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For sale
  • $2,999,000

    561 Middlesex Road, Darien, CT 06820

    4beds
    3,411sqft
    : 
    Single Family Residence
    Built in 1856
    2.64 Acres Lot
    $-- Zestimate®
    $879/sqft
    $-- HOA

    What's special

    Dual-sided fireplaceWood burning hearthSweeping level lawnVaulted ceilingsGenerous butcher block islandAntique wide plank floorsNew quartz counters
    Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive great room rises w/vaulted ceilings, anchored by a wood burning hearth as sunlight spills through French doors onto a stone patio, uniting the quiet beauty of the outdoors. Nearby, a charming parlor/home office with its own fireplace drifts into a cozy den w/bath, offering space to work or unwind. At the heart of the home, the kitchen shines. New quartz counters and crisp white cabinetry frame a generous butcher block island where meals begin and conversations linger. Here, life unfolds naturally w/gatherings beside a dual-sided fireplace, sharing laughter, stories and simple moments. The adjacent playroom w/half bath completes this ideal setting. Upstairs, 4 bedrooms, 2 full baths, and a thoughtfully placed laundry area create ease for everyday living. Yet it's beyond the walls where this property truly captures the imagination. Step outside to a sweeping, level lawn where possibilities stretch as far as the eye can see. Host a soccer match, cultivate a garden, or wander along your own wooded path. This is more than a home. It's a place to grow, gather and dream bigger with time. Whether you envision expansion, a pool, tennis court, or simply room to breathe, the future here is as expansive as the land itself. Come see it and walk the grounds. Across the street, Highland Farms offers more open space and a scenic trail, all just minutes from town, train, and dining. Amazing opportunity that will hold its value on the best lot in Darien.
    5 hours
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    676
    |
    18
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    Zillow last checked: 7 hours ago

    Listing updated: 11 hours ago

    Listed by:

    Serena A Richards (203)273-2073,

    Brown Harris Stevens 203-655-1418

    Source: Smart MLS,MLS#: 24130400MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 300 Square Feet
      • Dimensions: 15 x 20
      Bedroom
      • Level: Upper
      • Area: 209 Square Feet
      • Dimensions: 19 x 11
      Bedroom
      • Level: Upper
      • Area: 117 Square Feet
      • Dimensions: 13 x 9
      Bedroom
      • Level: Upper
      • Area: 132 Square Feet
      • Dimensions: 12 x 11
      Den
      • Level: Main
      • Area: 140 Square Feet
      • Dimensions: 14 x 10
      Dining room
      • Level: Main
      • Area: 143 Square Feet
      • Dimensions: 13 x 11
      Family room
      • Features: Fireplace
      • Level: Main
      • Area: 304 Square Feet
      • Dimensions: 19 x 16
      Great room
      • Features: Fireplace
      • Level: Main
      • Area: 380 Square Feet
      • Dimensions: 19 x 20
      Kitchen
      • Features: Laundry Hookup, Pantry
      • Level: Main
      • Area: 288 Square Feet
      • Dimensions: 12 x 24
      Living room
      • Features: Fireplace
      • Level: Main
      • Area: 130 Square Feet
      • Dimensions: 13 x 10
      Rec play room
      • Features: Fireplace
      • Level: Main
      • Area: 342 Square Feet
      • Dimensions: 19 x 18
      Heating
      • Hot Water, Oil
      Cooling
      • None
      Appliances
      • Included: Oven/Range, Refrigerator, Washer, Dryer, Water Heater
      • Laundry: Upper Level
      Features
      • Basement: Partial
      • Attic: Pull Down Stairs
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 3,411
      • Total interior livable area: 3,411 sqft
      • Finished area above ground: 3,411

      Property

      Parking
      • Total spaces: 6
      • Parking features: Paved
      Features
      • Patio & porch: Porch
      • Exterior features: Garden
      • Waterfront features: Beach Access
      Lot
      • Size: 2.64 Acres
      • Features: Level
      Details
      • Additional structures: Shed(s), Barn(s)
      • Parcel number: 102682
      • Zoning: R2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique,Farm House
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Masonry
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1856

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Darien

      Financial & listing details

      • Price per square foot: $879/sqft
      • Tax assessed value: $1,095,500
      • Annual tax amount: $16,958
      • Date on market: 4/8/2026
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        4/8/2026Listed for sale$2,999,000$879/sqft
        Source: Smart MLS #24130400 Report a problem
        3/27/2026Listing removed$2,999,000+566.6%$879/sqft
        Source: Halstead / Brown Harris Stevens #24130400 Report a problem
        1/7/2026Listing removed$10,000$3/sqft
        Source: Zillow Rentals Report a problem
        11/5/2025Listed for rent$10,000+51.5%$3/sqft
        Source: Zillow Rentals Report a problem
        3/15/2020Listing removed$6,600$2/sqft
        Source: Miha Zajec, Broker #170253183 Report a problem
        11/26/2019Listed for rent$6,600$2/sqft
        Source: Zillow Rental Manager Report a problem
        4/6/1992Sold$449,900-44.5%$132/sqft
        Source: Public Record Report a problem
        12/5/1989Sold$810,000$237/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$16,958 +5.4%$1,095,500
        2024$16,093 -11.6%$1,095,500 +6%
        2023$18,198 +2.2%$1,033,410
        2022$17,806 +2.3%$1,033,410
        2021$17,403 +3.3%$1,033,410 +0.2%
        2020$16,846 -0.8%$1,031,590
        2019$16,990 -23%$1,031,590 -24.9%
        2018$22,078 -0.5%$1,372,980
        2017$22,187 +2.5%$1,372,980
        2016$21,652 +2.7%$1,372,980
        2015$21,075 +2.3%$1,372,980
        2014$20,608 -8.2%$1,372,980 -19.4%
        2013$22,440 +3.9%$1,703,870
        2012$21,605 +3.9%$1,703,870
        2011$20,787 +3.9%$1,703,870
        2010$20,003 +3.3%$1,703,870
        2009$19,373 +14.5%$1,703,870 +46.5%
        2008$16,918 +4.9%$1,162,770
        2007$16,128 +3.5%$1,162,770
        2006$15,581 -28%$1,162,770 -30%
        2005$21,628 +55.7%$1,661,100 +42.9%
        2004$13,895 +31.7%$1,162,770 +43.9%
        2003$10,554 -6.8%$808,150
        2001$11,330 +7.4%$808,150 -30%
        2000$10,554 +31.5%$1,154,500 +155%
        1999$8,024 $452,810

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $19,241/mo
        Principal & interest
        $15017
        Property taxes
        $4224
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          Climate risks

          Neighborhood: 06820

          Getting around

          3 / 100
          Car-Dependent
          0 / 100
          No Nearby Transit
          39 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Ox Ridge
          • Middle: Middlesex
          • High: Darien

          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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