33 Chamberlain Ct, Cheshire, CT 06410
OFF MARKET

33 Chamberlain Ct
Cheshire, CT 06410

  • 5 Beds
  • 6 Baths
  • 6,660 sqft (on 5.03 acres)

$1,662,600

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $11,468/mo*
Refinance Your Home

$1,662,600

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $11,468/mo*
Refinance Your Home
5 Beds
6 Baths
6,660 sqft
(on 5.03 acres)

Local Information

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

Description

Magnificent custom-built home with attention to every detail! So many incredible features! Drive down the pristine Cul-de-sac to the pillared driveway. The home is dramatically set back for privacy and the best use of the property. Meticulously maintained five acres. The foyer is stunning without being overwhelming and is also well utilized. The living spaces are spacious and well designed with the flow of a professionally designed home. Main level master suite with views of the unite pool, pool house, outdoor kitchen and covered outdoor entertainment area with stone fireplace and pizza oven. The second level features three spacious bedrooms with multiple dedicated bathrooms and the library. We are not donethe lower level has even more entertainment space with the state-of-the-art theater room, playroom & kitchen. Oversized three car garage. There is so much more to enjoyyou will love to call this home! Be sure to watch to video!
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
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 33 Chamberlain Ct

Interior Features

Interior Details
BasementAtticNumber of Rooms: 13Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Office, Pantry, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: BrickGardenLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5.03 acres

Additional Information

Intercom

Price History for 33 Chamberlain Ct

DatePriceEventSource
11/16/2021$1,300,000Sold
Smart MLS #170414739
10/23/2021$1,399,000ContingentSmart MLS #170414739
08/23/2021$1,399,000PendingRE/MAX International #170414739
07/09/2021$1,399,000Listed For SaleSmart MLS #170414739
06/30/2008$1,270,000Sold
Smart MLS #N275106
03/23/2008$1,580,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$26,210
Assessment$881,300
Home facts updated by county records

Comparable Sales for 33 Chamberlain Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
40 Whispering Hollow Court, Cheshire, CT
0.52
Single-Family Home
$1,500,000
01/14/26
4
5
6,781
3 Mountaincrest Drive, Cheshire, CT
0.55
Single-Family Home
$1,275,000
07/18/25
4
4
4,121
776 Bethany Mountain Road, Cheshire, CT
0.52
Single-Family Home
$947,500
04/29/26
4
2.5
3,300
50 Abrams Road, Cheshire, CT
0.51
Single-Family Home
$1,500,000
10/23/25
4
2.5
4,981
876 South Brooksvale Road, Cheshire, CT
0.26
Single-Family Home
$720,000
08/26/25
4
2.5
2,762
440 Mount Sanford Road, Cheshire, CT
0.62
Single-Family Home
$710,000
01/08/26
4
4
3,816
25 Mountain Brook Drive, Cheshire, CT
0.56
Single-Family Home
$500,000
02/24/26
4
2.5
4,630
21 Rockview Drive, Cheshire, CT
0.41
Single-Family Home
$650,000
10/07/25
4
3.5
3,067
886 Maribou Court, Cheshire, CT
0.79
Single-Family Home
$825,000
04/21/26
5
3
2,696
1278 Avon Boulevard, Cheshire, CT
0.58
Single-Family Home
$730,000
01/30/26
3
3.5
2,788

Assigned Schools

These are the assigned schools for 33 Chamberlain Ct.
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 Cheshire

At least 102 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 94 % Say parking is easy

  • 85 % Say yards are well-kept

  • 85 % Say it's dog friendly

  • 84 % Say there's wildlife

  • 81 % Say there's holiday spirit

  • 77 % Say it's quiet

  • 73 % Say people would walk alone at night

  • 68 % Say they plan to stay for at least 5 years

  • 68 % Say kids play outside

  • 62 % Say neighbors are friendly

  • 58 % Say there are sidewalks

  • 58 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 37 % Say there are community events

  • 35 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Beautiful respectful peaceful people and neighborhood grate community. Clean and organized and has such a great atmosphere and very family orientated "
    0
    Flag
  • Joshua Wendell
    "It’s easy to get to the highway. Though in some parts of town it can take time to get through and make your way towards where you’re going. "
    0
    Flag
  • Reneechoquette
    "Great for trick of treating, close to the rail trail for biking, walking, running, or walking the dog! "
    1
    Flag
  • Ctbondlynx
    "Yes dog friendly. Dog parks are near by. And plentiful. Many dogs in the Cheshire neighborhoods. Dogs"
    0
    Flag
  • Reneechoquette
    "Safe, quiet, friendly, and lots of kids in this neighborhood (great for trick or treating!) Thr elementary school and rail trail (for waking and biking) are all in walking distance. "
    0
    Flag
  • Hollie.barclay
    "Amazing school district and great for kids growing up. We drive a vehicle for all our needs and only use a bike for rec purposes. We have walked on a few occasions but not often. "
    1
    Flag
  • Reneechoquette
    "My commute is into Hartford and there is public transportation into the city. The drive otherwise is about 45 min. "
    0
    Flag
  • Taylor D.
    "Lights of hope, relay for life, town sports and community outreach programs. Fairs and festivals in the fall with small business promotion"
    0
    Flag
  • Russell P.
    "about half an hour, I don't work in town. traffic can get pretty bad going south on the highway. back roads offer a good alternative, drivers I. the area tend to be slow though. "
    0
    Flag
  • Sheena N.
    "Cheshire is a nice quiet town. Not too much to do, not many restaurants or shopping centers, but close enough to everything where you don’t really mind. "
    0
    Flag
  • Janemarques08
    "That there are plenty of walking trails and sufficient sidewalks to safely walk your dog, whether it’s early morning or late at night. Totally safe neighborhood. "
    2
    Flag
  • Sheena N.
    "Close to 84 and 691. Not too far from Merritt or 91. Route 10 can be congested at times, but mostly everything is easy to get to"
    0
    Flag
  • Stephanie B. P.
    "Dogs are usually seen walking on leashes. Most are friendly and owners greet each other allowing them to engage. "
    1
    Flag
  • Mary
    "On my neighborhood street almost everyone has well behaved dogs. The neighbors clean up after their dogs. The street is perfect walking dogs- less traffic and extra wide roads. "
    0
    Flag
  • Janemarques08
    "I’ve lived her for two years. I know most of my neighbors. I feel good knowing that my children attend top “A”rated schools and that we live in a safe neighborhood. "
    5
    Flag
  • Nelson_sheena
    "The school system in Cheshire is great. They have tons of fun family activities. The community seems safe as well. Kids ride bikes on the trails and always people are walking their dogs. "
    1
    Flag
  • Nelson_sheena
    "Route 10 can be a little crowded during rush hour, but its not bad. The roads are clear and cleaned. "
    0
    Flag
  • Sjhickok01
    "great safe place, lots of kids, lots of great wildlife. most people walk their dogs 2-3 times a day...almost everyone is friendly. Beautiful area due to all of the different trees and plants. Beautiful holiday lights and halloween is always a favorite. lots of festivals during the spring/summer season."
    0
    Flag
  • janemarques08
    "We have movie night with popcorn near my neighborhood. Lots of group support and activities for the children. "
    1
    Flag
  • Jcasner
    "Safe great schools, best fire department and good police department. Great parks overall one of the best towns in CT. "
    1
    Flag
  • Alyss L.
    "Lots of families with kids and a closed loop street. I also grew up here (1985+) and the town has barely changed. Love that I can raise my kids here now."
    2
    Flag
  • Sara c.
    "My neighborhood is amazing! It is very quiet and and neighbors are friendly. We have easy access to all major highways."
    1
    Flag
  • Nelson_sheena
    "Dogs are always walking all around the neighborhood. Dog friendly for sure. I see more pits and retrievers than any other dog breed"
    1
    Flag
  • Dorothy R.
    "I am retired so I don't have a commute. Family member does and has described it as usually uneventful."
    0
    Flag
  • Emily M. G.
    "Great neighborhood in a great town, I feel safe. I’ve lived and grew up here for 23 years and I would live in cheshire as an adult"
    2
    Flag
  • Nelson_sheena
    "Quiet, farm land, lots to do. Good restaurants and lots to do with the kids. Lots of shops, banks, pretty scenery"
    0
    Flag
  • Emily M. G.
    "It’s a small, nice, and safe neighborhood. I’ve lived in the same house my whole life. It’s right next to mixville, I love walking around my neighborhood, everyone’s very nice."
    0
    Flag
  • Nelson_sheena
    "Cheshire is a quiet well kept town. The condos I live in are quiet and everyone is respectful. Lots of wildlife too"
    0
    Flag
  • adsinsight
    "Live near by, wish I lived here! Great place to raise a family and enjoy life's simple pleasures. Community is very close.. "
    0
    Flag

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33 Chamberlain Ct, Cheshire, CT 06410 is a 5 bedroom, 5 bathroom, 6,660 sqft single-family home built in 2000. This property is not currently available for sale. 33 Chamberlain Ct was last sold on Nov 16, 2021 for $1,300,000. The current Trulia Estimate for 33 Chamberlain Ct is $1,662,600.