Is parking easy in Chester, MD?

As of early 2026, 88% of users say parking is easy

Is a car needed in Chester, MD?

As of early 2026, 88% of users say car is needed

Would people walk alone at night in Chester, MD?

As of early 2026, 86% of users say people would walk alone at night

Is Chester, MD dog-friendly?

As of early 2026, 83% of users say it's dog friendly

Is Chester, MD quiet?

As of early 2026, 83% of users say it's quiet

Does Chester, MD show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

Are neighbors friendly in Chester, MD?

As of early 2026, 65% of users say neighbors are friendly

Do kids play outside in Chester, MD?

As of early 2026, 64% of users say kids play outside

Is there wildlife in Chester, MD?

As of early 2026, 64% of users say there's wildlife

Are yards well-kept in Chester, MD?

As of early 2026, 57% of users say yards are well-kept

Does Chester, MD have sidewalks?

As of early 2026, 53% of users say there are sidewalks

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

As of early 2026, 49% of users say they plan to stay for at least 5 years

Are there community events in Chester, MD?

As of early 2026, 48% of users say there are community events

Are the streets well-lit in Chester, MD?

As of early 2026, 44% of users say streets are well-lit

Is Chester, MD walkable to restaurants?

As of early 2026, 41% of users say it's walkable to restaurants

Is Chester, MD walkable to grocery stores?

As of early 2026, 17% of users say it's walkable to grocery stores

OFF MARKET

2015 Main St
Chester, MD 21619

Studio
1 Bath
864 sqft (on 0.55 acres)

$281,500

Trulia Estimate

as of Jul 6, 2026

Est. Refi. Payment $1,669/mo*

Refinance Your Home

$281,500

Trulia Estimate

as of Jul 6, 2026

Est. Refi. Payment $1,669/mo*

Refinance Your Home

Studio

1 Bath

864 sqft

(on 0.55 acres)

Local Information

Map ViewExplore the area around 2015 Main St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 2015 Main St, Chester, MD. 2015 Main St is in Chester, MD and in ZIP code 21619. This property has 1 bathroom and approximately 864 sqft of floor space. This property has a lot size of 0.55 acres and was built in 1983.

2015 Main St, Chester, MD 21619 is a studio, 1 bathroom, 864 sqft single-family home built in 1983. It last sold for $82,000 on May 24, 1993. It is currently off market. The Trulia Estimate is $281,500, with a rent estimate of $2,045/month.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 2015 Main St

Interior Features
Heating & Cooling Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Other

Property Information
Year Built Year Built: 1983
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.55 acres

Price History for 2015 Main St

Date	Price	Event	Source
05/24/1993	$82,000	Sold	N/A
Recording Date 05/24/1993 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$2,075
Assessment	$220,233

Home facts updated by county records

Comparable Sales for 2015 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
107 Lee Rd, Chester, MD	0.39	Single-Family Home	$259,000	07/24/25	3	1	960
413 Dominion Rd, Chester, MD	0.49	Single-Family Home	$370,000	10/07/25	3	2	1,346
308 Dominion Rd, Chester, MD	0.48	Single-Family Home	$325,000	09/17/25	3	2	1,280
117 Dundee Ave, Chester, MD	0.48	Single-Family Home	$390,000	06/25/26	3	2	1,248
602 Dominion Rd, Chester, MD	0.68	Single-Family Home	$226,000	08/25/25	2	2	1,800
109 Prices Ln, Chester, MD	0.42	Single-Family Home	$435,100	04/08/26	3	2.5	1,466
194 Evelyne St, Chester, MD	0.41	Single-Family Home	$679,000	07/15/25	3	2	2,134
103 John Gibson Dr, Chester, MD	0.32	Single-Family Home	$789,000	08/27/25	4	3	2,602
121 John Gibson Dr, Chester, MD	0.35	Single-Family Home	$812,500	09/15/25	4	2.5	2,760
113 Chessie Ct, Chester, MD	0.54	Single-Family Home	$459,000	09/30/25	3	2.5	1,858

Nearby homes

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

Skip to last item

OFF MARKET
Est. $814,900
4 bd
3 ba
2,602 sqft
103 John Gibson Dr,
Chester, MD 21619
RE/MAX Executive
OFF MARKET
Est. $709,500
3 bd
2.5 ba
2,320 sqft
108 Claiborne St,
Chester, MD 21619
RE/MAX Leading Edge
OFF MARKET
Est. $691,300
4 bd
3 ba
2,464 sqft
104 John Gibson Dr,
Chester, MD 21619
EXIT First Realty
OFF MARKET
Est. $451,600
3 bd
1.5 ba
1,400 sqft
1818 Main St,
Chester, MD 21619
Keller Williams Flagship
OFF MARKET
Est. $724,000
4 bd
2.5 ba
2,914 sqft
121 McGuckin St,
Chester, MD 21619
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $871,400
4 bd
2.5 ba
2,901 sqft
316 Macum Creek Dr,
Chester, MD 21619
Long & Foster Real Estate, Inc.
SOLD
SEP 15, 2025
$812,500
4 bd
2.5 ba
2,760 sqft
121 John Gibson Dr,
Chester, MD 21619
Keller Williams Flagship
SOLD
SEP 11, 2025
$989,000
4 bd
3.5 ba
3,949 sqft
330 Macum Creek Dr,
Chester, MD 21619
Coldwell Banker Realty
OFF MARKET
Est. $812,000
4 bd
2.5 ba
2,914 sqft
215 McGuckin St,
Chester, MD 21619
Long & Foster Real Estate, Inc.
SOLD
JAN 5, 2026
$640,000
3 bd
3.5 ba
2,400 sqft
132 Claiborne St,
Chester, MD 21619
Coldwell Banker Realty
OFF MARKET
Est. $866,000
4 bd
2.5 ba
3,076 sqft
134 Henry Stoupe Way,
Chester, MD 21619
Keller Williams Flagship
OFF MARKET
Est. $476,600
3 bd
3 ba
1,880 sqft
99 Lee Rd,
Chester, MD 21619
Patterson-Schwartz-OceanView

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 2015 Main St.

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 Chester

At least 36 Trulia users voted on each feature.

88 % Say parking is easy
88 % Say car is needed
86 % Say people would walk alone at night
83 % Say it's dog friendly
83 % Say it's quiet
80 % Say there's holiday spirit
65 % Say neighbors are friendly
64 % Say kids play outside
64 % Say there's wildlife
57 % Say yards are well-kept
53 % Say there are sidewalks
49 % Say they plan to stay for at least 5 years
48 % Say there are community events
44 % Say streets are well-lit
41 % Say it's walkable to restaurants
17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Dlmaheux
Resident
2y ago
"I’ve been here 20 years and don’t even lock my doors the majority of the time. Super safe. Wonderful sense of community all around "
0
Flag
Colinjgallagher525
Resident
2y ago
"Tucked away million dollar homes with great down-to-earth people living in them. It’s a warm community and bay living at its finest. "
0
Flag
Peggy Young
Resident
2y ago
"Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
0
Flag
Trulia User
Resident
2y ago
"Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
0
Flag
Peggy.young
Resident
6y ago
"Lots of spaces to walk dogs, lots of people who love dogs. Great way to meet neighbors. Just about everyone on the shore has a dog. Also a number of good kennels for when you travel. "
3
Flag
Taylor T.
Resident
6y ago
"Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
0
Flag
kara
Resident
7y ago
"I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
0
Flag
Robert M Heyn
Resident
7y ago
"Its always so pleasant here in Chester. Its like Everyone says HI and knows one another. The school systems are great and Chester is central located to all surrounding areas of shopping, dining, water, Annapolis and Easton. Some of tue most beautiful views in the MD pertaining to water and nature."
1
Flag
J0J0s4X4
Resident
7y ago
"They are required to clean up after them. The HOA used to pay a pooper scooper company which provided pooper containers, scoops, and bags after used to be deposited in the container. The Board decided that the dog owners should pick up the cost of picking up after their dogs and quit paying the $26,000 per year for the company."
0
Flag
Wilson
Resident
7y ago
"Not very many families, but within a great school district. Good community for people who don’t really have children. "
0
Flag
J0J0s4X4
Resident
7y ago
"it is a child friendly development and very safe. also, most homeowners have video security systems."
0
Flag
Peggy y.
Resident
8y ago
"Chester is a real community, where you know just about everyone. I live in a condo, so life is as easy as it gets. There are lots of walking trails, and you are always a stone’s throw from the Chesapeake Bay or the Chester River."
3
Flag
Eric D.
11y ago
"I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

PET FRIENDLY
INCOME RESTRICTED
$1,158/mo
1 bd
1 ba
101 Ellicott Dr #1B-1Ba-552Sqft,
Chester, MD 21619
PET FRIENDLY
INCOME RESTRICTED
$1,091/mo
2 bd
1 ba
39 Sherman Way #a656b564b,
Chester, MD 21619
Contact for price
1-2 bd
1-2 ba
800 Abruzzi Dr #f320a52c6,
Chester, MD 21619
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
3 bd
1 ba
440 Main St #1000-C,
Stevensville, MD 21666
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
2 bd
1 ba
460 Main St #1000-B,
Stevensville, MD 21666
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
2 bd
1 ba
480 Main St #1000-B,
Stevensville, MD 21666
$2,300/mo
2 bd
2.5 ba
45 Queen Neva Ct #B,
Chester, MD 21619
See more homes for rent in
Chester
Take a look

Skip to first item

Homes for sale near 2015 Main St

Skip to last item

FORECLOSURE
$240,000
3 bd
2 ba
1,160 sqft
108 Price Rd,
Chester, MD 21619
Thurston Wyatt Real Estate, LLC
$865,000
4 bd
3.5 ba
3,312 sqft
232 Evelyne St,
Chester, MD 21619
TTR Sotheby's International Realty
$630,000
3 bd
2.5 ba
2,119 sqft
265 Evelyne St,
Chester, MD 21619
Samson Properties
0.34 ACRES
$399,500
3 bd
1.5 ba
1,192 sqft
2645 Cox Neck Rd,
Chester, MD 21619
Compass
$780,000
4 bd
3.5 ba
2,185 sqft
134 Richard Ingle Way,
Chester, MD 21619
Keller Williams Realty Central-Delaware
$1,249,000
5 bd
3.5 ba
4,334 sqft
108 Carriage Heath,
Chester, MD 21619
Coldwell Banker Realty
0.28 ACRES
$420,000
3 bd
2.5 ba
1,296 sqft
200 Newtown Rd,
Chester, MD 21619
Samson Properties
0.35 ACRES
$475,000
3 bd
2.5 ba
1,728 sqft
1916 Stevens Dr,
Chester, MD 21619
Coldwell Banker Realty
NEW
COMING SOON 7/14
0.5 ACRES
$535,000
5 bd
3 ba
3,000 sqft
205 Anchor Ln,
Chester, MD 21619
Samson Properties
See more homes for sale in
Chester
Take a look

Skip to first item

Off Market Homes Near 2015 Main St

Skip to last item

SOLD
JUN 26, 2026
$400,000
3 bd
2 ba
1,260 sqft
607 Kimberly Way,
Stevensville, MD 21666
Samson Properties
SOLD
JUN 25, 2026
$390,000
3 bd
2 ba
1,248 sqft
117 Dundee Ave,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JUN 18, 2026
$379,000
3 bd
2 ba
1,204 sqft
1838 Sherman Dr,
Chester, MD 21619
Keller Williams Realty Centre
SOLD
JUN 18, 2026
$385,000
3 bd
2 ba
1,216 sqft
119 Rebel Rd #B,
Grasonville, MD 21638
SOLD
JUN 18, 2026
$338,000
1 bd
1 ba
724 sqft
34 Queen Anne Way #F,
Chester, MD 21619
Cross Street Realtors LLC
SOLD
JUN 12, 2026
$310,000
3 bd
1 ba
856 sqft
205 Gravel Run Rd,
Grasonville, MD 21638
Maryland Realty Connection
SOLD
JUN 9, 2026
$289,000
600 Old Point Rd,
Chester, MD 21619
SOLD
JUN 8, 2026
$299,900
3 bd
2 ba
1,800 sqft
1914 Anchorage Dr,
Chester, MD 21619
Century 21 Downtown
SOLD
JUN 5, 2026
$410,000
1 ba
1,064 sqft
416 Love Point Rd,
Stevensville, MD 21666
SOLD
JUN 5, 2026
$399,900
3 bd
2.5 ba
1,344 sqft
4606 Main St,
Grasonville, MD 21638
Coldwell Banker Waterman Realty
See more homes for sale in
Chester
Take a look

Skip to first item

2015 Main St
Chester, MD 21619

$281,500

$281,500

Local Information