Skip main navigation
Off market
  • $2,770,100

    561 Middlesex Rd, Darien, CT 06820

    4beds
    3,411sqft
    Single Family Residence
    Built in 1856
    2.64 Acres Lot
    $2,770,100 Zestimate®
    $812/sqft
    $14,500 Estimated rent

    Home value

    $2,770,100

    $2.63M - $2.91M

    $14,500/mo

    Zestimate® history
    Loading...

    Owner options

    List your home for rent

    $14,500/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $14,500/mo

    Rent Zestimate®

    Refinance and save

    $18,859/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $18,859/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    In the heart of Darien, where history lingers and owls whisper through the trees, stands a timeless 1800s home at 561 Middlesex Road - a place where memory breathes and dreams take root. Set upon 2.6 serene and level acres, yet close to all amenities, this enchanting farmhouse rests within a world of quiet beauty, where a secret garden path winds softly beneath the shade, inviting you to wander, reflect and simply be. Rich with the echo of generations, this home opens its doors to warmth and welcome with its wide plank floors, worn smooth by countless footsteps, that guide you through rooms that glow with quiet charm - from the parlor's embrace to the dining room's gentle light. At its heart lies a light-filled, open-plan kitchen, where aromas mingle with laughter and recipes become the language of love and memory, all while uniting you with the outdoors. A great room, crowned with exposed beams and centered by a wood-burning hearth, promises long evenings of conversation, storytelling and shared delight. A cozy den invites quiet moments with a favorite book, while a cheerful playroom offers a world of imagination for the young at heart. With four inviting bedrooms and 3.5 baths, this home offers space for family and friends alike. Here, every corner whispers of possibility - a sanctuary waiting for its next chapter, for new hands to shape its story, for new hearts to call it home. Within its walls, time softens, and life unfolds like poetry written in sunlight and laughter.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked: 7 hours ago

    Source: Halstead / Brown Harris Stevens,MLS#: 24130400MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Features
    • Has basement: No
    • Has fireplace: Yes
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 3,411
    • Total interior livable area: 3,411 sqft

    Property

    Lot
    • Size: 2.64 Acres
    Details
    • Parcel number: DARIM02B1

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Condition
    • Year built: 1856

    Community & neighborhood

    Location
    • Region: Darien
    • Subdivision: Darien

    Price history

    DateEventPrice
    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

    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

    Find assessor info on the county website

    Neighborhood: 06820

    Nearby schools

    GreatSchools rating
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $2,770,100
    2% more
    +$55,402
    With Zillow Showcase(estimated)
    $2,825,502