327 Middlesex Road, Darien, CT 06820
OFF MARKET

327 Middlesex Road
Darien, CT 06820

  • 4 Beds
  • 4 Baths
  • 3,715 sqft (on 1.02 acres)

$2,822,300

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $18,291/mo*
Refinance Your Home

$2,822,300

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $18,291/mo*
Refinance Your Home
4 Beds
4 Baths
3,715 sqft
(on 1.02 acres)

Local Information

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

Description

Move right into this meticulously renovated storybook Cape, beautifully sited on an acre in the heart of Darien. This 3,700 sq ft home has a gracious layout with ample natural light. Nine-foot ceilings on the first floor including living room, dining room, sunroom, office, gourmet kitchen and family room with a wood burning fireplace. French doors lead out to a delightful outdoor living space overlooking the expansive lawns in the backyard with stone patio, spectacular landscaping and landscape lighting for a magical setting at night. Upstairs you will find three bedrooms including the primary, all with en-suite baths, and a large 4th bedroom / bonus room with vaulted ceiling over the garage. Oversized 2 car attached garage and brand-new systems throughout the house. Centrally located near schools, town, and train. This home is not to be missed!
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. This description is from August 09, 2023

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 327 Middlesex Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3715 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Main Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Oil,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Deck, Patio, PorchExterior: Lighting, Stone WallFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Garage Door Opener,Private,Gravel
Frontage
Waterfront: Brook, Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3715 Square Feet

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 103885

Price & Status

Price
List Price: $1,950,000
Status Change & Dates
Off Market Date: Fri Jun 23 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Darien
School Information
Elementary School: Ox RidgeJr High / Middle School: MiddlesexHigh School: Darien

Building

Building Area
Building Area: 3715 Square Feet

Community

Community Features: Golf, Health Club, Library, Park, Playground, Private Rec Facilities, Public Rec Facilities, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 1.02 Acres

Miscellaneous

BasementMls Number: 170574955Attic: Pull Down StairsAbove Grade Unfinished Area: 3715

Additional Information

GolfHealth ClubLibraryParkPlaygroundPrivate Rec FacilitiesPublic Rec FacilitiesShopping/Mall
Last check for updates: about 20 hours ago
Listed by Ariana O'malley, (203) 321-6492
Houlihan Lawrence, (203) 655-8238
Bought with: Katie Benson, (917) 270-3371, Houlihan Lawrence, (203) 869-0700
Source: Smart MLS, MLS#170574955

Price History for 327 Middlesex Road

DatePriceEventSource
08/08/2023$2,151,000Sold
Smart MLS #170574955
06/23/2023$1,950,000PendingSmart MLS #170574955
06/23/2023$1,950,000ContingentSmart MLS #170574955
06/07/2023$1,950,000Listed For SaleSmart MLS #170574955
06/30/2020$1,550,000Sold
Smart MLS #170241941
04/13/2020$1,575,000PendingAgent Provided
01/17/2020$1,575,000PriceChange
Agent Provided
10/03/2019$1,695,000Listed For SaleAgent Provided
02/04/2014$850,000ListingRemovedAgent Provided
12/28/2013$850,000Listed For SaleAgent Provided
07/01/2013$825,000Sold
Smart MLS #99018939
03/29/2013$849,000PendingAgent Provided
03/05/2013$849,000Listed For SaleAgent Provided
07/17/2012$3,800ListingRemovedAgent Provided
06/20/2012$845,000ListingRemovedAgent Provided
06/20/2012$3,800Listed For RentAgent Provided
04/05/2012$845,000PriceChange
Agent Provided
01/21/2012$949,000Listed For SaleAgent Provided
01/20/2006$787,500Sold
N/A
06/28/1995$235,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$19,006
Assessment$1,227,800
Home facts updated by county records

Comparable Sales for 327 Middlesex Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Holly Lane, Darien, CT
0.22
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
25 Libby Lane, Darien, CT
0.26
Single-Family Home
$4,325,000
07/29/25
5
6
5,545
162 Leroy Avenue, Darien, CT
0.48
Single-Family Home
$3,825,000
07/15/25
5
5
4,295
29 Stony Brook Road, Darien, CT
0.33
Single-Family Home
$4,200,000
07/14/25
4
4.5
5,308
6 Priscilla Lane, Darien, CT
0.38
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
109 West Avenue, Darien, CT
0.48
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
12 Kona Road, Darien, CT
0.30
Single-Family Home
$4,400,000
05/29/25
5
6.5
6,805
9 Sunset Road, Darien, CT
0.78
Single-Family Home
$3,400,000
06/23/25
4
3.5
3,417
7 Lantern Lane, Darien, CT
0.88
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 327 Middlesex Road.
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
    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
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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
    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
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Off Market Homes Near 327 Middlesex Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 327 Middlesex Road

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327 Middlesex Road, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 3,715 sqft single-family home built in 1953. This property is not currently available for sale. 327 Middlesex Road was last sold on Aug 8, 2023 for $2,151,000 (10% higher than the asking price of $1,950,000). The current Trulia Estimate for 327 Middlesex Road is $2,822,300.