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5 Elegant Residences in Maine and Massachusetts Blending Historic Charm with Modern Luxury

By edson alejandro

1 min read

Imagine a life where the rhythm of water shapes your every day—whether it’s the bustling harbor of Boston’s Seaport District, the endless ocean vistas of Fairhaven, or the historic seaside charm of Cape Cod. These five unique properties, scattered across Massachusetts’ iconic waterfronts, share a profound connection to water, offering not just homes but lifestyles. From urban lofts with industrial character to serene coastal escapes with breathtaking views, each promises a blend of personal sanctuary and investment potential, inviting you to explore what water-inspired living truly means.

33 Sleeper St, 508 | $1,625,000

73409080 1
33 Sleeper St #508, Boston, MA 02210
charlesjoseph
LISTING AGENT:
Charles Joseph

Positioned in the dynamic heart of Boston’s Seaport District, this oversized loft home captures the essence of urban sophistication with its soaring ceilings, exposed brick, and rustic beams. Bathed in natural light from its sunny eastern exposure, the spacious open one-bedroom layout offers flexibility to transform into a two-bedroom, two-bath haven. A brand-new custom kitchen with a breakfast bar and stools anchors the space, complemented by gleaming hardwood floors, updated windows, and a modern bathroom with fresh flooring and vanity. In-unit washer/dryer, air conditioning, and a heat pump system ensure comfort, while a deeded courtyard parking space adds rare convenience. Steps from the T, Amtrak, Logan Airport, and the Fast Ferry to Provincetown, this residence places Trader Joe’s, diverse dining, and entertainment—think movies, bowling, and pickleball—at your doorstep, embodying the vibrant city lifestyle.

Price:
$1,625,000
Size:
1,320 sq ft
Contact:
Charles Joseph, Compass, 617.763.8014

Breathtaking Ocean Views | $1,595,000

73390657 1
36 Alder St, Fairhaven, MA 0271
dianegtomassetti
LISTING AGENT:
Diane G. Tomassetti

Set against the serene backdrop of the ocean, this waterfront gem offers breathtaking views that stretch endlessly across the horizon. At night, the distant twinkle of the Gay Head Lighthouse on Martha’s Vineyard adds a touch of magic to the scenery. Ideal for water enthusiasts, the property invites you to bring your boat and secure it at your own mooring, embracing a true coastal lifestyle. Spanning a generous double lot, it features an accessory building brimming with potential for customization. A striking two-story solarium captures refreshing breezes, while a side deck provides the perfect spot for entertaining, enjoying Fourth of July fireworks, or simply unwinding. With two bedrooms and two baths, plus a charming cottage boasting large windows for ocean vistas, this retreat offers a canvas to craft your dream seaside escape.

Price:
$1,595,000
Size:
2,240 sq ft
Contact:
Diane G. Tomassetti, Anne Whiting Real Estate, 808.315.1733

Historic Old Wharf Inn | $1,565,000

22500765 1
402 Old Wharf Rd, Dennis Port, MA 02639
adelinemharrington
LISTING AGENT:
Adeline M. Harrington

Positioned just steps from the shimmering Nantucket Sound, the Historic Old Wharf Inn embodies timeless coastal allure. Dating back to circa 1920, this storied residence has welcomed seasonal visitors for over half a century, steeped in rich history and charm. Exquisite architectural details, from original beamed ceilings to intricate woodwork, French doors, and a cozy wood-burning fireplace, elevate its character. Sunlit rooms, framed by hardwood floors, invite ocean breezes and breathtaking views of the Sound through expansive windows. With seven bedrooms, six full baths, and a private suite studio featuring its own patio, the home offers ample space for family and guests. A sprawling yard provides a serene retreat for relaxation or lively gatherings after days spent at the beach, boating, or enjoying nearby golf and tennis courts. This waterfront gem awaits new memories along the shore.

Price:
$1,565,000
Size:
2,738 sq ft
Contact:
Adeline M. Harrington, Berkshire Hathaway HomeServices Robert Paul Properties, 508.237.1302

Seaside Serenity In Freeport | $1,450,000

1622546 1
44 Maquoit Drive, Freeport, ME 04032
susiekendeigh
LISTING AGENT:
Susie Kendeigh

Set against the tranquil shores of Maquoit Bay, 44 Maquoit in Freeport, Maine, offers a rare waterfront escape. This captivating home provides direct access to the water, framed by breathtaking views of Williams Island and Harpswell. Unlike other coastal spots, the bay retains its water even at low tide, presenting ever-changing seascapes without the expanse of mudflats. Imagine starting your day with the serene panorama of the bay, or stepping out to moor your boat just steps from your door, ready to explore Maine’s renowned cruising grounds. For quieter moments, a private beach invites relaxation under the sun. Surrounded by one of Freeport’s most picturesque settings, this property embodies the essence of coastal living, where the rhythm of the tides and the beauty of the landscape create a daily retreat.

Price:
$1,450,000
Size:
2,379 sq ft
Contact:
Susie Kendeigh, Portside Real Estate Group, 207.653.4412

Make It Home In Prentiss Forest | $1,435,000

73347645 1
7 Rocklawn Rd, Westborough, MA 01581
jenniferjuliano
LISTING AGENT:
Jennifer Juliano

Situated in the welcoming community of Prentiss Forest, this thoughtfully maintained 4-bedroom, 3.5-bath Colonial offers a seamless blend of comfort and style. Step into an inviting open foyer that leads to elegant hardwood floors stretching throughout the home. The living room, warmed by a gas fireplace, beckons for quiet evenings, while the tastefully appointed dining room sets the stage for memorable gatherings. At the heart of the home, a fully equipped eat-in kitchen boasts a gas cooktop, ample storage, and space for culinary creativity. The sunlit family room, with oversized windows and skylights, creates a cozy ambiance with its wood fireplace. A first-floor office provides a perfect work-from-home setup. Upstairs, spacious bedrooms await, complemented by recently updated bathrooms, including a main bath with a new tile shower and soaking tub. The finished lower level offers versatile space for movie nights or fitness, while the expansive yard and custom patio promise years of outdoor enjoyment. With a neighborhood pool and easy access to major routes and shops, this home effortlessly balances convenience and charm.

Price:
$1,435,000
Size:
4,751 sq ft
Contact:
Jennifer Juliano, Boston Metro West Keller Williams Realty, 508.294.0778