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MLS ID KEY1038993Last updated Oct 26, 2026

Single Family

275 Pinewood Road

Active · Southold · Suffolk County, NY 11935

Bedrooms
6 Beds
Bathrooms
4 Baths
Year built
1961
Est. monthly taxes
$1,139.75
Property gallery0 / 43
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About this home

Newly renovated in 2026, a pristine and modern coastal gem in sought after Fleet’s Neck Beach— Fleet’s Neck Beach is 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. Property values here continue to rise, and there is no limit in this location given high demand and walking distance to pristine and private Fleet’s Neck Beach, and sandy Pequash Beach with lifeguards and new playground. A wonderful community where you can make friends, kayak, swim in the warm protected bay, boat and enjoy the Wednesday night sailboat races around Robins Island nature reserve. This modern 6-bedroom, 4-bath residence, featuring new SCWA 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 if desired. An appealing layout includes a private ground-floor primary bedroom suite complete with a new full bathroom and a spacious den. An additional 5 bedrooms provide ample space for entertaining, home offices or gym. The open floor plan features a spacious living room with a wood-burning fireplace, hardwood floors, and a separate dining room. Brand new, modern kitchen features skylights, shaker wood 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 property, photos and furniture in rooms are real - a great home to tour and make your own. By appointment.

Listing snapshot

Days on site
59 days
Listed on MLS
Aug 16, 2026
Full baths
2
Half baths
2
Annual property tax (MLS)
$13,677
Tax year
2026
Association / maintenance fees (MLS)
$95 / Annually
Fees include (MLS)
Other
Area source (MLS)
Other
Listing brokerage
Engel & Volkers North Fork
MLS ID
KEY1038993
Last updated
Oct 26, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1961
Garage
Yes
Garage spaces
1
Total parking
4
Parking
Driveway, Garage
Water source
Public
Sewer
Cesspool, Septic Tank
Utilities
Cable Available, Electricity Available, Natural Gas Connected, Water Available

Interior features

Basement
Bilco Door(s), Crawl Space, Partial, Unfinished
Heating
Forced Air, Oil
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Formal Dining, Kitchen Island, Open Floorplan, Primary Bathroom, Master Downstairs, Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Gas Range, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Colonial, Modern, Traditional
Construction materials
Frame
Exterior
Boat Slip, Mailbox, Rain Gutters
Private pool
No

Schools (MLS)

Elementary school
Mattituck-Cutchogue Elementary Sch
Elementary school district
Mattituck-Cutchogue
Middle school
Mattituck Junior-Senior High School
Middle school district
Mattituck-Cutchogue
High school
Mattituck Junior-Senior High School
High school district
Mattituck-Cutchogue

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southold · Suffolk County, NY 11935Show interactive map
275 Pinewood Road

Southold · Suffolk County, NY 11935

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.