27 Country Club Drive Shelter Island, NY $ 1,850,000
27 Country Club Drive
$ 1,850,000
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27 Country Club Drive

Shelter Island, NY, 11964
$ 1,850,000
Bedrooms3 Baths2.0 Sq 3,170

Monthly Estimate*

$ 11,542

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Single Family Home for sale in Shelter Island, NY

for $1,850,000 with 3 bedrooms and 2 full baths. This 3,170 square foot home was built in 2011 on a lot size of 1.05.

Nestled in the desirable and tranquil Hay Beach neighborhood, this elegant custom home was lovingly crafted by a local artist in 2011 and spans 3,170 square feet. Designed to maximize natural light, the residence offers a seamless blend of craftsmanship, comfort, and modern convenience. The home features 21' vaulted ceilings, radiant floor heating, and a striking stone fireplace, creating a warm and inviting ambiance. The gourmet kitchen is equipped with high-end appliances, and a granite island seating 10, a spacious breakfast/bar with ample counter space, perfect for cooking and entertaining. A large adjacent sunroom, with double doors opening to beautifully landscaped gardens and a patio, provides an ideal setting for gatherings or quiet relaxation. The first floor boasts a luxurious primary suite with custom-built storage, two walk-in closets, and a spacious en-suite bath with a dedicated vanity area. A second bedroom, a full bath, and a versatile art studio with skylights—also with double doors leading to the patio—complete the main level. Upstairs, you’ll find an additional large bedroom, and a 12'x30' framed out space for a theater, office, gym, game room, or whatever you desire. The home also includes a generous two-car garage, ensuring ample space for vehicles and equipment, a whole house generator, 1000 gallon propane tank, and radiant heat flooring. With its thoughtful design, high-quality finishes, and prime location near sought-after beaches and golf courses, this exceptional home is a must-see.

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Single Family Pending

Price

$ 1,850,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 7,382

Style

Traditional

Lot Size

1.05

Year Built

2011

Town/City

Shelter Island

County/Region

Suffolk

MLS | Web ID

842082

Features
Interior
Interior Amenities Primary Bathroom Cathedral Ceiling(s) Eat-in Kitchen Entrance Foyer Master Downstairs Walk-In Closet(s) Formal Dining
Basement Partial Partially Finished
Flooring Hardwood
Total Fireplaces 1
Basement Features Partial Partially Finished
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 3
Total Baths 2
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General
Sewer Septic Tank
Heating Oil Forced Air Radiant
Cooling Central Air
Utilities Trash Collection Private
Appliances Dishwasher Dryer Electric Water Heater Washer
Garage Spaces 2
Patio/Porch Features Patio
Architectural Style Traditional
Construction Materials Frame
Year Built 2011
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0700-001-00-01-00-099-000
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Shed(s)
Total Rooms 9
Full Baths 2
High School Shelter Island School
City Shelter Island
Senior Community Y/N N
High School District Shelter Island
Carport Y/N N
Elementary School Shelter Island School
Property Attached Y/N N
Tax Annual Amount 7382.92
Showing Instructions Contact Marika Kaasik for more information: 401-862-6607 email: marikakaasik@danielgale.com
Middle/Junior High School Shelter Island School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Shelter Island
Elementary School District Shelter Island
Tax Lot 99
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Exterior
Parking Features Private Attached Private Attached
Water Source Well Private
Spa N
Building Area Total 3170
Waterfront Y/N N
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Internal Only
Street Number 1 27
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* Excluded Features
List By
Tina Marika Kaasik

Listing Agent

Daniel Gale Sothebys Intl Rlty

Broker

631-749-1155

Contact

Affordability Calculator

$12,157
Per Month
95%
5%
0%
Monthly Principal & Interest
$11,542
Monthly Property Taxes
$615
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5168583 Elementary School
4100598 Middle School
Shelter Island School High School High School
Pricing History
DatePricePrice ChangeDescription
8/16/2025$1,850,000 -7.04% Price Down
4/3/2025$1,990,000 Listed Price

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27 Country Club Drive, Shelter Island, NY, 11964 is a Single Family Home for sale at $1,850,000 with 3,170 sqft and a lot size of 1.05. 27 Country Club Drive has 3 bedrooms, 2.0 baths, and was built in 2011. The property's zip code is 11964 which is in Shelter Island, NY