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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 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.

Features
Heating System:
Radiant, Oil, Forced Air, Radiant Floor
Cooling System:
Central Air
Basement:
Full, Walk-out Access, Unfinished
View:
Water
Swimming Pool:
Outdoor Pool, Pool Cover, Salt Water
Appliances:
Dishwasher, Oven, Refrigerator, Microwave, Dryer, Washer, Cooktop, Freezer, Electric Oven, Electric Cooktop
Fireplace Features:
Wood Burning, Living Room, Masonry
Fireplaces Total:
1
Flooring:
Hardwood, Tile
Garage Spaces:
3
Interior Features:
Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, Cathedral Ceiling(s), Pantry, Storage, Sauna, Walk-in Closet(s), Chefs Kitchen, Washer/dryer Hookup, Soaking Tub, Formal Dining, First Floor Bedroom, Marble Counters, Ceiling Fan(s), First Floor Full Bath, Central Vacuum, Chandelier, Primary Bathroom, Built-in Features, Crown Molding, Recessed Lighting, His And Hers Closets, Stone Counters
Laundry Features:
Laundry Room
Parking Features:
Driveway, Garage, Private, Off Street, Garage Door Opener
Sewer:
Septic Tank
Spa Features:
Bath
Utilities:
Electricity Connected, Water Connected
Address Map
City:
Southold
State:
NY
County:
Suffolk County
Property and Construction
Architectural Style:
Colonial
Development Status:
Frame, Hardiplank Type, Advanced Framing Technique, Batts Insulation
Elementary School:
Southold Elementary School
High School:
Southold Junior-Senior High School
Levels:
Three Or More
Agent MlsId:
501687
Office MlsId:
CMPA15
MiddleOrJunior School:
Southold Junior-Senior High School
Special Listing Conditions:
No
Tax Annual Amount:
$17,588
Water Source:
Public
PhotosCount:
42

Residential For Sale

105 Waterview Drive, Southold, NY

4 Bedrooms
3 Bathrooms
4,103 Sqft
$3,850,000
Listing ID #928708
Basic Details
Property Type :
Residential
Property SubType :
Single Family Residence
Listing ID :
928708
Price :
$3,850,000
Rooms :
10
Bedrooms :
4
Bathrooms :
3
Bathrooms Total :
3
Square Footage :
4,103 Sqft
Building Area :
6,616 Sqft
Year Built :
2006
Status :
Active
Status :
Active
Listing Office :
Compass Greater NY LLC
Listing Agent :
Roric Tobin
Agent info
Kasner Properties
284 W Park Ave Long Beach, NY 11561
Contact Agent
Walkscore
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