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Street View
$2,199,000
Monthly Est:$10,945
5 Beds
- 4 Baths
4 full baths
2,642sqft
64a N Midway Rd, Shelter Island, NY 11964
$2,199,000
$10,945/moEst:
Get Pre-Approved
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 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.
- 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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
07/22/2026 Source: | Listed for Sale | $2,199,000 $832/sqft |
Nearby Homes
Find Homes by Property Features in Shelter Island, NY
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








