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Welcome to Silly Manor, a Chesapeake Bay-front property with an abundance of coastal charm and panoramic views. This home is perfectly situated on the coveted Lawton Avenue, one of Kent County's most sought-after neighborhoods. Enjoy stunning sunsets all year-round and direct access to the dynamic waters of the Chesapeake Bay. The open living and dining space offer spectacular views of the Chesapeake. The kitchen opens up to the patio and garden, and has a spacious island for entertaining. The home was designed with a first-floor primary suite, offering convenient (and hard-to-find) one-floor living. There are two additional bedrooms and a full bath on the second floor. Watch the boats glide in and out of Swan Creek all day long, or enjoy the cozy fireplace during the colder months, with the Bay sparkling just outside. This is one of the larger parcels on Lawton, and it boasts a detached, oversized one-car garage, along with a separate workshop. The hardscape patio and stone walkways are perfect for al fresco dining or simply soaking in the surrounding beauty. The home feels very private, yet is located just minutes from many marinas, restaurants, shops and the Rock Hall Beach. This is the perfect weekend retreat or full-time home!

5980 Lawton Ave, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Coldwell Banker Realty.

$850,000

Motivated sellers!! Nestled on .83 acres, this captivating Chesapeake Bay waterfront home offers the perfect blend of comfort and coastal charm just outside of Rock Hall. The property includes a 3-bedroom plus bonus room, 2 1/2-bath main house and a detached garage with a 1-bedroom, 1-bath efficiency apartment, ideal for guests or potential rental use. Step inside to be welcomed by a stunning wall of windows showcasing panoramic views of the Chesapeake Bay. The spacious family room features vaulted ceilings and a cozy wood-burning fireplace, creating an inviting space for relaxation. The modern, coastal kitchen is a chef’s delight, boasting a large island, a breakfast area, and new appliances. The bayside primary bedroom is a serene retreat, complete with sliding door access to a deck, an en-suite bathroom, and an oversized closet. Two additional guest bedrooms on the main level share a full bathroom, providing ample space for family or visitors. Upstairs, a versatile bedroom with a half bath offers flexibility for various needs. The expansive laundry room comes equipped with an additional refrigerator, wine refrigerator, sink, and plenty of storage space. The bonus room above the detached garage provides privacy for guests, featuring a full bathroom and a balcony overlooking the picturesque bay. Outdoor living is at its finest with two waterside decks, a picnic area, and a fire pit perfect for gatherings. The new pier with a 10,000 lb boat lift makes boating and water activities a breeze. Watch breathtaking sunsets over the Chesapeake Bay and create lasting memories in this home designed for entertaining family and friends. Don’t miss the opportunity to own this extraordinary waterfront retreat—schedule your private viewing today!

4 Beds ⋅ 4 Baths

Motivated sellers!! Nestled on .83 acres, this captivating Chesapeake Bay waterfront home offers the perfect blend of comfort and coastal charm just outside of Rock Hall. The property includes a 3-bedroom plus bonus room, 2 1/2-bath main house and a detached garage with a 1-bedroom, 1-bath efficiency apartment, ideal for guests or potential rental use. Step inside to be welcomed by a stunning wall of windows showcasing panoramic views of the Chesapeake Bay. The spacious family room features vaulted ceilings and a cozy wood-burning fireplace, creating an inviting space for relaxation. The modern, coastal kitchen is a chef’s delight, boasting a large island, a breakfast area, and new appliances. The bayside primary bedroom is a serene retreat, complete with sliding door access to a deck, an en-suite bathroom, and an oversized closet. Two additional guest bedrooms on the main level share a full bathroom, providing ample space for family or visitors. Upstairs, a versatile bedroom with a half bath offers flexibility for various needs. The expansive laundry room comes equipped with an additional refrigerator, wine refrigerator, sink, and plenty of storage space. The bonus room above the detached garage provides privacy for guests, featuring a full bathroom and a balcony overlooking the picturesque bay. Outdoor living is at its finest with two waterside decks, a picnic area, and a fire pit perfect for gatherings. The new pier with a 10,000 lb boat lift makes boating and water activities a breeze. Watch breathtaking sunsets over the Chesapeake Bay and create lasting memories in this home designed for entertaining family and friends. Don’t miss the opportunity to own this extraordinary waterfront retreat—schedule your private viewing today!

4938 Huntingfield Rd, Rock Hall

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

Selling Office: Benson & Mangold, LLC.

$799,900

This 3-bedroom, 2-bath home with office offers the perfect blend of privacy and waterfront living. Raised above the flood plain and surrounded by mature landscaping, the property feels like a true retreat. The great room boasts vaulted ceilings, a wall of windows with sweeping Grays Inn Creek views, and one of two propane fireplaces. Outdoor living shines with a covered porch and outdoor kitchen, outdoor shower, and private pier with a 10,000 lb. boat lift, floating jet ski dock, and kayak launch. Two sheds, plentiful parking, and a 30-amp RV hookup add convenience. With wooded seclusion, gorgeous views, and thoughtful updates, this property is move-in ready for boating, entertaining, and relaxed Eastern Shore living.

5 Beds ⋅ 3 Baths

This 3-bedroom, 2-bath home with office offers the perfect blend of privacy and waterfront living. Raised above the flood plain and surrounded by mature landscaping, the property feels like a true retreat. The great room boasts vaulted ceilings, a wall of windows with sweeping Grays Inn Creek views, and one of two propane fireplaces. Outdoor living shines with a covered porch and outdoor kitchen, outdoor shower, and private pier with a 10,000 lb. boat lift, floating jet ski dock, and kayak launch. Two sheds, plentiful parking, and a 30-amp RV hookup add convenience. With wooded seclusion, gorgeous views, and thoughtful updates, this property is move-in ready for boating, entertaining, and relaxed Eastern Shore living.

21736 Sunnyside Ave, Rock Hall

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

Selling Office: Unrepresented Buyer Office.

$740,000

Coveted WATERFRONT in charming RockHall — the Pearl of the Chesapeake. This beautifully updated home offers plenty of space for family and friends with 4 bedrooms and 3 full baths, all wrapped in natural landscaping that provides privacy inside and out. Enjoy peaceful water views of Swan Creek / Haven Creek Cove from the deck or sunroom, or launch your boat or kayak directly from your private dock. The open main-level floor plan, combined with a sunroom just off the living room, creates an ideal setting for entertaining or relaxing while surrounded by nature and abundant wildlife. Whether you’re looking for a vacation getaway, retirement retreat, or a strong VRBO opportunity, this property checks every box. Just a short walk down the street to dinner, shops, and Rock Hall’s beloved town festivals — there’s always something happening in this vibrant waterfront community.*Check out the daily flock of Geese and Ducks that land in the Cove! *All kitchen appliances & laundry purchased new in 2022* Newer Heat pump 2022

4 Beds ⋅ 3 Baths

Coveted WATERFRONT in charming RockHall — the Pearl of the Chesapeake. This beautifully updated home offers plenty of space for family and friends with 4 bedrooms and 3 full baths, all wrapped in natural landscaping that provides privacy inside and out. Enjoy peaceful water views of Swan Creek / Haven Creek Cove from the deck or sunroom, or launch your boat or kayak directly from your private dock. The open main-level floor plan, combined with a sunroom just off the living room, creates an ideal setting for entertaining or relaxing while surrounded by nature and abundant wildlife. Whether you’re looking for a vacation getaway, retirement retreat, or a strong VRBO opportunity, this property checks every box. Just a short walk down the street to dinner, shops, and Rock Hall’s beloved town festivals — there’s always something happening in this vibrant waterfront community.*Check out the daily flock of Geese and Ducks that land in the Cove! *All kitchen appliances & laundry purchased new in 2022* Newer Heat pump 2022

20992 Rock Hall Ave, Rock Hall

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Keller Williams Select Realtors of Cambridge.

$650,000

Classic Rock Hall craftsman home expanded and updated with luxury amenities. This is one of the largest homes on south Hawthorne, on almost an acre of land. One of the first homes built on Hawthorne, the home and property has been lovingly cared for and expanded by previous and current owners. Three bedrooms plus two full renovated baths offer plenty of room to relax. The large detached garage is a workshop paradise. All this is just steps from Rock Hall harbor and close to marinas and restaurants.

Classic Rock Hall craftsman home expanded and updated with luxury amenities. This is one of the largest homes on south Hawthorne, on almost an acre of land. One of the first homes built on Hawthorne, the home and property has been lovingly cared for and expanded by previous and current owners. Three bedrooms plus two full renovated baths offer plenty of room to relax. The large detached garage is a workshop paradise. All this is just steps from Rock Hall harbor and close to marinas and restaurants.

5786 S Hawthorne Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: TTR Sotheby's International Realty.

$649,000

Welcome to 6134 Rock Hall Road, a beautifully landscaped property with an expansive four bedroom historic home situated at the entrance of Rock Hall. Although the original home dates from the late 1800s, the majority of the home was designed and constructed by T. Milton Jones, a prominent Baltimore builder, who purchased the property in 1911. Named “Vemmerr” for the first initials of Mr. and Mrs. Jones and their five children, the property served as a summer retreat. Traveling by ferry across the Chesapeake Bay from Baltimore to Tolchester, the family then proceeded via horse-drawn carriage to Rock Hall every summer. Since that time The property has passed through many hands. The current owners have spent over two decades updating and modernizing Vemmerr, while taking meticulous care to maintain the historic attributes. The heart of this home features a gourmet kitchen equipped with elegant granite countertops, perfect for culinary enthusiasts who appreciate both style and functionality. Enjoy all seasons throughout the home, multiple fireplaces downstairs, beautiful screened-in porch, cozy sunroom, and an elegant walkway from the house to the pool! The home boasts a large formal dining room, as well as open living space. Upstairs you'll find three full bedrooms and two and half baths. Downstairs, there is a bedroom and full bathroom with its own entrance, the perfect space for guests. The home perfectly balances historic charm with modern comfort. The property offers exceptional privacy, making it an ideal retreat for those seeking tranquility without sacrificing convenience. Outside you’ll find your personal oasis complete with a sparkling pool surrounded by expansive decking – ideal for entertaining guests or enjoying peaceful morning coffee. There are multiple studios and sheds scattered across the generous lot, offering endless possibilities for workshops, studios, or storage. Located at the entrance to the renowned boating community of Rock Hall, with many marinas, shops, and restaurants. The Chesapeake Bay's pristine waters are just moments away.

4 Beds ⋅ 5 Baths

Welcome to 6134 Rock Hall Road, a beautifully landscaped property with an expansive four bedroom historic home situated at the entrance of Rock Hall. Although the original home dates from the late 1800s, the majority of the home was designed and constructed by T. Milton Jones, a prominent Baltimore builder, who purchased the property in 1911. Named “Vemmerr” for the first initials of Mr. and Mrs. Jones and their five children, the property served as a summer retreat. Traveling by ferry across the Chesapeake Bay from Baltimore to Tolchester, the family then proceeded via horse-drawn carriage to Rock Hall every summer. Since that time The property has passed through many hands. The current owners have spent over two decades updating and modernizing Vemmerr, while taking meticulous care to maintain the historic attributes. The heart of this home features a gourmet kitchen equipped with elegant granite countertops, perfect for culinary enthusiasts who appreciate both style and functionality. Enjoy all seasons throughout the home, multiple fireplaces downstairs, beautiful screened-in porch, cozy sunroom, and an elegant walkway from the house to the pool! The home boasts a large formal dining room, as well as open living space. Upstairs you'll find three full bedrooms and two and half baths. Downstairs, there is a bedroom and full bathroom with its own entrance, the perfect space for guests. The home perfectly balances historic charm with modern comfort. The property offers exceptional privacy, making it an ideal retreat for those seeking tranquility without sacrificing convenience. Outside you’ll find your personal oasis complete with a sparkling pool surrounded by expansive decking – ideal for entertaining guests or enjoying peaceful morning coffee. There are multiple studios and sheds scattered across the generous lot, offering endless possibilities for workshops, studios, or storage. Located at the entrance to the renowned boating community of Rock Hall, with many marinas, shops, and restaurants. The Chesapeake Bay's pristine waters are just moments away.

6134 Rock Hall Rd, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Benson & Mangold, LLC.

$640,000

Rare unobstructed waterview home for sale on Bayside Ave in the popular town of Rock Hall, MD. Beautiful decks and porches overlook all the fun and excitement of Rock Hall Harbor. Walk to restaurants and marinas and keep your boat in front of your house at the county marina. This 2003 home features a great 3 bedroom, 2 bath layout with one 1st floor bedroom and two bedrooms on the second level. There's an open floorplan and a rear yard for outdoor entertaining. Newer Pella thermal insulated glass sliding doors let you enjoy the waterviews year round. Both bathrooms have been recently renovated with glass showers, tile walls and radiant-heated floors. This listing is for the house on a 1/4 acre lot. List price does not include the adjacent 0.5 acre lot, being sold separately. Call today for your private tour.

Rare unobstructed waterview home for sale on Bayside Ave in the popular town of Rock Hall, MD. Beautiful decks and porches overlook all the fun and excitement of Rock Hall Harbor. Walk to restaurants and marinas and keep your boat in front of your house at the county marina. This 2003 home features a great 3 bedroom, 2 bath layout with one 1st floor bedroom and two bedrooms on the second level. There's an open floorplan and a rear yard for outdoor entertaining. Newer Pella thermal insulated glass sliding doors let you enjoy the waterviews year round. Both bathrooms have been recently renovated with glass showers, tile walls and radiant-heated floors. This listing is for the house on a 1/4 acre lot. List price does not include the adjacent 0.5 acre lot, being sold separately. Call today for your private tour.

20935 Bayside Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: TTR Sotheby's International Realty.

$625,000

Bayfront condo with exceptional views, located in the heart of Rock Hall! Beautiful open living space for entertaining, featuring a propane fireplace and bayfront balcony with awning. The eat-in kitchen features updated countertops and a Bosch electric range. The primary bedroom has its own bayfront balcony and an updated attached bathroom. Two additional bedrooms share a full bathroom. The third-floor bedroom has a fantastic view and could be used as an office, studio, or overflow space for guests . On the ground floor, the bayfront storage room is a great space to keep fishing poles, kayak, or pool floaties to use at the condo pool! One-car garage with additional outside parking, as well as communal overflow space for guests. Tilghman’s Landing condo is a beautiful waterfront condo association! Located in the heart of everything, yet tucked away from the hustle and bustle. Enjoy the pool in the summertime and never miss a sunset on the balcony. A sandy beach is located just outside the association, and the Rock Hall beach is just down the street. Short distance to ample restaurants, shops, and marinas.

Bayfront condo with exceptional views, located in the heart of Rock Hall! Beautiful open living space for entertaining, featuring a propane fireplace and bayfront balcony with awning. The eat-in kitchen features updated countertops and a Bosch electric range. The primary bedroom has its own bayfront balcony and an updated attached bathroom. Two additional bedrooms share a full bathroom. The third-floor bedroom has a fantastic view and could be used as an office, studio, or overflow space for guests . On the ground floor, the bayfront storage room is a great space to keep fishing poles, kayak, or pool floaties to use at the condo pool! One-car garage with additional outside parking, as well as communal overflow space for guests. Tilghman’s Landing condo is a beautiful waterfront condo association! Located in the heart of everything, yet tucked away from the hustle and bustle. Enjoy the pool in the summertime and never miss a sunset on the balcony. A sandy beach is located just outside the association, and the Rock Hall beach is just down the street. Short distance to ample restaurants, shops, and marinas.

20563 Rock Hall Ave Unit 16, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Gunther-McClary Real Estate.

$617,500

Spacious in-town home with coastal charm, just 1 block from the Rock Hall beach on the Chesapeake Bay! This home offers a luxe front porch, as well as a screened-in porch, perfect for meals and entertaining. The large family room boasts a gas fireplace, built-in shelving, wood ceilings, and a sunny balcony featuring a striped awning. The eat-in kitchen has updated appliances and ample room; it opens up to the front sitting room. Just around the corner is the light-filled formal dining room. Two first-floor bedrooms share a full bathroom. Two additional bedrooms upstairs share a full bathroom. This home offers the sought after first floor living option, with ample room for guests. There is a two-car garage with interior access and plenty of room for storage, hard to find in Rock Hall. The outside space has been lovingly landscaped, including a beautiful perennial pollinator garden running the length of the driveway. This property is move-in ready for the summer! A short distance to the Rock Hall beach, many dining options, ample marinas, and shops. Don’t miss this in-town gem! This home is move in ready. The sellers will consider including some contents.

4 Beds ⋅ 2 Baths

Spacious in-town home with coastal charm, just 1 block from the Rock Hall beach on the Chesapeake Bay! This home offers a luxe front porch, as well as a screened-in porch, perfect for meals and entertaining. The large family room boasts a gas fireplace, built-in shelving, wood ceilings, and a sunny balcony featuring a striped awning. The eat-in kitchen has updated appliances and ample room; it opens up to the front sitting room. Just around the corner is the light-filled formal dining room. Two first-floor bedrooms share a full bathroom. Two additional bedrooms upstairs share a full bathroom. This home offers the sought after first floor living option, with ample room for guests. There is a two-car garage with interior access and plenty of room for storage, hard to find in Rock Hall. The outside space has been lovingly landscaped, including a beautiful perennial pollinator garden running the length of the driveway. This property is move-in ready for the summer! A short distance to the Rock Hall beach, many dining options, ample marinas, and shops. Don’t miss this in-town gem! This home is move in ready. The sellers will consider including some contents.

20694 Mercer Ave, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

Welcome to coastal charm at its finest. This beautifully updated 3-bedroom, 2-bath Cape Cod offers 1,680 square feet of thoughtfully designed living space in the heart of Rock Hall. Built with solid brick construction, this home seamlessly blends timeless character with modern upgrades. The main level features a stylishly updated kitchen with stainless steel appliances, warm hardwood floors, and a cozy living room centered around a wood-burning fireplace. A first-floor bedroom and full bath provide flexible living options, while the updated laundry room adds everyday convenience. Step outside to the screened-in porch—perfect for unwinding after a day on the water. Upstairs, two spacious bedrooms and a full bath are complemented by access to a private second-story deck, where you can take in serene water views of Rock Hall Harbor. Complete with your own hot tub, this outdoor space is designed for relaxation and entertaining. Ideally situated within walking distance to marinas, waterfront dining, shops, and all that Rock Hall has to offer, this home is the perfect full-time residence, weekend escape, or investment opportunity.

$575,000

Welcome to coastal charm at its finest. This beautifully updated 3-bedroom, 2-bath Cape Cod offers 1,680 square feet of thoughtfully designed living space in the heart of Rock Hall. Built with solid brick construction, this home seamlessly blends timeless character with modern upgrades. The main level features a stylishly updated kitchen with stainless steel appliances, warm hardwood floors, and a cozy living room centered around a wood-burning fireplace. A first-floor bedroom and full bath provide flexible living options, while the updated laundry room adds everyday convenience. Step outside to the screened-in porch—perfect for unwinding after a day on the water. Upstairs, two spacious bedrooms and a full bath are complemented by access to a private second-story deck, where you can take in serene water views of Rock Hall Harbor. Complete with your own hot tub, this outdoor space is designed for relaxation and entertaining. Ideally situated within walking distance to marinas, waterfront dining, shops, and all that Rock Hall has to offer, this home is the perfect full-time residence, weekend escape, or investment opportunity.

20916 Bayside Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Almost new (built 12/2024) adorable arts and craft style home located on one of Rock Hall's most desirable streets! This charming home features an open living/entertainment area with 9 ft ceilings. Oversized windows with deep sills flood the rooms with natural light. Three large bedrooms and two baths offer plenty of space for family and friends. There's a full width covered front porch where you can enjoy chatting with the friendly folks in this charming town. Steps away from Rock Hall Harbor, marinas and shops, you'll enjoy in-town living in this nearly new, but classic style home.

$560,000

Almost new (built 12/2024) adorable arts and craft style home located on one of Rock Hall's most desirable streets! This charming home features an open living/entertainment area with 9 ft ceilings. Oversized windows with deep sills flood the rooms with natural light. Three large bedrooms and two baths offer plenty of space for family and friends. There's a full width covered front porch where you can enjoy chatting with the friendly folks in this charming town. Steps away from Rock Hall Harbor, marinas and shops, you'll enjoy in-town living in this nearly new, but classic style home.

5791 S Hawthorne Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: TTR Sotheby's International Realty.

$450,000

The famous Durding's Building in Rock Hall is a landmark property with four rental units. This property was originally an apothecary with a popular soda fountain that continued in operation until just a few years ago. Many of the original fixtures (including the wooden phone booth) are still there. Consisting of two connected buildings on two separate parcels, the offering includes 5742 + 5746 Main Street. 5742 Main has 2,880 sq.ft. with retail space A on the first level and a three bedroom, one bath apartment on the second level. 5746 Main Street has 2,688 sq.ft. with retail space B on the first level and a one bedroom studio apartment above it. Retail space B and the two apartments are under leases. Ready for new owners to purchase and complete a renovation, this historic structure offers an investment in Rock Hall's past and future.

5746 N Main St, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: TTR Sotheby's International Realty.

$440,000

The current owner did a lot line adjustment and is selling 5761 Main Street on 3,547 sq.ft. of land. The 1st floor of the building is used for retail space and the 2nd floor is a 2BR/1 bath apartment.

5761 S Main St, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Unrepresented.

$425,000

Adorable updated cottage in the heart of town on popular Bayside Avenue offering approximately 1,400 sq. ft. of charming coastal living. This delightful Cape Cod features 3 bedrooms and 2 full baths, with seasonal water views of Rock Hall Harbor from the second floor. The main level offers an open floor plan with a cozy propane fireplace, 2 bedrooms, and 1 full bath, while the entire upper level serves as a spacious private primary suite. Enjoy outdoor living in the fenced rear yard — perfect for pets, entertaining, or relaxing on the back deck while taking in the scenery. A detached one-car garage and storage shed provide plenty of room for bikes, tools, kayaks, and LSV/golf cart storage. Ideally located within walking distance to local favorites including Harbor Shack and Waterman’s Crab House, marinas, harbor festivities, shops, and more. Conveniently situated along the complimentary Rock Hall Rides shuttle route, making it easy to enjoy everything this waterfront town has to offer!

Adorable updated cottage in the heart of town on popular Bayside Avenue offering approximately 1,400 sq. ft. of charming coastal living. This delightful Cape Cod features 3 bedrooms and 2 full baths, with seasonal water views of Rock Hall Harbor from the second floor. The main level offers an open floor plan with a cozy propane fireplace, 2 bedrooms, and 1 full bath, while the entire upper level serves as a spacious private primary suite. Enjoy outdoor living in the fenced rear yard — perfect for pets, entertaining, or relaxing on the back deck while taking in the scenery. A detached one-car garage and storage shed provide plenty of room for bikes, tools, kayaks, and LSV/golf cart storage. Ideally located within walking distance to local favorites including Harbor Shack and Waterman’s Crab House, marinas, harbor festivities, shops, and more. Conveniently situated along the complimentary Rock Hall Rides shuttle route, making it easy to enjoy everything this waterfront town has to offer!

21007 Bayside Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$415,000

Welcome to this beautifully updated 3-bedroom, 1.5-bath rancher offering 1,344 sq ft of comfortable, energy-efficient living. Thoughtfully improved since 2018, this home blends modern upgrades with inviting indoor and outdoor spaces. Step inside to find newer laminate flooring, updated baseboards, and a fully remodeled kitchen featuring soft-close cabinetry, butcher block countertops, and stainless steel appliances. The spacious sunroom is a true highlight, complete with new insulation, drywall, a charming shiplap ceiling, and a cozy gas fireplace with blower—perfect for year-round enjoyment. Major system upgrades provide peace of mind, including all new Pella energy-efficient windows (with six additional windows added to the family room), a 2022 architectural roof with ridge vents, new vinyl siding with added insulation and house wrap, and a fully encapsulated and insulated crawlspace with treated floor joists. The home is equipped with a high-efficiency 2-unit, 4-zone mini-split system (23 SEER), a tankless electric water heater, whole-house water filtration, and a 200-amp electrical panel with generator transfer switch. Enjoy seamless indoor-outdoor living with a 15’ x 19’ three-season sunroom featuring floor-to-ceiling E-Z Breeze windows, LVP flooring, and a ceiling fan. Outside, the 150’ x 100’ lot backs to trees for added privacy and includes a paver patio with firepit, retractable awning, and beautifully landscaped grounds. The fenced backyard features wood slat fencing with wire mesh, along with apple and fig trees, grapevines, greenhouse framing and raised beds for garden enthusiasts. Additional features include a new laundry room with half bath, updated main bath, new exterior doors with storm doors, upgraded lighting, gravel driveway, and a storage shed with added screened porch, power, and lighting (shed conveys as-is). Located on a quiet street, yet conveniently walkable to local restaurants and the beach, this move-in ready home offers the perfect blend of comfort, efficiency, and lifestyle.

Welcome to this beautifully updated 3-bedroom, 1.5-bath rancher offering 1,344 sq ft of comfortable, energy-efficient living. Thoughtfully improved since 2018, this home blends modern upgrades with inviting indoor and outdoor spaces. Step inside to find newer laminate flooring, updated baseboards, and a fully remodeled kitchen featuring soft-close cabinetry, butcher block countertops, and stainless steel appliances. The spacious sunroom is a true highlight, complete with new insulation, drywall, a charming shiplap ceiling, and a cozy gas fireplace with blower—perfect for year-round enjoyment. Major system upgrades provide peace of mind, including all new Pella energy-efficient windows (with six additional windows added to the family room), a 2022 architectural roof with ridge vents, new vinyl siding with added insulation and house wrap, and a fully encapsulated and insulated crawlspace with treated floor joists. The home is equipped with a high-efficiency 2-unit, 4-zone mini-split system (23 SEER), a tankless electric water heater, whole-house water filtration, and a 200-amp electrical panel with generator transfer switch. Enjoy seamless indoor-outdoor living with a 15’ x 19’ three-season sunroom featuring floor-to-ceiling E-Z Breeze windows, LVP flooring, and a ceiling fan. Outside, the 150’ x 100’ lot backs to trees for added privacy and includes a paver patio with firepit, retractable awning, and beautifully landscaped grounds. The fenced backyard features wood slat fencing with wire mesh, along with apple and fig trees, grapevines, greenhouse framing and raised beds for garden enthusiasts. Additional features include a new laundry room with half bath, updated main bath, new exterior doors with storm doors, upgraded lighting, gravel driveway, and a storage shed with added screened porch, power, and lighting (shed conveys as-is). Located on a quiet street, yet conveniently walkable to local restaurants and the beach, this move-in ready home offers the perfect blend of comfort, efficiency, and lifestyle.

20812 Mercer Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

This 3,000 SF commercial building was originally constructed in 2001, but was significantly improved in 2020 and most recently used as a veterinary hospital. A 29 ft x 16 ft reception area, 8 treatment rooms/offices and 2 restrooms offer a user-owner or investor a flexible layout for a variety of uses. Dual heat pumps with propane back up provide multi-zoned conditioning for the building. Two ADA compliant bathrooms and an entry ramp are in place. There are sealed concrete floors in the work spaces and new high quality vinyl planked flooring in pubic areas. A 5KW Generac back up generator insures uninterrupted power to the building. The property is served by public water and sewer and there is a whole-building water filter installed. Crossroads Commercial zoning offers a wide range of permitted uses. Conveniently located on Rt. 20, 5 minutes outside the town of Rock Hall.

$412,000

6270 Rock Hall Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Unrepresented.

$407,500

Fully furnished! Adorable rancher in a PRIME location in Rock Hall. Just steps to the marinas, restaurants, and shops. The house has been completely remodeled. All new appliances. Large family room with a pellet stove and plenty of space for social gatherings. Nice-sized bedrooms and 2 full bathrooms. Luxury vinyl plank flooring throughout. Detached garage and potting shed. Less than 1/2 mile to the public beach. Private backyard with koi pond and water feature. The current owners have their boat docked at a nearby slip, and they can see it from the property. There is no work to be done here. Just bring a suitcase and move right in!

Fully furnished! Adorable rancher in a PRIME location in Rock Hall. Just steps to the marinas, restaurants, and shops. The house has been completely remodeled. All new appliances. Large family room with a pellet stove and plenty of space for social gatherings. Nice-sized bedrooms and 2 full bathrooms. Luxury vinyl plank flooring throughout. Detached garage and potting shed. Less than 1/2 mile to the public beach. Private backyard with koi pond and water feature. The current owners have their boat docked at a nearby slip, and they can see it from the property. There is no work to be done here. Just bring a suitcase and move right in!

5697 Walnut St, Rock Hall

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

Selling Office: Unrepresented Buyer Office.

$395,000

Welcome to 5648 S. Main Street, a charming, original Rock Hall home. The owners took great care to throughly update the home over the years, and preserve the original style. The moulding was hand routed to match the original style of older homes in Rock Hall. Throughout the home the wood floors flow nicely with the wooden ceilings and custom built-ins. Downstairs, there is a full bathroom, and a study, which could be used as additional sleeping space. The large living room has a wood burning stove, lots of natural light, and leads to the classic front porch. There is plenty of space for entertaining in the dining area, connected to the kitchen, with stainless steel appliances and a woodblock island. The kitchen door leads to the back patio, perfect for evening meals or entertaining. Upstairs there are three bedrooms and a full bathroom. The primary bedroom has it's own sitting or office space, with a large atrium window, and private staircase entry from the kitchen. The gracious, south facing sunroom leads outside to the two car driveway. The property has been beautifully landscaped, this home is known for its colorful flower beds throughout the season! There is plenty of space to store your garden tools in the shed. The property is located next to the Rock Hall Civic Center, giving nice open views, privacy, and natural light. Located downtown, in the heart of everything! Within walking distance to marinas, restaurants, Main Street shops, public boat launches, and Ferry Park beach.

Welcome to 5648 S. Main Street, a charming, original Rock Hall home. The owners took great care to throughly update the home over the years, and preserve the original style. The moulding was hand routed to match the original style of older homes in Rock Hall. Throughout the home the wood floors flow nicely with the wooden ceilings and custom built-ins. Downstairs, there is a full bathroom, and a study, which could be used as additional sleeping space. The large living room has a wood burning stove, lots of natural light, and leads to the classic front porch. There is plenty of space for entertaining in the dining area, connected to the kitchen, with stainless steel appliances and a woodblock island. The kitchen door leads to the back patio, perfect for evening meals or entertaining. Upstairs there are three bedrooms and a full bathroom. The primary bedroom has it's own sitting or office space, with a large atrium window, and private staircase entry from the kitchen. The gracious, south facing sunroom leads outside to the two car driveway. The property has been beautifully landscaped, this home is known for its colorful flower beds throughout the season! There is plenty of space to store your garden tools in the shed. The property is located next to the Rock Hall Civic Center, giving nice open views, privacy, and natural light. Located downtown, in the heart of everything! Within walking distance to marinas, restaurants, Main Street shops, public boat launches, and Ferry Park beach.

5648 S Main St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

OPEN HOUSE, SATURDAY, NOV 1, 10-12 PM! 100% financing is available! The seller offers up to $10,000 toward closing costs or a rate buy down. This brand new home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 4 bedrooms, 2 bathrooms and 2,000 square feet of single-level living. It offers luxury vinyl floors, energy efficient windows, a spacious central island with seating, stainless steel appliances, a large porch for entertaining and an attached 1 car garage. Situated on a quarter-acre lot in a new cul de sac, the property balances privacy and community. You will be minutes from downtown Rock Hall, where you can enjoy fresh seafood, explore museums and experience the charm of this Eastern Shore town. Whether strolling along the waterfront, enjoying the marina or setting sail on the Bay, this home puts you at the heart of it all. Discover Eastern Shore living where modern comfort meets small town character and arrange your private showing today.

$391,000

4 Beds ⋅ 2 Baths

OPEN HOUSE, SATURDAY, NOV 1, 10-12 PM! 100% financing is available! The seller offers up to $10,000 toward closing costs or a rate buy down. This brand new home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 4 bedrooms, 2 bathrooms and 2,000 square feet of single-level living. It offers luxury vinyl floors, energy efficient windows, a spacious central island with seating, stainless steel appliances, a large porch for entertaining and an attached 1 car garage. Situated on a quarter-acre lot in a new cul de sac, the property balances privacy and community. You will be minutes from downtown Rock Hall, where you can enjoy fresh seafood, explore museums and experience the charm of this Eastern Shore town. Whether strolling along the waterfront, enjoying the marina or setting sail on the Bay, this home puts you at the heart of it all. Discover Eastern Shore living where modern comfort meets small town character and arrange your private showing today.

21739 Centennial Ln, Rock Hall

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Maverick Realty, LLC.

$385,000

Enjoy your own private waterfront access with a dock perfect for launching a canoe, kayak, or paddleboard. While the water at the dock is not deep enough for larger boats, deep-water access is just minutes away at Long Cove Marina or the nearby Long Cove public landing. The property consists of two deeded parcels, offering the potential to obtain a second sewer allocation for the adjoining 1+ acre lot (buyer to verify with Kent County Planning & Zoning). Those looking to renovate will appreciate that the existing home is located outside the 100-foot Critical Area buffer, making future improvements more feasible. Relax on the deck and take in the peaceful surroundings, where blue herons, bald eagles, deer, and other wildlife are frequent visitors. One of the area's oldest and largest bald eagle nests can be seen just across the creek, adding to the property's truly special setting. Whether you're dreaming of restoring the existing home, building for the future, or simply enjoying the tranquility of this unique waterfront escape, the possibilities are endless. Please note: When visiting the property, drive all the way into the driveway and do not park or turn around on neighboring properties.

Enjoy your own private waterfront access with a dock perfect for launching a canoe, kayak, or paddleboard. While the water at the dock is not deep enough for larger boats, deep-water access is just minutes away at Long Cove Marina or the nearby Long Cove public landing. The property consists of two deeded parcels, offering the potential to obtain a second sewer allocation for the adjoining 1+ acre lot (buyer to verify with Kent County Planning & Zoning). Those looking to renovate will appreciate that the existing home is located outside the 100-foot Critical Area buffer, making future improvements more feasible. Relax on the deck and take in the peaceful surroundings, where blue herons, bald eagles, deer, and other wildlife are frequent visitors. One of the area's oldest and largest bald eagle nests can be seen just across the creek, adding to the property's truly special setting. Whether you're dreaming of restoring the existing home, building for the future, or simply enjoying the tranquility of this unique waterfront escape, the possibilities are endless. Please note: When visiting the property, drive all the way into the driveway and do not park or turn around on neighboring properties.

22523 Crouchs Ln, Rock Hall

Listing courtesy of Select Land & Homes, LLC. Contact:

Selling Office: Crown Homes Real Estate.

$370,000

Beautifully updated and move-in ready, this charming one-level home offers the perfect blend of comfort, style, and convenience! Recent improvements include a newly added full bath off the living area and a beautifully remodeled half bath featuring a gorgeous walk-in shower and all new finishes The inviting kitchen includes an eat-in dining area, breakfast bar, wine cooler, and brand-new appliances -- ideal for entertaining or everyday living. Gorgeous hardwood floors and attractive tilework throughout add warmth and character. Relax on the enclosed side porch with peaceful neighborhood views or enjoy outdoor living on the newly build deck designed for sunny afternoons and evening gatherings. Located in the heart of Rock Hall, this home places you close to marinas, public landings, local shops, restaurants, and all the charm this beloved Chesapeake Bay town has to offer. Enjoy seasonal festivities, waterfront living, and the laid-back lifestyle Eastern Shore buyers love. Whether you are looking for a full-time residence, weekend getaway or retirement retreat, this lovely home truly feels like HOME!

Beautifully updated and move-in ready, this charming one-level home offers the perfect blend of comfort, style, and convenience! Recent improvements include a newly added full bath off the living area and a beautifully remodeled half bath featuring a gorgeous walk-in shower and all new finishes The inviting kitchen includes an eat-in dining area, breakfast bar, wine cooler, and brand-new appliances -- ideal for entertaining or everyday living. Gorgeous hardwood floors and attractive tilework throughout add warmth and character. Relax on the enclosed side porch with peaceful neighborhood views or enjoy outdoor living on the newly build deck designed for sunny afternoons and evening gatherings. Located in the heart of Rock Hall, this home places you close to marinas, public landings, local shops, restaurants, and all the charm this beloved Chesapeake Bay town has to offer. Enjoy seasonal festivities, waterfront living, and the laid-back lifestyle Eastern Shore buyers love. Whether you are looking for a full-time residence, weekend getaway or retirement retreat, this lovely home truly feels like HOME!

5989 N Main St, Rock Hall

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$370,000

Tucked in the heart of Rock Hall, this original 3-bedroom, 2-bath Craftsman is as charming as they come. Thoughtfully maintained and updated over time, it blends classic character with everyday comfort. The home features hardwood floors, abundant natural light, and beautifully preserved details throughout. The layout offers flexibility with two updated full bathrooms, one on each level. Recent improvements include a new roof, gutters, front door, refreshed porch, and an encapsulated crawlspace with dehumidifier. Outside, a fenced backyard creates a private setting for entertaining or unwinding on the patio, while the inviting front porch is the perfect spot to start or end the day. Just steps from Rock Hall’s Main Street, you’re within easy reach of local shops, restaurants, live music, marinas, and the waterfront, making this Craftsman an ideal full-time home or weekend escape on the Eastern Shore.

Tucked in the heart of Rock Hall, this original 3-bedroom, 2-bath Craftsman is as charming as they come. Thoughtfully maintained and updated over time, it blends classic character with everyday comfort. The home features hardwood floors, abundant natural light, and beautifully preserved details throughout. The layout offers flexibility with two updated full bathrooms, one on each level. Recent improvements include a new roof, gutters, front door, refreshed porch, and an encapsulated crawlspace with dehumidifier. Outside, a fenced backyard creates a private setting for entertaining or unwinding on the patio, while the inviting front porch is the perfect spot to start or end the day. Just steps from Rock Hall’s Main Street, you’re within easy reach of local shops, restaurants, live music, marinas, and the waterfront, making this Craftsman an ideal full-time home or weekend escape on the Eastern Shore.

21235 Rock Hall Ave, Rock Hall

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

Selling Office: Benson & Mangold, LLC.

$366,000

New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.

New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.

21139 Striper Run, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Gunther-McClary Real Estate.

$364,900

New Construction Alert! The last two beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates are now for sale. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the 1st and 2nd levels is included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.

New Construction Alert! The last two beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates are now for sale. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the 1st and 2nd levels is included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.

21133 Striper Run, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: RE/MAX Chesapeake.

$364,900

New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.

New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.

21141 Striper Run, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: ExecuHome Realty.

$362,398

Two new duplexes are currently under construction. These new homes will feature open, airy floorplans with 9 ft ceilings on the main floor and 8 ft ceilings on the second floor. There will be luxury vinyl plank flooring throughout the main living level, accompanied by warm and cozy wall-to-wall carpeting on the stairs and second floor. Energy-efficient features will include recessed LED lighting, R-49 ceiling and R-22 wall insulation. Appliances are included in the sale price. Low maintenance, easy care vinyl siding and total electric appliances and utilities will make this a great home for full-time or vacation living. Watermans Estates is convenient to marinas, shops and all the great feativals Rock Hall. Call for your personal tour today.

Two new duplexes are currently under construction. These new homes will feature open, airy floorplans with 9 ft ceilings on the main floor and 8 ft ceilings on the second floor. There will be luxury vinyl plank flooring throughout the main living level, accompanied by warm and cozy wall-to-wall carpeting on the stairs and second floor. Energy-efficient features will include recessed LED lighting, R-49 ceiling and R-22 wall insulation. Appliances are included in the sale price. Low maintenance, easy care vinyl siding and total electric appliances and utilities will make this a great home for full-time or vacation living. Watermans Estates is convenient to marinas, shops and all the great feativals Rock Hall. Call for your personal tour today.

5812 Clam Cv, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Gunther-McClary Real Estate.

$362,000

Tucked just off Rock Hall’s Main Street, this 3-bedroom, 2-bath rancher offers easy, single-level living in one of the Eastern Shore’s most beloved waterfront towns. Lovingly cared for by its original owner, the home features a comfortable, open-concept layout connecting the living, dining, and kitchen areas. The primary suite includes an en-suite bathroom and walk-in closet, while two additional bedrooms and a full bath provide flexibility for guests, a home office, or both. The welcoming front porch is a perfect spot to start or end your day. Out back, a spacious shed provides excellent storage or potential for a workshop. Just minutes from Rock Hall’s marinas, restaurants, and local shops, this is a rare opportunity to own a well-kept home in a location that makes enjoying the Eastern Shore lifestyle easy.

Tucked just off Rock Hall’s Main Street, this 3-bedroom, 2-bath rancher offers easy, single-level living in one of the Eastern Shore’s most beloved waterfront towns. Lovingly cared for by its original owner, the home features a comfortable, open-concept layout connecting the living, dining, and kitchen areas. The primary suite includes an en-suite bathroom and walk-in closet, while two additional bedrooms and a full bath provide flexibility for guests, a home office, or both. The welcoming front porch is a perfect spot to start or end your day. Out back, a spacious shed provides excellent storage or potential for a workshop. Just minutes from Rock Hall’s marinas, restaurants, and local shops, this is a rare opportunity to own a well-kept home in a location that makes enjoying the Eastern Shore lifestyle easy.

5883 Williams St, Rock Hall

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

Selling Office: Clark & Co Realty, LLC.

$360,000

Two new duplexes are currently under construction. These new homes will feature open, airy floorplans with 9 ft ceilings on the main floor and 8 ft ceilings on the second floor. There will be luxury vinyl plank flooring throughout the main living level, accompanied by warm and cozy wall-to-wall carpeting on the stairs and second floor. Energy-efficient features will include recessed LED lighting, R-49 ceiling and R-22 wall insulation. Appliances are included in the sale price. Low maintenance, easy care vinyl siding and total electric appliances and utilities will make this a great home for full-time or vacation living. Watermans Estates is convenient to marinas, shops and all the great feativals Rock Hall. Call for your personal tour today.