105 Waterview Drive, Southold, NY 11971
Local realty services provided by:CENTURY 21 Alliance Realty Group
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 access to the bay.
Inside, a chef’s kitchen, wood-burning fireplace, and generous ceiling heights enhance the home’s warm yet refined ambience. Radiant heat warms the eat-in kitchen, all bathrooms, and additional spaces throughout. Recent upgrades include the new pool and hot tub, a newly constructed circular driveway, freshly painted Hardie board siding, all-new interior paint, updated lighting, and modern hardware.
A truly exceptional offering of space, serenity, and waterfront luxury—ideal as a full-time residence or a memorable seasonal escape.
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Home facts
- Year built:2006
- Listing ID #:928708
- Added:47 day(s) ago
- Updated:December 16, 2025 at 11:50 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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