175 Middlesex Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

$4,262,000

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 4,319 sqft (on 0.85 acres)

175 Middlesex Rd, Darien, CT 06820

Est. Refi. Payment $29,824/mo*
Refinance Your Home
Currently Off Market - Sold Nov 3, 2015 for $3,000,000

Home Value

Trulia Estimate
$4.26M
Since last month
Decreased$2K (-0.1%)
Since last year
Increased$400K (+10.3%)
Since last sale
Increased$1M (+42.1%)
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 +46% in the last 10 years
MonthEstimated value
2026
October 2026$4.26M
September 2026$4.18M
August 2026$4.26M
July 2026$4.25M
June 2026$4.28M
May 2026$4.18M
April 2026$4.22M
March 2026$4.21M
February 2026$4.01M
January 2026$3.98M
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
201 Middlesex Road, Darien, CT
0.17
Single-Family Home
$2,760,000
08/20/26
4
2.5
3,293
12 Libby Lane, Darien, CT
0.38
Single-Family Home
$2,870,000
09/02/26
4
3.5
2,750
3 Hickory Lane, Darien, CT
0.40
Single-Family Home
$2,875,000
07/01/26
4
4
2,920
261 Hollow Tree Ridge Road, Darien, CT
0.15
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
16 Libby Lane, Darien, CT
0.38
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928
26 Holly Lane, Darien, CT
0.53
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
76 Deepwood Road, Darien, CT
0.47
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
12 Laurel Lane, Darien, CT
0.34
Single-Family Home
$2,052,000
08/26/26
3
2.5
3,151
29 Hillcrest Avenue, Darien, CT
0.48
Single-Family Home
$3,352,000
08/19/26
5
3.5
3,621
311 Noroton Avenue, Darien, CT
0.25
Single-Family Home
$3,550,000
12/17/25
5
5.5
5,356

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
173 Middlesex Road, Darien, CT 06820
0.03
$4,410,700
6
6.5
5,352
Off Market
176 Middlesex Road, Darien, CT 06820
0.03
$4,318,600
6
5.5
6,293
Off Market
174 Middlesex Rd, Darien, CT 06820
0.03
$3,816,700
5
4.5
5,158
Off Market
180 Middlesex Rd, Darien, CT 06820
0.04
$2,228,500
3
2
2,389
Off Market
178 Middlesex Road, Darien, CT 06820
0.05
$3,892,900
5
7
5,792
Off Market
235 Hollow Tree Ridge Rd, Darien, CT 06820
0.06
$4,506,700
5
5
5,989
Off Market
244 Hollow Tree Ridge Rd, Darien, CT 06820
0.06
$3,212,000
4
4.5
4,279
Off Market
184 Middlesex Road, Darien, CT 06820
0.07
$5,139,600
5
5.5
6,870
Off Market
227 Hollow Tree Ridge Rd, Darien, CT 06820
0.07
$2,805,800
5
5
4,650
Off Market
181 Middlesex Rd, Darien, CT 06820
0.08
$3,350,700
6
5.5
5,066
Off Market
181 Middlesex Rd #8D, Darien, CT 06820
0.08
-
-
-
-
Off Market
241 Hollow Tree Ridge Rd, Darien, CT 06820
0.08
$3,325,400
4
5
3,399
Off Market
225 Hollow Tree Ridge Road, Darien, CT 06820
0.08
$2,013,000
3
3
2,040
Off Market
179 Middlesex Rd, Darien, CT 06820
0.09
$3,362,900
5
4
4,400
Off Market
159 Middlesex Rd, Darien, CT 06820
0.09
$4,641,400
6
7.5
5,620
Off Market
188 Middlesex Rd, Darien, CT 06820
0.09
$2,946,600
5
6
4,043
Off Market
158 Middlesex Rd, Darien, CT 06820
0.10
$1,877,200
4
2
2,500
Off Market
223 Hollow Tree Ridge Rd, Darien, CT 06820
0.10
$1,715,700
3
2
1,676
Off Market
245 Hollow Tree Ridge Rd, Darien, CT 06820
0.10
$2,628,900
4
3
2,590
Off Market
8 Tyler Dr, Darien, CT 06820
0.10
$2,457,900
4
2.5
2,584
Off Market

Local Information

  • Map ViewExplore the area around 175 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2010
0.85 acre lot
4,319 sqft
$987/sqft

About this House

THIS BETTER THAN NEW 2010 SHINGLE STYLE COLONIAL HAS BEEN BUILT TO HIGH QUALITY STANDARDS WITH WONDERFUL FLOW. GOURMET EAT-IN KITCHEN WITH TOP-OF-THE-LINE APPLIANCES & GRANITE COUNTERTOPS OPENING TO A FAMILY ROOM WITH STONE FIREPLACE, A DECK OPENING TO A LARGE LEVEL YARD & A FORMAL DINING ROOM. UPSTAIRS THERE ARE FOUR BEDROOMS INCLUDING A MASTER BEDROOM WITH COFFERED CEILINGS, LARGE WALK-IN CLOSET & LUXURIOUS BATH WITH RADIANT HEAT FLOORS & SOAKING TUB. THREE ADDITIONAL BEDROOMS (ONE WITH CATHEDRAL CEILINGS) ALL HAVE EN SUITE BATHS. NINE FOOT CEILINGS, SURROUND SOUND WIRING, A SPACIOUS MUDROOM, EXTENSIVE MILLWORK & HARDWOOD FLOORS THROUGHOUT. WALKING DISTANCE TO TRAIN & SCHOOLS (INCLUDING MIDDLESEX MIDDLE SCHOOL & DARIEN HIGH).
175 Middlesex Rd, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 4,319 sqft single-family home built in 2010. It last sold for $3,000,000 on Nov 3, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,262,000.

Home Details for 175 Middlesex Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: WoodPatio

Community

Units in Building: 1

Lot Information

Lot Area: 0.85 acres

Price and Tax history

DateEventPrice
Nov 3, 2015
Source: N/A
Sold
$3,000,000
Jun 29, 2012
Source: Smart MLS #98530497
Sold
$2,150,000
Apr 16, 2012
Source: Agent Provided
Pending
$2,250,000
Mar 7, 2012
Source: Agent Provided
Listed For Sale
$2,250,000
Jul 16, 2010
Source: N/A
Sold
$2,100,000

Market trends in Darien

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.82M
$155KMoM
Sale-to-List Price
110.3%
1.4%MoM
Price per sq ft
$821
$21MoM
Available listings
29
7MoM

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

Frequently asked questions about 175 Middlesex Rd

  • What is 175 Middlesex Rd estimated to be worth?
    Trulia's estimated value for 175 Middlesex Rd in Darien, CT is $4,262,000.
  • What is the price history for 175 Middlesex Rd?
    175 Middlesex Rd in Darien, CT last sold for $3,000,000 in November 2015.
  • 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 $2.82M. That is down $155K from the prior month.
  • How big is the lot at 175 Middlesex Rd?
    The lot at 175 Middlesex Rd in Darien, CT is about 0.85 acres (37,026 sq ft).

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