66 South Shore Road Nantucket, MA 02554

  • Overview
  • Property Details
  • Location
$4,495,000
Asking Price
$4,250,000
Selling Price
Sold
Market Status
4 beds
Bedrooms
4.1 beds
Bathrooms
3,964 beds
Square Footage

66 South Shore Road is a private, sprawling, estate that can sleep up to 14 people and epitomizes the Nantucket Lifestyle. Take a dip in your 20'x40' salt water heated pool with auto cover, walk to a South Shore beach, jump on the bike path at the end of your driveway or go for a hike on Land Bank trails! The two car garage/sportsman’s lounge has a large, stainless steel sink for cleaning fish and opening shellfish and also features a finished studio with private bath on the second floor and half bath on the first floor. The house design lends itself to multi generational use with two spacious, well separated living areas, one with large stone fireplace. First floor suite, very private second floor suite and two additional bedrooms each with their own bath. Kids area on second floor. Kitchen with Wolf Range and three ovens...just in case you want to cook! Full, unfinished basement. Well maintained, lovely landscaping and excellent rental record. Booked June 25- Sep 9, 2021.

First Floor

Centrally located kitchen with eating bar and desk area leads to spacious family room with stone fireplace and 70" TV. Bedroom suite with private bath. Large, very functional laundry/mud room. Half bath. Second large family room on the south side of the house with stairway leading to second-floor suite.

Second Floor

The stairway lands in a functional "kids room." One wing with two bedrooms each with ensuite bath. Separate wing with large bedroom and ensuite bath is accessed via it's own staircase.

  • Selling Date 12/3/2021
  • Listed Date 4/29/2021
  • Days on Market 218
  • % To Listing Price 95
  • Total Rooms 9
  • Total Beds 4
  • Full Baths 4
  • Half Baths 1
  • Lot Size 1.84 acres
  • Year Built 2006
  • Second Dwelling Yes
  • Zoning LUG2
Listed on by Jordan Real Estate
66 South Shore Road - Sales History
  • Selling date: 4/17/2018
    Selling price: $2,300,000
  • Selling date: 11/22/2010
    Selling price: $1,215,000
nantucket sun icon

Location

What we like about Surfside

With Surfside, Fishermans, and Nobadeer beaches all in the area, Surfside is an easy jaunt from Town and Mid Island. Featuring family-friendly food trucks, beach rentals, and surf lessons, Surfside has everything you need for the ultimate beach day!

Learn more

Recommended for you

2 beds
1.1 beds
880 sf beds

15 Old North Wharf

$3,800,000

5/22/2026

DOM: 0

8 beds
6.2 beds

4 Shawkemo Hills Lane

$10,000,000

5/20/2026

DOM: 222

22 Washington Avenue

$250,000

5/20/2026

DOM: 0

West of Town
 

74 Madaket Road

$2,875,000

5/20/2026

DOM: 160

4 beds
3.1 beds

85R Orange Street

$3,000,000

5/19/2026

DOM: 247

4 beds
4.0 beds

87 Goldfinch Drive

$2,325,000

5/19/2026

DOM: 3

3 beds
4.1 beds

11 Hydrangea Lane

$4,025,000

5/15/2026

DOM: 18

3 beds
2.1 beds

31 Flintlock Road

$2,595,000

5/11/2026

DOM: 90

11 Sesapana Road

$2,800,000

5/8/2026

DOM: 12

3 beds
3.1 beds

6 Arkansas Avenue

$1,995,000

5/7/2026

DOM: 116

3 beds
4.1 beds

57 Quidnet Road

$6,250,000

5/6/2026

DOM: 16

6 beds
6.2 beds

12 Correia Lane

$9,050,000

5/5/2026

DOM: 267

6 beds
7.1 beds

42 Main Street

$9,195,000

5/4/2026

DOM: 0

 
0.4 beds

17 Old South Road

$4,150,000

5/1/2026

DOM: 59

3 beds
3.1 beds

10B Park Circle

$1,050,000

4 beds
5.1 beds

10 Beach Grass Road

$2,800,000

4/29/2026

DOM: 86

3 beds
2.0 beds

5 Marble Way #2

$854,000

2 beds
2.0 beds
960 sf beds

68 Arkansas Avenue

$695,000

4 beds
2.2 beds

6 Harbor Terrace

$5,250,000

4/21/2026

DOM: 15

6 beds
5.1 beds

10 Doc Ryder Drive

$3,985,000

4/20/2026

DOM: 273

Nautical flags of Nantucket

Questions? Let us reach out to you.

  • Message (Optional)

Or give us a call at (508) 228-2266

A real person will answer the phone Monday-Saturday 9am-5pm, and Sunday 10am-2pm.