property image
Property image
OFF MARKET

$459,200

Trulia Estimate
  • 6 Beds
  • 2 Baths
  • 3,570 sqft

305 Main St, New Windsor, MD 21776

Refinance Your Home
Currently Off Market - Sold Apr 21, 2014 for $240,000

Home Value

Trulia Estimate
$459K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$26K (+5.9%)
Since last sale
Increased$220K (+91.6%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$460K
August 2026$459K
July 2026$462K
June 2026$473K
May 2026$465K
April 2026$461K
March 2026$457K
February 2026$442K
January 2026$443K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
315 College Ave, New Windsor, MD
0.10
Single-Family Home
$390,000
09/11/26
3
2
2,291
306 College Ave, New Windsor, MD
0.10
Single-Family Home
$395,000
12/19/25
3
2
2,258
227-229 Main St, New Windsor, MD
0.04
Single-Family Home
$325,000
05/15/26
3
2
1,800
205 Church St, New Windsor, MD
0.09
Single-Family Home
$730,000
10/29/25
4
3
4,386
2802 Town View Cir, New Windsor, MD
0.41
Single-Family Home
$599,900
11/19/25
6
3
2,604
418 Church St, New Windsor, MD
0.17
Single-Family Home
$205,000
12/16/25
2
1
1,416
414 High St, New Windsor, MD
0.21
Single-Family Home
$464,000
06/15/26
3
2.5
2,668
1038 Green Valley Rd, New Windsor, MD
0.19
Single-Family Home
$375,000
04/30/26
3
1.5
936
124 Church St, New Windsor, MD
0.17
Single-Family Home
$350,000
08/20/26
3
3
1,736
1326 Old New Windsor Rd, New Windsor, MD
0.53
Single-Family Home
$252,000
12/09/25
4
2
1,772

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
307 Main St, New Windsor, MD 21776
0.01
$269,400
3
1
1,236
Off Market
211 Church St, New Windsor, MD 21776
0.07
$416,200
5
3
3,063
Off Market
227-229 Main St, New Windsor, MD 21776
0.04
$325,000
3
2
1,800
Recently Sold
205 Church St, New Windsor, MD 21776
0.09
$746,100
4
3
4,386
Off Market
221 Main St, New Windsor, MD 21776
0.06
$309,000
4
1.5
1,936
For Sale
401 Church St, New Windsor, MD 21776
0.10
$357,000
3
2
1,302
Off Market
210 High St, New Windsor, MD 21776
0.10
$359,800
3
1.5
1,733
Off Market
315 College Ave, New Windsor, MD 21776
0.10
$390,000
3
2
2,291
Recently Sold
201 Maple Ave, New Windsor, MD 21776
0.15
$464,200
4
3
2,478
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
0.10
$395,000
3
2
2,258
Recently Sold
312 High St, New Windsor, MD 21776
0.15
$612,400
3
2.5
3,119
Off Market

Local Information

  • Map ViewExplore the area around 305 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1909
3,570 sqft
$129/sqft
Garage

About this House

This single-family home is located at 305 Main St, New Windsor, MD. 305 Main St is in New Windsor, MD and in ZIP code 21776. This property has 6 bedrooms, 2 bathrooms and approximately 3,570 sqft of floor space. This property has a lot size of 9780 sqft and was built in 1909.
305 Main St, New Windsor, MD 21776 is a 6 bedroom, 2 bathroom, 3,570 sqft single-family home built in 1909. It last sold for $240,000 on Apr 21, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $459,200.

Home Details for 305 Main St

Interior Features

Interior Details
BasementAtticTypes of Rooms: Dining Room, Family Room, Library, Workshop
Heating & Cooling
Heating: RadiantAir ConditioningHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 4

Exterior Features

Exterior Home Features
Roof: MetalExterior: Wood
Parking & Garage
GarageParking Spaces: 4Parking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1909
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 9780 sqft

Price and Tax history

DateEventPrice
Apr 21, 2014
Source: N/A
Sold
$240,000
Oct 22, 2013
Source: Agent Provided
PriceChange
$269,900
Price increased by 8%
Aug 27, 2013
Source: Agent Provided
PriceChange
$250,000
Price decreased by 11%
Jul 30, 2013
Source: Agent Provided
PriceChange
$280,000
Price increased by 44%
Mar 17, 2013
Source: Agent Provided
PriceChange
$195,000
Price decreased by 2%

Market trends in New Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
1MoM

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 "
    0
    Flag
  • Jgmeerdter
    "Lots of dogs and friendly people around. Dogs are always on leash and people pick up after their dogs."
    0
    Flag
  • 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."
    0
    Flag
  • 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."
    0
    Flag
  • Aokigahara169
    "New windsor has a great heritage and a quiet feel. Miss it everyday. Really hope to move back soon. "
    0
    Flag
  • Harriet725
    "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 305 Main St

  • What is 305 Main St estimated to be worth?
    Trulia's estimated value for 305 Main St in New Windsor, MD is $459,200.
  • What is the price history for 305 Main St?
    305 Main St in New Windsor, MD last sold for $240,000 in April 2014.
  • 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 305 Main St?
    The lot at 305 Main St in New Windsor, MD is about 0.22 acres (9,780 sq ft).
  • Does 305 Main St have a garage?
    Yes, 305 Main St in New Windsor, MD has a garage.

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