89 Chestnut Hill Road

Wilton, CT
$ 2,395,000 Beds 6 Baths 5 Sq 5,576
Monthly Estimate* How much can I afford?

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal. Equally extraordinary are the grounds. An inviting covered porch extends seamlessly from the living room, while an expansive stone terrace wraps the rear of the home, creating unforgettable spaces for entertaining or quiet evenings overlooking sweeping, level lawns and meticulously curated landscaping. Perfectly positioned just moments from the heart of Wilton and minutes to Westport and New Canaan, this is far more than a beautifully renovated timeless residence. It is one of Wilton's most iconic properties-a rare offering where history, architectural beauty, and timeless design come together in spectacular fashion. An exceptional opportunity for its lucky next steward. Truly a one-of-a-kind estate.

Single Family

  • Price
  • $ 2,395,000
  • City
  • Wilton
  • Bedrooms
  • 6
  • Full Bathrooms
  • 5
  • County
  • Fairfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 2.01 Acres
  • Zip
  • 06897
  • Sqr Footage
  • 5,576
  • Year Built
  • 1825
  • Taxes
  • $ 29296
  • Style
  • MLS#
  • 24193184
Listed By: Daniel McCamblau 917-848-1525 with Brown Harris Stevens. - (203) 221-0666
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 2.01
Directions Route 33 To Chestnut Hill Road
High School Wilton
City Wilton
Elementary School Miller-Driscoll
Sq Ft Total 5576
DOM 41
Year Built 1825
Style Colonial,Antique
Year Built Source Public Records
Energy Features Storm Doors,Storm Windows

Interior Features

Cooling System Central Air
Total Rooms 12
Basement Description Full,Unfinished,Storage,Interior Access,Walk-out

Exterior Features

Water Source Private Well
Lot Description 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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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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

7/21/2026 Listed $2,695,000
9/9/2026 11% - $2,395,000

Property vs Zip Code Average in 06897

Price
AVG $1.79M
$2.4M
Taxes
AVG $21,533
$29,296
Year Built
AVG 1941
1825

89 Chestnut Hill Road Wilton, CT is a Single Family Home for sale at $2395000 with 5576 sqft and a lot size of 2.01 Acres Acre(s). 89 Chestnut Hill Road Wilton has 6 bedrooms, 5 baths and was built in 1825. 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.