26 Chittenden Hill Road
Westbrook, Connecticut 06498
- Beds
- 4
- Baths
- 2
- SqFt
- 2,820
- Acres
- 4.50
- Year Built
- 1710
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
A distinctive, unique property with character, privacy and versatility of a true country estate. At the heart of the property on 5.68 acres, is a charming circa-1710 center-chimney colonial. Offering four bedrooms, 2 full baths, approximately 2900 square feet, and three fireplaces. Rich with traditional appeal and updated kitchen, newer steam boiler, new cedar roof, updated full baths, and mini-split system with 10 head units. Beautiful expanded patio, perfect for entertaining overlooking gardens and meadows. A separate two-bedroom guest house with adjoining meeting rooms, library with deck overlooking meadows, provides comfortable space for guests, extended family, studio or home office. The grounds include a barn, gardeners shed, henhouse, 2 rabbit hutches and garage. This remarkable gentle-farm adjoins open space and conservation land.
Key Facts
- City/Town
- Westbrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1710
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,820 sq ft
- Lot Size
- 4.50 acres
- Garage / Parking
- 1 garage · 5 total
- Property Taxes
- $10,624 / Annually
Market Snapshot
The Westbrook Market
Single Family · trailing 12 months
Active Listings
20
16 under contract
Median List Price
$571,950
20 active listings
Median Closed Price
$627,500
76 sales
Median Days on Market
43
20 active listings
Median $ / Sq Ft
$294
20 active listings
Sale-to-List Ratio
100.0%
76 sales
How this home compares
List Price
$949,000
vs $571,950 median
65.9% above median
Price / Sq Ft
$337
vs $294 median
14.6% above median
Days on Market
0 days
vs 43 days median
43 days fresher than median
Based on 20 active and 76 closed sales (trailing 12 mo) of single family in Westbrook. Source: SmartMLS · As of September 4, 2026.
Location
26 Chittenden Hill Road, Westbrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$4,904
- Property Taxes$885
- Insurance$316
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westbrook
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1710
- New Construction
- No/Resale
- Living Area
- 2,820 sq ft
Schools
- Elementary
- Daisy Ingraham
- High
- Westbrook
Interior
- Heating
- Heat PumpSteamWall UnitZoned
- Heat Fuel
- ElectricOil
- Cooling
- Split SystemWall Unit
- Fireplaces
- 3
- Laundry
- Lower Level
- Laundry Location
- Basement
- Appliances
- Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- PartialSump PumpWalk-outConcrete FloorPartial With Walk-Out
- In-Law Apartment
- YesDetached
Exterior & Lot
- Lot Size
- 4.50 acres
- Zoning
- RR
- Garage / Parking
- 1 garage space5 total parking spacesDetached GarageDrivewayGravel
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ClapboardWood
- Color
- Blue
- Roof
- Asphalt ShingleWood Shingle
- Foundation
- BlockConcrete
- Exterior Features
- ShedFruit TreesBarnDeckGarden AreaGuest HouseStone WallPatio
- Lot Description
- SecludedLightly WoodedLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $10,624 / Annually
- Days on Market
- 0
- MLS #
- 24203412
- 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 9/4/2026. 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 9/4/2026 at 10:05 AM UTC.