105 Waterview Drive, Southold, NY 11971

Local realty services provided by:Better Homes and Gardens Real Estate Green Team
105 Waterview Drive,Southold, NY 11971
$3,850,000
  • 4 Beds
  • 3 Baths
  • 4,103 sq. ft.
  • Single family
  • Active
Listed by: roric tobin, justin r. concannon
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

Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 4-bedroom, 3-bath colonial offers a den/office, bonus room, and sweeping water views from nearly every room. Thoughtfully designed for both comfort and future flexibility, the residence provides substantial expansion potential. The versatile 700+ bonus area has rough plumbing, while the enormous attic, featuring 8.5+ ft ceilings, offers the possibility of a third-floor buildout. The walk-out basement, with 9+ ft ceilings, two egresses, and plumbing in place, adds even more room for customization. Resort-style amenities continue across the grounds: a 16' x 32' heated saltwater gunite pool with electric cover is set into a 2,100 SF deck, a high-end 6-person hot tub and an outdoor shower. A wide path leads to a fire pit area and the private dock, which previously accommodated a 23' Grady-White and provides direct

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Home facts

  • Year built:2006
  • Listing ID #:928708
  • Added:71 day(s) ago
  • Updated:January 09, 2026 at 11:41 AM

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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