121 Sheaffer Rd, Chestertown, MD 21620
OFF MARKET

$467,500

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,040 sqft (on 1.03 acres)

121 Sheaffer Rd, Chestertown, MD 21620

Est. Refi. Payment $2,747/mo*
Refinance Your Home
Currently Off Market - Sold Oct 29, 2015 for $250,000

Home Value

Trulia Estimate
$468K
Since last month
Decreased$3K (-0.6%)
Since last year
Increased$5K (+1%)
Since last sale
Increased$217K (+87%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$467K
July 2026$470K
June 2026$471K
May 2026$474K
April 2026$468K
March 2026$465K
February 2026$458K
January 2026$458K
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
136 Hilltop Dr, Chestertown, MD
0.14
Single-Family Home
$376,000
05/19/26
3
2
1,432
118 Grant Ct, Chestertown, MD
0.45
Single-Family Home
$460,000
06/29/26
3
2
1,664
206 Flyway Ln, Chestertown, MD
0.28
Single-Family Home
$512,500
04/08/26
4
3.5
3,000
216 Blakefield Dr, Chestertown, MD
0.60
Single-Family Home
$552,000
04/17/26
4
3
2,400
247 Blakefield Dr, Chestertown, MD
0.77
Single-Family Home
$435,000
12/16/25
3
3
2,500
119 Darden Rd, Chestertown, MD
1.66
Single-Family Home
$270,000
03/18/26
3
2
1,424
221 Dutchess Rd, Chestertown, MD
1.76
Single-Family Home
$228,000
07/13/26
3
1.5
2,260
105 Parma Rd, Chestertown, MD
1.69
Single-Family Home
$322,000
11/14/25
3
2
1,232
215 Fairview Dr, Chestertown, MD
1.89
Single-Family Home
$435,000
07/16/26
3
2.5
1,784
307 Rosin Dr, Chestertown, MD
1.74
Single-Family Home
$150,000
03/18/26
3
3
2,816

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
317 Union Church Rd, Chestertown, MD 21620
0.07
$727,300
4
3.5
2,512
Off Market
130 Sheaffer Rd, Chestertown, MD 21620
0.11
$455,900
4
2
1,766
Off Market
112 Sheaffer Rd, Chestertown, MD 21620
0.09
$524,700
4
2.5
2,864
Off Market
136 Hilltop Dr, Chestertown, MD 21620
0.14
$376,000
3
2
1,432
Recently Sold
126 Hilltop Dr, Chestertown, MD 21620
0.21
$520,700
3
2.5
2,733
Off Market
209 Myers Rd, Chestertown, MD 21620
0.23
$446,600
3
2
1,846
Off Market
206 Flyway Ln, Chestertown, MD 21620
0.28
$512,500
4
3.5
3,000
Recently Sold
118 Grant Ct, Chestertown, MD 21620
0.45
$460,000
3
2
1,664
Recently Sold
109 Grant Ct, Chestertown, MD 21620
0.49
$415,700
3
2
1,344
Off Market
Church Hill Lot 2 Rd, Chestertown, MD 21620
0.62
$162,000
-
-
-
Recently Sold
Church Hill Rd, Chestertown, MD 21620
0.62
-
-
-
-
Off Market
148 Grant Ct, Chestertown, MD 21620
0.58
$463,700
3
2
1,664
Off Market

Local Information

  • Map ViewExplore the area around 121 Sheaffer Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2003
Lot Size
1.03 acres
Living Area
2,040 sqft
Price/Sqft
$229
Parking
Garage

About this House

Come take a look,freshly painted and mulched.Located outside of Chestertown with so many great amenities located in town. Spacious yard for the family,house has many possibilities.Full unfinished basement,2 garage with bonus room or great storage space. Don''t miss out on this one, just in time to enjoy all the Eastern Shore has to offer,waterfront restaurants,boating and so much more near by...
121 Sheaffer Rd, Chestertown, MD 21620 is a 3 bedroom, 3 bathroom, 2,040 sqft single-family home built in 2003. It last sold for $250,000 on Oct 29, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $467,500, with a rent estimate of $2,794/month.

Home Details for 121 Sheaffer Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced Air, Heat PumpAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Vinyl
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.03 acres

Price and Tax history

DateEventPrice
Oct 29, 2015
Source: N/A
Sold
$250,000
Sep 11, 2015
Source: Agent Provided
Pending
$269,900
Jun 1, 2015
Source: Agent Provided
Listed For Sale
$269,900
Nov 9, 2008
Source: Agent Provided
ListingRemoved
$329,900
May 27, 2008
Source: Agent Provided
Listed For Sale
$329,900

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 121 Sheaffer Rd

  • What is 121 Sheaffer Rd estimated to be worth?
    Trulia's estimated value for 121 Sheaffer Rd in Chestertown, MD is $467,500.
  • What is the price history for 121 Sheaffer Rd?
    121 Sheaffer Rd in Chestertown, MD last sold for $250,000 in October 2015.
  • 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 121 Sheaffer Rd have laundry facilities?
    Yes, 121 Sheaffer Rd in Chestertown, MD has in-unit laundry.
  • How big is the lot at 121 Sheaffer Rd?
    The lot at 121 Sheaffer Rd in Chestertown, MD is about 1 acre.

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