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

Rental Listings

Shelter Island Contemporary with Pool and Association Beach

Shelter Island Contemporary with Pool and Association Beach

Priced at Custom (05/27/22 - 06/22/22) $15,000; July ('22 - 22) $24,000; August(LD) ('22 - 22) $27,000; Custom (09/06/22 - 09/15/22) $9,000; Custom (09/19/22 - 09/30/22) $9,000    Beds: 4    Baths: 2    Sq. Feet: 1604

Rental Registration #2021-L-114. New to the market! Completely refreshed in Spring of 2022, this  ... Property Details

Mid Century Modern Shelter Island

Mid Century Modern Shelter Island

Priced at July ('22 - 22) $12,000; Short Term (07/01/22 - 07/31/22) $6,000    Beds: 4    Baths: 2    Sq. Feet: 1344

Rental Registration #2021-L-96. This clean mid century modern cottage is located a short distance  ... Property Details

Shelter Island Wades Beach Farmhouse with Pool

Shelter Island Wades Beach Farmhouse with Pool

Priced at August(LD) ('22 - 22) $45,000    Beds: 4    Baths: 3    Sq. Feet: 2325

Rental Registration #20-L-0146. Located on a quiet lane, just a short distance from Wades Beach in  ... Property Details

Wades Beach Traditional

Wades Beach Traditional

Priced at Custom (07/30/22 - 08/14/22) $9,500; Custom (08/20/22 - 09/05/22) $12,000    Beds: 3    Baths: 2    Sq. Feet: 1345

Rental Registration #2022-L-0032. Located on a shy acre within a stone's throw of Wades Beach, this  ... Property Details

Shelter Island Scandinavian with Pool and Guest House

Shelter Island Scandinavian with Pool and Guest House

Priced at August ('22 - 22) $45,000    Beds: 5    Baths: 4    Sq. Feet: 3600

Rental Registration #2022-L-0045. Located within close proximity to popular Sunset Beach, golf,  ... Property Details

Shelter Island Quintessential Beach House

Shelter Island Quintessential Beach House

Priced at July ('22 - 22) $30,030; Winter (11/01/22 - 03/15/23) $12,000    Beds: 4    Baths: 2    Sq. Feet: 2406

Rental Registration #2022-L-0040. This distinctive beach house is what summer on Shelter Island is  ... Property Details

Chic Shelter Island Barn with Pool and Day Dock

Chic Shelter Island Barn with Pool and Day Dock

Priced at July ('22 - 22) $35,000; August ('22 - 22) $40,000    Beds: 3    Baths: 2    Sq. Feet: 1560

Rental Registration #2021-L-85. This chic barn-style house is located off a quiet lane and is ready  ... Property Details

Spacious Traditional with Pool on Shelter Island

Spacious Traditional with Pool on Shelter Island

Priced at Custom (06/16/22 - 06/30/22) $10,000; July ('22 - 22) $45,000    Beds: 4    Baths: 3.5    Sq. Feet: 5353

Rental Registration #2021-L-116. This spacious traditional sits on one acre and has over 5300sf of  ... Property Details

Shelter Island Mid Century Modern Bay View with Dock Access

Shelter Island Mid Century Modern Bay View with Dock Access

Priced at August (LD) ('22 - 22, w/o LD $21k) $25,000    Beds: 3    Baths: 2    Sq. Feet: 1728

Rental Registration #2022-L-0010. Sited on one acre, tucked on a slight hill overlooking West Neck  ... Property Details

Shelter Island Zen Modern with Pool close to Beach

Shelter Island Zen Modern with Pool close to Beach

Priced at July ('22 - 22) $27,000; July/August(LD) ('22 - 22) $57,000; August(LD) ('22 - 22, w/o LD $29k) $30,000    Beds: 3    Baths: 2    Sq. Feet: 1390

Rental Registration #2022-L-003. Located on a quiet lane on a shy acre, near sandy beaches and boat  ... Property Details

Sun-Filled Shelter Island Charming Cottage Close to Beach

Sun-Filled Shelter Island Charming Cottage Close to Beach

Priced at June ('22 - 22) $12,000; August(LD) ('22 - 22, w/o LD $14k) $16,000 RENTED; September ('22 - 22) $12,000    Beds: 4    Baths: 3    Sq. Feet: 2400

Rental Registration #20L-0062. This sun filled one level cottage is located within a stone's throw  ... Property Details

Shelter Island Renovated Cottage near Beach

Shelter Island Renovated Cottage near Beach

Priced at Custom (08/03/23 - 09/30/23) $12,000; October ('23 - 23) $7,000; November ('23 - 23) $6,000    Beds: 3    Baths: 2    Sq. Feet: 1636

Rental Registration #2021-L-112. This clean and sweet cottage has recently been renovated and is  ... Property Details

Shelter Island Tasteful Traditional with Pool

Shelter Island Tasteful Traditional with Pool

Priced at August ('22 - 22) $40,000    Beds: 4    Baths: 4.5    Sq. Feet: 4000

Rental Registration #2021-L-71. Located at the end of a quiet lane on 1.8 +/- acres, this spacious  ... Property Details

5 Bedroom Colonial with Infinity Pool and Waterfront Beach

5 Bedroom Colonial with Infinity Pool and Waterfront Beach

Priced at May ('22 - 22) $18,000; Custom (08/16/22 - 09/06/22) $36,000; Custom (09/08/22 - 09/30/22) $30,000; October ('22 - 22) $25,000; November ('22 - 22) $15,000; December ('22 - 22) $15,000; January ('23 - 23) $10,000; February ('23 - 23) $10,000; March ('23 - 23) $10,000; April ('23 - 23) $12,000    Beds: 5    Baths: 6.5    Sq. Feet: 5670

Rental Registration #2021-L-88. This charming 5 bedroom, 6 bath colonial has an open floor plan that  ... Property Details

Shelter Island Hidden Gem with Pool
Rented

Shelter Island Hidden Gem with Pool

Priced at August ('22 - 22) $27,000 RENTED    Beds: 4    Baths: 3    Sq. Feet: 1542

Rental Registration #20-L-0020. This modern 4 Bedroom, 3 bathroom hidden gem with pool features an  ... Property Details

Shelter Island Resort Style Retreat with Pool near Beach

Shelter Island Resort Style Retreat with Pool near Beach

Priced at Custom (06/01/22 - 06/16/22) $18,500; Custom (07/18/22 - 07/31/22) $22,500; Custom (07/18/22 - 07/29/22) $18,000; Custom (08/07/22 - 09/06/22) $45,000    Beds: 3    Baths: 2    Sq. Feet: 1543

Rental Registration #2021-L-68. New to the rental market! This Shelter Island retreat with an  ... Property Details

Shelter Island Quiet Contemporary with Pool

Shelter Island Quiet Contemporary with Pool

Priced at Weekly (06/01/22 - 06/30/22) $7,000; Weekly (07/01/22 - 07/12/22) $13,750 RENTED; Custom (07/25/22 - 07/31/22) $8,000 RENTED; Weekly (08/01/22 - 08/15/22) $8,500 RENTED; Custom (09/06/22 - 09/16/22) $9,000; Custom (09/19/22 - 09/30/22) $9,000    Beds: 4    Baths: 3    Sq. Feet: 1900

Rental Registration #2021-L-72. Located within close proximity to Wades Beach on Shelter Island,  ... Property Details

Shelter Island Beach Cottage with Pool

Shelter Island Beach Cottage with Pool

Priced at Two Weeks (07/01/22 - 07/31/22) $14,000; July ('22 - 22) $25,000    Beds: 3    Baths: 2.5    Sq. Feet: 2050

Rental Registration #2021-L-49. This three bedroom, two and one half bath home is located in the  ... Property Details

Shelter Island Harborfront Farmhouse

Shelter Island Harborfront Farmhouse

Priced at June ('22 - 22) $15,000; July ('22 - 22) $30,000 RENTED; August(LD) ('22 - 22) $35,000 RENTED; Weekly (09/06/22 - 09/30/22) $5,500; September (09/06/22 - 09/30/22) $16,500    Beds: 3    Baths: 1 Full, 1 Half    Sq. Feet: 1536

Rental Registration #2121-L-54. This classic Shelter Island harborfront farmhouse was built in 1900  ... Property Details

Shelter Island Heights Charming Waterview Farmhouse

Shelter Island Heights Charming Waterview Farmhouse

Priced at June ('22 - 22) $15,000; July ('22 - 22) $28,000; August(LD) ('22 - 22) $32,500; Custom (08/15/22 - 09/05/22) $22,500    Beds: 4    Baths: 2    Sq. Feet: 2007

Rental Registration #2021-L-55. New to the rental market! This Shelter Island Heights farmhouse,  ... 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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