418 River Rd, Chestertown, MD 21620
OFF MARKET

$704,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,055 sqft (on 0.57 acres)

418 River Rd, Chestertown, MD 21620

Est. Refi. Payment $4,288/mo*
Refinance Your Home
Currently Off Market - Sold Jan 4, 2019 for $380,000

Home Value

Trulia Estimate
$704K
Since last month
Decreased$11K (-1.5%)
Since last year
Increased$10K (+1.5%)
Since last sale
Increased$334K (+87.8%)
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 +62% in the last 10 years
MonthEstimated value
2026
September 2026$714K
August 2026$712K
July 2026$725K
June 2026$727K
May 2026$712K
April 2026$701K
March 2026$709K
February 2026$699K
January 2026$706K
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
108 Primrose Rd, Chestertown, MD
0.15
Single-Family Home
$392,500
01/28/26
3
2
1,722
121 Primrose Rd, Chestertown, MD
0.18
Single-Family Home
$325,000
03/18/26
3
2.5
2,034
201 Boundary Ave, Chestertown, MD
0.28
Single-Family Home
$425,000
11/17/25
3
3
3,096
104 Garland Ave, Chestertown, MD
0.61
Single-Family Home
$480,000
04/17/26
3
2
1,734
704 Truslow Rd, Chestertown, MD
0.47
Single-Family Home
$453,000
07/14/26
3
2.5
2,060
25800 Collins Ave, Chestertown, MD
0.65
Single-Family Home
$435,000
11/03/25
3
2
2,162
7483 Shortall St, Chestertown, MD
0.77
Single-Family Home
$287,500
12/05/25
3
2
1,232
205 River Rd, Chestertown, MD
0.47
Single-Family Home
$855,000
06/24/26
4
2.5
2,877
221 Old Bridge Rd, Chestertown, MD
1.18
Single-Family Home
$359,900
11/24/25
3
2
1,851
7521 Pine Ave, Chestertown, MD
0.71
Single-Family Home
$235,000
01/20/26
3
1
1,040

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
108 Primrose Rd, Chestertown, MD 21620
0.15
$392,500
3
2
1,722
Recently Sold
125 Primrose Rd, Chestertown, MD 21620
0.16
$384,200
3
2
2,102
Off Market
121 Primrose Rd, Chestertown, MD 21620
0.18
$325,000
3
2.5
2,034
Recently Sold
313 River Rd, Chestertown, MD 21620
0.19
$410,600
4
2.5
2,080
Off Market
117 Primrose Rd, Chestertown, MD 21620
0.20
$358,700
3
2
2,460
Off Market
201 Boundary Ave, Chestertown, MD 21620
0.28
$441,100
3
3
3,096
Off Market
109 Coleman Dr, Chestertown, MD 21620
0.33
$436,600
4
3
1,792
Off Market
105 Coleman Dr, Chestertown, MD 21620
0.33
$472,600
4
2.5
2,128
Off Market
221 River Rd, Chestertown, MD 21620
0.36
$422,400
5
2
2,240
Off Market
209 River Rd, Chestertown, MD 21620
0.44
-
-
-
-
Off Market
704 Truslow Rd, Chestertown, MD 21620
0.47
$453,000
3
2.5
2,060
Recently Sold
205 River Rd, Chestertown, MD 21620
0.47
$855,000
4
2.5
2,877
Recently Sold

Local Information

  • Map ViewExplore the area around 418 River Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1974
0.57 acre lot
2,055 sqft
$343/sqft

About this House

This single-family home is located at 418 River Rd, Chestertown, MD. 418 River Rd is in Chestertown, MD and in ZIP code 21620. This property has 3 bedrooms, 2 bathrooms and approximately 2,055 sqft of floor space. This property has a lot size of 0.57 acres and was built in 1974.
418 River Rd, Chestertown, MD 21620 is a 3 bedroom, 2 bathroom, 2,055 sqft single-family home built in 1974. It last sold for $380,000 on Jan 4, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $704,400, with a rent estimate of $2,638/month.

Home Details for 418 River Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Types of Rooms: Family Room
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
Jan 4, 2019
Source: N/A
Sold
$380,000
Sep 16, 2018
Source: Agent Provided
PriceChange
$399,000
Price decreased by 5%
Jun 13, 2018
Source: Agent Provided
PriceChange
$420,000
Price decreased by 21%
Dec 18, 2017
Source: Agent Provided
PriceChange
$535,000
Price decreased by 3%
Oct 23, 2017
Source: Agent Provided
PriceChange
$550,000
Price increased by 3%

Market trends in Chestertown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
5MoM

Around this home

What Locals Say about Chestertown

At least 34 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 84 % Say there's holiday spirit

  • 83 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 77 % Say parking is easy

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 61 % Say neighbors are friendly

  • 57 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 54 % Say there are sidewalks

  • 49 % Say kids play outside

  • 46 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

  • 41 % Say there are community events

  • 38 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Washington park is a great, safe and family oriented are!! I’ve never live there permanently but by mom is from that are and my grandparents still live there!! I live always visiting! And hope to have a hoke there myself one day!!!"
    1
    Flag
  • Trulia User
    "Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
    1
    Flag
  • Trulia User
    "I lived in this neighborhood for tens you’d and the community is very friendly. Community clean up after their dog and they watch over one another "
    0
    Flag
  • Kesha C.
    "Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
    0
    Flag
  • Tracy W.
    "The schools are better in Queen Anne's County. The town is well-maintained, and houses and businesses in town have to meet the strict guidelines of the historical society. Restaurants are generally mediocre in quality and high in price. "
    0
    Flag
  • Rancraw
    "This is just a great place to live. I am from Dallas, TX, I have lived in six countries, DC, and Miami. This is my favorite place to live. ONLY down side is getting to an airport under an hour."
    9
    Flag
  • Acaldwell1297
    "I am basically on the main road.... pretty easy to get in and out. I don’t live far from work! So pretty easy for me "
    1
    Flag
  • Guillermo A.
    "Good Community, friendly people, good services. "
    0
    Flag
  • Nancy M.
    "People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
    5
    Flag
  • asso
    "Quiet - not for night owls. Nice farmer's market, good library. Easy acess for weekends in DC, Baltimore, Philly, & Ocean Beaches. College town, Chester River"
    0
    Flag
  • Dafoster
    "Historic town along the Chester River and home to Washington College. Convenient to shops, restaurants, farmers market, waterfront, Garfield Center for the Arts and College Activities. A walker's paradise and a favorite for bikers and boaters."
    5
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 418 River Rd

  • What is 418 River Rd estimated to be worth?
    Trulia's estimated value for 418 River Rd in Chestertown, MD is $704,400.
  • What is the price history for 418 River Rd?
    418 River Rd in Chestertown, MD last sold for $380,000 in January 2019.
  • Is Chestertown a buyer's or seller's market?
    Chestertown is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chestertown?
    Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
  • Does 418 River Rd have air conditioning?
    Yes, 418 River Rd in Chestertown, MD has air conditioning.
  • How big is the lot at 418 River Rd?
    The lot at 418 River Rd in Chestertown, MD is about 0.57 acres (25,047 sq ft).

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