45 Pleasant Street
Town
$5,750,000
Price Change
Days on Market: 321
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
318 Milestone Road
Sconset
$4,950,000
Price Change
Days on Market: 163
Bed: 3 Bath: 3
Peaceful Privacy and Sunset Views in Sconset!
Sited on a serene half-acre lot abutting the Sconset Land Trust, this bright and spacious, custom-designed contemporary home offers privacy, tranquility, and captivating sunset views—protected in perpetuity. Thoughtfully designed by S.M. Roethke and expertly built by Main Street Construction, the home seamlessly blends architectural elegance with modern functionality. Ideally located just half a mile from the heart of Sconset Village, the property offers easy access to the beach, fine dining, ice cream, and all the classic charm of this beloved Nantucket enclave. The surrounding conservation land enhances the sense of rural calm, while keeping you close to everything. Inside, the beautifully appointed open-concept layout is perfect for contemporary living and entertaining. A sun-filled great room includes a gourmet kitchen, dining area, and living room—anchored by a large marble island, wood-burning fireplace, custom built-ins, and a handsome bar. French doors extend the living space outdoors to a covered back deck, bluestone patio, and a charming hip-roof gazebo—ideal for alfresco dining and enjoying Nantucket’s iconic sunsets. Soaring ceilings, oversized windows, and an abundance of natural light create an airy and inviting ambiance throughout the main level. The home’s generous proportions and intelligent flow enhance both comfort and livability. The lower level, while unfinished, features high ceilings, multiple egress windows, rough plumbing, and a full exterior staircase—making future expansion both simple and versatile.
BHHS Island Properties Nantucket
5 Brier Patch Road
Quidnet
$7,195,000
Withdrawn
Days on Market: 207
Bed: 4 Bath: 4
Tranquility comes easily at this spectacular Quidnet parcel, where a four-bedroom home awaits your enjoyment. This property affords proximity to Sesachacha Pond, Quidnet beaches, the rambling sandy paths of Squam, and the quaint village of ‘Sconset. Constructed in 2016 and light and bright and with plenty of space for you and yours, this home features a plethora of covetable features: a primary suite deck that overlooks the heated pool and spa, an open-concept kitchen, dining, and living area that is perfect for entertaining, and multiple gathering spaces indoors and out for large families or groups.
Fisher Real Estate
25 Nobadeer Avenue Lot 1
Surfside
$4,500,000
Sale Pending
Days on Market: 43
Bed: Bath:
A rare offering in one of Surfside’s most coveted locations, this newly created 30,000 SF lot (in progress) provides the foundation for a true Nantucket compound. With R-20 zoning permitting 12.5% ground coverage, there is ample room for a main residence, pool, and cottage, subject to approvals. Plans for a 4-bedroom I/A septic system are in progress by the seller. A modest 2-bedroom, 1-bath cottage is currently sited on the property and could be repurposed as a guest house or pool cabana. From this property, enjoy a barefoot stroll to Surfside Beach and the potential for second-floor water views. For those seeking additional space or the opportunity to create a multi-lot estate, Lot 2 (20,000 SF) is also available.
Maury People Sotheby’s International Realty
3 Grey Lady Lane
Miacomet
$3,450,000
Active Under Contract
Days on Market: 2
Bed: 5 Bath: 5
This beautifully crafted home at 3 Grey Lady Lane blends refined coastal architecture with the relaxed sophistication of Nantucket living. Set in a serene pocket in the island’s Miacomet area, the property offers a bright, open floor plan with airy interiors, natural textures, and generous windows that capture the island’s signature light and brings the exterior inside. With a community pool shared by only eleven homes, it’s as if the pool is your own without the upkeep that comes with one. Just moments from Miacomet Golf Course, it’s ideal for golf enthusiasts seeking quick access to one of Nantucket’s premier 18-hole courses. The home is also close to Ladies Beach, a local favorite known for its wide sandy shoreline and rolling surf, and just a short distance from the beloved farm stands and food trucks along Hummock Pond Road—perfect for grabbing fresh produce, flowers, baked goods, or a ready-made meal after a morning swim or round of golf. Altogether, this location combines upscale coastal comfort with the best of Nantucket’s outdoor and culinary lifestyle.
Fisher Real Estate
1 MCGARVEYS WAY
Sconset
$1,195,000
Price Change
Days on Market: 50
Bed: 1 Bath: 1
You are welcomed into this charming cottage by a lovely covered porch with built-in benches overlooking landscaped fenced-in yard and shed. This home features an open floor plan with vaulted ceiling in kitchen area/ living area/ and dining area, a step-down to a den area and a primary bedroom with built-ins, closet, washer/dryer and full bath. The property has a three bedroom Septi-tech system allowing for future expansion.This cottage was renovated in 2007, with further updates since 2020 to include the addition of a shed, fenced-in yard with extensive new landscaping, freshly painted inside, new ceiling in bedroom, new built-ins in bedroom, benches on front porch, new refrigerator, and new washer/dryer. Easy access to conservation land and Village of Sconset.
Coldwell Banker Res Brokerage Nantucket
Contact us for more information.