159 Middlesex Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

$4,620,800

Trulia Estimate
  • 6 Beds
  • 7.5 Baths
  • 5,620 sqft (on 0.57 acres)

159 Middlesex Rd, Darien, CT 06820

Est. Refi. Payment $31,876/mo*
Refinance Your Home
Currently Off Market - Sold Mar 15, 2022 for $3,450,000

Home Value

Trulia Estimate
$4.62M
Since last month
Increased$31K (+0.7%)
Since last year
Increased$333K (+7.8%)
Since last sale
Increased$1M (+33.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +310% in the last 10 years
MonthEstimated value
2026
September 2026$4.62M
August 2026$4.59M
July 2026$4.69M
June 2026$4.69M
May 2026$4.58M
April 2026$4.68M
March 2026$4.69M
February 2026$4.45M
January 2026$4.39M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
261 Hollow Tree Ridge Road, Darien, CT
0.14
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
311 Noroton Avenue, Darien, CT
0.31
Single-Family Home
$3,550,000
12/17/25
5
5.5
5,356
14 Revere Road, Darien, CT
0.38
Single-Family Home
$3,250,000
08/07/26
5
5.5
5,226
8 Haskell Ln, Darien, CT
0.30
Single-Family Home
$4,750,000
06/22/26
6
5
6,810
29 Hillcrest Avenue, Darien, CT
0.39
Single-Family Home
$3,352,000
08/19/26
5
3.5
3,621
35 Hazel Street, Darien, CT
0.47
Single-Family Home
$3,150,000
06/16/26
5
5.5
4,515
19 Georgian Lane, Darien, CT
0.72
Single-Family Home
$3,250,000
03/02/26
6
5.5
6,407
5 Shields Lane, Darien, CT
0.50
Single-Family Home
$4,602,000
05/01/26
4
6
4,748
201 Middlesex Road, Darien, CT
0.25
Single-Family Home
$2,760,000
08/20/26
4
2.5
3,293
3 Hickory Lane, Darien, CT
0.33
Single-Family Home
$2,875,000
07/01/26
4
4
2,920

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
253 Hollow Tree Ridge Road, Darien, CT 06820
0.11
$2,984,500
4
3.5
3,001
Off Market
173 Middlesex Road, Darien, CT 06820
0.08
$4,465,600
6
6.5
5,352
Off Market
225 Hollow Tree Ridge Road, Darien, CT 06820
0.07
$2,013,000
3
3
2,040
Off Market
7 Lantern Lane, Darien, CT 06820
0.14
$2,525,100
4
3.5
3,742
Off Market
261 Hollow Tree Ridge Road, Darien, CT 06820
0.14
$4,350,000
5
5.5
6,135
Recently Sold
176 Middlesex Road, Darien, CT 06820
0.11
$4,305,100
6
5.5
6,293
Off Market
39 Deepwood Road, Darien, CT 06820
0.18
$4,298,800
5
3.5
4,932
Off Market
106 Colony Road, Darien, CT 06820
0.14
$3,060,900
4
3
3,177
Off Market
178 Middlesex Road, Darien, CT 06820
0.13
$3,856,800
5
7
5,792
Off Market
102 Colony Road, Darien, CT 06820
0.15
$4,128,000
5
4.5
4,215
Off Market
108 Colony Road, Darien, CT 06820
0.15
$1,982,400
4
2.5
2,869
Off Market
184 Middlesex Road, Darien, CT 06820
0.15
$5,165,500
5
5.5
6,870
Off Market

Local Information

  • Map ViewExplore the area around 159 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2022
0.57 acre lot
5,620 sqft
$822/sqft
Garage

About this House

The wait is over! This Custom built 2022 New Construction stunner awaits you. The heart of the home is a gourmet open kitchen with top of the line appliances such as separate Thermador refrigerator and freezer columns. Family, living, and dining rooms, along with an oversized mudroom, butlers pantry, and two powder rooms complete the first floor. The second floor accommodates all of today's needs with 5 en-suite bedrooms, thoughtfully designed with marble tiles and polished nickel fixtures throughout. There's more though. The finished lower level and 3rd floor offer 2 additional en-suite rooms for office space or more bedrooms as well as 2 living spaces for a gym, yoga studio, playroom or game room. The choice is yours. Abundance of space and drenched with natural light on even the darkest of days. There are pops of style evidenced throughout including custom floating shelves and barn doors. Perfectly sited on a level acre, with a large patio and built-in grill, you have the perfect setup for outdoor entertaining. Ideally located around the corner from the elementary, middle and high schools, and a hop skip and jump to shops, trains and the exciting new Noroton Commons, this house will not stay on the market long.
159 Middlesex Rd, Darien, CT 06820 is a 6 bedroom, 8 bathroom, 5,620 sqft single-family home built in 2022. It last sold for $3,450,000 on Mar 15, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,620,800.

Home Details for 159 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 14
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Other, WoodPatio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
Mar 15, 2022
Source: Smart MLS #170462410
Sold
$3,450,000
Feb 8, 2022
Source: Smart MLS #170462410
Contingent
$3,188,000
Jan 27, 2022
Source: Smart MLS #170462410
Listed For Sale
$3,188,000

Market trends in Darien

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.82M
$155KMoM
Sale-to-List Price
110.3%
1.4%MoM
Price per sq ft
$821
$21MoM
Available listings
29
7MoM

Around this home

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 82 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
    Flag
  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
    Flag
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
    Flag
  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
    Flag
  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
    0
    Flag
  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
    Flag
  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
    Flag
  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
    Flag
  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
    Flag
  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
    Flag
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
    Flag
  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 159 Middlesex Rd

  • What is 159 Middlesex Rd estimated to be worth?
    Trulia's estimated value for 159 Middlesex Rd in Darien, CT is $4,620,800.
  • What is the price history for 159 Middlesex Rd?
    159 Middlesex Rd in Darien, CT last sold for $3,450,000 in March 2022.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.82M. That is down $155K from the prior month.
  • How big is the lot at 159 Middlesex Rd?
    The lot at 159 Middlesex Rd in Darien, CT is about 0.57 acres (24,829 sq ft).
  • Does 159 Middlesex Rd have a garage?
    Yes, 159 Middlesex Rd in Darien, CT has a garage.

Explore by feature - Pet Friendly

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Off Market Homes Near 159 Middlesex Rd

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