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Homes for Sale in Chesapeake Landing, Annapolis, MD

No homes on the market right now — but 19 have sold here since 2020. Homes move fast; get notified first.

0

For Sale

$1.5M

Median Sale Price

15

Median Days on Market

98.5%

Sold-to-List

$573

Price / Sq Ft

Chesapeake Landing, Annapolis, MD home price trend

YearMedian Sale PriceHomes Sold
2025$1.5M5
2024$1.8M2
2023$2.5M1
2022$1.6M3
2021$1.1M5
2020$1.1M3

At the current trend, the median is modeled to reach about $2.1M in 2026 (estimate).

Cost to buy in Chesapeake Landing, Annapolis, MD

At today's ~6.99% 30-year rate, the median $1.5M home in Chesapeake Landing, Annapolis, MD runs about $9,976/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 Chesapeake Landing, Annapolis, MD

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

Be first when a home hits the market in Chesapeake Landing, Annapolis, 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.

Chesapeake Landing, Annapolis, MD real estate FAQ

How many homes are for sale in Chesapeake Landing, Annapolis, MD?

There are no homes for sale in Chesapeake Landing, Annapolis, MD right now. 19 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 Chesapeake Landing, Annapolis, MD?

The median sale price in Chesapeake Landing, Annapolis, MD is $1.5M, based on 19 sales since 2020 (ranging from $883K to $2.0M).

How fast do homes sell in Chesapeake Landing, Annapolis, MD?

Homes in Chesapeake Landing, Annapolis, MD typically go under contract in about 15 days on market (median).

Do homes in Chesapeake Landing, Annapolis, MD sell above asking?

Over the past 12 months, homes in Chesapeake Landing, Annapolis, MD sold for an average of 98.5% of list price — below asking.

What is the price per square foot in Chesapeake Landing, Annapolis, MD?

Homes in Chesapeake Landing, Annapolis, MD have sold for a median of $573 per square foot since 2020.

Is the Chesapeake Landing, Annapolis, MD housing market heating up or cooling down?

The median sale price in Chesapeake Landing, Annapolis, MD has risen from $1.1M in 2020 to $1.5M in 2025. At the current trend, the median is on track for roughly $2.1M in 2026 (modeled estimate).

Who are the top real estate agents in Chesapeake Landing, Annapolis, MD?

The most active agents in Chesapeake Landing, Annapolis, MD over the past 18 months are: Stephanie M Snyder (Long & Foster Real Estate, Inc.) — 1 sale; Shane C Hall (Compass) — 1 sale; Constance W Cadwell (Coldwell Banker Realty) — 1 sale.