Is a car needed in Church Hill, MD?

As of early 2026, 86% of users say car is needed

Is parking easy in Church Hill, MD?

As of early 2026, 85% of users say parking is easy

Would people walk alone at night in Church Hill, MD?

As of early 2026, 83% of users say people would walk alone at night

Is Church Hill, MD dog-friendly?

As of early 2026, 73% of users say it's dog friendly

Are yards well-kept in Church Hill, MD?

As of early 2026, 73% of users say yards are well-kept

Does Church Hill, MD have sidewalks?

As of early 2026, 70% of users say there are sidewalks

Do kids play outside in Church Hill, MD?

As of early 2026, 70% of users say kids play outside

Are neighbors friendly in Church Hill, MD?

As of early 2026, 67% of users say neighbors are friendly

Does Church Hill, MD show holiday spirit?

As of early 2026, 63% of users say there's holiday spirit

Is there wildlife in Church Hill, MD?

As of early 2026, 50% of users say there's wildlife

Is Church Hill, MD quiet?

As of early 2026, 44% of users say it's quiet

Do residents of Church Hill, MD plan to stay at least 5 years?

As of early 2026, 42% of users say they plan to stay for at least 5 years

Are the streets well-lit in Church Hill, MD?

As of early 2026, 30% of users say streets are well-lit

Are there community events in Church Hill, MD?

As of early 2026, 22% of users say there are community events

Is Church Hill, MD walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

OFF MARKET

237 Blakefield Dr
Chestertown, MD 21620

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

$408,400

Trulia Estimate

as of May 21, 2026

Est. Refi. Payment $2,409/mo*

Refinance Your Home

$408,400

Trulia Estimate

as of May 21, 2026

Est. Refi. Payment $2,409/mo*

Refinance Your Home

3 Beds

2 Baths

1,545 sqft

(on 1 acre)

Local Information

-- mins to

Commute Destination

Description

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.

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 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 History for 237 Blakefield Dr

Date	Price	Event	Source
03/31/2014	$248,800	Sold	N/A
Recording Date 03/31/2014 County Transfer Tax N/A Total Transfer Tax N/A

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$2,868
Assessment	$304,500

Home facts updated by county records

Comparable Sales for 237 Blakefield Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
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
107 Dutchess Rd, Chestertown, MD	1.72	Single-Family Home	$290,000	08/13/25	3	2	1,380
104 Dutchess Rd, Chestertown, MD	1.70	Single-Family Home	$312,000	06/20/25	3	2	1,188
114 Ryan Ct, Chestertown, MD	1.86	Single-Family Home	$355,000	08/12/25	2	2	1,496
105 Parma Rd, Chestertown, MD	1.82	Single-Family Home	$322,000	11/14/25	3	2	1,232
925 Round Top Rd, Chestertown, MD	1.62	Single-Family Home	$300,000	09/26/25	3	1	1,056

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

NEW
COMING SOON 5/30
1 ACRE
$457,500
3 bd
2 ba
1,664 sqft
118 Grant Ct,
Chestertown, MD 21620
RE/MAX Executive
FOR SALE
1.8 ACRES
$150,000
109 2nd St,
Chestertown, MD 21620
Cross Street Realtors LLC
SOLD
MAY 19, 2026
$376,000
3 bd
2 ba
1,432 sqft
136 Hilltop Dr,
Chestertown, MD 21620
Northrop Realty
SOLD
APR 8, 2026
$512,500
4 bd
3.5 ba
3,000 sqft
206 Flyway Ln,
Chestertown, MD 21620
Integrity Real Estate
SOLD
MAR 4, 2026
$190,000
Hoffecker Rd,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
SOLD
APR 17, 2026
$552,000
4 bd
3 ba
2,400 sqft
216 Blakefield Dr,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
SOLD
NOV 10, 2025
$162,000
Church Hill Lot 2 Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
OFF MARKET
Est. $260,500
3 bd
1.5 ba
1,248 sqft
1106 Round Top Rd,
Chestertown, MD 21620
Cross Street Realtors LLC
OFF MARKET
Est. $564,600
4 bd
3 ba
2,400 sqft
226 Blakefield Dr,
Chestertown, MD 21620
Non Subscribing Office
OFF MARKET
Est. $450,400
4 bd
2 ba
1,766 sqft
130 Sheaffer Rd,
Chestertown, MD 21620
Coldwell Banker Realty
OFF MARKET
Est. $719,200
4 bd
3.5 ba
2,512 sqft
317 Union Church Rd,
Chestertown, MD 21620
Clark & Co Realty, LLC
OFF MARKET
Est. $410,600
3 bd
2 ba
1,344 sqft
109 Grant Ct,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 237 Blakefield Dr.

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 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
Resident
6y ago
"30 min from the bridge...not bad. Summer traffic can be heavy at certain times on Thursday and Friday. "
0
Flag
Leslieb
Resident
6y ago
"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

Apartments for Rent

Skip to last item

Results are loading

Skip to first item

Explore by feature

APPLY INSTANTLY
PET FRIENDLY
$1,500/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
$1,100/mo
Total price
1 ba
750 sqft
866 Washington Ave #B,
Chestertown, MD 21620
APPLY INSTANTLY
$2,150/mo
3 bd
2.5 ba
1,365 sqft
110 Island Lark Way,
Chestertown, MD 21620
APPLY INSTANTLY
$2,095/mo
3 bd
2.5 ba
1,222 sqft
210 Hilltop Ln,
Chestertown, MD 21620
$2,600/mo
3 bd
2.5 ba
2,612 sqft
104 Cedar St,
Chestertown, MD 21620
PET FRIENDLY
$2,050/mo
2 bd
2 ba
900 sqft
104 Maple Ave #6,
Chestertown, MD 21620
PET FRIENDLY
$1,520/mo
2 bd
1 ba
800 sqft
104 Maple Ave #3,
Chestertown, MD 21620
7 rentals with air conditioning in Chestertown, MD

Homes for sale near 237 Blakefield Dr

Skip to last item

NEW
COMING SOON 5/30
1 ACRE
$457,500
3 bd
2 ba
1,664 sqft
118 Grant Ct,
Chestertown, MD 21620
RE/MAX Executive
0.76 ACRES
$344,900
3 bd
2 ba
1,392 sqft
109 Wilton Rd,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
0.87 ACRES
$598,000
3 bd
2.5 ba
2,927 sqft
204 Double Creek Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
0.55 ACRES
$299,000
3 bd
1 ba
1,120 sqft
208 Central Dr,
Chestertown, MD 21620
Redfin Corp
0.51 ACRES
$425,000
3 bd
2 ba
1,120 sqft
240 Merganser Dr,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
1.1 ACRES
$524,900
3 bd
2.5 ba
2,268 sqft
101 Coleman Dr,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
OPEN SAT, 11-1PM
NEW CONSTRUCTION
1.01 ACRES
$899,500
4 bd
2.5 ba
2,877 sqft
205 River Rd,
Chestertown, MD 21620
Clark & Co Realty, LLC
See more homes for sale in
Chestertown
Take a look

Skip to first item

Off Market Homes Near 237 Blakefield Dr

Skip to last item

SOLD
MAY 19, 2026
$376,000
3 bd
2 ba
1,432 sqft
136 Hilltop Dr,
Chestertown, MD 21620
Northrop Realty
SOLD
MAY 18, 2026
$259,900
3 bd
1.5 ba
1,200 sqft
107 Metcalf Rd,
Chestertown, MD 21620
Real Broker, LLC
SOLD
MAY 15, 2026
$280,000
3 bd
1 ba
1,449 sqft
111 Cemetery Ln,
Church Hill, MD 21623
Clark & Co Realty, LLC
SOLD
MAY 14, 2026
$278,500
3 bd
1 ba
107 Longfellow Dr,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
SOLD
MAY 8, 2026
$221,450
3 bd
2 ba
1,474 sqft
602 Main St,
Church Hill, MD 21623
LPT Realty, LLC
SOLD
MAY 8, 2026
$362,500
3 bd
2 ba
2,114 sqft
115 Cemetery Ln,
Church Hill, MD 21623
Redfin Corp
SOLD
MAY 7, 2026
$264,900
119 Metcalf Rd,
Chestertown, MD 21620
SOLD
MAY 5, 2026
$347,000
5 bd
1 ba
1,645 sqft
111 Pine St,
Chestertown, MD 21620
SOLD
MAY 5, 2026
$325,000
2 bd
1 ba
462 sqft
405 Cannon St,
Chestertown, MD 21620
SOLD
MAY 4, 2026
$480,000
4 bd
2 ba
1,848 sqft
101 Pine Tree Rd,
Chestertown, MD 21620
Rosendale Realty
See more homes for sale in
Chestertown
Take a look

Skip to first item

Homes for rent near 237 Blakefield Dr

Skip to last item

Results are loading

Skip to first item

237 Blakefield Dr, Chestertown, MD 21620 is a 3 bedroom, 2 bathroom, 1,545 sqft single-family home built in 2014. This property is not currently available for sale. 237 Blakefield Dr was last sold on Mar 31, 2014 for $248,800. The current Trulia Estimate for 237 Blakefield Dr is $408,400.

237 Blakefield Dr
Chestertown, MD 21620

$408,400

$408,400

Local Information