Recently Listed Open House 10/4 1pm - 3pm
143 Chestnut Hill Road
Wilton, CT, 06897 $ 2,375,000
Bedrooms6 Baths5.1 Sq 5,455 Monthly Estimate*
$ 14,996
for $2,375,000 with 6 bedrooms and 5 full baths, 1 half bath. This 5,455 square foot home was built in 1900 on a lot size of 2.45.
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! Please see Updates and Features under Documents.
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Open House
10/4/2026 1:00 PM - 3:00 PM
143 Chestnut Hill Road Wilton, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R-2
Neighborhood South Wilton
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 2.45
Directions Chestnut Hill to Spoonwood. PLEASE park on side of street bc of newly paved driveway.
High School Wilton
City Wilton
Elementary School Miller-Driscoll
Sq Ft Total 5455
DOM 6
Year Built 1900
Style Colonial
Year Built Source Public Records
Handicap Features Accessible Bath Roll-In Shower
Energy Features Generator Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 15
Basement Description Full Heated Fully Finished Cooled Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Corner Lot Lightly Wooded Level Lot Professionally Landscaped
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* Excluded FeaturesList BySusan LarsenListing Agent
William Raveis Real EstateBroker
susan.larsen@raveis.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $14,996
- Monthly Property Taxes
- $1,564
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Wilton, CT
Average List Price $1,799,889
Percent of Sale Price 24%
About Wilton, CT 18,553 Population
5% Since 2002
$ 175,083 Median Income
46.51 Median Age
44% Households with Children
Trends Information provided by ATTOM Data Solutions.
1232684 Elementary School
4772591 Middle School
Wilton High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/23/2026 | $2,375,000 | | Listed Price |