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
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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
- Listing updated from MLS
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
