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Private Dock. From the moment you arrive at 1 East Shore Drive, the connection to the water is unmistakable. This bright, airy coastal retreat features three bedrooms and two bathrooms, all thoughtfully designed to maximize the salt-pond lifestyle. Whether you're launching a boat for a morning excursion or enjoying the breeze from your deck, the flow of this home makes every day feel like a getaway. Beyond the property, you have the opportunity to join the Charlestown by the Sea association, providing the convenience of beachside parking. It's a rare chance to secure a true waterfront lifestyle in the heart of South County.

3 Beds ⋅ 2 Baths

Private Dock. From the moment you arrive at 1 East Shore Drive, the connection to the water is unmistakable. This bright, airy coastal retreat features three bedrooms and two bathrooms, all thoughtfully designed to maximize the salt-pond lifestyle. Whether you're launching a boat for a morning excursion or enjoying the breeze from your deck, the flow of this home makes every day feel like a getaway. Beyond the property, you have the opportunity to join the Charlestown by the Sea association, providing the convenience of beachside parking. It's a rare chance to secure a true waterfront lifestyle in the heart of South County.

1 East Shore Drive, Charlestown

Listing courtesy of Compass. Contact: 516-865-2855

$474,900

Take a peek at this Raised ranch on 6.71-acre retreat at the end of a quiet dead-end street in Charlestown, offering the kind of privacy that's nearly impossible to find today. This 3-bedroom home has been freshly updated with brand new vinyl siding and newer vinyl windows, and features a cozy fireplace, a nicely updated bathroom, and a kitchen with plenty of cabinet space. The full, unfinished basement offers excellent potential to add significant additional living space. Outside, the oversized 4-car detached garage plus a separate oversized storage outbuilding make this an ideal setup for a contractor, car enthusiast, or hobbyist needing serious workshop and storage room all set on over 6.5 private acres with no neighbors in sight. Enjoy flood insurance under $1,000/year, and take advantage of fantastic fishing just up the road. A truly special combination of land, privacy, and storage. 3D Tour included. Click on Virtual Tour

3 Beds ⋅ 1 Baths

Take a peek at this Raised ranch on 6.71-acre retreat at the end of a quiet dead-end street in Charlestown, offering the kind of privacy that's nearly impossible to find today. This 3-bedroom home has been freshly updated with brand new vinyl siding and newer vinyl windows, and features a cozy fireplace, a nicely updated bathroom, and a kitchen with plenty of cabinet space. The full, unfinished basement offers excellent potential to add significant additional living space. Outside, the oversized 4-car detached garage plus a separate oversized storage outbuilding make this an ideal setup for a contractor, car enthusiast, or hobbyist needing serious workshop and storage room all set on over 6.5 private acres with no neighbors in sight. Enjoy flood insurance under $1,000/year, and take advantage of fantastic fishing just up the road. A truly special combination of land, privacy, and storage. 3D Tour included. Click on Virtual Tour

50 Driftwood Drive, Charlestown

Listing courtesy of Keller Williams Coastal. Contact:

$595,000

Meticulously maintained and move in ready, this inviting three bedroom modern Raised Ranch offers the perfect blend of coastal charm, energy efficiency and comfort. Vaulted ceilings and an open floor plan create a bright, inviting atmosphere, while the fully equipped kitchen is perfectly positioned for gathering with family and friends. The main level features three bedrooms, including a primary bedroom with en suite bathroom. The finished lower level provides flexible living space ideal for a family room, home office, guest accommodations, fitness area, or playroom. An integral one-car garage offers convenient access and additional storage. Venture outside to enjoy the beautifully landscaped yard, complete with a spacious deck and attractive paver patio-perfect for summer cookouts, morning coffee, or relaxing after a day at the beach. Additional features include new solar panels, central air conditioning, vinyl siding for low-maintenance living, an irrigation system, and pride of ownership throughout. This wonderful home is located 4 miles to Charlestown's renowned Blue Shutters Beach and East Beach, and is a short drive to Burlingame State Park and Ninigret Park, allowing you to immerse yourself in the natural beauty of the area.

3 Beds ⋅ 2 Baths

Meticulously maintained and move in ready, this inviting three bedroom modern Raised Ranch offers the perfect blend of coastal charm, energy efficiency and comfort. Vaulted ceilings and an open floor plan create a bright, inviting atmosphere, while the fully equipped kitchen is perfectly positioned for gathering with family and friends. The main level features three bedrooms, including a primary bedroom with en suite bathroom. The finished lower level provides flexible living space ideal for a family room, home office, guest accommodations, fitness area, or playroom. An integral one-car garage offers convenient access and additional storage. Venture outside to enjoy the beautifully landscaped yard, complete with a spacious deck and attractive paver patio-perfect for summer cookouts, morning coffee, or relaxing after a day at the beach. Additional features include new solar panels, central air conditioning, vinyl siding for low-maintenance living, an irrigation system, and pride of ownership throughout. This wonderful home is located 4 miles to Charlestown's renowned Blue Shutters Beach and East Beach, and is a short drive to Burlingame State Park and Ninigret Park, allowing you to immerse yourself in the natural beauty of the area.

33 Charles Avenue, Charlestown

Listing courtesy of Coldwell Banker Realty. Contact:

$825,000

Set on nearly an acre south of Route 1 and surrounded by mature fruit trees, this versatile coastal retreat captures the best of seaside living in one of Charlestown's most desirable communities. Just 1.5 miles from beautiful Charlestown Beach, the property offers the perfect blend of privacy, convenience, and flexibility for year-round living, a vacation getaway, or investment opportunity. Enjoy an easy walk to local shops, restaurants, coffee spots, and ice cream, while coming home to a spacious layout designed to fit a variety of lifestyles. The lower level is thoughtfully configured as an in-law suite, ideal for extended family or guest accommodations. A private office with its own half bath creates the perfect work-from-home space, while the expansive bonus room above the garage offers endless possibilities for a media room, playroom, studio, or additional guest quarters. Whether you're searching for a primary residence, multigenerational home, or coastal escape, this property delivers comfort, charm, and the relaxed lifestyle that makes Charlestown so special.

3 Beds ⋅ 2 Baths

Set on nearly an acre south of Route 1 and surrounded by mature fruit trees, this versatile coastal retreat captures the best of seaside living in one of Charlestown's most desirable communities. Just 1.5 miles from beautiful Charlestown Beach, the property offers the perfect blend of privacy, convenience, and flexibility for year-round living, a vacation getaway, or investment opportunity. Enjoy an easy walk to local shops, restaurants, coffee spots, and ice cream, while coming home to a spacious layout designed to fit a variety of lifestyles. The lower level is thoughtfully configured as an in-law suite, ideal for extended family or guest accommodations. A private office with its own half bath creates the perfect work-from-home space, while the expansive bonus room above the garage offers endless possibilities for a media room, playroom, studio, or additional guest quarters. Whether you're searching for a primary residence, multigenerational home, or coastal escape, this property delivers comfort, charm, and the relaxed lifestyle that makes Charlestown so special.

57 SHEILA Drive, Charlestown

Listing courtesy of KEY Real Estate Services. Contact: