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$1,990,000

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

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

DMCA Notice

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
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

DateEventPrice
Jun 24, 2010
Home Sold
$325,000

Tax history

YearAssessmentProperty 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.

All data from GreatSchools

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?

  • HuntingHunting
  • Figure SkatingFigure Skating
  • NASCARNASCAR

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Dollar GeneralDollar General

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • ApplebeesApplebees

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • Classic CountryClassic 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.

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