357 Overlook Trl, Annapolis, MD 21401
Local realty services provided by:CENTURY 21 Alliance
357 Overlook Trl,Annapolis, MD 21401
$1,275,000
- 4 Beds
- 4 Baths
- - sq. ft.
- Single family
- Coming Soon
Listed by: darrel reel
Office: ttr sotheby's international realty
MLS#:MDAA2132580
Source:BRIGHTMLS
Price summary
- Price:$1,275,000
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.
Contact an agent
Home facts
- Year built:1962
- Listing ID #:MDAA2132580
- Added:1 day(s) ago
- Updated:December 26, 2025 at 04:57 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:4
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
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
- Tax amount:$8,682 (2024)
New listings near 357 Overlook Trl
- New
$409,900Active3 beds 2 baths1,496 sq. ft.1250 Stonewood Ct, ANNAPOLIS, MD 21409
MLS# MDAA2131252Listed by: WEICHERT, REALTORS - Coming Soon
$349,900Coming Soon2 beds 2 baths2900 Shipmaster Way #312, ANNAPOLIS, MD 21401
MLS# MDAA2133426Listed by: ACADEMY REALTY INC. - New
$1,299,999Active4 beds 3 baths4,592 sq. ft.612 Samantha Ct, ANNAPOLIS, MD 21409
MLS# MDAA2133406Listed by: RLAH @PROPERTIES
$1,100,000Pending3 beds 3 baths1,544 sq. ft.631 Chase St, ANNAPOLIS, MD 21401
MLS# MDAA2132434Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY- New
$365,000Active2 beds 2 baths1,551 sq. ft.930 Astern Way #512, ANNAPOLIS, MD 21401
MLS# MDAA2132540Listed by: DOUGLAS REALTY LLC - Coming Soon
$795,000Coming Soon4 beds 3 baths406 Harbor Dr, ANNAPOLIS, MD 21403
MLS# MDAA2133380Listed by: COLDWELL BANKER REALTY - Coming Soon
$364,990Coming Soon2 beds 2 baths2052 Quaker Way #7, ANNAPOLIS, MD 21401
MLS# MDAA2133174Listed by: FATHOM REALTY MD, LLC - Open Sat, 12 to 2:30pmNew
$530,000Active4 beds 2 baths1,660 sq. ft.1656 Tim Tam Ct, ANNAPOLIS, MD 21409
MLS# MDAA2133248Listed by: TAYLOR PROPERTIES - New
$349,000Active2 beds 2 baths1,111 sq. ft.2157 Scotts Crossing Ct #204, ANNAPOLIS, MD 21401
MLS# MDAA2133156Listed by: COMPASS