Real Estate in Town

Results 1 - 50 of 225
59 South Shore Road & 14 Tripp Drive
Surfside

Nantucket Coastal Equestrian Estate includes 59 S Shore Rd, 14 Tripp Dr front and 14 Tripp Dr.


8
BEDROOMS
8/1
BATHROOMS
$39,900,000
USD
52 Monomoy Road
Monomoy

Commanding one of the most coveted harborfront locations on Nantucket, this extraordinary 1.


10
BEDROOMS
7/2
BATHROOMS
$34,500,000
USD
256 Polpis Road
Polpis

256 Polpis Road is an exceptional 6.


12
BEDROOMS
12/3
BATHROOMS
$33,000,000
USD
36 Easton Street
Brant Point

Welcome to your stunning waterfront retreat on the picturesque New England Island of Nantucket.


9
BEDROOMS
9/1
BATHROOMS
$28,500,000
USD
37 Sankaty Head Road
Sconset

Commanding a presence high on the Sconset Bluff, this private family compound is inarguably one of the most stunning properties on Nantucket.


8
BEDROOMS
8/2
BATHROOMS
$26,850,000
USD
1 Ocean Avenue
Sconset

A legacy estate in the heart of ’Sconset, One Ocean Avenue is one of Nantucket’s most iconic offerings.


12
BEDROOMS
10/1
BATHROOMS
$22,750,000
USD
15 Hallowell Lane
Cliff

Nestled at the end of a quiet lane, 15 Hallowell Lane, completely rebuilt in 2015, offers a waterfront setting with sweeping views of the harbor and beyond while providing updated and modern....


4
BEDROOMS
4/1
BATHROOMS
$22,000,000
USD
36 Warrens Landing Road
Eel Point

Nestled on Nantucket's prestigious Eel Point area, 36 Warrens Landing Road is an extraordinary estate finished in 2017, offering unparalleled luxury and elegance.


7
BEDROOMS
8/3
BATHROOMS
$21,000,000
USD
4 Shawkemo Hills Lane & 2 Wingspread Lane
Shawkemo

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....


8
BEDROOMS
6/2
BATHROOMS
$19,400,000
USD
1,3,&3A Reeds Way
Tom Nevers

1, 3 & 3A Reeds Way. A once in a lifetime opportunity to own this rare Tom Nevers offering brings together three ocean-facing residences across.


15
BEDROOMS
10/1
BATHROOMS
$18,990,000
USD
35 Shell Street
Sconset

For the first time in nearly 100 years, the iconic Wade Cottages—a cherished cornerstone of ’Sconset history—is being offered for sale.


10
BEDROOMS
6
BATHROOMS
$18,875,000
USD
174 Cliff Road
Cliff

Renew with ease at 174 Cliff Road, where acres of conservation land beckon at your front and back doors.


7
BEDROOMS
7/2
BATHROOMS
$16,500,000
USD
51 Weweeder Avenue
Surfside

Your Beach and Entertaining Lifestyle Estate awaits!


7
BEDROOMS
8/3
BATHROOMS
$15,650,000
USD
105 Low Beach Road
Sconset

Private.


5
BEDROOMS
5
BATHROOMS
$13,995,000
USD
14 Correia Lane
Surfside

Luxury Estate in Surfside - Your Dream Home Awaits! Introducing a brand new exquisite construction in the heart of Surfside!


6
BEDROOMS
6/3
BATHROOMS
$13,995,000
USD
15 North Water Street & 10 Sea Street
Town

TWO FOR ONE.


6
BEDROOMS
6/2
BATHROOMS
$13,500,000
USD
4 Shawkemo Hills Lane
Shawkemo

Nestled on 2.


8
BEDROOMS
6/2
BATHROOMS
$12,950,000
USD
59 Baxter Road
Sconset

Located just outside of the picturesque village of Siasconset, this quintessential Baxter Road home is enveloped by breathtaking views.


7
BEDROOMS
5/2
BATHROOMS
$12,500,000
USD
85 Vestal Street
West of Town

Exceptional Estate-Ready Offering at 85 Vestal Street, Nantucket HDC-Approvals pending Compound with Pool, Studio, Cabana & More, June 2026 Occupancy. Ideally located just west of town, this....


5
BEDROOMS
6/1
BATHROOMS
$12,450,000
USD
20 Main Street
Sconset

Pool Permit Approval Secured 8/19 - Now Secure your enduring legacy within the chronicles of 'Sconset history with this unparalleled acquisition opportunity.


8
BEDROOMS
8
BATHROOMS
$12,000,000
USD
Pending Sale
11 Eel Point Road
Dionis

As you pass through the allée created by the canopy of mature cherry trees over the winding shell driveway and through the electric gates, you will arrive at this private, estate-like home....


6
BEDROOMS
6/1
BATHROOMS
$11,950,000
USD
59 Polpis Road
Polpis

Experience refined coastal living at 59 Polpis Road, the latest masterpiece by renowned builder Randy Sharp.


7
BEDROOMS
7/1
BATHROOMS
$11,950,000
USD
4 Cathcart Road
Monomoy

Tucked away in one of the island’s most peaceful enclaves, this expansive parcel at 4 Cathcart Road presents a rare chance to craft a private compound unlike any other.


0
BEDROOMS
0
BATHROOMS
$11,750,000
USD
17 Massachusetts Avenue
Madaket

A truly rare and prestigious opportunity to acquire direct waterfront property on Madaket Harbor.


3
BEDROOMS
1/1
BATHROOMS
$11,500,000
USD
Contingent
40 Low Beach Road
Sconset

Private, Protected Oceanfront Estate Opportunity Seize this rare chance to acquire one of the last Oceanfront properties in ’Sconset—an exceptional estate offering sweeping Atlantic views,....


4
BEDROOMS
4/1
BATHROOMS
$11,375,000
USD
85 Orange Street
Town

An exceptional in-town compound with limitless possibilities. Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new....


9
BEDROOMS
7/1
BATHROOMS
$10,995,000
USD
15 North Water Street
Town

WELCOME HOME!


6
BEDROOMS
6/2
BATHROOMS
$10,995,000
USD
9 Pleasant Street
Town

Stunning and meticulously maintained five-bedroom home on a significantly oversized lot just off Main Street.


5
BEDROOMS
4/1
BATHROOMS
$10,995,000
USD
Pending Sale
20 North Pasture Lane
Polpis

Welcome to 20 North Pasture Lane, a stunningly reimagined estate nestled in the serene Polpis area of Nantucket.


5
BEDROOMS
4/1
BATHROOMS
$10,995,000
USD
Pending Sale
24 Flintlock Road
Tom Nevers

Nestled on an expansive 2.


10
BEDROOMS
9/3
BATHROOMS
$10,495,000
USD
Pending Sale
4 Fintry Lane
Dionis

WELCOME TO DIONIS seclusion ~ Set on 1.


8
BEDROOMS
7/2
BATHROOMS
$10,495,000
USD
Pending Sale
12 Derrymore Road
Cliff

Nantucket traditional on the outside meets modern luxury on the inside in this fantastic new build, by Robert Alves of Island Construction LLC, offering a six-bedroom main home, two-bedroom....


8
BEDROOMS
8/2
BATHROOMS
$10,295,000
USD
8 Austin Farm Drive
Hummock Pond

Experience modern Nantucket living at its finest in this newly renovated 5-bedroom, 5.


5
BEDROOMS
5/1
BATHROOMS
$10,195,000
USD
1 Reeds Way
Tom Nevers

A once in a life time opportunity to own this extraordinary six-bedroom, five-bathroom residence on nearly three acres of premier oceanfront, rising 45 feet above sea level with expansive decks....


6
BEDROOMS
4/1
BATHROOMS
$9,995,000
USD
6 Union Street
Town

Location, Location, Location.


8
BEDROOMS
10/1
BATHROOMS
$9,995,000
USD
12 Correia Lane
Surfside

Luxurious 6-Bedroom Home in Newly Developed Surfside Area with Exceptional Amenities. The main house welcomes you with a first-floor en suite bedroom, a mudroom, powder room, and a convenient dog....


6
BEDROOMS
6/2
BATHROOMS
$9,995,000
USD
56R Madequecham Valley Road
Madequecham

Completely reimagined, this modern oceanfront retreat blends state-of-the-art design with uncompromising quality.


4
BEDROOMS
4/1
BATHROOMS
$9,995,000
USD
42 Main Street
Sconset

Aptly named 'Time Out', this private Sconset Estate with an exquisite five bedroom main house, one bedroom guest house, heated pool and over sized garage is a summer oasis!


6
BEDROOMS
7/1
BATHROOMS
$9,750,000
USD
3 Nobadeer Avenue
Surfside

Just .


4
BEDROOMS
5/1
BATHROOMS
$9,650,000
USD
32 India Street
Town

Originally built in the 1800s, this exceptional property has been masterfully reimagined through the collaborative efforts of Main Street Construction and Mark Cutone Architecture.


5
BEDROOMS
6/2
BATHROOMS
$9,500,000
USD
21 Quidnet Road
Quidnet

Located in one of the most desirable areas of Nantucket, this 3.


9
BEDROOMS
7/3
BATHROOMS
$9,495,000
USD
240 Polpis Road
Polpis

It’s the Good Life!


4
BEDROOMS
4/1
BATHROOMS
$9,000,000
USD
3 & 3A Reeds Way
Tom Nevers

Oceanfront Retreat | 3 & 3A Reeds Way Positioned along Nantucket’s striking south shore, offering privately owned deeded beach access, this rare oceanfront offering includes two residences with....


9
BEDROOMS
6
BATHROOMS
$8,995,000
USD
4 Millbrook Road
Hummock Pond

A rare offering in Cisco, this eight-bedroom estate presents an extraordinary opportunity to own a luxury property with strong rental history in one of Nantucket’s most sought-after locations....


8
BEDROOMS
6/2
BATHROOMS
$8,995,000
USD
Pending Sale
1 Weetamo Road
Pocomo

Exceptional Nantucket Compound with Breathtaking Harbor Views designed by Botticelli & Pohl. Set high above Pocomo with sweeping views of Polpis Harbor and Nantucket Town beyond, this....


5
BEDROOMS
4/1
BATHROOMS
$8,995,000
USD
4 Gay Street
Town

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.


4
BEDROOMS
5/1
BATHROOMS
$8,950,000
USD
34 Bosworth Road
Tom Nevers

Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom!


4
BEDROOMS
6/1
BATHROOMS
$8,945,000
USD
2A Morgan Square
Surfside

Located in coveted Surfside and just a quarter-mile from the stunning South Shore beaches, 2A Morgan Sq offers hard to find privacy.


5
BEDROOMS
5/2
BATHROOMS
$8,800,000
USD
15 Gingy Lane
Town

Very unique property located West of Town in a Cliff location this property boasts two homes on one parcel with a swimming pool and hot tub.


10
BEDROOMS
9/4
BATHROOMS
$8,650,000
USD
Pending Sale
8 Ash Street
Town

Spectacularly reimagined, meticulously renovated, and thoughtfully expanded, this circa-1765 five-bay antique home in the heart of Town has been transformed into a modern masterpiece.


5
BEDROOMS
4/2
BATHROOMS
$8,500,000
USD