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  • Price cut: $15K (10/28)
    $269,000

    38 Upland Road, Winchester, CT 06098

    3beds
    1,736sqft
    : 
    Single Family Residence
    Built in 1870
    0.34 Acres Lot
    $257,900 Zestimate®
    $155/sqft
    $-- HOA

    What's special

    Quiet streetEnclosed porchDetached one car garageAttractive park-like landscaped groundsHardwood floors
    TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet street. Features Hardwood Floors throughout the house, 24' x 14' Family Room with Propane Gas Stove, Country Kitchen. Primary Bedroom with it's own office area. Oversized Full Bath. 3-Season 21' x 8' Enclosed Porch. 26' x 10' Concrete Patio. Detached One Car Garage. Attractive Park-Like Landscaped Grounds. Off Street Parking for 6 Vehicles. City Water and Sewer. All Kitchen Appliance as well as Washer & Dryer remain with the property. Close Proximity to Town Center for General Shopping, Medical, Variety of Food Venues. "MOVE-IN CONDITION".
    95 days
    |
    795
    |
    38
    |

    Zillow last checked: 8 hours ago

    Listing updated: December 30, 2025 at 02:27pm

    Listed by:

    Marshall Cohen (860)307-2594,

    Cohen Agency 860-618-5800,

    Holly Blinkoff 860-806-8010,

    Cohen Agency

    Source: Smart MLS,MLS#: 24131432MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 1
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Laundry
    Primary bedroom
    • Features: Ceiling Fan(s), Hardwood Floor
    • Level: Upper
    • Area: 157.5 Square Feet
    • Dimensions: 14 x 11.25
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 129 Square Feet
    • Dimensions: 10.75 x 12
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 115.2 Square Feet
    • Dimensions: 9.6 x 12
    Bathroom
    • Level: Main
    Bathroom
    • Features: Tile Floor
    • Level: Upper
    Dining room
    • Features: Wall/Wall Carpet
    • Level: Main
    • Area: 168 Square Feet
    • Dimensions: 12 x 14
    Family room
    • Features: Wall/Wall Carpet
    • Level: Main
    • Area: 336 Square Feet
    • Dimensions: 14 x 24
    Kitchen
    • Features: Vinyl Floor
    • Level: Main
    • Area: 358.6 Square Feet
    • Dimensions: 16.3 x 22
    Living room
    • Features: Bay/Bow Window, Wall/Wall Carpet
    • Level: Main
    • Area: 204 Square Feet
    • Dimensions: 12 x 17
    Office
    • Level: Upper
    • Area: 63.8 Square Feet
    • Dimensions: 5.5 x 11.6
    Heating
    • Radiator, Oil
    Cooling
    • None
    Appliances
    • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
    • Laundry: Main Level, Mud Room
    Features
    • Doors: Storm Door(s)
    • Basement: Full,Unfinished,Sump Pump,Storage Space,Interior Entry,Concrete
    • Attic: Pull Down Stairs
    • Has fireplace: No
    Interior area
    • Total structure area: 1,736
    • Total interior livable area: 1,736 sqft
    • Finished area above ground: 1,736

    Property

    Parking
    • Total spaces: 6
    • Parking features: Detached, Off Street, Garage Door Opener
    • Garage spaces: 1
    Accessibility
    • Accessibility features: Stair Lift
    Features
    • Patio & porch: Enclosed, Porch
    • Exterior features: Rain Gutters, Lighting
    Lot
    • Size: 0.34 Acres
    • Features: Level, Landscaped
    Details
    • Parcel number: 926816
    • Zoning: TG

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1870

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available
    Green energy
    • Energy efficient items: Doors

    Community & HOA

    Community
    • Features: Golf, Lake, Library, Medical Facilities, Park, Playground, Shopping/Mall, Tennis Court(s)
    • Subdivision: Winsted
    HOA
    • Has HOA: No
    Location
    • Region: Winsted

    Financial & listing details

    • Price per square foot: $155/sqft
    • Tax assessed value: $136,220
    • Annual tax amount: $3,974
    • Date on market: 10/6/2025
    Get pre-qualifiedBe ready to make an offer.
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    Estimated market value

    $257,900

    $245,000 - $271,000

    $2,218/mo

    Price history

    Price history
    DateEventPrice
    10/28/2025Price change$269,000-5.3%$155/sqft
    Source: Smart MLS #24131432 Report a problem
    10/6/2025Listed for sale$284,000-5%$164/sqft
    Source: Smart MLS #24131432 Report a problem
    10/3/2025Listing removed$299,000$172/sqft
    Source: Smart MLS #24103381 Report a problem
    9/19/2025Pending sale$299,000$172/sqft
    Source: Smart MLS #24103381 Report a problem
    6/25/2025Listed for sale$299,000$172/sqft
    Source: Smart MLS #24103381 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$3,974 +10.5%$136,220
    2024$3,595 $136,220
    2023$3,595 +9.1%$136,220 +38.7%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $1,792/mo
    Principal & interest
    $1299
    Property taxes
    $399
    Home insurance
    $94

      Climate risks

      Neighborhood: 06098

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Harry P. Hinsdale
      • Middle: Pearson
      • High: Gilbert

      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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