USANYSouthold105 Waterview Dr
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$3,850,000

For Sale

6 months ago

105 Waterview Dr, Southold, NY

House

MLS® 928708

6 Bed

4 Bath

4663 sqft

3 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4663 sqft
Garage Yes
Taxes $17,588
Days Active 166
Lot Size 
Approx. Age 2006
Avg. Price Per Sqft $825
MLS® Number 928708

Property Address: 105 Waterview Dr, Southold, NY, 11971-2114

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number928708
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age2006
BasementFull, Unfinished, Walk-Out Access
DrivewayDriveway, Garage, Garage Door Opener, Off Street, Private
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Sauna:Second FloorNot available
Laundry:Second FloorNot available
Bedroom 2:Second FloorNot available
Bedroom 3:Second FloorNot available
Other:First FloorNot available
Bathroom 1:First FloorNot available
Basement:Lower LevelNot available
Other:Second FloorNot available
Other:Second FloorNot available
Dining Room:First FloorNot available
Office:First FloorNot available
Bedroom 1:Not available
Kitchen:First FloorNot available
Den:First FloorNot available
Bathroom 2:Second FloorNot available
Living Room:First FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 29, 2025List Date
$3,850,000List Price
  • Commute

Commute

Starting Address
Destination Address
105 Waterview Dr, Southold, NY

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