573 Middlesex Rd, Darien, CT 06820
OFF MARKET

573 Middlesex Rd
Darien, CT 06820

  • 5 Beds
  • 5 Baths
  • 5,944 sqft (on 1.40 acres)

$3,727,300

Trulia Estimate
as of May 9, 2026
Est. Refi. Payment $18,970/mo*
Refinance Your Home

$3,727,300

Trulia Estimate
as of May 9, 2026
Est. Refi. Payment $18,970/mo*
Refinance Your Home
5 Beds
5 Baths
5,944 sqft
(on 1.40 acres)

Homes for sale near 573 Middlesex Rd

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Apartments for Rent

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Local Information

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

Description

Nestled on one and a half acres of a park-like setting in North Darien, this distinguished classic colonial offers 6000 square feet of living and privacy. Walk into the grand two-story foyer, which opens to a gracious formal living room and elegant dining room, and feel right at home. The first floor also offers a library, sun room, office, oversized great room and updated kitchen opening up to flat level yard surrounded by mature plantings. With five large bedrooms, 4 full and 3 half baths on the second and third floors, this well-designed home has left nothing out for today?s buyer.
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, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 573 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 13Types of Rooms: Recreation Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake, Wood ShingleDeckExterior: Wood, BrickPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.40 acres

Price History for 573 Middlesex Rd

DatePriceEventSource
06/05/2013$2,450,000Sold
Smart MLS #99018274
03/04/2013$2,595,000Listed For SaleAgent Provided
11/16/2012$2,595,000ListingRemovedAgent Provided
05/18/2012$2,595,000Listed For SaleAgent Provided
10/14/2011$3,995,000ListingRemovedAgent Provided
08/11/2011$3,995,000PriceChange
Agent Provided
05/04/2011$2,995,000Listed For SaleAgent Provided
12/12/1988$1,350,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$28,473
Assessment$1,839,320
Home facts updated by county records

Comparable Sales for 573 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
49 Salisbury Rd, Darien, CT
0.67
Single-Family Home
$2,865,000
04/20/26
5
4.5
4,000
276 Mansfield Avenue, Darien, CT
0.45
Single-Family Home
$4,800,000
07/08/25
6
6
8,972
451 Mansfield Ave, Darien, CT
0.51
Single-Family Home
$3,380,000
04/13/26
5
6
7,652
2 Natures Way, Darien, CT
0.56
Single-Family Home
$2,750,000
06/17/25
4
4
3,815
6 Fox Hill Ln, Darien, CT
0.77
Single-Family Home
$4,000,000
08/11/25
5
5
5,330
23 Maplewood Drive, Darien, CT
0.69
Single-Family Home
$2,710,000
12/08/25
5
3.5
3,506
202 Mansfield Ave, Darien, CT
0.81
Single-Family Home
$2,795,000
08/21/25
6
6
6,058
37 Salisbury Road, Darien, CT
0.71
Single-Family Home
$2,795,000
08/11/25
4
3.5
3,261
1 Fox Hill Lane, Darien, CT
0.74
Single-Family Home
$4,500,000
08/12/25
4
4.5
5,561
2 Sherry Ln, Darien, CT
0.79
Single-Family Home
$2,585,000
10/29/25
4
4.5
3,186

Assigned Schools

These are the assigned schools for 573 Middlesex Rd.
View nearby schools on GreatSchools
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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

  • 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 "
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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
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  • 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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Homes for rent near 573 Middlesex Rd

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Off Market Homes Near 573 Middlesex Rd

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573 Middlesex Rd, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 5,944 sqft single-family home built in 1988. This property is not currently available for sale. 573 Middlesex Rd was last sold on Jun 5, 2013 for $2,450,000. The current Trulia Estimate for 573 Middlesex Rd is $3,727,300.