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Here is your opportunity to own a tranquil waterfront retreat with 110 feet of shoreline! This gorgeous Center Hall Greek Revival (circa 1804) sits on 3.49 acres and blends period character with thoughtful modern updates. Rock Hall’s classic 2-over-2 architecture has been meticulously restored, offering gracious proportions, timeless millwork, a charming tin roof and natural light from every side! The home's freshly renovated kitchen has new appliances, granite countertops and 10-foot ceilings. The charming built-in bookcases, two fireplaces, preserved wide-plank loblolly pine floors and tin roof add to the charm and historic feel of this very special home. HVAC new in 2025. This home's coveted location is literal steps from Smith Point Marina, and the deeded boat slip on Rock Hole Cove provides direct water access for your boat or kayak. Historic charm meets modern convenience across a serene, usable landscape—an exceptional setting for outdoor enjoyment and effortless entertaining. A rare chance to acquire a historic waterfront property with both lifestyle and investment potential.

5 Beds ⋅ 3 Baths

Here is your opportunity to own a tranquil waterfront retreat with 110 feet of shoreline! This gorgeous Center Hall Greek Revival (circa 1804) sits on 3.49 acres and blends period character with thoughtful modern updates. Rock Hall’s classic 2-over-2 architecture has been meticulously restored, offering gracious proportions, timeless millwork, a charming tin roof and natural light from every side! The home's freshly renovated kitchen has new appliances, granite countertops and 10-foot ceilings. The charming built-in bookcases, two fireplaces, preserved wide-plank loblolly pine floors and tin roof add to the charm and historic feel of this very special home. HVAC new in 2025. This home's coveted location is literal steps from Smith Point Marina, and the deeded boat slip on Rock Hole Cove provides direct water access for your boat or kayak. Historic charm meets modern convenience across a serene, usable landscape—an exceptional setting for outdoor enjoyment and effortless entertaining. A rare chance to acquire a historic waterfront property with both lifestyle and investment potential.

690 Smith Point Rd, Reedville

Listing courtesy of TTR Sothebys International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$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.

3 Beds ⋅ 2 Baths

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:

Selling Office: Rock Hall Properties Real Estate.

$475,000

Welcome to this four bedroom, three and a half bathroom home set on a 0.23-acre corner lot in Rock Hall. Enter inside where the foyer features hardwood floors, and a neutral color theme continues throughout the home. The front living room opens to the dining room, offering space for hosting gatherings. Prepare your favorite meals in the eat-in kitchen that boasts granite countertops, a pantry, recessed lighting and a breakfast nook. Relax in the inviting family room that highlights sun-filled windows overlooking the backyard. Finishing the main level is a half bathroom and a laundry room with access to the two-car garage. Upstairs, the spacious primary bedroom is a true retreat with two large walk-in closets and an ensuite bathroom that includes a walk-in shower, soaking tub and dual sink vanity. Three additional bedrooms and a shared hall bathroom complete the upper level. Downstairs, the finished lower level expands the living space with a recreation room and third full bathroom. A large bonus room could be finished to suit your needs and serve as an office, den, gym, playroom or even a potential bedroom. Recent improvements include a new roof three years ago and new carpeting in the upper and lower levels. Conveniently located just minutes from everything you need with quick access to major routes 95, 40 and 24.

4 Beds ⋅ 4 Baths

Welcome to this four bedroom, three and a half bathroom home set on a 0.23-acre corner lot in Rock Hall. Enter inside where the foyer features hardwood floors, and a neutral color theme continues throughout the home. The front living room opens to the dining room, offering space for hosting gatherings. Prepare your favorite meals in the eat-in kitchen that boasts granite countertops, a pantry, recessed lighting and a breakfast nook. Relax in the inviting family room that highlights sun-filled windows overlooking the backyard. Finishing the main level is a half bathroom and a laundry room with access to the two-car garage. Upstairs, the spacious primary bedroom is a true retreat with two large walk-in closets and an ensuite bathroom that includes a walk-in shower, soaking tub and dual sink vanity. Three additional bedrooms and a shared hall bathroom complete the upper level. Downstairs, the finished lower level expands the living space with a recreation room and third full bathroom. A large bonus room could be finished to suit your needs and serve as an office, den, gym, playroom or even a potential bedroom. Recent improvements include a new roof three years ago and new carpeting in the upper and lower levels. Conveniently located just minutes from everything you need with quick access to major routes 95, 40 and 24.

2300 Elderberry Dr, Edgewood

Listing courtesy of Northrop Realty. Contact:

Selling Office: Impact Real Estate, LLC.

$419,000

COMING SOON - NEW ROOF!!! Your Chesapeake Bay getaway just steps from Haven Harbour South Marina. Launch your boat, dine on the waterfront, stroll to the beach, and enjoy resort-style living from this beautifully updated home. This updated 3-bedroom, 2-bath rancher situated on an expansive lot with glimpses of the water and room to relax, entertain, and enjoy the Eastern Shore lifestyle. The spacious detached garage provides ample storage for vehicles, boats, and recreational equipment. Unwind in the cooled three-season room overlooking the fenced backyard, offering the perfect setting for gatherings with family and friends after a day on the water. Ideally located just a short walk or golf cart ride from Haven Harbour South Marina, you'll enjoy convenient access to boat slips, waterfront dining, a sandy beach, marina amenities, and breathtaking Chesapeake Bay sunsets. Whether you're seeking a year-round residence, weekend escape, or boating retreat, this property offers comfort, convenience, and the best of Rock Hall living. Wake up, walk to your boat, spend the day on the Chesapeake Bay, enjoy waterfront dining, watch the sunset, and return home to relax in your private backyard. Every day feels like you're on vacation.

3 Beds ⋅ 2 Baths

COMING SOON - NEW ROOF!!! Your Chesapeake Bay getaway just steps from Haven Harbour South Marina. Launch your boat, dine on the waterfront, stroll to the beach, and enjoy resort-style living from this beautifully updated home. This updated 3-bedroom, 2-bath rancher situated on an expansive lot with glimpses of the water and room to relax, entertain, and enjoy the Eastern Shore lifestyle. The spacious detached garage provides ample storage for vehicles, boats, and recreational equipment. Unwind in the cooled three-season room overlooking the fenced backyard, offering the perfect setting for gatherings with family and friends after a day on the water. Ideally located just a short walk or golf cart ride from Haven Harbour South Marina, you'll enjoy convenient access to boat slips, waterfront dining, a sandy beach, marina amenities, and breathtaking Chesapeake Bay sunsets. Whether you're seeking a year-round residence, weekend escape, or boating retreat, this property offers comfort, convenience, and the best of Rock Hall living. Wake up, walk to your boat, spend the day on the Chesapeake Bay, enjoy waterfront dining, watch the sunset, and return home to relax in your private backyard. Every day feels like you're on vacation.

21120 Green Ln, Rock Hall

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

Selling Office: Real Broker, LLC - Annapolis.

$400,000

This well-maintained ranch-style home reflects true pride of ownership and is located in Clarke County—a rare opportunity! Enjoy convenient access to Route 7, Winchester, and Northern Virginia while savoring the peace and privacy of country living. The spacious primary suite features a private en-suite bath, while the generously sized secondary bedrooms provide plenty of additional space. The updated kitchen offers a breakfast bar and newer stainless steel appliances, making it both functional and inviting. An enormous sunroom provides year-round living space and is perfect for relaxing, entertaining. The remodeled bathrooms add modern style and comfort throughout the home. The partially finished basement offers exceptional flexibility, featuring a family room, great room, hobby room, game room, workshop with endless possibilities for customization. Outside, you'll find a paved driveway, a large lot backing to farmland and mature trees for added privacy, and a spacious outbuilding ideal for storage, hobbies, or equipment. This property combines comfort, convenience, and versatility in a beautiful country setting.

3 Beds ⋅ 2 Baths

This well-maintained ranch-style home reflects true pride of ownership and is located in Clarke County—a rare opportunity! Enjoy convenient access to Route 7, Winchester, and Northern Virginia while savoring the peace and privacy of country living. The spacious primary suite features a private en-suite bath, while the generously sized secondary bedrooms provide plenty of additional space. The updated kitchen offers a breakfast bar and newer stainless steel appliances, making it both functional and inviting. An enormous sunroom provides year-round living space and is perfect for relaxing, entertaining. The remodeled bathrooms add modern style and comfort throughout the home. The partially finished basement offers exceptional flexibility, featuring a family room, great room, hobby room, game room, workshop with endless possibilities for customization. Outside, you'll find a paved driveway, a large lot backing to farmland and mature trees for added privacy, and a spacious outbuilding ideal for storage, hobbies, or equipment. This property combines comfort, convenience, and versatility in a beautiful country setting.

311 Moose Rd, Berryville

Listing courtesy of RE/MAX Roots. Contact:

Selling Office: Realty ONE Group Old Towne.

$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!

3 Beds ⋅ 2 Baths

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.

$329,900

Welcome to 2204 Blevins Road! This charming 3-bedroom, 1.5-bath home is tucked away on a private street and offers the perfect blend of comfort, functionality, and hobby space. Step onto the inviting front porch or enjoy your morning coffee on the rear deck just off the kitchen and dining area. Inside, the home features a bright, open kitchen with a breakfast bar, abundant cabinetry, and a pantry for extra storage. The primary bath boasts a relaxing jetted tub and separate shower. Car enthusiasts and hobbyists will love the garage options—an attached 1-car garage plus a 24’ x 25’ detached garage/workshop equipped with electric, water, heating, and air conditioning, ideal for projects year-round. This property offers the perfect mix of privacy and convenience with room for all your passions. Don’t miss the chance to make this versatile home yours!

3 Beds ⋅ 2 Baths

Welcome to 2204 Blevins Road! This charming 3-bedroom, 1.5-bath home is tucked away on a private street and offers the perfect blend of comfort, functionality, and hobby space. Step onto the inviting front porch or enjoy your morning coffee on the rear deck just off the kitchen and dining area. Inside, the home features a bright, open kitchen with a breakfast bar, abundant cabinetry, and a pantry for extra storage. The primary bath boasts a relaxing jetted tub and separate shower. Car enthusiasts and hobbyists will love the garage options—an attached 1-car garage plus a 24’ x 25’ detached garage/workshop equipped with electric, water, heating, and air conditioning, ideal for projects year-round. This property offers the perfect mix of privacy and convenience with room for all your passions. Don’t miss the chance to make this versatile home yours!

2204 Blevins Rd, Edgewood

Listing courtesy of RE/MAX Components. Contact:

Selling Office: Keller Williams Gateway LLC.

$325,000

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!

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.

$315,000

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!

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.

$277,000

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!

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.

$235,000

Older house that sets on 4.58 acres of land. Very quiet with views of the open acreage behind the house. A few sheds on the property and located near the end of the street. Walking distance to the public water.

3 Beds ⋅ 2 Baths

Older house that sets on 4.58 acres of land. Very quiet with views of the open acreage behind the house. A few sheds on the property and located near the end of the street. Walking distance to the public water.

21263 Allens Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Unrepresented.

$220,500

Adorable small 2 Bedroom, 1 Bath, home located in the eventful town of Rock Hall. A great starter home or 2nd home while you're visiting Rock Hall on your boat. An affordable, easily maintained home within walking or biking distance to restaurants, shopping and marinas. Cute front porch to sit and enjoy your days and evenings.

2 Beds ⋅ 1 Baths

Adorable small 2 Bedroom, 1 Bath, home located in the eventful town of Rock Hall. A great starter home or 2nd home while you're visiting Rock Hall on your boat. An affordable, easily maintained home within walking or biking distance to restaurants, shopping and marinas. Cute front porch to sit and enjoy your days and evenings.

5548 Boundary Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: RE/MAX Advantage Realty.

$150,000

Property is being sold "As Is". Needs a major rehab.

2 Beds ⋅ 1 Baths

Property is being sold "As Is". Needs a major rehab.

6124 Tolchester Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

Selling Office: Unrepresented.

$150,000

Coming Soon! Home is sited on .75 acres but included in the sale is a separately deeded lot (.50 acres) located to the right if facing the home with your back to Green Lane.

2 Beds ⋅ 1 Baths

Coming Soon! Home is sited on .75 acres but included in the sale is a separately deeded lot (.50 acres) located to the right if facing the home with your back to Green Lane.

21250 Green Ln, Rock Hall

Listing courtesy of Northrop Realty. Contact:

Selling Office: Select Land & Homes, LLC.

$145,000

Why rent when you can own this charming and updated 2BR/1BA mobile home just two blocks from Ferry Park Beach and the Chesapeake Bay! Tucked away on a quiet street, this home offers relaxed Eastern Shore living with a bright 3-season porch—perfect for morning coffee or unwinding after a day on the water. Move-in ready, with easy access to Rock Hall’s marinas, restaurants, and shops, it’s an ideal choice for a full-time residence, weekend getaway, or investment property. Proven rental history with consistent income over the past 9 years. Cash offers only as the HUD tag cannot be located.

2 Beds ⋅ 1 Baths

Why rent when you can own this charming and updated 2BR/1BA mobile home just two blocks from Ferry Park Beach and the Chesapeake Bay! Tucked away on a quiet street, this home offers relaxed Eastern Shore living with a bright 3-season porch—perfect for morning coffee or unwinding after a day on the water. Move-in ready, with easy access to Rock Hall’s marinas, restaurants, and shops, it’s an ideal choice for a full-time residence, weekend getaway, or investment property. Proven rental history with consistent income over the past 9 years. Cash offers only as the HUD tag cannot be located.

5814 Locust St, Rock Hall

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Rock Hall Properties Real Estate.

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