#834105, Listing office: Signature Premier Properties
$1,990,000 List price
27 Country Club Dr Shelter Island, NY 11964
3 beds
2 full
3,170 sqft
$628 / sqft
House
Property details
About 27 Country Club Dr
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.
Highlights
Home typeSingle Family Residence
HeatingOil, Forced Air, Radiant
StatusActive
CoolingCentral Air
Size3,170 sqft
Year built2011
ParkingPrivate, Attached
MLS #842082
Garage2 spaces
Summary
- Full Bathrooms: 2
- Appliances: Dishwasher, Dryer, Electric Water Heater, Washer
- Basement: No
- Flooring Type: Hardwood
- Interior: Primary Bathroom, Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Master Downstairs, Walk-In Closet(s), Formal Dining
- Total Bedroom Count: 3
- Garage Space: 2 spaces
- Private Pool: No
- Parking: Private, Attached
- Exterior: Patio
- Architectural Style: Traditional
- Heating: Oil, Forced Air, Radiant
- Cooling: Central Air
- List Price: $1,990,000
- Price/SqFt: $627
- Annual Tax Amount: $6,643
- Tax Year: 2022
- Year Built: 2011
- Living Area: 3,170 SqFt
- MLS Number: 842082
- MLS Name: ONEKEY2
- Office Name: Daniel Gale Sothebys Intl Rlty
- Office Phone: (631) 749-1155
Listings courtesy of OneKey MLS as distributed by MLS GRID.
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Last updated on: 7/23/2025, 11:56:27 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jun 24, 2010 | Home Sold | $325,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $1,103,000 | $- |
| 2022 | $1,103,000 | $6,643 |
| 2021 | $1,103,000 | $6,643 |
| 2020 | $1,102,000 | $6,538 |
| 2019 | $1,099,000 | $3,205 |
| 2018 | $1,094,000 | $- |
History based on county public records data.
Nearby schools
3
Greenport Elementary School
Public District PK-6
2.0 mi
•720 Front St
7
Southold Elementary School
Public District KG-6
5.9 mi
•420 Oaklawn Ave
5
Sag Harbor Elementary School
Public District PK-5
7.5 mi
•68 Hampton St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $81,513. The most common annual income of people living in Shelter Island, NY is between $35k-100k. Most families are single, no kids. The most common level of education of people living in this area is post secondary degree.
How much money do the neighbors make?
17%
<35k
50%
35k-100k
24%
100k-200k
9%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
47%
Single, No Kids
4%
Single, with Kids
38%
Married, No Kids
11%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
8%
<11 yrs old
5%
12-17 yrs old
10%
18-34 yrs old
40%
35-64 yrs old
37%
65+ yrs old
What do the neighbors do for fun?
Hunting
Figure Skating
NASCAR
Where do the neighbors shop?
Dillards
Dick's Sporting Goods
Dollar General
Where do the neighbors go to eat?
Cracker Barrel
Texas Roadhouse
Applebees
What do the neighbors drive?
Cadillac
Subaru
Oldsmobile
What do the neighbors listen to?
News/Talk/Information
New Country
Classic Country
All data provided by Home Junction and Claritas
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Frequently asked questions
About 27 Country Club Dr
The listing price of 27 Country Club Dr property is $1,990,000.
The property 27 Country Club Dr is a house located in Shelter Island, New York, 11964.
Active Listing: 27 Country Club Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 27 Country Club Dr are: Greenport Elementary School (GreatSchools Rating 3/10), Southold Elementary School (GreatSchools Rating 7/10), Sag Harbor Elementary School (GreatSchools Rating 5/10), Springs School (GreatSchools Rating 5/10), East Hampton Middle School (GreatSchools Rating 6/10), Old Saybrook Middle School (GreatSchools Rating 7/10), Greenport High School (GreatSchools Rating 5/10), Shelter Island School (GreatSchools Rating 5/10), Southold Jr. / Sr. High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2022 is $6,643 (source: MLS/based on county public records data).
The last sale was on June 24, 2010 for $325,000 (source: MLS/tax record).
The property at 27 Country Club Dr has 3 bedrooms and 2 bathrooms.
The property 27 Country Club Dr is 3,170 SqFt (source: MLS/tax record).
The year of construction for 27 Country Club Dr is 2011.
This home is located at 27 Country Club Dr in Shelter Island, NY and zip code 11965 in the Shelter Island Heights neighborhood. This 3,170 square foot home was built in 2011. Features: 3 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since April 3, 2025 and is currently priced at $1,990,000.
Between May and June 2025, Shelter Island, NY real estate market has seen decrease in the number of listings by 12.5%. In June 2025 median list price was $2,690,000 and the average listing age was 139 days.
From Rocket Homes Real Estate and based on county public records data.