440 Middlesex Rd, Darien, CT 06820
OFF MARKET

440 Middlesex Rd
Darien, CT 06820

  • 6 Beds
  • 7 Baths
  • 7,300 sqft (on 2 acres)

$5,502,100

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $27,967/mo*
Refinance Your Home

$5,502,100

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $27,967/mo*
Refinance Your Home
6 Beds
7 Baths
7,300 sqft
(on 2 acres)

Local Information

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

Description

Remarkable fieldstone Althea Manor blends opulent old world with new on 2 rolling acres. Extensively renovated and updated. Enormous foyer with 9+ft ceilings and antique maple floors. Huge, bright 28X20 LR with fpl and multiple French doors to stone patio and garden. Coffered ceiling in classic DR with fireplace. Marble floored solarium opens to state of art, salt water chlorination pool. Renovated Louise Brooks island kitchen and FRM with fpl. Full bath for pool with separate entrance. Den and office on 2nd floor. Lavish, renovated 25X21 MBR suite, 2 walk-in closets, marble bath with separate tub, shower. 1000+SF playroom and separate library on 3rd floor. Thick stone walls keeps heating costs down.
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.

Home Highlights

Parking
No Info
Outdoor
Patio, Pool
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 440 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 16
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1907Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Stucco, BrickPatio
Pool
Pool
Parking & Garage
Parking: Carport

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price History for 440 Middlesex Rd

DatePriceEventSource
08/01/2014$2,700,000Sold
Smart MLS #99028805
01/29/2014$2,849,500PriceChange
Agent Provided
05/23/2013$2,965,000Listed For SaleAgent Provided
05/16/1994$1,285,000Sold
N/A
12/30/1992$1,185,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$36,435
Assessment$2,353,680
Home facts updated by county records

Comparable Sales for 440 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Peach Hill Road, Darien, CT
0.19
Single-Family Home
$6,125,000
07/01/25
6
7
8,454
202 Mansfield Ave, Darien, CT
0.50
Single-Family Home
$2,795,000
08/21/25
6
6
6,058
276 Mansfield Avenue, Darien, CT
0.46
Single-Family Home
$4,800,000
07/08/25
6
6
8,972
50 Buttonwood Lane, Darien, CT
0.63
Single-Family Home
$4,500,000
12/03/25
7
6.5
7,200
6 Fox Hill Ln, Darien, CT
0.38
Single-Family Home
$4,000,000
08/11/25
5
5
5,330
6 Priscilla Lane, Darien, CT
0.37
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
1 Fox Hill Lane, Darien, CT
0.42
Single-Family Home
$4,500,000
08/12/25
4
4.5
5,561
54 Stony Brook Rd, Darien, CT
0.69
Single-Family Home
$4,425,000
08/04/25
6
6
6,446
12 Kona Road, Darien, CT
0.69
Single-Family Home
$4,400,000
05/29/25
5
6.5
6,805
162 Leroy Avenue, Darien, CT
0.57
Single-Family Home
$3,825,000
07/15/25
5
5
4,295

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 440 Middlesex Rd.
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
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 440 Middlesex Rd

Skip to last item
Skip to first item

Off Market Homes Near 440 Middlesex Rd

Skip to last item
Skip to first item

Homes for rent near 440 Middlesex Rd

Skip to last item
Skip to first item
440 Middlesex Rd, Darien, CT 06820 is a 6 bedroom, 7 bathroom, 7,300 sqft single-family home built in 1907. This property is not currently available for sale. 440 Middlesex Rd was last sold on Aug 1, 2014 for $2,700,000. The current Trulia Estimate for 440 Middlesex Rd is $5,502,100.