Active
6 beds2,509 sqft
275 Pinewood Rd, Cutchogue, NY 11935
Est: $10,444/moGet pre-approved
Single FamilyProperty Type
0.33 acresLot Size
1961Year Built
$717/sq ftPrice per sq ft
$95/yrHOA Fees
4 carsParking Spaces

Description

Welcome to The Waverly at Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 275 Pinewood Road offers an exceptional opportunity to own in a high-value North Fork location with private beach rights to one of the finest stretches of shoreline on the North Fork. This captivating 6-bedroom, 4-bath residence, featuring new town water and a National Grid gas hookup, is ideally positioned on a beautiful property with a building permit already secured for a 16x32" heated saltwater pool....Welcome to The Waverly at Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 275 Pinewood Road offers an exceptional opportunity to own in a high-value North Fork location with private beach rights to one of the finest stretches of shoreline on the North Fork. This captivating 6-bedroom, 4-bath residence, featuring new town water and a National Grid gas hookup, is ideally positioned on a beautiful property with a building permit already secured for a 16x32" heated saltwater pool. A highly desirable layout includes a private ground-floor primary bedroom suite complete with a full bathroom and a spacious den. An additional 5 bedrooms provide ample space for entertaining. The open floor plan features a spacious living room with a wood-burning fireplace, hardwood floors, and a formal dining room. Modern kitchen features new white shaker cabinets, quartz countertops and stainless steel appliances. A sun porch sitting room has sliding glass doors leading to the deck. A separate laundry room includes a new washer and dryer. An Attached garage and large basement offer room for expansion. Set in a premier neighborhood known for its coastal lifestyle, this home is just moments from pristine beaches, vineyards, farm stands, and everything that makes the North Fork special. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach community, this property delivers. A rare opportunity to secure your place in Fleet’s Neck—where lifestyle, location, and long-term value converge. Swim, kayak, and keep a motor boat at the Shagwong Marina all walking distance from your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your own.
31 days on Market
  • Listed by: Christine L. Peddy 631.298.7953 Christine.peddy@engelvoelkers.com • Engel & Volkers North Fork
Last updated: 09/16/2026 09:36 PM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1038993

Open Houses

Saturday, Sep 19th1:15 PM - 2:45 PM
Sunday, Sep 20th1:00 PM - 2:30 PM

Location

Listing Courtesy of Engel & Volkers North Fork, Christine L. Peddy
Add your commute

Virtual Tour

Payment Calculator

$10,444 per month

30 year fixed, 6.71% Interest

Principal and Interest

$9,296

Property Taxes

$1,140

HOA Dues

$8

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 275 Pinewood Road

Property Details
  • Taxes: $13,677 / year
  • MLS Type: Single Family
  • City/Township: Southold
  • Architectural Style: Traditional
  • Community Features: Park
  • Garage Spaces: 1
  • Waterfront: No
  • Section Area: Midwood Road
Building Information
  • Year Built: 1961
  • Lot Size: 0.33 AC / 14,375 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Directions: Turn down Pequash Ave, and take a right onto Midwood Road, left onto Pinewood Road
  • Year Built Effective: 2026
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • Property Condition: Updated/Remodeled
  • 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: Park, Powered Boats Allowed
  • Association Fee: $95.00
  • Association Fee Includes: Other
  • Association Fee Frequency: Annually
  • Tax Source: Municipality
  • Tax Year: 2026
  • Association: Yes
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Back Yard, Boat Slip, Deck, Eat in Kitchen, First Floor Full Bath, Formal Dining, Kitchen Island, Living Room, Mailbox, Masonry, Open Floorplan, Park, Powered Boats Allowed, Primary Bathroom, Public, Rain Gutters, Traditional, 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: Dishwasher, Dryer, Gas Range, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Total Rooms: 11
  • Primary on Main: Yes
  • Basement: Bilco Door(s), Crawl Space, Partial, Unfinished
  • Attic Description: Unfinished
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Living Room, Masonry, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Motor Boats Allowed, Exposure West, 1st Fl Master Bedroom, Eat in Kitchen, Formal Dining Room, Island Kitchen, WD Hookup, Deck
  • Door Features: Storm Door(s)
  • Living Area: 2509
  • Foundation Details: Concrete Perimeter
  • Basement: Yes
Exterior Features
  • Exterior Features: Boat Slip, Mailbox, Rain Gutters
  • Exterior Property Features: Boat Slip, Mailbox, Rain Gutters, Deck, Driveway, Garage, Back Yard, Park
  • Elevation Certificate: No
  • Fencing: Back Yard
  • Patio And Porch Features: Deck
  • Construction Materials: Frame
  • Road Responsibility: Public Maintained Road
  • Pool Private: No
  • Direction Faces: West
Lot Information
  • Site Features: Park
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage
  • Parking Total: 4.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Forced Air, Oil
  • Heat Fuel Type: Forced Air, Oil
  • Sewer: Cesspool, Septic Tank
  • Water Source: Public
  • Utilities: Cable Available, Electricity Available, Natural Gas Connected, Water Available
Green Features
  • Green Features: Dishwasher, Dryer, Gas Range, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Storm Door(s), Forced Air, Oil, Boat Slip, Mailbox, Rain Gutters
Virtual Tour
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 275 Pinewood Road

DateEvent & SourcePriceAppreciation
Aug 16, 2026

Listed (Active)

ONEKEY #1038993

$1,799,000
May 4, 2026

Sold

ONEKEY #956761

$1,085,000
Apr 5, 2026

Sold (Public Record)

Public Record #1944567479

$1,085,000
DateEvent & SourcePrice
08/16/2026

Listed (Active)

ONEKEY #1038993

$1,799,000
05/04/2026

Sold

ONEKEY #956761

$1,085,000
04/05/2026

Sold (Public Record)

Public Record #1944567479

$1,085,000

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

Public Records for 275 Pinewood Road

Taxable ValueLand$800Additions$7,100Total$7,900
Tax Record2024$10,975 ($915 / month)
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.

Similar Homes

New listings in 11935

$1,150,000 | 13700 Oregon Road, Cutchogue, NY 11935
1/2

Listing Courtesy of Douglas Elliman Real Estate, Thomas J. Uhlinger

Coming Soon

$1,150,000

3
Bedrooms
1,204
Square Feet
0.5
Acres
$950,000 | 985 Silver Colt Road, Cutchogue, NY 11935
1/31

Listing Courtesy of Signature Premier Properties, Deborah A. Dooley CBR

Open: 9/19 11:00AM - 01:00PMNew

$950,000

3
Bedrooms
1,321
Square Feet
0.97
Acres
$4,750,000 | 3360 Wunneweta Road, Cutchogue, NY 11935
1/27
Listed By CompassNew

$4,750,000

6
Bedrooms
8,500
Square Feet
1.68
Acres
$698,500 | 5730 Nassau Point Road, Cutchogue, NY 11935
1/21

Listing Courtesy of Douglas Elliman Real Estate, Scott V. Bennett CBR

$698,500

2
Bedrooms
700
Square Feet
1.07
Acres
$1,425,000 | 405 Birch Lane, Cutchogue, NY 11935
1/27
Listed By Compass

$1,425,000

3
Bedrooms
2,679
Square Feet
0.7
Acres
$3,300,000 | 2105 Pequash Avenue, Cutchogue, NY 11935
1/22

Listing Courtesy of Engel & Volkers North Fork, Christine L. Peddy

$3,300,000

5
Bedrooms
4,195
Square Feet
0.92
Acres
$2,450,000 | 3980 Vanston Road, Cutchogue, NY 11935
1/49

Listing Courtesy of Douglas Elliman Real Estate, Andrea Parks

Virtual Tour

$2,450,000

4
Bedrooms
4,000
Square Feet
0.93
Acres
$1,995,000 | 795 Glen Court, Cutchogue, NY 11935
1/27
Listed By Compass

$1,995,000

4
Bedrooms
1,950
Square Feet
0.57
Acres
$1,599,000 | 790 Vanston Road, Cutchogue, NY 11935
1/41

Listing Courtesy of Douglas Elliman Real Estate, Andrea Parks

Open: 9/19 11:30AM - 01:00PM

$1,599,000

3
Bedrooms
2,370
Square Feet
0.65
Acres

275 Pinewood Road is a single family home for sale in Cutchogue, NY 11935. This property was listed for sale on August 16, 2026 by Engel & Volkers North Fork, it's currently listed at $1,799,000. It has been on the market for a total of 31 days and was last sold on May 4, 2026. 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 6-bed, 4-bath, 2,509 sqft single family home built in 1961.

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 Engel & Volkers North Fork, Christine L. Peddy

Based on information submitted to the MLS GRID as of 09/16/2026 09:36 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.