319 Middlesex Road, Darien, CT 06820
OFF MARKET

$1,462,400

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

319 Middlesex Road, Darien, CT 06820

Est. Refi. Payment $9,607/mo*
Refinance Your Home
Currently Off Market - Sold Apr 25, 2025 for $1,350,000

Home Value

Trulia Estimate
$1.46M
Since last month
Increased$19K (+1.3%)
Since last year
Increased$93K (+6.8%)
Since last sale
Increased$111K (+8.2%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$1.46M
July 2026$1.44M
June 2026$1.43M
May 2026$1.42M
April 2026$1.4M
March 2026$1.4M
February 2026$1.4M
January 2026$1.38M
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
3 Revere Road, Darien, CT
0.42
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
201 Middlesex Road, Darien, CT
0.53
Single-Family Home
$2,760,000
08/20/26
4
2.5
3,293
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
16 Libby Lane, Darien, CT
0.32
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928
223 Middlesex Road, Darien, CT
0.43
Single-Family Home
$1,540,000
03/16/26
3
1.5
1,840
3 Rocaton Road, Darien, CT
0.60
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
6 Old Parish Road, Darien, CT
0.18
Single-Family Home
$3,550,000
06/12/26
4
4.5
4,825

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
327 Middlesex Road, Darien, CT 06820
0.03
$2,835,000
4
4
3,715
Off Market
2 Old Parish Road, Darien, CT 06820
0.11
$3,259,400
5
3.5
4,553
Off Market
215 Leroy Avenue, Darien, CT 06820
0.10
$3,380,300
5
4
5,176
Off Market
10 Holly Lane, Darien, CT 06820
0.14
$4,810,500
5
6
6,012
Off Market
6 Old Parish Road, Darien, CT 06820
0.18
$3,550,000
4
4.5
4,825
Recently Sold
26 Holly Lane, Darien, CT 06820
0.21
$2,500,000
4
3.5
4,260
Recently Sold
43 Stony Brook Rd, Darien, CT 06820
0.23
$3,775,000
5
6.5
7,200
Recently Sold
25 Libby Lane, Darien, CT 06820
0.24
$4,660,900
5
6
5,545
Off Market
259 Middlesex Road, Darien, CT 06820
0.26
$6,632,900
6
8
8,552
Off Market
14 Old Parish Road, Darien, CT 06820
0.27
$4,980,100
5
6.5
8,958
Off Market
33 Stony Brook Road, Darien, CT 06820
0.28
$3,127,700
4
2.5
3,306
Off Market

Local Information

  • Map ViewExplore the area around 319 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
1916
Lot Size
0.42 acres
Living Area
2,808 sqft
Price/Sqft
$521
Parking
Garage

About this House

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.
319 Middlesex Road, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,808 sqft single-family home built in 1916. It last sold for $1,350,000 on Apr 25, 2025 (7% below the $1,449,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,462,400, with a rent estimate of $7,814/month.
Last check for updates: about 11 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

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)

Price and Tax history

DateEventPrice
Apr 25, 2025
Source: Smart MLS #24078798
Sold
$1,350,000
Mar 21, 2025
Source: Smart MLS #24078798
Pending
$1,449,000
Mar 6, 2025
Source: William Raveis Real Estate, Mortgage & Insurance #24078798
PriceChange
$1,449,000
Price decreased by 3%
Feb 11, 2025
Source: Smart MLS #24068545
PriceChange
$1,499,000
Price decreased by 3%
Feb 1, 2025
Source: William Raveis Real Estate, Mortgage & Insurance #24068545
PendingToActive
$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 319 Middlesex Road

  • What is 319 Middlesex Road estimated to be worth?
    Trulia's estimated value for 319 Middlesex Road in Darien, CT is $1,462,400.
  • What is the price history for 319 Middlesex Road?
    319 Middlesex Road in Darien, CT last sold for $1,350,000 in April 2025.
  • 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 319 Middlesex Road have air conditioning?
    Yes, 319 Middlesex Road in Darien, CT has air conditioning.
  • Does 319 Middlesex Road have laundry facilities?
    Yes, 319 Middlesex Road in Darien, CT has in-unit laundry.

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