Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
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Home > Rentals > Page 3

Rental Listings

Shelter Island Close Proximity to Everything

Shelter Island Close Proximity to Everything

Priced at MD-LD ('23 - 23) $34,000; July ('23 - 23) $12,000; August(LD) ('23 - 23) $15,000; September ('23 - 23) $11,000    Beds: 3    Baths: 1    Sq. Feet: 1600

Rental Registration# 19L-2133. This fresh and updated upside down modern on .75 acre is located  ... Property Details

Shelter Island Beach House with Pool

Shelter Island Beach House with Pool

Priced at MD-LD (05/29/23 - 09/04/23) $67,000; June ('23 - 23) $15,000; July/August(LD) (07/01/23 - 09/04/23) $55,000; July ('23 - 23) $25,000; August(LD) ('23 - 23) $30,000;    Beds: 3    Baths: 2    Sq. Feet: 1424

Rental Registration #2021-L-20. Enjoy your summer stay at this pristine Shelter Island 3 bedroom, 2  ... Property Details

Shelter Island Sleek and Chic Waterfront

Shelter Island Sleek and Chic Waterfront

Priced at June/July (05/26/23 - 07/31/23) $90,000; June (05/26/23 - 06/30/23) $40,000    Beds: 4    Baths: 2.5    Sq. Feet: 3091

Rental Registration #19L-0052. This resort-style waterfront modern offers everything you could hope  ... Property Details

Quaint Shelter Island Cottage

Quaint Shelter Island Cottage

Priced at June ('23 - 23) $20,000; July ('23 - 23) $35,000; August ('23 - 23) $39,000    Beds: 3    Baths: 2    Sq. Feet: 2173

Rental Registration #2022-L-0050. This beautiful and unique home on 3 + acres offers a very private  ... Property Details

Stunning Shelter Island Bay Front with Dock and Pool

Stunning Shelter Island Bay Front with Dock and Pool

Priced at June ('23 - 23) $90,000; July ('23 - 23) $100,000; August(LD) ('23 - 23, w/o LD $115k) $130,000    Beds: 5    Baths: 6    Sq. Feet: 6500

Rental Registration #20L-0138. Simply put, Shelter Island still remains an undiscovered paradise  ... Property Details

Shelter Island Sleek with Pool

Shelter Island Sleek with Pool

Priced at May ('23 - 23) $15,000; June ('23 - 23) $15,000; July ('23 - 23) $35,000; July/August(LD) (07/01/23 - 09/04/23) $70,000; August(LD) ('23 - 23) $35,000    Beds: 2    Baths: 3    Sq. Feet: 1300

Rental Registration #20-L-0032. Located within close proximity to sandy beach, this recently  ... Property Details

Shelter Island Tranquil Creekfront Farmhouse with Pool

Shelter Island Tranquil Creekfront Farmhouse with Pool

Priced at June ('23 - 23) $14,000; July ('23 - 23) $30,000    Beds: 5    Baths: 4.5    Sq. Feet: 2850

Rental Registration #2021-L-48. Located within close proximity to ferry, restaurants and marina,  ... Property Details

Shelter Island Sweet Traditional with Pool

Shelter Island Sweet Traditional with Pool

Priced at April ('23 - 23) $6,500; May ('23 - 23) $17,000; June ('23 - 23) $24,000; Custom (07/01/23 - 07/31/23) $38,000; Custom (07/15/23 - 07/29/23) $19,000; August(LD) ('23 - 23) $42,000    Beds: 4    Baths: 3.5    Sq. Feet: 2004

Rental Registration #2022-L-0004. This traditional with four-bedrooms, three and one-half bathrooms  ... Property Details

Shelter Island Waterfront with Pool

Shelter Island Waterfront with Pool

Priced at July ('23 - 23) $35,000; August(LD) ('23 - 23) $37,000    Beds: 3    Baths: 4    Sq. Feet: 3160

Rental Registration #0012. Some of the most spectacular sunsets can be enjoyed from this spacious  ... Property Details

Shelter Island Blufftop with Sandy Beach

Shelter Island Blufftop with Sandy Beach

Priced at Custom (05/26/23 - 09/04/23) $50,000; June ('23 - 23) $15,000; July ('23 - 23) $18,500; July/August(LD) ('23 - 23) $35,000; August(LD) ('23 - 23) $22,500    Beds: 3    Baths: 2    Sq. Feet: 1262

Rental Registration #2021-L-02. This long time favorite is in one of the most dramatic spots on Ram  ... Property Details

Shelter Island Close Proximity to Beach
Rented

Shelter Island Close Proximity to Beach

Priced at MD-LD ('23 - 23) $50,000 RENTED; June ('23 - 23) $10,000 RENTED; July ('23 - 23) $17,000 RENTED; August ('23 - 23) $23,000 RENTED    Beds: 4    Baths: 2    Sq. Feet: 1457

Rental Registration #20-L-0002. This fresh Silver Beach cottage, located within close proximity to  ... Property Details

Pristine Shelter Island Bay View with Dock Access

Pristine Shelter Island Bay View with Dock Access

Priced at July ('23 - 23) $28,000; August(LD) ('23 - 23, w/o LD $30k) $35,000    Beds: 3    Baths: 2    Sq. Feet: 1608

Rental Registration #2021-L-91. This recently renovated ranch has a sunny living room, kitchen with  ... Property Details

Classic and Chic on Shelter Island

Classic and Chic on Shelter Island

Priced at Extended Season (10/01/22 - 04/30/23) $3,500; Custom (05/15/23 - 10/18/23) $74,000    Beds: 4    Baths: 3    Sq. Feet: 2618

Rental Registration #20-L-0122. Stylish and spacious, with an interesting mix of old world  ... Property Details

Shelter Island Modern Close to Beach

Shelter Island Modern Close to Beach

Priced at June ('23 - 23) $17,000; July ('23 - 23) $30,000; August(LD) ('23 - 23, w/o LD $30k) $35,000 RENTED    Beds: 4    Baths: 4    Sq. Feet: 3280

Rental Registration #2021-L-98. Within close proximity to a wide sandy bay beach, this pristine four  ... Property Details

Lush and Lovely Shelter Island with Pool

Lush and Lovely Shelter Island with Pool

Priced at August(LD) ('23 - 23, w/o LD $35k) $38,000    Beds: 4    Baths: 4    Sq. Feet: 2424

Rental Registration #2022-L-0084. Located a half block from sandy beach, this deer free property has  ... Property Details

Shelter Island 180-Degree Water Views of Crescent, Sunset Beach

Shelter Island 180-Degree Water Views of Crescent, Sunset Beach

Priced at Custom (06/01/23 - 09/04/23) $58,750; July/August(LD) ('23 - 23) $42,500    Beds: 4    Baths: 1.5    Sq. Feet: 1456

Rental Registration #20-L-0004. This delightful water view cottage is a stone's throw from Sunset  ... Property Details

Shelter Island Traditional with Deep Water Dock
Rented

Shelter Island Traditional with Deep Water Dock

Priced at MD-LD ('23 - 23) $82,500 RENTED; June ('23 - 23) $15,000 RENTED; July ('23 - 23) $30,000 RENTED; August(LD) ('23 - 23) $31,500 RENTED    Beds: 3    Baths: 3    Sq. Feet: 2200

Shelter Island, NY Vacation Rental Rental Registration #19S-0012. This sun filled traditional is  ... Property Details

Hilltop Traditional with Pool Close Proximity to Beach

Hilltop Traditional with Pool Close Proximity to Beach

Priced at March ('23 - 23) $5,000; April ('23 - 23) $5,000; June (05/26/23 - 06/30/23) $22,000; July ('23 - 23) $25,000; August(LD) ('23 - 23) $28,000; September ('23 - 23) $15,000    Beds: 3    Baths: 2    Sq. Feet: 2962

Rental Registration #20-L-0086. Located within close proximity to Sunset Beach, ferry and golf, this  ... Property Details

Shelter Island Pristine Waterfront Compound with Pool and Dock
Rented

Shelter Island Pristine Waterfront Compound with Pool and Dock

Priced at MD-LD ('23 - 23) $284,000 RENTED; June ('23 - 23) $83,000 RENTED; July ('23 - 23) $96,000 RENTED; August ('23 - 23) $106,000 RENTED    Beds: 5    Baths: 5    Sq. Feet: 3000

Rental Registraton #2021-L-96. In one of the most pristine natural settings on Shelter Island,  ... Property Details

Quaint and Convenient Shelter Island

Quaint and Convenient Shelter Island

Priced at June ('23 - 23) $7,700; July ('23 - 23) $8,800; August(LD) ('23 - 23) $11,550    Beds: 2    Baths: 2    Sq. Feet: 892

Rental Registration #2023-L-0007. A delightful two-bedroom, two-bath cottage in Shelter Island's  ... Property Details

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Penelope Moore

Penelope Moore

Since 1998, Penelope has been the driving force and leader in the Shelter Island real estate market, and is the go-to real estate broker for discerning buyers and sellers. She has experienced record-breaking sales in multiple categories over successive years, and her success has been distinguished not just by benchmark sales, but by volume in all categories.

Meet Penelope

Penelope Moore, Licensed Associate Real Estate Broker

9 Grand Avenue, PO Box 100
Shelter Island Heights, NY 11965-0100

(631) 749-5801
(917) 208-5519 Mobile

Contact Penelope

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