This gem of a home, in a prime Darien location, is ideal for both entertaining and casual living! As the charming entry sweeps you in, you immediately are surprised by the vaulted ceilings in the spacious living room which is centered around a soaring wood burning fireplace, clad in shiplap and marble. The library serves both as a place to read a book or grab a drink while entertaining in the adjoining family room which is flooded with light and made cozy by a gas fireplace. The dining area is spacious enough for large gatherings and opens to the updated and well-equipped kitchen, with adjacent mudroom and laundry area. Upstairs, the primary suite has a spacious dressing area, an updated bath, and a treasured balcony overlooking the property and providing tranquil sunset views. There are three additional bedrooms, an updated, full bath and the most picturesque, interior balcony where you can grab a moment away. Outside the patio is a favorite gathering spot and overlooks the fully fenced yard with plenty of space to play catch or kick a soccer ball. Getting your steps in, playing fetch with your dog, or simply enjoying the peaceful privacy afforded by Woodland Park Nature Preserve adds to the allure of this home. 1-car garage. Walk to schools, restaurants and the train, this fresh and modern cape is one you shouldn't miss.
Under contract
$1,899,000
86 Middlesex Road, Darien, CT 06820
4beds
2,850sqft
Est.:
Single Family Residence
Built in 1938
0.3 Acres Lot
$-- Zestimate®
$666/sqft
$-- HOA
What's special
- 11 days |
- 8,472 |
- 274 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: April 02, 2026 at 02:58pm
Listed by:
Serena A Richards (203)273-2073,
Brown Harris Stevens 203-655-1418
Source: Smart MLS,MLS#: 24160884
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Balcony/Deck, Dressing Room, Full Bath, Sliders
- Level: Upper
- Area: 294 Square Feet
- Dimensions: 14 x 21
Bedroom
- Features: Walk-In Closet(s)
- Level: Upper
- Area: 196 Square Feet
- Dimensions: 14 x 14
Bedroom
- Features: Walk-In Closet(s)
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 10 x 14
Bedroom
- Level: Upper
- Area: 180 Square Feet
- Dimensions: 9 x 20
Dining room
- Level: Main
- Area: 180 Square Feet
- Dimensions: 12 x 15
Family room
- Features: High Ceilings, Built-in Features, Ceiling Fan(s), Fireplace, French Doors
- Level: Main
- Area: 294 Square Feet
- Dimensions: 14 x 21
Kitchen
- Features: Bay/Bow Window, Kitchen Island
- Level: Main
- Area: 140 Square Feet
- Dimensions: 10 x 14
Library
- Features: Bookcases, Built-in Features, Dry Bar
- Level: Main
- Area: 110 Square Feet
- Dimensions: 10 x 11
Living room
- Features: Cathedral Ceiling(s), Fireplace, Interior Balcony
- Level: Main
- Area: 352 Square Feet
- Dimensions: 16 x 22
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
- Laundry: Main Level, Mud Room
Features
- Doors: French Doors
- Basement: Partial,Unfinished
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 2,850
- Total interior livable area: 2,850 sqft
- Finished area above ground: 2,850
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Attached
- Attached garage spaces: 1
Features
- Patio & porch: Terrace, Deck
- Exterior features: Balcony
Lot
- Size: 0.3 Acres
- Features: Level
Details
- Additional structures: Shed(s)
- Parcel number: 105270
- Zoning: R13
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Block
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1938
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Health Club, Library, Medical Facilities, Park, Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $666/sqft
- Tax assessed value: $952,910
- Annual tax amount: $14,751
- Date on market: 3/25/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/2/2026 | Pending sale | $1,899,000$666/sqft |
Source:  Smart MLS #24160884 Report a problem | ||
| 3/25/2026 | Listed for sale | $1,899,000+73.8%$666/sqft |
Source:  Halstead / Brown Harris Stevens #24160884 Report a problem | ||
| 1/23/2018 | Sold | $1,092,500-5%$383/sqft |
Source: Smart MLS #170012271 Report a problem | ||
| 10/23/2017 | Price change | $1,149,500-2.1%$403/sqft |
Source: Halstead Property #170012271 Report a problem | ||
| 10/4/2017 | Price change | $1,174,500-2%$412/sqft |
Source: Halstead Property #170012271 Report a problem | ||
| 9/11/2017 | Listed for sale | $1,199,000$421/sqft |
Source: Halstead Property #170012271 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,751 +5.4% | $952,910 |
| 2024 | $13,998 +10.6% | $952,910 +32.6% |
| 2023 | $12,652 +2.2% | $718,480 |
| 2022 | $12,379 +2.3% | $718,480 |
| 2021 | $12,099 +3.1% | $718,480 |
| 2020 | $11,733 -0.8% | $718,480 |
| 2019 | $11,833 +11.4% | $718,480 +8.8% |
| 2018 | $10,622 -0.5% | $660,590 |
| 2017 | $10,675 +2.5% | $660,590 |
| 2016 | $10,418 +2.7% | $660,590 |
| 2015 | $10,140 +2.3% | $660,590 |
| 2014 | $9,915 +12.7% | $660,590 -1.1% |
| 2013 | $8,795 +3.9% | $667,800 |
| 2012 | $8,468 +3.9% | $667,800 |
| 2011 | $8,147 +3.9% | $667,800 |
| 2010 | $7,840 +3.3% | $667,800 |
| 2009 | $7,593 +0.1% | $667,800 +28.1% |
| 2008 | $7,585 +4.9% | $521,290 |
| 2007 | $7,230 +3.5% | $521,290 |
| 2006 | $6,985 -28% | $521,290 -30% |
| 2005 | $9,696 +55.7% | $744,700 +42.9% |
| 2004 | $6,229 +38.1% | $521,290 +50.9% |
| 2003 | $4,511 -6.8% | $345,380 |
| 2001 | $4,842 +7.3% | $345,380 -30% |
| 2000 | $4,511 -5.7% | $493,400 +82.7% |
| 1999 | $4,785 | $270,030 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$12,263/mo
Principal & interest
$9589
Property taxes
$2674
More affordability tools
Climate risks
Neighborhood: Noroton Heights
Nearby schools
GreatSchools rating
- 8/10Holmes Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 9/10Middlesex Middle SchoolGrades: 6-8Distance: 0.6 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Holmes
- 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
- Noroton Heights
- 86 Middlesex Road
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