Shutters & Sails: Fishers Island Real Estate

Shutters & Sails: Fishers Island Real Estate Boutique Real Estate Brokerage Firm located on Fishers Island, NY. Licensed in New York and Connecticut Thinking of Buying or Selling? Interested in Rentals?

Shutters & Sails provides a full complement of real estate brokerage and consulting services. Shutters & Sails is staffed to handle both sides of a real estate transaction with designated agents to represent the best interests of the buyer and seller. With full disclosure and informed consent in writing, the principals and broker who represent both parties as a dual agent may designate a sales agent to represent the buyer and another sales agent to represent the seller to negotiate the purchase and sale of real estate. Shutters & Sails handles residential leasing and luxury vacation rentals. Whether you’re looking to rent a house as landlord or tenant, we’re happy to help and staffed to take care of the property management.

It’s Friday! You know what that means…COFFEE CLUB! Please join us @ Shutters & Sails from 9am to noon TODAY for espresso...
09/04/2026

It’s Friday! You know what that means…COFFEE CLUB! Please join us @ Shutters & Sails from 9am to noon TODAY for espresso & pastries. Come on down!

An end-of-summer evening, the Fishers Island way. 🦪🥂Join us Monday, August 31 from 5:00–6:30 PM for wine, freshly shucke...
08/28/2026

An end-of-summer evening, the Fishers Island way. 🦪🥂

Join us Monday, August 31 from 5:00–6:30 PM for wine, freshly shucked oysters, and a chance to gather with friends, clients, and neighbors at the Shutters & Sails office.

We’d love to celebrate the close of another beautiful island summer with you.

📍 643 Equestrian Avenue, Fishers Island

Our office has welcomed some pretty special guests this summer… 🐶🕊️
08/06/2026

Our office has welcomed some pretty special guests this summer… 🐶🕊️

Please join us TODAY (or even right now) at Shutters & Sails for pastries and coffee! We have a great selection of crois...
07/31/2026

Please join us TODAY (or even right now) at Shutters & Sails for pastries and coffee! We have a great selection of croissants and scones this morning. If not today, please stop by next week on Tuesday or Friday for more pastries and espresso. Hoping to see you!



07/29/2026

Rain for the next couple of days...apparently summer took the rest of the week off.

📍Fishers Island, New York





07/15/2026

Come explore some FINY beaches! 🌊🐚🦪🦞

Coffee Club at Shutters & Sails starting today! A standing invitation to begin the morning with coffee, pastries, and th...
06/19/2026

Coffee Club at Shutters & Sails starting today!

A standing invitation to begin the morning with coffee, pastries, and thoughtful conversation in good company.

Join us Tuesdays and Fridays from 9 am to 12 pm at Shutters & Sails.

We look forward to welcoming you.

Another piece of Fishers history! Here’s a brochure for the Mansion House and Cottages. So much has changed and so much ...
03/08/2026

Another piece of Fishers history! Here’s a brochure for the Mansion House and Cottages. So much has changed and so much still remains the same.

Courtesy of the Henry L. Ferguson Museum archives.

OCEANHILL, FISHERS ISLAND, NY3 BED | 2 BATH | SLEEPS 6CALL FOR 2026 PRICING & AVAILABILITY | WEST ENDTucked at the end o...
02/23/2026

OCEANHILL, FISHERS ISLAND, NY
3 BED | 2 BATH | SLEEPS 6
CALL FOR 2026 PRICING & AVAILABILITY | WEST END

Tucked at the end of a private drive and surrounded by lush grounds, Oceanhill is a peaceful West End retreat with views toward Isabella Beach. This light-filled, single-level home offers three bedrooms, two baths, and an open living space designed for easy summer living.

Large picture windows and skylights bring the outdoors in, while hardwood floors, two working fireplaces, and a well-equipped kitchen create a warm, inviting atmosphere. Enjoy quiet mornings in the enclosed sunroom, afternoons on the wraparound deck with outdoor kitchen, and evenings unwinding in the whirlpool bath tub.

Walk to Isabella Beach, bike the nearby East End path, or simply relax in your own private island sanctuary.
Two-week minimum.

📞 Contact Shutters & Sails to reserve your 2026 dates. Availability is limited.

HILL COTTAGE, FISHERS ISLAND, NY5 BED | 2 BATH | SLEEPS 9CALL FOR 2026 PRICING & AVAILABILITY | WEST END Nestled in the ...
02/19/2026

HILL COTTAGE, FISHERS ISLAND, NY
5 BED | 2 BATH | SLEEPS 9

CALL FOR 2026 PRICING & AVAILABILITY | WEST END

Nestled in the heart of the West End’s North Hill neighborhood, Hill Cottage is the definition of classic island charm. Just a short walk to town, the grocery store, Dock Beach, and even Topper’s for evening ice cream, this five-bedroom retreat makes island living effortless for families of all ages.

The main cottage offers four comfortable bedrooms, inviting living and dining spaces, a fully equipped kitchen, and thoughtful touches like a laundry room and outdoor shower—perfect after long beach days. A separate garage apartment adds extra privacy with its own queen bedroom and full bath, ideal for guests or extended family.

Spend your mornings beachcombing at South Beach, afternoons surfcasting at Race Point, and evenings strolling through the West End with the kids. With space to gather and a location that truly can’t be beat, Hill Cottage is your easygoing summer escape.

Two-week minimum.

📞 Contact Shutters & Sails to reserve your 2026 dates. Availability is limited.

Address

643 Equestrian Avenue, PO Box 625
Fishers Island, NY
06390

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