$989,000
- 4 Beds
- 3.5 Baths
- 3,949 Sq Ft
330 Macum Creek Dr, Chester, MD 21619

Biana Arentz
Coldwell Banker Realty
(667) 256-7961
$989,000
330 Macum Creek Dr, Chester, MD 21619
Biana Arentz
Coldwell Banker Realty
(667) 256-7961
$650,000 Open Sat 10AM - 12PM
204 Skipper Ln, Chester, MD 21619
Andy Schweigman
Douglas Realty, LLC
(410) 324-6571
$844,900 New Construction
Franklin Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$659,900 New Construction
Jenkins II Plan at K. Hovnanian’s® Four Seasons at Kent Island - Single Family, Chester, MD 21619
K. Hovnanian Homes
Builder
$807,900 New Construction
Kerr Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$836,900 New Construction
Tuscaloosa Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$740,900 New Construction
Taylor Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$872,900 New Construction
Mykonos Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$805,000 Open Sun 11AM - 1PM
104 Woods Rd, Chester, MD 21619
Temple Peirce Cummings & Co. Realtors
$849,500 Open Sat 11AM - 2PM
223 Broadwater Dr, Chester, MD 21619
Ralph Kennedy RE/MAX Executive
$789,000
314 Thomas White Blvd, Chester, MD 21619
Kathleen Higginbotham Keller Williams Flagship
$624,900
224 Bayberry Dr, Chester, MD 21619
Petra Quinn Realty Navigator
$650,000
1773 Harbor Dr, Chester, MD 21619
Jessica Busch Keller Williams Flagship
$950,000
255 Sailcloth Way, Chester, MD 21619
Kathleen Higginbotham Keller Williams Flagship
$1,195,000
162 Kirwans Landing Ln, Chester, MD 21619
Brad Kappel TTR Sotheby's International Realty
$619,900
224 Bayberry Dr, Chester, MD 21619
Petra Quinn Realty Navigator
$705,000
242 Peregrine Dr, Chester, MD 21619
Pamela Owens Anchor Group Realty, LLC
$750,000
132 Claiborne St, Chester, MD 21619
Melanie Mcknight RE/MAX Professionals
$788,000
1868 Roberta Dr, Chester, MD 21619
David Kaufmann Eastern Shore Real Estate, LLC
$2,050,000
2817 Cox Neck Rd, Chester, MD 21619
Michael Bozek Michael J. Bozek
$709,900 New Construction
509 Warbler Way, Chester, MD 21666
K. Hovnanian Homes
Builder
$874,900 New Construction
164 Redstart Dr, Chester, MD 21619
K. Hovnanian Homes
Builder
$984,900 New Construction
327 Kingfisher Ln, Chester, MD 21619
K. Hovnanian Homes
Builder
$691,900 New Construction
Simone Plan at K. Hovnanian’s® Four Seasons at Kent Island - Single Family, Chester, MD 21619
K. Hovnanian Homes
Builder
$626,900 New Construction
Bernstein II Plan at K. Hovnanian’s® Four Seasons at Kent Island - Single Family, Chester, MD 21619
K. Hovnanian Homes
Builder
$762,900 New Construction
Kelly Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$869,900 New Construction
Munich ESP Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619
K. Hovnanian Homes
Builder
$499,999
203 Barren Ridge Rd, Chester, MD 21619
Beth Bearinger Keller Williams Gateway LLC
$585,000 Open Sat 11AM - 1PM
315 Cross Creek Ct, Chester, MD 21619
Jimmy White Long & Foster Real Estate, Inc.
$19,500
1405 Little Creek Rd, Chester, MD 21619
Dustin Parker The Parker Group
$473,900
2723 Cox Neck Rd, Chester, MD 21619
Linda Austin Long & Foster Real Estate, Inc.
$510,000
1872 Harbor Dr, Chester, MD 21619
Joelle Dolch Cross Street Realtors LLC
$299,000
1906 Harbor Dr, Chester, MD 21619
Alex Fox Allfirst Realty, Inc.
$385,000
413 Dominion Rd, Chester, MD 21619
Suzanne Hitt Coldwell Banker Waterman Realty
$393,000
1838 Sherman Dr, Chester, MD 21619
Kara Shaffer Engel & Völkers Annapolis
$566,000
205 Anchor Ln, Chester, MD 21619
Darlene Winegardner RE/MAX Executive
$425,000
326 Hanna Ct, Chester, MD 21619
Kevin Waterman Coldwell Banker Waterman Realty
$525,000
307 Skipper Ln, Chester, MD 21619
Dee Dee McCracken Coldwell Banker Realty
$559,850
558 Cross Creek Ct, Chester, MD 21619
Thomas Hennerty NetRealtyNow.com, LLC
$49,000
5H Piney Narrows Rd, Chester, MD 21619
Lisa Lynch Keller Williams Realty
Showing Results 1 - 40, Page 1 of 2
Chester, MD, located on Kent Island between the Chester River and Chesapeake Bay, offers a blend of coastal charm and modern convenience. The area is known for its maritime atmosphere, with numerous marinas and waterfront views. Chester is 17 miles from Annapolis, home to the United States Naval Academy. Outdoor enthusiasts can enjoy Terrapin Nature Park's walking paths and tidal marshes, or the Cross Island Trail for hiking and cycling. Castle Marina provides opportunities for boating and fishing. Indoor fitness options include Club One Fitness and Aerobics. Housing in Chester ranges from ranch-style homes and colonials to New Traditional builds, with properties south of Highway 50 dating back to the mid-20th century and newer developments in the north. The area features a mix of single-family homes, condos, and townhouses, with some waterfront estates requiring additional flood insurance. Annual events like the Kent Island Crab Feast and the Annapolis Baygrass Music Festival foster community spirit. Shopping and dining are centered around Highway 50, with big-box stores like Safeway and Target, and bayside dining options in nearby Kent Narrows, including The Jetty and Bridges. Chester's schools are highly rated, with Bayside Elementary, Stevensville Middle, and Kent Island High all receiving commendable scores. Highway 50 is the main transportation route, connecting Chester to Annapolis, Baltimore, and Washington, D.C., while BWI International Airport is about 30 miles away.
On average, homes in Chester, MD sell after 41 days on the market compared to the national average of 70 days. The median sale price for homes in Chester, MD over the last 12 months is $645,000, down 12% from the median home sale price over the previous 12 months.
In Chester, there are currently 45 houses for sale, offering an array of options for potential buyers. With houses priced between $19,500 to $2,050,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Chester is $637,900, while the average sale price is $589,862, offering insights into the local housing market. On average, houses spend 41 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chester, MD and find the perfect place to call home.