27 Turtle Back Rd, New Canaan, CT 06840
OFF MARKET

$3,385,700

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 5,113 sqft (on 2.04 acres)

27 Turtle Back Rd, New Canaan, CT 06840

Est. Refi. Payment $22,411/mo*
Refinance Your Home
Currently Off Market - Sold Apr 5, 2004 for $1,740,000

Home Value

Trulia Estimate
$3.39M
Since last month
Increased$55K (+1.6%)
Since last year
Increased$263K (+8.4%)
Since last sale
Increased$2M (+94.5%)
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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$3.38M
August 2026$3.37M
July 2026$3.33M
June 2026$3.39M
May 2026$3.4M
April 2026$3.3M
March 2026$3.23M
February 2026$3.12M
January 2026$3.02M
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
286 Indian Rock Rd, New Canaan, CT
0.42
Single-Family Home
$2,625,000
06/12/26
4
4.5
4,139
51 Reeder Lane, New Canaan, CT
0.67
Single-Family Home
$2,450,000
03/09/26
5
3.5
3,382
1129 Oenoke Ridge, New Canaan, CT
0.67
Single-Family Home
$4,025,000
10/15/25
5
7
7,034
148 West Hills Road, New Canaan, CT
0.77
Single-Family Home
$3,100,000
02/19/26
5
4.5
5,731
757 Oenoke Ridge, New Canaan, CT
0.22
Single-Family Home
$5,700,000
05/12/26
7
7
8,194
340 Turtle Back Road, New Canaan, CT
0.56
Single-Family Home
$4,510,000
10/01/25
6
6
7,361
37 Woodridge Circle, New Canaan, CT
0.81
Single-Family Home
$1,982,000
09/22/25
4
2.5
2,650
44 Reeder Lane, New Canaan, CT
0.66
Single-Family Home
$4,600,000
09/30/25
5
5.5
7,902
104 Ramhorne Road, New Canaan, CT
0.99
Single-Family Home
$2,595,000
03/30/26
4
5
3,985
54 Saint George Lane, New Canaan, CT
0.92
Single-Family Home
$3,053,000
06/25/26
4
4
5,244

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
110 Turtle Back Road, New Canaan, CT 06840
0.12
$5,008,500
5
4.5
4,853
Off Market
794 Oenoke Ridge, New Canaan, CT 06840
0.13
$5,775,200
5
7.5
8,642
Off Market
774 Oenoke Ridge, New Canaan, CT 06840
0.17
$2,898,400
4
5
3,506
Off Market
757 Oenoke Ridge, New Canaan, CT 06840
0.22
$5,700,000
7
7
8,194
Recently Sold
930 Oenoke Ridge, New Canaan, CT 06840
0.20
$7,041,400
7
6.5
7,358
Off Market
99 Turtle Back Road South, New Canaan, CT 06840
0.27
$6,881,100
6
7
10,800
Off Market
36 Apple Tree Lane, New Canaan, CT 06840
0.25
$2,748,900
5
3
3,280
Off Market
785 Oenoke Ridge, New Canaan, CT 06840
0.29
$8,192,800
7
8
13,062
Off Market
945 Oenoke Rdg, New Canaan, CT 06840
0.28
$6,569,200
6
6
7,336
Off Market
499 Country Club Road, New Canaan, CT 06840
0.38
$6,156,500
6
7.5
10,006
Off Market
216 Turtle Back Road, New Canaan, CT 06840
0.36
$3,689,800
5
4.5
5,236
Off Market
253 Turtle Back Road, New Canaan, CT 06840
0.40
$3,648,300
4
4.5
5,754
Off Market

Local Information

  • Map ViewExplore the area around 27 Turtle Back Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1974
2.04 acre lot
5,113 sqft
$662/sqft
Garage

About this House

This single-family home is located at 27 Turtle Back Rd, New Canaan, CT. 27 Turtle Back Rd is in New Canaan, CT and in ZIP code 06840. This property has 4 bedrooms, 5 bathrooms and approximately 5,113 sqft of floor space. This property has a lot size of 1.03 acres and was built in 1974.
27 Turtle Back Rd, New Canaan, CT 06840 is a 4 bedroom, 5 bathroom, 5,113 sqft single-family home built in 1974. It last sold for $1,740,000 on Apr 5, 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,385,700.

Home Details for 27 Turtle Back Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.04 acres

Price and Tax history

DateEventPrice
Apr 5, 2004
Source: Smart MLS #98188826
Sold
$1,740,000

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
    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
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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
    Flag
  • 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
    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 27 Turtle Back Rd

  • What is 27 Turtle Back Rd estimated to be worth?
    Trulia's estimated value for 27 Turtle Back Rd in New Canaan, CT is $3,385,700.
  • What is the price history for 27 Turtle Back Rd?
    27 Turtle Back Rd in New Canaan, CT last sold for $1,740,000 in April 2004.
  • 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.
  • Does 27 Turtle Back Rd have a pool?
    Yes, 27 Turtle Back Rd in New Canaan, CT has a pool.
  • How big is the lot at 27 Turtle Back Rd?
    The lot at 27 Turtle Back Rd in New Canaan, CT is about 1 acre.

Explore by feature - Pet Friendly

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