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

159 Middlesex Rd
Darien, CT 06820

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

$4,653,000

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $30,475/mo*
Refinance Your Home

$4,653,000

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $30,475/mo*
Refinance Your Home
6 Beds
7.5 Baths
5,620 sqft
(on 0.57 acres)

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

Property Type
Single-Family Home
Year Built
2022
Lot Size
0.57 acres
Living Area
5,620 sqft
Price/Sqft
$828
Parking
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. It is currently off market. The Trulia Estimate is $4,653,000, with a rent estimate of $7,380/month.

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 History for 159 Middlesex Rd

DatePriceEventSource
03/15/2022$3,450,000Sold
Smart MLS #170462410
02/08/2022$3,188,000ContingentSmart MLS #170462410
01/27/2022$3,188,000Listed For SaleSmart MLS #170462410

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
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Property Tax and Assessment

Year2025
Tax$34,583
Assessment$2,234,050
Home facts updated by county records

Comparable Sales for 159 Middlesex Rd

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
300 Hollow Tree Ridge Road, Darien, CT
0.33
Single-Family Home
$4,900,000
09/02/25
5
7
6,118
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
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
1 Top O Hill Rd, Darien, CT
0.60
Single-Family Home
$4,444,000
08/19/25
5
5
4,760
5 Shields Lane, Darien, CT
0.50
Single-Family Home
$4,602,000
05/01/26
4
6
4,748
3 Hickory Lane, Darien, CT
0.33
Single-Family Home
$2,875,000
07/01/26
4
4
2,920

Nearby homes

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Assigned Schools

These are the assigned schools for 159 Middlesex Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
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  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

Explore by feature - Garage

11 rentals with a garage in Darien, CT

Explore by feature - Air Conditioning

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Explore by feature - Pool

6 rentals with a pool in Darien, CT

Explore by feature - Washer/dryer

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Homes for sale near 159 Middlesex Rd

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Off Market Homes Near 159 Middlesex Rd

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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 $4,653,000.
  • 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 $2.73M.
  • 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.