For Sale

Listed by Christine Beckwith

Source: OneKey #1029569

64A North Midway Road, Shelter Island, NY, 11964

$2,199,000

5
4
3
2642 sq. ft.
4356000 sq. ft.

SingleFam

What's around 64A North Midway Road

About this property

A rare Shelter Island retreat with two distinct homes tucked away on nearly an acre in the heart of Shelter Island, 64A North Midway Road presents a truly unique opportunity to own two homes on one private property. Surrounded by mature trees, expansive lawns, and a picturesque pond next door, this exceptional estate blends privacy, flexibility, and timeless charm. This rare property offers remarkable versatility to fit your lifestyle. The welcoming ranch-style main home offers 1,316 square feet of comfortable living space with 3 comfortable bedrooms and two full bathrooms. A spacious kitchen with abundant cabinetry flows seamlessly into the dining area, creating an inviting setting for everyday living and entertaining. The living room, anchored by a wood-burning fireplace, provides a warm and cozy gathering place throughout the seasons. Step outside to the expansive rear deck, complete with a hot tub overlooking a large, private backyard, an ideal setting for entertaining, relaxing, or enjoying peaceful evenings. A welcoming front porch, an attached one-car garage, and a carport. Privately positioned toward the rear of the property, the stunning barn-style home feels like a secluded retreat. Overlooking a tranquil pond, this approx. A 1,330-square-foot residence is filled with warmth, character, and natural light. The dramatic main room features soaring vaulted ceilings with exposed beams, a gas fireplace, and an impressive wall of windows that captures beautiful views while flooding the home with sunshine. French doors that open onto an expansive 500 square foot mahogany deck with built-in storage, creating the perfect place to enjoy morning coffee, outdoor dining, or simply unwind. The barn home also features two spacious bedrooms, two full bathrooms, a large loft, and a well-appointed kitchen. The oversized lower-level garage offers exceptional storage for vehicles, recreational equipment, bicycles, tools, and more, while additional facilities and energy-efficient solar panels further enhance the home’s appeal. The beautifully landscaped .95 acre property provides an uncommon sense of privacy while remaining just minutes from the Shelter Island beaches, marinas, restaurants, shops, farm stands, and nature preserve. 64A North Midway Road offers possibilities that are rarely available on Shelter Island.

Looking for more information on 64A North Midway Road?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties for sale nearby

For Sale
$4,995,000
6 Great Circle Road
Shelter Island NY 11964
5
7
2
Single-Family
Listing courtesy of Douglas Elliman Real Estate
For Sale
$3,795,000
5 Sea Gull Road
Shelter Island NY 11964
5
5
2
Single-Family
Listing courtesy of Daniel Gale Sothebys Intl Rlty
For Sale
$3,625,000
43 Gardiners Bay Dr
Shelter Island Heights NY 11964
5
5
1
Single-Family
Listing courtesy of Daniel Gale Sothebys Intl Rlty

Other properties for sale by Douglas Elliman Real Estate

For Sale
$4,995,000
6 Great Circle Road
Shelter Island NY 11964
5
7
2
Single-Family
Listing courtesy of Douglas Elliman Real Estate
For Sale
$3,795,000
1810 Main Rd
Jamesport NY 11901
4
4
2
Single-Family
Listing courtesy of Douglas Elliman Real Estate
For Sale
$2,150,000
2245 Little Peconic Bay Ln
Southold NY 11971
3
3
1
Single-Family
Listing courtesy of Douglas Elliman Real Estate

Browse properties sold in nearby areas

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent