357 Overlook Trl, Annapolis, MD 21401
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners
357 Overlook Trl,Annapolis, MD 21401
$1,275,000
- 4 Beds
- 4 Baths
- 3,070 sq. ft.
- Single family
- Pending
Listed by: darrel reel
Office: ttr sotheby's international realty
MLS#:MDAA2132580
Source:BRIGHTMLS
Price summary
- Price:$1,275,000
- Price per sq. ft.:$415.31
About this home
Enchanting Craftsman-Style Waterfront Retreat in Epping Forest
Tucked away in the prestigious gated community of Epping Forest, this beautifully renovated Craftsman-style home offers a rare opportunity to enjoy serene waterfront living with a private deep-water pier on Clements Creek, just off the Severn River. Complete with a 12,000 lb boat lift and a private sandy beach, it’s a dream for boating enthusiasts and nature lovers alike. From this peaceful sanctuary, you’ll have direct access to all of Annapolis’s waterways—and beyond.
Expertly positioned on a perfectly elevated 0.39-acre lot, this elegant 4-bedroom, 4-bath residence offers over 3,000 square feet of refined living space spread across three thoughtfully designed levels. Embraced by tranquil wooded surroundings, the home reveals seasonal vistas—lush, leafy treetops in summer, transitioning to sweeping water views in winter, with captivating glimpses throughout the year.
A graceful stone stairway with sleek cable railing ascends to the front entrance, framed by lush landscaping and the soothing sounds of nature. This harmonious blend of architecture and setting creates a serene, private retreat—yet it remains just moments from the conveniences of modern living.
Inside, the open floor plan and abundant natural light highlight the home’s craftsmanship and thoughtful design. The kitchen, dining area, and living room with fireplace seamlessly connect to a screened-in porch and a spacious deck—ideal for al fresco dining and enjoying the tranquil surroundings.
The main level includes a bedroom and full bath, perfect for one-level living. Upstairs, a spacious landing with soaring ceilings leads to two ensuite bedrooms, including the luxurious primary suite with a private balcony, treetop vistas, and a spa-like bath featuring dual vanities and a walk-in tiled shower and heated floor for those winter days.
The versatile lower level offers a cozy family room with fireplace, an additional bedroom and full bath, a home office or bonus room, generous storage, and a private patio—perfect for guests or multi-generational living.
Residents of Epping Forest enjoy an unparalleled lifestyle with access to a waterfront clubhouse and bar, deep-water marina, sandy beach, boat ramp, tennis courts, hiking trails, and a full calendar of community events including fireworks, oyster roasts, holiday festivals, and summer camps. Active social groups like the boat club, volleyball leagues, swim team, and garden club offer something for everyone.
Annapolis, known as the "Sailing Capital of America," boasts one of the longest and most vibrant boating seasons on the East Coast—extending well into the fall, when the waterways are framed by dynamic foliage and crisp, golden light. See virtual tour for the walk to the pier.
Conveniently located just minutes from Downtown Annapolis, the Bay Bridge, and major routes to Washington, D.C., this home is the perfect blend of relaxation, recreation, and accessibility.
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Home facts
- Year built:1962
- Listing ID #:MDAA2132580
- Added:49 day(s) ago
- Updated:January 30, 2026 at 09:15 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:4
- Living area:3,070 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C, Programmable Thermostat
- Heating:Heat Pump(s), Programmable Thermostat, Propane - Owned
Structure and exterior
- Year built:1962
- Building area:3,070 sq. ft.
- Lot area:0.36 Acres
Schools
- High school:ANNAPOLIS
- Middle school:ANNAPOLIS
- Elementary school:ROLLING KNOLLS
Utilities
- Water:Private/Community Water
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$1,275,000
- Price per sq. ft.:$415.31
- Tax amount:$8,682 (2024)
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