# 50645 HOLLY POINT Road, Dameron, MD 20628 > **TL;DR:** 4bd/3ba single family, $7,500,000 ($2295/sqft), built 1978, 3,268 sqft. > Fireplace, Waterfront, A/C, 2-car garage. Est. $40,112/mo. Listed 109 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $7,500,000 | | Price/sqft | $2295 | | Bedrooms | 4 | | Bathrooms | 3 full | | Square Feet | 3,268 | | Year Built | 1978 | | Lot Size | 12,196,800 sqft (280.00 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 109 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $37,924 | | Estimated Insurance | $2,188 | | **Total** | **$40,112** | ## Key Amenities - Fireplace - Waterfront - A/C - 2-car garage ## Property Highlights - Built in 1978 - 280.00 acre lot - 2 stories - 10 parking spaces - Fireplace - Waterfront ## Description ### Agent 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. ## Location - **Address:** 50645 HOLLY POINT Road, Dameron, MD 20628 - **County:** SAINT MARYS - **Neighborhood:** ST JEROMES - **Coordinates:** 38.13934, -76.32178 - **Google Maps:** https://www.google.com/maps?q=38.13934,-76.32178 ## Virtual Tour & Media - **Video Tour:** https://player.vimeo.com/video/1129401259?badge=0&autopause=0&player_id=0&app_id=58479 ## Listing Agent - **Name:** Jessica D Raley · **License:** 524473 - **Brokerage:** Century 21 New Millennium - **Broker Phone:** (703) 753-7910 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/50645-Holly-Point-Rd_Dameron_MD_20628_M67455-31034?f=listhub&s=TRENDPA&m=MDSM2027830&c=propsimple) ## Photos ![50645 HOLLY POINT Road - Photo 1](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f633067493r.jpg) ![50645 HOLLY POINT Road - Photo 2](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f1234509023r.jpg) ![50645 HOLLY POINT Road - Photo 3](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f1604086383r.jpg) ![50645 HOLLY POINT Road - 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Photo 134](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f141354321r.jpg) ![50645 HOLLY POINT Road - Photo 135](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f656946806r.jpg) ![50645 HOLLY POINT Road - Photo 136](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f1341056884r.jpg) ![50645 HOLLY POINT Road - Photo 137](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f985375580r.jpg) ![50645 HOLLY POINT Road - Photo 138](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f2308486824r.jpg) ![50645 HOLLY POINT Road - Photo 139](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f1349303992r.jpg) ![50645 HOLLY POINT Road - Photo 140](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f2505010390r.jpg) ![50645 HOLLY POINT Road - Photo 141](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f2065141581r.jpg) ![50645 HOLLY POINT Road - Photo 142](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f1411342413r.jpg) ![50645 HOLLY POINT Road - Photo 143](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f3870221865r.jpg) ![50645 HOLLY POINT Road - Photo 144](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f816821068r.jpg) ![50645 HOLLY POINT Road - Photo 145](http://lh.rdcpix.com/04adf47a95fd7d644de0a3229daa084al-f3191750652r.jpg) --- **MLS#:** MDSM2027830 | **Updated:** 2026-10-27 **Source:** listhub *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.* [View on PropertySimple](https://www.propertysimple.ai/listing/50645-holly-point-road-dameron-md-20628-47add04e991c4a1593abd5c28c7ded08) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/50645-holly-point-road-dameron-md-20628-47add04e991c4a1593abd5c28c7ded08#listing", "url": "https://www.propertysimple.ai/listing/50645-holly-point-road-dameron-md-20628-47add04e991c4a1593abd5c28c7ded08", "name": "50645 HOLLY POINT Road, Dameron, MD 20628", "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. 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