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422 Riverside Avenue

Westport, Connecticut 06880

PENDING$1,800,000
Beds
5
Baths
3 | 1
SqFt
3,345
Acres
1.10
Year Built
1900
Matt Caiola

Matt Caiola

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About This Home

A rare opportunity in the heart of Westport's coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickory's offers a unique blend of history, charm, & future potential. Rich in character & dating back more than a century, the property traces its roots to the Franklin M. Raymond estate. Orig constructed as a barn in the late 1800s & thoughtfully converted into a residence in the 1930s, the home & accompanying barn remain a fascinating piece of Westport's architectural history. The existing residence offers approximately 3,345 sq ft of living space w/ 5 bdrms, 3.5 ba. Filled w/ warmth & character, the home presents endless possibilities for restoration, renovation, or reimagining. Set back from the road & accessed from both Riverside Ave & Cherry Ln, the property enjoys an exceptional setting just minutes from downtown Westport, the train station, award winning schools, parks, restaurants, shopping, & major highways. Builders & developers take notice. With half acre zoning, no wetlands, dual street frontage, beautiful river views, & a prime location, this property offers exceptional redevelopment potential & a rare opportunity to create something truly special. Whether your vision is to preserve a piece of Westport history, renovate an architecturally significant home, or build a custom dream residence, opportunities of this caliber & flexibility are increasingly rare.

Key Facts

City/Town
Westport
Neighborhood
Saugatuck
Property / Style
Single Family · Colonial
Year Built
1900
Days on Market
53 days
Beds
5
Baths
3 full · 1 half
Living Area
3,345 sq ft
Lot Size
1.10 acres
Garage / Parking
2 garage
Property Taxes
$11,376 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

71 active listings

Median $ / Sq Ft

$821

71 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$1.80M

vs $4.79M median

62.5% below median

Price / Sq Ft

$538

vs $821 median

34.5% below median

Days on Market

53 days

vs 56 days median

3 days fresher than median

Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

422 Riverside Avenue, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,726

per month

  • Principal & Interest$9,178
  • Property Taxes$948
  • Insurance$600
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Saugatuck
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1900
New Construction
No/Resale
Living Area
3,345 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Steam
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageWalk-out

Exterior & Lot

Lot Size
1.10 acres
Zoning
A
Garage / Parking
2 garage spacesBarn
Waterfront Details
Walk to WaterView
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
ShingleShakeWood
Color
red
Roof
Shake
Foundation
Stone
Exterior Features
BarnGuttersGarden AreaLightingStone Wall
Lot Description
Level Lot

Listing & Financials

Property Taxes
$11,376 / Annually
Days on Market
53
MLS #
24176205
MLS Status
Under Contract

Similar Properties

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

Listed By

Jay Cannone

(203) 375-2800

William Raveis Real Estate

(203) 261-0028

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 3:55 PM UTC.