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50645 Holly Point Road

DAMERON, MD 20628
  • $7,500,000
  • STATUS: Active
  • ON SITE: 36 Days
  • ID#: MDSM2027830
UPDATED: 46 min ago
$7,500,000
  • 4
    BEDS
  • 280
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 3,268
    SQFT
  • $2,295
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1978
County:

School Ratings & Info

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.

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Moore Team | House Broker Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-07-16T21:55:53.027.
www.wedomoore.com/homes/177522234
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50645 Holly Point Road DAMERON, MD 20628

  • Price: $7,500,000
  • Status: Active
  • On Site: 36 Days
  • Updated: 46 min ago
  • ID#: MDSM2027830
4
Beds
3
Baths
0
½ Baths
280
Acres
3,268
SQFT
$2,295
$/SQFT
1978
Built
Neighborhood:
St Jeromes
County:
Saint Marys
School District:
St. Mary's County Public Schools
Property 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.
Exterior Features

Architectural Style Coastal Construction Materials ConcreteGlassStick Built Distance To Body Of Water 0 Docks 1 Door Features Sliding Glass Exterior Features Private BeachRoof DeckTennis Court(s) Garage Spaces 2.00 Garage Type Additional Storage AreaGarage - Front Entry Garage YN Yes Location Type Bayfront Lot Features Additional Lot(s)Backs to TreesFishing AvailableFront YardHunting AvailableLevelNo Thru StreetPremiumPrivateRear YardSecludedSideYard(s)LandscapingPondTrees/WoodedPartly Wooded Parking Features Asphalt Driveway Parking Types Attached GarageDrivewayOff Street Patio And Porch Features Deck(s)Patio(s)Porch(es) Pool No Pool Property Condition Excellent Road Surface Type Paved Roof Architectural Shingle Slips 0 View BayPondTrees/WoodsWaterPanoramic Water Access Features Boat - PoweredCanoe/KayakFishing AllowedPersonal Watercraft (PWC)Private AccessSwimming AllowedWaterski/Wakeboard Water Access YN Yes Water Body Name Chesapeake Bay Water Body Type Bay Water View YN Yes Waterfront Features Sandy Beach Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 3268 Appliances Built-In MicrowaveDishwasherExhaust FanRefrigeratorOven/Range - Electric Basement YN No Cooling Ceiling Fan(s)Central A/C Fireplace Features WoodMantel(s) Fireplace YN Yes Fireplaces Total 1 Flooring HardwoodCarpetLuxury Vinyl PlankCeramic Tile Furnished No Heating Heat Pump(s) Heating YN Yes Interior Features Bathroom - Stall ShowerBathroom - Tub ShowerBathroom - Walk-In ShowerBuilt-InsCarpetCedar Closet(s)Ceiling Fan(s)Dining AreaElevatorEntry Level BedroomFamily Room Off KitchenFloor Plan - OpenFormal/Separate Dining RoomKitchen - Eat-InKitchen - IslandPantryPrimary Bath(s)Primary Bedroom - Bay FrontRecessed LightingWalk-in Closet(s)Wood Floors Levels 2 Main Level Bedrooms 1 Room List Dining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4KitchenFamily RoomFoyerStudySun/Florida RoomOtherStorage RoomBathroom 2Bathroom 3Primary Bathroom Upper Level1 Bedrooms 3

Property Features

Acceptable Financing CashConventionalPrivate Accessibility Features OtherElevator Association YN No Central Air YN Yes Condo YN No Cooling Fuel Electric Elevators 1 Foundation Details Slab Heating Fuel Electric Horse YN No Hot Water Electric Lease Considered YN No Navigable Water YN Y New Construction YN No Original MLSNumber 804261898268 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Private Septic Tank Structure Design Type Detached Tax Annual Amount 13716.00 Vacation Rental YN No Water Source Private Year Built Effective 2026 Zoning RPD

Listing courtesy of CENTURY 21 New Millennium: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Moore Team | House Broker Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-07-16T21:55:53.027.
 
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