PENDING MLS #928708

105 Waterview Drive

Southold, NY 11971

$3,695,000Asking price
Bedrooms
6
Bathrooms
4
Living Area
4,663 sq ft
Lot Size
283,140 sq ft

A CLOSER LOOK

Room for your next chapter.

About this property

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.

THE DETAILS THAT MATTER

Inside & out.

List Price
$3,695,000
MLS#
928708
Status
PENDING
Bedrooms
6
Bathrooms
4
Living Area
4,663
Lot Size
283,140
Year Built
2006
Style
Colonial
School District
Southold
Total Taxes
17588.04
Heating
Forced Air, Oil, Radiant, Radiant Floor
Parking
Driveway, Garage, Garage Door Opener, Off Street, Private
Waterview
Yes
Water
Public
Sewer
Septic Tank
Taxes
$17,588.04

GET TO KNOW THE ADDRESS

At home in Southold.

105 Waterview Drive

Southold, 11971

School district · Southold

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THE LOCAL MARKET

How does this home compare?

Key facts for ZIP code 11971 and 105 Waterview Drive.

How much do homes cost?

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Median Asking Price

$3.7M

This Home

How long have homes been listed?

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Median Days Listed

332

This Home

How many homes are under contract?

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Pending Activity

How many listings are available?

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Active Listings

Source: OneKey® MLS, distributed by MLS Grid.

Homes, condos and co-ops in this ZIP. Medians reflect active asking prices and reported days on market. Pending activity includes Pending and Active Under Contract listings.

Listing courtesy of Compass Greater NY LLC. MLS # 928708.

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A CLEARER PICTURE

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