40 Shadow Lane, New Canaan, CT 06840
SOLD
AUG 31, 2026

$2,660,000

Last sold price
  • 6 Beds
  • 4 Baths
  • 4,425 sqft (on 2.08 acres)

40 Shadow Lane, New Canaan, CT 06840

Est. Refi. Payment $17,893/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2026 for $2,660,000 (11% above list price)

Home Value

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
September 2026$2.66M
May 2026$2.61M
April 2026$2.55M
March 2026$2.55M
February 2026$2.42M
January 2026$2.36M
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
21 Hickory Drive, New Canaan, CT
0.07
Single-Family Home
$2,210,000
08/10/26
5
3.5
3,112
176 Carter Street, New Canaan, CT
0.28
Single-Family Home
$2,805,000
06/22/26
6
5
4,158
152 Long Lots Road, New Canaan, CT
0.33
Single-Family Home
$3,575,000
01/07/26
5
5
7,307
59 Snowberry Lane, New Canaan, CT
0.52
Single-Family Home
$1,600,000
12/04/25
5
4.5
3,480
83 Long Lots Road, New Canaan, CT
0.48
Single-Family Home
$4,250,000
08/21/26
5
4.5
6,211
95 Heather Drive, New Canaan, CT
0.63
Single-Family Home
$2,170,000
10/29/25
4
4.5
5,514
515 Carter Street, New Canaan, CT
0.38
Single-Family Home
$5,925,000
12/05/25
5
6
6,656
35 Canoe Hill Road, New Canaan, CT
0.88
Single-Family Home
$3,000,000
06/01/26
5
4
4,547
250 Carter Street, New Canaan, CT
0.28
Single-Family Home
$5,600,000
12/03/25
6
8.5
10,942

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
21 Hickory Drive, New Canaan, CT 06840
0.07
$2,210,000
5
3.5
3,112
Recently Sold
418 Carter Street, New Canaan, CT 06840
0.14
$3,046,000
7
5
4,436
Off Market
72 Dabney Road, New Canaan, CT 06840
0.15
$1,572,100
3
2
2,031
Off Market
87 Juniper Road, New Canaan, CT 06840
0.14
$2,351,200
4
4.5
4,056
Off Market
101 Juniper Road, New Canaan, CT 06840
0.18
$1,666,100
4
3
3,249
Off Market
289 Carter Street, New Canaan, CT 06840
0.22
$4,918,800
6
7
9,593
Off Market
45 Beech Road, New Canaan, CT 06840
0.25
$2,318,100
4
2.5
3,551
Off Market
296 Carter St, New Canaan, CT 06840
0.24
$3,971,900
5
4.5
5,654
Off Market
116 Juniper Road, New Canaan, CT 06840
0.25
$3,374,400
6
6.5
7,037
Off Market
250 Carter Street, New Canaan, CT 06840
0.28
$5,600,000
6
8.5
10,942
Recently Sold
152 Long Lots Road, New Canaan, CT 06840
0.33
$3,575,000
5
5
7,307
Recently Sold

Local Information

  • Map ViewExplore the area around 40 Shadow Lane.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
2.08 acre lot
4,425 sqft
$601/sqft
2 Car Garage

About this House

Beautifully renovated and reimagined, this home appears as if it were lifted directly from a designer's showhouse. Perfectly situated in a prime neighborhood, the residence offers the ideal balance of privacy and convenience, located just minutes from town, schools, and the train. Nestled at the end of a private cul-de-sac on over two acres of park-like property, this 5 bedroom 3 full 2 half bath, Colonial home spans more than 4,000 square feet. The sun-drenched interior is designed for effortless entertaining, featuring an expansive layout with vaulted ceilings and an abundance of windows that flood every room with incredible natural light. The sparkling, renovated chef's kitchen is equipped with premium Wolf and Sub-Zero appliances and includes a charming breakfast room with a bay window. The main level flows seamlessly from the formal living room-complete with a fireplace and vaulted ceiling-to the formal dining room. The inviting family room also features a fireplace and oversized windows, while the sunroom provides a serene retreat overlooking the lush backyard and an expansive outdoor deck. The entire second floor has been reconfigured to create a luxurious owner suite including marble bath soaking tub and walk in closets. Functional luxury abounds in the mudroom, which offers custom built-in cubbies, ample closet space, heated floors, and a convenient half bath. This one is special.
40 Shadow Lane, New Canaan, CT 06840 is a 6 bedroom, 5 bathroom, 4,425 sqft single-family home built in 1960. It last sold for $2,660,000 on Aug 31, 2026 (11% above the $2,395,000 asking price). This property is not currently displayed as for sale or rent on Trulia.
Last check for updates: about 2 hours ago
Listed by Hannelore Kaplan, (914) 450-3880
William Raveis Real Estate, (203) 966-3555
Bought with: Bonnie Sztam, (917) 825-8109, William Pitt Sotheby's Int'l, (203) 966-2633
Source: Smart MLS, MLS#24166891

Home Details for 40 Shadow Lane

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Dining Room, Family Room, Kitchen, Living Room, Other, Sun Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4425 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s)Exterior: GardenFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4425 Square Feet

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: please ask for list of exclusionsParcel Number: 189283

Price & Status

Price
List Price: $2,395,000Price Per Sqft: $601/sqft
Status Change & Dates
Off Market Date: Fri Jun 26 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: New CanaanCommunity: Silvermine
School Information
Elementary School: EastJr High / Middle School: Saxe MiddleHigh School: New Canaan

Building

Building Area
Building Area: 4425 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.08 Acres

Miscellaneous

BasementMls Number: 24166891Attic: Pull Down StairsAttribution Contact: (914) 450-3880Above Grade Unfinished Area: 4425

Price and Tax history

DateEventPrice
Aug 31, 2026
Source: Smart MLS #24166891
Sold
$2,660,000
Jun 26, 2026
Source: Smart MLS #24166891
Pending
$2,395,000
Jun 17, 2026
Source: Smart MLS #24166891
Listed For Sale
$2,395,000
Oct 27, 2021
Source: Smart MLS #170426419
Sold
$1,450,000
Aug 14, 2021
Source: William Raveis Real Estate, Mortgage & Insurance #170426419
Listed For Sale
$1,350,000

Market trends in New Canaan

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.36M
$202KMoM
Sale-to-List Price
105.2%
1.1%MoM
Price per sq ft
$629
$0MoM
Available listings
46
23MoM

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Scanlonceciliaa
    "Really great schools. I mean top notch. Very family friendly town with lots of child activities. That’s why we moved here."
    0
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  • Al T
    "Awesome schools, programs for every interest, sports, town spirit. reasonable NYC commute. Better than Darien."
    0
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  • 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
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  • Anthony R.
    "Nice area the rise a family great location and school small town setting and very safe high income area . Schools "
    0
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  • Scanlonceciliaa
    "Very safe town with exceptional schools. Cute town with family friendly dining options. That’s why we moved here."
    0
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  • Scanlonceciliaa
    "Love living here. It’s beautiful in Silvermine by the river and people are friendly and take care of their homes"
    0
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LGBTQ Local Legal Protections

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.

Frequently asked questions about 40 Shadow Lane

  • What is the price history for 40 Shadow Lane?
    40 Shadow Lane in New Canaan, CT last sold for $2,660,000 in August 2026.
  • Is New Canaan a buyer's or seller's market?
    New Canaan is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in New Canaan?
    The median sale price in New Canaan is $2.36M. That is down $202K from the prior month.
  • What do residents say about New Canaan?
    Residents describe New Canaan, CT as dog-friendly, quiet, and well-kept. Most residents say you need a car. See recently sold homes in New Canaan, CT.
  • Does 40 Shadow Lane have air conditioning?
    Yes, 40 Shadow Lane in New Canaan, CT has air conditioning.
  • Does 40 Shadow Lane have laundry facilities?
    Yes, 40 Shadow Lane in New Canaan, CT has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 40 Shadow Lane

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