105 Waterview Drive, Southold, NY 11971

$3,850,000
Active for Sale
6 Beds
4 Baths
4663 SF
Built In 2006
 
Listing ID 11599060
Property Type Residential
County Suffolk
School Southold
Total Tax $17,588
Tax ID 1000-078-00-07-00-009-000
FEMA Flood Map fema.gov/portal
Year Built 2006
Virtual Tour
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.
Property Details
  • 6 Total Bedrooms
  • 4 Full Baths
  • 4663 SF (AG)
  • 4663 SF (Total)
  • 6.50 Acres
  • 283140 SF Lot
  • Built in 2006
  • Colonial Style
  • Lower Level: Unfinished, Walk Out
Interior Features
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Microwave
  • Washer
  • Dryer
  • Hardwood Flooring
  • 10 Rooms
  • Entry Foyer
  • Walk-in Closet
  • 1 Fireplace
  • Forced Air
  • Radiant
  • Oil Fuel
  • Central A/C
Exterior Features
  • Hardi-Board Siding
  • 3 Garage Spaces
  • Community Water
  • Private Septic
  • Pool: Spa
  • Water View
  • Bay View
  • Bay Waterfront
  • Access Waterfront
Taxes and Fees
  • $17,588 Total Tax
Listed By
Compass Greater NY LLC
Office: 631-251-8644
Compass Greater NY LLC
Office: 631-251-8644
Request More Information
Request Showing
Role Agent Buyer
Your Preferred Date & Time
Showing Type:

Mortgage Calculator

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and PMI.

The amount you plan to offer for a home.
Cash you can pay when you close.
Varies depending on lender and credit score.
Affects interest rates. 30- or 15-year loans are standard.
Amortization Schedule

Advanced Options

Percentage of home's value. Varies by area.
Based on average insurance costs nationally.
Required if down payment is less than 20%. Rate depends on lender and credit score.
Fees paid in some shared complexes for maintenance.
Listing data is deemed reliable but is NOT guaranteed accurate.
Contact Us
Who Would You Like to Contact Today?

I want to contact an agent about this property!

I wish to provide feedback about the website functionality

Contact Agent
Your Name:
Email:
Phone:
Message:
Security: What is 9 plus 3?