Homes for Sale in Four Seasons At Kent Island, Chester, MD

24 active listings · 297 sold since 2020

For Sale

$651K

Median Sale Price

Median Days on Market

97.2%

Sold-to-List

$282

Price / Sq Ft

Newest homes for sale in Four Seasons At Kent Island, Chester, MD

See all 24 on the map

723 Warbler Way, Chester, MD 21619

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

540 Warbler Way, Chester, MD 21619

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

715 Warbler Way, Chester, MD 21619

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

111 Marshgrass Way #21, Chester, MD 21619

Listing Courtesy of Samson Properties

230 Switchgrass Way #12, Chester, MD 21619

Listing Courtesy of Real Broker, LLC - Chester

1000 Herons Nest Way #43, Chester, MD 21619

Listing Courtesy of Coldwell Banker Realty

110 Boatswain Way #3044, Chester, MD 21619

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

102 Boatswain Way #2911, Chester, MD 21619

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

323 Kingfisher Lane, Chester, MD 21619

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Four Seasons At Kent Island, Chester, MD home price trend

Year	Median Sale Price	Homes Sold
2026	$680K	38
2025	$705K	64
2024	$669K	73
2023	$650K	50
2022	$600K	35
2021	$510K	29
2020	$452K	8

At the current trend, the median is modeled to reach about $773K in 2027 (estimate).

Cost to buy in Four Seasons At Kent Island, Chester, MD

At today's ~6.63% 30-year rate, the median $651K home in Four Seasons At Kent Island, Chester, MD runs about $4,203/mo with 20% down (principal & interest plus estimated taxes and insurance).

Estimate only — not a loan offer. Actual rate and payment depend on your profile.

Top agents in Four Seasons At Kent Island, Chester, MD

Most active agents by closed sales here over the past 18 months.

Mary Anne KowalewskiKOVO Realty64 sales
Ralph S. KennedyRE/MAX Executive8 sales
Jennifer Anne ThomasRE/MAX Executive4 sales
Kathleen HigginbothamKeller Williams Flagship2 sales
Jimmy J White Jr.Long & Foster Real Estate, Inc.2 sales

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Four Seasons At Kent Island, Chester, MD real estate FAQ

How many homes are for sale in Four Seasons At Kent Island, Chester, MD?

There are 24 homes currently for sale in Four Seasons At Kent Island, Chester, MD.

How much do homes sell for in Four Seasons At Kent Island, Chester, MD?

The median sale price in Four Seasons At Kent Island, Chester, MD is $651K, based on 297 sales since 2020 (ranging from $474K to $888K).

How fast do homes sell in Four Seasons At Kent Island, Chester, MD?

Homes in Four Seasons At Kent Island, Chester, MD typically go under contract in about 50 days on market (median).

Do homes in Four Seasons At Kent Island, Chester, MD sell above asking?

Over the past 12 months, homes in Four Seasons At Kent Island, Chester, MD sold for an average of 97.2% of list price — below asking.

What is the price per square foot in Four Seasons At Kent Island, Chester, MD?

Homes in Four Seasons At Kent Island, Chester, MD have sold for a median of $282 per square foot since 2020.

Is the Four Seasons At Kent Island, Chester, MD housing market heating up or cooling down?

The median sale price in Four Seasons At Kent Island, Chester, MD has risen from $452K in 2020 to $680K in 2026. At the current trend, the median is on track for roughly $773K in 2027 (modeled estimate).

Who are the top real estate agents in Four Seasons At Kent Island, Chester, MD?

The most active agents in Four Seasons At Kent Island, Chester, MD over the past 18 months are: Mary Anne Kowalewski (KOVO Realty) — 64 sales; Ralph S. Kennedy (RE/MAX Executive) — 8 sales; Jennifer Anne Thomas (RE/MAX Executive) — 4 sales.