143 Chestnut Hill Road, Wilton, Connecticut

$2,375,000

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6

Beds

6

Baths

5,455

Square feet

2.45

Acres

About 143 Chestnut Hill Road

A beautifully preserved historic treasure, 143 Chestnut Hill blends more than a century of character with extraordinary craftsmanship and modern-day function. Built in 1900, with just three owners and lovingly curated by the current owners for over 40 years, the home has been thoughtfully expanded while honoring its original wide-board floors, stonework, doors, millwork and reclaimed antique beams. Throughout, extensive custom cabinetry was designed specifically for each room, with inset dressers, drawers, armoires and ingenious storage creating a true place for everything. At the heart of the home is a spectacular chef's kitchen with a 7ft island topped in reclaimed white oak, 48" Bertazzoni range, Danby marble, Sub-Zero refrigerator, and Rohl Shaw sinks. Gracious living spaces include an oversized dining room, sunroom with authentic stone wall and beams, family room with original stone fireplace and mudroom with travertine floors. A main-level en-suite bedroom and elevator provides exceptional flexibility for a first-floor bedroom suite. Upstairs, you will find a light-filled vaulted primary suite featuring extensive built-ins, walk-in closet and luxurious bath, plus five add'l bedrooms. The finished walk-out lower level adds versatility with a playroom, kitchenette, office/bedroom and full bath. Outdoors, enjoy a wraparound mahogany deck, bluestone patio, stone fire pit, plus an extraordinary approx. 2,500 SF heated/cooled barn w/ office, kitchenette, bedroom...and more!

Features of 143 Chestnut Hill Road

MLS® # 24208606
Price $2,375,000
Bedrooms 6
Bathrooms 6.00
Full Baths 5
Half Baths 1
Square Footage 5,455
Acres 2.45
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 143 Chestnut Hill Road
Area South Wilton
City Wilton
County Fairfield
State Connecticut
Zip Code 06897

Amenities

Features Generator, Thermopane Windows
Parking Spaces 10
Parking Detached Garage, Paved, Driveway
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Elevator, Open Floor Plan
Appliances Gas Range, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer
Heating Hot Water, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Heated, Fully Finished, Cooled, Full With Walk-Out

Exterior

Exterior Shingle, Clapboard
Exterior Features Wrap Around Deck, Barn, French Doors, Patio, Shed, Deck, Garden Area, Stone Wall, Underground Sprinkler
Lot Description Corner Lot, Lightly Wooded, Level Lot, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete, Stone

School Information

Elementary Miller-Driscoll
Middle Middlebrook
High Wilton

Additional Information

Date Listed September 23rd, 2026
Days on Market 11
Zoning R-2
RE / Bank Owned No

Listing Details

OfficeWilliam Raveis Real Estate

Listing Map

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Listing information last updated on October 6th, 2026 at 1:00pm EDT.