$2,199,000
 $11,805 est/mo Sourced by Back At You

64a N Midway Road,Shelter Island, NY 11964

Shelter Island, NY 11964

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Description

A rare turnkey 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 a comfortable living space with 3 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 with room for a pool, 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. The 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.

Details

MLS #1029569
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1977
Days On Site93
Listing Provided ByDouglas Elliman Real Estate | Christine M. Beckwith

Features

Bed(s)5
Bath(s) 4 Total
SQ Feet2,642
Garage3
Car PortYes
BasementY
Acreage1.00
Water FrontYes

Interior

CoolingCentral Air
HeatingDucts, Forced Air, Hot Water, Oil
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Eat-in Kitchen, Granite Counters, High Ceilings, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Soaking Tub, Storage, Walk Through Kitchen
AppliancesConvection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Range, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Tankless Water Heater

Exterior

Construction MaterialsBatts Insulation, Cedar, Frame, Hardi Plank Type

Parking

Garage Yes / NoYes
Parking FeaturesPrivate

Utilities

UtilitiesElectricity Connected, Phone Connected, Propane, Water Connected
SewerSeptic Tank

Taxes

Tax Year2026
Tax Annual Amount7216

Area Information

StateNY
CountySuffolk County
CityShelter Island
Zip Code11964
School DistrictShelter Island School
Elementary SchoolShelter Island School
High SchoolShelter Island School
Listing VS Median (in 11964)
Price:
$2,199,000
low | high
Med:
$2,199,000
50% of Average
sqft:
2,642
low | high
Med:
2,642
50% of Average
$ / sqft:
$832
low | high
Med:
$832
50% of Average
On site:
93
low | high
Med:
93
100% of Average
Sourced by Back At You

Market Activity 11964

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Learn More About This Property

StateNY
CountySuffolk County
CityShelter Island
Zip Code11964
School DistrictShelter Island School
Elementary SchoolShelter Island School
High SchoolShelter Island School
Listing VS Median (in 11964)
Price:
$2,199,000
low | high
Med:
$2,199,000
50% of Average
sqft:
2,642
low | high
Med:
2,642
50% of Average
$ / sqft:
$832
low | high
Med:
$832
50% of Average
On site:
93
low | high
Med:
93
100% of Average
Sourced by Back At You
Listing Updated: September 28, 2026 at 8:10:09 PM PDT