105 Waterview Drive, Southold, NY 11971

• 6 beds |
• 4 baths |
• 4,663 sqft

Property Description

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.

Listing Status:

Active

Data Last Updated:

May 12, 2026 at 1:22AM

Listing Office:

Compass Greater NY LLC : 917-626-1381

MLS ID:

928708

Interior

• General: First Floor BedroomFirst Floor Full BathBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Central VacuumChandelierChefs KitchenCrown MoldingEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsHis and Hers ClosetsMarble CountersPantryPrimary BathroomRecessed LightingSaunaSoaking TubStone CountersStorageWalk-In Closet(s)Washer/Dryer Hookup
• Appliances: CooktopDishwasherDryerElectric CooktopElectric OvenFreezerMicrowaveOvenRefrigeratorWasher
• Laundry: Laundry Room
• Basement: FullUnfinishedWalk-Out Access
• Flooring: HardwoodTile
• A/C: Central Air
• Heating: Forced AirOilRadiantRadiant Floor
• Fireplace: Living RoomMasonryWood BurningFireplaceFireplaces: 1

Exterior

• Style: Colonial
• Pool: Outdoor PoolPool CoverSalt Water
• Parking: DrivewayGarageGarage Door OpenerOff StreetPrivate

Construction

• General: Three Or More

Location

• Originating MLS: onekey2
• School District: Southold
• County: Suffolk County

Lot

• Zoning: 1000-078-00-07-00-009-000
• View: Water

Utilities

• Utilities: Electricity ConnectedWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: onekey2