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5780 Kent Ave, Rock Hall
$359,000
3 Beds ⋅ 2 Baths
Discover the charm of coastal living in the heart of the town of Rock Hall. just three blocks from the public beach! This beautifully maintained ranch-style home offers the perfect combination of comfort, style, and an exceptional location. Situated on a generous 0.34-acre lot, the property features beautifully landscaped grounds, cedar-impression vinyl siding, and a detached garage providing excellent storage and convenience. Step inside to find warm hardwood flooring and newer carpeting throughout the main living areas, creating an inviting and timeless atmosphere. The thoughtfully designed floor plan offers three spacious bedrooms and one-and-a-half bathrooms, providing comfortable living for full-time residents or an ideal weekend retreat. The outdoor living spaces truly set this home apart. Relax on the screened porch with your morning coffee, gather with friends on the patio, or enjoy al fresco dining surrounded by beautifully landscaped grounds. There is plenty of space to entertain, garden, or simply unwind and enjoy the relaxed pace of Rock Hall living. Located just minutes from local restaurants, marinas, shops, and the Chesapeake Bay, this property offers an incredible opportunity to enjoy all that this charming waterfront town has to offer. Whether you're looking for a full-time residence, vacation getaway, or weekend escape, this inviting Rock Hall home is ready to welcome you. Come experience the lifestyle and make this special property your own!

5780 Kent Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Benson & Mangold, LLC.

21131 Striper Run, Rock Hall
$350,000
3 Beds ⋅ 3 Baths
New construction duplex in desirable Waterman’s Estates! Move-in ready 3BR, 2.5BA home with quality finishes throughout including luxury vinyl plank flooring on both levels, quartz countertops, and stainless steel appliances. Open-concept first floor offers spacious living, dining, and kitchen areas, plus powder room and separate laundry room. Upstairs features a primary suite with walk-in closet and private bath, two additional bedrooms, and full hall bath. Large 7’ x 23’ storage room with overhead door provides excellent storage for bikes, tools, and recreational equipment. Rear concrete patio and 6’ vinyl privacy fence included. Located in the heart of Rock Hall with easy walkability or bike access to restaurants, marinas, shops, festivals, and waterfront attractions. Last duplex available on Striper Run. Easy to show.

21131 Striper Run, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Long & Foster Real Estate, Inc..

21745 Centennial Ln, Rock Hall
$347,400
3 Beds ⋅ 2 Baths
“PRICE IMPROVEMENT! Move-in Ready New Construction Rancher in Rock Hall - Perfect for Retirees or Weekend Getaways at 21745 Centennial Lane, Rock Hall, MD, a brand-new 1,415 sq ft home offering single-story living just minutes from marinas, waterfront dining, and all that Rock Hall has to offer. Built by JAC Homes, this 3-bedroom, 2-bath home features an open-concept layout with abundant natural light and durable LVP flooring throughout the main living areas. The kitchen includes granite countertops, quality cabinetry, and tile backsplash, opening seamlessly to the living and dining spaces. The primary bedroom offers a walk-in closet and private en-suite bath with ceramic tile flooring and tiled shower surround. Two additional bedrooms, a full bath, and a dedicated laundry room provide flexible living options. Outdoor features include a 16’ x 12’ composite deck and a covered front porch with stone and masonry details. Additional highlights include an attached one-car garage, blacktop driveway, and a welcoming setting in a growing Rock Hall community. Move-in ready—schedule your showing today.

21745 Centennial Ln, Rock Hall

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Compass.

21122 Striper Run, Rock Hall
$337,000
3 Beds ⋅ 3 Baths
Beautifully maintained home in the heart of Rock Hall. Upon entry you'll find an open living space with a cozy gas fireplace and ample natural light. Entertain with ease in the generous open kitchen and dining space, with access to a spacious screened-in porch. Enjoy meals and morning coffee on the serene porch, offering plenty of privacy and views of the woods. Upstairs you'll find the primary bedroom, with a spacious attached bath and walk-in closet. The oversized primary bedroom also has a sitting area that could be used as a home office. Two additional bedrooms upstairs share a second full bath, lots of space for guests and privacy. First-level laundry room, ample pantry storage, half bath, and LVP throughout the first floor. The large attached storage room is perfect for bikes, kayaks, or a small golf cart. The storage room has interior and exterior access. Enjoy a relaxing afternoon on the back porch, morning coffee on the front porch, outside activities in the backyard, or walk to one of the many in-town restaurants! A short distance to the delightful public beach, and several marinas nearby to keep your boat. Come see this one today and get ready for a relaxing Rock Hall lifestyle.

21122 Striper Run, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

5925 Williams St, Rock Hall
$325,000
3 Beds ⋅ 2 Baths
Nestled in the charming Rock Hall community, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 2006, this well-maintained residence features spacious living space, thoughtfully designed for modern living. The corner lot provides ample outdoor space for gardening, play, or simply enjoying the serene surroundings. Step inside to discover three inviting bedrooms and two full bathrooms, ideal for relaxation and privacy. The open layout encourages a warm flow between living areas, making it perfect for gatherings or quiet evenings at home. The attached front-entry garage and driveway provide convenient parking options, ensuring you and your guests feel right at home. Rock Hall is known for its friendly atmosphere and community spirit with local shops, restaurants, marinas, Ferry Park Beach and the Chesapeake Bay and many more area attractions. This property is not just a house; it's a place where memories are made. With its inviting design and prime location, it offers a wonderful opportunity to embrace a lifestyle of comfort and community. Don't miss your chance to make this charming home your own!

5925 Williams St, Rock Hall

Listing courtesy of Century 21 Downtown. Contact:

Selling Office: LPT Realty, LLC.

4921 Piney Neck Rd, Rock Hall
$317,000
3 Beds ⋅ 2 Baths
Welcome to your new home in the historic harbor town of Rock Hall! Quality new construction built with meticulous attention to detail. This 3 bedroom/2 bath home is clean and sleek with modern, tasteful upgrades and color palette. Every appliance and ammenity is brand new, from the HVAC to the bathroom vanities and recessed lighting. Any chef would be thrilled with this substantial kitchen offering granite counters, build-in cabinetry, stainless steel appliances and generous-sized center island. Stylishly appointed baths feature plumbing, fixtures and lighting. The large master bedroom has its own bathroom and a walk-in closet. 2 additonal bedrooms complete the layout. Enjoy a beverage on the 20 X 10 deck on the rear exterior. Rock Hall is a small, eastern shore community with miles of Chesapeake Bay shoreline and unspoiled wildlife. Renowned for its boating opportunities, Rock Hall also offers quaint restaurants, museums and local shops.

4921 Piney Neck Rd, Rock Hall

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: Rock Hall Properties Real Estate.

21128 Striper Run, Rock Hall
$315,000
3 Beds ⋅ 3 Baths
Welcome to 21128 Striper Run, a charming 3-bedroom, 2.5-bath home nestled in the heart of Rock Hall. Offering an exceptional opportunity to own in one of Maryland's most sought-after waterfront communities, this home combines classic charm, quality features, and outstanding value. Step inside to find beautiful real hardwood flooring throughout the main level, creating warmth and character from the moment you enter. The inviting living room features a cozy gas fireplace, making it the perfect place to gather with family and friends during cooler evenings. The spacious floor plan offers comfortable living with generously sized bedrooms, including a private primary suite with its own full bath. Just off the rear of the home, you'll discover a screened porch overlooking the backyard—a peaceful space to enjoy your morning coffee, entertain guests, or simply relax while taking in the tranquil surroundings. Outside, mature landscaping and a welcoming covered front porch add to the home's curb appeal, while the quiet setting offers the small-town charm that makes Rock Hall such a desirable place to call home. Conveniently located just minutes from marinas, restaurants, shops, parks, and the Chesapeake Bay, this home offers the perfect blend of comfort, character, and Eastern Shore living. Don't miss your opportunity to make 21128 Striper Run your next home!

21128 Striper Run, Rock Hall

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Rock Hall Properties Real Estate.

21119 Striper Run, Rock Hall
$310,000
3 Beds ⋅ 4 Baths
Fantastic townhouse nestled in the heart of the water-oriented community of Rock Hall. This duplex has three bedroom suites and is being sold with contents, fully furnished. Currently used as a vacation rental, this townhouse is ready to go! There is an entry level bedroom with attached half bath and access to a scenic screened porch. The first level has a one car garage, perfect for extra storage. The main living level is an open floor plan, perfect for entertaining and gatherings. There is a half bath and an open-air spacious deck off of the kitchen, peacefully nestled facing the trees. Hence it's name, Tree House! Great natural views. The third floor boasts two bedrooms, each with their own full baths. This property is located in the Watermans Estates community, which is just around the block from Main Street shops, great restaurants and marinas. Most importantly, this home is only a short distance away from the Rock Hall Harbor and Chesapeake Bay. Great fireworks displays, festivities and all Rock Hall has to offer just around the corner!

21119 Striper Run, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Gunther-McClary Real Estate.

5188 Skinners Neck Rd, Rock Hall
$299,000
2 Beds ⋅ 2 Baths
This beautifully updated home in Rock Hall offers a blend of classic charm and modern improvements. The open living area features refinished original fir wood floors and flows into an updated kitchen with gas range, dishwasher, refrigerator and ample workspace that is ideal for everyday cooking or entertaining. The main level includes a bedroom and full bath, while the second-floor owner’s suite offers a spacious bedroom, full bath, and flexible office or sitting area. This home has been thoughtfully updated over the past 5 years including newer vinyl windows throughout, newer HVAC, brand-new roof, tankless water heater and gutter guards. A separate laundry room with exterior entrance is ideal for gardeners or pets. Large outbuilding with second-floor storage offers great space for hobbies or a workshop. Sitting on over 3/4 of an acre and located less than a mile from the public boat launch and landing, this home is perfect for a weekend getaway, summer retreat or year-round living.

5188 Skinners Neck Rd, Rock Hall

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: Doug Ashley Realtors, LLC.

5086 Skinners Neck Rd, Rock Hall
$285,000
3 Beds ⋅ 2 Baths
Charming Fully Renovated 3 Bed, 2 Bath Rancher in Rock Hall, Move-In Ready! Welcome to your dream home in Skinners Neck, nestled on the peaceful outskirts of Rock Hall, Maryland; a coastal gem known for its small town charm and waterfront lifestyle. This fully renovated 3-bedroom, 2-bath rancher offers modern comfort, spacious living, and a prime location just minutes from local stores, restaurants, schools/child care, and public boat ramps. Step inside to discover a bright, open floor plan with luxury vinyl plank waterproof flooring throughout. The large living and dining areas flow seamlessly into a stunning remodeled kitchen, complete with quartz countertops, brand-new appliances, ample cabinet storage, and a central island with bar seating; ideal for entertaining or casual meals. The split bedroom layout ensures privacy, with the spacious master suite tucked away on one side of the home. Enjoy the luxury of his and hers closets, a fully renovated en-suite bathroom with a soaking tub, separate walk-in shower, and large vanity. Two additional bedrooms share an updated full bath, perfect for guests or family. Whether you're looking for a forever home, a vacation escape, or a low-maintenance state retreat, this home has everything you need! Property Highlights: - 3 Bedrooms, 2 Full Baths   - Fully Renovated Interior   - LVP Waterproof Flooring Throughout   - Open-Concept Living & Dining Areas   - Modern Kitchen with Beautiful Quartz Countertops, Brand New Stainless Steel Appliances & Cabinets - Large Kitchen Island with Bar Seating   - Gas Fireplace - Brand New Hot Water Heater - Private Master Suite with Soaking Tub & Walk-in Shower - Brand New Washer and Dryer - Large Front Porch - Spacious Secluded Backyard **Owner is licensed real estate agent**

5086 Skinners Neck Rd, Rock Hall

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented Buyer Office.

6022 N Main St, Rock Hall
$277,000
2 Beds ⋅ 2 Baths
This charming cottage on the outskirts of town is full of character, thoughtful updates, and endless potential to make it your own. Step inside to find beautiful wide-plank flooring in the living area, creating a warm and welcoming atmosphere. The laundry room and convenient half bath feature brand-new LVP flooring, with the half bath offering enough space to easily add a full-size shower or tub if desired. The kitchen has been updated with stainless steel appliances, making it both stylish and functional. Enjoy relaxing on the inviting front porch, where you'll have a front-row seat to the town's Fourth of July parade. Upstairs, you'll find two cozy bedrooms and a full bathroom with a new vanity and brand-new luxury vinyl plank flooring. The current owners combined two bedrooms to create a spacious primary bedroom, but the layout could easily be converted back to three bedrooms if needed. Underneath the carpet reveals the same wide plank flooring as downstairs. The outdoor space is just as impressive, featuring a large, fully fenced backyard with a 6-foot privacy/security fence and an oversized garage/barn complete with a brand-new barn door—perfect for storage, hobbies, or a workshop.To top it all off, both the home and the garage are in the process of getting brand new roofs! Hurry, this one won't last!

6022 N Main St, Rock Hall

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: LPT Realty, LLC.

21103 Striper Run, Rock Hall
$275,000
3 Beds ⋅ 3 Baths
Sellers are offering $5,000 in closing cost help for an acceptable offer! Easy, low-maintenance living in the heart of Rock Hall. New roof, heat, and central air in Spring 2026. This updated 3-bedroom, 2.5-bath townhome with garage is perfectly positioned just steps from marinas, Main Street shops, favorite restaurants, and the community beach. Recent improvements include luxury vinyl plank flooring, newer appliances, new roof, heat, central air, and fresh paint throughout. The entry level offers a flexible bedroom or home office with en-suite bath, while the main living level features a seamless flow from kitchen to dining and family room—ideal for everyday living and entertaining. Upstairs, the primary bedroom boasts vaulted ceilings and a private balcony, alongside an additional bedroom and full bath. The garage provides ideal storage for water toys, fishing gear, or a golf cart. Whether you’re looking for a full-time residence or an easy weekend escape, this home delivers the best of Rock Hall living.

21103 Striper Run, Rock Hall

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Benson & Mangold, LLC.

6374 Rock Hall Rd, Rock Hall
$269,000
4 Beds ⋅ 2 Baths
Welcome to life in Rock Hall — a charming waterfront town where the pace is slower, the people are friendlier, and the Chesapeake Bay lifestyle is part of everyday living. *SELLER ASSISTANCE AVAILABLE TOWARDS CLOSING COSTS* This lovingly renovated home was thoughtfully updated by owners who cared about the details—not a quick flip—resulting in a property full of character and quality improvements throughout. Inside, you’ll find beautiful LVP flooring, a bright open-concept layout, and a stunning kitchen featuring granite countertops, a tile backsplash, stainless steel appliances, and plenty of space to gather after a day on the water, experiencing Chestertown and all the other towns nearby! Owner had a pre home inspection for your convenance! The home is good to go! For peace of mind, all major systems are new, including a brand-new roof, and a home inspection has already been completed with items addressed, making this home truly move-in ready. The layout offers comfort and privacy with the primary suite tucked away on one side of the home, while the three additional bedrooms are located on the opposite side, perfect for maybe or a home office setup. The home is connected to public water and sewer, and also offers fiber internet, giving you modern convenience in a laid-back coastal setting. Step outside and enjoy the freedom that comes with no restrictions—bring your boat, RV, or water toys, and if you’ve been dreaming of building a pole barn or workshop, you can do that here too. Located just minutes from creeks, rivers, and the Chesapeake Bay, this home places you right in the heart of one of the Eastern Shore’s most beloved boating towns. Rock Hall may only have one traffic light, but it’s full of life—with marinas, waterfront restaurants, coffee shops, boutiques, ice cream stops, and a quaint downtown. The town hosts events throughout the year, creating that true small-town vibe where everyone knows your name—or soon will. If you’ve been searching for a fun, beachy lifestyle with small-town charm, modern updates, and room for your boats and hobbies, this home delivers. Rock Hall — where nice people live. *some photos have been enhanced with virtual staging*

6374 Rock Hall Rd, Rock Hall

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

Selling Office: Crown Homes Real Estate.

6179 E Dorlon Dr, Rock Hall
$165,000
3 Beds ⋅ 1 Baths
OFFERS DUE BY MONDAY, 12/22 AT 6PM. Don't miss this sweat-equity opportunity! Welcome to 6179 E Dorlon Drive in Rock Hall, MD—a 3-bedroom, 1-bath home full of potential for the right buyer! This property is ideal for investors, renovators, or buyers looking to build equity through updates and improvements. With some TLC, this home offers the chance to customize, renovate, or reposition as a rental or resale investment. Conveniently located just 10 minutes from Chestertown, you’ll enjoy easy access to shopping, dining, Washington College, and local amenities, while still being close to the charm and waterfront lifestyle Rock Hall is known for! Whether you’re looking for your next fix-and-flip, long-term rental, or a home you can make your own over time, this property presents a solid opportunity in a desirable area. Bring your vision and unlock the potential as this home is priced to sell! Property is being sold as-is.

6179 E Dorlon Dr, Rock Hall

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: RE/MAX Executive.

Beach Rd, Rock Hall
$150,000
Welcome to Beach Road in the quiet waterfront town of Rock Hall! Located halfway down the Eastern Shore, this property sits across the street from the wide open Chesapeake Bay. With .34 acres of cleared and flat land, this plot is perfect for development and sits perfectly in between the 2 waterfront properties to get a year round water view. Feel free to drive by the lot to see for yourself how much potential this land holds. Feel free to reach out anytime with questions regarding development. Renderings of possible homes that will fit in the zoning requirements are available upon request and a local builder is on standby to answer any additional questions about the build costs and project timeline. Do not miss this incredible opportunity to be some of the first new residents in the resurgence of Rock Hall!

Beach Rd, Rock Hall

Listing courtesy of VRA Realty. Contact:

Selling Office: Rock Hall Properties Real Estate.

Lot 4 Piney Neck Rd, Rock Hall
$112,000
Build Your Waterfront Dream Retreat – Lot 4 Piney Neck Rd, Rock Hall, MD Discover a rare opportunity to own 1.39 acres of serene, partially wooded land in the heart of Rock Hall, Maryland — a beloved Chesapeake Bay waterfront town known for boating, fishing, and peaceful Eastern Shore living. This prime parcel offers deeded right-of-way access to Davis Creek and includes shared use of a private dock, previously home to a sailboat. Whether you're looking to build a weekend getaway, a full-time residence, or your custom coastal retreat, this property offers the perfect canvas. Tucked away off scenic Piney Neck Road and just minutes from the Rock Hall Marina, public beach, and Main Street restaurants, this location blends natural beauty with convenience. Enjoy calm water views, kayaking and paddleboarding, or watch herons and ospreys soar overhead while sipping coffee on your future porch. Originally purchased with the vision of building a home, the current owner is now ready to pass along this peaceful Chesapeake Bay gem to someone ready to bring that vision to life. New owner to verify all utilities, including Septic and Well. This lot offers both privacy and proximity to all that makes Rock Hall special. Don't miss this chance to own a slice of waterfront-access paradise. Take a drive out, walk the land, and imagine what you could create. Then make your offer before someone else claims this rare piece of Eastern Shore charm.

Lot 4 Piney Neck Rd, Rock Hall

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: Select Land & Homes, LLC.

Allens Lane, Rock Hall
$39,000
Welcome to your slice of country solitude! This wooded 1-acre lot comes with a sewer allocation already in place so no septic headaches here. You’ll just need to add a well… unless, of course, you discover one hiding on the property. (The county has no records, but there’s an old house/structure tucked in the trees, so who knows what secrets it holds.) The sewer is serviced by a grinder pump, so when it’s time to connect, you’ll need to purchase the pump and pay the associated hookup fees. For the detail-oriented: This exact address is: Map 51. Grid 4A. Parcel 321. This should not be confused with Parcel 85 next door (the one with the trailers). The GIS map still needs updating, so don’t be surprised if the online version looks a little flip-flopped. The county currently charges a $95.72/quarter Vacant Lot Fee to maintain your sewer allocation until you’re ready to build but be sure to call and verify. When it's all said and done, picture this: you wrap up work, hop in the car, and within minutes you’re cracking into steamed crabs at Waterman’s Crab House, grabbing drinks at Harbour Shack, or watching the sunset from Blue Heron Oyster House & Inn. If you’re feeling adventurous, Passages Bar & Grill and a few other local spots are just around the corner. And for the water lovers? Marinas, winding creeks, and public landings are all nearby with Allen’s Landing only three minutes away. Launch the boat, drop a crab pot, or just breathe in that salty breeze. This is what “living close to the water” really means. Bring your boots, your imagination, and maybe a sense of adventure because this isn’t just land, it’s a little mystery in the making. Use 5182 Harris Road. Rockhall, MD. to take you to the house right in front of the wooded lot. The wooded lot to the right of the trailers (do not park on their property) is the property. You can park on the street before the trailers. If you’re unsure who to call at the county, your agent can find the numbers in the Agent Remarks, or you can reach out to me directly and I’ll point you in the right direction.

Allens Lane, Rock Hall

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Unrepresented.