42 Hillcrest Avenue

Roslyn NY 11576

2716 sq. ft.

13578 sq. ft.

Single-Family

Last sold for $2,000,000

Allison Hollander, last sold this property on 18 August 2026 after 74 days on market.

Overview

Steeped in history and reimagined with a designer’s eye, this 1918 masterpiece offers a rare blend of timeless Roslyn charm and high-end modern luxury. Tucked away on a quiet, leafy cul-de-sac, this home isn’t just a place to live—it’s a curated experience where every finish and fixture has been thoughtfully selected by its designer-owner. The heart of the home is a brilliant white chef’s kitchen, complete with gas cooking and a seamless flow into both the dining room and den. It’s a space built for hosting, whether you’re throwing a lively dinner party or enjoying a quiet morning coffee. French doors beckon you toward the classic front porch, while another set opens to a rear deck, blurring the lines between the elegant interiors and the lush, private grounds. While the home honors its historic roots with stunning wood floors and classic proportions, a 2018 expansion brought it firmly into the modern era. The addition of a sprawling main-level primary ensuite serves as a true sanctuary, featuring a private deck for moments of total serenity. Upstairs, four generous bedrooms and two full baths provide ample space for family or guests, complemented by the convenience of a first-floor laundry room and a stylish powder room. The property continues to impress outside. Beyond the main house sits a detached one-car garage with a surprise: a versatile upper-level space perfectly suited for a quiet home office, a yoga studio, or a private gym. Located just minutes from the vibrant shopping and dining of Roslyn Village and situated within the prestigious Roslyn School District, this is a one-of-a-kind opportunity to own a piece of local history that has been loved, polished, and perfected. It’s more than a home; it’s a work of art waiting for its next chapter.

Features

5 bedrooms

4 bathrooms

5 carspaces

1 garage space

2716 sq. ft. floor area

13578 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Roslyn over the last 12 months, the estimated median property value of 42 Hillcrest Avenue is $2.05m.

Median value

$2.05m

Estimated value range

$1.25m - $6.56m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Roslyn. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 42 Hillcrest Avenue

2026

Sold

$2,000,000

18 Aug 2026 by Allison Hollander, of Compass Greater NY LLC

Happy sellers in Roslyn

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