Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
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Home > Rentals > Page 4

Rental Listings

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

Shelter Island Cottage Close Proximity to Sandy Beach

Shelter Island Cottage Close Proximity to Sandy Beach

Priced at June ('23 - 23) $7,000; July ('23 - 23) $11,500    Beds: 3    Baths: 1.5    Sq. Feet: 1935

Rental Registration #2022-L-0061. New to the rental market! This well maintained, sunny cottage 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

Charming Cottage Close Proximity to Beach

Charming Cottage Close Proximity to Beach

Priced at June ('23 - 23) $7,500 RENTED; July ('23 - 23) $17,000; August(LD) ('23 - 23) $22,000    Beds: 3    Baths: 2    Sq. Feet: 1472

Rental Registration #2021-L-24. If you enjoy a quiet cottage on a country lane within close  ... 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 RENTED; August(LD) ('23 - 23, w/o LD $9,900) $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

Shelter Island Heights Contemporary

Shelter Island Heights Contemporary

Priced at June ('23 - 23) $10,000; July ('23 - 23) $15,000 RENTED; August(LD) ('23 - 23) $19,000    Beds: 3    Baths: 2    Sq. Feet: 1584

Rental Registration #2023-L-0011. Located a stone's throw from Shelter Island Country Club, Crescent  ... Property Details

Stunning Shelter Island Traditional with Pool

Stunning Shelter Island Traditional with Pool

Priced at Two Weeks (06/01/23 - 06/30/23) $40,000 RENTED; Two Weeks (07/01/23 - 07/14/23) $35,000; Custom (08/12/23 - 09/04/23) $57,500    Beds: 7    Baths: 6.5    Sq. Feet: 5643

Rental Registration #'s 2021-S-15 / 022-2017. First offering! This stunning traditional located a  ... Property Details

Modern Shelter Island Waterfront with Dock

Modern Shelter Island Waterfront with Dock

Priced at July ('23 - 23) $40,000; Custom (07/07/23 - 07/23/23) $22,000; Custom (08/04/23 - 08/18/23) $20,000    Beds: 4    Baths: 3    Sq. Feet: 2638

Rental Registration #2022-L-0037. This sun-filled, sleek architect's home on the water with sunset  ... Property Details

Shelter Island Water View with Pool

Shelter Island Water View with Pool

Priced at March ('23 - 23) $5,000; May (05/01/23 - 05/21/23) $10,000; Custom (09/06/23 - 09/30/23) $12,000    Beds: 4    Baths: 2    Sq. Feet: 1932

Rental Registration #2023-L-0006. Located a stone's throw from sandy beach just across the street,  ... Property Details

Immaculate Country Cottage

Immaculate Country Cottage

Priced at June ('23 - 23) $15,000; July ('23 - 23) $28,000; Custom (08/01/23 - 08/31/23) $32,000    Beds: 3    Baths: 2    Sq. Feet: 2500

Rental Registration #19H-0005. Under the shade of a canopy of trees down a country lane, a sweet  ... Property Details

Shelter Island Pristine Traditional with Pool

Shelter Island Pristine Traditional with Pool

Priced at June ('23 - 23) $22,000; July ('23 - 23) $32,000 RENTED; August(LD) ('23 - 23) $35,000    Beds: 4    Baths: 3    Sq. Feet: 3194

Rental Registration #2022-V-0011. This recently built traditional is located on one acre within  ... Property Details

Southerly Shelter Island Waterfront

Southerly Shelter Island Waterfront

Priced at Custom (05/29/23 - 06/30/23) $18,000; June ('23 - 23) $15,000; July ('23 - 23) $30,000; August(LD) ('23 - 23, w/o LD $32k) $35,000    Beds: 4    Baths: 2    Sq. Feet: 2100

Rental Registration #20-L-0048. Pristine and sunny contemporary with lush southerly views, open  ... Property Details

Sunny Shelter Island Beach House with Dock

Sunny Shelter Island Beach House with Dock

Priced at July ('23 - 23) $35,000; August(LD) ('23 - 23) $40,000    Beds: 3    Baths: 2    Sq. Feet: 2287

Rental Registration #2022-L-0059. Located on the south side of Shelter Island, this immaculate beach  ... Property Details

Cheery Farmhouse with Pool Close to Beach

Cheery Farmhouse with Pool Close to Beach

Priced at Custom (05/26/23 - 06/30/23) $10,000; Two Weeks (06/01/23 - 06/30/23) $6,000; June ('23 - 23) $8,000; Two Weeks (07/01/23 - 07/31/23) $10,000    Beds: 4    Baths: 1.5    Sq. Feet: 1790

Rental Registration #2022-L-0018. Located within close proximity to Sunset Beach, Heights, ferry,  ... Property Details

Fabulous Shelter Island Modern with Pool

Fabulous Shelter Island Modern with Pool

Priced at MD-LD ('23 - 23) $70,000; June ('23 - 23) $16,500; Two Weeks (06/01/23 - 06/30/23) $8,500; July ('23 - 23) $27,000; July/August(LD) ('23 - 23) $56,000; Two Weeks (07/01/23 - 07/31/23) $14,500; August(LD) ('23 - 23, w/o LD $27k) $37,000; Two Weeks (08/01/23 - 08/31/23) $14,500; September ('23 - 23) $15,000; Two Weeks (09/01/23 - 09/30/23) $8,000    Beds: 3    Baths: 3    Sq. Feet: 1338

Rental Registration #2022-L-0052. Located within close proximity to marina, this sleek modernist,  ... Property Details

Shelter Island Hidden Waterfront Traditional

Shelter Island Hidden Waterfront Traditional

Priced at MD-LD ('23 - 23) $99,000; June/July ('23 - 23) $59,000; July ('23 - 23) $32,000; August(LD) ('23 - 23, w/o LD $35k) $40,000    Beds: 3    Baths: 2.5    Sq. Feet: 2300

Shelter Island Home for Rent Overlooking Fresh Pond Rental Registration #2021-L-83. Tucked on a  ... 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

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