89 Chestnut Hill Rd

Wilton, CT 06897

$2,195,000
Price
6
Beds
5,576 Sq. Ft.
$394 / Sq. Ft.
5,576
Sq. Ft.
$394
per Sq. Ft.
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Listed By Compass
Listed By Compass

Description

New Listing! Originally built in 1825, this distinguished Colonial Revival estate was significantly expanded in the 1920s by McCall's Magazine, which transformed it into their elegant country retreat. Now offering over 5,600 square feet of beautifully remodeled living space, the home has been thoughtfully restored to honor its historic roots while offering every modern comfort. A true sanctuary from the pace of everyday life, this property invites you to vacation at home. Enjoy morning coffee on...New Listing! Originally built in 1825, this distinguished Colonial Revival estate was significantly expanded in the 1920s by McCall's Magazine, which transformed it into their elegant country retreat. Now offering over 5,600 square feet of beautifully remodeled living space, the home has been thoughtfully restored to honor its historic roots while offering every modern comfort. A true sanctuary from the pace of everyday life, this property invites you to vacation at home. Enjoy morning coffee on the private master terrace, sunbathe on the south terrace, or relax with a book on the charming porch. The expansive, level grounds are ideal for outdoor living and feature a sun-drenched site perfect for a future pool. Inside, the home balances grandeur with warmth. The stunning Carrara marble kitchen is a chef's dream, equipped with high-end appliances and a spacious island for gathering. A full butler's pantry and porch provide the perfect setup for entertaining. Host unforgettable dinners in the banquet-sized dining room or dine al fresco on the breathtaking stone terrace. The generous living room and adjacent den/bar feature three fireplaces and multiple sets of glass doors that open to the terrace and porch, blending indoor and outdoor living seamlessly. Work from home in one of two quiet offices, then unwind in the cozy family room by the fire, enjoy a workout in your personal gym, or retreat to the luxurious primary suite.

Property Details for 89 Chestnut Hill Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Garages Number
3
Neighborhood
South Wilton
Style
Antique
Swimming Pool
No
LISTING UPDATED: 03/13/2026 11:40 PM

Property Details for 89 Chestnut Hill Road

StatusActive
MLS #24089948
Days on Market327
Taxes$28,593 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1825
Lot Size2.01 AC / 87,555 SF
CountyFairfield County
Buyer's Agent Compensation2.5%
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Location

Listing Courtesy of: .

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Building Information for 89 Chestnut Hill Road

Stories-Year Built1825Building Size-Lot Size2.01 AC / 87,555 SF

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$13,081 per month

30 year fixed, 6.15% Interest

Principal and Interest

$10,698

Property Taxes

$2,383

HOA Dues

$0

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Property Information for 89 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 33 To Chestnut Hill Road.
  • Elementary School: Per Board of Ed
  • High School: Wilton
  • Latitude: 41.177452
  • Longitude: -73.392882
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $28,593
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Zoned
  • Attic YN: Yes
  • Fireplaces Total: 7
  • Laundry Room Info: Upper Level
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 335F17BDC34716A9E063D501100ACB60
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 9
  • Listing Key: 335F17BDC34716A9E063D501100ACB60
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Family Room
Room 10
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Exclusions: N/A
  • Exterior Siding: Clapboard, Cedar
  • Foundation Type: Masonry
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1825
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 5576
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 1923447
  • Sq Ft Est Heated Above Grade: 5576.0
  • Sq Ft Total: 5576.0
  • Zoning: R-2
Utilities
  • Hot Water Description: 65 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 89 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Nov 28, 2022

Closed (Public Record)

Public Record #1502259291

$1,962,500

+16.4% / yr

Aug 29, 2022

Closed (Public Record)

Public Record #1497253051

$1,889,667

+3.9% / yr

Apr 19, 2002

Closed (Public Record)

Public Record #101571673

$875,000

+168.4% / yr

Sep 5, 2001

Closed (Public Record)

Public Record #91334392

$475,000

-56.5% / yr

Aug 9, 2000

Closed (Public Record)

Public Record #91320767

$1,161,000

+6.8% / yr

Oct 13, 1999

Closed (Public Record)

Public Record #91321143

$1,100,000—
Oct 13, 1999

Closed (Public Record)

Public Record #91321139

$600,000—
DateEvent & SourcePrice
11/28/2022

Closed (Public Record)

Public Record #1502259291

$1,962,500

+16.4% / yr

08/29/2022

Closed (Public Record)

Public Record #1497253051

$1,889,667

+3.9% / yr

04/19/2002

Closed (Public Record)

Public Record #101571673

$875,000

+168.4% / yr

09/05/2001

Closed (Public Record)

Public Record #91334392

$475,000

-56.5% / yr

08/09/2000

Closed (Public Record)

Public Record #91320767

$1,161,000

+6.8% / yr

10/13/1999

Closed (Public Record)

Public Record #91321143

$1,100,000
10/13/1999

Closed (Public Record)

Public Record #91321139

$600,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 89 Chestnut Hill Road

Taxable ValueLand$300,020Additions$871,360Total$1,171,380
Tax Record2024$28,593 ($2,383 / month)
Home Facts
Beds6Baths5Total Finished SqFt5,576 SqFtAbove Grade Finished SqFt5,576 SqFtUnfinished Basement SqFt2,848 SqFtStories2Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built1825ZoningR-2CountyFAIRFIELDAPNWILT M:0028 B:005 L:00Fireplace TypeHas Fireplace

Schools near 89 Chestnut Hill Road

This home is within Wilton School District.
Rating
School
Type
Grades
Distance
Miller-Driscoll School
Public - PK to 2
Cider Mill School
Public - 3 to 5
Middlebrook School
Public - 6 to 8
Wilton High School
Public - 9 to 12
Rating
School
Distance
Miller-Driscoll School
PublicPK to 2

Cider Mill School
Public3 to 5

Middlebrook School
Public6 to 8

Wilton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 89 Chestnut Hill Road, Wilton, CT 06897

89 Chestnut Hill Road is a single family home for sale in Wilton, CT 06897. This property was listed for sale on March 12, 2026 by Compass, it's currently listed at $2,195,000. It has been on the market for a total of 327 days and was last sold on November 28, 2022. This listing's school district is Wilton School District. Nearby schools include Miller-Driscoll School, Cider Mill School and Middlebrook School. 89 Chestnut Hill Road is a 6-bed, 5-bath, 5,576 sqft single family home built in 1825.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.