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89 Chestnut Hill Road

Wilton, Connecticut 06897

ACTIVE - NEW$2,695,000
Beds
6
Baths
5
SqFt
5,576
Acres
2.01
Year Built
1825
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage7 Fireplaces

About This Home

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.

Key Facts

City/Town
Wilton
Neighborhood
South Wilton
Property / Style
Single Family · Colonial,Antique
Year Built
1825
Days on Market
6 days
Beds
6
Baths
5 full
Living Area
5,576 sq ft
Lot Size
2.01 acres
Garage / Parking
3 garage
Property Taxes
$28,593 / Annually

Market Snapshot

The Wilton Market

Single Family · trailing 12 months

View area

Median Days on Market

20

29 active listings

Median $ / Sq Ft

$407

29 active listings

Sale-to-List Ratio

105.4%

213 sales

How this home compares

List Price

$2.69M

vs $1.80M median

49.8% above median

Price / Sq Ft

$483

vs $407 median

18.7% above median

Days on Market

6 days

vs 20 days median

14 days fresher than median

Based on 29 active and 213 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of July 28, 2026.

Location

89 Chestnut Hill Road, Wilton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$17,022

per month

  • Principal & Interest$13,741
  • Property Taxes$2,383
  • Insurance$898
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Wilton
Neighborhood
South Wilton
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1825
New Construction
No/Resale
Living Area
5,576 sq ft

Schools

Elementary
Miller-Driscoll
High
Wilton

Interior

Heating
Zoned
Cooling
Central Air
Fireplaces
7
Laundry
Upper Level
Appliances
Oven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
FullUnfinishedStorageInterior AccessWalk-out
Interior Features
Security System
Additional Rooms
Bonus RoomFoyerLaundry Room

Exterior & Lot

Lot Size
2.01 acres
Zoning
R-2
Garage / Parking
3 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ClapboardCedar
Color
White
Roof
Asphalt Shingle
Foundation
ConcreteMasonry
Exterior Features
TerraceWrap Around DeckBarnFrench DoorsPatioBalconyPorchGarden AreaStone Wall
Lot Description
Level LotProfessionally Landscaped

Listing & Financials

Property Taxes
$28,593 / Annually
Days on Market
6
MLS #
24193184
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Daniel McCamblau

(917) 848-1525

Brown Harris Stevens

(203) 221-0666

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 5:25 AM UTC.