188 Middlesex Rd, Darien, CT 06820
OFF MARKET

188 Middlesex Rd
Darien, CT 06820

Noroton Heights
  • 5 Beds
  • 6 Baths
  • 4,043 sqft (on 0.58 acres)

$2,993,100

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $19,268/mo*
Refinance Your Home

$2,993,100

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $19,268/mo*
Refinance Your Home
5 Beds
6 Baths
4,043 sqft
(on 0.58 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

One-of-a-kind property... Charming Farmhouse and custom built versatile barn/guest house conveniently located with-in walking distance to train, schools, and shops. Meticulously maintained and thoughtfully renovated throughout with over $1M invested in the property. The 4 bedroom 4 1/2 bathroom main house, shielded and set back from the road, features a flexible floor plan with large sun-drenched family room, stylish gourmet kitchen (2016) and adjacent dining room, gorgeous formal living room/office with gas fireplace, sun room for year round enjoyment and porch. The upper level is comprised of a master suite with his and her closets and three additional en-suite bedrooms, one with a sitting area and private deck. The south facing level backyard will be sure to delight with unexpectedprivacy, blue stone patios, and beautifully landscaped perennial garden. Completing the package is a private detached barn/guest house custom built in 2013 with endless possibilities....perfect for in-laws, home office, guests, older children, play room or party barn! The luxurious guest house has 880 square feet of living space including bedroom/bonus room with cathedral ceiling, office/walk-in closet, den, kitchenette, laundry, 1.5 bathrooms and private patio. Don't let this magical property pass you by!*Listing square footage & bedroom/bathroom count includes 880 sq. ft. and 1 bed/1.5 bathrooms in Barn.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 188 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Other, OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1891Year Updated: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.58 acres

Price History for 188 Middlesex Rd

DatePriceEventSource
06/27/2019$1,668,000Sold
Smart MLS #170143479
05/03/2019$1,668,000PendingAgent Provided
01/24/2019$1,668,000Listed For SaleAgent Provided
07/12/2018$1,750,000ListingRemovedAgent Provided
05/16/2018$1,750,000PriceChange
Agent Provided
03/21/2018$1,839,000PriceChange
Agent Provided
01/25/2018$1,895,000Listed For SaleAgent Provided
12/19/2017$1,895,000ListingRemovedAgent Provided
09/20/2017$1,895,000Listed For SaleAgent Provided
05/15/2000$995,000Sold
Smart MLS #98067614
07/15/1992$535,000Sold
N/A

Market trends in Darien

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
14MoM
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Property Tax and Assessment

Year2025
Tax$20,256
Assessment$1,308,510
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,971/mo
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Comparable Sales for 188 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
176 Middlesex Road, Darien, CT
0.08
Single-Family Home
$4,025,000
07/18/25
6
5.5
6,293
311 Noroton Avenue, Darien, CT
0.19
Single-Family Home
$3,550,000
12/17/25
5
5.5
5,356
108 Colony Road, Darien, CT
0.27
Single-Family Home
$1,850,000
06/20/25
4
2.5
2,869
3 Revere Road, Darien, CT
0.20
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
261 Hollow Tree Ridge Road, Darien, CT
0.20
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
39 Deepwood Road, Darien, CT
0.27
Single-Family Home
$4,022,500
08/01/25
5
3.5
4,932
7 Lantern Lane, Darien, CT
0.32
Single-Family Home
$2,355,000
06/12/25
4
3.5
3,742
6 Bouton Lane, Darien, CT
0.21
Single-Family Home
$3,250,000
07/02/25
6
8
6,233
5 Shields Lane, Darien, CT
0.32
Single-Family Home
$4,602,000
05/01/26
4
6
4,748
19 Edgerton Street, Darien, CT
0.11
Single-Family Home
$1,700,000
07/15/25
3
2.5
2,083

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Assigned Schools

These are the assigned schools for 188 Middlesex Rd.
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Neighborhood Overview

Noroton Heights
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Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 188 Middlesex Rd

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Off Market Homes Near 188 Middlesex Rd

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188 Middlesex Rd, Darien, CT 06820 is a 5 bedroom, 7 bathroom, 4,043 sqft single-family home built in 1891. 188 Middlesex Rd is located in Noroton Heights, Darien. This property is not currently available for sale. 188 Middlesex Rd was last sold on Jun 27, 2019 for $1,668,000. The current Trulia Estimate for 188 Middlesex Rd is $2,993,100.