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 16×32″ 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.
- Heating System:
- Oil, Forced Air
- Cooling System:
- Central Air
- Basement:
- Partial, Crawl Space, Unfinished, Bilco Door(s)
- Fence:
- Back Yard
- Patio:
- Deck
- Appliances:
- Dishwasher, Oven, Refrigerator, Stainless Steel Appliance(s), Dryer, Washer, Gas Range
- Exterior Features:
- Mailbox, Rain Gutters, Boat Slip
- Fireplace Features:
- Wood Burning, Living Room, Masonry
- Fireplaces Total:
- 1
- Garage Spaces:
- 1
- Interior Features:
- Eat-in Kitchen, Master Downstairs, Open Floorplan, Kitchen Island, Washer/dryer Hookup, Formal Dining, First Floor Bedroom, Primary Bathroom, First Floor Full Bath
- Parking Features:
- Driveway, Garage
- Sewer:
- Septic Tank, Cesspool
- Utilities:
- Cable Available, Water Available, Electricity Available, Natural Gas Connected
- City:
- Southold
- State:
- NY
- Street:
- Pinewood
- Street Number:
- 275
- Street Suffix:
- Road
- Postal Code:
- 11935
- Floor Number:
- 0
- Longitude:
- W73° 31' 46.8''
- Latitude:
- N41° 0' 27.4''
- Direction Faces:
- West
- Directions:
- Turn down Pequash Ave, and take a right onto Midwood Road, left onto Pinewood Road
- PostalCity:
- Cutchogue
- Architectural Style:
- Traditional
- Association Amenities:
- Powered Boats Allowed, Park
- Association Fee:
- $95
- Association Fee Frequency:
- Annually
- Association Fee Includes:
- Other
- Construction Materials:
- Frame
- Elementary School:
- Mattituck-Cutchogue Elementary Sch
- High School:
- Mattituck Junior-Senior High School
- Levels:
- Two
- Agent MlsId:
- 503503
- MiddleOrJunior School:
- Mattituck Junior-Senior High School
- PhotosCount:
- 39
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $13,677
- Water Source:
- Public
- Office MlsId:
- BRSL01
Residential - MLS# 1038993
275 Pinewood Road, Southold, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 1038993
- Price :
- $1,799,000
- Rooms :
- 11
- Bedrooms :
- 6
- Bathrooms :
- 2
- Half Bathrooms :
- 2
- Bathrooms Total :
- 4
- Square Footage :
- 2,509 Sqft
- Lot Area :
- 0.33 Acre
- Year Built :
- 1961
- Status :
- Active
- Listing Agent :
- Christine L. Peddy
- Listing Office :
- Engel & Volkers North Fork








































