357 Overlook Trl, Annapolis, MD 21401
Local realty services provided by:CENTURY 21 Dale Realty Co.
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....
Contact an agent
Home facts
- Year built:1962
- Subdivision & Development:EPPING FOREST
- Listing ID #:MDAA2132580
- Added:284 day(s) ago
- Updated:January 30, 2026 at 09:15 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:4
- Dining Description:Combination Dining/Living, Combination Kitchen/Dining, Dining Area
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:Breakfast Area, Built-Ins, Kitchen - Gourmet, Kitchen - Island, Pantry, Recessed Lighting, Stain/Lead Glass, Upgraded Countertops
- Bedroom Description:Entry Level Bedroom, Walk In Closet(s)
- Basement:Yes
- Basement Description:Full, Fully Finished, Heated, Improved, Outside Entrance, Walkout Level, Windows
- 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
- Architectural Style:Craftsman
- Construction Materials:Combination
- Exterior Features:Enclosed, Extensive Hardscape, Exterior Lighting, Patio(s), Porch(es), Screened
- Levels:3 Story
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)
Features and amenities
- Amenities:Attic, Built-Ins, Ceiling Fan(s), Recessed Lighting, Stain/Lead Glass
Parking
- Parking description:Parking Lot
New listings near 357 Overlook Trl
- Coming Soon
$1,750,000Coming Soon3 beds 3 baths3,502 sq. ft.314 Kingsberry Dr, ANNAPOLIS, MD 21409
MLS# MDAA2158510Listed by: RE/MAX ONE - Coming Soon
$680,000Coming Soon3 beds 2 baths1,888 sq. ft.1245 Creek Dr, ANNAPOLIS, MD 21403
MLS# MDAA2158606Listed by: COMPASS - Coming Soon
$420,000Coming Soon2 beds 2 baths1,354 sq. ft.907 Windwhisper Ln, ANNAPOLIS, MD 21403
MLS# MDAA2158330Listed by: EXP REALTY, LLC - Coming SoonOpen Sat, 1 to 3pm
$1,775,000Coming Soon5 beds 4 baths3,328 sq. ft.3124 Starboard Dr, ANNAPOLIS, MD 21403
MLS# MDAA2158448Listed by: COLDWELL BANKER REALTY - Coming SoonOpen Sat, 12 to 2pm
$745,000Coming Soon4 beds 5 baths2,856 sq. ft.208 Anasta Ter, ANNAPOLIS, MD 21403
MLS# MDAA2158302Listed by: LONG & FOSTER REAL ESTATE, INC. - Coming Soon
$670,000Coming Soon4 beds 2 baths1,436 sq. ft.202 Bertina A Nick Way, ANNAPOLIS, MD 21401
MLS# MDAA2158332Listed by: EXP REALTY, LLC - Coming Soon
$750,000Coming Soon3 beds 2 baths1,795 sq. ft.2548 Mission Hills Ct, ANNAPOLIS, MD 21401
MLS# MDAA2158096Listed by: NEXT STEP REALTY, LLC. - Coming Soon
$725,000Coming Soon4 beds 3 baths2,171 sq. ft.424 Halsey Rd, ANNAPOLIS, MD 21401
MLS# MDAA2157836Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - Coming SoonOpen Sat, 12 to 2pm
$600,000Coming Soon3 beds 3 baths2,514 sq. ft.416 Walnut Dr, ANNAPOLIS, MD 21403
MLS# MDAA2157998Listed by: KELLER WILLIAMS FLAGSHIP - Coming Soon
$1,125,000Coming Soon5 beds 5 baths6,734 sq. ft.703 Fantail Ct, ANNAPOLIS, MD 21401
MLS# MDAA2158038Listed by: RE/MAX EXECUTIVE