4 beds2,053 sqft$560/sqft
365 Rachels Rd, Mattituck, NY 11952
Est: $6,502/moGet pre-approved

Description

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
...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 UPDATED: 08/03/2026 02:05 PM

  1. Listed by Jon L. Tomlinson • Daniel Gale Sothebys Intl Rlty
    P: (631)-298-4130 C: (646)-528-5121 jontomlinson@danielgale.com
  2. Listed by Natalie Hough • Daniel Gale Sothebys Intl Rlty
    P: (631)-734-5439 C: (631)-897-8451 nataliehough@danielgale.com

Property Details for 365 Rachels Road

MLS #
1033686
Days on Market
-
Taxes
$7,883 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1990
Lot Size
0.75 AC / 32,670 SF
City/Township
Southold
Architectural Style
Farmhouse
Waterfront
No
Section Area
Elijah's Lane

Open Houses

Saturday, Aug 8th12:00 PM - 3:00 PM
Sunday, Aug 9th12:00 PM - 3:00 PM

Location

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Jon L. Tomlinson; Daniel Gale Sothebys Intl Rlty, Natalie Hough
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Building Information for 365 Rachels Road

Stories-Year Built1990Building Size-Lot Size0.75 AC / 32,670 SF

Payment Calculator

$6,502 per month

30 year fixed, 6.55% Interest

Principal and Interest

$5,845

Property Taxes

$657

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 365 Rachels Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Tri-Level
  • Property Condition: Actual
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Mattituck-Cutchogue
  • Elementary School District: Mattituck-Cutchogue
  • Elementary School: Mattituck-Cutchogue Elementary Sch
  • Middle Or Junior School District: Mattituck-Cutchogue
  • Middle Or Junior School: Mattituck Junior-Senior High School
  • High School District: Mattituck-Cutchogue
  • High School: Mattituck Junior-Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-108-00-04-00-007-045
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Back Yard, Barn(s), Ceiling Fan(s), Chefs Kitchen, Deck, Double Pane Windows, ENERGY STAR Qualified Windows, Farmhouse, First Floor Full Bath, Gas Dryer Hookup, Hardwood Floors As Seen, High Speed Internet, His and Hers Closets, In Basement, Insulated Windows, Natural Woodwork, Other, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Shed(s), Storage, Walk In Closet, Walk Through Kitchen, Washer Hookup, Washer/Dryer Hookup, Well, Wood Burning, Workshop
  • Interior Features: 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
  • Number Of Kitchens: 1
  • Total Rooms: 7
  • Basement: Finished, Full
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Wood Burning
  • Location Amenities: Stainless Steel Appliances, Hardwood Floors As Seen, 1st Fl Master Bedroom, Chef's Kitchen, High Speed Internet, Storage, Walk Through Kitchen, Walk In Closet, WD Hookup, Garden, Barn(s), Workshop, Deck, Double Paned Windows, Energy Star Windows
  • Laundry Features: Gas Dryer Hookup, In Basement, Washer Hookup
  • Spa: Yes
  • Window Features: Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows
  • Flooring: Hardwood
  • Living Area: 2053
  • Basement: Yes
Exterior Features
  • Exterior Features: Other
  • Exterior Property Features: Other, Deck, Driveway, Storage, Back Yard, Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Cul-De-Sac, Front Yard, Garden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
  • Elevation Certificate: No
  • Fencing: Back Yard
  • Patio And Porch Features: Deck
  • Construction Materials: Frame, Shingle Siding
  • Other Structures: Barn(s), Shed(s), Workshop
  • Horse: No
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
  • Additional Parcel: No
  • Site Features: Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Storage
  • Parking Total: 4.00
  • Garage: No
  • Carport: No
Utilities
  • Cooling: Ductless
  • Heating: Hot Water, Oil, Radiant Floor
  • Heat Fuel Type: Hot Water, Oil, Radiant Floor
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Cable Connected, Electricity Connected
Green Features
  • Green Features: Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Convection Oven, Dishwasher, Dryer, Gas Oven, Gas Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Indirect Water Heater, Hot Water, Oil, Radiant Floor, Other

Property History for 365 Rachels Road

DateEvent & SourcePriceAppreciation
Sep 13, 2023

Sold (Public Record)

Public Record #1528302899

$825,000
Sep 13, 2023

Sold

ONEKEY #3425560

$825,000
Jul 11, 2023

Pending

ONEKEY #3425560

DateEvent & SourcePrice
09/13/2023

Sold (Public Record)

Public Record #1528302899

$825,000
09/13/2023

Sold

ONEKEY #3425560

$825,000
07/11/2023

Pending

ONEKEY #3425560

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 365 Rachels Road

Taxable ValueLand$1,200Additions$3,900Total$5,100
Tax Record2024$7,981 ($665 / month)
Home Facts
Beds0Lot Size32,670 SqFtStyleSingle Family ResidenceZoningR-40CountySUFFOLKAPN1000-108.00-04.00-007.045

Schools near 365 Rachels Road

This home is within Mattituck-Cutchogue Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 12
Rating
School
Distance
Mattituck Cutchogue Elementary School
PublicK to 6

Mattituck Junior Senior High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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365 Rachels Road is a single family home Coming Soon in Mattituck, NY 11952. This property is currently priced at $1,150,000. This listing's school district is Mattituck-Cutchogue Union Free School District. Nearby schools include Mattituck Cutchogue Elementary School and Mattituck Junior Senior High School. 365 Rachels Road is a 4-bed, 4-bath, 2,053 sqft single family home built in 1990.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Jon L. Tomlinson; Daniel Gale Sothebys Intl Rlty, Natalie Hough

Based on information submitted to the MLS GRID as of 08/03/2026 02:05 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.