Shutters & Sails: Fishers Island Real Estate

Name: Shutters & Sails: Fishers Island Real Estate
Address: 643 Equestrian Avenue, PO Box 625, Fishers Island, NY, 06390, US
Telephone: +16317887921
Price range: $$

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United States
Fishers Island, NY
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 age

nt 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.

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.

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.

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.

01/15/2026

PRICE REDUCTION | $375,000

Rare opportunity on Fishers Island! This .17 acre lot is located on the west end, just minutes from the village market and west harbor. A prime setting to bring your island vision to life!

Call Chris Finan at (631) 804-6394 for details or to arrange a private viewing!

01/02/2026

Cheers to new beginnings, fresh perspectives, and another year by the water. Wishing you a happy, healthy New Year from all of us at Shutters & Sails. 🥂

12/30/2025

A Fishers Island brochure circa 1910, promoting the Mansion House and Cottages, back when the island was reached by steamer and summer life revolved around sailing, bathing beaches, and long walks along quiet roads. You’ll find highlights of harbor views, housekeeping cottages, electric light, and rates starting at $4 a day!

Courtesy of the Henry L. Ferguson Museum.

12/25/2025

Warm holiday wishes to our clients, partners, and community. We appreciate you and look forward to continuing our work together in the new year!

11/27/2025

Happy turkey day from us to you!

11/26/2025

BROOKS POINT LAND, FISHERS ISLAND, NY | 5.06 ACRES

LISTED BY LAURIE FINAN | (860) 803-2963

Located just past Middle Farms Pond at the intersection of East End and Brooks Point Road, this 5.06-acre parcel offers one of the highest and most peaceful settings on Fishers Island. With native plantings, adjacent land trust acreage, and multiple building sites, it’s the perfect opportunity to create your private island retreat. Site plan and perc tests completed, with easy access to utilities and East End Road.

📍 Call Laurie to schedule your showing today.

11/20/2025

A glimpse into Fishers Island history: this 1896 pamphlet for the Mononotto Inn promised ocean views from every room, steamer service to the island, and—believe it or not—“No Mosquitoes, No Flies, No Malaria” as key attractions.

From sailing on Little Hay Harbor to ballroom dancing and telegraph lines newly connected to the mainland, Fishers Island has always had its own charm.

Pamphlet courtesy of the Henry L. Ferguson Museum.

11/15/2025

OYSTER BARN, FISHERS ISLAND, NY

5 BED | 3.5 BATH | SLEEPS 10

CALL FOR 2026 PRICING & AVAILABILITY | EAST END | 2.5 ACRES

Tucked away on Fishers Island’s exclusive East End, Oyster Barn offers a peaceful retreat with privacy, space, and stunning views. This custom-built 5-bedroom, 3.5-bath rental sits on 2.5 acres and features an open floor plan, hardwood floors, and a cupola with breathtaking 360° island and sunset views. The spacious layout includes a fully equipped kitchen, multiple living areas, central air, and a private master suite with balcony. Surrounded by trees, stone walls, and gardens—this is nature-filled island living at its best.

📞 Call now to book your 2026 stay. Availability is limited.

Address

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

Telephone

+16317887921

Website

http://www.shuttersandsails.com/

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