Date
Details
Price
Change
Source
6/09/2026
Listed
$7,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/99
$7,500,000 Coming Soon
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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.
Full Property Details
Full Property Details for 50645 Holly Point Rd
General
- Price: $7,500,000
- Taxes: $13,716 (2025)
- Status: Coming Soon
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2027830
- Updated: 6/9/2026
- Added to Site: 3 day(s) ago
- Expected Market Date: 6/30/2026
Interior
- Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Foyer, Study, Sun/Florida Room, Other, Storage Room, Bathroom 2, Bathroom 3, Primary Bathroom
- Interior Features: 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
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Wood, Mantel(s)
- Appliances: Built-In Microwave, Dishwasher, Exhaust Fan, Refrigerator, Oven/Range - Electric
- Flooring: Hardwood, Carpet, Luxury Vinyl Plank, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 3
- Bedrooms Main & Up: 1
Exterior
- Exterior Features: Private Beach, Roof Deck, Tennis Court(s)
- Porch/Patio/Deck: Deck(s), Patio(s), Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 10
- Parking Features: Asphalt Driveway
- Parking Type: Attached Garage, Driveway, Off Street
- Garage Description: Additional Storage Area, Garage - Front Entry
Location
- County: SAINT MARYS
- Subdivision: ST JEROMES
- Driving Directions: *GPS WILL NOT GET YOU THERE* You must schedule an appointment to get accurate directions. No drive-by's please, you won't be able to see or enter the property without the gate code.
- Location Details: Bayfront
School Information
- School District: St. Mary's County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Ceiling Fan(s), Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Private Septic Tank
- Water: Private
- Dist. to Water: 0 Feet
Structural Information
- Architectural Style: Coastal
- Structure Type: Detached
- Construction: Concrete, Glass, Stick Built
- Foundation: Slab
- Roof: Architectural Shingle
- Doors: Sliding Glass
- Elevator(s ): 1
- Stories Description: Main, Upper 1
- Square Feet: 3,268
- Sq. Ft. Source: Estimated
- Living Area: 3,268 Sq. Ft.
- Finished Above Grnd: 3,268 Sq. Ft.
- Year Built: 1978
- Year Built Source: Estimated
- Property Condition: Excellent
Lot Features
- Property View: Bay, Pond, Trees/Woods, Water, Panoramic
- Lot Size (Acres): 280
- Lot Size (Sq. Ft.): 12,196,800
- Lot Size Source: Estimated
- Street/Road Desc.: Paved
- Zoning: RPD
- 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
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Waterski/Wakeboard
- Water Front Type: Bay
- Water Front Name: Chesapeake Bay
- Docks: 1
Financial Considerations
- Price Per Sq. Ft.: $2,294.98
- Assessment Year: 2025
- Tax w/Assessment: $1,454,567
- Tax Amount: $13,716
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Multiple Parcels: Yes
Listed by CENTURY 21 New Millennium, Jessica D Raley
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 50645 Holly Point Rd —
Jessica D Raley
CENTURY 21 New Millennium
Listing Office Email: tommy.higgins@c21nm.com
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 50645 Holly Point Rd
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Ridge Elementary School, Ridge, MD 49430 Airedale Rd, Ridge, MD 20680 | PK-5 | 3.1 mi |
Spring Ridge Middle School 19856 Three Notch Road, Lexington Park, MD 20653 | 6-8 | 6.6 mi |
Great Mills High School 21130 Great Mills Road, Great Mills, MD 20634 | 9-12 | 11.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 50645 Holly Point Rd
Tax History
Tax History for 50645 Holly Point Rd
Year
Property Taxes
Change
Tax Assessment
Change
2023
$22,226
—
$1,454,567
-35%
2023
$22,226
—
$2,232,800
4%
2023
$22,226
8%
$2,140,600
—
2022
$20,500
-2%
$2,135,833
—
2019
$20,919
-5%
$2,131,067
—
2021
$22,073
—
$2,126,300
—
2020
$22,071
—
$2,126,300
—
2019
$22,069
131%
$2,126,300
132%
2018
$9,566
—
$915,200
—
2017
$9,607
1%
$915,200
—
2016
$9,522
-4%
$915,200
-5%
2015
$9,898
-1%
$959,100
—
2014
$10,017
—
$959,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 50645 Holly Point Rd
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- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
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- Single Family
- Active
- Updated 4 days ago
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- Single Family
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- 4Beds
- 2Total Baths
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50645 Holly Point Road, Dameron, MD 20628 (MLS# MDSM2027830) is a Single Family property with 4 bedrooms and 3 full bathrooms. 50645 Holly Point Road is currently listed for $7,500,000 and was received on June 09, 2026. Want to learn more about 50645 Holly Point Road? Do you have questions about finding other Single Family real estate for sale in Dameron? You can browse all Dameron real estate or contact a Coldwell Banker agent to request more information.