357 Overlook Trail
Description
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...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.
- Listed by Darrel Reel • TTR Sotheby's International RealtyP: (443)-759-0222 darrelreel@reelwaterfrontgroup.com
Property Details for 357 Overlook Trail
Property Details for 357 Overlook Trail
| Status | Active |
|---|---|
| MLS # | MDAA2132580 |
| Days on Market | 1 |
| Taxes | $8,682 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Fee Simple |
| Year Built | 1962 |
| Lot Size | 0.36 AC / 15,783 SF |
| County | Anne Arundel County |
Location
Virtual Tour
Building Information for 357 Overlook Trail
Payment Calculator
$7,024 per month
30 year fixed, 6.28% Interest
$6,300
$724
$0
Property Information for 357 Overlook Trail
- In City Limits: No
- School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
- School District County ID: 121140671932
- Elementary School: ROLLING KNOLLS (ANNE ARUNDEL MD)
- Middle Or Junior School: ANNAPOLIS (ANNE ARUNDEL MD)
- MiddleSchoolSource: Listing Agent
- High School: ANNAPOLIS (ANNE ARUNDEL MD)
- County: ANNE ARUNDEL
- Water View: No
- Water Access: Yes
- Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
- Water Oriented: Yes
- Navigable Water: Yes
- Tidal Water: Yes
- Water Body Name: Severn River/Clements Creek
- Water Body Type: River
- Water Frontage In Feet: 62.0
- Docks Count: 1
- Dock Type and Features: Hoist/Lift Electric, Hoist/Lift Manual, Material - Treated Lumber, Multiple Slip, Private
- Dock/Slip Conveys Y/N: true
- Dock/Slip Conveyance: Physical Dock/Slip Conveys
- Slips Count: 1
- HOA Condo Coop 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
- Senior Community: No
- Type of Condo: Home Owner Association
- Tax Year: 2024
- Tax Assessed Value: $789,100
- Year Assessed: 2025
- County Tax: $8,302
- Improvement Assessed Value: $208,200
- Land Assessed Value: $580,900
- Land Use Code: R
- Section: A
- Zoning: R1
- Tax Lot: 7R
- School Tax: $0
- Automatically Update Tax Values Y/N: Yes
- # Bedrooms Count Main Level: 1
- # Bathrooms Count Main Level: 1
- # Bathrooms Full Main Level: 1
- # Bedrooms Count All Upper Levels: 2
- # Bathrooms Count All Upper Levels: 2
- # Bathrooms Full All Upper Levels: 2
- # Bedrooms Count Upper Level: 2
- # Bathrooms Count Upper Level: 2
- # Bathrooms Full Upper Level: 2
- # Bedrooms All Lower Levels: 1
- # Bathrooms All Lower Levels: 1
- # Bathrooms Full All Lower Levels: 1
- # Bedrooms Lower Level: 1
- # Bathrooms Lower Level: 1
- # Bathrooms Full Lower Level: 1
- Stories: Lower 1, Main, Upper 1
- Year Major Reno Remodel: 2012
- Total Finished SQFT: 3,070.00
- Total Finished SQFT Source: Assessor
- Tax Total Finished SQFT: 2,539.00
- Total SQFT: 3,070.00
- Total SQFT Source: Assessor
- Construction Materials: Combination
- Basement Type: Full, Fully Finished, Heated, Improved, Outside Entrance, Walkout Level, Windows
- Foundation Details: Other
- Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Lower Level 1-1, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Lower Level 1-1
- # Bathrooms Full: 4
- Other Structure: Above Grade
- Lot Size Source: Estimated
- Parcel ID: 15179250
- Type Of Parking: Parking Lot
- Interior Features: Attic, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, 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
- Fireplace: Yes
- Fireplaces Count: 2
- Fireplace Features: Brick, Fireplace - Glass Doors, Gas/Propane, Insert, Mantel(s)
- Accessibility Features: None
- Laundry Type: Upper Floor
- Virtual Tour URL Unbranded: https://youtu.be/1tRG22NzOZA?si=Zp3liVHFODxlZwhS
- Exterior Features: Extensive Hardscape, Exterior Lighting
- Outdoor Living Structures: Enclosed, Patio(s), Porch(es), Screened
- Pool: No Pool
- Heating: Yes
- Cooling Type: Ceiling Fan(s), Central A/C, Programmable Thermostat
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s), Programmable Thermostat
- Heating Fuel: Propane - Owned
- Hot Water: Electric
- Water Source: Private/Community Water
- Sewer Septic: Private Septic Tank
- List Agent AOR: Anne Arundel County Association of REALTORS
- List Agent URL: https://darrelreel.com/
Property History for 357 Overlook Trail
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Dec 29, 2025 | Listed (Active) BRIGHT #MDAA2132580 | $1,275,000 | — |
| Nov 20, 2025 | Expired BRIGHT #MDAA2121406 | — | |
| Oct 13, 2025 | Price Change BRIGHT #MDAA2121406 | $1,250,000 | — |
| Oct 11, 2025 | Price Change BRIGHT #MDAA2121406 | $1,300,000 | — |
| Sep 23, 2025 | Listed (Active) BRIGHT #MDAA2121406 | — | |
| Sep 11, 2025 | Active Under Contract BRIGHT #MDAA2121406 | — | |
| Sep 5, 2025 | Price Change BRIGHT #MDAA2121406 | $1,340,000 | — |
| Aug 1, 2025 | Listed (Active) BRIGHT #MDAA2121406 | $1,398,000 | — |
| Jul 22, 2025 | Listed (Active) BRIGHT #MDAA2121406 | $1,398,000 | — |
| Feb 29, 2024 | Closed (Public Record) Public Record #1528457489 | $1,200,000 | — |
| Feb 29, 2024 | Closed BRIGHT #MDAA2065212 | $1,200,000 | — |
| Jan 6, 2024 | Pending BRIGHT #MDAA2065212 | — | |
| Jan 6, 2024 | Active Under Contract BRIGHT #MDAA2065212 | — | |
| Jan 5, 2024 | Price Change BRIGHT #MDAA2065212 | $1,199,000 | — |
| Jan 5, 2024 | Listed (Active) BRIGHT #MDAA2065212 | — | |
| Dec 22, 2023 | Temp Off Market BRIGHT #MDAA2065212 | — | |
| Sep 29, 2023 | Price Change BRIGHT #MDAA2065212 | $1,340,000 | — |
| Aug 10, 2023 | Listed (Active) BRIGHT #MDAA2065212 | $1,488,000 | — |
| Oct 23, 2000 | Closed BRIGHT #MDAA241378 | $273,000 | — |
| Sep 19, 2000 | Pending BRIGHT #MDAA241378 | — | |
| Jun 13, 2000 | Listed (Active) BRIGHT #MDAA241378 | $279,900 | — |
| Date | Event & Source | Price |
|---|---|---|
| 12/29/2025 | Listed (Active) BRIGHT #MDAA2132580 | $1,275,000 |
| 11/20/2025 | Expired BRIGHT #MDAA2121406 | — |
| 10/13/2025 | Price Change BRIGHT #MDAA2121406 | $1,250,000 |
| 10/11/2025 | Price Change BRIGHT #MDAA2121406 | $1,300,000 |
| 09/23/2025 | Listed (Active) BRIGHT #MDAA2121406 | — |
| 09/11/2025 | Active Under Contract BRIGHT #MDAA2121406 | — |
| 09/05/2025 | Price Change BRIGHT #MDAA2121406 | $1,340,000 |
| 08/01/2025 | Listed (Active) BRIGHT #MDAA2121406 | $1,398,000 |
| 07/22/2025 | Listed (Active) BRIGHT #MDAA2121406 | $1,398,000 |
| 02/29/2024 | Closed (Public Record) Public Record #1528457489 | $1,200,000 |
| 02/29/2024 | Closed BRIGHT #MDAA2065212 | $1,200,000 |
| 01/06/2024 | Pending BRIGHT #MDAA2065212 | — |
| 01/06/2024 | Active Under Contract BRIGHT #MDAA2065212 | — |
| 01/05/2024 | Price Change BRIGHT #MDAA2065212 | $1,199,000 |
| 01/05/2024 | Listed (Active) BRIGHT #MDAA2065212 | — |
| 12/22/2023 | Temp Off Market BRIGHT #MDAA2065212 | — |
| 09/29/2023 | Price Change BRIGHT #MDAA2065212 | $1,340,000 |
| 08/10/2023 | Listed (Active) BRIGHT #MDAA2065212 | $1,488,000 |
| 10/23/2000 | Closed BRIGHT #MDAA241378 | $273,000 |
| 09/19/2000 | Pending BRIGHT #MDAA241378 | — |
| 06/13/2000 | Listed (Active) BRIGHT #MDAA241378 | $279,900 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 357 Overlook Trail
Schools near 357 Overlook Trail
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | K to 5 |
Rating | School | Distance |
|---|---|---|
Rolling Knolls Elementary School PublicPK to 5 | ||
Wiley H. Bates Middle School Public6 to 8 | ||
Annapolis High School Public9 to 12 | ||
Monarch Academy Annapolis ES PublicK to 5 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of TTR Sotheby's International Realty
© 2025 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/29/2025 12:07 AM