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

1365 Calvert Rd
Chester, MD 21619

3 Beds
2 Baths
2,000 sqft (on 0.50 acres)

$503,000

Trulia Estimate

as of Jul 7, 2026

Est. Refi. Payment $2,902/mo*

Refinance Your Home

$503,000

Trulia Estimate

as of Jul 7, 2026

Est. Refi. Payment $2,902/mo*

Refinance Your Home

3 Beds

2 Baths

2,000 sqft

(on 0.50 acres)

Local Information

Map ViewExplore the area around 1365 Calvert Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Lovely 3 BR/ 2 BA Kent Island Rancher located just 20 min from Annapolis in waterfront neighborhood in sought after Marlin Farms. Updated flooring and appliances, this home also features a large fenced in backyard with paved patio, 2 car garage, sunroom, and large living room with gas fireplace. All areas of the home are wheelchair accessible with ramps and roll up sinks and shower. Fantastic Eastern Shore neighborhood close to Rt. 50 with boat ramp, baseball field, basketball court, and picnic/playground area. Beautiful waterview and sunset just across the street.

1365 Calvert Rd, Chester, MD 21619 is a 3 bedroom, 2 bathroom, 2,000 sqft single-family home built in 1996. It last sold for $440,000 on Aug 12, 2022. More recently, it was listed as a rental in September 2023 with an asking price of $3,000 per month. That rental listing was removed on October 19, 2023. It is currently off market. The Trulia Estimate is $503,000, with a rent estimate of $3,010/month.

Home Highlights

Parking

Garage

Outdoor

Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 1365 Calvert Rd

Interior Features
Heating & Cooling Heating: Forced Air, Electric, GasAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Appliances & Utilities DishwasherDryerWasher
Fireplace & Spa Fireplace
Levels, Entrance, & Accessibility Floors: Linoleum Vinyl

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: Vinyl
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1996
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Building
Levels, Entrance, & Accessibility Disabled Access

Community
Units in Building: 1

Lot Information
Lot Area: 0.50 acres

Price History for 1365 Calvert Rd

Date	Price	Event	Source
10/19/2023		ListingRemoved	Zillow Rentals

09/28/2023	$3,000	Listed For Rent	Zillow Rentals

09/10/2022		ListingRemoved	Zillow Rental Manager

08/24/2022	$2,450	PriceChange	Zillow Rental Manager
Price Change $250 (-9%)
08/15/2022	$2,700	Listed For Rent	Zillow Rental Manager

08/12/2022	$440,000	Sold	Bright MLS #MDQA2004136
Recording Date 08/12/2022 County Transfer Tax N/A Total Transfer Tax N/A
07/09/2022	$440,000	Contingent	Bright MLS #MDQA2004136

07/07/2022	$440,000	Listed For Sale	Bright MLS #MDQA2004136

01/06/2016	$309,000	Sold	N/A
Recording Date 01/06/2016 Contract Date 12/14/2015 County Transfer Tax $1,545 Total Transfer Tax $3,090
10/06/2015	$339,500	Pending	Agent Provided

08/07/2015	$339,500	Listed For Sale	Agent Provided

07/24/1996	$171,000	Sold	N/A
Recording Date 07/24/1996 County Transfer Tax N/A Total Transfer Tax N/A
05/09/1996	$50,000	Sold	N/A
Recording Date 05/09/1996 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated May 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

6MoM

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Property Tax and Assessment

Year	2025
Tax	$3,865
Assessment	$403,967

Home facts updated by county records

Comparable Sales for 1365 Calvert Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1363 Calvert Rd, Chester, MD	0.03	Single-Family Home	$501,200	05/08/26	3	2	1,400
1407 Calvert Rd, Chester, MD	0.18	Single-Family Home	$430,000	01/23/26	3	1.5	1,693
1337 Queen Anne Dr, Chester, MD	0.10	Single-Family Home	$488,000	04/17/26	3	2.5	2,128
1401 Calvert Rd, Chester, MD	0.11	Single-Family Home	$455,000	04/01/26	2	2	1,444
1700 Saint Marys Rd, Chester, MD	0.39	Single-Family Home	$685,000	05/11/26	2	2	1,898
1332 Queen Anne Dr, Chester, MD	0.12	Single-Family Home	$65,000	05/18/26	4	3	2,196
1701 Bayside Dr, Chester, MD	0.73	Single-Family Home	$465,000	01/07/26	4	2	1,980
1704 Bayside Dr, Chester, MD	0.77	Single-Family Home	$999,000	06/15/26	3	2.5	1,830
1622 Bayside Dr, Chester, MD	0.54	Single-Family Home	$1,200,000	09/30/25	4	2.5	3,000
1905 Bayside Dr, Chester, MD	0.86	Single-Family Home	$285,000	05/05/26	2	1.5	1,220

Nearby homes

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

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OFF MARKET
Est. $1,186,100
4 bd
3 ba
2,876 sqft
1360 Calvert Rd,
Chester, MD 21619
Cottage Street Realty LLC
OFF MARKET
Est. $1,182,700
3 bd
3 ba
2,140 sqft
1832 Saint Marys Rd,
Chester, MD 21619
EXP Realty, LLC
SOLD
MAY 8, 2026
$501,200
3 bd
2 ba
1,400 sqft
1363 Calvert Rd,
Chester, MD 21619
Revol Real Estate, LLC
FOR SALE
0.35 ACRES
$439,900
3 bd
2 ba
1,248 sqft
1340 Queen Anne Dr,
Chester, MD 21619
RE/MAX Executive
SOLD
APR 1, 2026
$455,000
2 bd
2 ba
1,444 sqft
1401 Calvert Rd,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
APR 17, 2026
$488,000
3 bd
2.5 ba
2,128 sqft
1337 Queen Anne Dr,
Chester, MD 21619
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $533,400
3 bd
2 ba
1,846 sqft
1402 Calvert Rd,
Chester, MD 21619
Rosendale Realty
SOLD
JAN 23, 2026
$430,000
3 bd
1.5 ba
1,693 sqft
1407 Calvert Rd,
Chester, MD 21619
Rosendale Realty
OFF MARKET
Est. $656,500
5 bd
3 ba
3,103 sqft
1326 Queen Anne Dr,
Chester, MD 21619
RE/MAX Executive
OFF MARKET
Est. $664,600
4 bd
2.5 ba
2,800 sqft
1409 Queen Anne Dr,
Chester, MD 21619
Chesapeake Real Estate Associates, LLC
OFF MARKET
Est. $807,600
5 bd
3 ba
3,632 sqft
1482 Norman Rd,
Chester, MD 21619
RE/MAX Executive
SOLD
DEC 9, 2025
$722,369
4 bd
2.5 ba
1501 Norman Rd,
Chester, MD 21619
Keller Williams Flagship

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Additional Cost

Assigned Schools

These are the assigned schools for 1365 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
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
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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
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

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PET FRIENDLY
INCOME RESTRICTED
$1,158/mo
1 bd
1 ba
101 Ellicott Dr #1B-1Ba-552Sqft,
Chester, MD 21619
Contact for price
1-2 bd
1-2 ba
800 Abruzzi Dr #f320a52c6,
Chester, MD 21619
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Chester
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Homes for sale near 1365 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
$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
$535,000
4 bd
2.5 ba
1,979 sqft
124 Riverside Dr,
Chester, MD 21619
Douglas Realty LLC
1 ACRE
$375,000
3 bd
2 ba
3,128 sqft
114 Cedar Rd,
Chester, MD 21619
Keller Williams Legacy
NEW
COMING SOON 7/25
1.88 ACRES
$629,900
3 bd
2 ba
1,688 sqft
315 Bentons Pleasure Rd,
Chester, MD 21619
Douglas Realty LLC
$559,000
3 bd
3 ba
1,536 sqft
126 Watermans Cove Ln,
Chester, MD 21619
Coldwell Banker Realty
2.58 ACRES
$5,900,000
7 bd
8 ba
9,974 sqft
330 Serenity Ln,
Chester, MD 21619
TTR Sotheby's International Realty
COMING SOON 7/14
4.01 ACRES
$2,840,000
3 bd
2 ba
1,704 sqft
300 Woods Point Rd,
Chester, MD 21619
Tidewater Properties
FORECLOSURE
$240,000
3 bd
2 ba
1,160 sqft
108 Price Rd,
Chester, MD 21619
Thurston Wyatt Real Estate, LLC
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Chester
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Off Market Homes Near 1365 Calvert Rd

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SOLD
JUL 6, 2026
$258,000
2 bd
1.5 ba
968 sqft
1 Compass Cir #2,
Stevensville, MD 21666
Berkshire Hathaway Homeservice Homesale Realty
SOLD
JUN 30, 2026
$471,500
3 bd
2 ba
2,016 sqft
1906 Stevens Dr,
Chester, MD 21619
RE/MAX Executive
SOLD
JUN 30, 2026
$480,000
3 bd
3 ba
2,256 sqft
118 Sophie Ln,
Stevensville, MD 21666
Wilson Realty & Staging LLC
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
SOLD
JUN 19, 2026
$570,000
2 bd
2.5 ba
1,900 sqft
1000 Herons Nest Way #402,
Chester, MD 21619
RE/MAX United Real Estate
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 15, 2026
$575,000
2 bd
2 ba
2,074 sqft
932 Moorings Cir #4,
Stevensville, MD 21666
See more homes for sale in
Chester
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1365 Calvert Rd
Chester, MD 21619

$503,000

$503,000

Local Information