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Single family home for sale at 275 Pinewood Rd, Southold, NY 11935 | MLS# 1038993 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 275 Pinewood Rd, Southold, NY 11935 | MLS# 1038993 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 275 Pinewood Rd, Southold, NY 11935 | MLS# 1038993 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 275 Pinewood Rd, Southold, NY 11935 | MLS# 1038993 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 275 Pinewood Rd, Southold, NY 11935 | MLS# 1038993 | Listing updated on 2026-10-07
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$1,799,000

Monthly Est:$8,954

  • Beds Icon6 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,509sqft

275 Pinewood Rd, Southold, NY 11935

$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 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Southold

  • 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

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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 Park Playground

boat boat

Other 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

DateEventPrice

08/17/2026

Source: mls_logoOneKey MLS-NY #KEY1038993

Listed for Sale

$1,799,000

$717/sqft

Nearby Homes

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.

Advertising Broker: Derek Greene | The Greene Realty Group