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50645 Holly Point Rd , Dameron, MD 20628
$7,500,000
Est. Payment: $39,918.15/mo
4 Bed
3 Bath
3268 Sqft
280 Acres
Status: active | Days on site: 107
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CENT2010 - 63906
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House 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.

Highlights

Listed by Jessica D Raley , 3019041781 CENTURY 21 New Millennium , 3018622169. Bright MLS

Property Type

Residential

Lot/Acreage
280

Year Built

1978

County

Saint Marys

Neighborhood

St Jeromes

School District

St. Mary's County Public Schools

Listing ID

MDSM2027830

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:4
  • ▪ Bathrooms:3
  • ▪ Full Bathrooms:3
Appliances:Built-In Microwave, Dishwasher, Exhaust Fan, Refrigerator, Oven/Range - Electric
Air Cond:Ceiling Fan(s),Central A/C
Fireplaces:Wood,Mantel(s),1 Fireplace
Floor:Hardwood,Carpet,Luxury Vinyl Plank,Ceramic Tile
Above Ground Sq Ft:3268
Other:
  • ▪ Main Floor Bedrooms:1
  • ▪ Additional:Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Carpet, Cedar Closet(s), Ceiling Fan(s), Dining Area, Elevator, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Island, Pantry, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Walk-in Closet(s), Wood Floors
Water:Private

Exterior Features

Lot:Additional Lot(s),Backs to Trees,Fishing Available,Front Yard,Hunting Available,Level,No Thru Street,Premium,Private,Rear Yard,Secluded,SideYard(s),Landscaping,Pond,Trees/Wooded,Partly Wooded,Not New Construction,Horse Property: No,Waterfront
Garage Capacity:10
Zoning:RPD
Roof:Architectural Shingle
Others:
  • ▪ Additional:Private Beach, Roof Deck, Tennis Court(s), Excellent
Sewer:Private Septic Tank
Parking Features:Asphalt Driveway,Additional Storage Area,Garage - Front Entry,Attached Garage,Driveway,Off Street,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$39,918
Taxes
$1,143

Home Price

$7,500,000

Loan Details

30 yrs
7%

Down Payment

20%
$1,500,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$39,918.15

Principal

Taxes

Principal Taxes HOA Total
Monthly $39,918.15 $1,143.00 $0.00 $41,061.15
Yearly $479,017.80 $13,716.00 $0.00 $492,733.80
Total $14,370,533.90 $411,480.00 $0.00 $14,782,013.90
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Dameron, MD).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

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Data last updated: 2026-11-13T21:11:33.000Z

© 2026 Bright MLS