165 River St, Darien, CT 06840
Property image
Property image
OFF MARKET

$1,048,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,121 sqft

165 River St, Darien, CT 06840

Refinance Your Home
Currently Off Market - Sold Mar 19, 2021 for $542,500

Home Value

Trulia Estimate
$1.05M
Since last month
Decreased$14K (-1.3%)
Since last year
Increased$118K (+12.6%)
Since last sale
Increased$506K (+93.2%)
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 +60% in the last 10 years
MonthEstimated value
2026
August 2026$1.05M
August 2026$1.05M
July 2026$1.06M
June 2026$1.05M
May 2026$1.06M
April 2026$1.02M
March 2026$1M
February 2026$945K
January 2026$930K
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
101 Parade Hill Rd, New Canaan, CT
0.19
Single-Family Home
$1,100,000
05/24/26
3
2
1,404
60 East Avenue, New Canaan, CT
0.60
Single-Family Home
$975,000
04/17/26
3
1.5
1,400
48 Rural Drive, New Canaan, CT
0.24
Single-Family Home
$1,430,000
09/12/25
4
3
2,362
45 Seminary Street, New Canaan, CT
0.68
Single-Family Home
$1,605,290
07/13/26
3
2.5
2,455
63 Garibaldi Lane, New Canaan, CT
0.09
Single-Family Home
$2,005,000
08/28/26
5
2.5
3,744
49 Saint Johns Pl, New Canaan, CT
0.63
Single-Family Home
$1,700,000
11/07/25
4
3
2,290
156 Summer Street, New Canaan, CT
0.73
Single-Family Home
$1,100,000
07/20/26
8
2
2,800
218 Summer Street, New Canaan, CT
0.85
Single-Family Home
$1,475,000
07/30/26
3
1.5
2,256
66 Seminary Street, New Canaan, CT
0.71
Single-Family Home
$2,225,000
11/17/25
3
3.5
2,300
42 Hoyt Street, New Canaan, CT
0.77
Single-Family Home
$1,792,600
08/04/26
3
2.5
2,842

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
11 Strawberry Hill Road, New Canaan, CT 06840
0.02
$810,600
3
1
972
Off Market
145 River Street, New Canaan, CT 06840
0.05
$2,695,000
5
5
5,300
For Sale
127 River Street, New Canaan, CT 06840
0.09
$1,750,600
4
3
2,009
Off Market
30 Parade Hill Road, New Canaan, CT 06840
0.10
$1,585,300
3
2
1,805
Off Market
61 Smith Ridge Road, New Canaan, CT 06840
0.08
$1,300,000
4
3.5
1,379
For Sale
63 Garibaldi Lane, New Canaan, CT 06840
0.09
$2,005,000
5
2.5
3,744
Recently Sold
21 Hampton Lane, New Canaan, CT 06840
0.10
$1,800,000
3
3
2,432
For Sale
52 Garibaldi Lane, New Canaan, CT 06840
0.11
$3,495,000
6
5.5
8,000
Recently Sold
75 Parade Hill Road, New Canaan, CT 06840
0.13
$2,580,500
6
7
6,419
Off Market
109 Garibaldi Lane, New Canaan, CT 06840
0.14
$2,216,000
4
2.5
6,070
Off Market
173 Heritage Hill Road #173, New Canaan, CT 06840
0.16
$1,085,700
2
3
2,468
Off Market
160 Forest Street #4, New Canaan, CT 06840
0.18
$1,885,200
3
2.5
2,232
Off Market

Local Information

  • Map ViewExplore the area around 165 River St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1952
2,121 sqft
$494/sqft
Garage

About this House

Enjoy New Canaan and all it has to offer, schools, parks, shopping, restaurants and much more. Great value for a property located less than a mile to town center and train station. This Ranch style house has sun-filled living room, dining and 3 rooms on the main level, and has 600ft basement space which can be easily finished. Spacious living room with large fireplace, adjacent to the office can be used as a 3rd bedroom. Updated kitchen walked out to the fenced patio allows for outdoor entertaining. Remodeled full bath and another two nicely sized bedrooms on the main level. On the lower level there is a partially finished walk-out basement can be served as family room, an extra bedroom, with laundry room, spacious full bath and more room for storage. Walk up attic adds convenient storage above. Check the virtual tour please.
165 River St, Darien, CT 06840 is a 3 bedroom, 2 bathroom, 2,121 sqft single-family home built in 1952. It last sold for $542,500 on Mar 19, 2021. More recently, it was listed as a rental in July 2023 with an asking price of $12,000 per month. That rental listing was removed on September 25, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,048,100, with a rent estimate of $5,227/month.

Home Details for 165 River St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Brick
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price and Tax history

DateEventPrice
Sep 25, 2023
Source: Zillow Rentals
ListingRemoved
Jul 19, 2023
Source: Zillow Rentals
Listed For Rent
$12,000
Jun 17, 2023
Source: Zillow Rentals
ListingRemoved
Jun 15, 2023
Source: Zillow Rentals
Listed For Rent
$12,000
Jun 6, 2023
Source: Zillow Rentals
ListingRemoved

Market trends in New Canaan

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.56M
Sale-to-List Price
104.1%
Price per sq ft
$629
Available listings
69
15MoM

Around this home

What Locals Say about New Canaan

At least 102 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 84 % Say it's dog friendly

  • 83 % Say it's quiet

  • 82 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 79 % Say parking is easy

  • 76 % Say people would walk alone at night

  • 74 % Say they plan to stay for at least 5 years

  • 70 % Say there's wildlife

  • 69 % Say kids play outside

  • 60 % Say neighbors are friendly

  • 48 % Say streets are well-lit

  • 44 % Say it's walkable to restaurants

  • 44 % Say there are community events

  • 41 % Say there are sidewalks

  • 32 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Marisa_abdoo
    "Dogs are a welcome staple in town. Some shop keepers have treats! There are also a lot of walking trails."
    0
    Flag
  • Marisa_abdoo
    "There is a train station that originates in New Canaan, which is helpful! Final destination is Grand Central terminal in NYC."
    0
    Flag
  • Marisa_abdoo
    "A lot of dogs in town! Some shops have treats. Parks are great too for dogs… a lot of space to run and great trails."
    0
    Flag
  • Kerry.carebear
    "Commute is long. Do not recommend commuting. Traffic to and from is not ideal either. However most of Fairfield county experiences this."
    0
    Flag
  • Michelle
    "There are great parks for the dogs to walk in and there’s even specifically a dog park that they can go to within the larger Waveny park complex ."
    2
    Flag
  • Wroot
    "Wonderful community. Top public schools. Beautiful downtown shopping district. Kids are happy & healthy. Parks are amazing and well used by the community. Doesn’t get better. "
    1
    Flag
  • Trulia User
    "It’s neighborly but also spaced out and peaceful. There is a lot of privacy and people respect one another. "
    1
    Flag
  • Scott.c.towbin
    "Amazing Schools, super friendly town where it's easy to make friends and keep friends. great downtiwn with restaurant and shops. Easy train commute into NYC; train is waiting for you in AM..it starts in New Canaan!"
    8
    Flag
  • Ashley D. W.
    "Safe and lovely town that although close to nyc feels like it’s worlds away. A place to move where life feels like it can be really lived..."
    2
    Flag
  • Scott.c.towbin
    "Amazing schools, check out the new comers club, the best town center in Fairfield county...a great place to make friends and raise a family"
    2
    Flag
  • Liza O.
    "This is an idyllic place to raise a family with great parks and restaurants. There are also many great neighboring towns"
    2
    Flag
  • Liza O.
    "Our neighborhood is a community. The people here are kind caring and considerate. It’s great for children and its inclusive."
    1
    Flag
  • Uniquefasgion1
    "The best its very safe, quality school’s, strong community, the best downtown, great restaurant and retail stores "
    2
    Flag
  • Amy F.
    "The commute is great and honestly could not be any better! It is a 5 minute walk into town and an 8 minute walk to the Metro North Train Station. "
    4
    Flag
  • Lauren C.
    "Halloween trick or treating in town is amazing. There are events throughout the year - Santa visiting downtown and an Easter egg hunt, etc."
    3
    Flag
  • Mtehrani99
    "Good neighborhoods and great neighbors. Beautiful town and lots of open space and great schools. Lots of parks and easy access to metro north."
    1
    Flag
  • Andreatonello76
    "easy commute to NYC, abundance of parks, sense of safety wherever you go: this is the ideal place to raise your children"
    0
    Flag
  • Lauren C.
    "There are lots of parks and paths to walk dogs and all of the downtown businesses are dog friendly. You can walk your dog on a leash anywhere."
    0
    Flag
  • Amber
    "Lots of special events down the Main Street called “elm.” Great support for local businesses. Outstanding newcomers club with weekly connection points."
    0
    Flag
  • Kathrynquirk445
    "People walk their dogs all the time in this neighborhood. There is a dog park nearby at Waveny. Up and down are dogs and their walkers up and down South Avenue all day long."
    0
    Flag
  • Jmc791
    "Sidewalks are available in and around town. Lots of parks to take your dog to and even if there aren’t sidewalks where you live there are beautiful roads. "
    1
    Flag
  • Lauren C.
    "The houses have large backyards and there are plenty of dog parks nearby for dogs to run and play. I recommend it for dog owners."
    0
    Flag
  • Jmc791
    "Very family oriented town. Downtown is wonderful and plenty of parks and public spaces. School system is very good as well "
    0
    Flag
  • John O.
    "Great schools and great community and activities for families, adults and children. Beautiful setting."
    0
    Flag
  • Andreatonello76
    "I have lived in this neighborhood for four month. It’s quiet and never feels crowded. Parks are everywhere. Perfect balance between urban and country living"
    0
    Flag
  • bonbon
    "I love it it’s the best town to Raise your kids the best schools the best community around quiet very clean a lot of parks and train is on the town I recommend it everybody was looking nice and quiet or healthy family"
    0
    Flag
  • Scanlonceciliaa
    "I just moved here about a year ago. People are nice and really go the extra mile to take care of their houses and lawns. Which makes the area look nice"
    1
    Flag
  • Tamara C.
    "Neighborhood potlucks. Memorial Day parade, Fourth of July at Waveny, Christmas Caroling at God’s Acre."
    1
    Flag
  • Lori
    "Memorial Day parade. Sidewalk sale days, dog park, Fourth of July events, local church events, football Friday’s, "
    0
    Flag
  • Scanlonceciliaa
    "Really great schools. I mean top notch. Very family friendly town with lots of child activities. That’s why we moved here."
    0
    Flag
  • Al T
    "Awesome schools, programs for every interest, sports, town spirit. reasonable NYC commute. Better than Darien."
    0
    Flag
  • Lauren C.
    "New Canaan is one of the nicest towns in the New York metro area of Connecticut. It has a wonderful little town with shops and restaurants, lots of wonderful public amenities and an amazing school district. It has options for private school and a newly renovated country club. "
    1
    Flag
  • Anthony R.
    "Nice area the rise a family great location and school small town setting and very safe high income area . Schools "
    0
    Flag
  • Scanlonceciliaa
    "Very safe town with exceptional schools. Cute town with family friendly dining options. That’s why we moved here."
    0
    Flag
  • Scanlonceciliaa
    "Love living here. It’s beautiful in Silvermine by the river and people are friendly and take care of their homes"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 165 River St

  • What is 165 River St estimated to be worth?
    Trulia's estimated value for 165 River St in Darien, CT is $1,048,100.
  • What is the price history for 165 River St?
    165 River St in Darien, CT last sold for $542,500 in March 2021.
  • Is Darien a buyer's or seller's market?
    Darien is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.56M.
  • Does 165 River St have air conditioning?
    Yes, 165 River St in Darien, CT has air conditioning.
  • Does 165 River St have laundry facilities?
    Yes, 165 River St in Darien, CT has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Off Market Homes Near 165 River St

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