327 Middlesex Road, Darien, CT 06820
OFF MARKET

$2,835,000

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

327 Middlesex Road, Darien, CT 06820

Est. Refi. Payment $18,553/mo*
Refinance Your Home
Currently Off Market - Sold Aug 8, 2023 for $2,151,000

Home Value

Trulia Estimate
$2.83M
Since last month
Decreased$16K (-0.6%)
Since last year
Increased$236K (+9.1%)
Since last sale
Increased$663K (+30.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +40% in the last 10 years
MonthEstimated value
2026
August 2026$2.81M
July 2026$2.83M
June 2026$2.9M
May 2026$2.86M
April 2026$2.79M
March 2026$2.81M
February 2026$2.7M
January 2026$2.68M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
16 Libby Lane, Darien, CT
0.34
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928
6 Old Parish Road, Darien, CT
0.20
Single-Family Home
$3,550,000
06/12/26
4
4.5
4,825
43 Stony Brook Rd, Darien, CT
0.23
Single-Family Home
$3,775,000
06/23/26
5
6.5
7,200
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
201 Middlesex Road, Darien, CT
0.55
Single-Family Home
$2,760,000
08/20/26
4
2.5
3,293
3 Revere Road, Darien, CT
0.44
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
174 Leroy Avenue, Darien, CT
0.41
Single-Family Home
$4,475,000
08/17/26
5
4.5
5,506
3 Rocaton Road, Darien, CT
0.60
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
319 Middlesex Road, Darien, CT 06820
0.03
$1,462,400
4
3
2,808
Off Market
215 Leroy Avenue, Darien, CT 06820
0.09
$3,380,300
5
4
5,176
Off Market
2 Old Parish Road, Darien, CT 06820
0.13
$3,259,400
5
3.5
4,553
Off Market
10 Holly Lane, Darien, CT 06820
0.16
$4,810,500
5
6
6,012
Off Market
26 Holly Lane, Darien, CT 06820
0.22
$2,500,000
4
3.5
4,260
Recently Sold
6 Old Parish Road, Darien, CT 06820
0.20
$3,550,000
4
4.5
4,825
Recently Sold
25 Libby Lane, Darien, CT 06820
0.26
$4,660,900
5
6
5,545
Off Market
43 Stony Brook Rd, Darien, CT 06820
0.23
$3,775,000
5
6.5
7,200
Recently Sold
37 Holly Lane, Darien, CT 06820
0.30
$3,214,600
5
3.5
4,070
Off Market
259 Middlesex Road, Darien, CT 06820
0.28
$6,632,900
6
8
8,552
Off Market
12 Kona Road, Darien, CT 06820
0.30
$4,753,300
5
6.5
6,805
Off Market

Local Information

  • Map ViewExplore the area around 327 Middlesex Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Lot Size
1.02 acres
Living Area
3,715 sqft
Price/Sqft
$763
Parking
2 Car Garage

About this House

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!
327 Middlesex Road, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 3,715 sqft single-family home built in 1953. It last sold for $2,151,000 on Aug 8, 2023 (10% above the $1,950,000 asking price). More recently, it was listed as a rental in June 2012 with an asking price of $3,800 per month. That rental listing was removed on July 17, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,835,000, with a rent estimate of $15,000/month.
Last check for updates: about 10 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

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

Price and Tax history

DateEventPrice
Aug 8, 2023
Source: Smart MLS #170574955
Sold
$2,151,000
Jun 23, 2023
Source: Smart MLS #170574955
Pending
$1,950,000
Jun 23, 2023
Source: Smart MLS #170574955
Contingent
$1,950,000
Jun 7, 2023
Source: Smart MLS #170574955
Listed For Sale
$1,950,000
Jun 30, 2020
Source: Smart MLS #170241941
Sold
$1,550,000

Market trends in Darien

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.98M
$246KMoM
Sale-to-List Price
108.9%
3.3%MoM
Price per sq ft
$800
$12MoM
Available listings
36
18MoM

Around this home

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. "
    0
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

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Frequently asked questions about 327 Middlesex Road

  • What is 327 Middlesex Road estimated to be worth?
    Trulia's estimated value for 327 Middlesex Road in Darien, CT is $2,835,000.
  • What is the price history for 327 Middlesex Road?
    327 Middlesex Road in Darien, CT last sold for $2,151,000 in August 2023.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.98M. That is up $246K from the prior month.
  • Does 327 Middlesex Road have air conditioning?
    Yes, 327 Middlesex Road in Darien, CT has air conditioning.
  • Does 327 Middlesex Road have laundry facilities?
    Yes, 327 Middlesex Road in Darien, CT has in-unit laundry.

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