30 Chestnut Hill Road
Killingworth, Connecticut 06419
- Beds
- 4
- Baths
- 1
- SqFt
- 1,756
- Acres
- 2.10
- Year Built
- 1890
- Neighborhood
- Chestnut Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of transformation. Exterior work-including masonry, roof detailing, windows, and finish-is underway. Current renovation plans envision a spacious 3-bedroom, 2.5-bath layout featuring a dedicated office, library, and over 3,000 square feet of living space. When completed, the home-along with a barn/garage addition and refreshed landscaping-is projected to be valued between $800,000 and $925,000. An optional larger barn built on the existing foundation at the rear of the property could add approximately $248,000 in additional value. The seller is now seeking a new steward for this exceptional property. There's also the option to retain the current owner as architect and contractor to help bring the vision to life. This is a rare chance to be part of a meaningful restoration-combining history, craftsmanship, and future potential.
Key Facts
- City/Town
- Killingworth
- Neighborhood
- Chestnut Hill
- Property / Style
- Single Family · Cape Cod,Antique
- Year Built
- 1890
- Days on Market
- 468 days
- Beds
- 4
- Baths
- 1 full
- Living Area
- 1,756 sq ft
- Lot Size
- 2.10 acres
- Property Taxes
- $3,011 / Annually
Market Snapshot
The Killingworth Market
Single Family · trailing 12 months
Active Listings
12
8 under contract
Median List Price
$699,450
12 active listings
Median Closed Price
$650,000
71 sales
Median Days on Market
45
12 active listings
Median $ / Sq Ft
$322
12 active listings
Sale-to-List Ratio
100.0%
71 sales
How this home compares
List Price
$340,000
vs $699,450 median
51.4% below median
Price / Sq Ft
$194
vs $322 median
39.8% below median
Days on Market
468 days
vs 45 days median
423 days longer than median
Based on 12 active and 71 closed sales (trailing 12 mo) of single family in Killingworth. Source: SmartMLS · As of August 26, 2026.
Location
30 Chestnut Hill Road, Killingworth, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: indicative defaultsper month
- Principal & Interest$1,746
- Property Taxes$251
- Insurance$113
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Killingworth
- Neighborhood
- Chestnut Hill
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Antique
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 1,756 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Haddam-Killingworth
Interior
- Heating
- No Heat
- Cooling
- None
- Fireplaces
- 4
- Appliances
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 2.10 acres
- Zoning
- R-2
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Other
- Foundation
- Stone
- Lot Description
- Lightly WoodedBorders Open Space
Listing & Financials
- Property Taxes
- $3,011 / Annually
- Days on Market
- 468
- MLS #
- 24096243
- MLS Status
- Active
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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 8/26/2026. 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 8/26/2026 at 6:05 PM UTC.
