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Ad #7598903
MLS #MDSM2027830
Listing photo

Nestled within the prestigious St. Jeromes subdivision, this

50645 HOLLY POINT Rd, Dameron, Maryland, 20628
$7,500,000
4Beds
3Baths
3,268Sqft
280Acres

About this property

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.

Property Features

4 Beds
3 Baths
3,268 Sqft
Built in 1978
280 Acres
2 Stories
Garage - Attached, Off Street, Driveway
Siding: Concrete, Glass, Stick Built
Has Fireplace
Heat Pump (Heating)
$13,716 / yr property tax
St. Marys County
ST JEROMES Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Jessica D Raley

Century 21 New Millennium

301-904-1781

Location

Map
Listing Agent: Jessica D Raley (License #: 524473) 301-904-1781
Broker: Century 21 New Millennium 703-753-7910 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Jul 24, 2026

Photo Gallery

Nestled within the prestigious St. Jeromes subdivision, this - photo 1
Nestled within the prestigious St. Jeromes subdivision, this - photo 2
Nestled within the prestigious St. Jeromes subdivision, this - photo 3
Nestled within the prestigious St. Jeromes subdivision, this - photo 4
Nestled within the prestigious St. Jeromes subdivision, this - photo 5
Nestled within the prestigious St. Jeromes subdivision, this - photo 6
Nestled within the prestigious St. Jeromes subdivision, this - photo 7
Nestled within the prestigious St. Jeromes subdivision, this - photo 8
Nestled within the prestigious St. Jeromes subdivision, this - photo 9
Nestled within the prestigious St. Jeromes subdivision, this - photo 10
Nestled within the prestigious St. Jeromes subdivision, this - photo 11
Nestled within the prestigious St. Jeromes subdivision, this - photo 12
Nestled within the prestigious St. Jeromes subdivision, this - photo 13
Nestled within the prestigious St. Jeromes subdivision, this - photo 14
Nestled within the prestigious St. Jeromes subdivision, this - photo 15
Nestled within the prestigious St. Jeromes subdivision, this - photo 16
Nestled within the prestigious St. Jeromes subdivision, this - photo 17
Nestled within the prestigious St. Jeromes subdivision, this - photo 18
Nestled within the prestigious St. Jeromes subdivision, this - photo 19
Nestled within the prestigious St. Jeromes subdivision, this - photo 20
Nestled within the prestigious St. Jeromes subdivision, this - photo 21
Nestled within the prestigious St. Jeromes subdivision, this - photo 22
Nestled within the prestigious St. Jeromes subdivision, this - photo 23
Nestled within the prestigious St. Jeromes subdivision, this - photo 24
Nestled within the prestigious St. Jeromes subdivision, this - photo 25
Nestled within the prestigious St. Jeromes subdivision, this - photo 26
Nestled within the prestigious St. Jeromes subdivision, this - photo 27
Nestled within the prestigious St. Jeromes subdivision, this - photo 28
Nestled within the prestigious St. Jeromes subdivision, this - photo 29
Nestled within the prestigious St. Jeromes subdivision, this - photo 30
Nestled within the prestigious St. Jeromes subdivision, this - photo 31
Nestled within the prestigious St. Jeromes subdivision, this - photo 32
Nestled within the prestigious St. Jeromes subdivision, this - photo 33
Nestled within the prestigious St. Jeromes subdivision, this - photo 34
Nestled within the prestigious St. Jeromes subdivision, this - photo 35
Nestled within the prestigious St. Jeromes subdivision, this - photo 36
Nestled within the prestigious St. Jeromes subdivision, this - photo 37
Nestled within the prestigious St. Jeromes subdivision, this - photo 38
Nestled within the prestigious St. Jeromes subdivision, this - photo 39
Nestled within the prestigious St. Jeromes subdivision, this - photo 40
Nestled within the prestigious St. Jeromes subdivision, this - photo 41
Nestled within the prestigious St. Jeromes subdivision, this - photo 42
Nestled within the prestigious St. Jeromes subdivision, this - photo 43
Nestled within the prestigious St. Jeromes subdivision, this - photo 44
Nestled within the prestigious St. Jeromes subdivision, this - photo 45
Nestled within the prestigious St. Jeromes subdivision, this - photo 46
Nestled within the prestigious St. Jeromes subdivision, this - photo 47
Nestled within the prestigious St. Jeromes subdivision, this - photo 48
Nestled within the prestigious St. Jeromes subdivision, this - photo 49
Nestled within the prestigious St. Jeromes subdivision, this - photo 50

$7,500,000

4
Beds
3
Baths
3,268
Sqft

50645 HOLLY POINT Rd, Dameron, Maryland, 20628

By contacting this agent you agree to these Terms and Conditions.
Home Maryland Dameron
Nestled within the prestigious St. Jeromes subdivision, this - photo 1
Nestled within the prestigious St. Jeromes subdivision, this - photo 2
Nestled within the prestigious St. Jeromes subdivision, this - photo 3
Nestled within the prestigious St. Jeromes subdivision, this - photo 4
Nestled within the prestigious St. Jeromes subdivision, this - photo 5
MLS# MDSM2027830
Home For Sale

Nestled within the prestigious St. Jeromes subdivision, this

$7,500,000

50645 HOLLY POINT Rd, Dameron, Maryland, 20628

4
Beds
3
Baths
3,268
Sqft
280
Acres
$7,500,000
50645 HOLLY POINT Rd, Dameron, Maryland, 20628
4 Beds
3 Baths
3,268 Sqft
280 Acres

Accessibility Features

Accessible Elevator Installed
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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Property Details

HOME DETAILS

4 Beds
3 Baths
3,268 Sqft
Built in 1978
280 Acres
2 Stories

EXTERIOR

Garage - Attached, Off Street, Driveway
Siding: Concrete, Glass, Stick Built

INTERIOR

Has Fireplace
Heat Pump (Heating)

FINANCIAL & COMMUNITY

$13,716 / yr property tax
St. Marys County
ST JEROMES Community
See More Details

Location

Map
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Ad Statistics

Ad Number
7598903
Viewed
10 times
Listing Status
Active
Added
Jul 16, 2026
Last Refresh
Jul 24, 2026 04:01:17 PM

Listing Information

Data Source
Bright MLS
Source Property ID
MDSM2027830
Listing Agent: Jessica D Raley (License #: 524473) 301-904-1781
Broker: Century 21 New Millennium 703-753-7910 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com BeachHouse.com GolfHomes.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
Facebook YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.07.24
Terms & Policy