October 2025 Market Snapshot
“Amid a series of headline-making luxury sales, Nantucket recorded one of its highest-grossing months of real estate activity on record in October. Preliminary data show 37 transactions totaling approximately $361 million, effectively tying the island’s all-time record for monthly dollar volume. By comparison, in October 2021 there were 108 transactions totaling the same $361 million.
The key difference between these two record-setting months lies in the strength of the ultra-high-end market. In 2025, there were nine transactions exceeding $10 million, including the highest sale at $37 million. In 2020, by contrast, there were six such sales, with the top transaction reaching $20 million.
Beyond these standout figures, overall contract activity declined—consistent with typical seasonal patterns—and inventory levels continued to fall below those of a year ago. We’ll be covering more on October activity in our monthly report…” Jennifer Shalley Allen

October 2025 Nantucket Real Estate Listing Updates
New Listings
$1,850,000 5 Altheas Lane
$1,950,000 11 Vesper Lane
$2,295,000 23 Fairgrounds Road
$2,995,000 17 Milk Street
$3,100,000 161 Orange Street
$3,995,000 35 Sankaty Road
$3,995,000 13 West Chester Street
$4,000,000 27 Longwood Drive
$4,250,000 17 Old South Road
$5,495,000 4 Sunset Hill Lane
$5,495,000 26 Tennessee Avenue
$5,495,000 10 Milk Street
$5,795,000 2 Mariner Way
$5,895,000 6 Mariner Way
$6,295,000 12 Academy Lane
$6,850,000 26 Milk Street
$6,995,000 17 Cannonbury Lane
$7,295,000 21.5 Hussey Street
$8,250,000 20 Liberty Street
$8,950,000 4 Gay Street
$10,195,000 8 Austin Farm Drive
$13,500,000 15 North Water Street & 10 Sea Street
$15,650,000 51 Weweeder Avenue
$22,000,000 15 Hallowell Lane
Under Agreement
$1,495,000 167R Orange Street
$1,995,000 6 Beverly Court
$2,250,000 6 Dovekie Court
$2,275,000 19 Honeysuckle Drive
$2,450,000 16 Atlantic Avenue
$2,495,000 33 Goldfinch Drive
$2,500,000 32A West Chester Street
$2,575,000 10 Beach Grass Road
$2,650,000 19 Vesper Lane
$2,650,000 116 Baxter Road
$3,100,000 161 Orange Street
$3,285,000 9 Lily Street
$3,295,000 7 White Street
$3,350,000 18 & 20 Somerset Lane
$3,549,000 8 Grey Lady Lane
$3,795,000 15 Fawn Lane
$3,895,000 3 North Gully Road
$3,950,000 1 Sylvia Lane
$3,995,000 160 Madaket Road
$3,995,000 13 West Chester Street
$4,395,000 47A Vestal Street
$4,495,000 32 Monomoy Road
$4,995,000 6 Gingy Lane
$5,395,000 32A&B West Chester Street
$6,795,500 19 Boynton Lane
$6,995,000 36B Lily Street
$7,995,000 27 Fairgrounds Road
$7,995,000 1 West Sankaty Road & 29 Main Street
$7,995,000 4 Westerwick Drive
$7,995,000 27 Fairgrounds Road
$8,250,000 13 Orange Street
$8,495,000 27 Cato Lane
$9,975,000 3 Tautemo Way
$10,495,000 4 Fintry Lane
$10,995,000 20 North Pasture Lane
$11,950,000 11 Eel Point Road
$12,500,000 63 Baxter Road
Price Changes
$1,895,000 54 Union Street
$1,995,000 43 Appleton Road #2
$2,175,000 15C Correia Lane
$2,395,000 158 Madaket Road
$2,595,000 10 Center Street
$2,600,000 45 Millbrook Road
$2,950,000 29 Fair Street
$3,095,000 20 Evergreen Way
$4,499,000 17 Pond View Drive
$5,500,000 25 Pond View Drive
$6,995,000 10 Silver Street
$7,095,000 4 Red Mill Lane
$7,195,000 41 Quidnet Road
$7,750,000 1 Chester Street
$7,795,000 36 West Chester Street
$9,495,000 21 Quidnet Road
$9,750,000 42 Main Street
$11,375,000 40 Low Beach Road
$11,750,000 4 Cathcart Road
$28,500,000 36 Easton Street
Sold Listings
$1,250,000 58 Arkansas Avenue
$1,300,000 26 Arkansas Avenue
$1,440,000 0 Old South Road
$1,625,000 7 Gray Avenue
$1,750,000 40 Essex Road
$1,855,000 40 Center Street C
$1,880,000 11 First Way
$1,900,000 6 Beverly Court
$1,900,000 13 Spring Street #2
$1,900,000 40A Union Street
$1,925,000 50 Burnell Street, Lot 21C
$2,000,000 18 Arlington Street
$2,000,000 37 Starbuck Road
$2,150,000 181 Polpis Road
$2,300,000 Lot 31 Olivers Way
$2,350,000 12 Netowa Lane
$2,365,000 17 Lyons Lane
$2,450,000 19 Vesper Lane
$2,593,500 19 Cato Lane
$2,750,000 21R Vestal Street
$2,754,000 12 Beach Grass Road
$2,850,000 10 Meadow View Drive
$2,850,000 47 West Chester Street
$2,900,000 8 Polliwog Pond Road
$2,995,000 36 Sheep Pond Road
$3,192,500 5 Hollister Road
$3,200,000 29 Douglas Way
$3,325,000 19 Ahab Drive
$3,450,000 107R Orange Street
$3,550,000 48 Vesper Lane
$3,575,000 3 Stone Post Way
$3,575,000 3 Chatham Road
$3,800,000 13 West Chester Street
$3,900,000 1 Grove Lane
$4,050,000 18 Meadow Lane
$4,250,000 32 Monomoy Road
$4,350,000 18 Creek Lane
$4,775,000 3 Pinkham Circle
$4,800,000 69 Orange Street
$4,950,000 6 Nonantum Avenue
$5,515,000 61 Cliff Road
$6,000,000 13 Cliff Road
$6,100,000 8 Milk Street
$6,250,000 57 Vestal Street
$6,300,000 36B Lily Street
$6,300,000 4 Mariner Way
$6,500,000 19 Boynton Lane
$6,955,000 3 Highland Avenue
$7,100,000 8 Chuck Hollow Road
$7,500,000 196 Cliff Road
$7,875,000 3 Tautemo Way
$9,570,000 10 Old Westmoor Farm Road
$9,600,000 3 Old Mill Court
$10,800,000 7 North Swift Rock Road
$11,900,000 63 Baxter Road
$13,500,000 10 Maxey Pond Road
$15,000,000 41 Monomoy Road
$15,450,000 15 Pleasant Street
$16,500,000 113 Eel Point Road
$16,850,000 258 Polpis Road
$19,000,000 30 Eel Point Road
$37,500,000 3 Sherburne Way