Updated 2 Days Ago
Highlights
- Recently renovated
- Pool area
- Private pool area
- Beautifully furnished
Location
4 Glynn Dr, Shelter Island, NY 11964, USA
Tour 4 Glynn Dr
Contact
Douglas Elliman Real Estate
Nearby rentals
Property management
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Amenities for 4 Glynn Dr
Features
| Central Air | Furnished |
Community
| Basement |
Grounds
| Outdoor Space | Swimming Pool |
Other
| Architecture Style: Modern | Seven Rooms |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 4 Glynn Dr
Property Status: Active 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. Office Phone: (631) 353-1043 Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 4 Glynn Dr, Shelter Island, NY 11964, USA compares to other nearby properties.
Positives
- Images available
- There are at least 10 photos of this address
Considerations
- No covered parking
- Garage or covered parking isn't listed as an amenity here
Address details
| Zip code | 11964 |
|---|---|
| Type | House for rent |
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Rent trends in Shelter Island
4-bedroom apartments at 4 Glynn Dr cost about 44% less than the average rent price for 4-bedroom apartments in Shelter Island.
Median rents as of Aug 15 2026.
Shelter Island
| Month | Median Rent |
|---|---|
| March 2025 | $30,000 |
| April 2025 | $30,000 |
| May 2025 | $30,000 |
| June 2025 | $30,000 |
| July 2025 | $30,000 |
| August 2025 | $30,000 |
| September 2025 | $30,000 |
| October 2025 | $30,000 |
| December 2025 | $30,000 |
| January 2026 | $30,000 |
| February 2026 | $30,000 |
| March 2026 | $30,000 |
| April 2026 | $28,750 |
| May 2026 | $21,400 |
| June 2026 | $24,375 |
| July 2026 | $28,437 |
| August 2026 | $21,500 |
Affordability calculator
Can I afford to live at 4 Glynn Dr?
Bedrooms
4+ bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$480,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $480,000 annually to afford this 4-bedrooms monthly rent price of $12,000.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Bath | |||||
|---|---|---|---|---|---|
| 8 years ago | $48,000 | 4 bed | 3 bath | ||
| 8 years ago | $48,000 | 4 bed | 3 bath | ||
| 9 years ago | $10,000 | 4 bed | 2 bath | ||
| 9 years ago | $10,000 | 4 bed | 2 bath | ||
| 9 years ago | $10,000 | 4 bed | 2 bath |
Schools near 4 Glynn Dr
Shelter Island School
33 n ferry rd
shelter island, NY, 11964
PK, K-12Public
B+
Oysterponds Elementary School
23405 main rd
orient, NY, 11957
PK, K-6Public
B
Wainscott School
47 main st
wainscott, NY, 11975
K-3Public
Springs School
48 school st
east hampton, NY, 11937
PK, K-8Public
B
Tuckahoe School
468 magee st
southampton, NY, 11968
PK, K-8Public
B-
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Internet available near 4 Glynn Dr
Neighborhood
Getting around Shelter Island near 4 Glynn Dr
Walking
1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
3/10
This is semi-bikeable, but you’ll need another way of getting around.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 4 Glynn Dr, Shelter Island
Groceries
0/10
Closest supermarket further than a 30-minute walk
Shopping
1/10
Few or no shops within walking distance
Cafes
0/10
Few or no cafés within walking distance
Restaurants
5/10
Some restaurants within a few minutes’ walk
Primary schools
0/10
Closest elementary school further than a 30-minute walk
High schools
0/10
Closest high school further than a 30-minute walk
Nightlife
1/10
Few or no bars within walking distance
Other units at this address
4 Glynn Dr, Shelter Island, NY
4 Glynn Dr Shelter Island, NY
Occupied
4 Beds, 2 Baths
4 Beds
2 Baths
$10,000
High Ceilings • Hardwood Floor
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