1280 Boston Post Road
Westbrook, Connecticut 06498
- Beds
- 4
- Baths
- 2
- SqFt
- 2,000
- Acres
- 0.35
- Year Built
- 1860
- Property Type
- 2 Family

Matt Caiola
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About This Home
Charming Two Multi-Family Home in Westbrook, The first Floor Unit is completely renovated, the upstairs unit is in a good condition, Step into history with this charming multi-family home, built in 1860, located in the heart of Westbrook. This 2,000 sq. ft. property offers a unique blend of historic charm and modern convenience, perfect for investors or those seeking a spacious family home. Spacious rooms with plenty of natural light original hardwood floors and historic details Functional layout with ample storage space Well-maintained yard with mature landscaping Convenient location close to schools, shopping, and dining Easy access to major highways and public transportation Neighborhood: Located in a desirable area of Westbrook, this property is within walking distance to Daisy Ingraham School and Westbrook High School. Enjoy the tranquility of a suburban setting while being just minutes away from the vibrant town center. Don't miss this opportunity to own a piece of Westbrook's history.
Key Facts
- City/Town
- Westbrook
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1860
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,000 sq ft
- Lot Size
- 0.35 acres
- Property Taxes
- $4,540 / Annually
Market Snapshot
The Westbrook Market
Multi-Family · trailing 12 months
Active Listings
2
2 under contract
Median List Price
$557,000
2 active listings
Median Closed Price
$600,000
5 sales
Median Days on Market
4
2 active listings
Median $ / Sq Ft
$324
2 active listings
Sale-to-List Ratio
96.7%
5 sales
How this home compares
List Price
$495,000
vs $557,000 median
11.1% below median
Price / Sq Ft
$248
vs $324 median
23.5% below median
Days on Market
0 days
vs 4 days median
4 days fresher than median
Based on 2 active and 5 closed sales (trailing 12 mo) of multi-family in Westbrook. Source: SmartMLS · As of September 30, 2026.
Location
1280 Boston Post Road, Westbrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$2,643
- Property Taxes$378
- Insurance$165
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1860
- New Construction
- No/Resale
- Living Area
- 2,000 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- None
- Fireplaces
- 1
- Basement
- PartialUnfinishedPartial With Hatchway
Exterior & Lot
- Lot Size
- 0.35 acres
- Zoning
- CTC
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Aluminum
- Color
- White
- Roof
- ShingleGable
- Foundation
- BrickMasonry
- Exterior Features
- Deck
- Lot Description
- City ViewsTreedLevel Lot
Listing & Financials
- Property Taxes
- $4,540 / Annually
- Days on Market
- 0
- MLS #
- 24201461
- 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 9/30/2026. 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 9/30/2026 at 11:00 PM UTC.