$3,695,000
 $19,836 est/mo Sourced by Back At You

105 Waterview Drive,Southold, NY 11971

Southold, NY 11971

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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 luxuryideal as a full-time residence or a memorable seasonal escape.

Details

MLS #928708
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2006
Days On Site302
Listing Provided ByCompass Greater NY LLC | Roric Tobin

Features

Bed(s)6
Bath(s) 4 Total
SQ Feet4,663
Garage3
BasementY
PoolYes
Acreage6.50
Water FrontYes
Property ViewWater

Interior

CoolingCentral Air
HeatingForced Air, Oil, Radiant, Radiant Floor
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, His and Hers Closets, Marble Counters, Pantry, Primary Bathroom, Recessed Lighting, Sauna, Soaking Tub, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup
AppliancesCooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Freezer, Microwave, Oven, Refrigerator, Washer

Exterior

Construction MaterialsAdvanced Framing Technique, Batts Insulation, Frame, Hardi Plank Type
Foundation DetailsConcrete Perimeter

Parking

Garage Yes / NoYes
Parking FeaturesDriveway, Garage, Garage Door Opener, Off Street, Private

Utilities

UtilitiesElectricity Connected, Water Connected
SewerSeptic Tank

Taxes

Tax Year2025
Tax Annual Amount17588.04

Area Information

StateNY
CountySuffolk County
CitySouthold
Zip Code11971
School DistrictSouthold Junior-Senior High Scho
Elementary SchoolSouthold Elementary School
High SchoolSouthold Junior-Senior High Scho
Sourced by Back At You

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Learn More About This Property

StateNY
CountySuffolk County
CitySouthold
Zip Code11971
School DistrictSouthold Junior-Senior High Scho
Elementary SchoolSouthold Elementary School
High SchoolSouthold Junior-Senior High Scho
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $2.771M - $4.618M
sqft: 3,000 - 5,500
Nearby Listings Property ImageNearby Listings Details
605 Cedar Drive Property Photo 1
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Listing Updated: August 22, 2026 at 12:33:15 AM PDT
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