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Homes for Sale in Chesapeake Harbour, Annapolis, MD

12 active listings · 169 sold since 2020

12

For Sale

$599K

Median Sale Price

15

Median Days on Market

98.0%

Sold-to-List

$404

Price / Sq Ft

Newest homes for sale in Chesapeake Harbour, Annapolis, MD

See all 12 on the map

Chesapeake Harbour, Annapolis, MD home price trend

YearMedian Sale PriceHomes Sold
2026$740K16
2025$650K19
2024$592K20
2023$654K28
2022$551K30
2021$560K31
2020$489K25

At the current trend, the median is modeled to reach about $744K in 2027 (estimate).

Cost to buy in Chesapeake Harbour, Annapolis, MD

At today's ~6.63% 30-year rate, the median $599K home in Chesapeake Harbour, Annapolis, MD runs about $3,867/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 Harbour, Annapolis, MD

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

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Chesapeake Harbour, Annapolis, MD real estate FAQ

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

There are 12 homes currently for sale in Chesapeake Harbour, Annapolis, MD.

How much do homes sell for in Chesapeake Harbour, Annapolis, MD?

The median sale price in Chesapeake Harbour, Annapolis, MD is $599K, based on 169 sales since 2020 (ranging from $394K to $1.5M).

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

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

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

Over the past 12 months, homes in Chesapeake Harbour, Annapolis, MD sold for an average of 98.0% of list price — below asking.

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

Homes in Chesapeake Harbour, Annapolis, MD have sold for a median of $404 per square foot since 2020.

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

The median sale price in Chesapeake Harbour, Annapolis, MD has risen from $489K in 2020 to $740K in 2026. At the current trend, the median is on track for roughly $744K in 2027 (modeled estimate).

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

The most active agents in Chesapeake Harbour, Annapolis, MD over the past 18 months are: Georgeann A Berkinshaw (Coldwell Banker Realty) — 4 sales; Jennifer Schaub (EXP Realty, LLC) — 3 sales; Jamie A Angichiodo (RE/MAX Leading Edge) — 1 sale.