4100 Youngs Ave

Southold NY 11971

2300 sq. ft.

13504 sq. ft.

Single-Family

Last sold for $890,000

Jeannine Kowaleski, last sold this property on 17 April 2026 after 386 days on market.

Overview

***NEW IMPROVED PRICE**Ideal for the Self-Employed Buyer or Multigenerational family: Flexibility, and Income Potential in Southold’s Wine Country. This beautifully renovated farmhouse blends timeless charm with modern comfort—perfectly suited for self-employed professionals. With 5 spacious bedrooms and 3 elegantly updated bathrooms across 2 floors, this home offers flexibility. A comprehensive gut renovation done less than five years ago, gives buyers the opportunity to unpack and enjoy! For those looking to generate additional income or accommodate multigenerational living, the layout provides an ideal opportunity—pending proper permits—to create a separate 2-bedroom, 1-bath rental unit. This option adds a layer of flexibility and long-term value for self-employed buyers who may benefit from rental income or guest accommodations. A full basement offers generous storage and the potential for a home gym, studio, or workshop. The detached 1.5-car garage and two driveways offer parking for up to 8 vehicles! The spacious yard provides plenty of room for a pool or outdoor entertaining. Located just minutes from pristine beaches and only a mile from Southold’s quaint downtown with shops, dining, and a vibrant local scene, the home is also close to farm stands, award-winning wineries, breweries, and boating—making it the ideal base for a fulfilling and inspired lifestyle.

Features

5 bedrooms

3 bathrooms

1 carspace

1 garage space

2300 sq. ft. floor area

13504 sq. ft. lot size

Single-Family

Estimated Value

We need at least 3 similar 5 bedroom single-family properties sold in Southold over the last 12 months.

Property history for 4100 Youngs Ave

2026

Sold

$890,000

17 Apr 2026 by Jeannine Kowaleski, of William Raveis New York LLC

2020

Sold

$275,000

15 Jan 2020 by Kristopher Pilles, of East End Luxury Ltd

Happy sellers in Southold

We have insufficient information to provide an overview of customer satisfaction for Southold. Viewing the agent profiles, reviews and sales for Southold can provide insights for this location.