319 Middlesex Road, Darien, CT 06820
OFF MARKET

319 Middlesex Road
Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,808 sqft (on 0.42 acres)

$1,423,000

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $9,185/mo*
Refinance Your Home

$1,423,000

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $9,185/mo*
Refinance Your Home
4 Beds
3 Baths
2,808 sqft
(on 0.42 acres)

Local Information

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

Description

Welcome to 319 Middlesex, where classic charm meets modern comfort! This stunning 4-bed, 3-full-bath home boasts a spacious and thoughtfully designed layout, featuring 9-foot ceilings on the 1st floor and a beautifully renovated kitchen. Nestled on a level lot, the home offers inviting spaces both inside & out. A sun-drenched sunroom welcomes you, perfect for greeting guests or enjoying peaceful moments. The formal living room exudes warmth w/ its charming beamed ceilings & stone fireplace, creating a cozy retreat. The formal dining room seamlessly transitions into the newly updated gourmet kitchen, complete with sleek cabinetry, new countertops, stainless steel appliances, and a convenient breakfast bar-ideal for entertaining. Step down into the expansive family room, where sliding doors open to a back deck, perfect for outdoor dining and gatherings. The main-floor bedroom w/ full bath provides flexibility for guests/home office. Upstairs, the luxurious primary suite features a vaulted ceiling, spacious walk-in closet, full bath and private balcony overlooking the serene property. Two add'l bedrooms and another full bath complete the 2nd floor. A charming wraparound deck connects the front & backyard, enhancing the home's appeal, while the oversized heated garage/workshop offers ample storage or hobby space. Located less than a mile from town w/ easy access to trains, shopping, dining, and parks, this home offers incredible convenience, great functionality and tranquility. Incredible walkability factor! This home is ideally situated in the heart of Darien.
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 April 28, 2025

Home Highlights

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

Home Details for 319 Middlesex Road

Interior Features

Interior Details
Basement: Crawl Space,Full,Unfinished,Storage Space,Interior Entry,ConcreteNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2808 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
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: AsphaltPatio / Porch: DeckOther Structures: Shed(s)Exterior: Balcony, Rain Gutters, LightingFoundation: Concrete Perimeter, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 1Parking: Detached,Garage Door Opener
Frontage
Waterfront: Beach Access, Water Community, AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2808 Square Feet

Property Information

Year Built
Year Built: 1916
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Farm House
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Please see Sellers' Inclusion/Exclusion Addendum.Parcel Number: 103884

Price & Status

Price
List Price: $1,449,000
Status Change & Dates
Off Market Date: Thu Mar 20 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 2808 Square Feet

Community

Community Features: Golf, Health Club, Library, Playground, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.42 acres

Miscellaneous

BasementMls Number: 24078798Attic: Access Via HatchAbove Grade Unfinished Area: 2808

Additional Information

GolfHealth ClubLibraryPlaygroundPublic Rec FacilitiesShopping/MallTennis Court(s)
Last check for updates: about 3 hours ago
Listed by Sarah Fair, (203) 858-6301
William Raveis Real Estate, (203) 762-8300
Bought with: Ayesha Qureshi-Amin, (203) 524-7559, Houlihan Lawrence, (203) 966-3507
Source: Smart MLS, MLS#24078798

Price History for 319 Middlesex Road

DatePriceEventSource
04/25/2025$1,350,000Sold
Smart MLS #24078798
03/21/2025$1,449,000PendingSmart MLS #24078798
03/06/2025$1,449,000PriceChange
William Raveis Real Estate, Mortgage & Insurance #24078798
02/11/2025$1,499,000PriceChange
Smart MLS #24068545
02/01/2025$1,550,000PendingToActiveWilliam Raveis Real Estate, Mortgage & Insurance #24068545
01/29/2025$1,550,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #24068545
01/20/2025$1,550,000Listed For SaleWilliam Raveis Real Estate, Mortgage & Insurance #24068545
04/16/2021$1,075,000Sold
Smart MLS #170365208
01/25/2021$1,075,000PendingAgent Provided
01/12/2021$1,075,000Listed For SaleAgent Provided
06/27/1991$231,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$12,732
Assessment$822,500
Home facts updated by county records

Comparable Sales for 319 Middlesex Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Revere Road, Darien, CT
0.42
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
26 Holly Lane, Darien, CT
0.21
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
128 West Avenue, Darien, CT
0.45
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
109 West Avenue, Darien, CT
0.47
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
19 Edgerton Street, Darien, CT
0.60
Single-Family Home
$1,700,000
07/15/25
3
2.5
2,083
223 Middlesex Road, Darien, CT
0.43
Single-Family Home
$1,540,000
03/16/26
3
1.5
1,840
10 Fairfield Avenue, Darien, CT
0.70
Single-Family Home
$1,900,000
06/30/25
3
2.5
2,265
108 Colony Road, Darien, CT
0.89
Single-Family Home
$1,850,000
06/20/25
4
2.5
2,869
5 Shields Lane, Darien, CT
0.36
Single-Family Home
$4,602,000
05/01/26
4
6
4,748

Nearby homes

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Assigned Schools

These are the assigned schools for 319 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
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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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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.

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319 Middlesex Road, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,808 sqft single-family home built in 1916. This property is not currently available for sale. 319 Middlesex Road was last sold on Apr 25, 2025 for $1,350,000 (7% lower than the asking price of $1,449,000). The current Trulia Estimate for 319 Middlesex Road is $1,423,000.