92 Water Street
Chester, Connecticut 06412
- Beds
- 3
- Baths
- 1
- SqFt
- 1,217
- Acres
- 0.27
- Year Built
- 1927
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Charming 1927 Colonial offering a rare chance to own directly on the water in the heart of Chester. This 3-bedroom, 1-bath home spans 1,217 sq ft across two stories, with a classic layout featuring a living room and dining room on the main level and three bedrooms upstairs. Set on a 0.27-acre lot with vinyl siding and a paved driveway, the home sits right on the water with tranquil river views - a fantastic canvas for a riverfront retreat, whether you're an investor or a homeowner seeking direct water access. Just a short stroll to downtown Chester's boutiques, art galleries, and acclaimed dining. This property can also be purchased together with the adjacent 90 Water St for a larger waterfront compound (the two share an existing septic system). Bring your vision - this rare Chester waterfront offering won't last long!
Key Facts
- City/Town
- Chester
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1927
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,217 sq ft
- Lot Size
- 0.27 acres
- Property Taxes
- $4,104 / Annually
Market Snapshot
The Chester Market
Single Family · trailing 12 months
Active Listings
7
6 under contract
Median List Price
$650,000
7 active listings
Median Closed Price
$595,000
34 sales
Median Days on Market
61
7 active listings
Median $ / Sq Ft
$290
7 active listings
Sale-to-List Ratio
100.0%
34 sales
How this home compares
List Price
$284,900
vs $650,000 median
56.2% below median
Price / Sq Ft
$234
vs $290 median
19.3% below median
Days on Market
0 days
vs 61 days median
61 days fresher than median
Based on 7 active and 34 closed sales (trailing 12 mo) of single family in Chester. Source: SmartMLS · As of August 20, 2026.
Location
92 Water Street, Chester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$1,466
- Property Taxes$342
- Insurance$95
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Chester
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1927
- New Construction
- No/Resale
- Living Area
- 1,217 sq ft
Schools
- Elementary
- Chester
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- None
- Appliances
- Oven/RangeRefrigerator
- Basement
- Crawl Space
Exterior & Lot
- Lot Size
- 0.27 acres
- Zoning
- R-1
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverWalk to WaterView
- Water Source
- Public Water In StreetPrivate Well
- Sewer
- Septic
- Flood Zone
- Yes
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Water View
Listing & Financials
- Property Taxes
- $4,104 / Annually
- Days on Market
- 0
- MLS #
- 24198196
- MLS Status
- Active
Similar Properties
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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 8/20/2026. 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 8/20/2026 at 6:20 AM UTC.