Single Family
105 Waterview Drive
Pending · Southold · Suffolk County, NY 11971
- Bedrooms
- 6 Beds
- Bathrooms
- 4 Baths
- Year built
- 2006
- Est. monthly taxes
- $1,465.67
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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 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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Oct 30, 2025
- Full baths
- 4
- Half baths
- 0
- Annual property tax (MLS)
- $17,588.04
- Tax year
- 2025
- Area source (MLS)
- Plans
- Listing brokerage
- Compass Greater NY LLC
- MLS ID
- KEY928708
- Last updated
- Sep 29, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 2006
- Garage
- Yes
- Garage spaces
- 3
- Parking
- Driveway, Garage, Garage Door Opener, Off Street, Private
- Water source
- Public
- Sewer
- Septic Tank
- Utilities
- Electricity Connected, Water Connected
Interior features
- Basement
- Full, Unfinished, Walk-Out Access
- Heating
- Forced Air, Oil, Radiant, Radiant Floor
- Cooling
- Central Air
- Interior
- First 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
- Appliances
- Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Freezer, Microwave, Oven, Refrigerator, Washer
- Flooring
- Hardwood, Tile
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Colonial
- Construction materials
- Advanced Framing Technique, Batts Insulation, Frame, HardiPlank Type
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Southold Elementary School
- Elementary school district
- Southold
- Middle school
- Southold Junior-Senior High School
- Middle school district
- Southold
- High school
- Southold Junior-Senior High School
- High school district
- Southold
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.