105 Waterview Drive, Southold, NY 11971

Southold
Local realty services provided by:Bon Anno Realty ERA Powered
105 Waterview Drive,Southold, NY 11971
$3,695,000
  • 6 Beds
  • 4 Baths
  • 4,663 sq. ft.
  • Single family
  • Active
Listed by: roric tobin, justin r. concannon
Office: compass greater ny llc.
MLS#:928708
Source:OneKey MLS

Price summary

  • Price:$3,695,000
  • Price per sq. ft.:$558.49

About this home

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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:2006
  • Listing ID #:928708
  • Added:290 day(s) ago
  • Updated:August 16, 2026 at 10:51 AM

Rooms and interior

  • Bedrooms:6
  • Total bathrooms:4
  • Full bathrooms:4
  • Rooms Total:10
  • Flooring:Hardwood
  • Dining Description:Eat-In Kitchen, Formal Dining
  • Bathrooms Description:Soaking Tub
  • Kitchen Description:Chefs Kitchen, Cooktop, Dishwasher, Eat-in Kitchen, Freezer, Microwave, Oven, Pantry, Refrigerator
  • Bedroom Description:First Floor Bedroom
  • Basement:Yes
  • Basement Description:Full, Unfinished, Walk-Out Access
  • Living area:4,663 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Oil, Radiant
  • Central air:Yes

Structure and exterior

  • Year built:2006
  • Building area:4,663 sq. ft.
  • Lot area:6.5 Acres
  • Architectural Style:Colonial
  • Construction Materials:Advanced Framing Technique, Batts Insulation, Frame, HardiPlank Type
  • Levels:3 Story

Schools

  • High school:Southold Junior-Senior High School
  • Middle school:Southold Junior-Senior High School
  • Elementary school:Southold Elementary School

Utilities

  • Water:Public
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$3,695,000
  • Price per sq. ft.:$558.49
  • Tax amount:$17,588 (2025)

Features and amenities

  • Appliances:Cooktop, Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
  • Laundry features:Dryer, Washer, Washer/Dryer Hookup
  • Amenities:Cathedral Ceiling(s), Entrance Foyer, Granite Counters, High Ceilings, Marble Counters, Storage, Walk-In Closet(s)
  • Pool features:Outdoor Pool

Parking

  • Parking description:Driveway, Garage, Off Street, Private
  • Garage:Yes
  • Garage spaces:3
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID <lastMLSCheckTimestamp>. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

New listings near 105 Waterview Drive