50645 Holly Point Rd, DAMERON, MD

$7,500,000

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4

Beds

3

Baths

3,268

Square feet

280.00

Acres

About 50645 Holly Point Rd

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.

Features of 50645 Holly Point Rd

MLS® # MDSM2027830
Price $7,500,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,268
Acres 280.00
Year Built 1978
Type Residential
Sub-Type Detached
Style Coastal
Status Active

Community Information

Address 50645 Holly Point Rd
Subdivision ST JEROMES
City DAMERON
County SAINT MARYS-MD
State MD
Zip Code 20628

Amenities

Amenities Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Carpet, Cedar Closet(s), Ceiling Fan(s), Elevator, Entry Level Bedroom, Formal/Separate Dining Room, Pantry, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Walk-in Closet(s), Wood Floors
Parking Asphalt Driveway
# of Garages 2
Garages Additional Storage Area, Garage - Front Entry
View Bay, Pond, Trees/Woods, Water, Panoramic
Is Waterfront Yes
Waterfront Bay

Interior

Interior Features Floor Plan - Open
Appliances Built-In Microwave, Dishwasher, Exhaust Fan, Refrigerator, Oven/Range - Electric
Heating Heat Pump(s)
Cooling Ceiling Fan(s), Central A/C
Has Basement No
Fireplace Yes
# of Fireplaces 1
Fireplaces Wood, Mantel(s)
Stories 2

Exterior

Exterior Concrete
Exterior Features Private Beach,Roof Deck,Tennis Court(s),Deck(s),Patio(s),Porch(es)
Lot Description 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
Roof Architectural Shingle
Construction Concrete, Glass, Stick Built
Foundation Slab

School Information

District ST. MARY'S COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed July 16th, 2026
Days on Market 50
Zoning RPD
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCENTURY 21 New Millennium

Listing Map

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