275 Pinewood Rd

2,365 Sq. Ft.
$505 / Sq. Ft.
2,365
Sq. Ft.
$505
per Sq. Ft.

Description

Discover this inviting five-bedroom colonial located in the highly desirable Fleets Neck beach community of Cutchogue. Designed with comfort and space in mind, this home is ideal for hosting extended family and guests. The first floor offers a warm and welcoming layout, featuring a living room with a cozy wood-burning fireplace that opens to a bright family room with sliders leading to the rear deck. The spacious first-floor primary suite includes its own sitting area or office, providing a private...Discover this inviting five-bedroom colonial located in the highly desirable Fleets Neck beach community of Cutchogue. Designed with comfort and space in mind, this home is ideal for hosting extended family and guests. The first floor offers a warm and welcoming layout, featuring a living room with a cozy wood-burning fireplace that opens to a bright family room with sliders leading to the rear deck. The spacious first-floor primary suite includes its own sitting area or office, providing a private retreat. An open-concept kitchen with a charming breakfast nook, a formal dining room, and a powder room complete the main level. Upstairs, you’ll find four generous guest bedrooms—one with its own half bath—along with a hall bath. Perfect for year-round or seasonal living, this home is just moments from two sandy bay beaches, a marina, and a local park. For those seeking an authentic North Fork lifestyle, this property truly delivers. Restaurants, shops, farm stands, wineries, breweries, boating—everything that makes the area special is right at your fingertips.
  1. Listed by Matthew Gillies CBR • Daniel Gale Sothebys Intl Rlty
    P: (631)-734-5439 matthewgillies@danielgale.com
  2. Listed by Nancy J. Cervelli • Daniel Gale Sothebys Intl Rlty
    P: (631)-734-5439 C: (631)-680-2296 nancycervelli@danielgale.com

Property Details for 275 Pinewood Road

City/Township
Southold
Subdivision Name
Fleets Neck
Architectural Style
Colonial
Garage Spaces
1.00
Waterfront
No
Section Area
Midwood Rd.
LISTING UPDATED: 02/01/2026 05:04 PM

Property Details for 275 Pinewood Road

StatusComing Soon
MLS #956761
Days on Market-
Taxes$13,677 / year
HOA Fees$95 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1961
Lot Size0.33 AC / 14,375 SF
CountySuffolk County

Location

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Matthew Gillies CBR; Daniel Gale Sothebys Intl Rlty, Nancy J. Cervelli
Add your commute

Building Information for 275 Pinewood Road

Stories-Year Built1961Building Size-Lot Size0.33 AC / 14,375 SF

Payment Calculator

$6,972 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,824

Property Taxes

$1,140

HOA Dues

$8

The Payment Calculator is for illustrative purposes only.

Property Information for 275 Pinewood Road

Summary
Location and General Information
  • Hamlet: Cutchogue
  • Complex Name: Fleets Neck
  • Senior Community YN: No
  • MLS District Code: 1000
  • Directions: Rt 25 East to Pequash Ave., right onto Pequash, Ave, right onto Midwood, Rd., left onto Pinewood Rd, 3rd house on the left.
  • Tax Block: 3
  • Tax Lot: 3
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • State Or Province: NY
  • Water Access YN: Yes
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: 1000-110-00-03-00-003-000
  • Tax Assessed Value: $7,900.00
  • Association Amenities: Other, Park
  • Association Fee: $95.00
  • Association Fee Includes: Other
  • Association Fee Frequency: Annually
  • Association: Yes
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Carpet, Colonial, Eat in Kitchen, First Floor Full Bath, Formal Dining, Hardwood Floors As Seen, Kitchen Island, Living Room, Masonry, Open Floorplan, Other, Park, Primary Bathroom, Public, Shed(s), Washer/Dryer Hookup, Wood Burning
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Formal Dining, Kitchen Island, Open Floorplan, Primary Bathroom, 1st Fl Master Bedroom, Washer/Dryer Hookup
  • Appliances: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Washer
  • Total Rooms: 11
  • Primary on Main: Yes
  • Basement: Bilco Door(s), Crawl Space, Partial, Unfinished
  • Attic Description: Unfinished
  • Fireplace Features: Living Room, Masonry, Wood Burning
  • Location Amenities: Hardwood Floors As Seen, 1st Fl Master Bedroom, Eat in Kitchen, Formal Dining Room, Island Kitchen, WD Hookup
  • Flooring: Carpet, Hardwood
  • Living Area: 2,365.00
  • Basement: Yes
Exterior Features
  • Exterior Features: Other
  • Exterior Property Features: Other, Attached, Driveway, Garage, Level, See Remarks
  • Elevation Certificate: No
  • Construction Materials: Cedar, Frame
  • Other Structures: Shed(s)
  • Pool Private: No
Lot Information
  • Lot Features: Level, See Remarks
  • Site Features: Level, See Remarks
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Garage
  • Parking Total: 4.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: None
  • Heating: Forced Air, Oil
  • Heat Fuel Type: Forced Air, Oil
  • Number Of Heating Zones: 2
  • Sewer: Cesspool, Septic Tank
  • Water Source: Public
  • Utilities: See Remarks
Green Features
  • Green Features: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Washer, Forced Air, Oil, Other

Public Records for 275 Pinewood Road

Taxable ValueLand$800Additions$7,100Total$7,900
Home Facts
Beds0Lot Size14,375 SqFtStyleSingle Family ResidenceZoningR-40CountySUFFOLKAPN1000-110.00-03.00-003.000

Schools near 275 Pinewood Road

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

Mattituck Junior Senior High School
Public7 to 12

Our Lady Of Mercy Regional School
PrivatePK to 6

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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275 Pinewood Road is a single family home Coming Soon in Cutchogue, NY 11935. This property is currently priced at $1,195,000. This listing's school district is Mattituck-Cutchogue Union Free School District. Nearby schools include Mattituck Cutchogue Elementary School, Mattituck Junior Senior High School and Our Lady Of Mercy Regional School. 275 Pinewood Road is a 5-bed, 4-bath, 2,365 sqft single family home built in 1961.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Matthew Gillies CBR; Daniel Gale Sothebys Intl Rlty, Nancy J. Cervelli

Based on information submitted to the MLS GRID as of 02/01/2026 05:04 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.