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561 Middlesex RoadDarien, CT 06820

For Sale

$2,999,000

Smart Buyer Rebate $29,990

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.

Listed by Serena Richards

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Brown Harris Stevens

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(203) 273-2073

Last updated March 15, 2026

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Source: SmartMLS #24130400

Listing Facts

  • TypeSingle-family
  • NeighborhoodDarien
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu131
  • Taxes$16,958/year
  • Size3,411 sqft
  • Price per sqft$879

Location

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Listing History

11/05/2025
Listed by Brown Harris Stevens
$2,999,000

Property Details for 561 Middlesex Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1856
  • Year Built Details: Public Records
  • Architectural Style: Antique, Farm House
  • Construction Materials: Frame
  • Exterior Features: Shed, Porch, Barn, Garden Area

Features

  • Waterfront Features: Beach Rights

Measurements

  • Lot Features: Level Lot
  • Lot Size Acres: 2.64

Financial

Taxes

  • Parcel Number: 102682
  • Tax Annual Amount: $16,958.00
  • Tax Year: 25

Interior

Features

  • Appliances: Oven/Range, Refrigerator, Washer, Dryer
  • Fireplaces Total: 4

Measurements

  • Living Area: 3,411

Rooms

  • Basement: Partial, Partial With Hatchway
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 11

Parking

Parking

  • Attached Garage: Paved
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Ox Ridge

High School

  • High School: Darien

Middle or Junior School

  • Middle Or Junior School: Middlesex

Utilities

Equipment

  • Heating: Hot Water
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 561 Middlesex Road.

What schools are nearby to 561 Middlesex Road?

Nearby schools include the Ox Ridge Elementary School, Middlesex Middle School, and Darien High School.

Does this single-family home have parking?

Yes, there are 6 parking spaces available for 561 Middlesex Road.

What are the annual taxes for 561 Middlesex Road?

Annual taxes for this single-family home are estimated at $16,958.

How does 561 Middlesex Road compare to other single-family homes in Darien?

This single-family home is listed 60% below the average price for single-family homes in Darien and has been on the market for 80 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,411 sqft.

561 Middlesex Road is a 4-bedroom, 4-bath single-family home for sale in Darien CT 06820. Listed on Prevu for 131 days at $2,999,000. This residence features 3,411 square feet of living space, located in Darien. The median listing price for single-family homes in this area is $4,447,500. Nearby schools include Ox Ridge Elementary School, Middlesex Middle School, and Darien High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.