89 Chestnut Hill Road, Wilton, CT 06897
Property image
Property image
FOR SALE
NEW - 2 DAYS AGO
2.01 ACRES

89 Chestnut Hill Road
Wilton, CT 06897

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

$2,695,000

Est. Mortgage $17,696/mo*
Get Pre-Qualified

$2,695,000

Est. Mortgage $17,696/mo*
Get Pre-Qualified
6 Beds
5 Baths
5,576 sqft
(on 2.01 acres)

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
Climate Control
Heating & Cooling
Price/Sqft
$483
Listed
2 days ago

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

About this House

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.

Home Details for 89 Chestnut Hill Road

Interior Features

Interior Details
Basement: Full,Unfinished,Storage Space,Interior Entry,Walk-Out AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play 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, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: ZonedHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Zoned
Fireplace & Spa
Number of Fireplaces: 7Has a Fireplace
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s), French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Terrace, Wrap Around, Patio, PorchOther Structures: Barn(s)Exterior: Balcony, Garden, Stone WallFoundation: Concrete Perimeter, MasonryGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 5576 Square Feet

Days on Market

Days on Market: 2

Property Information

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

Price & Status

Price
List Price: $2,695,000Price Per Sqft: $483
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: WiltonCommunity: South Wilton
School Information
Elementary School: Miller-DriscollJr High / Middle School: MiddlebrookHigh School: Wilton

Agent Information

Listing Agent
Listing ID: 24193184

Building

Building Area
Building Area: 5576 Square Feet

Community

Community Features: Golf, Health Club, Library, Park, Playground, Public Rec Facilities, Near Public Transport, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 2.01 Acres

Energy

Energy Efficiency Features: Doors, Windows

Miscellaneous

BasementMls Number: 24193184Attic: Storage, Floored, Walk-upAttribution Contact: (917) 848-1525Above Grade Unfinished Area: 5576Activation Date: Thu Jul 23 2026

Additional Information

GolfHealth ClubLibraryParkPlaygroundPublic Rec FacilitiesNear Public TransportShopping/Mall
Last check for updates: about 2 hours ago
Listing courtesy of Daniel R. McCamblau, (917) 848-1525
Brown Harris Stevens, (917) 848-1525
Source: Smart MLS, MLS#24193184
Also Listed on Smart MLS, Halstead / Brown Harris Stevens.

Market trends in Wilton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
66
7MoM

Price History for 89 Chestnut Hill Road

DatePriceEventSource
07/22/2026$2,695,000Listed For SaleHalstead / Brown Harris Stevens #24193184
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

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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
350 Chestnut Hill Road, Norwalk, CT
0.61
Single-Family Home
$1,285,000
07/17/26
5
4.5
5,360
49 Mollbrook Drive, Wilton, CT
0.42
Single-Family Home
$1,650,000
07/22/26
4
2.5
3,892
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 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

Get a sense of prices in the area by checking 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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LGBTQ Local Legal Protections

Daniel R. McCamblau, Brown Harris Stevens, (917) 848-1525
Agent Phone: (917) 848-1525
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 currently available for sale and was listed by Smart MLS on Jul 21, 2026. The MLS # for this home is MLS# 24193184.