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

Midway Rd
Chester, MD 21619

(on 1.18 acres)

Local Information

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

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Commute Destination

Description

Midway Rd is in Chester, MD and in ZIP code 21619. This property has a lot size of 1.18 acres.

Midway Rd, Chester, MD 21619 is a unknown. It last sold for $148,000 on Sep 24, 2017. It is currently off market. The Trulia Estimate rent is $2,119/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for Midway Rd

Property Information
Property Type / Style Property Type: Unknown

Interior Features
Fireplace & Spa Fireplace

Lot Information
Lot Area: 1.18 acres

Price History for Midway Rd

Date	Price	Event	Source
09/24/2017	$148,000	Sold	Long & Foster Broker Feed #1004078291_100
Recording Date 09/24/2017 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	$1,483
Assessment	$157,400

Home facts updated by county records

Comparable Sales for Midway Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
413 Dominion Rd, Chester, MD	0.18	Single-Family Home	$370,000	10/07/25	3	2	1,346
602 Dominion Rd, Chester, MD	0.18	Single-Family Home	$226,000	08/25/25	2	2	1,800
308 Dominion Rd, Chester, MD	0.23	Single-Family Home	$325,000	09/17/25	3	2	1,280
111 Kirwans Landing Ln, Chester, MD	0.40	Single-Family Home	$670,000	09/12/25		2	2,134
113 Kirwans Landing Ln, Chester, MD	0.42	Single-Family Home	$750,000	03/06/26	4	3	2,140
107 Lee Rd, Chester, MD	0.30	Single-Family Home	$259,000	07/24/25	3	1	960
114 Addison Ct, Chester, MD	0.19	Single-Family Home	$540,000	03/12/26	3	2.5	2,342
635 Dominion Rd, Chester, MD	0.37	Single-Family Home	$915,000	04/10/26	3	4	2,818
315 Cross Creek Ct, Chester, MD	0.24	Single-Family Home	$569,900	11/07/25	4	2.5	2,374
109 Prices Ln, Chester, MD	0.26	Single-Family Home	$435,100	04/08/26	3	2.5	1,466

Nearby homes

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

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OFF MARKET
Est. $390,200
3 bd
2 ba
1,404 sqft
500 Dominion Rd,
Chester, MD 21619
RE/MAX One Solutions
OFF MARKET
Est. $384,900
4 bd
3 ba
2,682 sqft
502 Dominion Rd,
Chester, MD 21619
Coldwell Banker Waterman Realty
OFF MARKET
Est. $541,000
3 bd
2.5 ba
1,536 sqft
115 Watermans Cove Ln,
Chester, MD 21619
Coldwell Banker Waterman Realty
OFF MARKET
Est. $233,500
2 bd
2 ba
1,800 sqft
602 Dominion Rd,
Chester, MD 21619
Chaney Homes, LLC
SOLD
OCT 7, 2025
$370,000
3 bd
2 ba
1,346 sqft
413 Dominion Rd,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
MAR 12, 2026
$540,000
3 bd
2.5 ba
2,342 sqft
114 Addison Ct,
Chester, MD 21619
Coldwell Banker Waterman Realty
FOR SALE
0.29 ACRES
$159,900
Lot 1 Harley Ln,
Chester, MD 21619
NetRealtyNow.com, LLC
SOLD
NOV 7, 2025
$569,900
4 bd
2.5 ba
2,374 sqft
315 Cross Creek Ct,
Chester, MD 21619
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $400,800
3 bd
2 ba
1,337 sqft
117 Wright Rd,
Chester, MD 21619
Keller Williams Flagship
SOLD
SEP 17, 2025
$325,000
3 bd
2 ba
1,280 sqft
308 Dominion Rd,
Chester, MD 21619
Burch Real Estate Group, LLC
OFF MARKET
Est. $540,900
4 bd
2.5 ba
2,106 sqft
327 Cross Creek Ct,
Chester, MD 21619
Long & Foster Real Estate, Inc.
FORECLOSURE
BANK OWNED
$240,000
3 bd
2 ba
1,160 sqft
108 Price Rd,
Chester, MD 21619
Thurston Wyatt Real Estate, LLC

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Additional Cost

Assigned Schools

These are the assigned schools for Midway 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
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

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PET FRIENDLY
$1,850 - $2,995/mo
Total price
Studio-2 bd
1-2 ba
Bay Manor Shops and Apartments | 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
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
NEW - 18 HRS AGO
$2,300/mo
2 bd
2.5 ba
45 Queen Neva Ct #B,
Chester, MD 21619
See more homes for rent in
Chester
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Homes for sale near Midway Rd

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FORECLOSURE
$240,000
3 bd
2 ba
1,160 sqft
108 Price Rd,
Chester, MD 21619
Thurston Wyatt Real Estate, LLC
0.34 ACRES
$399,500
3 bd
1.5 ba
1,192 sqft
2645 Cox Neck Rd,
Chester, MD 21619
Compass
1.65 ACRES
$1,350,000
5 bd
2 ba
2,700 sqft
2513 Cecil Dr,
Chester, MD 21619
Real Broker, LLC
0.35 ACRES
$475,000
3 bd
2.5 ba
1,728 sqft
1916 Stevens Dr,
Chester, MD 21619
Coldwell Banker Realty
0.43 ACRES
$724,500
5 bd
3.5 ba
3,250 sqft
1868 Roberta Dr,
Chester, MD 21619
Coldwell Banker Realty
0.28 ACRES
$449,900
4 bd
2 ba
1,750 sqft
1906 Harbor Dr,
Chester, MD 21619
Five Star Real Estate
NEW CONSTRUCTION
0.55 ACRES
$1,281,880
4 bd
3.5 ba
1757 Harbor Dr,
Chester, MD 21619
Keller Williams Flagship
0.41 ACRES
$749,000
3 bd
2 ba
1,524 sqft
205 Riverside Dr,
Chester, MD 21619
Engel & Volkers Annapolis
$559,000
3 bd
3 ba
1,536 sqft
126 Watermans Cove Ln,
Chester, MD 21619
Coldwell Banker Realty
OPEN SAT, 10-12PM
$1,199,000
5 bd
3.5 ba
4,334 sqft
108 Carriage Heath,
Chester, MD 21619
Coldwell Banker Realty
See more homes for sale in
Chester
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Off Market Homes Near Midway 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
JUL 1, 2026
$665,000
4 bd
3.5 ba
2,437 sqft
1033 Avalon Ct,
Stevensville, MD 21666
Chesapeake Real Estate Associates, LLC
SOLD
JUL 1, 2026
$489,000
4 bd
2 ba
1,596 sqft
756 Kimberly Way,
Stevensville, MD 21666
Samson Properties
SOLD
JUL 1, 2026
$699,990
2 bd
2.5 ba
2,602 sqft
630 Warbler Way #2224,
Chester, MD 21619
KOVO 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
$980,000
3 bd
2.5 ba
1,716 sqft
604 Broadcreek Dr,
Stevensville, MD 21666
Wilson Realty & Staging LLC
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 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 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
Take a look

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Midway Rd
Chester, MD 21619

Local Information