20 Bear Path Ct, Cheshire, CT 06410
OFF MARKET

20 Bear Path Ct
Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,134 sqft (on 0.47 acres)

$553,400

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $3,849/mo*
Refinance Your Home

$553,400

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $3,849/mo*
Refinance Your Home
4 Beds
3 Baths
2,134 sqft
(on 0.47 acres)

Local Information

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

Description

Four bedroom colonial, perfectly situated on a small cul-de-sac in a wonderful neighborhood!Kitchen w/ corian countertops opens into family room onto deck and lower deck w/ hottub!Extra finished area in basement for office/2nd family room. Roof, windows, siding all new w/in the past few years. Truly enjoyed by the sellers, this home is ready for the next owners. Located in a popular neighborhood, close to schools, linear park, and plenty of activity. Affordable electric heat w/ propane water heater and stove top, including a pellet stove, make this an advantage in fuel costs! Perennial plantings in and around the yard will be prevalent in the coming months. Come see this home soon! Owners would prefer a June closing.
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
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Bear Path Ct

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Baseboard, GasHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1977Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price History for 20 Bear Path Ct

DatePriceEventSource
07/07/2008$355,000Sold
Smart MLS #N274699
08/08/1991$200,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$8,650
Assessment$290,850
Home facts updated by county records

Comparable Sales for 20 Bear Path Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
745 Rustic Lane, Cheshire, CT
0.24
Single-Family Home
$530,000
11/06/25
4
2.5
1,854
634 Cornwall Avenue, Cheshire, CT
0.30
Single-Family Home
$446,000
01/06/26
4
3
1,456
751 Rustic Lane, Cheshire, CT
0.24
Single-Family Home
$610,000
10/17/25
4
2.5
1,854
258 Argyle Road, Cheshire, CT
0.27
Single-Family Home
$515,000
12/01/25
3
2.5
2,322
791 Ives Row, Cheshire, CT
0.41
Single-Family Home
$520,000
11/12/25
4
3
2,236
60 Holly Road, Cheshire, CT
0.14
Single-Family Home
$475,000
05/30/25
3
1.5
2,798
48 Willow Street, Cheshire, CT
0.35
Single-Family Home
$647,250
12/30/25
4
2.5
2,494
288 Argyle Road, Cheshire, CT
0.25
Single-Family Home
$686,000
10/31/25
4
2.5
2,566
772 Rustic Ln, Cheshire, CT
0.20
Single-Family Home
$330,000
09/17/25
3
2
1,536
721 Ives Row, Cheshire, CT
0.34
Single-Family Home
$665,000
03/13/26
4
2.5
3,205

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Bear Path 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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20 Bear Path Ct, Cheshire, CT 06410 is a 4 bedroom, 3 bathroom, 2,134 sqft single-family home built in 1977. This property is not currently available for sale. 20 Bear Path Ct was last sold on Jul 7, 2008 for $355,000. The current Trulia Estimate for 20 Bear Path Ct is $553,400.