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- Property Details
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$1,799,000
Monthly Est:$8,954
6 Beds
- 4 Baths
2 full baths + 2 half baths
2,509sqft
275 Pinewood Rd, Southold, NY 11935
$1,799,000
$8,954/moEst:
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Single Family Residence
Built in 1961
$7.92/mo HOA
14,375 sqft lot
$717/sq.ft
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. 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.
- Houzeo last checked: 26 minutes ago
- Listing updated: October 7, 2026 at 9:38 pm
- Listing Provided by: Christine L. Peddy (646) 706-6113 | Engel & Volkers North Fork (631) 298-7953
- Source: OneKey MLS-NY | MLS#: 1038993

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1961
HOA Fees
$7.92/mo
Finished Area
2,509 sqft
Lot Size
14,375 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1038993
MLS Status
Active
Days on Market
53
Cumulative Days on Market
52
Open House

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Location
HOA Management
Fleet's Neck Property Owners Association
HOA Fees
$95/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Park Playground
boat
Other
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 4
Interior
Cooling
Central Air
Heating
Forced Air, Oil
Exterior Features
Boat Slip, Mailbox, Rain Gutters
Sewer
Cesspool, Septic Tank
Appliances
Dishwasher, Dryer, Gas Range, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Interior Features
First Floor Bedroom, First Floor Full Bath, Eat In Kitchen, Formal Dining, Kitchen Island, Open Floorplan, Primary Bathroom, Master Downstairs, Washer/dryer Hookup
Construction
Year Built
Year Built: 1961
Home type
Single Family Residence
Property Condition
Updated/remodeled
Construction Materials
Frame
Architectural Style
Traditional
Foundation Details
Concrete Perimeter
Utilities & Energy
Water Source
Public
Utilities
Cable Available, Electricity Available, Natural Gas Connected, Water Available
Association Amenities
Park, Powered Boats Allowed
Parking Features
Driveway, Garage
Fireplace Features
Living Room, Masonry, Wood Burning
Basement
Bilco Door(s), Crawl Space, Partial, Unfinished
Other Features
Community Features
Park
Patio And Porch Features
Deck
Price History
| Date | Event | Price |
|---|---|---|
08/17/2026 Source: | Listed for Sale | $1,799,000 $717/sqft |
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Based on information from OneKey MLS, through Oct 09, 2026, 12:01PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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