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64A N Midway Road

Shelter Island, NY 11964
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Bed 5

Bed

Bath 4

Bath

SqFt2,642

Sqft

Acres1

Acre(Lot)

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 pl ace 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.

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Detail Ic Property Details

Property Type : Residential

Price : $2,199,000

AD Id : 88310601

MLS Id : 1029569

Beds : 5

Lot Size : 1 Acre

Living Area Size : 2,642

Year Built : 1977

Garage : 3

County : Suffolk

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 4

    Room Information

    Rooms Total: 10 Basement: Full
  • Flooring Information

    Ceramic Tile, Combination, Hardwood
  • Interior Features

    Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Eat-in Kitchen, Granite Counters, High Ceilings, Open Floorplan, Pantry, Recessed Lighting, Soaking Tub, Storage Appliances: Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Range, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Tankless Water Heater
  • Heating & Cooling

    Has Heating: Yes Heating: Forced Air, Hot Water, Oil Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1977 Construction Materials: Batts Insulation, Cedar, Frame, HardiPlank Type Private Pool: No Water front Features: Pond

  • Lot Information

    Lot Size Acres: 1 Lot Size Square Feet: 43560

  • Listing Price Information

    Listing Price: $2199000

  • Tax Information

    Parcel Number: 0700-014-00-04-00-007-004 Annual Tax: $7216

  • Parking Information

    Private

    Garage Information

    Has Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Shelter Island School
    Junior High School: Shelter Island School
    Senior High School: Shelter Island School
  • Utility Information

    Electricity Connected, Phone Connected, Propane, Water Connected
  • Location Information

    WaterSource: Public, Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
141A N Ferry Road, Shelter Island, NY, 11964 $3,999,000 4 7 5,500 5,500 SqFt
4 Irene Lane, Shelter Island, NY, 11964 $1,850,000 4 3 2,600 2,600 SqFt
5 Sea Gull Road, Shelter Island, NY, 11964 $3,795,000 5 5 3,072 3,072 SqFt
100 S Ferry Road, Shelter Island, NY, 11964 $4,295,000 6 8 5,622 5,622 SqFt
5 Marc Street, Shelter Island, NY, 11964 $1,999,999 4 4 2,777 2,777 SqFt
43 Gardiners Bay Drive, Shelter Island, NY, 11964 $3,625,000 5 5 6,106 6,106 SqFt
9 Johnston Road, Shelter Island, NY, 11964 $20,000 4 2 1,850 1,850 SqFt
9 Locust Woods Drive, Shelter Island, NY, 11964 $3,499,000 4 4 3,856 3,856 SqFt
6 Great Circle Drive, Shelter Island, NY, 11964 $4,995,000 5 7 5,535 5,535 SqFt
90 Peconic Avenue, Shelter Island, NY, 11964 $4,800,000 5 4 3,325 3,325 SqFt

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

ByOwner last updated this listing 08/17/2026 @ 05:25

MLS: 1029569 LISTED BY: Christine Beckwith, Douglas Elliman Real Estate 631-354-8100 SOURCE: OneKey MLS

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