50645 Holly Point Road Dameron, MD 20628
Listing Courtesy of: BRIGHT IDX / Listed By: Jessica Raley, Century 21 New Millennium

  50645 Holly Point Road Dameron, MD 20628

Coming Soon (3 Days)
$7,500,000 (USD)
4
BED
3
BATH
3,268
SQFT

Description

Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious open floor plan adorned with rich hardwood. The expansive family room, complete with a cozy wood-burning fireplace and elegant mantel, invites relaxation and gatherings. The kitchen is a culinary enthusiast's dream, featuring an island, ample pantry space, and an inviting eat-in area. The primary suite is a sanctuary of comfort, boasting a Bayfront view, and a luxurious primary bath equipped with a walk-in shower. Additional highlights include built-ins, recessed lighting, and a dedicated entry-level bedroom, ensuring convenience and style throughout. The exterior of this residence is equally impressive, showcasing extensive hardscaping that enhances the property's aesthetic appeal. Enjoy the ultimate outdoor lifestyle with a private beach, perfect for sunbathing or leisurely strolls along the sandy shore. The roof deck offers panoramic views of the Chesapeake Bay, while the tennis court (should you choose to restore it) provides an active lifestyle option right at your doorstep. Multiple patios and decks create inviting spaces for al fresco dining and entertaining, all set against a backdrop of lush greenery and serene Chesapeake Bay views. This premium lot is a true gem, bordered by trees and offering a secluded atmosphere that feels worlds away from the hustle and bustle. With direct access to the Bay, indulge in fishing, boating, or simply soaking in the natural beauty that surrounds you. Ample parking with an attached garage and expansive driveway. Breathtaking views of the Bay, pond, and wooded areas create a picturesque setting that changes with the seasons. Located just steps from the water's edge, this home offers a unique opportunity to embrace a lifestyle centered around nature and luxury. With over 6,136 feet of water-frontage, this property provides direct access to the Chesapeake Bay, where swimming, kayaking, and water skiing await. This exceptional residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and the beauty of nature. Experience the ultimate in coastal living, where every day feels like a vacation. Sale includes 91 lots in St. Jeromes shores and 71 lots in Bay Harbor totaling approximately 280 acres. There is nothing else like this in Southern Maryland. Your legacy awaits.

MLS #:
MDSM2027830
Taxes
$13,716(2025)
Lot Size
280 acres
Type
Single-Family Home
Year Built
1978
Style
Coastal
School District
St. Mary's County Public Schools
County
St. Mary's County

Listed By

Jessica Raley, Century 21 New Millennium
Source
BRIGHT IDX
Last checked Jun 12 2026 at 11:00 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Dining Area
  • Built-Ins
  • Wood Floors
  • Dishwasher
  • Refrigerator
  • Kitchen - Eat-In
  • Exhaust Fan
  • Oven/Range - Electric
  • Entry Level Bedroom
  • Family Room Off Kitchen
  • Kitchen - Island
  • Floor Plan - Open
  • Recessed Lighting
  • Elevator
  • Built-In Microwave
  • Formal/Separate Dining Room
  • Carpet
  • Cedar Closet(s)
  • Pantry
  • Walk-In Closet(s)
  • Ceiling Fan(s)
  • Primary Bath(s)
  • Primary Bedroom - Bay Front
  • Bathroom - Tub Shower
  • Bathroom - Stall Shower
  • Bathroom - Walk-In Shower
Subdivision
  • St Jeromes
Lot Information
  • Secluded
  • Private
  • Trees/Wooded
  • No Thru Street
  • Partly Wooded
  • Backs to Trees
  • Landscaping
  • Pond
  • Premium
  • Additional Lot(s)
  • Level
  • Front Yard
  • Rear Yard
  • Sideyard(s)
  • Fishing Available
  • Hunting Available
Property Features
  • Above Grade
  • Fireplace: Mantel(s)
  • Fireplace: Wood
  • Foundation: Slab
Heating and Cooling
  • Heat Pump(s)
  • Central A/C
  • Ceiling Fan(s)
Flooring
  • Hardwood
  • Carpet
  • Ceramic Tile
  • Luxury Vinyl Plank
Exterior Features
  • Concrete
  • Stick Built
  • Glass
  • Roof: Architectural Shingle
Utility Information
  • Sewer: Private Septic Tank
  • Fuel: Electric
Parking
  • Asphalt Driveway
Stories
  • 2
Living Area
  • 3,268 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
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Interest rate
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Mortgage calculator estimates are provided by C21 New Millennium and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is 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. Data last updated 6/12/26 04:00