Back 5 Sutton Farm Drive
Off Market

5 Sutton Farm Drive

Chappaqua NY 10514

4
7
3
7708 sq. ft.
219978 sq. ft.
Single-Family
Last sold for $3,500,000
Cindy GlynnCindy Glynn, last sold this property on 05 February 2026 after 210 days on market.

Overview

Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end finishes that elevate every detail. A gracious covered front entry welcomes you to a dramatic two-story foyer with soaring ceilings, a sweeping curved staircase, and exquisite architectural detailing throughout. The shingle and stone facade exudes timeless curb appeal, while inside, craftsmanship and quality reign supreme. The thoughtfully designed open layout showcases wide-plank white oak floors and designer light fixtures from Holly Hunt, Visual Comfort, Jonathan Adler, and Boyd, imbuing each space with modern sophistication. At the heart of the home is a professionally appointed chef’s kitchen. A dual oven 6-burner range with grill by Wolf is accented by a custom-designed stainless steel hood. Built-in Subzero refrigeration features dual 36’ refrigerator freezers. Quartz and marble countertops, two dishwashers, and two sinks complete this exquisite space. Ideal for both entertaining and everyday living, the inviting breakfast area flows seamlessly into the sun-drenched family room with a custom masonry stone fireplace. The main level also includes a formal dining room with butler’s pantry, a gracious living room with a second masonry fireplace, a sunlit private office, and a well-equipped mudroom with back staircase. The second level includes a separate guest suite/bonus room and additional office space—ideal for multigenerational living or working from home. The luxurious primary suite offers a peaceful retreat with a tray ceiling, a dressing area, generous walk-in closets, and a spa-like bath. Three additional spacious bedrooms each feature en-suite baths. The finished walk-out lower level adds remarkable versatility with a large recreation room, game room, gym, full bath, guest/office suite, and abundant storage.The exterior grounds are truly an outdoor oasis: sweeping lawns, specimen trees, perennial gardens, and complete privacy. A newly paved Belgian block-lined driveway provides a grand entrance, while the expansive backyard features an oversized deck, perfect for entertaining, recreation, or serene relaxation. Additional highlights include a three-car, double-height garage, radiant heat, and whole-house generator—offering ultimate comfort, efficiency, and peace of mind. Located on once historic Sutton Farm, this one-of-a-kind home offers the best of both worlds: seclusion and serenity just minutes from Chappaqua, Armonk, schools, and train. Nature preserves are nearby for peaceful hikes. A rare and refined opportunity—perfection in every detail.

Features

4 bedrooms
7 bathrooms
3 carspaces
3 garage spaces
7708 sq. ft. floor area
219978 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Chappaqua over the last 12 months, the estimated median property value of 5 Sutton Farm Drive is $1.65m.

Median value
$1.65m
Estimated value range
$700k - $3.5m
Median days on market
13
Estimated value trend
3%
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 5 Sutton Farm Drive

2026
Sold
$3,500,000
05 Feb 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 4 bedroom single-family properties in Chappaqua

In the last 12 months, 52 four-bedroom single-family properties similar to 5 Sutton Farm Drive, have been sold.

This represents a 18% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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