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

1902 Harbor Dr
Chester, MD 21619

4 Beds
1.5 Baths
1,648 sqft (on 0.41 acres)

$379,300

Trulia Estimate

as of Jul 30, 2026

$379,300

Trulia Estimate

as of Jul 30, 2026

4 Beds

1.5 Baths

1,648 sqft

(on 0.41 acres)

Local Information

Map ViewExplore the area around 1902 Harbor 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

1968

Lot Size

0.41 acres

Living Area

1,648 sqft

Price/Sqft

$230

About this House

This single-family home is located at 1902 Harbor Dr, Chester, MD. 1902 Harbor Dr is in Chester, MD and in ZIP code 21619. This property has 4 bedrooms, 2 bathrooms and approximately 1,648 sqft of floor space. This property has a lot size of 0.41 acres and was built in 1968.

1902 Harbor Dr, Chester, MD 21619 is a 4 bedroom, 2 bathroom, 1,648 sqft single-family home built in 1968. It last sold for $103,000 on Jun 30, 1992. It is currently off market. The Trulia Estimate is $379,300, with a rent estimate of $2,499/month.

Home Details for 1902 Harbor Dr

Interior Features
Heating & Cooling Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood, Linoleum Vinyl
Interior Details AtticTypes of Rooms: Dining Room, Family Room, Recreation Room
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Vinyl, BrickLawnPatio
Parking & Garage Parking: Off Street

Property Information
Year Built Year Built: 1968
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.41 acres

Price History for 1902 Harbor Dr

Date	Price	Event	Source
06/30/1992	$103,000	Sold	N/A
Recording Date 06/30/1992 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	$2,930
Assessment	$311,000

Home facts updated by county records

Comparable Sales for 1902 Harbor Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1906 Harbor Dr, Chester, MD	0.03	Single-Family Home	$295,000	09/26/25	4	2	1,750
1914 Anchorage Dr, Chester, MD	0.12	Single-Family Home	$299,900	06/08/26	3	2	1,800
1903 Churchhill Ln, Chester, MD	0.05	Single-Family Home	$405,000	11/14/25	4	3	1,682
1839 Harbor Dr, Chester, MD	0.26	Single-Family Home	$350,000	02/06/26	4	2	2,035
2653 Cox Neck Rd, Chester, MD	0.25	Single-Family Home	$374,000	01/02/26	3	2	1,560
1906 Stevens Dr, Chester, MD	0.17	Single-Family Home	$471,500	06/30/26	3	2	2,016
1803 Chester Dr, Chester, MD	0.36	Single-Family Home	$385,000	05/09/26	4	2	1,636
2723 Cox Neck Rd, Chester, MD	0.23	Single-Family Home	$447,500	10/17/25	4	2.5	1,600
2614 Ellicott Dr, Chester, MD	0.18	Single-Family Home	$495,000	07/31/25	3	2	1,400
1848 Harbor Dr, Chester, MD	0.18	Single-Family Home	$480,000	06/24/26	3	2	1,804

Nearby homes

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

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SOLD
NOV 14, 2025
$405,000
4 bd
3 ba
1,682 sqft
1903 Churchhill Ln,
Chester, MD 21619
Alberti Realty, LLC
SOLD
MAR 23, 2026
$310,000
2 bd
1 ba
832 sqft
1870 Harbor Dr,
Chester, MD 21619
RE/MAX Executive
OFF MARKET
Est. $442,900
3 bd
2 ba
1,160 sqft
1907 Churchhill Ln,
Chester, MD 21619
Keller Williams Flagship
SOLD
JUN 8, 2026
$299,900
3 bd
2 ba
1,800 sqft
1914 Anchorage Dr,
Chester, MD 21619
Century 21 Downtown
SOLD
MAY 21, 2026
$519,900
3 bd
2.5 ba
2,000 sqft
1921 Harbor Dr,
Chester, MD 21619
Coldwell Banker Waterman Realty
OFF MARKET
Est. $487,100
3 bd
2 ba
1,439 sqft
2616 Ellicott Dr,
Chester, MD 21619
Coldwell Banker Waterman Realty
OFF MARKET
Est. $508,500
3 bd
2.5 ba
2,238 sqft
1852 Harbor Dr,
Chester, MD 21619
Coldwell Banker Waterman Realty
OFF MARKET
16 & 17 Cecil Dr,
Chester, MD 21619
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
OFF MARKET
Est. $517,000
3 bd
2 ba
1,400 sqft
2614 Ellicott Dr,
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
OFF MARKET
Est. $370,000
3 bd
1 ba
1,080 sqft
1817 Stevens Dr,
Chester, MD 21619
Keller Williams Select Realtors of Annapolis

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Additional Cost

Assigned Schools

These are the assigned schools for 1902 Harbor 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 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
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
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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
$1,850 - $2,995/mo
Total price
Studio-2 bd
1-2 ba
Bay Manor Shops and Apartments | 214 Pier 1 Rd,
Stevensville, MD 21666
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
APPLY INSTANTLY
FURNISHED
$3,800/mo
4 bd
3.5 ba
103 Swan Cove Ln #103,
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
NEW - 11 HRS AGO
PET FRIENDLY
$2,000/mo
1 bd
1 ba
22C Queen Victoria Way #22C,
Chester, MD 21619
APPLY INSTANTLY
PET FRIENDLY
$4,000/mo
3 bd
2.5 ba
190 Harrier Way #24,
Chester, MD 21619
$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

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Explore by feature - Air Conditioning

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
APPLY INSTANTLY
FURNISHED
$3,800/mo
4 bd
3.5 ba
3,000 sqft
103 Swan Cove Ln #103,
Chester, MD 21619
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
2 bd
2 ba
1,069 sqft
316 Merganser Ct,
Chester, MD 21619
NEW - 11 HRS AGO
PET FRIENDLY
$2,000/mo
1 bd
1 ba
725 sqft
22C Queen Victoria Way #22C,
Chester, MD 21619

Homes for sale near 1902 Harbor Dr

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0.35 ACRES
$470,000
3 bd
2.5 ba
1,728 sqft
1916 Stevens Dr,
Chester, MD 21619
Coldwell Banker Realty
NEW - 1 DAY AGO
0.57 ACRES
$689,000
3 bd
2 ba
2,075 sqft
2702 Harrington Rd,
Chester, MD 21619
Rosendale Realty
0.34 ACRES
$399,500
3 bd
1.5 ba
1,192 sqft
2645 Cox Neck Rd,
Chester, MD 21619
Compass
OPEN FRI, 5-8PM
COMING SOON 7/31
0.55 ACRES
$989,000
5 bd
3 ba
2,752 sqft
2702 Sherman Dr,
Chester, MD 21619
Samson Properties
NEW
COMING SOON 8/24
$555,000
4 bd
2.5 ba
2,486 sqft
532 Cross Creek Ct,
Chester, MD 21619
Long & Foster Real Estate, Inc.
0.43 ACRES
$724,500
5 bd
3.5 ba
3,250 sqft
1868 Roberta Dr,
Chester, MD 21619
Coldwell Banker Realty
1.65 ACRES
$1,350,000
5 bd
2 ba
2,700 sqft
2513 Cecil Dr,
Chester, MD 21619
Real Broker, LLC
$649,900
4 bd
2.5 ba
2,564 sqft
303 Creeks End Ln,
Stevensville, MD 21666
Paul Wesley Real Estate
$669,900
4 bd
2.5 ba
2,840 sqft
220 Creeks End Ln,
Stevensville, MD 21666
Real Estate Depot
$559,000
3 bd
3 ba
1,536 sqft
126 Watermans Cove Ln,
Chester, MD 21619
Coldwell Banker Realty
See more homes for sale in
Chester
Take a look

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Off Market Homes Near 1902 Harbor Dr

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SOLD
JUL 29, 2026
$420,000
2 bd
2 ba
1,518 sqft
501 Love Point Rd,
Stevensville, MD 21666
Long & Foster Real Estate, Inc.
SOLD
JUL 29, 2026
$560,000
2 bd
2 ba
1,350 sqft
214 Oyster Cove Dr,
Grasonville, MD 21638
Star Realty
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 21, 2026
$297,000
2 bd
2 ba
1,069 sqft
102 Merganser Ct #102,
Chester, MD 21619
Chaney Homes, LLC
SOLD
JUL 20, 2026
$525,199
4 bd
3 ba
2,588 sqft
225 Nichols Manor Dr,
Stevensville, MD 21666
Berkshire Hathaway HomeServices PenFed Realty
SOLD
JUL 17, 2026
$555,000
3 bd
2 ba
1,944 sqft
206 Anchor Ln,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
JUL 13, 2026
$450,000
2 bd
4 ba
2,304 sqft
131 John Patrick Dr,
Stevensville, MD 21666
Coldwell Banker Waterman Realty
SOLD
JUL 10, 2026
$551,000
4 bd
3 ba
2,216 sqft
412 Bay City Rd,
Stevensville, MD 21666
Samson Properties
SOLD
JUL 9, 2026
$280,000
2 bd
1 ba
1,120 sqft
4003 Main St,
Grasonville, MD 21638
Long & Foster Real Estate, Inc.
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.
See more homes for sale in
Chester
Take a look

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1902 Harbor Dr
Chester, MD 21619

$379,300

$379,300