105 Waterview Dr, Southold, NY 11971
- Beds
- 6
- Baths
- 4
- Sqft
- 4,663
- Garage
- Yes
- Pool
- Yes
Sign in to view any offers or make an offer. View property features, location on map, relevant school information and overview from seller's agent.
- 1
- 0
Overview
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 6-bedroom, 4-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 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.
Location
Full feature list
Basic info
- Property type
- House
- Number of bedrooms
- 6
- Number of bathrooms
- 4
- Square feet
- 4,663
- Lot size (acres)
- 6.50
- Year built
- 2006
Interior features
- Basement
- Yes, Finished
- Fireplaces
- 1
- Laundry
- Laundry Room
Exterior features
- Pool
- Yes
- Water view
- Yes
- Waterfront
- Bay Front, Waterfront
Garage and parking
- Garage parking spaces
- 3
Utilities
- Heating
- Oil, Radiant, Radiant Floor, Heated Floors, Forced Air
- Cooling
- Central Air
- Sewer
- Septic System
- Water
- Public Water
Taxes
- Tax Annual Amount (2025)
- $17,588.04
Public schools
Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.
Sourced from: Onekey MLS MLS®#: 928708 Last checked: …

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved