
357 Overlook Trail Annapolis, MD 21401
Parole NeighborhoodEstimated payment $7,863/month
Highlights
- 62 Feet of Waterfront
- Boat Ramp
- Access to Tidal Water
- Marina
- 1 Dock Slip
- Bar or Lounge
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.
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.
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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,682
Year Built
- Built in 1962
Lot Details
- 0.36 Acre Lot
- 62 Feet of Waterfront
- Home fronts navigable water
- Extensive Hardscape
- Property is zoned R1
Parking
- Parking Lot
Home Design
- Craftsman Architecture
Interior Spaces
- 3,070 Sq Ft Home
- Property has 3 Levels
- Open Floorplan
- Built-In Features
- Ceiling Fan
- Recessed Lighting
- 2 Fireplaces
- Self Contained Fireplace Unit Or Insert
- Fireplace With Glass Doors
- Fireplace Mantel
- Brick Fireplace
- Gas Fireplace
- Stained Glass
- Family Room Off Kitchen
- Living Room
- Dining Room
- Wood Flooring
- Attic
Kitchen
- Gourmet Kitchen
- Breakfast Area or Nook
- Kitchen Island
- Upgraded Countertops
Bedrooms and Bathrooms
- En-Suite Bathroom
- Walk-In Closet
Laundry
- Laundry Room
- Laundry on upper level
Finished Basement
- Heated Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Exterior Basement Entry
- Basement Windows
Outdoor Features
- Access to Tidal Water
- Canoe or Kayak Water Access
- Private Water Access
- River Nearby
- Personal Watercraft
- Waterski or Wakeboard
- Sail
- Swimming Allowed
- Electric Hoist or Boat Lift
- Manual Hoist or Boat Lift
- 1 Dock Slip
- Physical Dock Slip Conveys
- Dock made with Treated Lumber
- Powered Boats Permitted
- Lake Privileges
- Enclosed Patio or Porch
- Exterior Lighting
Schools
- Rolling Knolls Elementary School
- Bates Middle School
- Annapolis High School
Utilities
- Central Air
- Heat Pump System
- Heating System Powered By Owned Propane
- Programmable Thermostat
- Electric Water Heater
- Septic Tank
Listing and Financial Details
- Tax Lot 7R
- Assessor Parcel Number 020224010136000
Community Details
Overview
- Property has a Home Owners Association
- Epping Forest Subdivision
Amenities
- Picnic Area
- Common Area
- Clubhouse
- Billiard Room
- Party Room
- Bar or Lounge
Recreation
- Boat Ramp
- Pier or Dock
- Marina
- Beach
- Tennis Courts
- Community Basketball Court
- Fitness Center
- Fishing Allowed
Security
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $10,586 | $789,100 | $580,900 | $208,200 |
2024 | $10,586 | $758,200 | $0 | $0 |
2023 | $6,475 | $727,300 | $0 | $0 |
2022 | $5,905 | $696,400 | $560,000 | $136,400 |
2021 | $10,896 | $653,033 | $0 | $0 |
2020 | $5,405 | $609,667 | $0 | $0 |
2019 | $5,253 | $566,300 | $416,200 | $150,100 |
2018 | $5,607 | $552,967 | $0 | $0 |
2017 | $4,673 | $539,633 | $0 | $0 |
2016 | -- | $526,300 | $0 | $0 |
2015 | -- | $497,433 | $0 | $0 |
2014 | -- | $468,567 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/05/2025 09/05/25 | Price Changed | $1,340,000 | -4.1% | $436 / Sq Ft |
08/01/2025 08/01/25 | For Sale | $1,398,000 | +16.5% | $455 / Sq Ft |
02/29/2024 02/29/24 | Sold | $1,200,000 | +0.1% | $391 / Sq Ft |
01/06/2024 01/06/24 | Pending | -- | -- | -- |
01/05/2024 01/05/24 | Price Changed | $1,199,000 | 0.0% | $391 / Sq Ft |
01/05/2024 01/05/24 | For Sale | $1,199,000 | -10.5% | $391 / Sq Ft |
12/31/2023 12/31/23 | Off Market | $1,340,000 | -- | -- |
09/29/2023 09/29/23 | Price Changed | $1,340,000 | -9.9% | $436 / Sq Ft |
08/10/2023 08/10/23 | For Sale | $1,488,000 | -- | $485 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $1,200,000 | Sage Title | |
Deed | $1,200,000 | Sage Title | |
Deed | $273,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $960,000 | New Conventional | |
Closed | $960,000 | New Conventional | |
Previous Owner | $520,950 | New Conventional | |
Previous Owner | $353,167 | New Conventional | |
Previous Owner | $339,871 | New Conventional | |
Previous Owner | $232,200 | New Conventional | |
Previous Owner | $255,250 | Stand Alone Second | |
Closed | -- | No Value Available |
About the Listing Agent

Darrel Reel is a seasoned real estate agent with an impressive 24-year track record in the industry. Born and raised in the beautiful state of Maryland, Darrel has developed a deep understanding of the local real estate market and possesses extensive knowledge of the area's neighborhoods, communities, and trends.
With a passion for luxury realty and a keen eye for marketing, Darrel has established himself as a trusted specialist in the field. Throughout his career, he has successfully
Darrel's Other Listings
Source: Bright MLS
MLS Number: MDAA2121406

APN: 02-240-10136000
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