89 Chestnut Hill Road
Wilton, Connecticut 06897
Reduced from $2,695,000
- Beds
- 6
- Baths
- 5
- SqFt
- 5,576
- Acres
- 2.01
- Year Built
- 1825
- Neighborhood
- South Wilton
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
- 115 days
- Beds
- 6
- Baths
- 5 full
- Living Area
- 5,576 sq ft
- Lot Size
- 2.01 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $29,296 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
34
24 under contract
Median List Price
$1.52M
34 active listings
Median Closed Price
$1.39M
205 sales
Median Days on Market
38
34 active listings
Median $ / Sq Ft
$423
34 active listings
Sale-to-List Ratio
105.5%
205 sales
How this home compares
List Price
$2.40M
vs $1.52M median
57.3% above median
Price / Sq Ft
$430
vs $423 median
In line with median
Days on Market
115 days
vs 38 days median
77 days longer than median
Based on 34 active and 205 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of November 14, 2026.
Location
89 Chestnut Hill Road, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 12, 2026per month
- Principal & Interest$12,889
- Property Taxes$2,441
- Insurance$798
- 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
- $29,296 / Annually
- Days on Market
- 115
- MLS #
- 24193184
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/14/2026. 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 11/14/2026 at 4:55 AM UTC.