Shelter Island

Located near Long Island’s eastern end, Shelter Island is a small, charming community that prides itself on being a secluded, remote haven, far away from the hustle and bustle of modern life. Being a purposefully quiet town, it deliberately lacks some of the amenities most people expect, such as movie theatres and nightclubs, and you most likely won’t find any large chains here. The town doesn’t even have residential mail delivery. All residents instead have post office boxes. The town prides itself on its quaint, isolated charm, which continues to attract families every year. 

TIMELESS IN SAG HARBOR VILLAGE
3 BR 3 bath
2000 sq ft
House
Summer Rental
$35,000 July 1st thru Labor Day
$19,000 August 1st to Labor Day
$3,300 Winter (monthly Sept - May)
SAG HARBOR (NOYAC)  WATERFRONT -NEW CONSTRUCTION
3 BR 4 bath
1800 sq ft
House
Summer Rental
$30,000 August 1st to Labor Day
CHARMING FARMHOUSE WITH POOL
3 BR 1.5 bath
1800 sq ft
House
Summer Rental
$5,000 June 1-30th
$10,000 July 1-31st
$12,000 August 1st to Labor Day
IDYLLIC SHELTER ISLAND - NEAR WADES BEACH
3 BR 2.5 bath
1880 sq ft
House
Summer Rental
$15,000 July 1-31st
$15,000 August 1st to Labor Day
SHELTER ISLAND 3 BEDROOM RENOVATED FARMHOUSE
3 BR 2 bath
1346 sq ft
House
Summer Rental
$12,000 July 1-31st
$15,000 August 1st to Labor Day
INVITING ISLAND RETREAT
3 BR 2 bath
1500 sq ft
House
Summer Rental
$14,000 July 1-31st
$14,000 August 1st to Labor Day
SHELTER ISLAND HEIGHTS CHARMING 4 BEDROOM CAPE
4 BR 2 bath
1424 sq ft
House
Summer Rental
$12,000 June 1-30th
$5,000 Short term
STYLISH 4 BEDROOM WITH POOL
4 BR 3 bath
3000 sq ft
House
Summer Rental
$20,000 June 1-30th
$20,000 July 1-31st
$50,000 July 1st thru Labor Day
$30,000 August 1st to Labor Day
$7,000 Short term
SERENE SHELTER ISLAND FARMHOUSE WITH POOL
2 BR 2 bath
2400 sq ft
House
Summer Rental
$6,000 June 1-30th
$8,000 July 1-31st
$18,000 July 1st thru Labor Day
$10,000 August 1st to Labor Day
SPACIOUS BRIDGEHAMPTON FIVE BEDROOMS
5 BR 2.5 bath
2900 sq ft
House
Summer Rental
$20,000 July 1-31st
$25,000 August 1st to Labor Day
$12,000 Short term
SHELTER ISLAND DERING HAROBOR 6 BED VICTORIAN BEAUTY WITH POOL
6 BR 4 bath
2753 sq ft
House
Summer Rental
$18,000 June 1-30th
$40,000 June-July
$25,000 July 1-31st
SHELTER ISLAND BEACH COTTAGE ON PECONIC BAY
4 BR 2 bath
2065 sq ft
House
Summer Rental
$20,000 June 1-30th
$35,000 August 1st to Labor Day
SHELTER ISLAND MODERN WATERFRONT ON WADES BEACH
3 BR 4 bath
2000 sq ft
House
Summer Rental
$20,000 June 1-30th
$40,000 July 1-31st
$110,000 Memorial Day to Labor Day
$50,000 August 1st to Labor Day
SHELTER ISLAND CLASSIC HEIGHTS VICTORIAN
5 BR 3.5 bath
2750 sq ft
House
Summer Rental
$15,000 June 1-30th
$25,000 July 1-31st
$52,000 July 1st thru Labor Day
$76,000 Memorial Day to Labor Day
$30,000 August 1st to Labor Day
DERING HARBOR 5 BEDROOM WATERFRONT - EPITOME OF STYLE
5 BR 3.5 bath
3928 sq ft
House
Summer Rental
$45,000 August 1st to Labor Day
SHELTER ISLAND 3 BEDROOM BORDERING PRESERVE
3 BR 4 bath
1555 sq ft
House
Summer Rental
$14,000 June 1-30th
$23,000 July 1-31st
$48,000 July 1st thru Labor Day
$29,000 August 1st to Labor Day
$6,000 Short term
SHELTER ISLAND TREASURE WITH VIEWS OF GOLF COURSE
3 BR 2.5 bath
2130 sq ft
House
Summer Rental
$14,000 July 1-31st
$18,000 August 1st to Labor Day
SHELTER ISLAND PARK LIKE ESTATE -6 BED MAIN AND CARRIAGE HOMES
6 BR 5 bath
5500 sq ft
House
Summer Rental
$40,000 June 1-30th
$50,000 July 1-31st
$110,000 July 1st thru Labor Day
$150,000 Memorial Day to Labor Day
$55,000 August 1st to Labor Day
No photo available
4 BR 2.5 bath
2268 sq ft
House
Summer Rental
$10,000 July 1-31st
$20,000 July 1st thru Labor Day
$25,000 Memorial Day to Labor Day
$14,000 August 1st to Labor Day
19 found