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Sold for $675,000
    • $675,000

    108 Middlesex Avenue, Chester, CT 06412

    4beds
    4,056sqft
    Single Family Residence
    Built in 2002
    0.74 Acres Lot
    $739,200 Zestimate®
    $166/sqft
    $6,048 Estimated rent

    Home value

    $739,200

    $673,000 - $813,000

    $6,048/mo

    Zestimate® history
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    What's special

    Welcome to 108 Middlesex Ave. A multi family Colonial income producing property in the heart of Chester! The home was built in 2002, and in 2006 an attached accessory dwelling unit / inlaw apartment was added and is now occupied at $2,000 a month. The main house features a bright and inviting layout with hardwood floors, a cozy fireplace in the living room and sliders from the dining room out to the deck. A well-appointed kitchen has a pantry, granite countertops, stainless steel appliances, a custom wine rack and tile floor. There is also a nice half bath on this main level. Upstairs, the primary suite boasts a walk-in closet and a full bath, accompanied by two additional bedrooms and a full bathroom in the hallway. There is also a walk up storage attic and finished area. The lower level is mint and fully finished and walks out to the two car garage. The private rentable ADU has one bedroom, a full bathroom, living room dining combo, full kitchen, full laundry, nice walk up additional space and separate electric meter. Outside, enjoy the expansive backyard with a deck, an above-ground (heated??) pool, a shed with power for extra storage, and underground sprinklers. Additional highlights include EV charger, Generac generator (leased), and solar panels (owned). Located just minutes from Chester's vibrant town center, shopping, and dining, this home offers the perfect blend of comfort and convenience. Don't miss this incredible opportunity. Also listed under mls#24082679

    Zillow last checked:

    Listing updated:

    Listed by:

    Trever R. Smith 860-876-7144,

    Chiarito Real Estate LLC 860-227-2074,

    Al Chiarito 860-227-2074,

    Chiarito Real Estate LLC

    Bought with:

    Cortney Emshwiller-Swokla, RES.0773425

    Coldwell Banker Realty

    Source: Smart MLS,MLS#: 24076425MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 208 Square Feet
    • Dimensions: 13 x 16
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 160 Square Feet
    • Dimensions: 10 x 16
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 132 Square Feet
    • Dimensions: 11 x 12
    Bedroom
    • Level: Main
    • Area: 156 Square Feet
    • Dimensions: 12 x 13
    Dining room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 120 Square Feet
    • Dimensions: 10 x 12
    Family room
    • Features: Laminate Floor
    • Level: Lower
    • Area: 276 Square Feet
    • Dimensions: 12 x 23
    Great room
    • Features: Wall/Wall Carpet
    • Level: Third,Upper
    • Area: 272 Square Feet
    • Dimensions: 16 x 17
    Great room
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 384 Square Feet
    • Dimensions: 16 x 24
    Kitchen
    • Features: Granite Counters, Eating Space, Pantry, Tile Floor
    • Level: Main
    • Area: 168 Square Feet
    • Dimensions: 12 x 14
    Living room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    • Area: 325 Square Feet
    • Dimensions: 13 x 25
    Heating
    • Baseboard, Hot Water, Oil
    Cooling
    • Ductless
    Appliances
    • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Lower Level, Main Level
    Features
    • Wired for Data, In-Law Floorplan
    • Windows: Thermopane Windows
    • Basement: Full,Heated,Finished,Garage Access,Cooled,Liveable Space
    • Attic: Storage,Finished,Walk-up
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 4,056
    • Total interior livable area: 4,056 sqft
    • Finished area above ground: 3,120
    • Finished area below ground: 936

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Patio & porch: Deck
    • Exterior features: Sidewalk, Rain Gutters, Lighting, Underground Sprinkler
    • Has private pool: Yes
    • Pool features: Above Ground
    Lot
    • Size: 0.74 Acres
    • Features: Sloped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 2313457
    • Zoning: R-5
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 2002

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Underground Utilities
    Green energy
    • Energy efficient items: Windows
    • Energy generation: Solar

    Community & HOA

    Community
    • Features: Library, Park, Playground, Shopping/Mall
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: Chester

    Financial & listing details

    • Price per square foot: $166/sqft
    • Tax assessed value: $438,690
    • Annual tax amount: $10,726
    • Date on market: 2/25/2025

    Price history

    DateEventPrice
    5/1/2025Sold$675,000-3.4%$166/sqft
    Source: Smart MLS #24076425 Report a problem
    4/29/2025Pending sale$699,000$172/sqft
    Source: Smart MLS #24082679 Report a problem
    2/25/2025Listed for sale$699,000$172/sqft
    Source: Smart MLS #24076425 Report a problem
    12/19/2024Listing removed$3,900$1/sqft
    Source: Smart MLS #24055216 Report a problem
    12/11/2024Listing removed$699,000$172/sqft
    Source: Smart MLS #24040512 Report a problem
    11/1/2024Price change$3,900-13.3%$1/sqft
    Source: Smart MLS #24055216 Report a problem
    10/22/2024Listed for rent$4,500+125%$1/sqft
    Source: Smart MLS #24055216 Report a problem
    10/21/2024Price change$699,000-5%$172/sqft
    Source: Smart MLS #24040512 Report a problem
    9/16/2024Price change$736,000-5%$181/sqft
    Source: Smart MLS #24040512 Report a problem
    8/19/2024Listed for sale$775,000$191/sqft
    Source: Smart MLS #24040512 Report a problem
    4/10/2024Listing removed--
    Source: Berkshire Hathaway HomeServices New England Properties Report a problem
    2/23/2024Listed for rent$2,000
    Source: Berkshire Hathaway HomeServices New England Properties Report a problem
    2/23/2024Listing removed--
    Source: Berkshire Hathaway HomeServices New England Properties Report a problem
    1/28/2024Listed for rent$2,000
    Source: Berkshire Hathaway HomeServices New England Properties Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$11,880 +10.8%$438,690
    2024$10,726 +17.8%$438,690 +43%
    2023$9,109 -0.1%$306,710 -0.8%
    2022$9,121 $309,200
    2021$9,121 +3.1%$309,200
    2020$8,849 -0.6%$309,200
    2019$8,902 +7.8%$309,200 +1.5%
    2018$8,257 +15.1%$304,580 +11.9%
    2017$7,175 +4.1%$272,210
    2015$6,892 +2%$272,210
    2014$6,756 +0.4%$272,210 -11.2%
    2013$6,730 -2.3%$306,610
    2012$6,890 +1.6%$306,610
    2011$6,779 $306,610
    2010$6,779 +4.7%$306,610
    2009$6,473 -3.5%$306,610 +9.2%
    2008$6,705 +3.2%$280,900
    2007$6,494 +42.9%$280,900 +38.3%
    2006$4,543 +1.1%$203,100
    2005$4,493 +1%$203,100
    2004$4,448 +21.9%$203,100 +53.3%
    2003$3,648 $132,500
    Find assessor info on the county website

    Neighborhood: Chester Center

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chester
    • Middle: Region 4
    • 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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