Skip to main content

245 Chestnut Hill Road

Killingworth, Connecticut 06419

ACTIVE - NEW$574,900
Beds
4
Baths
2 | 1
SqFt
1,913
Acres
2.00
Year Built
1982
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,591

per 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

Similar Properties

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

Listed By

Linda Toscano

(203) 520-7899

Coldwell Banker Realty

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.