19 Middlesex Rd, Darien, CT 06820
OFF MARKET

19 Middlesex Rd
Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 3,942 sqft (on 0.46 acres)

$2,363,700

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $14,998/mo*
Refinance Your Home

$2,363,700

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $14,998/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,942 sqft
(on 0.46 acres)

Local Information

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

Description

SPACE FOR EVERYONE! This light & bright 4 bedroom colonial is located moments from schools, parks, award winning library, shopping & Metro North. FEATURING two home office options this home has it all. From the gracious living room with fireplace to the formal dining room and generous family room. The updated kitchen with high end appliances opens to a relaxing sun room. Completing the first floor is the mud room, oversize garage & large laundry room. Upstairs the master suite is beautifully appointed with walk in closet and en suite bath. Three other nicely sized bedrooms are also located on the second floor. A second staircase leads to the bonus room which could be used as a playroom, gym or office. Outdoors there is plenty of room to play in the backyard or simply relax on the terrace.
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
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 19 Middlesex Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Recreation Room, Workshop, Sun Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle, Vinyl, WoodPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price History for 19 Middlesex Rd

DatePriceEventSource
09/04/2020$1,100,000Sold
Smart MLS #170293422
06/11/2020$1,125,000PendingAgent Provided
05/29/2020$1,125,000PriceChange
Agent Provided
05/08/2020$1,169,000Listed For SaleAgent Provided
03/24/2020$1,169,000ListingRemovedAgent Provided
01/01/2020$1,169,000PriceChange
Agent Provided
08/18/2019$1,195,000PriceChange
Agent Provided
06/19/2019$1,275,000Listed For SaleAgent Provided
08/27/1999$605,000Sold
N/A
07/02/1998$475,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$17,301
Assessment$1,117,620
Home facts updated by county records

Comparable Sales for 19 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Christie Hill Road, Darien, CT
0.15
Single-Family Home
$1,951,000
07/10/25
4
3
2,852
20 Denhurst Place, Darien, CT
0.15
Single-Family Home
$1,580,000
11/17/25
4
2.5
2,120
154 Holmes Avenue, Darien, CT
0.10
Single-Family Home
$2,160,000
07/30/25
5
3.5
3,108
102 Rose Lane, Darien, CT
0.25
Single-Family Home
$1,225,000
09/10/25
3
1.5
1,828
12 Abbey Road, Darien, CT
0.08
Single-Family Home
$2,235,000
08/18/25
4
3.5
2,790
129 Holmes Avenue, Darien, CT
0.29
Single-Family Home
$1,856,000
05/22/25
4
2.5
2,555
147 Holmes Avenue, Darien, CT
0.17
Single-Family Home
$1,850,000
07/21/25
5
3.5
2,974
8 Forest Road, Darien, CT
0.33
Single-Family Home
$1,650,000
11/21/25
4
3
2,707
6 Intervale Rd, Darien, CT
0.17
Single-Family Home
$2,330,000
07/28/25
5
4.5
3,496
6 Chester Road, Darien, CT
0.34
Single-Family Home
$2,400,000
06/26/25
4
2.5
4,376

Assigned Schools

These are the assigned schools for 19 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

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
    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
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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
    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

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19 Middlesex Rd, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 3,942 sqft single-family home built in 1965. This property is not currently available for sale. 19 Middlesex Rd was last sold on Sep 4, 2020 for $1,100,000. The current Trulia Estimate for 19 Middlesex Rd is $2,363,700.