20 Orleton Ct, Cheshire, CT 06410
Property image
Property image
OFF MARKET

20 Orleton Ct
Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 3,234 sqft (on 0.43 acres)

$687,900

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $4,749/mo*
Refinance Your Home

$687,900

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $4,749/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,234 sqft
(on 0.43 acres)

Local Information

  • Map ViewExplore the area around 20 Orleton Ct.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Spacious and private, this home offers the best of everything. With three outdoor seating areas, enjoy your time outdoors. Scenic views of the garden and woods from the back patio make for an afternoon of relaxation. On the upper deck, light up the grill and share a meal with loved ones. In the front, sit on the covered porch and catch up with neighbors who pass by. When feeling more adventurous, trails and town are in close proximity. The interior of the home is well suited for gatherings large or small. The kitchen expands into a casual dining area and into the living room with fireplace. A formal dining room gives you space to host dinner parties. When more privacy is preferred, an additional sitting room on the main level and den on the lower level give plenty of options for space. The lower level also features a sauna for ultimate relaxation. The size of the home enables any room to be turned into an office, game room, fitness area, or dream room, allowing you to partake in all of your favorite activities both inside and outside of the house. Call today for your private showing.
20 Orleton Ct, Cheshire, CT 06410 is a 4 bedroom, 4 bathroom, 3,234 sqft single-family home built in 1998. It last sold for $420,000 on Dec 20, 2019. It is currently off market. The Trulia Estimate is $687,900, with a rent estimate of $4,426/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 20 Orleton Ct

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.43 acres

Building

Pool
Sauna

Price History for 20 Orleton Ct

DatePriceEventSource
12/20/2019$420,000Sold
Smart MLS #170202715
08/11/2019$429,000PriceChange
Agent Provided
07/27/2019$439,000PriceChange
Agent Provided
06/06/2019$449,900Listed For SaleAgent Provided
12/30/2011$399,000Sold
Smart MLS #N315062
10/01/2011$399,900PendingAgent Provided
08/20/2011$399,900PriceChange
Agent Provided
07/09/2011$414,900PriceChange
Agent Provided
06/01/2011$424,900Listed For SaleAgent Provided
01/04/2011$399,000Sold
N/A

Market trends in Cheshire

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60
4MoM
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Property Tax and Assessment

Year2025
Tax$11,152
Assessment$374,990
Home facts updated by county records

Comparable Sales for 20 Orleton Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
75 Orleton Court, Cheshire, CT
0.11
Single-Family Home
$655,000
07/14/25
4
3
2,368
95 Orleton Court, Cheshire, CT
0.14
Single-Family Home
$655,000
02/27/26
4
2.5
2,880
80 Orleton Court, Cheshire, CT
0.12
Single-Family Home
$675,000
05/21/26
4
2.5
2,351
870 Jarvis Street, Cheshire, CT
0.25
Single-Family Home
$745,000
06/18/26
4
2.5
2,541
265 Lancaster Way, Cheshire, CT
0.43
Single-Family Home
$515,000
02/24/26
5
3.5
2,212
291 Guinevere Ridge, Cheshire, CT
0.45
Single-Family Home
$484,000
10/17/25
3
2
1,928
1262 Marion Road, Cheshire, CT
0.52
Single-Family Home
$940,000
05/20/26
4
2.5
3,804
33 Roxbury Court, Cheshire, CT
0.63
Single-Family Home
$785,000
07/17/25
5
4.5
3,671
884 Moss Farms Road, Cheshire, CT
0.64
Single-Family Home
$685,000
02/05/26
3
2.5
3,025
773 Devonwood Drive, Cheshire, CT
0.76
Single-Family Home
$780,000
06/25/26
4
3.5
3,984

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Orleton 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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7 pet-friendly rentals in Cheshire, CT

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Homes for sale near 20 Orleton Ct

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Off Market Homes Near 20 Orleton Ct

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