106 E Step Rd, Chestertown, MD 21620
Property image
Property image
OFF MARKET

106 E Step Rd
Chestertown, MD 21620

  • 4 Beds
  • 2 Baths
  • 1,400 sqft (on 0.34 acres)

$343,600

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $2,060/mo*
Refinance Your Home

$343,600

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $2,060/mo*
Refinance Your Home
4 Beds
2 Baths
1,400 sqft
(on 0.34 acres)

Home Value

Trulia Estimate
$344K
Since last month
Decreased$3K (-0.9%)
Since last year
Decreased$7K (-1.9%)
Since last sale
Increased$84K (+32.3%)
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 +36% in the last 10 years
MonthEstimated value
2026
August 2026$343K
July 2026$347K
June 2026$347K
May 2026$350K
April 2026$348K
March 2026$341K
February 2026$338K
January 2026$335K
2025
2024
2023
2021

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
111 Cee Jay Rd, Chestertown, MD
0.04
Single-Family Home
$349,000
10/16/25
4
2
1,400
126 Char Nor Manor Blvd, Chestertown, MD
0.07
Single-Family Home
$349,500
06/05/26
3
2
1,304
148 E Step Rd, Chestertown, MD
0.14
Single-Family Home
$365,000
04/17/26
4
2
1,400
124 Char Nor Manor Blvd, Chestertown, MD
0.06
Single-Family Home
$250,000
11/11/25
2
2
1,024
134 Char Nor Manor Blvd, Chestertown, MD
0.09
Single-Family Home
$260,000
02/18/26
3
1
1,128
165 Char Nor Manor Blvd, Chestertown, MD
0.23
Single-Family Home
$424,000
01/30/26
4
2.5
2,258
111 Cee Jay Rd, Chestertown, MD
0.03
Single-Family Home
$349,000
10/23/25
2
1,400
127 Char Nor Manor Blvd, Chestertown, MD
0.10
Single-Family Home
$355,000
10/02/25
2
1
832
129 Char Nor Manor Blvd, Chestertown, MD
0.10
Single-Family Home
$412,000
02/20/26
2
1
810
143 Char Nor Manor Blvd, Chestertown, MD
0.13
Single-Family Home
$868,000
10/15/25
3
2.5
2,073

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
111 Cee Jay Rd, Chestertown, MD 21620
0.04
-
4
2
1,400
Off Market
131 E Step Rd, Chestertown, MD 21620
0.07
$264,400
3
2
1,900
Off Market
126 Char Nor Manor Blvd, Chestertown, MD 21620
0.07
$349,500
3
2
1,304
Recently Sold
124 Char Nor Manor Blvd, Chestertown, MD 21620
0.06
$250,000
2
2
1,024
Recently Sold
134 Char Nor Manor Blvd, Chestertown, MD 21620
0.09
$260,000
3
1
1,128
Recently Sold
906 Double Creek Point, Chestertown, MD 21620
0.05
$329,700
4
2
1,400
Off Market
118 Char Nor Manor Blvd, Chestertown, MD 21620
0.06
$278,700
3
2
1,114
Off Market
148 E Step Rd, Chestertown, MD 21620
0.14
$365,000
4
2
1,400
Recently Sold
129 Char Nor Manor Blvd, Chestertown, MD 21620
0.10
$412,000
2
1
810
Recently Sold
127 Char Nor Manor Blvd, Chestertown, MD 21620
0.10
$369,200
2
1
832
Off Market
144 Char Nor Manor Blvd, Chestertown, MD 21620
0.14
$50,000
-
-
-
Recently Sold
143 Char Nor Manor Blvd, Chestertown, MD 21620
0.13
$901,600
3
2.5
2,073
Off Market

Local Information

  • Map ViewExplore the area around 106 E Step 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
2021
Lot Size
0.34 acres
Living Area
1,400 sqft
Price/Sqft
$245

About this House

Beautiful 4 bedroom 2 bath in lovely Chestertown. Under Construction, but will be done within the month. An open kitchen to allow for all of the family to gather. Separate laundry room off of the kitchen. Master Bedroom has 2 large closets. This home has everything you need! Large family room, with lots of natural lighting. Settlement on date of completion.$1000.00 credit towards buyer if used preferred lender.
106 E Step Rd, Chestertown, MD 21620 is a 4 bedroom, 2 bathroom, 1,400 sqft single-family home built in 2021. It last sold for $259,500 on Jun 30, 2021. It is currently off market. The Trulia Estimate is $343,600, with a rent estimate of $2,648/month.

Home Details for 106 E Step Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Linoleum Vinyl
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherSprinkler System

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price and Tax history

DateEventPrice
Jun 30, 2021
Source: N/A
Sold
$259,500
May 21, 2021
Source: Bright MLS #MDQA147184
Pending
$250,000
May 3, 2021
Source: Bright MLS #MDQA147184
PriceChange
$250,000
Price increased by 1%
Apr 18, 2021
Source: Bright MLS #MDQA147184
PriceChange
$247,500
Price increased by 1%
Mar 30, 2021
Source: Bright MLS #MDQA147184
Listed For Sale
$245,000

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 106 E Step Rd

  • What is 106 E Step Rd estimated to be worth?
    Trulia's estimated value for 106 E Step Rd in Chestertown, MD is $343,600.
  • What is the price history for 106 E Step Rd?
    106 E Step Rd in Chestertown, MD last sold for $259,500 in June 2021.
  • 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 106 E Step Rd have air conditioning?
    Yes, 106 E Step Rd in Chestertown, MD has air conditioning.
  • How big is the lot at 106 E Step Rd?
    The lot at 106 E Step Rd in Chestertown, MD is about 0.34 acres (14,810 sq ft).

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