For Sale
Single family home for sale at 64a N Midway Rd, Shelter Island, NY 11964 | MLS# 1029569 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 64a N Midway Rd, Shelter Island, NY 11964 | MLS# 1029569 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 64a N Midway Rd, Shelter Island, NY 11964 | MLS# 1029569 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 64a N Midway Rd, Shelter Island, NY 11964 | MLS# 1029569 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 64a N Midway Rd, Shelter Island, NY 11964 | MLS# 1029569 | Listing updated on 2026-09-18
25+
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Street View

$2,199,000

Monthly Est:$10,945

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,642sqft

64a N Midway Rd, Shelter Island, NY 11964

$10,945/moEst:

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  • Single Family Residence

  • Built in 1977

  • $-- HOA

  • 1 acre lot

  • $832/sq.ft

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 everyd
ay 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.

  • Houzeo last checked: 3 hours ago
  • Listing updated: September 18, 2026 at 4:12 pm
  • Listing Provided by: Christine M. Beckwith (631) 354-8100 | Douglas Elliman Real Estate (631) 354-8100
  • Source: OneKey MLS-NY | MLS#: 1029569 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Shelter Island

  • Neighborhood

    --

  • Year Built

    1977

  • HOA Fees

    -

  • Finished Area

    2,642 sqft

  • Lot Size

    1 acre lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1029569

  • MLS Status

    Active

  • Days on Market

    77

  • Cumulative Days on Market

    58

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • 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

    Ducts, Forced Air, Hot Water, Oil

  • Interior Features

    First 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

  • Flooring

    Ceramic Tile, Combination, Hardwood

  • Sewer

    Septic Tank

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1977

  • Home type

    Single Family Residence

  • Construction Materials

    Batts Insulation, Cedar, Frame, Hardi Plank Type

  • Architectural Style

    Barndominium, Ranch

Utilities & Energy

  • Basement

    Bilco Door(s), Full

  • Fireplace Features

    Gas, Living Room, Masonry, Wood Burning

  • Parking Features

    Private

  • Utilities

    Electricity Connected, Phone Connected, Propane, Water Connected

  • Water Source

    Well

Price History

DateEventPrice

07/22/2026

Source: mls_logoOneKey MLS-NY #KEY1029569

Listed for Sale

$2,199,000

$832/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 08, 2026, 11:01AM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group