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For sale
  • Price cut: $100 (1/17)
    $448,900

    79 Middlesex Avenue, Chester, CT 06412

    2beds
    1,470sqft
    : 
    Single Family Residence
    Built in 1952
    0.82 Acres Lot
    $-- Zestimate®
    $305/sqft
    $-- HOA

    What's special

    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. The fenced in backyard is perfect for animal lovers providing ample safe space for them to run. The home's location adds even more to its appeal. Just 1/2 mile to Chester center, 1/4 mile to the adjacent park, and 2.1 miles to Parker's Point Boat Launch on the Connecticut River, the property offers a lifestyle that's as active as it is peaceful. Parker's Point offer easy river access for boating and kayaking, while the nearby Chester-Hadlyme Ferry provides a scenic ride across the Connecticut River to the famous Gilette Castle State Park. Just across the river, theatre lovers can enjoy world-class performances at the Goodspeed Opera House, one of New England's cultural gems. Every direction you turn, the best of the Connecticut River Valley is at your fingertips.
    139 days
    |
    2,730
    |
    76
    |

    Zillow last checked: 8 hours ago

    Listing updated: February 01, 2026 at 04:40pm

    Listed by:

    Gigi Giordano (203)671-2155,

    Compass Connecticut, LLC 860-767-5390

    Source: Smart MLS,MLS#: 24131519MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 1
    • Full bathrooms: 1
    Primary bedroom
    • Features: Hardwood Floor
    • Level: Main
    • Area: 247 Square Feet
    • Dimensions: 19 x 13
    Bedroom
    • Features: Hardwood Floor
    • Level: Main
    • Area: 132 Square Feet
    • Dimensions: 12 x 11
    Bathroom
    • Features: Tub w/Shower, Stone Floor
    • Level: Main
    • Area: 42 Square Feet
    • Dimensions: 7 x 6
    Dining room
    • Features: Sliders, Hardwood Floor
    • Level: Main
    • Area: 182 Square Feet
    • Dimensions: 14 x 13
    Family room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 204 Square Feet
    • Dimensions: 17 x 12
    Great room
    • Features: Vaulted Ceiling(s), Cedar Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 310 Square Feet
    • Dimensions: 31 x 10
    Kitchen
    • Features: Bay/Bow Window, Ceiling Fan(s), Granite Counters, Dining Area, Hardwood Floor
    • Level: Main
    • Area: 224 Square Feet
    • Dimensions: 16 x 14
    Other
    • Features: Tile Floor
    • Level: Main
    • Area: 48 Square Feet
    • Dimensions: 8 x 6
    Heating
    • Hot Water, Oil
    Cooling
    • None
    Appliances
    • Included: Electric Cooktop, Oven/Range, Refrigerator, Dishwasher, Water Heater
    • Laundry: Lower Level
    Features
    • Open Floorplan
    • Basement: Full,Unfinished
    • Attic: Storage,Floored,Walk-up
    • Has fireplace: No
    Interior area
    • Total structure area: 1,470
    • Total interior livable area: 1,470 sqft
    • Finished area above ground: 1,470
    • Finished area below ground: 0

    Property

    Features
    • Patio & porch: Deck
    Lot
    • Size: 0.82 Acres
    • Features: Few Trees, Borders Open Space, Sloped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 940619
    • Zoning: R-5
    • Other equipment: Generator Ready

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Brick/Mortar
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1952

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Cable Available

    Community & HOA

    Community
    • Features: Library, Shopping/Mall
    HOA
    • Has HOA: No
    Location
    • Region: Chester

    Financial & listing details

    • Price per square foot: $305/sqft
    • Tax assessed value: $197,190
    • Annual tax amount: $5,340
    • Date on market: 10/11/2025
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    1/17/2026Price change$448,9000%$305/sqft
    Source: Smart MLS #24131519 Report a problem
    11/11/2025Price change$449,000-10%$305/sqft
    Source: Smart MLS #24131519 Report a problem
    10/26/2025Price change$499,000-5%$339/sqft
    Source: Smart MLS #24131519 Report a problem
    10/14/2025Listed for sale$525,000+303.8%$357/sqft
    Source: Smart MLS #24131519 Report a problem
    9/6/1988Sold$130,000$88/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$5,340 +10.8%$197,190
    2024$4,821 +15.1%$197,190 +39.8%
    2023$4,189 +0.7%$141,050
    2022$4,161 $141,050
    2021$4,161 +3.1%$141,050
    2020$4,037 -0.6%$141,050
    2019$4,061 +3.2%$141,050 -2.8%
    2018$3,935 +2.8%$145,160
    2017$3,826 +4.1%$145,160
    2015$3,675 +2%$145,160
    2014$3,603 -9.6%$145,160 -20.1%
    2013$3,987 -2.3%$181,620
    2012$4,081 +1.6%$181,620
    2011$4,016 $181,620
    2010$4,016 +4.7%$181,620
    2009$3,834 +25.3%$181,620 +41.7%
    2008$3,060 +3.2%$128,200
    2007$2,964 +3.3%$128,200
    2006$2,868 +1.1%$128,200
    2005$2,836 +1%$128,200
    2004$2,808 +7%$128,200 +34.5%
    2003$2,624 +10.9%$95,300
    2001$2,366 +14.7%$95,300 -10.6%
    1995$2,063 $106,610

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $2,850/mo
    Principal & interest
    $2139
    Property taxes
    $711

      Climate risks

      Neighborhood: Chester Center

      Getting around

      33 / 100
      Car-Dependent
      13 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Chester
      • High: Valley

      Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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