50645 Holly Point Rd

Dameron, MD 20628

$7,500,000
Price
4
Beds
3,268 Sq. Ft.
$2,295 / Sq. Ft.
3,268
Sq. Ft.
$2,295
per Sq. Ft.
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Coming SoonVirtual Tour
Serene shoreline meets tranquil waters.
Serene dock by tranquil waterside.
Kitchen has been updated/new photos coming soon

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...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.
  1. Listed by Jessica D Raley • CENTURY 21 New Millennium
    P: (301)-904-1781 jesshasthekey@gmail.com

Property Details for 50645 Holly Point Road

Tax ID Number
1901024086
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Coastal
Levels/Stories
2
Furnished
No
LISTING UPDATED: 06/10/2026 10:15 AM

Property Details for 50645 Holly Point Road

StatusComing Soon
MLS #MDSM2027830
Days on Market-
Taxes$13,716 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1978
Lot Size280.00 AC / 12,196,800 SF
CountySt. Mary's County
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Location

Listing Courtesy of CENTURY 21 New Millennium
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Building Information for 50645 Holly Point Road

Stories2Year Built1978Building Size-Lot Size280.00 AC / 12,196,800 SF

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$38,516 per month

30 year fixed, 6.36% Interest

Principal and Interest

$37,373

Property Taxes

$1,143

HOA Dues

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Property Information for 50645 Holly Point Road

Location
Location
  • In City Limits: No
  • School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138839208
  • SchoolDistrictSource: Listing Agent
  • County: SAINT MARYS
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Waterski/Wakeboard
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Water Body Name: Chesapeake Bay
  • Water Body Type: Bay
  • Water Frontage In Feet: 6136.0
  • Docks Count: 1
  • Dock Type and Features: Private, Pier (Perpendicular)
  • Slips Count: 0
  • Distance To Body Of Water: .00
  • Distance To Body Of Water Units: Feet
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $1,454,567
  • Year Assessed: 2025
  • Improvement Assessed Value: $307,800
  • Land Assessed Value: $1,172,300
  • Zoning: RPD
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: 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
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Kitchen
  • Room Length: 23.0
  • Room Width: 16.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Breakfast Bar, Countertop(s) - Granite, Kitchen - Eat-in, Pantry
Room 2
  • Room Type: Dining Room
  • Room Length: 19.0
  • Room Width: 16.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood
Room 3
  • Room Type: Family Room
  • Room Length: 26.0
  • Room Width: 24.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Fireplace - Wood Burning, Flooring - HardWood
Room 4
  • Room Type: Bathroom 3
  • Room Length: 12.0
  • Room Width: 5.0
  • Room Level: Main
  • Room Exists: Yes
Room 5
  • Room Type: Primary Bedroom
  • Room Length: 16.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Primary Bedroom - Sitting Area
Room 6
  • Room Type: Primary Bathroom
  • Room Length: 11.0
  • Room Width: 11.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile
Room 7
  • Room Type: Sun/Florida Room
  • Room Length: 15.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 8
  • Room Type: Foyer
  • Room Length: 11.0
  • Room Width: 8.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 9
  • Room Type: Study
  • Room Length: 12.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 10
  • Room Type: Bedroom 2
  • Room Length: 14.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Jack and Jill Bathroom
Room 11
  • Room Type: Bathroom 2
  • Room Length: 10.0
  • Room Width: 9.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile
Room 12
  • Room Type: Bedroom 3
  • Room Length: 18.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 13
  • Room Type: Other
  • Room Length: 8.0
  • Room Width: 7.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Pantry
Room 14
  • Room Type: Sun/Florida Room
  • Room Length: 25.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 15
  • Room Type: Bedroom 4
  • Room Length: 20.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 16
  • Room Type: Storage Room
  • Room Length: 12.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Year Major Reno Remodel: 2026
  • Total Finished SQFT: 3,268.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 3,268.00
  • Total SQFT Source: Estimated
  • Elevators Count: 1
  • Construction Materials: Concrete, Glass, Stick Built
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8049/9453/4828/804994534828_512_384_WM_B9r_4Txq46j8G_cQ.jpg
  • Flooring Type: Hardwood, Carpet, Luxury Vinyl Plank, Ceramic Tile
  • Foundation Details: Slab
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 3
  • Other Structure: Above Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: 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
  • Road Surface Type: Paved
  • Location Type: Bayfront
  • Additional Parcels: Yes
  • Addl Parcels Descrp: approximately 164 lot's included at this price located in St. Jeromes and Bay Harbor including the lot beside the main house
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway, Off Street
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 8
  • Total Garage Spaces: 2
  • Parking Features: Asphalt Driveway
  • Garage Features: Additional Storage Area, Garage - Front Entry
Interior Features
Interior Features
  • 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
Exterior Features
Exterior Features
  • Exterior Features: Private Beach, Roof Deck, Tennis Court(s)
  • Outdoor Living Structures: Deck(s), Patio(s), Porch(es)
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Private
  • Sewer Septic: Private Septic Tank
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS
  • List Agent URL: www.JessHasTheKey.com

Public Records for 50645 Holly Point Road

Taxable ValueLand-Additions-Total-
Tax Record2023$22,226 ($1,852 / month)
Home Facts
Beds0Baths2Total Finished SqFt3,268 SqFtAbove Grade Finished SqFt3,268 SqFtStories2Lot Size7,636,940 SqFtStyleMiscellaneous ResidentialYear Built1978ZoningRPDCountyST. MARY'SAPN01-024086Fireplace TypeHas Fireplace

Schools near 50645 Holly Point Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Ridge Elementary School
Public - PK to 5
Spring Ridge Middle School
Public - 6 to 8
Great Mills High School
Public - 9 to 12
Chesapeake Charter School
Charter - K to 8
Rating
School
Distance
Ridge Elementary School
PublicPK to 5

Spring Ridge Middle School
Public6 to 8

Great Mills High School
Public9 to 12

Chesapeake Charter School
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 50645 Holly Point Road, Dameron, MD 20628

50645 Holly Point Road is a single family home Coming Soon in Dameron, MD 20628. This property is currently priced at $7,500,000. This listing's school district is St. Mary's County Public Schools. Nearby schools include Ridge Elementary School, Spring Ridge Middle School and Great Mills High School. 50645 Holly Point Road is a 4-bed, 3-bath, 3,268 sqft single family home built in 1978.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of CENTURY 21 New Millennium

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s 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 on 06/10/2026 10:15 AM