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Homes for Sale in Chestnut Hills, Leonardtown, MD

No homes on the market right now — but 35 have sold here since 2020. Homes move fast; get notified first.

0

For Sale

$601K

Median Sale Price

5

Median Days on Market

101.5%

Sold-to-List

$164

Price / Sq Ft

Chestnut Hills, Leonardtown, MD home price trend

YearMedian Sale PriceHomes Sold
2026$727K1
2025$635K7
2024$650K7
2023$602K2
2022$632K4
2021$535K9
2020$500K5

At the current trend, the median is modeled to reach about $740K in 2027 (estimate).

Cost to buy in Chestnut Hills, Leonardtown, MD

At today's ~6.63% 30-year rate, the median $601K home in Chestnut Hills, Leonardtown, MD runs about $3,877/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 Chestnut Hills, Leonardtown, MD

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

Be first when a home hits the market in Chestnut Hills, Leonardtown, MD

Homes here sell fast and rarely come up. Turn on instant alerts and we'll email you the moment a new one is listed.

Chestnut Hills, Leonardtown, MD real estate FAQ

How many homes are for sale in Chestnut Hills, Leonardtown, MD?

There are no homes for sale in Chestnut Hills, Leonardtown, MD right now. 35 have sold here since 2020 — the market moves fast, so set up an alert to hear the moment one is listed.

How much do homes sell for in Chestnut Hills, Leonardtown, MD?

The median sale price in Chestnut Hills, Leonardtown, MD is $601K, based on 35 sales since 2020 (ranging from $475K to $715K).

How fast do homes sell in Chestnut Hills, Leonardtown, MD?

Homes in Chestnut Hills, Leonardtown, MD typically go under contract in about 5 days on market (median).

Do homes in Chestnut Hills, Leonardtown, MD sell above asking?

Over the past 12 months, homes in Chestnut Hills, Leonardtown, MD sold for an average of 101.5% of list price — at or above asking.

What is the price per square foot in Chestnut Hills, Leonardtown, MD?

Homes in Chestnut Hills, Leonardtown, MD have sold for a median of $164 per square foot since 2020.

Is the Chestnut Hills, Leonardtown, MD housing market heating up or cooling down?

The median sale price in Chestnut Hills, Leonardtown, MD has risen from $500K in 2020 to $727K in 2026. At the current trend, the median is on track for roughly $740K in 2027 (modeled estimate).

Who are the top real estate agents in Chestnut Hills, Leonardtown, MD?

The most active agents in Chestnut Hills, Leonardtown, MD over the past 18 months are: Sarah M. Mulford-Martin (EXP Realty, LLC) — 2 sales; Tracey L Summers (CENTURY 21 New Millennium) — 1 sale; Cynthia M Crispell (CENTURY 21 New Millennium) — 1 sale.