Single Family
365 Rachels Road
Active · Southold · Suffolk County, NY 11952
- Bedrooms
- 4 Beds
- Bathrooms
- 4 Baths
- Year built
- 1990
- Est. monthly taxes
- $656.92
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About this home
A Rare North Fork Farmhouse with a Heated Barn and Endless Possibilities Tucked away on three-quarters of an acre in a quiet Mattituck neighborhood, this beautifully updated North Fork farmhouse offers the perfect blend of timeless charm, modern updates, and exceptional versatility. Surrounded by a peaceful setting, the property provides plenty of room to relax, entertain, and enjoy the North Fork lifestyle, with thoughtfully designed indoor and outdoor spaces that make you feel right at home. Designed for comfortable living and effortless entertaining, the home features four bedrooms and four full bathrooms across three finished levels. The thoughtfully renovated interior showcases hardwood floors, custom millwork, a beautifully appointed quartz kitchen with shaker cabinetry, and a wood-burning fireplace that anchors the inviting living and dining areas. All four bathrooms feature radiant heated floors, providing comfort and warmth throughout the year. A first-floor bedroom and full bath provide flexibility for guests or single-level living, while the finished lower level—with an additional bedroom, full bath, and spacious family room—offers exceptional space for recreation, a home office, or extended stays. Upstairs, the primary suite features a generous walk-in closet and beautifully appointed bath, while the second upstairs bedroom also enjoys its own walk-in closet. A standing-seam metal roof, approximately five years old, adds lasting value and peace of mind. Step outside to enjoy a freshly painted rear deck overlooking a newly fenced backyard designed for outdoor living, complete with mature landscaping, a tranquil koi pond, hot tub, dedicated fenced garden area, charming playhouse, and abundant space for a future swimming pool. A truly exceptional feature is the property's heated nearly 1,000-square-foot galvanized steel barn with convenient secondary access from Main Road. Equipped with electricity, oversized doors, soaring ceilings, a durable 12-inch concrete floor, and a wood-burning stove, this remarkable space offers endless possibilities as an artist's studio, workshop, garage, collector's showcase, or substantial storage for boats, vehicles, equipment, and hobbies. Few North Fork properties combine an updated farmhouse with a heated barn of this size and versatility. Paired with its peaceful setting just minutes from Love Lane, the grocery store, beaches, wineries, and farm stands, this is a property that offers exceptional flexibility for the way people live today.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Aug 8, 2026
- Full baths
- 4
- Half baths
- 0
- Annual property tax (MLS)
- $7,883
- Tax year
- 2025
- Area source (MLS)
- CubiCasa
- Listing brokerage
- Daniel Gale Sothebys Intl Rlty
- MLS ID
- KEY1033686
- Last updated
- Oct 4, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1990
- Garage
- No
- Total parking
- 4
- Parking
- Driveway, Storage
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Connected
Interior features
- Basement
- Finished, Full
- Heating
- Hot Water, Oil, Radiant Floor
- Cooling
- Ductless
- Interior
- First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Chefs Kitchen, High Speed Internet, His and Hers Closets, Natural Woodwork, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
- Appliances
- Convection Oven, Dishwasher, Dryer, Gas Oven, Gas Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Indirect Water Heater
- Flooring
- Hardwood
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Farmhouse
- Construction materials
- Frame, Shingle Siding
- Exterior
- Other
- Private pool
- No
Schools (MLS)
- Elementary school
- Mattituck-Cutchogue Elementary Sch
- Elementary school district
- Mattituck-Cutchogue
- Middle school
- Mattituck Junior-Senior High School
- Middle school district
- Mattituck-Cutchogue
- High school
- Mattituck Junior-Senior High School
- High school district
- Mattituck-Cutchogue
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- First seen on this site
- MLS status changed
Location
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Estimated monthly principal & interest—
Monthly property taxNot provided
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Listing data is supplied by the MLS and may change without notice.
