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275 Pinewood RoadCutchogue, NY 11935

For Sale

$1,095,000

Smart Buyer Rebate $10,950

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.

Listed by Matthew Gillies CBR

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Daniel Gale Sothebys Intl Rlty

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631-734-5439

Listed by Nancy J. Cervelli

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Daniel Gale Sothebys Intl Rlty

Last updated March 15, 2026

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Source: OneKey #956761

Listing Facts

  • TypeSingle-family
  • NeighborhoodCutchogue
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu32
  • HOA/Maint. Fees$95/annual
  • Taxes$13,677.29/year
  • Size2,509 sqft
  • Price per sqft$436

Amenities

  • Dishwasher
  • Washer/Dryer
  • Parking

Location

Mortgage Calculator

Listing History

03/11/2026
Price Decreased
$1,095,000
02/13/2026
Status changed to Active
$1,195,000
02/13/2026
Listed by Daniel Gale Sothebys Intl Rlty
$1,195,000

Property Details for 275 Pinewood Road

Association

Amenities

  • Association Amenities: Other, Park

Fees

  • Association Fee: $95.00 Annually
  • Association Fee Includes: Other

General

  • Association Name: Fleets Neck

Exterior

Construction

  • Year Built: 1961
  • Architectural Style: Colonial
  • Construction Materials: Cedar, Frame
  • Exterior Features: Other

Features

  • Other Structures: Shed(s)

Measurements

  • Building Area Units: Square Feet
  • Lot Features: Level, See Remarks
  • Lot Size Acres: 0.33
  • Lot Size Square Feet: 14,375

Financial

Taxes

  • Parcel Number: 1000-110-00-03-00-003-000
  • Tax Annual Amount: $13,677.29
  • Tax Assessed Value: $7,900.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Washer
  • Fireplace Features: Living Room, Masonry, Wood Burning
  • Flooring: Carpet, Hardwood
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Formal Dining, Kitchen Island, Open Floorplan, Primary Bathroom, Master Downstairs, Washer/Dryer Hookup

Measurements

  • Living Area: 2,509
  • Living Area Source: Public Records

Rooms

  • Basement: Bilco Door(s), Crawl Space, Partial, Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 11

Other

Location

  • Subdivision Name: Fleets Neck
  • Tax Block: 3
  • Tax Lot: 3

Parking

Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Attached, Driveway, Garage
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Mattituck-Cutchogue Elementary Sch
  • Elementary School District: Mattituck-Cutchogue

High School

  • High School: Mattituck Junior-Senior High School
  • High School District: Mattituck-Cutchogue

Middle or Junior School

  • Middle Or Junior School: Mattituck Junior-Senior High School
  • Middle Or Junior School District: Mattituck-Cutchogue

Utilities

Equipment

  • Heating: Forced Air, Oil
  • Sewer: Cesspool, Septic Tank
  • Utilities: See Remarks
  • Water Source: Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 4 bathrooms in this single-family home at 275 Pinewood Road.

What schools are nearby to 275 Pinewood Road?

Nearby schools include the Mattituck-Cutchogue Elementary Sch, Mattituck Junior-Senior High School, and Mattituck Junior-Senior High School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 275 Pinewood Road.

What are the annual taxes for 275 Pinewood Road?

Annual taxes for this single-family home are estimated at $13,677.

How does 275 Pinewood Road compare to other single-family homes in Cutchogue?

This single-family home is listed 47% below the average price for single-family homes in Cutchogue and has been on the market for 95 less days than the typical home in this area.

What building or home owners association is the single-family home part of?

This single-family home is part of the Fleets Neck home owners association.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,509 sqft.

275 Pinewood Road is a 5-bedroom, 4-bath single-family home for sale in Cutchogue NY 11935. On Prevu for 32 days at $1,095,000. This includes a recent price decrease of $100,000. This property features 2,509 square feet of living space, located in Cutchogue. The median listing price for single-family homes in this area is $1,349,000. Nearby schools include Mattituck-Cutchogue Elementary Sch, Mattituck Junior-Senior High School, and Mattituck Junior-Senior High School. Property amenities include dishwasher, parking, and washer/dryer. Browse more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.