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8163 Bayside Dr, 
Pasadena, MD 21122

$1,300,000


3

Beds


3

Baths


2,788

Sq Ft


Single Family

Coming Soon

Listed by

Michelle L Blanchard

Keller Williams Flagship

Last updated:

October 23, 2026, 01:40 PM

MLS#

MDAA2159252

Source:

BRIGHTMLS

About This Home

8163 Bayside Dr

Perched above the Chesapeake Bay, this exceptional coastal residence offers breathtaking panoramic views, an extraordinarily wide private sandy beach, and multiple waterfront decks in one of Maryland’s most coveted locations along the upper Western Shore. Thoughtfully and comprehensively renovated in 2003, the home features an expansive, open main level and a wall of floor-to-ceiling windows and doors framing approximately nine miles of sweeping water views east toward Kent Island. The main level encompasses a spacious waterfront great room, a classically styled kitchen, dining area, office (formerly a fourth bedroom), and full bath. High ceilings and wide-plank hardwood floors lend warmth and character throughout. Upstairs, the primary suite is enveloped in windows, capturing spectacular Chesapeake Bay vistas. Vaulted ceilings, a private owner’s deck, walk-in closet, and an ensuite bath featuring distinctive, richly veined earth-toned marble complete this inviting retreat. Two additional bedrooms and a third full bath are also located on the upper level. Exceptionally well-crafted, the detached two-car garage complements the residence with timeless East Coast architectural detailing, additional space above, and ample driveway parking. Beyond the extraordinary views and peaceful waterfront setting, this property is ideally suited for entertaining, with a generous waterside deck, an expansive private beach, and open, inviting interiors that encourage effortless gathering and a natural flow between indoor and outdoor living. Here, the Chesapeake Bay becomes part of everyday life. Spend summer days lounging on your own remarkable stretch of sandy beach and wading in the water, then settle into Adirondack chairs around a beachside fire as the evening air cools. With Downs Park nearby and charming local dining options and an independently owned grocery market just a short drive away, this rare waterfront retreat offers the best of coastal living without sacrificing convenience. A truly special opportunity to experience the Chesapeake Bay lifestyle at its finest.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1928

Subdivision & Development:

PINEHURST

Price Summary

1,300,000

$466 per Sq. Ft.

MLS #:

MDAA2159252

Last Updated:

October 23, 2026, 01:40 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,788 Sq. Ft.


Structure

Structure

Architectural Style:

Coastal

Building Area:

2,788 Sq. Ft.

Year Built:

1928


Lot

Lot Size (Sq. Ft):

14,810


Finances & Disclosures

Finances

Price:

$1,300,000

Price per Sq. Ft:

$466 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.