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.
For sale
$2,999,000
561 Middlesex Road, Darien, CT 06820
4beds
3,411sqft
Est.:
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
- 5 hours |
- 676 |
- 18 |
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#: 24130400
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
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/8/2026 | Listed for sale | $2,999,000$879/sqft |
Source: | ||
| 3/27/2026 | Listing removed | $2,999,000+566.6%$879/sqft |
Source: | ||
| 1/7/2026 | Listing removed | $10,000$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/5/2025 | Listed for rent | $10,000+51.5%$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/15/2020 | Listing removed | $6,600$2/sqft |
Source: Miha Zajec, Broker #170253183 Report a problem | ||
| 11/26/2019 | Listed for rent | $6,600$2/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 4/6/1992 | Sold | $449,900-44.5%$132/sqft |
Source: Public Record Report a problem | ||
| 12/5/1989 | Sold | $810,000$237/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax 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
More affordability tools
Climate risks
Neighborhood: 06820
Nearby schools
GreatSchools rating
- 9/10Ox Ridge Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 9/10Middlesex Middle SchoolGrades: 6-8Distance: 1.9 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 1.1 mi
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.
Local experts in 06820
- Connecticut
- Fairfield County
- Darien
- 06820
- 561 Middlesex Road







