116 Pine St, Chestertown, MD 21620
OFF MARKET

$287,300

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,344 sqft (on 0.26 acres)

116 Pine St, Chestertown, MD 21620

Est. Refi. Payment $1,736/mo*
Refinance Your Home
Currently Off Market - Sold Aug 3, 2007 for $210,000

Home Value

Trulia Estimate
$287K
Since last month
Decreased$5K (-1.8%)
Since last year
Decreased$500 (-0.2%)
Since last sale
Increased$75K (+35.6%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$285K
July 2026$290K
June 2026$289K
May 2026$283K
April 2026$283K
March 2026$281K
February 2026$277K
January 2026$276K
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
112 Elm St, Chestertown, MD
0.07
Single-Family Home
$249,000
06/12/26
3
1
1,356
205 Pine St, Chestertown, MD
0.11
Single-Family Home
$296,337
09/30/25
3
1.5
2,212
109 Cedar St, Chestertown, MD
0.18
Single-Family Home
$318,000
08/14/26
3
2
1,397
304 Hadaway Dr, Chestertown, MD
0.16
Single-Family Home
$300,000
07/30/26
4
2
1,325
111 Pine St, Chestertown, MD
0.04
Single-Family Home
$347,000
05/05/26
5
1
1,645
202 Valley Rd, Chestertown, MD
0.18
Single-Family Home
$325,000
06/17/26
3
1
1,427
108 Pine St, Chestertown, MD
0.05
Single-Family Home
$85,000
06/30/26
3
1
910
217 Philosophers Ter, Chestertown, MD
0.43
Single-Family Home
$370,000
05/01/26
3
1.5
1,404
411 Greenwood Ave, Chestertown, MD
0.22
Single-Family Home
$415,000
01/07/26
3
2.5
1,676
224 Valley Rd, Chestertown, MD
0.24
Single-Family Home
$455,000
10/21/25
3
2
1,886

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 Pine St, Chestertown, MD 21620
0.05
$85,000
3
1
910
Recently Sold
106 Pine St, Chestertown, MD 21620
0.07
$299,100
3
1
1,376
Off Market
201 Greenwood Ave, Chestertown, MD 21620
0.06
$495,000
4
3
3,984
Recently Sold
112 Elm St, Chestertown, MD 21620
0.07
$249,000
3
1
1,356
Recently Sold
118 Elm St, Chestertown, MD 21620
0.08
$447,500
3
2.5
2,008
Off Market
111 Elm St, Chestertown, MD 21620
0.11
$257,800
3
1
1,275
Off Market
205 Pine St, Chestertown, MD 21620
0.11
$297,900
3
1.5
2,212
Off Market
304 Hadaway Dr, Chestertown, MD 21620
0.16
$300,000
4
2
1,325
Recently Sold
109 Cedar St, Chestertown, MD 21620
0.18
$318,000
3
2
1,397
Recently Sold
202 Valley Rd, Chestertown, MD 21620
0.18
$325,000
3
1
1,427
Recently Sold
206 Valley Rd, Chestertown, MD 21620
0.20
$590,000
4
2
2,869
Recently Sold
202 Glen St, Chestertown, MD 21620
0.22
$290,500
3
1
1,252
Off Market

Local Information

  • Map ViewExplore the area around 116 Pine St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
0.26 acres
Living Area
1,344 sqft
Price/Sqft
$214

About this House

This single-family home is located at 116 Pine St, Chestertown, MD. 116 Pine St is in Chestertown, MD and in ZIP code 21620. This property has 2 bedrooms, 2 bathrooms and approximately 1,344 sqft of floor space. This property has a lot size of 0.26 acres and was built in 1955.
116 Pine St, Chestertown, MD 21620 is a 2 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1955. It last sold for $210,000 on Aug 3, 2007. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $287,300, with a rent estimate of $1,685/month.

Home Details for 116 Pine St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
AtticNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Master Bath, OfficeCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: MetalGardenLawnPorch
Parking & Garage
Parking Spaces: 2Parking: Off Street

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Aug 3, 2007
Source: N/A
Sold
$210,000
Aug 21, 2000
Source: N/A
Sold
$110,000

Market trends in Chestertown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
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 116 Pine St

  • What is 116 Pine St estimated to be worth?
    Trulia's estimated value for 116 Pine St in Chestertown, MD is $287,300.
  • What is the price history for 116 Pine St?
    116 Pine St in Chestertown, MD last sold for $210,000 in August 2007.
  • 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 116 Pine St have air conditioning?
    Yes, 116 Pine St in Chestertown, MD has air conditioning.
  • Does 116 Pine St have laundry facilities?
    Yes, 116 Pine St in Chestertown, MD has in-unit laundry.

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