237 Blakefield Dr, Chestertown, MD 21620
OFF MARKET

237 Blakefield Dr
Chestertown, MD 21620

  • 3 Beds
  • 2 Baths
  • 1,545 sqft (on 1 acre)

$419,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,482/mo*
Refinance Your Home

$419,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,482/mo*
Refinance Your Home
3 Beds
2 Baths
1,545 sqft
(on 1 acre)

Home Value

Trulia Estimate
$420K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$28K (+7.1%)
Since last sale
Increased$171K (+68.6%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$420K
July 2026$417K
June 2026$413K
May 2026$413K
April 2026$409K
March 2026$408K
February 2026$397K
January 2026$396K
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
118 Grant Ct, Chestertown, MD
0.30
Single-Family Home
$460,000
06/29/26
3
2
1,664
247 Blakefield Dr, Chestertown, MD
0.07
Single-Family Home
$435,000
12/16/25
3
3
2,500
216 Blakefield Dr, Chestertown, MD
0.15
Single-Family Home
$552,000
04/17/26
4
3
2,400
136 Hilltop Dr, Chestertown, MD
0.75
Single-Family Home
$376,000
05/19/26
3
2
1,432
206 Flyway Ln, Chestertown, MD
0.93
Single-Family Home
$512,500
04/08/26
4
3.5
3,000
119 Darden Rd, Chestertown, MD
1.69
Single-Family Home
$270,000
03/18/26
3
2
1,424
105 Parma Rd, Chestertown, MD
1.82
Single-Family Home
$322,000
11/14/25
3
2
1,232
113 Pear Tree Point Rd, Chestertown, MD
1.69
Single-Family Home
$175,000
06/05/26
3
1
1,296
221 Dutchess Rd, Chestertown, MD
1.84
Single-Family Home
$228,000
07/13/26
3
1.5
2,260
925 Round Top Rd, Chestertown, MD
1.62
Single-Family Home
$300,000
09/26/25
3
1
1,056

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
231 Blakefield Dr, Chestertown, MD 21620
0.05
$458,200
3
2
1,600
Off Market
234 Blakefield Dr, Chestertown, MD 21620
0.06
$583,400
3
2.5
2,400
Off Market
226 Blakefield Dr, Chestertown, MD 21620
0.09
$568,400
4
3
2,400
Off Market
220 Blakefield Dr, Chestertown, MD 21620
0.12
$499,800
3
2.5
1,900
Off Market
215 Blakefield Dr, Chestertown, MD 21620
0.13
$483,300
3
2.5
1,902
Off Market
216 Blakefield Dr, Chestertown, MD 21620
0.15
$552,000
4
3
2,400
Recently Sold
148 Grant Ct, Chestertown, MD 21620
0.17
$462,000
3
2
1,664
Off Market
209 Blakefield Dr, Chestertown, MD 21620
0.17
$439,300
3
2
-
Off Market
109 Grant Ct, Chestertown, MD 21620
0.28
$413,700
3
2
1,344
Off Market
118 Grant Ct, Chestertown, MD 21620
0.30
$460,000
3
2
1,664
Recently Sold
112 Sheaffer Rd, Chestertown, MD 21620
0.64
$524,700
4
2.5
2,864
Off Market
126 Hilltop Dr, Chestertown, MD 21620
0.75
$522,400
3
2.5
2,733
Off Market

Local Information

  • Map ViewExplore the area around 237 Blakefield Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2014
Lot Size
1 acre
Living Area
1,545 sqft
Price/Sqft
$272
Parking
Garage

About this House

This single-family home is located at 237 Blakefield Dr, Chestertown, MD. 237 Blakefield Dr is in Chestertown, MD and in ZIP code 21620. This property has 3 bedrooms, 2 bathrooms and approximately 1,545 sqft of floor space. This property has a lot size of 1 acre and was built in 2014.
237 Blakefield Dr, Chestertown, MD 21620 is a 3 bedroom, 2 bathroom, 1,545 sqft single-family home built in 2014. It last sold for $248,800 on Mar 31, 2014. It is currently off market. The Trulia Estimate is $419,600, with a rent estimate of $2,602/month.

Home Details for 237 Blakefield Dr

Interior Features

Interior Details
BasementAtticTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud RoomCeiling Fan
Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Laminate, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: VinylLawn
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: 1 acre

Price and Tax history

DateEventPrice
Mar 31, 2014
Source: N/A
Sold
$248,800

Market trends in Church Hill

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
1MoM

Around this home

What Locals Say about Church Hill

At least 7 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 85 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 73 % Say it's dog friendly

  • 73 % Say yards are well-kept

  • 70 % Say there are sidewalks

  • 70 % Say kids play outside

  • 67 % Say neighbors are friendly

  • 63 % Say there's holiday spirit

  • 50 % Say there's wildlife

  • 44 % Say it's quiet

  • 42 % Say they plan to stay for at least 5 years

  • 30 % Say streets are well-lit

  • 22 % Say there are community events

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Dhercher1
    "30 min from the bridge...not bad. Summer traffic can be heavy at certain times on Thursday and Friday. "
    0
    Flag
  • Leslieb
    "Great ! I pick up 213 and go right into Chestertown. Traffic is good in the am but heavy in the afternoon. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 237 Blakefield Dr

  • What is 237 Blakefield Dr estimated to be worth?
    Trulia's estimated value for 237 Blakefield Dr in Chestertown, MD is $419,600.
  • What is the price history for 237 Blakefield Dr?
    237 Blakefield Dr in Chestertown, MD last sold for $248,800 in March 2014.
  • Is Chestertown a buyer's or seller's market?
    Chestertown is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Chestertown?
    Residents describe Chestertown, MD as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
  • Does 237 Blakefield Dr have air conditioning?
    Yes, 237 Blakefield Dr in Chestertown, MD has air conditioning.
  • Does 237 Blakefield Dr have laundry facilities?
    Yes, 237 Blakefield Dr in Chestertown, MD has in-unit laundry.

Explore by feature - Pet Friendly

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