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

Rental Listings

Shelter Island Water View with Pool

Shelter Island Water View with Pool

Priced at January ('21 - 21) $5,000; February ('21 - 21) $5,000; March ('21 - 21) $5,000; April ('21 - 21) $7,000; June ('21 - 21) $14,000; July ('21 - 21) $20,000 RENTED; August(LD) ('21 - 21) $24,500 RENTED; September ('21 - 21) $14,000 RENTED; November ('21 - 21) $5,000; December ('21 - 21) $5,000    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 Winter (01/01/21 - 5/01/21) $3,000; June ('21 - 21) $12,000; Custom (07/01/21 - 07/31/21) $18,000; Two Weeks (08/01/21 - 08/14/21) $12,500; August(LD) ('21 - 21) $25,000; September ('21 - 21) $8,000    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 ('21 - 21) $18,000; July ('21 - 21) $27,500; August(LD) ('21 - 21, $30k w/o LD) $33,000    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 (05/28/21 - 09/06/21) $80,000; June ('21 - 21) $15,000; July ('21 - 21) $30,000; August(LD) ('21 - 21) $40,000    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

Southerly Shelter Island Waterfront

Southerly Shelter Island Waterfront

Priced at Custom (11/15/20 - 03/31/21) $20,500; February ('21 - 21) $4,500; March ('21 - 21) $4,500; April ('21 - 21) $12,500; May ('21 - 21) $15,000; Custom (05/28/21 - 06/30/21) $15,000; July ('21 - 21) $23,000; August(LD) ('21 - 21) $30,000; Custom (09/06/21 - 09/30/21) $15,000    Beds: 4    Baths: 2    Sq. Feet: 2100

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

Shelter Island Traditional with Pool

Shelter Island Traditional with Pool

Priced at MD-LD ('21 - 21) $52,000; June ('21 - 21) $10,000; July ('21 - 21) $18,000; August(LD) ('21 - 21 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

Sunny Shelter Island Beach House with Dock

Sunny Shelter Island Beach House with Dock

Priced at Custom (05/28/21 - 06/30/21) $15,000; July ('21 - 21) $25,000; August(LD) ('21 - 21) $30,000    Beds: 3    Baths: 2    Sq. Feet: 2287

Rental Registration #20-L-0041. Located on the south side of Shelter Island, this immaculate beach  ... Property Details

Scenic Shelter Island Soundfront with Pool

Scenic Shelter Island Soundfront with Pool

Priced at June ('21 - 21) $25,000; July ('21 - 21) $53,000; August(LD) ('21 - 21, w/o LD $60,000) $70,000    Beds: 5    Baths: 4.5    Sq. Feet: 3452

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

Fabulous Shelter Island Modern with Pool

Fabulous Shelter Island Modern with Pool

Priced at MD-LD (05/28/21 - 09/06/21) $60,000; June ('21 - 21) $14,000; July ('21 - 21) $20,000; August(LD) ('21 - 21) $25,000; September ('21 - 21) $20,000    Beds: 3    Baths: 3    Sq. Feet: 1338

Rental Registration #20-L-0102. Located within close proximity to marina, this sleek modernist,  ... Property Details

Shelter Island Hidden Waterfront Traditional

Shelter Island Hidden Waterfront Traditional

Priced at Two Weeks (05/01/21 - 05/31/21) $13,400; Two Weeks (06/01/21 - 06/30/21) $14,000; Two Weeks (07/01/21 - 07/31/21) $16,000; Two Weeks (08/01/21 - 08/31/21) $17,000    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 ('21 - 21) $30,000; June ('21 -21) $6,000; July ('21 - 21) $9,000; August(LD) ('21 - 21, w/o LD $11,000) $12,000; Extended Season (09/07/21 - 09/30/21) $6,000; Short Term (10/01/21 - 10/15/21) $3,000    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 (07/01/21 -09/30/21) $12,600; July ('21 -21) $25,200; August(LD) ('21 - 21) $26,250    Beds: 4    Baths: 3    Sq. Feet: 2196

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

Turn Of The Century Shelter Island Waterfront

Turn Of The Century Shelter Island Waterfront

Priced at June ('21 - 21) $15,000; July ('21 - 21) $23,000; August(LD) ('21 - 21) $25,000    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

Shelter Island Traditional with Pool and Dock Access

Shelter Island Traditional with Pool and Dock Access

Priced at MD-LD (05/28/21 - 09/06/21) $60,000    Beds: 5    Baths: 3.5    Sq. Feet: 2830

Rental Registration #20L-0019. This spacious and sunny Traditional is located on a quiet hilltop and  ... Property Details

Shelter Island Ram Island Beachfront with Pool

Shelter Island Ram Island Beachfront with Pool

Priced at June ('21 - 21) $25,000; July ('21 - 21) $40,000; August ('21 - 21) $45,000; September ('21 - 21) $25,000    Beds: 4    Baths: 2    Sq. Feet: 1500

Rented for Summer 2020, available off season. Winter rate shown is per month rate. Rental  ... Property Details

Clean East Hampton Contemporary with Pool and Tennis

Clean East Hampton Contemporary with Pool and Tennis

Priced at July ('21 - 21) $18,000; August(LD) ('21 - 21) $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 June ('21 - 21) $18,000; July ('21 - 21) $27,900; July/August(LD) ('21 - 21) $60,900; August(LD) ('21- 21, w/o LD $27,900) $33,000; September ('21 - 21) $21,000    Beds: 4    Baths: 3    Sq. Feet: 3000

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

Simple Shelter Island with Beach and Mooring

Simple Shelter Island with Beach and Mooring

Priced at June ('21 - 21) $6,000; July ('21 - 21) $7,000; Custom (08/01/21 - 08/31/21) $10,000; Custom (08/01/21 - 09/06/21) $12,000    Beds: 3    Baths: 3    Sq. Feet: 1608

Rental Registration #20-L-0131. This straightforward three bedroom, two bath Ranch is set on a quiet  ... Property Details

Sleek Shelter Island with Pool, Preserve and Water Rights

Sleek Shelter Island with Pool, Preserve and Water Rights

Priced at Two Weeks (05/01/21 - 05/31/21) $13,400; Two Weeks (06/01/21 - 06/22/21) $14,400; Custom (06/23/21 - 09/06/21) $35,500    Beds: 3    Baths: 4    Sq. Feet: 2000

Charming Cottage with Menantic Creek Access Rental Registration #19L-0011. This fresh and inviting  ... Property Details

Shelter Island Water View Close Proximity to Beach

Shelter Island Water View Close Proximity to Beach

Priced at July ('21 - 21) $13,000; July/August(LD) ('21 - 21) $26,000; August(LD) ('21 - 21) $16,000    Beds: 3    Baths: 2    Sq. Feet: 2067

Rental Registration #19L-0047. Three bedroom, two bath Ranch with a screened-in backyard porch and 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

Contact Penelope

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