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30 Chestnut Hill Road

Killingworth, Connecticut 06419

ACTIVE$340,000
Beds
4
Baths
1
SqFt
1,756
Acres
2.10
Year Built
1890
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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4 Fireplaces

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

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

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: indicative defaults
$2,110

per 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

Similar Properties

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

Listed By

Nutan Pawar

DreamHomes Realty LLC

(203) 232-4138

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.