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357 Overlook Trail, Annapolis, MD 21401

$1,265,000
  • 357 Overlook Trail, Annapolis, MD 21401 Main Photo

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BEDS4 BATHS4 full SQUARE FEET2,836 MLS#MDAA2136590
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONEPPING FOREST SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water access at the mouth of Clements Creek and the Severn River. The private sandy beach and deep-water pier with 12,000-lb boat lift create an ideal launching point for boating, paddleboarding, and exploring Annapolis waterways while embracing the quintessential Annapolitan lifestyle. Situated on a peaceful 0.39-acre homesite surrounded by trees, woods, and water views, the beautifully renovated residence offers over 2,800 square feet across three finished levels with 4 bedrooms and 4 full baths. A welcoming stone stairway and thoughtfully designed landscaping lead to an interior filled with natural light, open living spaces, and timeless craftsmanship. The kitchen, dining area, and living room with fireplace flow seamlessly to a screened porch and deck—perfect for alfresco dining and relaxing among the treetops. The main level features a spacious bedroom with sitting area and hall bath, ideal for convenient single-level living. Upstairs, a dramatic landing with soaring ceilings and private balcony connects two ensuite bedrooms, including the primary suite showcasing treetop views and glimpses of the water, complemented by dual vanities and a custom tiled walk-in shower. The walk-out lower level expands the home’s versatility with a family room with fireplace, additional bedroom, full bath, home office or flex space, generous storage, and private patio—providing comfortable accommodations for guests and everyday living alike. Exclusive Epping Forest Gated Community offers fabulous amenities including the clubhouse with waterside bar and grill, deep-water marina, sandy beach, boat ramp, tennis courts, hiking paths plus year-round activities including: July 4th fireworks, Labor and Memorial Day festivities, oyster roast and summer camps. There's so much fun to be had in Epping Forest, great social clubs include the boat club, volleyball leagues, swim team and garden club. Come and enjoy all that Epping has to offer! Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best! Epping Forest is a Special Tax District, ($1964.86/yr.) with binding Rules & Regulations. Welcome Home!

357 Overlook Trail | MLS# MDAA2136590

This single family home located at 357 Overlook Trail, Annapolis, MD 21401 is currently listed for sale with an asking price of $1,265,000. This property was built in 1962 and has 4 bedrooms and 4 full baths with 2836 sq. ft. Overlook Trail is located in the EPPING FOREST subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search EPPING FOREST real estate on www.realestatelancastercounty.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Outside Entrance, Full, Walkout Level, Connecting Stairway, Daylight, Full, Fully Finished, Heated, Improved, Interior Access, Windows
Cooling: Ceiling Fan(s), Central A/C, Programmable Thermostat
Fireplaces: 2
Fuel Type: Propane - Owned, Electric
Heating: Forced Air, Programmable Thermostat, Zoned
Home Style: Craftsman
Lot Size: 0.39 Acres
Stories: 3.0
Taxes: $9,019
Year Built: 1962

Feature Descriptions

Additional Structures: Above Grade
Appliances: Dishwasher, Dryer, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Community Amenities: Bar/Lounge, Basketball Courts, Beach, Billiard Room, Boat Ramp, Club House, Common Grounds, Fitness Center, Gated Community, Marina/Marina Club, Party Room, Picnic Area, Pier/Dock, Tennis Courts, Water/Lake Privileges
Exterior: Extensive Hardscape, Exterior Lighting
Exterior: Combination
Fireplace: Brick, Fireplace - Glass Doors, Gas/Propane, Insert, Mantel(s), Stone
Flooring: Hardwood
Interior: Attic, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Recessed Lighting, Stain/Lead Glass, Upgraded Countertops, Walk-in Closet(s), Wood Floors
Lake Name: SEVERN RIVER/CLEMENTS CREEK
Lot: Backs to Trees, Cul-de-sac, Trees/Wooded, Landscaping, Private, No Thru Street
Lot Dimensions: 0.39 Acre(S)
Sewer: On Site Septic
Special View Info: Water, Trees/Woods
SQFT Above Finished: 2836
SQFT Total Finished: 2836
Structure Type: Detached
Water: Private/Community Water
Water Access: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
Waterfront: Private Dock Site
Wooded: Yes

Local Schools

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4102805600

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Estimated Payment

$ 3,935.88 per month $2,815.34 Principal & Interest $751.58 Property Tax $368.96 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/07/2026. The listing information on this page last changed on 03/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 03/07/2026 12:02:59 AM EST) or Bright MLS (last updated Fri 03/06/2026 11:57:57 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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