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

1608 Calvert Rd
Chester, MD 21619

Studio
3 Baths
2,565 sqft (on 0.55 acres)

$679,400

Trulia Estimate

as of Jul 28, 2026

$679,400

Trulia Estimate

as of Jul 28, 2026

Studio

3 Baths

2,565 sqft

(on 0.55 acres)

Local Information

Map ViewExplore the area around 1608 Calvert 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

1999

Lot Size

0.55 acres

Living Area

2,565 sqft

Price/Sqft

$265

Parking

Garage

About this House

This single-family home is located at 1608 Calvert Rd, Chester, MD. 1608 Calvert Rd is in Chester, MD and in ZIP code 21619. This property has 3 bathrooms and approximately 2,565 sqft of floor space. This property has a lot size of 0.55 acres and was built in 1999.

1608 Calvert Rd, Chester, MD 21619 is a studio, 3 bathroom, 2,565 sqft single-family home built in 1999. It last sold for $289,900 on Jun 21, 1999. It is currently off market. The Trulia Estimate is $679,400, with a rent estimate of $3,782/month.

Home Details for 1608 Calvert Rd

Interior Features
Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 2
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1999
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.55 acres

Price History for 1608 Calvert Rd

Date	Price	Event	Source
06/21/1999	$289,900	Sold	N/A
Recording Date 06/21/1999 County Transfer Tax N/A Total Transfer Tax N/A
11/03/1997	$49,000	Sold	N/A
Recording Date 11/03/1997 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

1MoM

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Property Tax and Assessment

Year	2025
Tax	$4,989
Assessment	$523,300

Home facts updated by county records

Comparable Sales for 1608 Calvert Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1604 Midway Rd, Chester, MD	0.14	Single-Family Home	$800,000	05/15/26	4	3	2,972
1905 Bayside Dr, Chester, MD	0.35	Single-Family Home	$285,000	05/05/26	2	1.5	1,220
1701 Bayside Dr, Chester, MD	0.34	Single-Family Home	$465,000	01/07/26	4	2	1,980
1704 Bayside Dr, Chester, MD	0.38	Single-Family Home	$999,000	06/15/26	3	2.5	1,830
1622 Bayside Dr, Chester, MD	0.36	Single-Family Home	$1,200,000	09/30/25	4	2.5	3,000
1407 Calvert Rd, Chester, MD	0.49	Single-Family Home	$430,000	01/23/26	3	1.5	1,693
1337 Queen Anne Dr, Chester, MD	0.69	Single-Family Home	$488,000	07/08/26	3	2.5	2,128
1401 Calvert Rd, Chester, MD	0.55	Single-Family Home	$455,000	04/01/26	2	2	1,444
1363 Calvert Rd, Chester, MD	0.69	Single-Family Home	$501,200	05/08/26	3	2	1,400
1332 Queen Anne Dr, Chester, MD	0.74	Single-Family Home	$65,000	05/18/26	4	3	2,196

Nearby homes

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

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OFF MARKET
Est. $594,200
4 bd
2.5 ba
2,184 sqft
1602 Calvert Rd,
Chester, MD 21619
Rosendale Realty
OFF MARKET
Est. $835,300
4 bd
2.5 ba
2,658 sqft
1605 Midway Rd,
Chester, MD 21619
Wilson Realty & Staging LLC
SOLD
MAY 15, 2026
$800,000
4 bd
3 ba
2,972 sqft
1604 Midway Rd,
Chester, MD 21619
Wilson Realty & Staging LLC
OFF MARKET
Est. $527,500
4 bd
2 ba
1,976 sqft
1617 Chester Rd,
Chester, MD 21619
RE/MAX Executive
OFF MARKET
Est. $564,900
4 bd
2.5 ba
2,470 sqft
1624 Calvert Rd,
Chester, MD 21619
Alberti Realty, LLC
OFF MARKET
Est. $444,100
3 bd
2 ba
1,556 sqft
1703 Chester Rd,
Chester, MD 21619
Taylor Properties
OFF MARKET
Est. $1,185,000
3 bd
2.5 ba
2,558 sqft
1507 Calvert Rd,
Chester, MD 21619
Benson & Mangold, LLC
SOLD
DEC 9, 2025
$722,369
4 bd
2.5 ba
1501 Norman Rd,
Chester, MD 21619
Keller Williams Flagship
SOLD
JAN 7, 2026
$465,000
4 bd
2 ba
1,980 sqft
1701 Bayside Dr,
Chester, MD 21619
The KW Collective
SOLD
SEP 30, 2025
$1,200,000
4 bd
2.5 ba
3,000 sqft
1622 Bayside Dr,
Chester, MD 21619
Sullivan Select, LLC.
OFF MARKET
Est. $791,900
5 bd
3 ba
3,632 sqft
1482 Norman Rd,
Chester, MD 21619
RE/MAX Executive
SOLD
MAY 5, 2026
$285,000
2 bd
1.5 ba
1,220 sqft
1905 Bayside Dr,
Chester, MD 21619
Cummings & Co. Realtors

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Additional Cost

Assigned Schools

These are the assigned schools for 1608 Calvert 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 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
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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
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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
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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
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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
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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
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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
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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

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Homes for sale near 1608 Calvert Rd

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0.35 ACRES
$439,900
3 bd
2 ba
1,248 sqft
1340 Queen Anne Dr,
Chester, MD 21619
RE/MAX Executive
COMING SOON 8/17
0.46 ACRES
$345,000
3 bd
1.5 ba
1,080 sqft
1609 Crab Alley Dr,
Chester, MD 21619
Paul Wesley Real Estate
$19,500
2 bd
1 ba
764 sqft
1405 Little Creek Rd,
Chester, MD 21619
The Parker Group
0.41 ACRES
$749,000
3 bd
2 ba
1,524 sqft
205 Riverside Dr,
Chester, MD 21619
Engel & Volkers Annapolis
1.25 ACRES
$1,195,000
4 bd
4.5 ba
4,413 sqft
2855 Cox Neck Rd,
Chester, MD 21619
Wilson Realty & Staging LLC
OPEN SAT, 11-1PM
$499,000
4 bd
2.5 ba
1,979 sqft
124 Riverside Dr,
Chester, MD 21619
Douglas Realty LLC
2.58 ACRES
$5,900,000
7 bd
8 ba
9,974 sqft
330 Serenity Ln,
Chester, MD 21619
TTR Sotheby's International Realty
1.2 ACRES
$2,400,000
4 bd
3.5 ba
4,331 sqft
2882 Cox Neck Rd,
Chester, MD 21619
Wilson Realty & Staging LLC
0.43 ACRES
$724,500
5 bd
3.5 ba
3,250 sqft
1868 Roberta Dr,
Chester, MD 21619
Coldwell Banker Realty
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Chester
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Off Market Homes Near 1608 Calvert Rd

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SOLD
JUL 27, 2026
$764,000
3 bd
2.5 ba
2,276 sqft
126 Claiborne St,
Chester, MD 21619
Samson Properties
SOLD
JUL 23, 2026
$567,500
3 bd
2.5 ba
1,839 sqft
134 McHenny Ct,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JUL 20, 2026
$566,900
4 bd
2.5 ba
2,852 sqft
112 Rilian Ct,
Grasonville, MD 21638
Rosendale Realty
SOLD
JUL 20, 2026
$629,000
4 bd
2.5 ba
2,748 sqft
123 Pixie Ct,
Grasonville, MD 21638
Samson Properties
SOLD
JUL 9, 2026
$663,089
5 bd
3 ba
3,040 sqft
109 Walters Way,
Grasonville, MD 21638
SOLD
JUL 8, 2026
$488,000
3 bd
2.5 ba
2,128 sqft
1337 Queen Anne Dr,
Chester, MD 21619
Long & Foster Real Estate, Inc.
SOLD
JUN 30, 2026
$471,500
3 bd
2 ba
2,016 sqft
1906 Stevens Dr,
Chester, MD 21619
RE/MAX Executive
SOLD
JUN 26, 2026
$375,000
1 ba
1,080 sqft
1219 Cox Neck Rd,
Chester, MD 21619
SOLD
JUN 25, 2026
$390,000
3 bd
2 ba
1,248 sqft
117 Dundee Ave,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JUN 24, 2026
$480,000
3 bd
2 ba
1,804 sqft
1848 Harbor Dr,
Chester, MD 21619
EXP Realty, LLC
See more homes for sale in
Chester
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1608 Calvert Rd
Chester, MD 21619

$679,400

$679,400