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$1,725,000
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Property Description
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.
Full Property Details
Full Property Details for 27 Country Club Dr
General
- Sold For: $1,725,000
- Taxes: $9,233
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 842082
- Added to Site: 291 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: Primary Bathroom, Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Master Downstairs, Walk-In Closet(s), Formal Dining
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Dishwasher, Dryer, Electric Water Heater, Washer
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Exterior
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Private, Attached
Location
- County: Suffolk County
- Cross Streets: Hay Beach Rd
School Information
- High School District: Shelter Island
- Elementary School: Shelter Island School
- Middle School: Shelter Island School
- High School: Shelter Island School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Oil, Forced Air, Radiant
Utilities
- Sewer: Septic Tank
- Water: Well, Private
- Utility Description: Trash Collection Private
Structural Information
- Architectural Style: Traditional
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Partial, Partially Finished
- Building Size: 3170
- Square Feet: 3,170
- Sq. Ft. Source: Public Records
- Year Built: 2011
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Sq. Ft.): 45,738
- Lot Dimensions: 1.05
Financial Considerations
- Tax Amount: $9,233.11
Disclosures and Reports
- Special Conditions: None
- Property ID: 0700-001-00-01-00-099-000
- Block: 1
- Lot Number: 99
Listed and Sold by Daniel Gale Sothebys Intl Rlty
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Schools
Schools serving 27 Country Club Dr
School District:Shelter Island Union Free School District
| Name | Grades | Distance |
|---|---|---|
Shelter Island School 33 North Ferry Road, Shelter Island, NY 11964 | PK-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 27 Country Club Dr
Date
Details
Price
Change
Source
1/14/2026
Sold
$1,725,000
-6.76%
MLS
8/16/2025
Price Reduced
$1,850,000
-7.04%
MLS
4/03/2025
Listed
$1,990,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
27 Country Club Drive, Shelter Island, NY 11964 (MLS# 842082) is a Single Family property that was sold at $1,725,000 on January 14, 2026. Want to learn more about 27 Country Club Drive? Do you have questions about finding other Single Family real estate for sale in Shelter Island? You can browse all Shelter Island real estate or contact a Coldwell Banker agent to request more information.
