40 Association Road

Wainscott, NY 11975

Seasonal Pricing
See Terms Below
5,000 Sq. Ft.
/ Sq. Ft.
Sq. Ft.
per Sq. Ft.

Property Details for 40 Association Road

MLS #102462
Year Built1879
Compass TypeSingle Family
MLS TypeRental / Single Family
Lot Size2.81 AC
Available Date-
Rental Incentives-
Rental Registry-
CountySuffolk County

Listing Agent

Contact Agent(s)


Rental Registration #: 16-2421 Perched high on a dune overlooking the Atlantic Ocean and Georgica Pond, Kilkare is an iconic 3-story Victorian beachfront "cottage" set on 2.81 lush acres in the ultra-private, highly sought-after Georgica Association neighborhood of Wainscott. Built in 1879 by shipbuilders from Connecticut, this storied Hamptons oasis boasts 5,000 sq ft of beautifully-finished, classically-inspired living space with 7 bedrooms, 7.5 baths, 9 fireplaces, modern amenities and elegant... detailing. Fabulous wide porches and outdoor areas provide sweeping views of the ocean and picturesque landscapes. Entertaining is seamless, whether hosting in the grand and gracious main living/dining spaces or out by the wonderful heated swimming pool, surrounded by a stone wall built by Irish masons. Solitude is always yours with a superb oceanfront location just steps to the quiet sandy beach, and in the peaceful Zen garden with a yoga platform.Only two owners have called the prized Kilkare home: Jonathan Edwards, a preacher and theologian, and Eleanora and Michael Kennedy, who purchased the property in 1976 and meticulously restored it, vowing to bring a sense of the present to an old family residence without disturbing its original qualities. To beautify the property, a grove of cherry trees was shipped from New Hampshire to Sag Harbor, and then to Wainscott by horse-drawn carriage! Soon after moving in, the Kennedys honored Kilkare's centennial with a Victorian cotillion, and have continued to cherish the lifestyle.Featured in numerous photo publications, Kilkare's alluring interior graced by lovely earth tones blends 1970s modernism with ancient mythology. A distinct nautical feel is evident in the Victorian stairwell that leads to a ship's knee, and built-in bench on the landing where ladies had tea watching the sailboats glide by on Georgica Pond. Each generously-sized room has its own ceiling design, created from strips of cherry wood in unique geometric patterns. Anglo-Indian furnishings, white walls, sand and hemp fabrics afford a very organic aura. Sunlight floods every room through oversized windows, showcasing views galore of the ocean and Georgica Pond. Sliding carved cherry pocket doors, pumpkin pine floors, extensive built-ins, a country kitchen & large serving pantry enhance the ambience.The location is superb and secure, with a guarded entry gate and single road in and out. Amenities include tennis, sailing, baseball and a clubhouse in this active community that offers many events, from picnics and BBQs to sailing races & sports tournaments..

Rental Terms

Memorial Day through Labor Day
August to Labor Day
July to Labor Day


Water AccessHeated PoolFormal Dining RoomEat-in KitchenHardwood FloorsOcean FrontFull Basement


Listing Agents

  1. James Petrie

    Listing Agent


  2. Charles Forsman

    Alternative Listing Agent


Building Information for 40 Association Road

Stories3Year Built1879Building Size-Lot Size2.81 AC

Schools near 40 Association Road

Wainscott SchoolPublicK-30.9 mi

Wainscott School

K-3, 0.9 mi, Public


School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. No financial or legal advice provided. Equal Housing Opportunity.
All data is deemed reliable but is not guaranteed accurate by Compass. See Terms of Service for additional restrictions. Compass · Tel: 212-913-9058 · New York, NY