73 Whippoorwill Lake Road

Off Market

73 Whippoorwill Lake Road

Chappaqua NY 10514

4839 sq. ft.

50530 sq. ft.

Single-Family

Last sold for $1,920,000

Cindy Glynn, last sold this property on 20 January 2026 after 89 days on market.

Overview

Experience modern luxury and timeless sophistication in this stunning contemporary, beautifully sited on over an acre of park-like property in Chappaqua’s sought-after Whippoorwill neighborhood. Set on a quiet cul-de-sac with a majestic approach, this home is surrounded by mature trees and lush landscaping, creating a private oasis with level play areas and serene natural views backing to a protected nature preserve. This dramatic residence features soaring ceilings, expansive windows, gorgeous hardwood floors and sophisticated modern design throughout. A bold double-door entry opens to a sun-drenched foyer and gallery-like living spaces. The vaulted dining room with floor-to-ceiling windows flows seamlessly into an oversized living room with a fireplace and sliders to expansive wraparound decks—perfect for indoor/outdoor entertaining. The beautiful chef’s kitchen showcases stainless steel appliances, custom cabinetry, and a breakfast area with sliders for effortless alfresco dining. The main level also includes a spacious home office (or playroom) with a second fireplace, a guest bedroom/office, full bath, laundry area, and an attached two-car garage. Upstairs, the primary suite offers a fireplace, private balcony, dual walk-in closets, and an ensuite bath. Three additional bedrooms include one with an en-suite bath and two sharing a stylishly updated hall bath. The walk-out lower level provides great space for recreationa and storage. Offering a rare combination of architectural drama, flexible living space, and resort-like grounds, this exceptional home delivers the best of modern living in a peaceful Whippoorwill setting within the award-winning Chappaqua School District. AO 11/1/25

Features

5 bedrooms

5 bathrooms

2 carspaces

2 garage spaces

4839 sq. ft. floor area

50530 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 73 Whippoorwill Lake Road is $2.41m.

Median value

$2.41m

Estimated value range

$1.1m - $3m

Median days on market

Estimated value trend

22%

increase 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 73 Whippoorwill Lake Road

2026

Sold

$1,920,000

20 Jan 2026 by Cindy Glynn, of Compass Greater NY, LLC

Happy sellers in Chappaqua

94%

94% 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 3 reviews in Chappaqua over the last 12 months.

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

In the last 12 months, 15 five-bedroom single-family properties similar to 73 Whippoorwill Lake Road, have been sold.

This represents a 41% 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

(108 reviews)

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Sari Shaw

at Compass Greater NY, LLC

(1 review)

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Edward Holmes

at William Raveis-New York, LLC

(9 reviews)

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Francie Malina

at Compass Greater NY, LLC

(102 reviews)

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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.