422 Riverside Avenue
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,345
- Acres
- 1.10
- Year Built
- 1900
- Neighborhood
- Saugatuck
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
71
56 under contract
Median List Price
$4.79M
71 active listings
Median Closed Price
$2.42M
303 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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
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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 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.