100 Sheaffer Rd, Chestertown, MD 21620
OFF MARKET

100 Sheaffer Rd
Chestertown, MD 21620

  • 3 Beds
  • 3 Baths
  • 1,900 sqft (on 2.67 acres)

$479,200

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $2,816/mo*
Refinance Your Home

$479,200

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $2,816/mo*
Refinance Your Home
3 Beds
3 Baths
1,900 sqft
(on 2.67 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This single-family home is located at 100 Sheaffer Rd, Chestertown, MD. 100 Sheaffer Rd is in Chestertown, MD and in ZIP code 21620. This property has 3 bedrooms, 3 bathrooms and approximately 1,900 sqft of floor space. This property has a lot size of 2.67 acres and was built in 2014.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 100 Sheaffer Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: OtherHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Attic
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 2.67 acres

Price History for 100 Sheaffer Rd

DatePriceEventSource
10/11/2016$255,000Sold
N/A
03/30/2015$264,900ListingRemovedAgent Provided
03/05/2015$264,900PriceChange
Agent Provided
01/08/2015$269,900Listed For SaleAgent Provided
07/12/2013$44,900Sold
N/A
06/01/2013$53,900PriceChange
Agent Provided
03/20/2013$64,900Listed For SaleAgent Provided
01/18/2013$74,900ListingRemovedAgent Provided
05/04/2012$74,900PriceChange
Agent Provided
09/19/2011$80,000Listed For SaleAgent Provided
07/24/2010$95,000ListingRemovedAgent Provided
07/08/2010$95,000Listed For SaleAgent Provided
06/08/2010$102,449Sold
N/A
01/27/2006$170,000Sold
N/A
12/01/2004$140,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$3,332
Assessment$347,300
Home facts updated by county records

Comparable Sales for 100 Sheaffer Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
136 Hilltop Dr, Chestertown, MD
0.24
Single-Family Home
$376,000
05/19/26
3
2
1,432
247 Blakefield Dr, Chestertown, MD
0.61
Single-Family Home
$435,000
12/16/25
3
3
2,500
216 Blakefield Dr, Chestertown, MD
0.45
Single-Family Home
$552,000
04/17/26
4
3
2,400
206 Flyway Ln, Chestertown, MD
0.42
Single-Family Home
$512,500
04/08/26
4
3.5
3,000
119 Darden Rd, Chestertown, MD
1.67
Single-Family Home
$270,000
03/18/26
3
2
1,424
107 Dutchess Rd, Chestertown, MD
1.65
Single-Family Home
$290,000
08/13/25
3
2
1,380
104 Dutchess Rd, Chestertown, MD
1.63
Single-Family Home
$312,000
06/20/25
3
2
1,188
307 Rosin Dr, Chestertown, MD
1.74
Single-Family Home
$150,000
03/18/26
3
3
2,816
105 Parma Rd, Chestertown, MD
1.72
Single-Family Home
$322,000
11/14/25
3
2
1,232
109 Edmore Rd, Chestertown, MD
1.76
Single-Family Home
$344,900
06/25/25
3
2
1,344

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 100 Sheaffer Rd.
View nearby schools on GreatSchools
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 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

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Explore by feature

Homes for sale near 100 Sheaffer Rd

Skip to last item
Skip to first item

Off Market Homes Near 100 Sheaffer Rd

Skip to last item
Skip to first item

Homes for rent near 100 Sheaffer Rd

Skip to last item
  • Results are loading
Skip to first item
100 Sheaffer Rd, Chestertown, MD 21620 is a 3 bedroom, 3 bathroom, 1,900 sqft single-family home built in 2014. This property is not currently available for sale. 100 Sheaffer Rd was last sold on Oct 11, 2016 for $255,000. The current Trulia Estimate for 100 Sheaffer Rd is $479,200.