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357 Overlook Trl, 
Annapolis, MD 21401

$1,265,000


4

Beds


4

Baths


2,836

Sq Ft


Single Family

Active

Listed by

Bradley R Kappel

Ttr Sotheby'S International Realty, (410) 280-5600

Last updated:

February 15, 2026, 02:37 PM

MLS#

MDAA2136590

Source:

BRIGHTMLS

About This Home

357 Overlook Trl

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 2,800 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!

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1962

Price Summary

1,265,000

$446 per Sq. Ft.

MLS #:

MDAA2136590

Last Updated:

February 15, 2026, 02:37 PM

Added:

2 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

4

Interior

Living Area:

2,836 Sq. Ft.


Structure

Structure

Architectural Style:

Craftsman

Building Area:

2,836 Sq. Ft.

Year Built:

1962


Lot

Lot Size (Sq. Ft):

16,988


Finances & Disclosures

Finances

Price:

$1,265,000

Price per Sq. Ft:

$446 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls 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. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.