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A Lifestyle Worth Coming Home To! Winchester on the Severn is one of Annapolis area's most desirable water-privileged communities, offering residents an exceptional opportunity to enjoy the Chesapeake Bay lifestyle. This home is located within walking distance to community amenities which include a private sandy beach on the Severn River, a pier, kayak and paddleboard storage, waterfront pavilion, playground, and dog-friendly beach. Whether spending summer afternoons by the water, enjoying a sunset along the river, heading out for a day of boating, or exploring the nearby B&A Trail, there is something for everyone. Combine these wonderful amenities with convenient acc...ess to historic downtown Annapolis, waterfront dining, shopping, major commuter routes, proximity to desirable public and private schools and it's easy to understand why Winchester on the Severn is such a special place. Offering five bedrooms, four bathrooms, and an additional adjoining lot, this exceptional property encompasses nearly ¾ of an acre in a private, elevated setting with beautiful views of the Severn River. Enjoy the scenic views from multiple rooms throughout the home or while relaxing and entertaining on the expansive rear deck. The inviting interior features an open-concept main-level floor plan, hardwood flooring, gas fireplace, an updated kitchen, along with two bedrooms, including a primary suite with a full bathroom and direct access to the rear deck. The lower level provides three additional bedrooms and two full bathrooms, including a second primary suite with a beautifully updated private bath. With its generous living space, versatile bedroom accommodations, additional lot, and picturesque water views, this property offers a wonderful opportunity to enjoy the Annapolis waterfront lifestyle.

Bright MLS, MLS#: MDAA2161308
Listed By: Coldwell Banker Realty, John V Freeman, johnfreemanrealtor@gmail.com

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Bedrooms

  • Total Bedrooms: 5

Bathrooms

  • Full bathrooms: 3
  • Half bathrooms: 1

Accessibility Features

  • None

Appliances

  • Washer/Dryer Hookups Only
  • Dishwasher
  • Dryer
  • Exhaust Fan
  • Microwave
  • Oven/Range - Electric
  • Refrigerator
  • Washer
  • Washer - Front Loading
  • Dryer - Front Loading
  • Water Heater

Architectural Style

  • Raised Ranch/Rambler

Association

  • Association Fee: $269
  • Association Fee Frequency: Annually
  • Association Name: WINCHESTER ON THE SEVERN

Association Amenities

  • Basketball Courts
  • Beach
  • Bike Trail
  • Boat Ramp
  • Boat Dock/Slip
  • Mooring Area
  • Picnic Area
  • Pier/Dock
  • Pool Mem Avail
  • Tot Lots/Playground

Basement

  • Connecting Stairway
  • Daylight, Full
  • Full
  • Heated
  • Improved
  • Interior Access
  • Outside Entrance
  • Side Entrance
  • Windows

Construction Materials

  • Wood Siding

Cooling

  • Heat Pump(s)

Fireplace Features

  • Brick
  • Gas/Propane
  • Wood

Flooring

  • Hardwood

Foundation Details

  • Block

Heating

  • Heat Pump(s)

Interior Features

  • Attic
  • Kitchen - Gourmet
  • Combination Kitchen/Living
  • Primary Bath(s)
  • Chair Railings
  • Upgraded Countertops
  • Crown Moldings
  • Window Treatments
  • Floor Plan - Open
  • Floor Plan - Traditional

Levels

  • 2

Lot Features

  • Private

Other Structures

  • Above Grade

Patio and Porch Features

  • Deck
  • Wrap Around

Property Condition

  • Very Good

Sewer

  • Septic Exists

View

  • Water
  • River

WaterSource

  • Public
Google Map Goes Here

Schedule a Showing
Listed By:
Coldwell Banker Realty
John V Freeman
johnfreemanrealtor@gmail.com

Data Source: Bright MLS

MLS#: MDAA2161308

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This property was listed on 11/14/2026 and last updated as of 11/14/2026 2:14:28 PM. OSI IDX updated the data from Bright MLS on 11/14/2026 at 8:57 AM. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.