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For sale
  • $585,000

    22-24 Woodland Street, Simsbury, CT 06070

    5beds
    1,811sqft
    : 
    $4,078/mo
    Get pre-qualified
    Multi Family
    Built in 1920
    -- sqft lot
    $-- Zestimate®
    $323/sqft
    $-- HOA

    What's special

    Established gardensComfortable livingFrontage along stratton brookTankless hot-water systems
    A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants, library, recreation, trails, and the amenities of Simsbury Center. An original Ensign-Bickford home, the property is part of an important chapter in Simsbury's history. Ensign-Bickford constructed housing in this area for its employees as the company and surrounding community grew, and Woodland Street remains a tangible connection to the town's industrial heritage. Today, the property offers something equally compelling: two comfortable and distinct residences under one roof. Unit 22 features 3 bedrooms and 2 full baths, while Unit 24 offers 2 bedrooms and 1 full bath, providing a total of 5 bedrooms and 3 full baths. The units offer comfortable living spaces and kitchens with appliances, allowing each residence to function as a complete and independent home. Basement space provides additional utility and storage, including laundry facilities for each unit, while tankless hot-water systems enhance the property's functionality, and gas heat and hot water keep the utilities affordable. The versatility is outstanding. Create a multigenerational home where parents or extended family can live close to one another while still enjoying the independence and privacy of separate residences. Or take advantage of the property's established rental history and operate it as a traditional two-family investment property. The property has been home to long-term tenants, demonstrating its enduring appeal as a rental residence. Outside, the setting makes this property particularly memorable. A large yard provides space for gardening, recreation, and outdoor enjoyment; the current tenants have established gardens of their own, and the property enjoys frontage along Stratton Brook. A special area beside the brook provides a peaceful place to sit and relax, cast a fishing line, read a book, listen to the water or simply enjoy the surrounding natural beauty. It is an unexpected retreat just minutes from the center of town. The location adds another dimension to the lifestyle. Simsbury is renowned for its extensive opportunities for walking, hiking and bicycling, including the Farmington Canal Heritage Trail and Farmington River Trail network. The Farmington Canal Heritage Trail passes directly through downtown Simsbury and forms part of the larger East Coast Greenway. Whether heading out for a morning walk, an afternoon bicycle ride or exploring the area's parks and open spaces, outdoor recreation is an integral part of life here. At the same time, everyday conveniences are close at hand. Downtown Simsbury offers shopping, dining, the public library, community and cultural activities, parks and recreational opportunities, while the property's location provides convenient access to major routes and commuter transportation. It is an appealing combination-live on a quiet street beside a brook without giving up proximity to the center of town. With its 5 bedrooms, 3 full baths, appliances, laundry facilities, established rental history, generous grounds, Stratton Brook frontage, and historic Ensign-Bickford connection, 22-24 Woodland Street is much more than a conventional two-family property. With all this property has going for it, it ensures there will always be a market for these apartments.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Mike J. Daly (860)729-7433,

    Berkshire Hathaway NE Prop. 860-633-3674,

    Chester Malley 860-392-8994,

    William Raveis Real Estate

    Source: Smart MLS,MLS#: 24198047MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Gas on Gas
      Cooling
      • Ceiling Fan(s), Window Unit(s)
      Appliances
      • Included: Gas Water Heater, Tankless Water Heater
      • Laundry: Common Area
      Features
      • Basement: Full
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 1,811
      • Total interior livable area: 1,811 sqft
      • Finished area above ground: 1,811

      Property

      Parking
      • Total spaces: 2
      • Parking features: On Street, Off Street
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Porch
      • Exterior features: Rain Gutters
      Lot
      • Size: 0.34 Acres
      • Features: Few Trees, Level, Cul-De-Sac
      Details
      • Parcel number: 702229
      • Zoning: I-2

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units are Side-by-Side
      • Property subtype: Multi Family
      • Attached to another structure: Yes
      Materials
      • Vinyl Siding
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1920

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Health Club, Library, Medical Facilities, Park, Playground, Private School(s), Shopping/Mall, Near Public Transport
      HOA
      • Has HOA: No
      Location
      • Region: Simsbury

      Financial & listing details

      • Price per square foot: $323/sqft
      • Tax assessed value: $188,930
      • Annual tax amount: $6,454
      • Date on market: 8/25/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/25/2026Listed for sale$585,000$323/sqft
        Source: Smart MLS #24198047 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        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: Simsbury Center

        Getting around

        34 / 100
        Car-Dependent
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Simsbury

        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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