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

Rental Listings

Stunning Shelter Island Traditional with Pool

Stunning Shelter Island Traditional with Pool

Priced at August(LD) ('20 - 20) $56,000; Two Weeks (08/02/20 - 08/16/20) $24,000; Two Weeks (08/16/20 - 09/07/20) $32,000    Beds: 7    Baths: 6.5    Sq. Feet: 5643

Rental Registration #'s 022-2017 / 195-0010. First offering! This stunning traditional located a  ... Property Details

Summer Beach Cottage on Shelter Island

Summer Beach Cottage on Shelter Island

Priced at MD-LD (05/22/20 - 09/07/20) $18,000; July/August(LD) ('20 - 20) $13,000; Two Weeks (07/01/20 - 09/07/20) $3,500    Beds: 2    Baths: 1    Sq. Feet: 700

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

Shelter Island Spacious Traditional near Beach

Shelter Island Spacious Traditional near Beach

Priced at MD-LD ('20 - 20) $32,000; June ('20 - 20) $7,000; July ('20 - 20) $13,000; July/August(LD) ('20 - 20) $26,000; August(LD) ('20 - 20) $15,000; Two Weeks (08/25/20 - 12/31/20) $8,000    Beds: 4    Baths: 2.5    Sq. Feet: 2682

Spacious Shelter Island Rental Rental Registration #19 S-0003. Located a stone's throw from wide  ... Property Details

Shelter Island Water View with Pool

Shelter Island Water View with Pool

Priced at June ('20 - 20) $13,000; July ('20 - 20) $20,000; August(LD) ('20 - 20) $22,000    Beds: 4    Baths: 2    Sq. Feet: 1932

Rental Registration #19L-0001. Located a stone's throw from sandy beach just across the street, this  ... Property Details

Immaculate Country Cottage

Immaculate Country Cottage

Priced at MD-LD ('20 - 20) $30,000; June ('20 - 20) $4,000; July ('20 - 20) $15,000; August(LD) ('20 - 20) $20,000; Two Weeks (08/01/20 - 08/14/20) $12,000    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

Shelter Island Pristine Traditional

Priced at June ('20 - 20) $15,000; July ('20 - 20) $24,000; August(LD) ('20 - 20, $25k w/o LD) $29,000    Beds: 4    Baths: 3    Sq. Feet: 3194

Rental Registration #19S-0018. This recently built traditional is new to the rental market. Located  ... Property Details

Fabulous Shelter Island Waterview with Pool

Fabulous Shelter Island Waterview with Pool

Priced at MD-LD ('20 - 20) $65,000; June ('20 - 20) $15,000; July ('20 - 20) $20,000; August(LD) ('20 - 20) $30,000    Beds: 3    Baths: 2.5    Sq. Feet: 1832

Rental Registration #19L-0054. Located just a stone's throw from wide sandy beaches, this  ... Property Details

Shelter Island Traditional with Pool

Shelter Island Traditional with Pool

Priced at June ('20 - 20) $10,000; July ('20 - 20) $18,000; August(LD) ('20 - 20 w/o LD $22k) $24,000    Beds: 4    Baths: 3.5    Sq. Feet: 2200

Rental Registration #19L-0044. A spacious open layout offers living room with fireplace, chef's  ... Property Details

Scenic Shelter Island Soundfront with Pool

Scenic Shelter Island Soundfront with Pool

Priced at June ('20 - 20) $25,000; July ('20 - 20) $48,000; August(LD) ('20 - 20) $55,000    Beds: 5    Baths: 4.5    Sq. Feet: 3452

Rental Registration #19L-0019. A gracious Nantucket-style compound occupying 1.10 +/- acres directly  ... Property Details

Historic Shelter Island Within Close Proximity to Sandy Beach

Historic Shelter Island Within Close Proximity to Sandy Beach

Priced at MD-LD (05/24/20 - 09/07/20) $28,000; July ('20 - 20) $11,000; August(LD) ('20 - 20) $13,000    Beds: 4    Baths: 3    Sq. Feet: 1820

Century-Old Brick Barn Rental Rental Registration #19-002. This wonderful turn of the century brick  ... Property Details

Shelter Island Hidden Waterfront Traditional

Shelter Island Hidden Waterfront Traditional

Priced at June ('20 - 20) $24,000; July ('20 - 20) $28,000; August(LD) ('20 - 20) $38,000; July/August ('20 - 20) $52,000; Weekly: June ('20 - 20) $6,500; July ('20 - 20) $7,500; August ('20 - 20) $8,000    Beds: 3    Baths: 2.5    Sq. Feet: 2300

Shelter Island Home for Rent Overlooking Fresh Pond Rental Registration #19L-0012. Tucked on a hill  ... Property Details

Shelter Island Farmhouse Close Proximity to Beach

Shelter Island Farmhouse Close Proximity to Beach

Priced at MD-LD ('20 - 20) $25,000; June ('20 - 20) $6,000; July ('20 - 20) $9,000; August(LD) ('20 - 20) $12,000    Beds: 4    Baths: 2    Sq. Feet: 1400

Rental Registration #19W-0002. This cheery, sun filled farmhouse, part of a seven acre estate and  ... Property Details

Summer Fun on Shelter Island with Pool and Tennis

Summer Fun on Shelter Island with Pool and Tennis

Priced at Two Weeks: July (07/01/20 - 09/25/20) $12,000; August(LD) (08/01/20 - 09/07/20) $12,000; Custom (08/01/20 - 09/07/20) $12,000    Beds: 4    Baths: 3    Sq. Feet: 2196

Shelter Island Rental with Pool and Tennis Rental Registration #19L-0023. This spacious home,  ... Property Details

Shelter Island Heights Spacious Water View with Pool

Shelter Island Heights Spacious Water View with Pool

Priced at MD-LD ('20 - 20) $115,000; June ('20 - 20) $20,000; July ('20 - 20) $40,000; August(LD) ('20 - 20, w/o LD $40k) $50,000; Extended Season (09/07/20 - 10/31/20) $20,000    Beds: 5    Baths: 4    Sq. Feet: 2900

Rental Registration #19S-0024. This sensational Shelter Island Heights Contemporary has some of the  ... Property Details

Charming Shelter Island Heights Cottage

Charming Shelter Island Heights Cottage

Priced at June ('20 - 20) $10,000; July ('20 - 20) $15,000; August(LD) ('20 - 20) $20,000; Extended Season ('09/07/20 - 09/30/20) $12,500    Beds: 4    Baths: 2    Sq. Feet: 1424

Charming Cottage Near Ferry, Shops & Dining Rental Registration #19S-0014. This charming 1940's  ... Property Details

Turn Of The Century Shelter Island Waterfront

Turn Of The Century Shelter Island Waterfront

Priced at June ('20 - 20) $15,000; July ('20 - 20) $23,000; August(LD) ('20 - 20) $25,000; Extended Season (09/08/20 - 09/30/20) $15,000    Beds: 4    Baths: 2    Sq. Feet: 2500

Rental Registration #19L-0083. Located on the harbor, this classic turn-of-the-century Farmhouse was  ... Property Details

Stunning Shelter Island Water View with Pool and Tennis

Stunning Shelter Island Water View with Pool and Tennis

Priced at Weekly: June ('20 - 20) $8,000; July(LD) ('20 - 20) $14,000    Beds: 5    Baths: 5.5    Sq. Feet: 4300

Rental Registration #19W-0012. This gracious traditional is conveniently located just outside the  ... Property Details

Clean East Hampton Contemporary with Pool and Tennis

Clean East Hampton Contemporary with Pool and Tennis

Priced at July ('20 - 20) $18,000; August(LD) ('20 - 20) $22,000    Beds: 4    Baths: 2    Sq. Feet: 1850

Rental Registration #18-1414. Located approximately 1.5 +/- miles from town on .75 +/- acres  ... Property Details

Shelter Island Creekfront with Dock and Pool

Shelter Island Creekfront with Dock and Pool

Priced at MD-LD ('20 - 20) $62,500; June ('20 - 20) $19,500; July ('20 - 20) $24,800; July/August(LD) ('20 - 20) $55,400    Beds: 4    Baths: 3    Sq. Feet: 3000

Rental Registration 19L-0002. This four-bedroom, three-bath waterfront Traditional occupies .75 +/-  ... Property Details

Sailor’s Delight on Shelter Island Menantic Creek

Sailor’s Delight on Shelter Island Menantic Creek

Priced at Winter (10/01/19 - 04/30/20) $1,700    Beds: 2    Baths: 1.5    Sq. Feet: 1100

Rental Registration #19S-0026. This two bedroom, one and one-half bathroom cottage sits directly on  ... Property Details

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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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