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Under contract
  • $549,900

    1446 Randolph Road, Middletown, CT 06457

    3beds
    2,537sqft
    : 
    $3,992/mo
    Get pre-qualified
    Single Family Residence
    Built in 1950
    4.6 Acres Lot
    $578,200 Zestimate®
    $217/sqft
    $-- HOA

    What's special

    Set well back from the road on 4.6 secluded acres, this beautifully maintained ranch combines generous one-level living with a bright, welcoming feel throughout. Large windows on all sides bring in abundant natural light and frame views of the expansive landscaping, lawn, and surrounding trees. The spacious remodeled kitchen anchors the home's everyday living, with beautifully crafted cabinetry, substantial granite countertops, a large custom center island, and generous workspace, complemented by expansive backyard views and seamless flow to the outdoor living space. The private bedroom wing includes a generous remodeled primary suite with hardwood floors, 3 spacious closets, and a modern private bath designed for the comfort, style, and functionality today's buyers expect. Just beyond the primary suite, a dedicated office with extensive built-ins offers flexible space for working from home, studying, meetings, or enjoying a hobby. The living and dining rooms flow together with warm hickory floors and custom millwork, while a thoughtfully designed mudroom/pantry just off the kitchen adds character and function with built-in cubbies and cabinetry. Outside, the broad, open lawn offers room to gather, play, garden, or enjoy the private setting. A Trex deck and paver patio extend the living space outdoors, creating an inviting place to relax or entertain. Meticulously cared for and truly move-in ready, this home feels spacious, comfortable, and private from the moment you arrive. A long history of thoughtful improvements and careful maintenance complements the home's move-in condition. Major updates include Marvin Infinity replacement windows, LeafGuard gutters, R-60 blown-in attic insulation, a 16kW Generac whole-house generator, a 2019 GAF Timberline HD roof and 2019 oil-fired furnace. Exterior improvements include the 14' x 28' garden shed with electricity, expanded Trex deck, paver patio and walkway, and landscape lighting. Additional updates include Ecobee thermostats for three heating zones, replacement of exterior doors and garage door openers. New kitchen appliances include a 2019 LG French-door refrigerator, 2024 Samsung electric range, and 2025 LG convection microwave.
    37 days
    268
    4

    Zillow last checked:

    Listing updated:

    Listed by:

    Jay Smolenski (203)848-0859,

    Berkshire Hathaway NE Prop. 203-294-9114

    Source: Smart MLS,MLS#: 24204996MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Remodeled, Bedroom Suite, Full Bath, Stall Shower, Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Bookcases, Built-in Features, Wall/Wall Carpet
      • Level: Main
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Remodeled, Balcony/Deck, Granite Counters, Kitchen Island, Sliders, Tile Floor
      • Level: Main
      Living room
      • Features: Built-in Features, Gas Log Fireplace, Hardwood Floor
      • Level: Main
      Office
      • Features: Bookcases, Built-in Features, Hardwood Floor
      • Level: Main
      Heating
      • Hot Water, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Convection Range, Microwave, Refrigerator, Dishwasher, Disposal, Trash Compactor, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Main Level
      Features
      • Wired for Data, Open Floorplan, Smart Thermostat
      • Windows: Thermopane Windows
      • Basement: Crawl Space,Partial,Unfinished,Storage Space,Hatchway Access,Interior Entry,Concrete
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,537
      • Total interior livable area: 2,537 sqft
      • Finished area above ground: 2,537
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Accessibility
      • Accessibility features: Bath Grab Bars
      Features
      • Patio & porch: Porch, Deck, Patio
      • Exterior features: Rain Gutters
      Lot
      • Size: 4.6 Acres
      • Features: Secluded, Few Trees, Rolling Slope
      Details
      • Additional structures: Shed(s)
      • Parcel number: 1015208
      • Zoning: R-15
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1950

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Energy efficient items: Insulation, Thermostat, Ridge Vents, Windows

      Community & HOA

      Community
      • Features: Health Club, Library, Medical Facilities, Park, Private School(s)
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $217/sqft
      • Tax assessed value: $278,590
      • Annual tax amount: $11,366
      • Date on market: 9/15/2026

        Estimated market value

        $578,200

        $549,000 - $607,000

        $3,106/mo

        Price history

        DateEventPrice
        9/28/2026Pending sale$549,900$217/sqft
        Source: Smart MLS #24204996 Report a problem
        9/21/2026Contingent$549,900$217/sqft
        Source: Berkshire Hathaway HomeServices New England Properties #24204996 Report a problem
        9/17/2026Listed for sale$549,900+52.8%$217/sqft
        Source: Smart MLS #24204996 Report a problem
        2/9/2011Sold$360,000$142/sqft
        Source: Smart MLS #G562231 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$93 +5.7%$2,390
        2024$88 +4.8%$2,390
        2023$84 -20%$2,390
        2022$105 $2,390
        2021$105 -0.9%$2,390
        2020$106 $2,390
        2019$106 +1.9%$2,390
        2018$104 +7.2%$2,390 +4.8%
        2017$97 +3.2%$2,280
        2016$94 $2,280
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06457

        Getting around

        19 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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