143 Chestnut Hill Road

Wilton, CT
$ 2,375,000 Beds 6 Baths 6.5 Sq 5,455
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 2,375,000
  • City
  • Wilton
  • Bedrooms
  • 6
  • Full Bathrooms
  • 6
  • County
  • Fairfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 2.45 Acres
  • Zip
  • 06897
  • Sqr Footage
  • 5,455
  • Year Built
  • 1900
  • Taxes
  • $ 18764
  • Style
  • MLS#
  • 24208606
Listed By: Susan Larsen 203-856-1074 with William Raveis Real Estate. - (203) 762-8300
Data Source: Smart MLS

Features

General

Zoning 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
Year Built 1900
Style Colonial
Year Built Source Public Records
Handicap Features Accessible Bath,Roll-In Shower
Energy Features Generator,Thermopane Windows

Interior Features

Cooling System Central Air
Total Rooms 15
Basement Description Full,Heated,Fully Finished,Cooled,Full With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Corner Lot,Lightly Wooded,Level Lot,Professionally Landscaped
Color White

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Miller-Driscoll Elementary School
Middle School Unknown Middle School
High School Wilton High School

Price History

9/23/2026 Listed $2,375,000

Property vs Zip Code Average in 06897

Price
AVG $1.79M
$2.38M
Taxes
AVG $21,407
$18,764
Year Built
AVG 1942
1900

143 Chestnut Hill Road Wilton, CT is a Single Family Home for sale at $2375000 with 5455 sqft and a lot size of 2.45 Acres Acre(s). 143 Chestnut Hill Road Wilton has 6 bedrooms, 6 baths and was built in 1900. The property's zip code is 06897 which is in Wilton, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.