Skip main navigation
For sale
    • Price cut: $127.8K (8/31)
    $639,900

    277 Chestnut Land Road, New Milford, CT 06776

    4beds
    2,836sqft
    : 
    $4,262/mo
    Get pre-qualified
    Single Family Residence
    Built in 1977
    1.88 Acres Lot
    $631,900 Zestimate®
    $226/sqft
    $-- HOA

    What's special

    Welcome to 277 Chestnut Land Road, where space, privacy and flexibility come together on nearly two beautiful acres. This New Milford Colonial offers a first floor primary suite with its own private entrance, bright and comfortable living spaces, a fireplace and a fantastic all season bonus room perfect for relaxing or entertaining year round. Upstairs you will find three generously sized bedrooms and two full bathrooms. The finished basement adds even more usable space with a dedicated home office, while the unfinished addition offers incredible potential for an in law suite, game room, family room, gym, studio or whatever fits your needs. Outside, enjoy nearly two level acres with mature trees, established landscaping, plenty of room to garden, play or entertain, plus an above ground pool that can be relocated closer to the home for a more connected backyard setup. Just minutes from New Milford town center, Candlewood Lake, shopping, restaurants and parks, this home offers the kind of space and versatility that is getting harder to find.
    8 days
    1,197
    70

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Leigh Ann Lengyel (203)984-5880,

    RE/MAX Heritage 203-254-7555

    Source: Smart MLS,MLS#: 24203311MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Main
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Level: Main
      Family room
      • Level: Lower
      Great room
      • Level: Main
      Living room
      • Level: Main
      Office
      • Level: Lower
      Heating
      • Hot Water, Oil
      Cooling
      • None
      Appliances
      • Included: Electric Cooktop, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Lower Level
      Features
      • Basement: Full,Heated,Storage Space,Finished,Interior Entry,Liveable Space
      • Attic: Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,836
      • Total interior livable area: 2,836 sqft
      • Finished area above ground: 2,336
      • Finished area below ground: 500

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Paved, Driveway, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Porch, Deck, Patio
      • Exterior features: Garden
      • Has private pool: Yes
      • Pool features: Above Ground
      Lot
      • Size: 1.88 Acres
      • Features: Few Trees, Wooded, Level
      Details
      • Parcel number: 1873448
      • Zoning: R60

      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: 1977

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Lake, Park
      • Subdivision: Northville
      HOA
      • Has HOA: No
      Location
      • Region: New Milford

      Financial & listing details

      • Price per square foot: $226/sqft
      • Tax assessed value: $230,870
      • Annual tax amount: $7,148
      • Date on market: 8/31/2026

        Estimated market value

        $631,900

        $600,000 - $663,000

        $4,960/mo

        Price history

        DateEventPrice
        8/31/2026Price change$639,900-16.6%$226/sqft
        Source: Smart MLS #24203311 Report a problem
        7/17/2026Price change$767,700-6%$271/sqft
        Source: Smart MLS #24188544 Report a problem
        7/2/2026Listed for sale$817,000+338.1%$288/sqft
        Source: Smart MLS #24188544 Report a problem
        8/27/1997Sold$186,500-4.4%$66/sqft
        Source: Smart MLS #97019234 Report a problem
        9/12/1988Sold$195,000$69/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,148 +4%$230,870
        2024$6,873 +2.7%$230,870
        2023$6,691 +3.2%$230,870 +1%
        2022$6,482 +1.4%$228,630
        2021$6,395 -0.5%$228,630 +2%
        2020$6,430 -0.1%$224,210
        2019$6,435 +1.9%$224,210
        2018$6,316 +3.4%$224,210
        2017$6,110 +1.8%$224,210
        2016$6,002 +1.9%$224,210 +1.8%
        2015$5,889 $220,150
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 06776

        Getting around

        2 / 100
        Car-Dependent
        17 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Northville
        • Middle: Schaghticoke,Sarah Noble Intermediate Schoo
        • High: New Milford

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

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other New Milford Topics

                Search
                Updates
                Favorites
                Plan
                Inbox