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, ideally situated on two private acres near the Killingworth/Madison town line, offering the perfect blend of classic charm and modern updates. Recent improvements include vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a newly installed well neutralizing system. Recently painted throughout, the inviting main level features hardwood floors, a formal dining room, a spacious family room, and a bright breakfast area highlighted by a new pellet stove with a beautiful stone surround that can efficiently heat the entire home. The thoughtfully designed kitchen is complemented by a convenient pantry, while the laundry has been relocated to the second level for added convenience. Upstairs, you'll find four generously sized bedrooms, all on the same level. The spacious primary suite features hardwood flooring and a private bath, while the remaining bedrooms share an updated full bath. Step outside to your private backyard retreat, complete with a newer 20 x 20 Trex deck framed by a stunning stone wall, creating the perfect space for entertaining, dining, or simply relaxing in the peaceful wooded setting. Located just minutes from Madison's beaches, shopping, restaurants, and commuter routes, this move in ready home offers exceptional space, thoughtful updates, and comfortable everyday living.
Key Facts
- City/Town
- Killingworth
- Neighborhood
- Chestnut Hill
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1982
- Days on Market
- 10 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
- $5,618 / Annually
Market Snapshot
The Killingworth Market
Single Family · trailing 12 months
Active Listings
15
10 under contract
Median List Price
$699,900
15 active listings
Median Closed Price
$632,500
66 sales
Median Days on Market
30
15 active listings
Median $ / Sq Ft
$277
15 active listings
Sale-to-List Ratio
100.0%
66 sales
How this home compares
List Price
$574,900
vs $699,900 median
17.9% below median
Price / Sq Ft
$301
vs $277 median
8.7% above median
Days on Market
10 days
vs 30 days median
20 days fresher than median
Based on 15 active and 66 closed sales (trailing 12 mo) of single family in Killingworth. Source: SmartMLS · As of July 28, 2026.
Location
245 Chestnut Hill Road, Killingworth, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,931
- Property Taxes$468
- Insurance$192
- 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
- Ceiling FansWindow Unit
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDryer
- 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
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersLightingStone Wall
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $5,618 / Annually
- Days on Market
- 10
- MLS #
- 24192282
- 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 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 4:25 AM UTC.