45 Pleasant Street
Town
$5,750,000
Withdrawn
Days on Market: 332
Bed: 11 Bath: 11
Discover a rare opportunity in the heart of Town: TWO beautifully renovated homes on a single property, offering timeless charm, modern comforts, and unmatched versatility. Whether you’re seeking a primary residence, multi-generational living, or a high-performing investment, this exceptional property adapts to your needs. Fully renovated in 2016, both homes thoughtfully preserve their historic character while integrating contemporary upgrades. In 2022, further improvements—including a new roof, copper gutters, central HVAC systems, and hot water tanks—were completed, ensuring energy efficiency and long-term peace of mind. Each home is move-in ready and offered fully furnished, making it an ideal turn-key rental or event space. With over $300,000 in rental income generated and $345,000 already booked for 2025, this property is a proven performer for short-term rentals, weddings, and gatherings. Just steps from Main Street, the location offers easy access to shops, dining, and local events. Expansive back patios provide a private retreat for relaxing or entertaining guests. Whether you choose to live in one home and rent the other, host extended family, or capitalize on its strong rental demand, 45 Pleasant Street delivers flexibility, comfort, and opportunity—all in one. Own a piece of Town’s history and a future filled with potential.
Compass MA LLC
27 North Liberty Street
Town
$4,995,000
Withdrawn
Days on Market: 142
Bed: 4 Bath: 4
A masterful 2024 restoration by renowned Kolb Architects has transformed this 1790 gem into a sophisticated in-town retreat, blending historic charm with modern luxury. Perched above the Lily Pond, the home offers sweeping pastoral views from an expansive back deck—some of the most serene and sought-after vistas in Nantucket’s Historic District.
This four-bedroom, four-and-a-half-bath residence has been thoughtfully reimagined with impeccable attention to detail. Original features—including wide plank floors, hand-hewn beams, and antique windows—have been preserved and seamlessly integrated with high-end finishes such as custom plaster walls, designer lighting, and contemporary hardware. Honored with the 2024 Historical Renovation Award from the Nantucket Preservation Trust, the property stands as a benchmark for quality and character. HDC approval is pending for a detached garage with studio above, providing additional opportunity and flexibility in one of the island’s most desirable locations.
Maury People Sotheby’s International Realty
158 Madaket Road
Madaket
$2,375,000
Price Change
Days on Market: 163
Bed: Bath:
A rare and exceptional opportunity to own a prime 2-acre building lot on Nantucket Island. This expansive parcel is high, dry, and free of wetlands—an ideal blank canvas for your dream compound. Surrounded by acres of pristine conservation land, the setting offers unmatched privacy, tranquility, and natural beauty. Viewing stand in place and you cannot even see your abutting neighbors.
With approximately 3,470 square feet of available ground cover, the lot provides ample space for a main residence, guest house, garage, pool, and even a tennis court if desired. Town water is accessible at the street, and an approved 8-bedroom septic design will convey with the sale.
Create a legacy property tailored to your vision in one of the island’s most serene and protected environments. A unique opportunity to build your Nantucket dream estate.
BHHS Island Properties Nantucket
62 Nobadeer Avenue
Surfside
$5,499,000
Withdrawn
Days on Market: 171
Bed: Bath:
A rare opportunity to build your dream beach house on Nantucket’s highly sought-after south shore. This .69-acre parcel comes with approved architectural plans by renowned Workshop/APD, providing a shovel-ready path to creating a custom compound with a main house, guest house, garage, and pool. Located just moments from iconic Nobadeer Beach, 62 Nobadeer Avenue offers sweeping ocean views, breathtaking sunsets, and the sound of surf as your backdrop.
Zoned R-20 with 3,750 sq. ft. of allowable ground cover (and additional potential for expansion with further permitting), this site offers generous flexibility for design. Enjoy the best of coastal living with sea breezes, beach access, and proximity to all that Surfside has to offer.
Maury People Sotheby’s International Realty
Contact us for more information.