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

Rental Listings

Wades Beach Traditional

Wades Beach Traditional

Priced at July ('23 - 23) $21,000; Custom (07/29/23 - 08/12/23) $10,000; Custom (08/19/23 - 09/04/23) $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
Rented

Shelter Island Scandinavian with Pool and Guest House

Priced at July ('23 -23) $35,000 RENTED; August ('23 - 23) $40,000 RENTED    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 June ('23 - 23) $22,000 RENTED; Custom (07/15/23 - 07/29/23) $6,500; August(LD) ('23 - 23) $34,100 RENTED; Custom (09/02/23 - 09/13/23) $4,000; Weekly (09/21/23 - 09/30/23) $3,500; Weekly (10/01/23 - 04/30/24) $2,625; Custom (10/01/23 - 04/30/24) $10,000    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 ('23 - 23) $27,000 RENTED; August(LD) ('23 -23, w/o LD $27k) $33,000    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

Sun-Filled Shelter Island Charming Cottage Close to Beach

Sun-Filled Shelter Island Charming Cottage Close to Beach

Priced at Custom (05/26/23 - 07/31/23) $28,000; Custom (05/26/23 - 06/30/23) $14,000; June ('23 - 23) $12,000; July ('23 - 23) $14,000; August ('23 - 23) $14,000 RENTED; September (09/05/23 - 09/30/23) $12,000; Custom (09/05/23 - 09/10/23) $2,000    Beds: 4    Baths: 3    Sq. Feet: 2400

Rental Registration #2022-L-0111. This sun filled one level cottage is located within a stone's  ... Property Details

Shelter Island Renovated Cottage near Beach
Rented

Shelter Island Renovated Cottage near Beach

Priced at Custom (08/03/23 - 09/30/23) $12,000 RENTED; October ('23 - 23) $7,000 RENTED; November ('23 - 23) $6,000 RENTED    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

Cozy 2 Bedroom Cottage

Cozy 2 Bedroom Cottage

Priced at August ('23 - 23) $35,000 RENTED; Winter (11/01/23 - 03/31/24) $4,000    Beds: 2    Baths: 1    Sq. Feet: 1248

Rental Registration #2022-L-0011. This sun-filled cedar shingled cottage on a quiet lane, and within  ... Property Details

5 Bedroom Colonial with Infinity Pool and Waterfront Beach

5 Bedroom Colonial with Infinity Pool and Waterfront Beach

Priced at Custom (06/15/23 - 06/22/23) $6,000; Custom (08/18/23 - 09/04/23) $32,000; September (09/01/23 - 09/17/23) $11,000; Custom (09/18/23 - 09/30/23) $12,000 RENTED; October ('23 - 23) $18,000 RENTED; November ('23 - 23) $15,000; December ('23 - 23) $15,000    Beds: 5    Baths: 6.5    Sq. Feet: 5670

Rental Registration #2023-V-0002. This charming 5 bedroom, 6 bath colonial has an open floor plan  ... Property Details

Shelter Island Hidden Gem with Pool

Shelter Island Hidden Gem with Pool

Priced at August(LD) ('23 - 23, w/o LD $27k) $30,000    Beds: 4    Baths: 3    Sq. Feet: 1542

Rental Registration #2022-L-0013. 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 (06/26/23 - 07/28/23) $42,500    Beds: 3    Baths: 2    Sq. Feet: 1543

Rental Registration #2023-L-0069. New to the rental market! This Shelter Island retreat with an  ... Property Details

Shelter Island Harborfront Farmhouse

Shelter Island Harborfront Farmhouse

Priced at June ('23 - 23) $15,000; July ('23 - 23) $30,000 RENTED; August(LD) ('23 - 23) $35,000 RENTED; Weekly (09/05/23 - 09/30/23) $5,500; Custom (09/05/23 - 09/30/23) $16,500; Custom (09/07/23 - 09/21/23) $9,000    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 ('23 - 23) $15,000; July ('23 - 23) $28,000; August(LD) ('23 - 23) $32,000    Beds: 4    Baths: 2    Sq. Feet: 2007

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

Shelter Island Serenity with Farm Views and Saltwater Pool

Shelter Island Serenity with Farm Views and Saltwater Pool

Priced at July ('23 - 23) $29,000    Beds: 3    Baths: 2    Sq. Feet: 1639

Rental Registration #2023-L-0016. Bordering Westmoreland Farm, this spacious traditional with privet  ... Property Details

Sunny Shelter Island Cape Cod

Sunny Shelter Island Cape Cod

Priced at Custom (05/19/23 - 06/21/23) $14,153; July ('23 - 23) $15,000 RENTED; Weekly (08/07/23 - 09/04/23) $5,000; Custom (08/07/23 - 09/05/23) $25,833    Beds: 5    Baths: 2    Sq. Feet: 1779

Rental Registration #2023-L-0032. This pristine five bedroom Cape Cod was recently renovated and is  ... Property Details

Modernist Waterfront with Pool near Shelter Island Heights

Modernist Waterfront with Pool near Shelter Island Heights

Priced at July ('23 - 23) $50,000    Beds: 3    Baths: 3.5    Sq. Feet: 1536

Rental Registration #2021-L-28. Tucked away on a gravel road, just outside Shelter Island Heights,  ... Property Details

Shelter Island Artist’s Stylish Retreat

Shelter Island Artist’s Stylish Retreat

Priced at Two Weeks (08/18/23 - 08/31/23) $10,000    Beds: 2    Baths: 2.5    Sq. Feet: 1922

Rental Registration #2021-00-03. Located a stone's throw from Wades Beach and sited off the road in  ... Property Details

Shelter Island Mid Century Modern with Pool

Shelter Island Mid Century Modern with Pool

Priced at September ('23 - 23) $16,000; Winter (09/01/23 - 05/31/24) $4,200; October ('23 - 23) $16,000    Beds: 3    Baths: 2.5    Sq. Feet: 1634

Rental Registration# 21-1-64.This sleek mid century modern on shy acre is located a few doors from a  ... Property Details

Shelter Island Retreat with Pool Close to Beach

Shelter Island Retreat with Pool Close to Beach

Priced at July ('23 - 23) $27,000; August(LD) ('23 - 23, w/o LD $30k) $35,000    Beds: 3    Baths: 2    Sq. Feet: 1456

Rental Registration# 2023-L-0027. Located within close proximity to sandy beach with sunsets galore  ... Property Details

Bayview Contemporary Shelter Island

Bayview Contemporary Shelter Island

Priced at Custom (06/01/23 - 06/12/23) $7,800; Custom (06/13/23 - 06/23/23) $9,000 RENTED; Two Weeks (07/01/23 - 07/14/23) $11,000 RENTED; July (07/18/23 - 07/31/23) $11,500; August(LD) ('23 - 23) $24,000; Two Weeks (08/01/23 - 09/06/23) $13,000    Beds: 4    Baths: 3    Sq. Feet: 2600

Rental Registration #2022-V-0017. This sunny Contemporary with slices of water views has loads of  ... Property Details

Iconic Shelter Island Heights Waterview Victorian

Iconic Shelter Island Heights Waterview Victorian

Priced at Custom (07/18/23 - 07/30/23) $12,000; August(LD) ('23 - 23, w/o LD $34k) $36,000 RENTED; Custom (09/04/23 - 09/30/23) $26,000    Beds: 5    Baths: 3.5    Sq. Feet: 2596

Rental Registration #2022-S-0002. Since the turn of the century, this Victorian has greeted visitors  ... 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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