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Good morning. Welcome to 90 Water Street, Chester, CT

$274,900
1
Beds
1.00
Baths
1,034
SqFt
0.28
Acres

Pricing Insight: Originally listed for $299,900, the price was last adjusted to $274,900 on July 22, 2026, a –$25,000 (8.3%) change, approximately 0 days ago. This property has been on the market for approximately 27 days.

90 Water Street, Chester, CT is a 1-bed, 1-bath, 1,034 square foot home built in 1950 , featuring ranch architecture.

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

MLS #: 24186861

Offered Price: $274,900

Residence Type: Single Family

Architectural Style: Ranch

Living Area: 1,034 Sq. Ft.

Lot Size: 0.28 Acres

Neighborhood: N/A

County: Middlesex

Year Built: 1950

Design & Construction: Frame

Heating: Hot Air

Cooling: None

Garage Spaces: 0

Price per Sq Ft as listed: $266

Estimated Tax: $3,767

Days on Market: 26

$299,900
3 Beds · 1 Baths · 1,217 Sq Ft
92 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: $266 / Sq. Ft.

Tax assessed value: $139,090

Estimated Tax: $3,767

Architectural Style: Ranch

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1950

Living Area: 1,034 Sq. Ft.

Lot Size: 0.28 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: 9
Average Price: $959,844
Average DOM: 26 days

Complimentary CMAs, no obligation

Rare waterfront opportunity! Nestled directly on the water, 90 Water St is a 1-bathroom Ranch currently configured as a 1-bedroom, but offering a spacious layout that easily converts to a 2-bedroom home. Built in 1950, the property provides a fantastic foundational footprint. It features a large 13'6" x 20'10" living room and a versatile 10'3" x 20'10" family room-the ideal space to partition into a second bedroom or home office. A combined 10'5" x 16'2" kitchen/dining area and a comfortable 12'5" x 10'3" primary bedroom complete the interior. Location is everything, and this property delivers. Situated right on the water, it offers tranquil views and the canvas for an incredible outdoor living space on the riverbank. Beyond the backyard, you are just a short, scenic stroll from downtown Chester's highly desirable boutiques, art galleries, and acclaimed dining. Looking to expand your portfolio or create a larger waterfront compound? This presents a unique dual-purchase opportunity: 90 Water St can be sold as a package with the neighboring property at 92 Water St (note: the two properties conveniently share an existing septic system). Whether you are an investor looking for a value-add rehab project or a buyer seeking a waterfront getaway with a vision to maximize this footprint, the possibilities are endless. Bring your contractor and imagination-schedule a 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.

9

Homes For Sale

$959,844

Average List Price

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

Exterior Features

Exterior Construction: Aluminum

Roof Type: Asphalt Shingle

Foundation: Concrete

Utilities: Water: Public Water In Street,Private Well

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

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Steve Simos
Real Estate Advisor
Chester • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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Good morning Steve, I'm interested in
90 Water Street, Chester, Connecticut
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Steve Simos
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203-915-6183
Presented by motif • Source: MLS • Listed by: Luke Florian • SSG Real Estate LLC • MLS# 24186861