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2025 ANNUAL MARKET REPORT
Eastern Shore
Queen Anne's County | Kent County | Talbot County
The Forward
The Eastern Shore experienced a notable transition over the course of 2025, with market conditions strengthening in the second half of the year. After beginning the year in a more balanced state, demand accelerated as lifestyle-driven buyers re-entered the market, shifting momentum toward sellers across several communities.
This renewed activity was shaped by long-term ownership priorities, second-home demand, and the Shore’s enduring appeal as an alternative to more densely populated regions. As the year progressed, pricing held firm and buyer interest broadened, reinforcing the region’s ability to regain seller-favoring dynamics when demand aligns with limited supply and unique inventory.
Eastern Shore
SNAPSHOT
A high-level view of market activity across the region, highlighting pricing behavior, transaction pace, and demand dynamics over the most recent year.
$2,342,329,715
TOTAL SALES VOLUME
4,793
TOTAL TRANSACTIONS
$446,895
MEDIAN sales price
18
median days on mkt
market composition
Market composition on the Eastern Shore evolved meaningfully over the course of 2025, transitioning from a more evenly balanced landscape into one with greater concentration of demand later in the year. Activity increasingly favored properties that aligned with lifestyle-driven priorities, including location, privacy, and long-term ownership appeal.
As buyer interest broadened in the second half of the year, the composition of sales reflected renewed competition in select segments, reinforcing the region’s sensitivity to shifts in demand against a backdrop of limited and unique inventory. This pattern highlighted how quickly market balance can change on the Shore when buyer sentiment strengthens.
luxury markets
Luxury activity on the Eastern Shore in 2025 was closely tied to lifestyle-driven demand and long-term ownership goals. High-end buyers approached the market with patience, often prioritizing unique settings, privacy, and quality over transactional speed.
As demand strengthened in the latter half of the year, the luxury segment reflected renewed confidence, particularly for properties that delivered a clear sense of place. This behavior reinforced the Shore’s role as a destination market, where luxury is defined less by price alone and more by experience, setting, and longevity.
210
SALES IN
2025
$1,954,466
AVERAGE PRICE IN
2025
44
AVERAGE DOM IN
2025
Luxury homes are defined as properties priced above $1M.
Figures reflect full-year closed sales from the most recent annual reporting period.
waterfront markets
Waterfront real estate on the Eastern Shore in 2025 remained closely tied to lifestyle aspiration and long-term ownership goals. Buyers approached the market with intention, often prioritizing privacy, setting, and connection to the land and water over speed of execution.
As market conditions strengthened later in the year, waterfront properties that aligned with these priorities attracted renewed interest, reinforcing the Shore’s reputation as a destination market. Transactions reflected a balance between patience and conviction, underscoring the region’s sensitivity to demand shifts against a backdrop of limited and distinctive inventory.
285
SALES IN
2025
$1,513,516
AVERAGE PRICE IN
2025
29
AVERAGE DOM IN
2025
Waterfront homes are defined as properties with direct water access from the property.
Figures reflect full-year closed sales from the most recent annual reporting period.
TOP SALES
THIS YEAR
buyer behavior
A closer look at how buyers are navigating today’s market
Buyer behavior on the Eastern Shore remains closely tied to lifestyle priorities and long-term ownership goals. Many purchasers approach the market with patience, prioritizing quality, privacy, and location over speed. This dynamic often results in longer evaluation periods, particularly for unique or waterfront properties, as buyers focus on fit rather than short-term market fluctuations.
Chestertown
Chestertown blends historic charm with a relaxed pace of life, attracting residents drawn to community, heritage, and a quieter Eastern Shore setting.
Easton
Easton offers a refined small-town lifestyle with a vibrant arts scene, dining, and everyday convenience, appealing to buyers seeking charm without isolation.
Oxford
Oxford delivers a quiet, traditional waterfront lifestyle centered on boating, privacy, and historic architecture, appealing to buyers seeking understated coastal living.
St. Michaels
St. Michaels is a quintessential waterfront town known for maritime charm, tourism, and long-term lifestyle appeal, attracting both primary and second-home buyers.
Stevensville
Accessible Eastern Shore living with water influence.
TOWNS & COMMUNITIES
On the Eastern Shore, town-level market activity reflected differences in lifestyle appeal, seasonality, and buyer intent. Individual communities responded uniquely as demand shifted over the course of the year, reinforcing the region’s sensitivity to local dynamics.
LOOKING AHEAD
The Eastern Shore’s market outlook remains closely connected to lifestyle demand, seasonality, and limited inventory. As buyer interest responds to shifts in timing and sentiment, individual communities may experience varying levels of activity. Navigating the market successfully will depend on understanding both regional patterns and the unique characteristics of each town.
More Than Real Estate.
It’s How You Live Here.
Buying or selling a home is just the start.
What matters is understanding the place around it — the market, the lifestyle, the culture, the communities, and the forces shaping what comes next.
That’s what we do.
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Annapolis, MD 21401