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Sale Pending at 357 Overlook Trl, Annapolis, MD 21401 | MLS# MDAA2136590 | Listing updated on 2026-05-28
Photo 1 of Sale Pending at 357 Overlook Trl, Annapolis, MD 21401 | MLS# MDAA2136590 | Listing updated on 2026-05-28
Photo 2 of Sale Pending at 357 Overlook Trl, Annapolis, MD 21401 | MLS# MDAA2136590 | Listing updated on 2026-05-28
Photo 3 of Sale Pending at 357 Overlook Trl, Annapolis, MD 21401 | MLS# MDAA2136590 | Listing updated on 2026-05-28
Photo 4 of Sale Pending at 357 Overlook Trl, Annapolis, MD 21401 | MLS# MDAA2136590 | Listing updated on 2026-05-28
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$1,100,000

Monthly Est:$5,475

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,070sqft

357 Overlook Trl, Annapolis, MD 21401

$5,475/moEst:

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  • Single Family Residence

  • Built in 1962

  • $-- HOA

  • 16,988 sqft lot

  • $358/sq.ft

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 3,000 square feet across three finished levels with 4 bedrooms and 4 full baths. A welcoming st
one 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!

  • Houzeo last checked: 12 hours ago
  • Listing updated: May 28, 2026 at 10:30 am
  • Listing Provided by: Bradley R Kappel (410) 279-9476 | TTR Sotheby's International Realty (410) 280-5600
  • Source: Bright MLS-NJ | MLS#: MDAA2136590 Bright MLS-NJ

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Anne Arundel Md County

  • City

    Annapolis

  • Neighborhood

    --

  • Year Built

    1962

  • HOA Fees

    -

  • Finished Area

    3,070 sqft

  • Lot Size

    16,988 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDAA2136590

  • MLS Status

    PENDING-BRIGHT

  • Days on Market

    81

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Appliances

    Dishwasher, Dryer, Microwave, Oven/range Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater

  • Exterior Features

    Extensive Hardscape, Exterior Lighting

  • Interior Features

    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

  • Flooring

    Hardwood

  • Heating

    Forced Air, Programmable Thermostat, Zoned

  • Sewer

    On Site Septic

  • Cooling

    Ceiling Fan(s), Central A/c, Programmable Thermostat, Zoned

Construction

  • Year Built

    Year Built: 1962

  • Home type

    Single Family Residence

  • Construction Materials

    Combination

  • Property Condition

    Very Good

  • Foundation Details

    Other

Utilities & Energy

  • Basement

    Outside Entrance, Full, Walkout Level, Connecting Stairway, Daylight, Full, Fully Finished, Heated, Improved, Interior Access, Windows

  • Fireplace Features

    Brick, Fireplace Glass Doors, Gas/propane, Insert, Mantel(s), Stone

  • Water Source

    Private/community Water

  • Association 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

Other Features

  • Subdivision Name

    Epping Forest

  • Patio And Porch Features

    Balcony, Enclosed, Screened, Porch, Patio

  • Lot Features

    Backs To Trees, Cul De Sac, Trees/wooded, Landscaping, Private, No Thru Street

Price History

DateEventPrice

05/28/2026

Source: mls_logoBright MLS-NJ #MDAA2136590

Pending

$1,100,000

$358/sqft

04/27/2026

Source: mls_logoBright MLS-NJ #MDAA2136590

Price Decreased

$1,100,000 -8.33%

$358/sqft

04/02/2026

Source: mls_logoBright MLS-NJ #MDAA2136590

Price Decreased

$1,200,000 -5.14%

$391/sqft

02/13/2026

Source: mls_logoBright MLS-NJ #MDAA2136590

Listed for Sale

$1,265,000

$412/sqft

02/13/2026

Source: mls_logoBright MLS-NJ #MDAA2136590

Price Decreased

$1,265,000 -0.78%

$412/sqft

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Nearby Homes

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