Mary Alice Ruppert
Licensed Associate Real Estate Broker, Career and Business Development Leader
REALTOR®, ABR, AHWD, C2EX, CRB, ePro, GRI, SFR, SRES
BEDS4
BATHS3 full
SQUARE FEET2,604
MLS#975096
STATUSActive
PROPERTY TYPERental - Single Family
SCHOOLShelter Island
Property Description
This Shelter Island home is the kind of summer rental people wait all year to find-turnkey, stylish, and effortlessly comfortable. Recently renovated and designer-furnished, the home is ready for immediate enjoyment. Bright, sun-filled interiors and multiple inviting living spaces create an easy flow for summer living, whether it's slow mornings with coffee, afternoons by the pool, or relaxed evenings entertaining friends and family. The backyard and pool area offer a private, resort-like setting that makes it easy to settle in and stay awhile. Shelter Island delivers a unique Hamptons experience-more peaceful and private, yet still deeply connected to the water and surrounding towns. Boating is a central part of life here, with quick access to Peconic and Gardiners Bay for day trips, sunset cruises, and dock-and-dine outings. The restaurant scene adds to the appeal, with favorites like Sunset Beach for a lively, waterfront atmosphere, along with SALT and the Rams Head Inn for classic coastal dining. Sag Harbor is just a short trip away, offering even more restaurants, shops, and marinas. For summer renters, homes like this-fully updated, beautifully furnished, and ready to go-are in especially high demand. This is a seamless, elevated way to experience Shelter Island and the Hamptons at their best.
Property Features
Property Type: Rental - Single Family
Basement: Unfinished
Basement: Yes
Cooling: Central Air
Garage: 1
Heating: Other
Home Style: Post Modern
Lot Size: 0.50 Acres
Year Built: 1999
Amenities
First Floor Full Bath
Feature Descriptions
Appliances: Other
Building Area Total: 3037
Days on Site: 4
Exterior: Other
GarageY/N: Yes
On Market Date: 2026-03-23
Parcel Number: 0700-017-00-01-00-098-000
Parking Features: Driveway
Pets Allowed: Call
Rental Term: Monthly
Rooms Total: 7
Sewer: None
Utilities: See Remarks
Water: Other
Local Schools
High School: Shelter Island School
Middle School: Shelter Island School
Elementary School: Shelter Island School
School District: Shelter Island
Listed By / Shown By
Listing By
Agency Name: Douglas Elliman Real Estate
Agency Contact: 631-668-6565
Shown By
Agent Name: Mary Alice Ruppert
Agent Phone: Cell: (631) 424-4639
Agency Title: Howard Hanna | Coach Realtors
Mary Alice Ruppert
Office: (631) 581-7979 ext. 102
Cell: (631) 424-4639
Fax: (631) 581-3080
Voice Mail: (631) 581-7979
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4 Glynn Drive | MLS# 975096
This property located at 4 Glynn Drive , Shelter Island, NY 11964 is currently listed for rent with an asking price of $30,000 / Monthly. Glynn Drive is located within the Shelter Island school district. Search Shelter Island real estate on mruppert.coachrealtors.com today.