27 Country Club Dr Shelter Island, NY 11964
Shelter Island NeighborhoodEstimated payment $10,472/month
Highlights
- Cathedral Ceiling
- Wood Flooring
- 1 Fireplace
- Traditional Architecture
- Main Floor Primary Bedroom
- Formal Dining Room
About This Home
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.
Listing Agent
Daniel Gale Sothebys Intl Rlty Brokerage Phone: 631-749-1155 License #40KA0659827 Listed on: 04/03/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,383
Year Built
- Built in 2011
Lot Details
- 1.05 Acre Lot
Parking
- 2 Car Attached Garage
Home Design
- Traditional Architecture
- Frame Construction
Interior Spaces
- 3,170 Sq Ft Home
- 2-Story Property
- Cathedral Ceiling
- 1 Fireplace
- Entrance Foyer
- Formal Dining Room
- Wood Flooring
- Partially Finished Basement
- Partial Basement
Kitchen
- Eat-In Kitchen
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom on Main
- En-Suite Primary Bedroom
- Walk-In Closet
- 2 Full Bathrooms
Laundry
- Dryer
- Washer
Outdoor Features
- Patio
- Shed
Schools
- Shelter Island Elementary And Middle School
- Shelter Island High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Oil
- Radiant Heating System
- Private Water Source
- Well
- Electric Water Heater
- Septic Tank
Listing and Financial Details
- Legal Lot and Block 99 / 1
- Assessor Parcel Number 0700-001-00-01-00-099-000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $3,365 | $1,103,000 | $393,000 | $710,000 |
2023 | $3,365 | $1,103,000 | $393,000 | $710,000 |
2022 | $6,643 | $1,103,000 | $393,000 | $710,000 |
2021 | $6,539 | $1,103,000 | $393,000 | $710,000 |
2020 | $3,205 | $1,102,000 | $393,000 | $709,000 |
2019 | $3,205 | $0 | $0 | $0 |
2018 | $6,042 | $1,094,000 | $445,500 | $648,500 |
2017 | $6,042 | $1,063,000 | $385,700 | $677,300 |
2016 | $5,297 | $920,000 | $382,600 | $537,400 |
2015 | -- | $865,000 | $370,300 | $494,700 |
2014 | -- | $820,000 | $360,000 | $460,000 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
08/16/2025 08/16/25 | Price Changed | $1,850,000 | -7.0% | $584 / Sq Ft |
04/03/2025 04/03/25 | For Sale | $1,990,000 | -- | $628 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $325,000 | -- | |
Deed | $325,000 | -- |
Source: OneKey® MLS
MLS Number: 842082

APN: 0700-001-00-01-00-099-000
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