105 Waterview Drive, Southold, NY 11971

Local realty services provided by:ERA Insite Realty Services
105 Waterview Drive,Southold, NY 11971
$3,850,000
  • 4 Beds
  • 3 Baths
  • 4,103 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Nov 01
    12:00 pm - 02:00 pm
Listed by:roric tobin
Office:compass greater ny llc.
MLS#:928708
Source:OneKey MLS

Price summary

  • Price:$3,850,000
  • Price per sq. ft.:$581.92

About this home

Set on 6.5 ultra private waterfront acres, this gated estate offers two single and separate waterfront lots being sold together. The property features a recently updated colonial farmhouse-style residence (Zone X with raised mechanicals off the garage) showcasing panoramic water views from nearly every room, along with a new waterside Gunite pool, 2,100 square feet deck and private dock—perfect for boating, indoor and outdoor entertaining, and relaxed coastal living. The home offers four bedrooms, a large home office, an oversized den, and three full baths. Designed with flexibility in mind, the property provides substantial opportunities to expand within the existing structure. There’s bonus space above the three-car garage with rough plumbing, an enormous attic (future 3rd floor) with 8.5+ foot ceilings, and a walk-out basement with 9+ foot ceilings, two egresses, and additional plumbing already in place. Outdoor amenities elevate the estate’s appeal, featuring a new 16 x 32

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Home facts

  • Year built:2006
  • Listing ID #:928708
  • Added:3 day(s) ago
  • Updated:November 01, 2025 at 06:41 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:3
  • Full bathrooms:3
  • Living area:4,103 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Oil, Radiant

Structure and exterior

  • Year built:2006
  • Building area:4,103 sq. ft.
  • Lot area:6.5 Acres

Schools

  • High school:Southold Junior-Senior High School
  • Middle school:Southold Junior-Senior High School
  • Elementary school:Southold Elementary School

Utilities

  • Water:Public
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$3,850,000
  • Price per sq. ft.:$581.92
  • Tax amount:$17,588 (2025)
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