89 Chestnut Hill Road, Wilton, CT 06897
SOLD
MAY 12, 2026

89 Chestnut Hill Road
Wilton, CT 06897

  • 6 Beds
  • 5 Baths
  • 5,576 sqft (on 2.01 acres)

$2,206,020

Last Sold: May 12, 2026
1% over list $2.19M
$396/sqft
Est. Refi. Payment $14,244/mo*
Refinance Your Home

$2,206,020

Last Sold: May 12, 2026
1% over list $2.19M
$396/sqft
Est. Refi. Payment $14,244/mo*
Refinance Your Home
6 Beds
5 Baths
5,576 sqft
(on 2.01 acres)

Local Information

  • Map ViewExplore the area around 89 Chestnut Hill Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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 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. This serene space boasts a fireplace, soaking tub, large walk-in shower, dual walk-in closets, and access to a private terrace. Upstairs, you'll find four additional bedrooms and three elegant Carrara marble bathrooms. A spacious laundry room offers functionality and comfort-including a perfect nook for the family dogs. The lush, landscaped grounds are truly exceptional and include a full-scale, antique party barn-ready to host gatherings and celebrations in unforgettable style.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 12, 2026

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$396/sqft
Listed
103 days ago

Home Details for 89 Chestnut Hill Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 5576 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Upper LevelRefrigeratorWasher
Heating & Cooling
Heating: ZonedHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Zoned
Fireplace & Spa
Number of Fireplaces: 7Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: MasonryNo Private Pool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 5576 Square Feet

Property Information

Year Built
Year Built: 1825
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique
Building
Construction Materials: Clapboard, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: N/AParcel Number: 1923447

Price & Status

Price
List Price: $2,195,000Price Per Sqft: $396/sqft
Status Change & Dates
Off Market Date: Mon Mar 16 2026Possession Timing: Tbd

Active Status

MLS Status: Closed

Location

Direction & Address
City: WiltonCommunity: South Wilton
School Information
Elementary School: Per Board of EdHigh School: Wilton

Building

Building Area
Building Area: 5576 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.01 Acres

Miscellaneous

BasementMls Number: 24089948Attic: Walk-upAttribution Contact: (917) 544-4221Above Grade Unfinished Area: 5576
Last check for updates: about 10 hours ago
Listed by Alexandra Friedman, (917) 544-4221
Compass Connecticut, LLC, (203) 343-0141
Bought with: Daniel R. McCamblau, (917) 848-1525, Brown Harris Stevens, (203) 221-0666
Source: Smart MLS, MLS#24089948

Price History for 89 Chestnut Hill Road

DatePriceEventSource
05/12/2026$2,206,020Sold
Smart MLS #24089948
03/16/2026$2,195,000PendingSmart MLS #24089948
03/12/2026$2,195,000Listed For SaleSmart MLS #24089948
12/01/2022$1,965,000Sold
Smart MLS #170529904
11/23/2022$2,095,000ContingentSmart MLS #170529904
10/13/2022$2,095,000Listed For SaleSmart MLS #170529904
09/02/2022$1,900,000Sold
Smart MLS #170501152
08/23/2022$1,969,000ContingentSmart MLS #170501152
08/08/2022$1,969,000Listed For SaleSmart MLS #170501152
07/21/2022ListingRemovedSmart MLS #170501152
06/18/2022$1,969,000Listed For SaleSmart MLS #170501152
09/25/2010$1,699,000ListingRemovedAgent Provided
12/23/2009$1,699,000Listed For SaleAgent Provided
07/23/2009$1,699,000ListingRemovedAgent Provided
04/14/2009$1,699,000PriceChange
Agent Provided
01/31/2009$1,799,000PriceChange
Agent Provided
11/22/2008$1,829,000Listed For SaleAgent Provided
04/19/2002$875,000Sold
N/A
09/05/2001$475,000Sold
N/A
08/09/2000$1,161,000Sold
N/A
10/13/1999$1,100,000Sold
N/A

Market trends in Wilton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
2MoM
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Property Tax and Assessment

Year2025
Tax$28,593
Assessment$1,171,380
Home facts updated by county records

Comparable Sales for 89 Chestnut Hill Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 High Ridge Road, Wilton, CT
0.13
Single-Family Home
$2,000,000
08/14/25
5
5
4,751
120 Chestnut Hill Road, Wilton, CT
0.15
Single-Family Home
$1,417,000
05/15/26
5
3.5
2,695
1 Crooked Mile Road, Westport, CT
0.70
Single-Family Home
$2,375,000
07/08/25
5
4.5
4,710
93 East Meadow Road, Wilton, CT
0.36
Single-Family Home
$1,985,000
03/02/26
4
3
3,603
2 Grouse Path, Westport, CT
0.57
Single-Family Home
$3,200,000
08/29/25
6
7
7,686
7 McMahon Lane, Westport, CT
0.71
Single-Family Home
$2,550,000
06/27/25
4
3.5
5,644
7 Fermily Lane, Westport, CT
0.79
Single-Family Home
$2,600,108
06/05/26
7
5.5
4,826
381 Chestnut Hill Road, Norwalk, CT
0.47
Single-Family Home
$1,325,000
04/10/26
4
4
3,438

Nearby homes

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Assigned Schools

These are the assigned schools for 89 Chestnut Hill Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Wilton

At least 67 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 84 % Say it's quiet

  • 81 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 80 % Say there's wildlife

  • 68 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 57 % Say they plan to stay for at least 5 years

  • 56 % Say kids play outside

  • 43 % Say there are community events

  • 24 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 19 % Say it's walkable to grocery stores

  • 18 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Aimee Calandria
    "Christmas caroling, Memorial parade, farmers market, garden sale, Halloween parade, summer outside sale"
    0
    Flag
  • Kim Biltoft
    "Family oriented, very neighborly, help is there when you ask for it. Lots of ways to get involved in the community. "
    0
    Flag
  • Avdi R.
    "Very nice and friendly town! Very quiet and peaceful. Well kept neighborhoods and town. I spend a lot of time walking trails and enjoying the local town plazas"
    2
    Flag
  • Geneveaninevanstaden
    "Wilton is a lovely town to live in and the community is kind, friendly & welcoming. The public & communal areas are well kept and the parks & recreation facilities are well maintained. Wilton has great schools & is a great town for families."
    2
    Flag
  • Kelly H.
    "Best area to raise a family! The people are great! The schools are great! The public areas are great!"
    0
    Flag
  • Geneveaninevanstaden
    "Recently moved to Wilton and absolutely love it. We love going for family walks in the nature trails, or just taking a walk to the local restaurants or cafes. The parks are clean and well maintained, the rivers and lakes are clear and looked after. The Wilton community is friendly and welcoming, it’s a great place to call home."
    3
    Flag
  • Annie O.
    "This is a small city located in Fairfield Co Connecticut, known locally as “the country” and for being a little over an hour commute outside of NYC. Getting to a major highway requires driving through neighborhoods. "
    1
    Flag
  • Ygibney
    "Great schools close to ymca close to supermarket and close to train. Convenient location to neighboring towns ."
    0
    Flag
  • Barbara S.
    "Wilton is a caring, active, and beautiful community. A terrific library and many interest groups expand the reach of the educational resources. "
    0
    Flag
  • Azlouko
    "Fun family events in town Friendly neighbors Good school system Halloween parade Memorial Day parade"
    1
    Flag
  • Nya
    "Great schools, safe to live. We don’t have a great downtown but near by towns have. We have few good restaurants, great library and a farmers market. "
    0
    Flag
  • Samwals
    "No , there is no public transportation here. Everything is done by car. The city is spread out and there is no way they could supply public transportation except for the elderly "
    1
    Flag
  • BlessedOne
    "Lived in Wilton for 11 years. Plus is Low crime rate. Negative is expensive rent for old houses that are not update and built in 1900’s."
    1
    Flag
  • Trulia User
    "Great fairs, library events, parades! Super fun place to live. Outdoor activities too including hiking and biking. "
    0
    Flag
  • Pookie368
    "Most parts near me are not good to walk a dog. Not a lot of sidewalks and a lot of traffic. There are however a few parks to walk with your dog scattered around town."
    0
    Flag
  • Samwals
    "It doesn’t feel unique . There is nothing special about the town nor the neighborhood. The people are hoodwinked by the propaganda about how great the schools are. Scores have declined each year. "
    2
    Flag
  • Elizabethalleva
    "Wilton is amazing! Great schools. Great people. Beautiful homes!! This is a wonderful place to raise a family"
    4
    Flag
  • Samwals
    "Beautiful neighborhood, over rated schools. High taxes, high debt, Low turnout on budget issues. Poor road maintenance, wasted money on new school, with declining school age population. Retail outlets closing, with no incentives to stay. No plan to attract new businesses. A pompous attitude prevails by a community who time past by"
    0
    Flag
  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
    0
    Flag
  • Liz C.
    "We live here and it is the best place we have ever lived! We thought when we bought it that we would move in a couple of years, but now we know this has everything we need and is safe, walkable, pet friendly, conveniently located and the neighborhood community is awesome. Having 4 bedrooms and a detached house with plenty of parking for our family and guests makes living easy. Our resident board and the management company are proactive and approachable. The grounds and upkeep through every season have been outstanding, nothing to complain about! These houses rarely come on the market and when they do there are always multiple bids. This has proven to be an amazing investment. Grumman Village possesses a desirable and stable mixed neighborhood of families, singles, couples and retirees."
    0
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
89 Chestnut Hill Road, Wilton, CT 06897 is a 6 bedroom, 5 bathroom, 5,576 sqft single-family home built in 1825. This property is not currently available for sale. 89 Chestnut Hill Road was last sold on May 12, 2026 for $2,206,020 (1% higher than the asking price of $2,195,000).