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$289,000

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 room, creating a warm and welcoming atmosphere. The laundry room and convenient half bath feature brand-new luxury vinyl plank 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 enclosed back porch or 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. 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.

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 room, creating a warm and welcoming atmosphere. The laundry room and convenient half bath feature brand-new luxury vinyl plank 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 enclosed back porch or 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. 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.

6022 N Main St, Rock Hall

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$480,000

Beautifully updated while preserving its character, this charming home is ideally located just a short distance from the Rock Hall Harbor and Chesapeake Bay, offering easy access to waterfront dining, boating, and all the coastal charm Rock Hall has to offer. Relax on the spacious front porch, or entertain on the screened porch, complete with electricity and plenty of space for outdoor dining. Inside, the home seamlessly blends original character with thoughtful modern updates. The large country kitchen retains its classic charm while featuring updated stainless steel appliances. Off of the kitchen you’ll find the formal living and dining rooms, highlighted by beautiful built-in cabinetry and warm original hardwood floors that extend throughout the home. This home offers a first-floor bedroom and an updated full bathroom, offering hard-to-find single-level living. Upstairs there are four additional bedrooms and a second full bathroom, providing plenty of room for family, visitors, or a home office. The large backyard is adjacent to the civic center, providing lots of open space, yet lined with trees for privacy. Filled with warmth, charm, and modern comforts, this beautifully maintained home offers the perfect opportunity to enjoy life in one of Maryland's most beloved waterfront communities. Short distance to Main Street shops, many restaurants, marinas, and the Rock Hall beach.

5 Beds ⋅ 2 Baths

Beautifully updated while preserving its character, this charming home is ideally located just a short distance from the Rock Hall Harbor and Chesapeake Bay, offering easy access to waterfront dining, boating, and all the coastal charm Rock Hall has to offer. Relax on the spacious front porch, or entertain on the screened porch, complete with electricity and plenty of space for outdoor dining. Inside, the home seamlessly blends original character with thoughtful modern updates. The large country kitchen retains its classic charm while featuring updated stainless steel appliances. Off of the kitchen you’ll find the formal living and dining rooms, highlighted by beautiful built-in cabinetry and warm original hardwood floors that extend throughout the home. This home offers a first-floor bedroom and an updated full bathroom, offering hard-to-find single-level living. Upstairs there are four additional bedrooms and a second full bathroom, providing plenty of room for family, visitors, or a home office. The large backyard is adjacent to the civic center, providing lots of open space, yet lined with trees for privacy. Filled with warmth, charm, and modern comforts, this beautifully maintained home offers the perfect opportunity to enjoy life in one of Maryland's most beloved waterfront communities. Short distance to Main Street shops, many restaurants, marinas, and the Rock Hall beach.

21251 Chesapeake Ave, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$375,000

Sweet corner property in downtown Rock Hall, right on the 4th of July parade route! Just two blocks from the Rock Hall Harbor/ Chesapeake Bay. A welcoming home with a spacious kitchen and formal dining room, or enjoy meals outside in the fenced-in back yard! The large living room has hardwood floors and a wood stove for cozy winter nights. This home features a hard to find first-floor primary bedroom! Upstairs offers two additional bedrooms, a full bath, and an additional office or activity room. The home is situated on a large corner lot, set back from Main St., offering privacy and nice yard space. The charming garage with a loft is a great space for storage or a workshop. Close to all Rock Hall has to offer: marinas, shops, restaurants, and the Chesapeake Bay! This popular vacation rental could continue as an income producer but would also make a fantastic full-time residence. Being sold turn-key, just unpack your bags and enjoy. The homes hot water heat has been updated, zoned to both floors. Tankless hot water heater.

3 Beds ⋅ 2 Baths

Sweet corner property in downtown Rock Hall, right on the 4th of July parade route! Just two blocks from the Rock Hall Harbor/ Chesapeake Bay. A welcoming home with a spacious kitchen and formal dining room, or enjoy meals outside in the fenced-in back yard! The large living room has hardwood floors and a wood stove for cozy winter nights. This home features a hard to find first-floor primary bedroom! Upstairs offers two additional bedrooms, a full bath, and an additional office or activity room. The home is situated on a large corner lot, set back from Main St., offering privacy and nice yard space. The charming garage with a loft is a great space for storage or a workshop. Close to all Rock Hall has to offer: marinas, shops, restaurants, and the Chesapeake Bay! This popular vacation rental could continue as an income producer but would also make a fantastic full-time residence. Being sold turn-key, just unpack your bags and enjoy. The homes hot water heat has been updated, zoned to both floors. Tankless hot water heater.

5686 S Main St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$370,000

Quintessential Rock Hall home with an abundance of charm! Located in the heart of Rock Hall, a short distance to Main Street shops, many fantastic restaurants, and seven marinas. Enjoy evenings and mornings on the screened porch, which runs the expanse of the home. Entering from the porch, you'll find a cosy living room and a galley kitchen with open dining space. This home offers a first-floor bedroom and full bathroom, plus two additional bedrooms and a full bath on the second floor. There's a walk-up attic for additional storage, shed in the yard, laundry and utility room off the kitchen. Many updates have been made throughout the years, such as the addition of a copper roof on the front porch, updated bathrooms, flooring, and updated lighting. Recent updates include the home's heating system. Don't miss this downtown gem!

3 Beds ⋅ 2 Baths

Quintessential Rock Hall home with an abundance of charm! Located in the heart of Rock Hall, a short distance to Main Street shops, many fantastic restaurants, and seven marinas. Enjoy evenings and mornings on the screened porch, which runs the expanse of the home. Entering from the porch, you'll find a cosy living room and a galley kitchen with open dining space. This home offers a first-floor bedroom and full bathroom, plus two additional bedrooms and a full bath on the second floor. There's a walk-up attic for additional storage, shed in the yard, laundry and utility room off the kitchen. Many updates have been made throughout the years, such as the addition of a copper roof on the front porch, updated bathrooms, flooring, and updated lighting. Recent updates include the home's heating system. Don't miss this downtown gem!

21384 E Sharp St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$147,000

Build your dream home in Little Neck Farm! Lot #30 is a spacious residential property on Hagy Road with a deeded deep-water boat slip. The future home site offers beautiful pastoral views and is nicely edged with crape myrtles and evergreens. The deeded boat slip, located in the Little Neck community waterfront, is just a short stroll or drive away. The community docks were recently replaced! The waterfront also features space to store and launch a kayak, picnic tables, and a storage shed. Enjoy the peaceful open space and protected shorelines in Little Neck. Peaceful location, yet only 10 minutes to downtown Rock Hall, which offers two small grocery stores, ample shops, restaurants, and festivals throughout the year! This property is a prime location with water access, perfect for a full-time home or weekend getaway.

Lot 30 Hagy Rd, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$399,000

Welcoming to 21424 Catholic Ave, located in the heart of Rock Hall! Walking distance to many shops, restaurants, and marinas. Nicely situated on a large in-town parcel, the largest residential lot on Catholic Avenue. This 4-bedroom home was redone from the inside out in 2024. The welcoming living space contains original wood accents, adding much charm to this newly updated home. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT, and engineered hardwood flooring throughout. Three bedrooms, with great closet space, share a full bath. At the end of the home, you'll find the primary bedroom, with a spacious primary bath and walk-in closet. The oversized two-car garage has plenty of room for extra storage. One-floor living and a two-car garage are hard features to find in downtown Rock Hall. Outside, the possibilities are endless; there's ample room for outdoor activities or projects. Updates include: -Crawlspace encapsulation and whole house dehumidifier -10 new windows -New 25 year roof -Siding, shutters & new gutters -New flooring, engineered hardwood, LVT and carpet -Completely updated kitchen with custom cabinetry -HVAC heat pump & AC -200 amp breaker panel And more!

4 Beds ⋅ 2 Baths

Welcoming to 21424 Catholic Ave, located in the heart of Rock Hall! Walking distance to many shops, restaurants, and marinas. Nicely situated on a large in-town parcel, the largest residential lot on Catholic Avenue. This 4-bedroom home was redone from the inside out in 2024. The welcoming living space contains original wood accents, adding much charm to this newly updated home. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT, and engineered hardwood flooring throughout. Three bedrooms, with great closet space, share a full bath. At the end of the home, you'll find the primary bedroom, with a spacious primary bath and walk-in closet. The oversized two-car garage has plenty of room for extra storage. One-floor living and a two-car garage are hard features to find in downtown Rock Hall. Outside, the possibilities are endless; there's ample room for outdoor activities or projects. Updates include: -Crawlspace encapsulation and whole house dehumidifier -10 new windows -New 25 year roof -Siding, shutters & new gutters -New flooring, engineered hardwood, LVT and carpet -Completely updated kitchen with custom cabinetry -HVAC heat pump & AC -200 amp breaker panel And more!

21424 Catholic Ave, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$650,000

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!

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!

20694 Mercer Ave, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$427,000

Tucked away on a peaceful 0.47-acre lot surrounded by trees, this custom-built contemporary home offers the kind of privacy and natural beauty that’s hard to find. From the moment you arrive, it feels like your own private retreat. Inside, the open floor plan is filled with warmth and character, featuring exposed beams, rich hickory flooring, and beautiful wood accents throughout. Skylights and expansive windows bring in natural light and showcase the ever-changing scenery just outside—whether it’s wildlife passing through or the quiet beauty of the woods. The kitchen is truly the heart of the home, designed with both function and gathering in mind. Custom solid cherry cabinetry with soft-close doors and drawers, a spacious walk-in pantry, and an oversized island with seating, shelving, and a propane cooktop make it as practical as it is inviting. A charming bay window over the sink offers the perfect view of the backyard. Just steps away, the screened porch and private deck create seamless indoor-outdoor living—ideal for morning coffee, entertaining, or simply unwinding in the peaceful surroundings. The first-floor primary suite offers comfort and convenience, complete with its own private deck, walk-in closet, and a spa-like bath featuring a soaking tub and separate shower. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile loft space perfect for a home office, reading nook, or play area. Built with efficiency and quality in mind, the home features Structural Insulated Panels (SIPs) for enhanced insulation and comfort, along with a conditioned crawl space with concrete flooring and lighting for easy-access storage. A generator adds an extra layer of peace of mind. Located in a quiet rural setting with access to Herringtown Creek, you’re also just minutes from Rock Hall—known for its charming restaurants, marinas, shops, and waterfront at Ferry Park. For even more outdoor exploration, Eastern Neck National Wildlife Refuge is just a short drive away. If you’ve been dreaming of a home that offers privacy, comfort, and a true connection to nature, this one is worth experiencing in person. One year home warranty included!

3 Beds ⋅ 2 Baths

Tucked away on a peaceful 0.47-acre lot surrounded by trees, this custom-built contemporary home offers the kind of privacy and natural beauty that’s hard to find. From the moment you arrive, it feels like your own private retreat. Inside, the open floor plan is filled with warmth and character, featuring exposed beams, rich hickory flooring, and beautiful wood accents throughout. Skylights and expansive windows bring in natural light and showcase the ever-changing scenery just outside—whether it’s wildlife passing through or the quiet beauty of the woods. The kitchen is truly the heart of the home, designed with both function and gathering in mind. Custom solid cherry cabinetry with soft-close doors and drawers, a spacious walk-in pantry, and an oversized island with seating, shelving, and a propane cooktop make it as practical as it is inviting. A charming bay window over the sink offers the perfect view of the backyard. Just steps away, the screened porch and private deck create seamless indoor-outdoor living—ideal for morning coffee, entertaining, or simply unwinding in the peaceful surroundings. The first-floor primary suite offers comfort and convenience, complete with its own private deck, walk-in closet, and a spa-like bath featuring a soaking tub and separate shower. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile loft space perfect for a home office, reading nook, or play area. Built with efficiency and quality in mind, the home features Structural Insulated Panels (SIPs) for enhanced insulation and comfort, along with a conditioned crawl space with concrete flooring and lighting for easy-access storage. A generator adds an extra layer of peace of mind. Located in a quiet rural setting with access to Herringtown Creek, you’re also just minutes from Rock Hall—known for its charming restaurants, marinas, shops, and waterfront at Ferry Park. For even more outdoor exploration, Eastern Neck National Wildlife Refuge is just a short drive away. If you’ve been dreaming of a home that offers privacy, comfort, and a true connection to nature, this one is worth experiencing in person. One year home warranty included!

22300 Frazier Rd, Rock Hall

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$469,000

Back on the market. Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals and fun Rock Hall has to offer without the maintenance headaches. This unit has been used as a high quality short term rental for more than a year.

2 Beds ⋅ 2 Baths

Back on the market. Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals and fun Rock Hall has to offer without the maintenance headaches. This unit has been used as a high quality short term rental for more than a year.

21090 W Sharp St Unit #112, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact: