108 Sheaffer Rd, Chestertown, MD 21620
OFF MARKET

108 Sheaffer Rd
Chestertown, MD 21620

  • Studio
  • 2 Baths
  • 1,344 sqft (on 1.02 acres)

$379,200

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $2,223/mo*
Refinance Your Home

$379,200

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $2,223/mo*
Refinance Your Home
Studio
2 Baths
1,344 sqft
(on 1.02 acres)

Local Information

  • Map ViewExplore the area around 108 Sheaffer Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 108 Sheaffer Rd, Chestertown, MD. 108 Sheaffer Rd is in Chestertown, MD and in ZIP code 21620. This property has 2 bathrooms and approximately 1,344 sqft of floor space. This property has a lot size of 1.02 acres and was built in 1994.
108 Sheaffer Rd, Chestertown, MD 21620 is a studio, 2 bathroom, 1,344 sqft single-family home built in 1994. It last sold for $188,500 on May 23, 2003. It is currently off market. The Trulia Estimate is $379,200, with a rent estimate of $2,463/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 108 Sheaffer Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.02 acres

Price History for 108 Sheaffer Rd

DatePriceEventSource
05/23/2003$188,500Sold
N/A

Market trends in Chestertown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
1MoM
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Property Tax and Assessment

Year2025
Tax$2,535
Assessment$262,700
Home facts updated by county records

Comparable Sales for 108 Sheaffer Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
136 Hilltop Dr, Chestertown, MD
0.18
Single-Family Home
$376,000
05/19/26
3
2
1,432
118 Grant Ct, Chestertown, MD
0.34
Single-Family Home
$460,000
06/29/26
3
2
1,664
206 Flyway Ln, Chestertown, MD
0.36
Single-Family Home
$512,500
04/08/26
4
3.5
3,000
216 Blakefield Dr, Chestertown, MD
0.49
Single-Family Home
$552,000
04/17/26
4
3
2,400
247 Blakefield Dr, Chestertown, MD
0.66
Single-Family Home
$435,000
12/16/25
3
3
2,500
107 Dutchess Rd, Chestertown, MD
1.61
Single-Family Home
$290,000
08/13/25
3
2
1,380
119 Darden Rd, Chestertown, MD
1.65
Single-Family Home
$270,000
03/18/26
3
2
1,424
114 Ryan Ct, Chestertown, MD
1.84
Single-Family Home
$355,000
08/12/25
2
2
1,496
105 Parma Rd, Chestertown, MD
1.69
Single-Family Home
$322,000
11/14/25
3
2
1,232
513 Round Top Rd, Chestertown, MD
1.73
Single-Family Home
$220,000
04/14/26
4
1
1,248

Nearby homes

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Assigned Schools

These are the assigned schools for 108 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

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Explore by feature - Air Conditioning

8 rentals with air conditioning in Chestertown, MD

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Chestertown, MD

Homes for sale near 108 Sheaffer Rd

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Off Market Homes Near 108 Sheaffer Rd

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