Ragged Point Real Estate

Ragged Point Real Estate

Welcome to Ragged Point, a hidden gem nestled in the charming city of Cambridge, Maryland, within the picturesque Dorchester County. This delightful subdivision offers a serene escape from the hustle and bustle of city life, making it the perfect place for families, retirees, and anyone looking to embrace a tranquil lifestyle.

Ragged Point is characterized by its lush landscapes, scenic views, and a strong sense of community. Residents enjoy a variety of outdoor activities, thanks to the area's proximity to the beautiful Choptank River and the stunning Chesapeake Bay. Whether you’re fishing, boating, or simply taking a leisurely stroll along the waterfront, the natural beauty surrounding Ragged Point is sure to captivate your heart.

The subdivision is thoughtfully designed, featuring a mix of modern homes and charming cottages that reflect the local architectural style. Each property is set against a backdrop of mature trees and manicured lawns, providing a peaceful retreat for homeowners. The neighborhood is family-friendly, with ample green spaces and parks, perfect for children to play and families to gather.

Ragged Point is also conveniently located near the vibrant downtown Cambridge, where you can explore local shops, dine at delightful restaurants, and immerse yourself in the rich history and culture of the area. With easy access to major highways, commuting to nearby cities is a breeze.

Discover the perfect blend of community and nature in Ragged Point, where your dream home awaits amidst the beauty of Maryland’s Eastern Shore. Come and experience the charm for yourself—your new life in Ragged Point is just around the corner!

Newest Listings in Ragged Point

$399,999
4 Beds ⋅ 3 Baths
This home’s showcase is a recently remodeled, gorgeous open floor plan kitchen with professional-grade performance and high-end design appliances. Recent remodels continue through the home to include LVP flooring nearly throughout the lower level and completely throughout the upper level. Updated flooring, vanities and faucets in every bathroom, lower-level primary bath features a custom, beautifully finished glass panel alcove shower with waterfall showerhead. The second floor of this spacious Cape Cod boasts a fresh finish with an open floor plan that provides multiple bonus rooms/spaces! It can be a guest or primary suite of its own, allowing for abundant living space, home gym, creative studio, reading room, home office, the possibilities are endless! This well-curated home is located in the water-oriented community of Coles Point, Northern Neck of Virginia. This corner lot property features low maintenance vinyl fencing; back yard fully fenced with additional privacy fencing along the property line to the left of the home. So many opportunities and spaces to host your outdoor gatherings with newly refinished back deck, covered front porch, a covered portico off the side of the 2-car detached workshop {so much storage and organization space available with built-in shelving, worktables and cabinets! PLUS, this 24x12 pole barn includes water and power!}. No need to worry about parking as there is an abundance of off-street parking on both sides of the home. In one direction, a short and serene walk from home, you and your guests will find a semi-private large and beautiful pond. In another direction you and your guests can walk to vast views of the Potomac River and the shores of southern parts of Maryland. This gem of a home is exactly 2.9 miles {approximately 6-minute drive} to the newly renovated and re-opened Coles Point Marina and RV Resort. Short drives in either direction equal small-town goodness! Downtown Montross VA and Warsaw VA still host Holiday parades, community market days and a good ‘ole fashion stroll down Main Street won’t leave you wanting anything but more time to be in this area. So much charm, history and natural beauty you do not want to miss. Multiple restaurants, great views and reviews. Recent appraisal puts this home perfectly priced for buyers! If you are looking for a property that combines four bedrooms, three full bathrooms, gorgeous professional-grade kitchen, multiple bonus rooms/spaces, privacy fencing, raised flower beds, fruit trees, detached 24x12 workshop, two sheds, and outdoor living is a standout- you will want to see this home in person!

811 Long Point Rd, Hague

Listing courtesy of ListWithFreedom.com. Contact: 8554564945
$1,399,000
6 Beds ⋅ 5 Baths
Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,250,000
5 Beds ⋅ 4 Baths
🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

5253 Ragged Point Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$1,350,000
4 Beds ⋅ 5 Baths
A Private Waterfront Estate Where the World Falls Quiet—and Time Slows to Your Pace... There are homes that offer space. And there are homes that offer escape. At 5419 Ragged Point Road, you leave more than traffic behind—you leave noise, urgency, and compromise. Just a comfortable drive from Washington, D.C., Baltimore, and Ocean City, this contemporary waterfront estate gives you something rare: true privacy without isolation. Set on nearly 12 acres, with an extraordinary 1,500 feet of frontage along the quiet waters of Brooks Creek, this is not simply a home. It is a front-row seat to nature—uninterrupted, unhurried, and entirely your own. Inside, the house speaks in the language of craftsmanship. Four bedrooms. Two full and three half baths. Built in 2007 with a discipline you can feel in every line and finish. And unlike most properties of this caliber, it is offered fully furnished—each piece chosen to complement the home, not merely fill it. The kitchen is not designed to impress—it simply does. Precision appliances from Wolf, Sub-Zero, and Bosch. Everything exactly where it should be, whether you are preparing a quiet dinner for two or hosting a weekend that stretches late into the evening. The primary suite offers a different kind of luxury—the kind that restores you. A deep soaking tub. A separate shower. Silence when you want it. Space when you need it. But it is outside where this property earns its distinction. Step onto one of several balconies or decks, and the view does the work for you. Water in every direction. Light changes by the hour. Mornings that begin with stillness and sunrise and end with beauty that seem almost staged. A private pier extends your living space into the creek, complete with water, electric, and a 12,000 lb boat lift. For boaters, it is effortless. For fishermen, irresistible. For hunters, the presence of a duck blind and abundant wildlife turns the land itself into an asset few properties can claim. And yet, for all its features, the real value of this home is harder to measure. It is the moment you realize you have nowhere else to be. The quiet conversation lasts longer because it can. The feeling—rare, and increasingly valuable—that you have found a place that gives more than it takes. If you’ve been waiting for a property that offers not just waterfront, but a way of living that feels deliberate, private, and complete—this is it. Come see it for yourself. You’ll know very quickly whether it’s simply a beautiful home… or the one you’ve been looking for.

5419 Ragged Point Rd, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

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