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

Rental Listings

Shelter Island Sleek and Chic Waterfront
Rented

Shelter Island Sleek and Chic Waterfront

Priced at MD-LD ('21 - 21) $100,000 RENTED    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 Bay Front

Stunning Bay Front

Priced at July ('21 - 21) $100,000; August(LD) ('21 - 21) $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
Rented

Shelter Island Sleek with Pool

Priced at May ('21 - 21) $9,000 RENTED; June ('21 - 21) $9,000 RENTED; July ('21 - 21) $20,000 RENTED; July/August(LD) (07/01/21 - 09/06/21) $45,000 RENTED; August(LD) ('21 - 21) $22,000 RENTED    Beds: 3    Baths: 3    Sq. Feet: 1300

Rental Registration #20-L-0032. 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 Winter (01/01/21 - 04/30/21) $6,000; MD-LD ('21 - 21) $75,000; June ('21 - 21) $20,000; July ('21 - 21) $25,000; August(LD) ('21 - 21) $35,000; December ('21 - 21) $6,000    Beds: 3    Baths: 2    Sq. Feet: 1080

Rental Registration #20L-0055. This fresh and chic beach cottage promises a fun summer on the dunes.  ... Property Details

Shelter Island Sweet Traditional with Pool

Shelter Island Sweet Traditional with Pool

Priced at January ('21 - 21) $9,000; February ('21 - 21) $9,000; March ('21 - 21) $9,000; April ('21 - 21) $9,000; May ('21 - 21) $9,000; June ('21 - 21) $18,000; July ('21 - 21) $28,000; August(LD) ('21 - 21, w/o LD $32,000) $36,000    Beds: 4    Baths: 3.5    Sq. Feet: 2004

Rental Registration #20-L-0001. This traditional with four-bedrooms, three and one-half bathrooms  ... Property Details

Shelter Island Blufftop with Sandy Beach

Shelter Island Blufftop with Sandy Beach

Priced at MD-LD (05/01/21 - 09/06/21) $60,000; June ('21 - 21) $20,000; July ('21 - 21) $20,000; August(LD) ('21 - 21) $25,000    Beds: 3    Baths: 2    Sq. Feet: 1262

Rental Registration #19L-0013. 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 Year Round (09/08/20 - 09/08/21) $52,000 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

Waterfront Contemporary with Pool on Shelter Island

Waterfront Contemporary with Pool on Shelter Island

Priced at MD-LD ('21 - 21) $110,000; June ('21 - 21) $25,000; June/July ('21 - 21) $75,000; July ('21 - 21) $45,000; August(LD) ('21 - 21) $45,000    Beds: 4    Baths: 3.5    Sq. Feet: 3500

Shelter Island Home for Rent Rental Registration #19L-0018. Phenomenal views of Gardiner's Bay  ... Property Details

Classic and Chic on Shelter Island

Classic and Chic on Shelter Island

Priced at Winter (01/01/21 - 04/30/21) $32,000    Beds: 4    Baths: 3    Sq. Feet: 2618

Rental Registration #20L-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 ('21 - 21) $18,000; July ('21 - 21) $25,000 RENTED; August ('21 - 21) $26,000 RENTED; Custom (09/07/21 - 09/30/21) $10,000    Beds: 4    Baths: 4    Sq. Feet: 3280

Rental Registration #19L-0106. 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 July ('21 - 21) $23,000; August(LD) ('21 - 21, w/o LD $35k) $38,000    Beds: 4    Baths: 4    Sq. Feet: 2424

Rental Registration #20-L-0129. Located a half block from sandy beach, this deer free property has  ... Property Details

Shelter Island Sunset Cottage

Shelter Island Sunset Cottage

Priced at Two Weeks (06/01/21 - 07/31/21) $10,875; June ('21 - 21) $14,250; Custom (06/01/21 - 09/06/21) $41,500; July (07/01/21 - 07/31/21) $17,000; July/August (07/01/21 - 09/06/21) $32,250; August(LD) (08/01/21 - 09/06/21) $19,500    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

Shelter Island Traditional with Deep Water Dock

Priced at August(LD) ('21 - 21) $25,000    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 July ('21 - 21) $7,000; August(LD) ('21 - 21) $10,000    Beds: 3    Baths: 1.5    Sq. Feet: 1935

Rental Registration #19L-0105. 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 June (05/28/21 - 06/30/21) $20,000; July ('21 - 21) $25,000; August(LD) ('21 - 21) $35,000    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

Shelter Island Pristine Waterfront Compound with Pool and Dock

Priced at Two Weeks (01/02/21 - 05/27/21) $22,500; Custom (05/28/21 - 06/30/21) $82,500; July ('21 - 21) $96,000; August(LD) ('21 - 21) $111,500; Weekly (12/10/21 - 01/01/22 $10,800    Beds: 5    Baths: 5    Sq. Feet: 3000

Rental Registraton #19L-0058. 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 ('21 -21) $7,000; Two Weeks (07/01/21 - 07/14/21) $4,000; Custom (08/15/21 - 09/06/21) $4,500; Custom (09/01/21 - 09/30/21) $6,500; Winter (10/01/21 - 10/31/21) $5,000    Beds: 2    Baths: 2    Sq. Feet: 892

Rental Registration #19L-0045. A delightful two-bedroom, two-bath cottage in Shelter Island's  ... Property Details

Shelter Island Heights Contemporary

Shelter Island Heights Contemporary

Priced at June ('21 - 21) $8,000; July ('21 - 21) $13,000; Two Weeks (08/01/21 - 09/06/21) $18,000    Beds: 3    Baths: 2    Sq. Feet: 1584

Rental Registration #19L-0114. Located a stone's throw from Shelter Island Country Club, Crescent  ... Property Details

Shelter Island Spacious Traditional with Pool

Shelter Island Spacious Traditional with Pool

Priced at Custom (05/24/21 - 05/31/21) $15,000; Weekly (06/01/21 - 06/26/21) $10,000; Custom (06/01/21 - 06/26/21) $35,000; Weekly (08/07/21 - 09/06/21) $15,000; Cabana: Two Weeks (08/01/21 - 09/06/21) $30,000    Beds: 7    Baths: 6.5    Sq. Feet: 5643

Rental Registration #'s 022-2017 / 19S-0010. First offering! This stunning traditional located a  ... Property Details

Summer Beach Cottage on Shelter Island

Summer Beach Cottage on Shelter Island

Priced at January (01/15/21 - 01/31/21) $1,500; February ('21 - 21) $3,000; March ('21 - 21) $3,000; April ('21 - 21) $3,000; July/August(LD) ('21 - 21) $20,000; Two Weeks (07/01/21 - 09/06/21) $5,000; July ('21 - 21) $11,000    Beds: 2    Baths: 1    Sq. Feet: 700

Shelter Island Summer Beach Cottage for Rent Rental Registration #19L-0029. Located within close  ... 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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