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Stephen Kaminsky
(607) 353-2047 Cell

225 Lakeside Drive S, Southold, NY 11971

New - 25 Hours Ago

28 Total Photos [Click to View All]

Property Description

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA's private bay beach offers another coveted way to enjoy the waterfront. Elevated above the shoreline, the property enjoys beautiful water views and abundant wildlife from nearly every vantage point. Polished yet relaxed, private yet perfectly connected to the water, this is North Fork living designed to be enjoyed all season long.

225 Lakeside Drive S | MLS# 1038709

This single family home located at 225 Lakeside Drive S, Southold, NY 11971 is currently listed for sale with an asking price of $2,200,000. This property was built in 1974 and has 3 bedrooms and 3 full baths with 2600 sq. ft. Lakeside Drive S is located within the Southold school district. Search Southold real estate on stephen-kaminsky.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: See Remarks, Unfinished
Basement: Yes
Cooling: Central Air, Wall/Window Unit(s)
Fireplaces: 1
Garage: 2
Heating: Forced Air, Oil
Home Style: Ranch
Lot Size: 0.40 Acres
Taxes: $14,115
Year Built: 1974

Amenities

First Floor Bedroom
First Floor Full Bath
Cathedral Ceiling(s)
Eat-in Kitchen
Entrance Foyer
Formal Dining
His and Hers Closets
Open Floorplan
Pantry
Primary Bathroom
Master Downstairs
Storage
Walk-In Closet(s)
Washer/Dryer Hookup
Dock
Lighting

Feature Descriptions

Appliances: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Association Amenities: Other
Association Fee: $500/Annually
Association Fee Includes: Common Area Maintenance, Other
Attic: Partial
Community Features: Other
Days on Site: 1
Exterior: Frame
Fireplace Features: Family Room, Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Laundry: In Hall
Lot Features: Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Private, Secluded, Sprinklers In Front, Sprinklers In Rear, Views, Waterfront
On Market Date: 2026-08-14
Other Structures: Gazebo
Parcel Number: 1000-090-00-03-00-011-000
Parking Features: Driveway, Garage, Private
Pool Features: Other
Rental Term: Monthly
Rooms Total: 7
Security: yes
Security Features: Security System
Sewer: Septic Tank
Special View Info: Water
Swimming Pool: Yes
Utilities: Electricity Connected, Water Connected
Water: Public
Waterfront Features: Creek

Local Schools

High School: Southold Junior-Senior High School
Middle School: Southold Junior-Senior High School
Elementary School: Southold Elementary School
School District: Southold

Estimate Your Payment

Estimated Payment

$ 6,714.16 per month $4,896.25 Principal & Interest $1,176.25 Property Tax $641.67 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Daniel Gale Sothebys Intl Rlty
Agency Contact: 631-477-0013

Shown By

Agent Name: Stephen Kaminsky
Agent Phone: (607) 353-2047 Cell
Agency Title: Timberland Properties

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