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1280 Boston Post Road

Westbrook, Connecticut 06498

ACTIVE - NEW$495,000
Beds
4
Baths
2
SqFt
2,000
Acres
0.35
Year Built
1860
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

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

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

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,186

per 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

Similar Properties

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Listed By

Bob Yostos

(203) 747-5743

Coldwell Banker Realty

(203) 245-4700

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.