28 Chamberlain Ct, Cheshire, CT 06410
Property image
Property image
OFF MARKET

$1,639,600

Trulia Estimate
  • 4 Beds
  • 6 Baths
  • 6,436 sqft (on 2.07 acres)

28 Chamberlain Ct, Cheshire, CT 06410

Est. Refi. Payment $11,362/mo*
Refinance Your Home
Currently Off Market - Sold Feb 15, 2019 for $1,243,000

Home Value

Trulia Estimate
$1.64M
Since last month
Increased$5K (+0.3%)
Since last year
Increased$67K (+4.3%)
Since last sale
Increased$392K (+31.5%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.63M
July 2026$1.63M
June 2026$1.65M
May 2026$1.61M
April 2026$1.59M
March 2026$1.56M
February 2026$1.55M
January 2026$1.51M
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
40 Whispering Hollow Court, Cheshire, CT
0.40
Single-Family Home
$1,500,000
01/14/26
4
5
6,781
10 Whispering Hollow Court, Cheshire, CT
0.32
Single-Family Home
$990,000
08/20/26
4
4.5
4,163
15 Shire Court, Cheshire, CT
0.42
Single-Family Home
$1,125,000
07/02/26
4
2.5
4,437
50 Abrams Road, Cheshire, CT
0.44
Single-Family Home
$1,500,000
10/23/25
4
2.5
4,981
25 Winding Trail, Cheshire, CT
0.44
Single-Family Home
$892,000
08/14/26
4
3
3,773
776 Bethany Mountain Road, Cheshire, CT
0.39
Single-Family Home
$947,500
04/29/26
4
2.5
3,300
25 Mountain Brook Drive, Cheshire, CT
0.53
Single-Family Home
$500,000
02/24/26
4
2.5
4,630
921 Bethany Mountain Road, Cheshire, CT
0.62
Single-Family Home
$820,000
08/17/26
5
3.5
3,455
440 Mount Sanford Road, Cheshire, CT
0.71
Single-Family Home
$710,000
01/08/26
4
4
3,816
75 Cranberry Ln, Cheshire, CT
0.19
Single-Family Home
$172,627
07/10/26
4
4
2,308

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
876 South Brooksvale Road, Cheshire, CT 06410
0.18
$745,100
4
2.5
2,762
Off Market
764 Bethany Mountain Road, Cheshire, CT 06410
0.27
$1,864,800
4
3.5
7,762
Off Market
25 Whispering Hollow Court, Cheshire, CT 06410
0.31
$1,748,600
6
6
10,485
For Sale
10 Whispering Hollow Court, Cheshire, CT 06410
0.32
$990,000
4
4.5
4,163
Recently Sold
120 Rockview Drive, Cheshire, CT 06410
0.33
$477,300
3
1.5
1,496
Off Market
143 Rockview Drive, Cheshire, CT 06410
0.38
$444,200
3
1
1,416
Off Market
31 Roslyn Drive, Cheshire, CT 06410
0.40
$517,300
3
2
1,556
Off Market
44 Roslyn Drive, Cheshire, CT 06410
0.40
$450,000
3
2
1,412
Recently Sold
165 Rockview Drive, Cheshire, CT 06410
0.40
$467,400
3
1.5
1,334
Off Market
9 Shire Court, Cheshire, CT 06410
0.38
-
-
-
-
Off Market
776 Bethany Mountain Road, Cheshire, CT 06410
0.39
$947,500
4
2.5
3,300
Recently Sold
40 Whispering Hollow Court, Cheshire, CT 06410
0.40
$1,500,000
4
5
6,781
Recently Sold

Local Information

  • Map ViewExplore the area around 28 Chamberlain Ct.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
2.07 acres
Living Area
6,436 sqft
Price/Sqft
$255
Parking
Garage

About this House

Contact Listing Agent Mark Gracia for a private tour.
Superb lifestyle estate for grand scale family living
Highly desired for its exclusive cul-de-sac position amid some of South Brooksvale most prestigious residences, this grand family estate delivers a first-class standard of living upon a rolling 2.02 acres of manicured grounds. It offers a home of supreme quality, privacy and scenic beauty combined with traditional elegance and modern function for luxury living and large-scale entertaining. Features include, Expansive layout over three levels with 5,663 sq ft of living space, 4 bedrooms, 5.2 bathrooms and an attached triple garage, Gourmet kitchen with center island and top-of-the-line appliances, Luxury first floor master suite and bathroom with whirlpool tub, Fully finished lower level with billiards room and wet bar, wine cellar and exercise room. Heated swimming pool, spa, poolside BBQ setting and outdoor kitchen. Imagine the ultimate family escape embracing elegance, space and quality in idyllic surrounds. Only the finest materials have been used to create this picturesque hideaway that is intimately secluded in a sought-after section of Cheshire close to some of the states finest schools, shopping and restaurants.

28 Chamberlain Ct, Cheshire, CT 06410 is a 4 bedroom, 7 bathroom, 6,436 sqft single-family home built in 2002. It last sold for $1,243,000 on Feb 15, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,639,600, with a rent estimate of $7,099/month.

Home Details for 28 Chamberlain Ct

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation RoomWet Bar
Heating & Cooling
Heating: Forced Air, Radiant, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

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

Property Information

Year Built
Year Built: 2002Year Updated: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.07 acres

Price and Tax history

DateEventPrice
Feb 15, 2019
Source: N/A
Sold
$1,243,000
Aug 8, 2018
Source: Agent Provided
Listed For Sale
$1,299,888
Jan 12, 1999
Source: N/A
Sold
$225,000

Market trends in Cheshire

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$522K
$55KMoM
Sale-to-List Price
102.5%
1.2%MoM
Price per sq ft
$266
$5MoM
Available listings
58
3MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 28 Chamberlain Ct

  • What is 28 Chamberlain Ct estimated to be worth?
    Trulia's estimated value for 28 Chamberlain Ct in Cheshire, CT is $1,639,600.
  • What is the price history for 28 Chamberlain Ct?
    28 Chamberlain Ct in Cheshire, CT last sold for $1,243,000 in February 2019.
  • Is Cheshire a buyer's or seller's market?
    Cheshire is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Cheshire?
    The median sale price in Cheshire is $522K. That is up $55K from the prior month.
  • Does 28 Chamberlain Ct have air conditioning?
    Yes, 28 Chamberlain Ct in Cheshire, CT has air conditioning.
  • Does 28 Chamberlain Ct have a pool?
    Yes, 28 Chamberlain Ct in Cheshire, CT has a pool.

Explore by feature - Pet Friendly

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