Date
Details
Price
Change
Source
10/30/2025
Listed
$3,850,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,850,000
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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 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.
Full Property Details
Full Property Details for 105 Waterview Dr
General
- Price: $3,850,000
- Taxes: $17,588
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 928708
- Updated: 1/14/2026
- Added to Site: 79 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: 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
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room, Masonry, Wood Burning
- Appliances: Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Freezer, Microwave, Oven, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Outdoor Pool, Pool Cover, Salt Water
- Spa: Yes
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking Features: Driveway, Garage, Garage Door Opener, Off Street, Private
Location
- County: Suffolk County
- Cross Streets: Main Bayview
School Information
- High School District: Southold
- Elementary School: Southold Elementary School
- Middle School: Southold Junior-Senior High School
- High School: Southold Junior-Senior High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air, Oil, Radiant, Radiant Floor
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected, Water Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Advanced Framing Technique, Batts Insulation, Frame, HardiPlank Type
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished, Walk-Out Access
- Unfinished Attic: Yes
- Building Size: 6616
- Square Feet: 6,616
- Sq. Ft. Source: Plans
- Year Built: 2006
Lot Features
- Property View: Water
- Lot Size (Acres): 6.5
- Lot Size (Sq. Ft.): 283,140
- Frontage Feet: 490
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front View: Bayfront, Waterfront
Financial Considerations
- Tax Amount: $17,588.04
Disclosures and Reports
- Special Conditions: None
- Property ID: 1000-078-00-07-00-009-000
Listed by Compass Greater NY LLC
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Listing agents
— 105 Waterview Dr —
Compass Greater NY LLC
Compass Greater NY LLC
917-626-1381
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 105 Waterview Dr
School District:Southold Union Free School District
| Name | Grades | Distance |
|---|---|---|
Southold Elementary School 420 Oaklawn Avenue, Southold, NY 11971 | K-6 | 1.4 mi |
Southold Junior Senior High School 420 Oaklawn Avenue, Southold, NY 11971 | 7-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 105 Waterview Dr
Tax History
Tax History for 105 Waterview Dr
Year
Property Taxes
Change
Tax Assessment
Change
2020
-100%
$11,600
—
2021
$12,883
-22%
$11,600
—
2022
$16,442
28%
$11,600
20%
2021
$12,883
1%
$9,700
—
2020
$12,739
2%
$9,700
—
2018
$12,434
-6%
$9,700
-8%
2017
$13,226
1%
$10,500
—
2016
$13,121
4%
$10,500
—
2015
$12,656
-16%
$10,500
-16%
2015
$15,007
4%
$12,500
—
2014
$14,447
2%
$12,500
—
2013
$14,126
—
$12,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 105 Waterview Dr
105 Waterview Drive, Southold, NY 11971 (MLS# 928708) is a Single Family property with 6 bedrooms and 4 full bathrooms. 105 Waterview Drive is currently listed for $3,850,000 and was received on October 30, 2025. Want to learn more about 105 Waterview Drive? Do you have questions about finding other Single Family real estate for sale in Southold? You can browse all Southold real estate or contact a Coldwell Banker agent to request more information.