275 Pinewood Road Cutchogue, NY $ 1,799,000
275 Pinewood Road
$ 1,799,000
Recently Listed
Open House 8/22 11am - 1pm
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275 Pinewood Road

Cutchogue, NY, 11935
$ 1,799,000
Bedrooms6 Baths2.2 Sq 2,509

Monthly Estimate*

$ 11,359

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Single Family Home for sale in Cutchogue, NY

for $1,799,000 with 6 bedrooms and 2 full baths, 2 half baths. This 2,509 square foot home was built in 1961 on a lot size of 0.33.

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 strong values and 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.

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Open House

8/22/2026 11:00 AM - 1:00 PM
8/23/2026 11:00 AM - 1:00 PM
275 Pinewood Road Cutchogue, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,799,000

Bedrooms

6

Full Bath

2

Half Bath

2

Property Type

Single Family

Taxes

$ 13,677

Style

Traditional

Lot Size

0.33

Year Built

1961

Town/City

Cutchogue

County/Region

Suffolk

MLS | Web ID

1038993

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Eat-in Kitchen Formal Dining Kitchen Island Open Floorplan Primary Bathroom Master Downstairs Washer/Dryer Hookup
Basement Bilco Door(s) Crawl Space Partial Unfinished
Total Fireplaces 1
Fireplace Features Living Room Masonry Wood Burning
Basement Features Bilco Door(s) Crawl Space Partial Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 6
Total Baths 4
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General
Sewer Cesspool Septic Tank
Heating Forced Air Oil
Cooling Central Air
Utilities Cable Available Electricity Available Natural Gas Connected Water Available
Appliances Dishwasher Dryer Gas Range Oven Refrigerator Stainless Steel Appliance(s) Washer
HOA Fee 95
Garage Spaces 1
Association Fee Includes Other
Patio/Porch Features Deck
Architectural Style Traditional
Construction Materials Frame
Year Built 1961
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 1000-110-00-03-00-003-000
Community Features Park
Assoc Fee Paid Per Annually
County Suffolk County
Property Type Residential
Association Amenities Park Powered Boats Allowed
HOA Y
Facing Direction West
Garage Y/N Y
Total Rooms 11
Full Baths 2
Directions Turn down Pequash Ave and take a right onto Midwood Road left onto Pinewood Road
High School Mattituck Junior-Senior High School
City Southold
Association Name Fleet's Neck Property Owners Association
Senior Community Y/N N
High School District Mattituck-Cutchogue
Carport Y/N N
Elementary School Mattituck-Cutchogue Elementary Sch
Property Attached Y/N N
Tax Annual Amount 13677
Middle/Junior High School Mattituck Junior-Senior High School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Mattituck-Cutchogue
Elementary School District Mattituck-Cutchogue
Tax Assessed Value 7900
Virtual Tour https://vimeo.com/1218550899?share=copy&fl=sv&fe=ci
Year Built Effective 2026
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Exterior
Exterior Amenities Boat Slip Mailbox Rain Gutters
Fencing Back Yard
Parking Features Driveway Garage Driveway Garage
Water Source Public
Total Parking 4
Parking Spaces 4
Foundation Details Concrete Perimeter
Waterfront Y/N N
Door Features Storm Door(s)
Road Responsibility Public Maintained Road
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Internal Only
Street Number 1 275
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* Excluded Features
List By
Christine L. Peddy

Listing Agent

Engel & Volkers North Fork

Broker

631-298-7953

Contact

Affordability Calculator

$12,499
Per Month
91%
9%
0%
Monthly Principal & Interest
$11,359
Monthly Property Taxes
$1,140
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100006 Elementary School
4099858 Middle School
Mattituck Junior-Senior High School High School
Pricing History
DatePricePrice ChangeDescription
8/17/2026$1,799,000 Listed Price

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275 Pinewood Road, Cutchogue, NY, 11935 is a Single Family Home for sale at $1,799,000 with 2,509 sqft and a lot size of 0.33. 275 Pinewood Road has 6 bedrooms, 2.2 baths, and was built in 1961. The property's zip code is 11935 which is in Cutchogue, NY