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Street View
$1,999,995
Monthly Est:$9,955
6 Beds
- 4 Baths
3 full baths + 1 half bath
5,068sqft
107 W Bay View Dr, Annapolis, MD 21403
$1,999,995
$9,955/moEst:
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Single Family Residence
Built in 1980
$-- HOA
18,295 sqft lot
$395/sq.ft
Description
Situated on the South River with sweeping water views all the way to the Chesapeake Bay, this Nantucket-inspired waterfront home presents a rare opportunity to create something truly special in one of Annapolis’ most coveted waterfront settings. Set on approximately 0.43 acres with more than 5,000 square feet of living space, the home offers 6 bedrooms and 3.5 baths across two levels. The size of the home provides generous scale and flexibility for a future renovation or reimagined coastal retreat.
The gracious foyer is flanked by the primary staircase and opens into the large waterside living room. Adjacent to the living room is a more casual entertaining area, dining room and kitchen. The main level bedroom and full bath could be reconfigured into a lovely suite. There is a main level powder room, laundry and additional flex space. The secondary staircase provides convenient accessibility. Upstairs, three bedrooms overlook the water with panoramic views. The primary suite has an ensuite bathroom and waterside deck. The additional bedrooms are generously sized with lots of closet space. The unfinished attic has a full stairwell and offers tremendous storage possibilities.
The waterfront setting is truly special. A gentle slope leads down to a beautiful sandy beach, creating an ideal place to launch a kayak, paddleboard, or simply enjoy the shoreline. While the home reflects a classic coastal aesthetic, it is ready for a refreshed vision. This is an exceptional opportunity for buyers seeking to renovate, expand, or create a custom waterfront residence in a premier location.
Located in the sought-after community of Hillsmere, residents enjoy access to a community beach, pool, marina, playground, and waterfront pavilion. Quiet Waters Park, Downtown Annapolis, and major commuter routes to Washington, D.C. and Baltimore are all just minutes away.
- Houzeo last checked: 2 hours ago
- Listing updated: March 17, 2026 at 1:57 pm
- Listing Provided by: Reid Buckley (410) 266-6880 | Long & Foster Real Estate, Inc. (410) 260-2800
- Source: Bright MLS-NJ | MLS#: MDAA2139274

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1980
HOA Fees
-
Finished Area
5,068 sqft
Lot Size
18,295 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDAA2139274
MLS Status
ACTIVE-BRIGHT
Days on Market
1

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 4
Interior
Sewer
Public Sewer
Interior Features
Additional Stairway, Attic, Carpet, Dining Area, Entry Level Bedroom, Primary Bedroom Bay Front
Cooling
Central A/c
Heating
Heat Pump(s)
Construction
Year Built
Year Built: 1980
Home type
Single Family Residence
Property Condition
Good
Foundation Details
Crawl Space
Architectural Style
Coastal
Construction Materials
Vinyl Siding, Aluminum Siding
Utilities & Energy
Water Source
Well
Association Amenities
Boat Ramp, Common Grounds, Picnic Area, Tot Lots/playground, Water/lake Privileges
Other Features
Subdivision Name
Hillsmere Estates
Price History
| Date | Event | Price |
|---|---|---|
03/17/2026 Source: | Listed for Sale | $1,999,995 $395/sqft |
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