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For sale
  • $3,600,000

    268 South Street, Roxbury, CT 06783

    5beds
    6,190sqft
    : 
    $22,203/mo
    Get pre-qualified
    Single Family Residence
    Built in 1850
    41 Acres Lot
    $-- Zestimate®
    $582/sqft
    $-- HOA

    What's special

    Tennis courtMedia roomSunroom with wet barPerennial gardensGunite poolFenced pasturesProperty abuts conservation land
    Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite pool, pool house, 4-stall horse barn, tennis court. Riding ring, fenced pastures, wooded trails for hiking etc. Perennial gardens. Property abuts conservation land. Complete privacy. Rare opportunity. Property has only been on the market twice before in past 100 years. Subject to re-subdivision. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.
    42 days
    |
    1,314
    |
    133
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Peter Klemm (917)864-4940,

    Klemm Real Estate Inc 860-868-7313

    Source: Smart MLS,MLS#: 24183686MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Vaulted Ceiling(s), Built-in Features, Dressing Room, Fireplace, Full Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 526.24 Square Feet
      • Dimensions: 28.6 x 18.4
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Main
      • Area: 192.01 Square Feet
      • Dimensions: 9.1 x 21.1
      Bedroom
      • Features: Jack & Jill Bath, Hardwood Floor
      • Level: Upper
      • Area: 175.68 Square Feet
      • Dimensions: 14.4 x 12.2
      Bedroom
      • Features: Jack & Jill Bath, Hardwood Floor
      • Level: Upper
      • Area: 279 Square Feet
      • Dimensions: 22.5 x 12.4
      Bedroom
      • Level: Third,Other
      • Area: 205.7 Square Feet
      • Dimensions: 11 x 18.7
      Bathroom
      • Level: Main
      • Area: 24.6 Square Feet
      • Dimensions: 4.1 x 6
      Family room
      • Features: Vaulted Ceiling(s), Bookcases, Built-in Features, French Doors, Hardwood Floor
      • Level: Main
      • Area: 456.49 Square Feet
      • Dimensions: 23.9 x 19.1
      Family room
      • Features: Vaulted Ceiling(s), Hardwood Floor
      • Level: Other
      • Area: 287.49 Square Feet
      • Dimensions: 25.9 x 11.1
      Great room
      • Features: Beamed Ceilings, Dining Area, Fireplace, French Doors, Hardwood Floor
      • Level: Main
      • Area: 912.56 Square Feet
      • Dimensions: 24.4 x 37.4
      Kitchen
      • Features: Vaulted Ceiling(s), Eating Space, Fireplace, French Doors, Hardwood Floor
      • Level: Main
      • Area: 404.88 Square Feet
      • Dimensions: 16.8 x 24.1
      Library
      • Features: Beamed Ceilings, Bookcases, Built-in Features, Hardwood Floor
      • Level: Main
      • Area: 208.8 Square Feet
      • Dimensions: 14.4 x 14.5
      Office
      • Features: Beamed Ceilings, Hardwood Floor
      • Level: Main
      • Area: 188.64 Square Feet
      • Dimensions: 14.4 x 13.1
      Office
      • Level: Third,Other
      • Area: 183.27 Square Feet
      • Dimensions: 12.3 x 14.9
      Rec play room
      • Features: Vaulted Ceiling(s), Wet Bar, Full Bath, Hardwood Floor
      • Level: Other
      • Area: 617.01 Square Feet
      • Dimensions: 15.7 x 39.3
      Sun room
      • Features: Wet Bar, French Doors, Stone Floor
      • Level: Main
      • Area: 318.2 Square Feet
      • Dimensions: 18.5 x 17.2
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Gas Range, Oven/Range, Indoor Grill, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level, Upper Level
      Features
      • Entrance Foyer
      • Basement: Full,Unfinished
      • Attic: Finished,Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 6,190
      • Total interior livable area: 6,190 sqft
      • Finished area above ground: 6,190

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached
      • Attached garage spaces: 3
      Features
      • Has private pool: Yes
      • Pool features: Gunite, In Ground
      • Fencing: Wood,Partial
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, Pond
      Lot
      • Size: 41 Acres
      • Features: Secluded, Few Trees, Rolling Slope, Open Lot
      Details
      • Parcel number: 866858
      • Zoning: C

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Block, Stone
      • Roof: Wood,Gable
      Condition
      • New construction: No
      • Year built: 1850

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Library, Medical Facilities, Park, Private School(s)
      • Subdivision: Roxbury Falls
      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $582/sqft
      • Tax assessed value: $1,462,720
      • Annual tax amount: $19,015
      • Date on market: 7/1/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/1/2026Listed for sale$3,600,000+90.4%$582/sqft
        Source: Smart MLS #24183686 Report a problem
        10/26/2017Sold$1,891,250-36.7%$306/sqft
        Source: Public Record Report a problem
        9/9/2017Price change$2,990,000+19.8%$483/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        9/8/2017Price change$2,495,000-16.6%$403/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        9/5/2017Price change$2,990,000+19.8%$483/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        8/30/2017Price change$2,495,000-26.5%$403/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        8/17/2017Price change$3,395,000+17.1%$548/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        8/16/2017Price change$2,900,000-14.6%$468/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        6/26/2017Price change$3,395,000+17.1%$548/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        6/23/2017Price change$2,900,000-27.4%$468/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        2/13/2017Price change$3,995,000-18.5%$645/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        9/27/2016Listed for sale$4,900,000+2350%$792/sqft
        Source: Klemm Real Estate Inc #L10170562 Report a problem
        12/14/2000Sold$200,000$32/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$19,015 +3.2%$1,462,720
        2024$18,430 $1,462,720
        2023$18,430 -2.3%$1,462,720 +18.3%
        2022$18,863 -1%$1,236,940
        2021$19,049 -2.5%$1,236,940
        2020$19,544 -0.3%$1,236,940
        2019$19,605 -4.4%$1,236,940 -4.4%
        2018$20,517 -32.9%$1,294,460 -39.9%
        2017$30,578 +3.6%$2,153,410
        2016$29,502 $2,153,410
        2015$29,502 +3%$2,153,410
        2013$28,640 -1%$2,153,410 -9.9%
        2012$28,915 +1.7%$2,389,640
        2011$28,437 +4.4%$2,389,640
        2010$27,242 -20.9%$2,389,640 -24.4%
        2009$34,456 $3,161,090
        2008$34,456 +2.5%$3,161,090 +44.8%
        2007$33,613 +0.4%$2,182,680 +0.4%
        2006$33,477 +1.8%$2,173,810 +1.7%
        2005$32,901 $2,136,460
        2004$32,901 +18.2%$2,136,460 +18.2%
        2003$27,824 +77.6%$1,806,740 +125.3%
        2001$15,669 +9.1%$801,890 +9.1%
        2000$14,361 $734,970
        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: 06783

        Getting around

        0 / 100
        Car-Dependent
        5 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Booth Free

        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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