111 Prospect Drive

Off Market

111 Prospect Drive

Chappaqua NY 10514

4166 sq. ft.

29185 sq. ft.

Single-Family

Last sold for $2,555,000

Usha Subramaniam, last sold this property on 12 August 2026 after 113 days on market.

Overview

Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The gracious foyer leads to a classic dining room with fine millwork, a fireplace and boasts a lovely historical handpainted mural of the Hudson Valley at the turn of the century. The formal living room with concealed pocket doors has a second fireplace and French doors opening to the covered porch. The sunny and bright eat-in kitchen is a chef’s dream featuring a Wolf double oven, Sub Zero fridge, ample storage and opens to the casual living room/ leisure room. 2nd floor features a primary bedroom suite with a sparkling spa bath, walk-in closet and and adjoining office. An additional 3 bedrooms and a tastefully renovated hall bath complete the second floor. Finished 3rd level includes a bedroom and Bonus room perfect for studio/office/playroom w/ full hall bath. The large unfinished basement offers additional space and Bilco doors to the exterior. A 2 car detached garage originally used as stables has 2 levels and offers many possibilities. The park-like, level property is professionally landscaped and is an oasis of tranquility w/ lush lawns, a dazzling variety of specimen trees & plantings with ample parking. Ideally located close to town, train, schools and more!

Features

5 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

4166 sq. ft. floor area

29185 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Chappaqua over the last 12 months, the estimated median property value of 111 Prospect Drive is $2.3m.

Median value

$2.3m

Estimated value range

$1.43m - $3.37m

Median days on market

Estimated value trend

-3%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Chappaqua. 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 111 Prospect Drive

2026

Sold

$2,555,000

12 Aug 2026 by Usha Subramaniam, of Compass Greater NY, LLC

Happy sellers in Chappaqua

95%

95% of sellers in Chappaqua reported that their sale price either exceeded or met their price expectations.

Chappaqua stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in Chappaqua over the last 12 months.

Local market activity for 5 bedroom single-family properties in Chappaqua

In the last 12 months, 17 five-bedroom single-family properties similar to 111 Prospect Drive, have been sold.

This represents a 40% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Chappaqua for a market analysis.

Yarden Ronen-Van Heerden

at Compass Greater NY, LLC

(102 reviews)

Get a market analysis

Sari Shaw

at Compass Greater NY, LLC

(1 review)

Get a market analysis

Edward Holmes

at William Raveis-New York, LLC

(9 reviews)

Get a market analysis

Francie Malina

at Compass Greater NY, LLC

(99 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Chappaqua

Yarden Ronen-Van Heerden

Yarden Ronen-Van Heerden is an award winning recommended agent for Chappaqua. They have 1 local sale and collected 2 local reviews across the last 12 months.