245 Chestnut Hill Road
Killingworth, Connecticut 06419
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 1,913
- Acres
- 2.00
- Year Built
- 1982
- Neighborhood
- Chestnut Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Beautifully updated Cape Cod set on two private acres near the Killingworth/Madison town line. This well-maintained home offers four bedrooms, updated living spaces, and numerous recent improvements, including vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a new well neutralizing system. Recently painted throughout, the main level features hardwood floors, a spacious family room, formal dining room with a wall of built-ins offering plenty of storage and buffet space, and a bright breakfast area with a pellet stove featuring an attractive stone surround that can efficiently heat the entire home. The updated kitchen includes a pantry, granite counters, and the laundry has been relocated to the second floor for convenience. All four generously sized bedrooms are located upstairs, including the primary bedroom with hardwood floors and a private full bath. The other bedrooms share an updated full bath. Outside, a newer 20 x 20 Trex deck bordered by a beautiful stone wall overlooks the private, wooded backyard, providing plenty of space for outdoor dining and entertaining. The driveway has also been recently regraded and paved to reduce the incline and allow for easier access. Enjoy the privacy of this two-acre setting while being just minutes from Madison's beaches, shopping, restaurants, and commuter routes. With so many recent updates already completed, this home is ready for its next owners.
Key Facts
- City/Town
- Killingworth
- Neighborhood
- Chestnut Hill
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1982
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 1,913 sq ft
- Lot Size
- 2.00 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,100 / Annually
Market Snapshot
The Killingworth Market
Single Family · trailing 12 months
Active Listings
18
6 under contract
Median List Price
$575,000
18 active listings
Median Closed Price
$705,000
65 sales
Median Days on Market
40
18 active listings
Median $ / Sq Ft
$276
18 active listings
Sale-to-List Ratio
100.0%
65 sales
How this home compares
List Price
$549,900
vs $575,000 median
In line with median
Price / Sq Ft
$287
vs $276 median
In line with median
Days on Market
0 days
vs 40 days median
40 days fresher than median
Based on 18 active and 65 closed sales (trailing 12 mo) of single family in Killingworth. Source: SmartMLS · As of November 5, 2026.
Location
245 Chestnut Hill Road, Killingworth, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,998
- Property Taxes$508
- Insurance$183
- 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
- Year Built
- 1982
- New Construction
- No/Resale
- Living Area
- 1,913 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Haddam-Killingworth
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceHatchway AccessInterior Access
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 2.00 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersLightingStone Wall
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $6,100 / Annually
- Days on Market
- 0
- MLS #
- 24219383
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 11/5/2026. 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 11/5/2026 at 4:30 PM UTC.