Section Image

Chester

Chester

Neighborhood in Maryland

Queen Annes County 21619

$548,105 Average Value
$287 Average Price per Sq Ft
57 Homes For Sale

A central spot on Kent Island

Sandwiched between the Chester River and Chesapeake Bay in the heart of Kent Island, the Chester area comprises residential suburbs with close proximity to Highway 50. “It is known for its maritime feel—endless views of water, marinas and local establishments, lining the shoreline,” says Jennifer Heilman, the marketing manager for K. Hovnanian Homes. The area also sits 17 miles from Annapolis, Maryland’s capital city and the home of the United States Naval Academy. With access to both nature and modern conveniences, Chester caters to the laid-back coastal lifestyle without sacrificing convenience.

Sandwiched between the Chester River and Chesapeake Bay in the heart of Kent Island, the Chester area comprises residential suburbs with close proximity to Highway 50.
Sandwiched between the Chester River and Chesapeake Bay in the heart of Kent Island, the Chester area comprises residential suburbs with close proximity to Highway 50.
Downtown Annapolis is a historic city with many shops, events, and tourism.
Downtown Annapolis is a historic city with many shops, events, and tourism.
1/2

Taking off from the Castle Marina

Chester offers a range of parks and recreational activities, both on land and water. Terrapin Nature Park features walking paths, tidal marshes and Chesapeake Bay views. Hikers and cyclists can hit the Cross Island Trail for a paved walkway across Kent Island. Boats take off from Castle Marina to fish and sail along the surrounding waterways. For indoor exercise, Club One Fitness and Aerobics has gym facilities, an aquatic center and group workout classes for members.

Boats take off from Castle Marina to fish and sail along the surrounding waterways.
Boats take off from Castle Marina to fish and sail along the surrounding waterways.
Terrapin Nature Park features walking paths, tidal marshes and Chesapeake Bay views.
Terrapin Nature Park features walking paths, tidal marshes and Chesapeake Bay views.
1/2

Luxury condos, suburban streets and waterfront estates

Buyers will find a mix of single-family homes, condos and townhouses on the market. Ranch-style homes and colonials sit alongside New Traditional builds throughout the neighborhood. Properties south of Highway 50 were typically built in the mid-to-late 20th century, while newer communities have been constructed in the northern sector of town throughout the past decade. These more contemporary parts of Chester tend to have brick sidewalks and freshly paved roads, organized into a uniformed grid. The smallest single-family houses sell as low as $125,000, and homes on the water with private docks and sprawling yards can reach $1.5 million. The properties may require additional flood insurance. The smallest condos start in the $200,000 range, and luxury units in new complexes often surpass $1 million.

New luxury condos close to the waterfront in Chester, MD can sell for up to a million dollars.
New luxury condos close to the waterfront in Chester, MD can sell for up to a million dollars.
Waterfront properties in Chester, MD offer a private lifestyle on the Chesapeake Bay.
Waterfront properties in Chester, MD offer a private lifestyle on the Chesapeake Bay.
1/2

Indulging in the Annual Crab Feast

Kent Island host a variety of annual events to bring the community together. The island celebrates the day it was founded in May of 1631 with a parade, historical exhibits and local vendors. Residents can make the quick trip across the Chesapeake Bay Bridge for the Annapolis Baygrass Music Festival, which spotlights bluegrass and jam bands. The Annual Crab Feast at the Kent Island Yacht Club is another tradition with live music and fresh Maryland blue crabs.

St Patricks Day Parade in Annapolis, MD is an annual celebration of the Irish culture.
St Patricks Day Parade in Annapolis, MD is an annual celebration of the Irish culture.
Chester residents can attend local events like The Maryland Polar Bear Plunge that takes place every winter at the Sandy Point State Park.
Chester residents can attend local events like The Maryland Polar Bear Plunge that takes place every winter at the Sandy Point State Park.
1/2

Shopping off Highway 50 and bayside dining in Kent Narrows

Most shopping and dining choices are concentrated in plazas off Highway 50. Safeway, Walgreens and Target are a few of the big-box stores with locations in the neighborhood. Restaurants range from fast and casual options to independently owned classics. Though the Pour House Pub operates by the Castle Marina, most waterfront dining options are just east in Kent Narrows. “Famous restaurants include The Jetty, which features live music most weekends, Bridges and Fisherman’s Inn,” Heilman says.

Indulge in fresh seafood from the Chesapeake bay at the Fisherman's Inn in Chester, MD.
Indulge in fresh seafood from the Chesapeake bay at the Fisherman's Inn in Chester, MD.
Catch scenic views of the Chesapeake while enjoying a drink or meal at The Jetty in Chester, MD.
Catch scenic views of the Chesapeake while enjoying a drink or meal at The Jetty in Chester, MD.
1/2

Queen Annes County Public Schools

Prekindergarten through second graders can enroll at Kent Island Elementary, which earns a B on Niche. Bayside Elementary scores an A-minus for third through fifth grade. Stevensville Middle earns a B-plus, and Kent Island High has an A-minus. High schoolers can participate in dozens of clubs and extracurricular activities, from cornhole to the literary magazine.

Stevensville Middle School is a public school serving grades 6-8 in Chester, MD.
Stevensville Middle School is a public school serving grades 6-8 in Chester, MD.
Kent Island Elementary School is a public school serving grades pre-k - 5 in Chester, MD.
Kent Island Elementary School is a public school serving grades pre-k - 5 in Chester, MD.
1/2

Transportation options in Chester

Highway 50 serves as Chester’s main thoroughfare and leads to Annapolis, 17 miles away. The road also contains the Chesapeake Bay Bridge, which Heilman says “is the gateway to Annapolis, Baltimore and Washington, D.C.” Queen Anne’s County buses offer public transportation and connect with neighboring towns. The BWI International Airport is about 30 miles away.

Grace Pitney
Written By
Grace Pitney
Jesse Son
Photography Contributed By
Jesse Son
Ellie Brown
Video By
Ellie Brown

Agents Specializing in this Area

See All Agents

Schools

Source:
GreatSchools: The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process. View GreatSchools Rating Methodology

Interested in learning more about homes in this area? Reach out to John McGlannan, an experienced agent in this neighborhood.

Transit

Airport

Baltimore/Washington International Thurgood Marshall

51 min drive

Crime and Safety

1 - Low Crime, 10 - High Crime Chester US
Homicide 2 4
Sexual Assault 2 4
Assault with Weapon 2 4
Robbery 3 4
Burglary 4 4
Motor Vehicle Theft 3 4
Larceny 4 4
Crime Score 3 4

Source: WhatIsMyCrimeRisk.com

Demographics and Home Trends

Home Trends

Median Price (12 Mo)
$590,000
Median Single Family Price
$610,000
Median Townhouse Price
$379,900
Median 2 Bedroom Price
$525,000
Median 1 Bedroom Price
$296,500
Average Price Per Sq Ft
$287
Number of Homes for Sale
57
Last 12 months Home Sales
150
Months of Supply
4.60
Median List Price
$579,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
17%

Home Facts

Number of Homes in Neighborhood
1,686
Median Year Built
1993
Avg. Single Family Home Size Sq Ft
2,540
Above the national average
1,935
Average Townhouse Size Sq Ft
1,721
Average 2 Bedroom Size Sq Ft
1,850
Average 1 Bedroom Size Sq Ft
724
Median Lot Size Sq Ft
6,969

Open Houses

  • Sunday, Apr 27
    1 - 3pm

    194 Evelyne St, Chester, MD 21619

    $679,000

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft
    • 194 Evelyne St
    • New 3 days ago

    Welcome to 194 Evelyne Street, located in the sought-after waterfront community of Gibson's Grant! Get ready to embrace the laid-back, coastal lifestyle you’ve always dreamed of—right from the comfort of home. If you've been searching for the ease and comfort of one-level living, your search ends here!This beautifully crafted Stanford model by Koch Homes offers just over 2,000 square feet of

    Tara Trout Keller Williams Flagship

    Section Image
  • Sunday, Apr 27
    9am - 12pm

    24 C Queen Elizabeth Ct, Chester, MD 21619

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • 24 C Queen Elizabeth Ct
    • New 10 days ago

    Waterfront Living at Its Finest in Queen’s Landing!Welcome to this stunning 3-bedroom, 2.5-bath, plus loft- townhome, perfectly positioned in the heart of the coveted waterfront community of Queen’s Landing. Beautifully renovated with attention to detail, this home offers expansive panoramic water views that can be enjoyed from every room.Just steps from your front door, you’ll find

    Jennifer Thomas RE/MAX Executive

    Section Image
  • Sunday, Apr 27
    12 - 2pm

    170 Harrier Way Unit 34, Chester, MD 21619

    $891,000

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • 170 Harrier Way
    • Unit 34
    • New 10 days ago

    Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. No need to wait for a new condo to be built – you can move in now to 170 Harrier Way #34. This third floor Severn model (3 BR / 2 Bath / 2,602 sqft) offers beautiful views of the Chester River and nearby tidal pool. Inside, sunshine fills the unit with light throughout the day and the

    Barry Davis Long & Foster Real Estate, Inc.

    Section Image

Distribution of Home Values

Source: Public Records

Homes for Sale

Homes for Rent

Interested in learning more about homes in this area? Reach out to John McGlannan, an experienced agent in this neighborhood.

Average Home Value




Source: Public Records

Property Mix - Square Feet

This Neighborhood Has More Owners

Demographics

Total Population
5,738
Median Age
48
Population under 18
20.3%
On par with the national average
23.8%
Population over 65
23.9%
On par with the national average
19.1%

Finances

Median Household Income
$86,166
Above the national average
$71,702
Average Household Income
$117,624

Education and Workforce

High School Graduates
91.5%
College Graduates
36.1%
Advanced Degrees
10%
On par with the national average
13.3%
% Population in Labor Force
69.7%
On par with the national average
65.1%

Weather

Annual Precipitation
47''
Average Winter Low Temperature
27°F
Average Summer High Temperature
86°F
Annual Snowfall
0''

Area Factors

Bikeable

Bike Score®

57 / 100

Car-Dependent

Walk Score®

35 / 100
Source: Walk Score
Source: Walk Score

Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.

Nearby Neighborhoods

Reviews

Are you familiar with the Chester neighborhood? to let others know what life in this neighborhood is like.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
NEIGHBORHOOD
Chester
John McGlannan
Meredith Fine Properties
Section Image