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Good evening. Welcome to 79 Middlesex Avenue, Chester, CT

$448,900
2
Beds
1.00
Baths
1,470
SqFt
0.82
Acres

Pricing Insight: Originally listed for $525,000, the price was last adjusted to $448,900 on January 25, 2026, a –$76,100 (14.5%) change, approximately 0 days ago. This property has been on the market for approximately 107 days.

79 Middlesex Avenue, Chester, CT is a 2-bed, 1-bath, 1,470 square foot home built in 1952 , featuring cape cod architecture.

This home is within the Chester school district. Local, with nearby schools including Chester.

MLS #: 24131519

Offered Price: $448,900

Residence Type: Single Family

Architectural Style: Cape Cod

Living Area: 1,470 Sq. Ft.

Lot Size: 0.82 Acres

Neighborhood: N/A

County: Middlesex

Year Built: 1952

Design & Construction: Frame

Heating: Hot Water

Cooling: None

Garage Spaces: 0

Price per Sq Ft as listed: $305

Estimated Tax: $5,340

Days on Market: 103

$1,950
2 Beds · 1 Baths · 790 Sq Ft
159 Main Street, Chester

Home Automation: Not specified

Energy Features: Generator Ready

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Water

Fuel Tank Location: In Basement

Cooling System: None

Hot Water System: Oil, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $305 / Sq. Ft.

Tax assessed value: $197,190

Estimated Tax: $5,340

Architectural Style: Cape Cod

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1952

Living Area: 1,470 Sq. Ft.

Lot Size: 0.82 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: 7
Average Price: $226,429
Average DOM: 103 days

Complimentary CMAs, no obligation

Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends timeless New England character with everyday comfort and walk-to-village convenience. Warm hardwood floors flow throughout the light-filled living room into the updated kitchen with its beautiful bow window and dining area. The kitchen is replete with ample granite counters, perfect for the aspiring chef! The cheerful & sunny dining room opens to a huge back deck overlooking a private yard that backs up to North Quarter Park-perfect for entertaining, walking trails or relaxing outdoors. Two first floor bedrooms and a full bath offer easy one-floor living. The light & bright upper-level multipurpose room is perfect for a home office, hobby room, studio or den. The updated electrical service is equipped with a generator transfer switch & the generator conveys. Plenty of storage in the full basement. Enjoy peaceful surroundings with mature trees and a park-like backyard, yet just a short stroll to restaurants, galleries, coffee shops, and the Sunday Farmers' Market in the heart of Chester. Convenient to Route 9, the Connecticut River, the Chester Ferry and the scenic shoreline. A truly special property offering charm, flexibility, and the lifestyle of one of Connecticut's most beloved villages-welcome home to 79 Middlesex Avenue, Chester CT.

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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 • 0.8 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.

7

Homes For Sale

$226,429

Average List Price

Mechanicals & Utilities: Hot Water • Oil • None • Public Water Connected water

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle

Foundation: Brick

Patio/Deck: Shed,Deck

Utilities: Water: Public Water Connected

Outbuildings: Shed,Deck

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

Agent Photo
George Antonopoulos
Real Estate Advisor
Chester • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening George, I'm interested in
79 Middlesex Avenue, Chester, Connecticut
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Agent Photo
George Antonopoulos
george@appzentric.com
800-555-0001
Presented by motif • Source: MLS • Listed by: Gigi Giordano • Compass Connecticut, LLC • MLS# 24131519