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

Rental Listings

Charming and Simple Harborfront with Dock

Charming and Simple Harborfront with Dock

Priced at Custom (07/15/23 - 08/15/23) $35,000; Custom (09/18/23 - 09/30/23) $10,000; October ('23 - 23) $20,000    Beds: 4    Baths: 2    Sq. Feet: 2170

Rental Registration #2023-L-0009. This straightforward L-shaped cottage on the harbor has a  ... Property Details

Iconic Shelter Island Heights Waterview Victorian

Iconic Shelter Island Heights Waterview Victorian

Priced at June ('23 - 23) $25,000; August(LD) ('23 - 23, w/o LD $36k) $38,000    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 Custom (05/26/23 - 07/31/23) $80,000; Custom (05/26/23 - 08/06/23) $85,000; June ('23 - 23) $40,000; July ('23 - 23) $45,000    Beds: 4    Baths: 4    Sq. Feet: 2180

Rental Registration# 2022-L-0112. Located on the harbor, this cheery country cottage has wonderful  ... Property Details

Shelter Island Spacious Traditional with Pool Close to Beach

Shelter Island Spacious Traditional with Pool Close to Beach

Priced at Custom (07/14/23 - 07/22/23) $9,300; Custom (08/19/23 - 08/28/23) $12,000; Custom (08/19/23 - 08/26/23) $9,300; Two Weeks (09/05/23 - 09/30/23) $10,000    Beds: 5    Baths: 3.5    Sq. Feet: 2552

Rental Registration #2022-L-0048. Enjoy your summer at this spacious traditional with plenty of room  ... Property Details

Montclair Colony Shelter Island

Montclair Colony Shelter Island

Priced at June ('23 - 23) $5,000; July ('23 - 23) $8,000; August(LD) ('23 - 23) $9,000    Beds: 3    Baths: 2    Sq. Feet: 1200

Rental Registration #2023-L-0083. Located in Montclair Colony is this charming cottage with three  ... Property Details

Newly renovated 1911 Plantation Style Home

Newly renovated 1911 Plantation Style Home

Priced at June ('23 - 23) $35,000; July ('23 - 23) $50,000; August(LD) ('23 - 23) $65,000    Beds: 6    Baths: 4.5    Sq. Feet: 2790

Rental Registration #2023-L-0005. This newly renovated 1911 plantation style home combines old world  ... Property Details

Glorious Shelter Island Waterview with Pool

Glorious Shelter Island Waterview with Pool

Priced at June (06/01/23 - 06/28/23) $33,000; Custom (07/05/23 - 07/31/23) $45,000; August(LD) ('23 - 23) $60,000 RENTED; Custom (09/05/23 - 09/30/23) $25,000    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 Spacious Traditional with Pool

Shelter Island Spacious Traditional with Pool

Priced at June ('23 - 23) $45,000; July ('23 - 23) $55,000; August ('23 - 23) $65,000; October ('23 - 23) $15,000; November ('23 - 23) $15,000; December ('23 - 23) $15,000    Beds: 5    Baths: 5.5    Sq. Feet: 3868

Rental Registration #2023-L-0003. With views to a 12 +/- acre preserve directly across the street  ... Property Details

Shelter Island Close Proximity to Everything

Shelter Island Close Proximity to Everything

Priced at June ('23 - 23) $8,000; July ('23 - 23) $12,000; August ('23 - 23) $15,000; September ('23 - 23) $9,500    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 Two Weeks (07/01/23 - 07/14/23) $15,000    Beds: 3    Baths: 2    Sq. Feet: 1424

Rental Registration #2023-L-0001. Enjoy your summer stay at this pristine Shelter Island 3 bedroom,  ... Property Details

Shelter Island Waterfront with Deepwater Dock and Pool

Shelter Island Waterfront with Deepwater Dock and Pool

Priced at Custom (08/01/23 - 09/04/23) $50,000; September (09/05/23 - 09/30/23) $30,000; October ('23 - 23) $22,000    Beds: 6    Baths: 4.5    Sq. Feet: 3157

Rental Registration# 2023-L-0057. This classic 1860's waterfront home evokes the grand estates  ... Property Details

Enchanting Shelter Island Heights Union Chapel

Enchanting Shelter Island Heights Union Chapel

Priced at Custom (08/20/23 - 09/04/23) $14,000; September ('23 - 23) $8,000; October ('23 - 23) $6,000    Beds: 3    Baths: 1.5    Sq. Feet: 1194

Rental Registration #19L-0003. The homes around Union Chapel in the Heights are always in demand for  ... 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

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 #2023-L-0022. Simply put, Shelter Island still remains an undiscovered paradise  ... Property Details

Shelter Island Sleek with Pool

Shelter Island Sleek with Pool

Priced at 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: 3    Baths: 3    Sq. Feet: 1300

Rental Registration #2022-L-0074. Located within close proximity to sandy beach, this recently  ... Property Details

Wades Beach Chic Cottage on the Dunes

Wades Beach Chic Cottage on the Dunes

Priced at June ('23 - 23) $20,000 RENTED; July ('23 - 23) $35,000; August(LD) ('23 - 23, w/o LD $35k) $39,000    Beds: 3    Baths: 2    Sq. Feet: 1080

Rental Registration #2022-L-0067. This fresh and chic beach cottage promises a fun summer on the  ... Property Details

Shelter Island Tranquil Creekfront Farmhouse with Pool

Shelter Island Tranquil Creekfront Farmhouse with Pool

Priced at 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 August(LD) ('23 - 23, w/o LD $38k) $42,000; Two Weeks (08/01/23 - 08/31/23) $20,000    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 August(LD) ('23 - 23) $30,000    Beds: 3    Baths: 2    Sq. Feet: 1262

Rental Registration #2023-L-0002. This long time favorite is in one of the most dramatic spots on  ... 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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