3 Whitetail Circle
Tom Nevers
$3,495,000
Withdrawn
Days on Market: 185
Bed: 3 Bath: 3
Nestled on a high ridge in Tom Nevers, this beautifully crafted 3-bedroom, 2.5-bathroom home sits on 2.75 acres, offering breathtaking views across the Atlantic Ocean, Sankaty Lighthouse, and three of Nantucket’s renowned golf courses—Sconset, Sankaty, and Skinners. Built by the legendary Chris Holland, the home has been meticulously maintained and serves as the perfect base for quintessential Nantucket summers, just a short distance from the charming village of Sconset. With over two-thirds of the property still undeveloped, there is ample potential for future expansion. The property currently has a 4-bedroom septic system, with the possibility to increase septic capacity to support 10+ bedrooms and the potential to add an additional home. This unique property is a rare offering with endless possibilities, making it the perfect Nantucket retreat for today and a blank canvas for tomorrow.
Fisher Real Estate
4 Shawkemo Hills Lane & 2 Wingspread Lane
Shawkemo
$19,400,000
Withdrawn
Days on Market: 186
Bed: 8 Bath: 8
Nestled in a coveted location on Nantucket, this exceptional five-bedroom, four full-bath, two half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms, offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly unique. Boasting soaring ceilings, abundant natural light, and a seamless blend of indoor and outdoor living spaces, this estate offers a rare combination of luxurious living spaces, expansive views, and unbeatable Nantucket charm. In addition to the primary residence on 2.39 acres, the property includes a non-contiguous adjacent 2.84-acre lot, bringing the total acreage to an impressive 5.23 acres. With this additional space, the possibilities are endless. Whether you envision creating a grand estate with additional structures, enhancing privacy, or preserving the beauty of this rare location for future generations, creating your perfect retreat will come with ease.
Fisher Real Estate
4 Shawkemo Hills Lane
Shawkemo
$12,950,000
Withdrawn
Days on Market: 186
Bed: 8 Bath: 8
Nestled on 2.39 acres in a coveted location on Nantucket, this exceptional five-bedroom, four-full-bath, two-half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly unique. Boasting soaring ceilings, abundant natural light, and a seamless blend of indoor and outdoor living spaces, this estate offers a rare combination of luxurious living spaces, expansive views, and unbeatable Nantucket charm.
Fisher Real Estate
24 Meadow View Drive
Hummock Pond
$5,775,000
Sale Pending
Days on Market: 89
Bed: 5 Bath: 5
Nestled in the desirable Hussey Farm neighborhood, this total reconstruction offers the perfect balance of modern luxury and classic Nantucket charm. Featuring 5 bedrooms and 5 bathrooms, the residence is designed for both comfort and entertaining, with meticulous craftsmanship throughout.
Step outside to your private pool, a spacious porch, and an inviting outdoor dining area, creating the ideal setting for summer gatherings. Inside, open and airy living spaces flow seamlessly, complemented by high-end finishes and thoughtful details.
Ideally situated just 1.5 miles from the ferry docks and only a half-mile from Nantucket Town’s Historic District, the home provides effortless access to world-class restaurants, boutiques, and beaches while still offering a serene retreat with complete privacy.
Maury People Sotheby’s International Realty
4 Crown Court
Town
$5,995,000
Withdrawn
Days on Market: 147
Bed: 5 Bath: 5
Perched on highly sought after Academy Hill, one of Nantucket’s most desirable and historic neighborhoods. 4 Crown Court is a gracious 5 bedroom, 6.5 bath home offering timeless island living just steps from Main Street. Thoughtfully designed for both comfort and function, the home features 3 fireplaces-One in the cozy den, the dining room and the primary suite’s private living room with private deck. Additional highlights include a dedicated office and a full kitchen. A breakfast nook perfect for casual morning gatherings. The spacious primary suite is a retreat of it’s own complete with two bathrooms and ample room to unwind. Rare off street parking for three vehicles in this prime location.
Maury People Sotheby’s International Realty
5 Gray Avenue, Lot 176
Mid Island
$1,395,000
Withdrawn
Days on Market: 20
Bed: Bath:
5 Gray Avenue is a three-lot subdivision in R-10 zoning, which allows for 20% ground cover.
Lot 176 is a 10,340 square foot, perfectly flat and fully cleared parcel offering an efficient building envelope for a main house, cottage, and pool (subject to approvals). Centrally located mid-island, the property provides quick access to Surfside beaches, Nantucket Town, and mid-island amenities. This lot presents an excellent opportunity for end-users or builders seeking value and upside in a convenient location.
Lee Real Estate
5 Gray Avenue, Lot 178
Mid Island
$1,750,000
Sale Pending
Days on Market: 20
Bed: Bath:
5 Gray Avenue is a three-lot subdivision in R-10 zoning, which allows for 20% ground cover.
Lot 178 is the premier parcel—an expansive 19,406± SF, level and fully cleared lot that offers significant design flexibility and estate-style potential. With nearly double the land area of the front lots, this homesite can accommodate a main house, guest house, pool, and generous outdoor spaces (subject to approvals). Its central location provides easy access to Surfside, Town, and island amenities while delivering rare scale in a quiet Mid-Island setting.
Lee Real Estate
5 Gray Avenue, Lot 177
Mid Island
$1,495,000
Sale Pending
Days on Market: 20
Bed: Bath:
5 Gray Avenue is a three-lot subdivision in R-10 zoning, which allows for 20% ground cover.
Lot 177 is a 10,340± SF, flat and cleared homesite identical in scale to Lot 176, but offered with the advantage of HDC-approved architectural plans—allowing a buyer to move directly into the building phase. Its Mid-Island setting offers effortless connectivity to Surfside’s beaches, Town, and everyday conveniences, making it a streamlined opportunity for anyone seeking a ready-to-build site.
Lee Real Estate
13 Eat Fire Spring Road
Wauwinet
$4,599,000
Withdrawn
Days on Market: 83
Bed: 4 Bath: 4
Create Your Nantucket Legacy in Wauwinet!
This oversized 3.5-acre parcel is ideally located in one of Nantucket’s most coveted settings — just moments from The Wauwinet Hotel, Great Point, and Sankaty Head Lighthouse. The property includes a four-bedroom, two-and-a-half-bathroom home with over 2,000 sq. ft. of living space, offering second-level harbor views and a tranquil, picturesque backdrop with easy access to Polpis Harbor for kayaking and boating.
A rare opportunity to own a true island retreat, this property offers the perfect foundation for creating a legacy estate to be enjoyed for generations. With more than 4,700 sq. ft. of potential ground cover, the possibilities are exceptional: a main residence, guest cottage, garage, pool, cabana, pickleball or tennis court (subject to approvals).
Build your dream estate in Wauwinet, where timeless natural beauty meets extraordinary opportunity
William Raveis Nantucket
2A Morgan Square
Surfside
$8,800,000
Withdrawn
Days on Market: 232
Bed: 5 Bath: 5
Located in coveted Surfside and just a quarter-mile from the stunning South Shore beaches, 2A Morgan Sq offers hard to find privacy. Built in 2019 by Bessey Construction, this property spans just under an acre and includes a main house featuring 5 bedrooms and 5.5 baths with over 5,300 square feet of beautifully appointed living space. Additional amenities include a two-car garage with a studio and half bath, as well a heated gunite pool. Elegantly decorated, the interiors blend sophistication with a cozy beach vibe, seamlessly connecting to the outdoor paradise. The outdoor area boasts a 20 x 40 gunite pool, surrounded by bluestone, multiple mahogany decks, an outdoor kitchen with custom counter and Kalamazoo gas grill, firepit and newly landscaped grounds, all set on an expansive yard abutting Weweeder Pond. Inside, you’ll discover spacious living areas with high ceilings and oak flooring, accented by charming shiplap details. The layout offers ample room for family gatherings while also providing private retreats. The gourmet chef’s kitchen is equipped with high-end appliances, and the stylish bathrooms feature modern tiles, fixtures, and glass-enclosed showers. Additionally, a large basement with high ceilings houses a spacious living/ entertainment room, a bar area, private gym, ensuite bedroom and a wine cellar. This meticulously designed beach compound is the perfect Nantucket retreat for summer enjoyment.
J Pepper Frazier Co.
12 & 13 Shimmo Pond Road
Shimmo
$5,495,000
Active Under Contract
Days on Market: 149
Bed: 6 Bath: 6
Your Nantucket sanctuary awaits in one of the island’s most desirable enclaves. Welcome to 12 Shimmo Pond Road, where you’ll find a 4-Bedroom Main Home and a 2-Bedroom Guest Cottage on expansive grounds. This exceptional property is set on an oversized and private parcel, surrounded by lush gardens and mature trees that create a serene sense of seclusion. Included in this offering is 13 Shimmo Pond Road, located directly across the street, adding to the estate’s privacy and potential. Perfectly suited for hosting family and friends or for enjoying private retreat spaces, the property offers peace, comfort, and enduring character. Meandering garden paths, sunny terraces, and shady nooks lend a sense of magic, while the thoughtful layout allows for both quiet solitude and welcoming gatherings. Just a stone’s throw from the shimmering waters of Nantucket Harbor and a short drive from the cobblestone streets of Nantucket Town, this rare offering marries countryside calm with coastal refinement. With approximately 2,000 square feet of ground cover remaining, the possibilities for expansion are plentiful.
Maury People Sotheby’s International Realty
51 North Liberty Street
Town
$2,595,000
Sale Pending
Days on Market: 85
Bed: 6 Bath: 6
This beautiful, antique six-bedroom, three-bathroom home is ideally situated on North Liberty Street in a highly desirable, central neighborhood. The property sits on an oversized lot, providing ample outdoor space, including a generous backyard. Inside, the home offers a kitchen, living room, dining room, pantry, and a cozy den. Additional features include a one-car attached garage and an extra off-street parking space, making this property both practical and inviting.
Maury People Sotheby’s International Realty
4 Gay Street
Town
$8,950,000
Withdrawn
Days on Market: 72
Bed: 4 Bath: 4
Tucked between the pulse of downtown and the calm of a neighboring park, 4 Gay Street is a rare in-town jewel that pairs historic authenticity with thoughtful, high-quality renovation. Originally built in 1825 and fully restored with craftsmanship at every turn, this home lives like a page out of Nantucket’s past—curved walls, heart pine floors, handmade woodwork—yet delivers modern ease and luxurious comfort.
The result of two years of meticulous craftsmanship by the Carey Company and hand-selected finishes by renowned Nantucket designer Audrey Sterk, the home strikes a flawless balance between enduring beauty and modern livability. From the gas lanterns flickering along the stone walkway to the richly designed interiors and multiple fireplaces, every detail reflects timeless Nantucket character.
Step inside from the spacious wraparound porch and immediately sense the intimacy and grandeur of a bygone era—yet with a warm, livable layout that includes both formal and casual spaces. The property includes a post-and-beam garage with carriage doors and beautifully designed landscaping throughout.
A true masterwork of restoration and design, 4 Gay Street is the kind of Nantucket home that rarely comes to market—inviting you to live right in the heart of Town without ever feeling in the middle of it.
Fisher Real Estate
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