561 Middlesex Road, Darien, CT 06820
SOLD
AUG 10, 2026

561 Middlesex Road
Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,411 sqft (on 2.64 acres)

$2,800,000

Last Sold: Aug 10, 2026
7% below list $3M
$821/sqft
Est. Refi. Payment $18,339/mo*
Refinance Your Home

$2,800,000

Last Sold: Aug 10, 2026
7% below list $3M
$821/sqft
Est. Refi. Payment $18,339/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,411 sqft
(on 2.64 acres)

Home Value

Trulia Estimate
$2.8M
Since last month
Increased$27K (+1%)
Since last year
Increased$643K (+29.7%)
Since last sale
Increased$3K (+0.1%)
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 +43% in the last 10 years
MonthEstimated value
2026
August 2026$2.8M
July 2026$2.78M
June 2026$2.76M
May 2026$2.78M
April 2026$2.76M
March 2026$2.77M
February 2026$2.78M
January 2026$2.78M
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
19 Blueberry Lane, Darien, CT
0.22
Single-Family Home
$3,711,000
06/03/26
4
2.5
3,881
6 Blueberry Lane, Darien, CT
0.17
Single-Family Home
$2,300,000
07/20/26
3
2
2,043
23 Maplewood Drive, Darien, CT
0.71
Single-Family Home
$2,710,000
12/08/25
5
3.5
3,506
6 Cloudy Lane, Darien, CT
0.33
Single-Family Home
$4,500,000
05/29/26
5
5
5,864
267 Brookside Road, Darien, CT
0.81
Single-Family Home
$2,850,000
05/29/26
4
3.5
3,416
5 Wheat Lane, Darien, CT
0.77
Single-Family Home
$3,308,000
04/15/26
5
4
3,509
63 Dorchester Road, Darien, CT
0.91
Single-Family Home
$3,500,000
05/12/26
4
4.5
3,470

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
6 Blueberry Lane, Darien, CT 06820
0.17
$2,300,000
3
2
2,043
Recently Sold
527 Middlesex Road, Darien, CT 06820
0.17
$6,305,500
6
7
8,007
Off Market
19 Blueberry Lane, Darien, CT 06820
0.22
$3,711,000
4
2.5
3,881
Recently Sold
10 Cloudy Lane, Darien, CT 06820
0.29
$3,774,500
6
4.5
3,880
Off Market
55 Blueberry Lane, Darien, CT 06820
0.30
$5,709,300
6
8.5
9,203
Off Market
6 Cloudy Lane, Darien, CT 06820
0.33
$4,500,000
5
5
5,864
Recently Sold
700 Hollow Tree Ridge Road, Darien, CT 06820
0.35
$3,950,000
5
5.5
5,500
For Sale
316 Mansfield Avenue, Darien, CT 06820
0.33
$5,625,000
5
6
9,039
Recently Sold
660 Hollow Tree Ridge Rd, Darien, CT 06820
0.41
$2,649,500
5
5
5,362
Off Market
1 Timber Ln, Darien, CT 06820
0.44
$4,428,100
5
6
-
Off Market
11 Half Mile Road, Darien, CT 06820
0.44
$5,062,300
5
5.5
6,656
Off Market

Local Information

  • Map ViewExplore the area around 561 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
1856
Lot Size
2.64 acres
Living Area
3,411 sqft
Price/Sqft
$821/sqft
Parking
6 Parking Spaces

About this House

Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive great room rises w/vaulted ceilings, anchored by a wood burning hearth as sunlight spills through French doors onto a stone patio, uniting the quiet beauty of the outdoors. Nearby, a charming parlor/home office with its own fireplace drifts into a cozy den w/bath, offering space to work or unwind. At the heart of the home, the kitchen shines. New quartz counters and crisp white cabinetry frame a generous butcher block island where meals begin and conversations linger. Here, life unfolds naturally w/gatherings beside a dual-sided fireplace, sharing laughter, stories and simple moments. The adjacent playroom w/half bath completes this ideal setting. Upstairs, 4 bedrooms, 2 full baths, and a thoughtfully placed laundry area create ease for everyday living. Yet it's beyond the walls where this property truly captures the imagination. Step outside to a sweeping, level lawn where possibilities stretch as far as the eye can see. Host a soccer match, cultivate a garden, or wander along your own wooded path. This is more than a home. It's a place to grow, gather and dream bigger with time. Whether you envision expansion, a pool, tennis court, or simply room to breathe, the future here is as expansive as the land itself. Come see it and walk the grounds. Across the street, Highland Farms offers more open space and a scenic trail, all just minutes from town, train, and dining. Amazing opportunity that will hold its value on the best lot in Darien.
561 Middlesex Road, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 3,411 sqft single-family home built in 1856. It last sold for $2,800,000 on Aug 10, 2026 (7% below the $2,999,000 asking price). More recently, it was listed as a rental in November 2025 with an asking price of $10,000 per month. That rental listing was removed on January 7, 2026. It is currently off market. The Trulia Estimate is $2,800,500, with a rent estimate of $14,500/month.
Last check for updates: about 2 hours ago
Listed by Serena A Richards, (203) 273-2073
Brown Harris Stevens, (203) 655-1418
Bought with: Serena A Richards, (203) 273-2073, Brown Harris Stevens, (203) 655-1418
Source: Smart MLS, MLS#24130400

Home Details for 561 Middlesex Road

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Great Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3411 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Washer, Dryer, Water HeaterDryerLaundry: Upper LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 4Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchOther Structures: Shed(s), Barn(s)Exterior: GardenFoundation: MasonryGardenNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking Spaces: 6Parking: Paved
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3411 Square Feet

Property Information

Year Built
Year Built: 1856
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique,Farm House
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 102682

Price & Status

Price
List Price: $2,999,000Price Per Sqft: $821/sqft
Status Change & Dates
Off Market Date: Thu May 21 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 3411 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.64 Acres

Miscellaneous

BasementMls Number: 24130400Attic: Pull Down StairsAttribution Contact: (203) 273-2073Above Grade Unfinished Area: 3411

Price and Tax history

DateEventPrice
Aug 10, 2026
Source: Smart MLS #24130400
Sold
$2,800,000
May 21, 2026
Source: Smart MLS #24130400
Pending
$2,999,000
Apr 8, 2026
Source: Smart MLS #24130400
Listed For Sale
$2,999,000
Mar 27, 2026
Source: Halstead / Brown Harris Stevens #24130400
ListingRemoved
$2,999,000
Jan 7, 2026
Source: Zillow Rentals
ListingRemoved
$10,000

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

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Frequently asked questions about 561 Middlesex Road

  • What is 561 Middlesex Road estimated to be worth?
    Trulia's estimated value for 561 Middlesex Road in Darien, CT is $2,800,500.
  • What is the price history for 561 Middlesex Road?
    561 Middlesex Road in Darien, CT last sold for $2,800,000 in August 2026.
  • 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 561 Middlesex Road have laundry facilities?
    Yes, 561 Middlesex Road in Darien, CT has in-unit laundry.
  • How big is the lot at 561 Middlesex Road?
    The lot at 561 Middlesex Road in Darien, CT is about 2.6 acres.

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