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

348 Middlesex Rd
Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,720 sqft (on 1 acre)

$2,502,700

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $16,216/mo*

$2,502,700

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $16,216/mo*
4 Beds
3 Baths
2,720 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 348 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Convenient and surprisingly secluded! Open Concept, a Gourmet Kitchen with double ovens, oversized Family Room with a substantial stone fireplace. The Living Room with a second fireplace looks over the big, luscious backyard with mature trees and a sizable deck. The large windows bring in sunlight to every room in the home. A thoughtfully designed floor plan, two walk in closets upstairs, an updated Master Bath and a huge basement with a walkout to the covered patio. This spectacular home has been remodeled and expanded with superb craftsmanship. A short walk to Darien High School, preschools, mere minutes to shopping, restaurant and nearly endless recreational opportunities. A gem!
348 Middlesex Rd, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 2,720 sqft single-family home built in 1971. It last sold for $1,450,000 on Sep 14, 2020. It is currently off market. The Trulia Estimate is $2,502,700, with a rent estimate of $7,877/month.

Home Highlights

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

Home Details for 348 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1971Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 348 Middlesex Rd

DatePriceEventSource
09/14/2020$1,450,000Sold
Smart MLS #170310857
07/17/2020$1,475,000PendingAgent Provided
07/04/2020$1,475,000Listed For SaleAgent Provided
07/31/2000$790,000Sold
N/A
04/06/1995$495,000Sold
N/A
08/17/1992$437,500Sold
N/A

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
11
MoM
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Property Tax and Assessment

Year2025
Tax$18,401
Assessment$1,188,670
Home facts updated by county records

Comparable Sales for 348 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.29
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
0.44
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928
0.70
Single-Family Home
$2,250,000
05/29/26
3
2.5
2,760
0.33
Single-Family Home
$3,550,000
06/12/26
4
4.5
4,825
0.28
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
0.55
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
0.67
Single-Family Home
$2,300,000
08/19/25
4
3.5
3,678
0.64
Single-Family Home
$100,000
04/14/26
4
2.5
2,913
0.33
Single-Family Home
$3,775,000
06/23/26
5
6.5
7,200
0.34
Single-Family Home
$4,325,000
07/29/25
5
6
5,545

Nearby homes

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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. "
  • 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. "
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
  • 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 "
  • 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."
  • 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. "
  • 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. "
  • 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."
  • 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. "
  • 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!"
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "

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Off Market Homes Near 348 Middlesex Rd

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