Is Darien, CT dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Are yards well-kept in Darien, CT?

As of early 2026, 89% of users say yards are well-kept

Is parking easy in Darien, CT?

As of early 2026, 88% of users say parking is easy

Is a car needed in Darien, CT?

As of early 2026, 87% of users say car is needed

Does Darien, CT show holiday spirit?

As of early 2026, 84% of users say there's holiday spirit

Would people walk alone at night in Darien, CT?

As of early 2026, 81% of users say people would walk alone at night

Do kids play outside in Darien, CT?

As of early 2026, 80% of users say kids play outside

Is there wildlife in Darien, CT?

As of early 2026, 73% of users say there's wildlife

As of early 2026, 71% of users say it's quiet

Do residents of Darien, CT plan to stay at least 5 years?

As of early 2026, 70% of users say they plan to stay for at least 5 years

Are neighbors friendly in Darien, CT?

As of early 2026, 58% of users say neighbors are friendly

Are there community events in Darien, CT?

As of early 2026, 58% of users say there are community events

Does Darien, CT have sidewalks?

As of early 2026, 58% of users say there are sidewalks

Is Darien, CT walkable to restaurants?

As of early 2026, 55% of users say it's walkable to restaurants

Is Darien, CT walkable to grocery stores?

As of early 2026, 48% of users say it's walkable to grocery stores

Are the streets well-lit in Darien, CT?

As of early 2026, 44% of users say streets are well-lit

FOR SALE

2.64 ACRES

561 Middlesex Road
Darien, CT 06820

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

$2,999,000

Est. Mortgage $19,149/mo*

Get Pre-Qualified

$2,999,000

Est. Mortgage $19,149/mo*

Get Pre-Qualified

4 Beds

3.5 Baths

3,411 sqft

(on 2.64 acres)

Local Information

-- mins to

Commute Destination

Description

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.

Home Highlights

Parking

6 Parking Spaces

Outdoor

Porch

A/C

Heating only

HOA

None

Price/Sqft

$879

Listed

30 days ago

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

Days on Market
Days on Market: 30

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: $879
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: Active

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

Agent Information
Listing Agent Listing ID: 24130400

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

Last check for updates: about 6 hours ago

Listing courtesy of Serena A Richards, (203) 273-2073

Brown Harris Stevens, (203) 273-2073

Source: Smart MLS, MLS#24130400

Also Listed on Smart MLS, Halstead / Brown Harris Stevens.

Price History for 561 Middlesex Road

Date	Price	Event	Source
04/08/2026	$2,999,000	Listed For Sale	Smart MLS #24130400

03/27/2026	$2,999,000	ListingRemoved	Halstead / Brown Harris Stevens #24130400

01/07/2026	$10,000	ListingRemoved	Zillow Rentals

11/05/2025	$10,000	Listed For Rent	Zillow Rentals

03/15/2020	$6,600	ListingRemoved	Agent Provided

11/26/2019	$6,600	Listed For Rent	Agent Provided

04/06/1992	$449,900	Sold	N/A
Recording Date 04/06/1992 County Transfer Tax N/A Total Transfer Tax N/A
12/05/1989	$810,000	Sold	N/A
Recording Date 12/05/1989 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$16,958
Assessment	$1,095,500

Home facts updated by county records

Comparable Sales for 561 Middlesex Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
23 Maplewood Drive, Darien, CT	0.71	Single-Family Home	$2,710,000	12/08/25	5	3.5	3,506
6 Pilgrim Rd, Darien, CT	0.82	Single-Family Home	$3,400,000	06/16/25	5	3.5	3,257
37 Salisbury Road, Darien, CT	0.76	Single-Family Home	$2,795,000	08/11/25	4	3.5	3,261
5 Wheat Lane, Darien, CT	0.77	Single-Family Home	$3,308,000	04/15/26	5	4	3,509
475 Hoyt Street, Darien, CT	0.92	Single-Family Home	$1,300,000	08/12/25	4	3	2,251
178 Christie Hill Road, Darien, CT	1.12	Single-Family Home	$2,150,000	07/31/25	4	4.5	3,436
49 Salisbury Rd, Darien, CT	0.72	Single-Family Home	$2,865,000	04/20/26	5	4.5	4,000

Assigned Schools

These are the assigned schools for 561 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

Learn more about our methodology.

Kimrichardnyc
Resident
1y ago
"Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
0
Flag
Trulia User
Resident
1y ago
"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
Resident
2y ago
"great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
0
Flag
Jessica_hatch7
Resident
6y ago
"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.
Resident
6y ago
"Holidays and school events. Dining and activities such as sports, the arts and many many social events"
0
Flag
Mzengo8
Resident
7y ago
"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.
Prev. Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"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
Resident
8y ago
"Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
0
Flag
Bill T.
Prev. Resident
8y ago
"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
11y ago
"Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
0
Flag

LGBTQ Local Legal Protections

Additional Cost

Serena A Richards, Brown Harris Stevens, (203) 273-2073

Agent Phone: (203) 273-2073

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.

561 Middlesex Road, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 3,411 sqft single-family home built in 1856. This property is currently available for sale and was listed by Smart MLS on Apr 8, 2026. The MLS # for this home is MLS# 24130400.

561 Middlesex Road
Darien, CT 06820

$2,999,000

$2,999,000

Local Information