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For sale
  • $1,275,000

    357 Overlook Trl, Annapolis, MD 21401

    4beds
    3,070sqft
    : 
    Single Family Residence
    Built in 1962
    0.36 Acres Lot
    $1,237,100 Zestimate®
    $415/sqft
    $-- HOA

    What's special

    Waterfront livingPrivate sandy beachTranquil wooded surroundingsDeep-water marinaSeasonal vistasGenerous storageWalk-in tiled shower
    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.
    6 days
    |
    2,988
    |
    122
    |

    Likely to sell faster than

    Zillow last checked: 8 hours ago

    Listing updated: January 02, 2026 at 05:00am

    Listed by:

    Darrel Reel 443-759-0222,

    TTR Sotheby's International Realty (410) 280-5600

    Source: Bright MLS,MLS#: MDAA2132580MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 4
    • Main level bathrooms: 1
    • Main level bedrooms: 1
    Heating
    • Heat Pump, Programmable Thermostat, Propane
    Cooling
    • Ceiling Fan(s), Central Air, Programmable Thermostat, Electric
    Appliances
    • Included: Electric Water Heater
    • Laundry: Upper Level
    Features
    • Attic, Breakfast Area, Built-in Features, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s)
    • Flooring: Wood
    • Windows: Stain/Lead Glass
    • Basement: Full,Finished,Heated,Improved,Exterior Entry,Walk-Out Access,Windows
    • Number of fireplaces: 2
    • Fireplace features: Brick, Glass Doors, Gas/Propane, Insert, Mantel(s)
    Interior area
    • Total structure area: 3,070
    • Total interior livable area: 3,070 sqft
    • Finished area above ground: 3,070
    Video & virtual tour

    Property

    Parking
    • Parking features: Parking Lot
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Three
    • Stories: 3
    • Patio & porch: Enclosed, Patio, Porch, Screened
    • Exterior features: Extensive Hardscape, Lighting
    • Pool features: None
    • On waterfront: Yes
    • Waterfront features: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, River
    • Body of water: Severn River / Clements Creek
    • Frontage length: Water Frontage Ft: 62
    Lot
    • Size: 0.36 Acres
    Details
    • Additional structures: Above Grade
    • Parcel number: 020224010136000
    • Zoning: R1
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Craftsman
    • Property subtype: Single Family Residence
    Materials
    • Combination
    • Foundation: Other
    Condition
    • New construction: No
    • Year built: 1962
    • Major remodel year: 2012

    Utilities & green energy

    • Sewer: Private Septic Tank
    • Water: Private/Community Water

    Community & HOA

    Community
    • Subdivision: Epping Forest
    HOA
    • Has HOA: Yes
    • Amenities included: Bar/Lounge, Basketball Court, Beach Access, Billiard Room, Boat Ramp, Clubhouse, Common Grounds, Fitness Center, Gated, Marina/Marina Club, Party Room, Picnic Area, Pier/Dock, Tennis Court(s), Water/Lake Privileges
    Location
    • Region: Annapolis

    Financial & listing details

    • Price per square foot: $415/sqft
    • Tax assessed value: $789,100
    • Annual tax amount: $8,682
    • Date on market: 12/29/2025
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
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    Estimated market value

    $1,237,100

    $1.18M - $1.30M

    $4,385/mo

    Price history

    Price history
    DateEventPrice
    12/29/2025Listed for sale$1,275,000+2%$415/sqft
    Source: Bright MLS #MDAA2132580 Report a problem
    11/21/2025Listing removed$1,250,000$407/sqft
    Source: Bright MLS #MDAA2121406 Report a problem
    10/13/2025Price change$1,250,000-3.8%$407/sqft
    Source: Bright MLS #MDAA2121406 Report a problem
    10/11/2025Price change$1,300,000-3%$423/sqft
    Source: Bright MLS #MDAA2121406 Report a problem
    9/23/2025Listed for sale$1,340,000$436/sqft
    Source: Bright MLS #MDAA2121406 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025-- $789,100 +4.1%
    2024$8,302 +4.5%$758,200 +4.2%
    2023$7,942 +9.1%$727,300 +4.4%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $6,293/mo
    Principal & interest
    $4944
    Property taxes
    $903
    Home insurance
    $446

      Climate risks

      Neighborhood: 21401

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Rolling Knolls
      • Middle: Annapolis
      • High: Annapolis
      • District: Anne Arundel County Public Schools

      Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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