Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
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Home > Rentals > Page 2

Rental Listings

Shelter Island Serenity with Farm Views and Saltwater Pool

Shelter Island Serenity with Farm Views and Saltwater Pool

Priced at July ('22 - 22) $33,000    Beds: 3    Baths: 2    Sq. Feet: 1639

Rental Registration #2021-L-22. Bordering Westmoreland Farm, this spacious traditional with privet  ... Property Details

Sunny Shelter Island Cape Cod

Sunny Shelter Island Cape Cod

Priced at Custom (05/27/22 - 06/17/22) $12,000; July ('22 - 22) $15,000 RENTED; Custom (08/21/22 - 09/11/22) $18,000    Beds: 5    Baths: 2    Sq. Feet: 1779

Rental Registration #2021-L-43. This pristine five bedroom Cape Cod was recently renovated and is  ... Property Details

Modernist Waterfront with Pool near Shelter Island Heights

Modernist Waterfront with Pool near Shelter Island Heights

Priced at July ('22 - 22) $50,000; August(LD) ('22 - 22) $55,000 RENTED    Beds: 3    Baths: 3.5    Sq. Feet: 1536

Rental Registration #2021-L-28. Tucked away on a gravel road, just outside Shelter Island Heights,  ... Property Details

Shelter Island Artist’s Stylish Retreat

Shelter Island Artist’s Stylish Retreat

Priced at July ('22 - 22) $18,000; August(LD) ('22 - 22, w/o LD $20k) $21,000    Beds: 2    Baths: 2.5    Sq. Feet: 1922

Rental Registration #2021-00-03. Located a stone's throw from Wades Beach and sited off the road in  ... Property Details

Shelter Island Charming Cape Close to Beach
Rented

Shelter Island Charming Cape Close to Beach

Priced at Winter (10/16/21 - 04/30/22) $2,500 RENTED; MD-LD ('22 - 22) $25,000 RENTED; June ('22 - 22) $7,000 RENTED; July ('22 - 22) $8,000; August(LD) ('22 - 22) $10,000 RENTED    Beds: 2    Baths: 2    Sq. Feet: 1296

Rental Registration #20-L-0140. This charming cape house is within close proximity to beaches, golf,  ... Property Details

Shelter Island Mid Century Modern with Pool
Rented

Shelter Island Mid Century Modern with Pool

Priced at July ('22 - 22) $33,000 RENTED; August(LD) ('22 - 22, w/o LD $33k) $36,000 RENTED; September ('22 - 22) $16,000 RENTED; October ('22 - 22) $16,000 RENTED    Beds: 3    Baths: 2.5    Sq. Feet: 1634

Rental Registration# 20-L-0068.This sleek mid century modern on shy acre is located a few doors from  ... Property Details

Shelter Island Cottage with Pool Close to Beach

Shelter Island Cottage with Pool Close to Beach

Priced at June ('22 - 22) $15,000; July ('22 - 22) $30,000; August(LD) ('22 - 22, w/o LD $33k) $37,000    Beds: 3    Baths: 2    Sq. Feet: 1456

New to the rental market in 2022! Rental Registration# 2021-L-41. New to the rental market in 2022!  ... Property Details

Bayview Contemporary Shelter Island

Bayview Contemporary Shelter Island

Priced at Custom (06/20/22 - 06/27/22) $8,000; July ('22 - 22) $20,000 RENTED; August(LD) ('22 - 22) $24,000 RENTED    Beds: 4    Baths: 3    Sq. Feet: 2600

Rental Registration #19S-0008. This sunny Contemporary with slices of water views has loads of room  ... Property Details

Iconic Shelter Island Heights Waterview Victorian

Iconic Shelter Island Heights Waterview Victorian

Priced at Custom (05/27/22 - 06/30/22) $27,000; Two Weeks (05/27/22 - 06/30/22) $14,850; June ('22 - 22) $25,000; July ('22 - 22) $35,000; Two Weeks (07/01/22 - 07/31/22) $19,250; August(LD) ('22 - 22, w/o LD $38k) $40,000; Two Weeks (08/01/22 - 09/05/22) $22,000; Two Weeks (09/05/22 - 09/30/22) $16,500; September (09/05/22 - 09/30/22) $30,000    Beds: 5    Baths: 3.5    Sq. Feet: 2596

Rental Registration #2022-S-0002. Since the turn of the century, this Victorian has greeted visitors  ... Property Details

Charming and Simple Harborfront with Dock

Charming and Simple Harborfront with Dock

Priced at May ('22 - 22) $10,000; Custom (06/01/22 - 06/15/22) $10,000; Custom (07/18/22 - 08/15/22) $35,000 RENTED    Beds: 4    Baths: 2    Sq. Feet: 2170

Rental Registration #20-L-0104. This straightforward L-shaped cottage on the harbor has a wonderful  ... Property Details

Iconic Shelter Island Heights Waterview Victorian

Iconic Shelter Island Heights Waterview Victorian

Priced at August(LD) ('22 - 22) $40,000    Beds: 5    Baths: 3 Full, 2 Half    Sq. Feet: 2740

Rental Registration #20-L-0095. This completely restored 1890's Shelter Island Victorian is in the  ... Property Details

Shelter Island Cottage with Beach, Dock & Mooring

Shelter Island Cottage with Beach, Dock & Mooring

Priced at MD-LD ('22 - 22) $115,000; July ('22 - 22) $40,000; August(LD) ('22 - 22) $50,000    Beds: 4    Baths: 4    Sq. Feet: 2180

Rental Registration# 20-L-0148. Located on the harbor, this cheery country cottage has wonderful  ... Property Details

Shelter Island Arts and Crafts with Pool

Shelter Island Arts and Crafts with Pool

Priced at May ('22 - 22) $12,000; June ('22 - 22) $15,000; July ('22 - 22) $18,000; August(LD) ('22 - 22) $20,000; September (09/06/22 - 09/30/22) $18,000    Beds: 3    Baths: 2    Sq. Feet: 1791

Rental Registration #20-L-0097 - Step through its gate and experience the enchantment of this  ... Property Details

Shelter Island Spacious Traditional with Pool Close to Beach

Shelter Island Spacious Traditional with Pool Close to Beach

Priced at Custom (07/15/22 - 07/31/22) $22,000; August(LD) ('22 - 22) $45,000; Custom (09/06/22 - 09/30/22) $18,000    Beds: 5    Baths: 3.5    Sq. Feet: 2552

Rental Registration #20-L-0081. Enjoy your summer at this spacious traditional with plenty of room  ... Property Details

Shelter Island Charming Cottage
Rented

Shelter Island Charming Cottage

Priced at August(LD) ('22 - 22) $8,500 RENTED    Beds: 3    Baths: 2    Sq. Feet: 1365

Rental Registration #20-S-0004. Located within close proximity to shops, library, and gym, this  ... Property Details

Glorious Shelter Island Waterview with Pool
Rented

Glorious Shelter Island Waterview with Pool

Priced at July ('22 - 22) $40,000 RENTED; Weekly (08/01/22 - 08/16/22) $15,000 RENTED    Beds: 4    Baths: 3    Sq. Feet: 2337

Rental Registration #19L-0077 This elevated contemporary sited on one acre overlooking the waters  ... Property Details

Shelter Island 1850’s Farmhouse

Shelter Island 1850’s Farmhouse

Priced at July/August(LD) (7/01/22 - 09/05/22) $45,000    Beds: 3    Baths: 2    Sq. Feet: 1534

Rental Registration #19L-0074. Sweet renovated 1850 cedar shingled Farmhouse is known as the ""Belle  ... Property Details

Farmhouse – Shelter Island

Farmhouse – Shelter Island

Priced at July ('22 - 22) $14,000; August (LD) ('22 - 22, w/o LD $16k) $17,500; Short Term (09/06/22 - 12/31/22) $3,000    Beds: 3    Baths: 1.5    Sq. Feet: 1848

Rental Registration #20-L-0036.This three bedroom, one and one half bath home has air conditioning,  ... Property Details

Shelter Island Close Proximity to Everything

Shelter Island Close Proximity to Everything

Priced at September ('22 - 22) $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 July/August(LD) ('22 - 22) $65,000; July ('22 - 22) $30,000; August(LD) ('22 - 22) $35,000    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

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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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