ANNAPOLIS
Winchester On The Severn
Winchester consists of just over 100 homes, is nestled along the north shore of the Severn River, just outside downtown Annapolis, MD. Originally purchased in the mid-1800s by Jacob Winchester, the neighborhood has since grown into a vibrant community with stunning views of the Severn.
Run by a dedicated volunteer Board and Committees, the community offers a range of amenities, including a private beach and pier (Main), a swimming and dog-friendly beach (East), kayak racks, boat slips, and beautifully maintained landscapes. Winchester is a family-friendly and environmentally conscious neighborhood, featuring two rain gardens and numerous green initiatives. It’s a truly special place to call home.
By The Numbers
DATA BASED ON INFORMATION SINCE JAN 1 2020 to jan 1 2025
AVERAGE SALES PRICE
AVERAGE NUMBER OF ANNUAL SALES
AVERAGE LIST TO SALES PRICE RATIO
AVERAGE DAYS ON MARKET
AVERAGE PRICE PER SQUARE FOOT
AVERAGE BEDROOMS
AVERAGE BATHROOMS
$450,000 - $5,850,000
5
95.7%
45
$605.66
4
3
Highlights
lifestyle
community association
community amenities
SUBURBAN, WATER ACCESS, ESTATES
VOLUNTARY
COMMUNITY BEACH(ES), MARINA(S), COMMUNITY DOCK(S)
About the Area
Regional Background
Greater Annapolis is defined by its relationship to the water, its historic core, and a lifestyle that blends tradition with modern convenience. The region attracts a broad mix of buyers, from professionals and families seeking established neighborhoods to second-home and luxury buyers drawn to waterfront living and proximity to Washington, D.C. Demand here is often shaped as much by lifestyle and long-term value as by short-term market conditions.
Lifestyle Pillars
Waterfront, Historic, Golf, Walkable, Commuter
Related Market Reports
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2077 Somerville Rd
suite 200
Annapolis, MD 21401
