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357 Overlook Trail

ANNAPOLIS, MD 21401
  • $1,275,000
  • STATUS: Active Under Contract
  • ON SITE: 22 Days
  • ID#: MDAA2132580
Under Contract
$1,275,000
  • 4
    BEDS
  • 0.36
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 3,070
    SQFT
  • $415
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1962
County:

School Information

Elementary School:
Middle School:
High School:

Description

Enchanting Craftsman-Style Waterfront Retreat in Epping ForestTucked 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.

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Jennifer Ciorrocco | Coastal Life Realty Group. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-01-17T23:51:03.99.
www.ocmd4sale.com/homes/171577707
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357 Overlook Trail ANNAPOLIS, MD 21401

  • Price: $1,275,000
  • Status: Active Under Contract
  • On Site: 22 Days
  • ID#: MDAA2132580
4
Beds
4
Baths
0
½ Baths
0.36
Acres
3,070
SQFT
$415
$/SQFT
1962
Built
Neighborhood:
Epping Forest
County:
Anne Arundel
Elementary School:
Rolling Knolls
Middle School:
Annapolis
High School:
Annapolis
School District:
Anne Arundel County Public Schools
Property Description
Enchanting Craftsman-Style Waterfront Retreat in Epping ForestTucked 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.
Exterior Features

Architectural Style Craftsman Construction Materials Combination Docks 1 Exterior Features Extensive HardscapeExterior Lighting Garage YN No Parking Types Parking Lot Patio And Porch Features EnclosedPatio(s)Porch(es)Screened Pool No Pool Slips 1 Water Access Features Boat - PoweredCanoe/KayakFishing AllowedPersonal Watercraft (PWC)Private AccessSailSwimming AllowedWaterski/Wakeboard Water Access YN Yes Water Body Name Severn River/Clements Creek Water Body Type River Water View YN No Waterfront Features Private Dock Site Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 3070 Basement FullFully FinishedHeatedImprovedOutside EntranceWalkout LevelWindows Basement YN Yes Cooling Ceiling Fan(s)Central A/CProgrammable Thermostat Fireplace Features BrickFireplace - Glass DoorsGas/PropaneInsertMantel(s) Fireplace YN Yes Fireplaces Total 2 Heating Heat Pump(s)Programmable Thermostat Heating YN Yes Interior Features AtticBreakfast AreaBuilt-InsCeiling Fan(s)Combination Dining/LivingCombination Kitchen/DiningDining AreaEntry Level BedroomFamily Room Off KitchenFloor Plan - OpenKitchen - GourmetKitchen - IslandPantryPrimary Bath(s)Recessed LightingStain/Lead GlassUpgraded CountertopsWalk-in Closet(s)Wood Floors Laundry Type Upper Floor Levels 3 Main Level Bedrooms 1 Upper Level1 Bedrooms 2

Property Features

Acceptable Financing CashConventionalFHAVA Accessibility Features None Association Amenities Bar/LoungeBasketball CourtsBeachBilliard RoomBoat RampClub HouseCommon GroundsFitness CenterGated CommunityMarina/Marina ClubParty RoomPicnic AreaPier/DockTennis CourtsWater/Lake Privileges Association Fee 0.00 Association Fee Frequency Unknown Association YN Yes Central Air YN Yes Condo YN No Cooling Fuel Electric Foundation Details Other Heating Fuel Propane - Owned Hot Water Electric Navigable Water YN Y New Construction YN No Original MLSNumber 804348420978 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Private Septic Tank Structure Design Type Detached Tax Annual Amount 8682.00 Tax Lot 7R Vacation Rental YN No Water Source Private/Community Water Year Built Effective 2012 Zoning R1

Listing courtesy of TTR Sotheby's International Realty: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Jennifer Ciorrocco | Coastal Life Realty Group. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-01-17T23:51:03.99.
 
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Jennifer Ciorrocco | Coastal Life Realty Group
7408 Coastal Highway
Ocean City MD, 21842