357 Overlook Trail

Annapolis, MD 21401

$1,265,000
Price
4
Beds
3,070 Sq. Ft.
$412 / Sq. Ft.
3,070
Sq. Ft.
$412
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Virtual Tour
Virtual Tour
a view of a lake with a floor to ceiling window next to a building
a view of a chairs and table in the patio
a view of a water fountain and a terrace
a view of a yard with plants
a front view of a house with a yard and potted plants
a view of a lush green forest
a view of a garden with plants and flowers
a living room with furniture and a large window
a view of a dining room with furniture and wooden floor
a view of a patio with a table chairs and a table
a view of a two chairs in the balcony
a view of trees and sitting in the outside
a view of an ocean
a living room with furniture a fireplace and a large window
a kitchen with a sink a center island a stove and a window
a kitchen with stainless steel appliances granite countertop a sink refrigerator and cabinets
a bedroom with a bed and a window
an empty room with wooden floor and closet
a bathroom with a shower and a sink
an empty room with windows and closet
a balcony with small trees in the background
an empty room with wooden floor and windows
a bathroom with a granite countertop sink a toilet and shower
a view of room with wooden floor and fan
a view of an empty room with window and wooden floor
a bathroom with a bathtub a shower and a sink
a view of a room with window and wooden floor
a view of a livingroom with a fireplace a fireplace and window
a room with furniture and musical instruments
a room with furniture and a window
a view of an empty room with a window
a view of an empty room with a window
a bathroom with a sink a toilet and shower
a view of a patio with table and chairs and potted plants
a view of outdoor space
a view of a lake with a mountain
a view of lake
an aerial view of a houses with ocean view
an aerial view of residential houses with outdoor space
a view of a couches and table in a terrace
a view of a bunch of plants
a view of a chair and tables in the patio
a front view of a house with garden
a living room with furniture a fireplace and a floor to ceiling window

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...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 stone 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!

Property Details for 357 Overlook Trail

Tax ID Number
020224010136000
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Craftsman
Levels/Stories
3
Waterfront
Yes
LISTING UPDATED: 03/09/2026 10:32 AM

Property Details for 357 Overlook Trail

StatusActive
MLS #MDAA2136590
Days on Market34
Taxes$9,019 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1962
Lot Size0.39 AC / 16,988 SF
CountyAnne Arundel County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of TTR Sotheby's International Realty
Add your commute

Virtual Tour

Building Information for 357 Overlook Trail

Stories3Year Built1962Building Size-Lot Size0.39 AC / 16,988 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$6,891 per month

30 year fixed, 6.11% Interest

Principal and Interest

$6,139

Property Taxes

$752

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 357 Overlook Trail

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • SchoolDistrictSource: Listing Agent
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • 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: 68.0
  • Riparian Rights Y/N: No
  • Mean Low Water Feet: 8.00
Association / Community Info
Association / Community Info
  • 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
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $789,100
  • Year Assessed: 2025
  • County Tax: $8,593
  • Improvement Assessed Value: $208,200
  • Land Assessed Value: $580,900
  • Special Assessment Pymnt: Annually
  • Clean Green Assessed: No
  • Land Use Code: R
  • Section: A
  • Zoning: R1
  • Tax Lot: 7R
  • School Tax: $0
  • Tax Page Number: 39
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
  • # Bathrooms Half Upper Level: 0
All Lower Levels
  • # Bedrooms All Lower Levels: 1
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
  • # Bathrooms Half All Lower Levels: 0
Lower Level 1
  • # Bedrooms Lower Level: 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
  • # Bathrooms Half Lower Level: 0
Rooms
  • Stories: Lower 1, Main, Upper 1
Building Info
Building Info
  • Year Major Reno Remodel: 2015
  • Total Finished SQFT: 3,070.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 3,070.00
  • Total SQFT Source: Estimated
  • Construction Materials: Combination
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8027/3767/3542/802737673542_512_384_WM__IX-f37yvYk1gz0n.jpg
  • Flooring Type: Hardwood
  • Basement Type: Outside Entrance, Full, Walkout Level, Connecting Stairway, Daylight, Full, Fully Finished, Heated, Improved, Interior Access, 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
  • # Bathrooms Half: 0
  • Other Structure: Above Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Backs to Trees, Cul-de-sac, Trees/Wooded, Landscaping, Private, No Thru Street
  • Parcel ID: 15179250
Parking
Parking
  • Type Of Parking: Other
Interior Features
Interior Features
  • 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
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Brick, Fireplace - Glass Doors, Gas/Propane, Insert, Mantel(s), Stone
  • Appliances: Dishwasher, Dryer, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Accessibility Features: None
  • Laundry Type: Upper Floor, Lower Floor
  • Virtual Tour URL Unbranded: https://youtu.be/OTSzgY2Sn9k
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting
  • Outdoor Living Structures: Balcony, Enclosed, Screened, Porch(es), Patio(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Programmable Thermostat, Zoned
  • Heating Fuel: Propane - Owned, Electric
  • Hot Water: Electric
  • Water Source: Private/Community Water
  • Sewer Septic: On Site Septic
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.bradkappel.com

Property History for 357 Overlook Trail

DateEvent & SourcePriceAppreciation
Feb 13, 2026

Listed (Active)

BRIGHT #MDAA2136590

$1,265,000—
Jan 30, 2026

Withdrawn

BRIGHT #MDAA2132580

—
Jan 11, 2026

Active Under Contract

BRIGHT #MDAA2132580

—
Dec 29, 2025

Listed (Active)

BRIGHT #MDAA2132580

$1,275,000—
Nov 20, 2025

Expired

BRIGHT #MDAA2121406

$1,250,000—
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—
DateEvent & SourcePrice
02/13/2026

Listed (Active)

BRIGHT #MDAA2136590

$1,265,000
01/30/2026

Withdrawn

BRIGHT #MDAA2132580

—
01/11/2026

Active Under Contract

BRIGHT #MDAA2132580

—
12/29/2025

Listed (Active)

BRIGHT #MDAA2132580

$1,275,000
11/20/2025

Expired

BRIGHT #MDAA2121406

$1,250,000
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

Taxable ValueLand$580,900Additions$208,200Total$789,100
Tax Record2025$10,929 ($911 / month)
Home Facts
Beds0Baths4Total Finished SqFt2,539 SqFtAbove Grade Finished SqFt1,656 SqFtFinished Basement SqFt883 SqFtStories2Lot Size15,783 SqFtStyleSingle Family ResidenceYear Built1962ZoningR1CountyANNE ARUNDELAPN02-240-10136000Fireplace TypeHas Fireplace

Schools near 357 Overlook Trail

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Rolling Knolls Elementary School
Public - PK to 5
Wiley H. Bates Middle School
Public - 6 to 8
Annapolis High School
Public - 9 to 12
Monarch Academy Annapolis ES
Public - PK 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
PublicPK 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.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 357 Overlook Trail, Annapolis, MD 21401

357 Overlook Trail is a single family home for sale in Annapolis, MD 21401. This property was listed for sale on February 13, 2026 by TTR Sotheby's International Realty, it's currently listed at $1,265,000. It has been on the market for a total of 34 days and was last sold on February 29, 2024. This listing's school district is Anne Arundel County Public Schools. Nearby schools include Rolling Knolls Elementary School, Wiley H. Bates Middle School and Annapolis High School. 357 Overlook Trail is a 4-bed, 4-bath, 3,070 sqft single family home built in 1962.

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

© 2026 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 03/09/2026 10:32 AM