373 Middlesex Rd, Darien, CT 06820
OFF MARKET

373 Middlesex Rd
Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 3,660 sqft (on 1.16 acres)

$2,244,400

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $14,432/mo*
Refinance Your Home

$2,244,400

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $14,432/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,660 sqft
(on 1.16 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Well-Maintained Center Hall Colonial set upon 1.16 acres offering 3,660 square feet, 4 bedrooms and 2.5 baths. The Lollipop stone walkway leads you to the front entrance/foyer which opens up to the living room with fireplace and formal dining room. Off of the living room you will find office/library which then leads to the half bath, kitchen and family room with fireplace/dining area/laundry. The primary bedroom offers a spacious layout with walk in closet and full bath. 3 additional bedrooms and full bath finish off the upper level of home. Crown molding and hardwood throughout. Lower level offers recreation room with additional space for exercise area and office. 2 car attached garage. Central Air. Lovely landscaped grounds. Enjoy local parks Highland Farm and Till Pond. Centrally located for quick & easy access to I-95/Merritt Parkway and minutes to train station.
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 373 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Baseboard, Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 12
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1965
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: 1.16 acres

Price History for 373 Middlesex Rd

DatePriceEventSource
05/19/2022$1,577,500Sold
Smart MLS #170480537
04/18/2022$1,450,000ContingentSmart MLS #170480537
04/13/2022$1,450,000Listed For SaleSmart MLS #170480537
04/14/1988$550,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$13,880
Assessment$896,630
Home facts updated by county records

Comparable Sales for 373 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Holly Lane, Darien, CT
0.39
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
217 Mansfield Avenue, Darien, CT
0.62
Single-Family Home
$2,250,000
05/29/26
3
2.5
2,760
6 Priscilla Lane, Darien, CT
0.29
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
2 Knollwood Lane, Darien, CT
0.66
Single-Family Home
$2,300,000
08/19/25
4
3.5
3,678
162 Leroy Avenue, Darien, CT
0.49
Single-Family Home
$3,825,000
07/15/25
5
5
4,295
9 Sunset Road, Darien, CT
0.75
Single-Family Home
$3,400,000
06/23/25
4
3.5
3,417
6 Fox Hill Ln, Darien, CT
0.54
Single-Family Home
$4,000,000
08/11/25
5
5
5,330
25 Libby Lane, Darien, CT
0.45
Single-Family Home
$4,325,000
07/29/25
5
6
5,545
3 Revere Road, Darien, CT
0.66
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
7 Lantern Lane, Darien, CT
1.02
Single-Family Home
$2,355,000
06/12/25
4
3.5
3,742

Nearby homes

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Assigned Schools

These are the assigned schools for 373 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

  • 81 % 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
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  • 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
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  • 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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373 Middlesex Rd, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 3,660 sqft single-family home built in 1965. This property is not currently available for sale. 373 Middlesex Rd was last sold on May 19, 2022 for $1,577,500. The current Trulia Estimate for 373 Middlesex Rd is $2,244,400.