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Good afternoon. Welcome to 92 Water Street, Chester, CT

$299,900
3
Beds
1.00
Baths
1,217
SqFt
0.27
Acres

Pricing Insight: Originally listed for $324,900, the price was last adjusted to $299,900 on July 26, 2026, a –$25,000 (7.7%) change, approximately 0 days ago. This property has been on the market for approximately 31 days.

92 Water Street, Chester, CT is a 3-bed, 1-bath, 1,217 square foot home built in 1927 , featuring colonial architecture.

This home is within the Chester school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24186867

Offered Price: $299,900

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 1,217 Sq. Ft.

Lot Size: 0.27 Acres

Neighborhood: N/A

County: Middlesex

Year Built: 1927

Design & Construction: Frame

Heating: Hot Air

Cooling: None

Garage Spaces: 0

Price per Sq Ft as listed: $246

Estimated Tax: $4,104

Days on Market: 31

$274,900
1 Beds · 1 Baths · 1,034 Sq Ft
90 Water Street, Chester
$499,000
3 Beds · 2 Baths · 1,188 Sq Ft
135 Middlesex Avenue, Chester

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: Above Ground

Cooling System: None

Hot Water System: 40 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $246 / Sq. Ft.

Tax assessed value: $151,550

Estimated Tax: $4,104

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1927

Living Area: 1,217 Sq. Ft.

Lot Size: 0.27 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Chester
  • Statistical modeling algorithms
Local Market Context
Active Listings: 10
Average Price: $907,870
Average DOM: 31 days

Complimentary CMAs, no obligation

Welcome to 92 Water St, a charming 1927 two-story Colonial offering a rare opportunity to own waterfront property in picturesque Chester, CT! This 3-bedroom, 1-bathroom home is perfectly situated right on the water, offering tranquil riverfront views and an unbeatable location just a short, scenic stroll from downtown Chester's highly desirable boutiques, art galleries, and acclaimed dining. Sitting on an 11,761 sq. ft. (0.27-acre) lot bounded directly by the water, this home features classic vinyl siding, a paved driveway, and a comfortable layout, making it a fantastic canvas for your dream riverfront retreat. Whether you are an investor seeking a value-add property or a homeowner looking for direct water access, the potential here is outstanding. Looking to expand your portfolio or create a larger waterfront compound? This property presents a unique dual-purchase opportunity: 92 Water St can be sold as a package with the neighboring property at 90 Water St. Buyers should note that the two properties conveniently share an existing septic system. This rare Chester waterfront offering is packed with potential and won't last long. Bring your vision and schedule your showing today!

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 0.3 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

10

Homes For Sale

$907,870

Average List Price

Mechanicals & Utilities: Hot Air • Oil • None • Public Water In Street,Private Well water

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle

Foundation: Concrete

Utilities: Water: Public Water In Street,Private Well

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
Chester • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good afternoon Steve, I'm interested in
92 Water Street, Chester, Connecticut
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Agent Photo
Steve Simos
george@appzentric.com
203-915-6183
Presented by motif • Source: MLS • Listed by: Luke Florian • SSG Real Estate LLC • MLS# 24186867