The Bryan Karp Team

64a N Midway Road , Shelter Island, NY 11964

$2,199,000
  • 64a N Midway Road , Shelter Island, NY 11964 Main Photo

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New to the Market Active
BEDS5 BATHS4 full SQUARE FEET2,642 MLS#1029569
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLShelter Island

Property Description

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.

64a N Midway Road | MLS# 1029569

This single family home located at 64a N Midway Road , Shelter Island, NY 11964 is currently listed for sale with an asking price of $2,199,000. This property was built in 1977 and has 5 bedrooms and 4 full baths with 2642 sq. ft. 64a N Midway Road is located within the Shelter Island school district. Search Shelter Island real estate on www.soldbybryan.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bilco Door(s), Full
Basement: Yes
Cooling: Central Air
Garage: 3
Heating: Ducts, Forced Air, Hot Water, Oil
Home Style: Barndominium, Ranch
Lot Size: 100.00 Acres
Taxes: $7,216
Year Built: 1977

Amenities

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

Feature Descriptions

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
Attic: Partial
Days on Site: 1
Exterior: Batts Insulation, Cedar, Frame, HardiPlank Type
Fireplace Features: Gas, Living Room, Masonry, Wood Burning
Fireplace Y/N: Yes
Flooring: Ceramic Tile, Combination, Hardwood
GarageY/N: Yes
Heating Zones: 2
On Market Date: 2026-07-22
Parcel Number: 0700-014-00-04-00-007-004
Parking Features: Private
Rental Term: Monthly
Rooms Total: 10
Sewer: Septic Tank
Utilities: Electricity Connected, Phone Connected, Propane, Water Connected
Water: Well
Waterfront Features: Pond

Local Schools

High School: Shelter Island School
Middle School: Shelter Island School
Elementary School: Shelter Island School
School District: Shelter Island

Estimate Your Payment

Estimated Payment

$ 12,362.05 per month $11,119.34 Principal & Interest $601.33 Property Tax $641.38 Homeowner's Insurance

Change Payment Information

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yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Douglas Elliman Real Estate
Agency Contact: 631-354-8100

agent picture

Shown By

Agent Name: Bryan Karp
Agent Phone: (631) 759-5277
Agency Title: Coldwell Banker American Homes

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