544 Oak Ave, Cheshire, CT 06410
OFF MARKET

544 Oak Ave
Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,386 sqft

$289,500

Trulia Estimate
as of Apr 28, 2026
Est. Refi. Payment $2,001/mo*
Refinance Your Home

$289,500

Trulia Estimate
as of Apr 28, 2026
Est. Refi. Payment $2,001/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,386 sqft

Homes for sale near 544 Oak Ave

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Apartments for Rent

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Local Information

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

Description

Meticulously cared for twnhs, quiet wooded complex in southern Cheshire. Beautifully remodeled kitchen & baths, DR opens to lg LR w fr doors to oversized 2 level deck & private yard. Lg BR's w HW, Add't 300+ sf in LL, new roof, storage, move in Condition.
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 & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 544 Oak Ave

Interior Features

Interior Details
BasementNumber of Rooms: 2
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1974Year Updated: 1992
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 16

Price History for 544 Oak Ave

DatePriceEventSource
06/06/2016$142,000Sold
N/A
03/04/2016$158,000PendingAgent Provided
02/04/2016$158,000PriceChange
Agent Provided
11/23/2015$165,000PriceChange
Agent Provided
10/09/2015$169,900PriceChange
Agent Provided
09/02/2015$175,000Listed For SaleAgent Provided
12/21/2014$179,900ListingRemovedAgent Provided
12/16/2014$179,900Listed For SaleAgent Provided
05/14/2012$180,000Sold
N/A
03/27/2012$192,000PriceChange
Agent Provided
03/16/2012$196,500PriceChange
Agent Provided
03/08/2012$197,000PriceChange
Agent Provided
03/01/2012$197,500PriceChange
Agent Provided
02/23/2012$198,000PriceChange
Agent Provided
02/16/2012$198,500PriceChange
Agent Provided
11/30/2011$199,000Listed For SaleAgent Provided
07/14/2005$225,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$5,150
Assessment$173,180
Home facts updated by county records

Comparable Sales for 544 Oak Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
558 Oak Ave, Cheshire, CT
0.00
Condo
$200,000
03/19/26
1
2
1,386
550 Oak Avenue #550, Cheshire, CT
0.03
Condo
$309,900
04/17/26
2
1.5
1,386
498 Oak Avenue APT 26, Cheshire, CT
0.13
Condo
$199,900
06/04/25
2
1
900
508 Oak Avenue Apt 7, Cheshire, CT
0.14
Condo
$199,000
08/29/25
2
1
900
474 Oak Avenue APT 74, Cheshire, CT
0.16
Condo
$192,750
01/30/26
2
1
900
482 Oak Avenue APT 60, Cheshire, CT
0.18
Condo
$190,000
06/24/25
2
1
900
490 Oak Avenue APT 44, Cheshire, CT
0.17
Condo
$194,900
06/03/25
2
1
900
486 Oak Avenue APT 50, Cheshire, CT
0.18
Condo
$195,000
07/01/25
2
1
900
478 Oak Avenue APT 68, Cheshire, CT
0.24
Condo
$199,000
10/17/25
2
1
900
486 Oak Ave #8, Cheshire, CT
0.18
Condo
$195,000
07/03/25
1
1
900

Assigned Schools

These are the assigned schools for 544 Oak Ave.
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

  • 95 % 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

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
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  • 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
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  • 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
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  • 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
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  • 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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Homes for rent near 544 Oak Ave

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Off Market Homes Near 544 Oak Ave

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544 Oak Ave, Cheshire, CT 06410 is a 2 bedroom, 2 bathroom, 1,386 sqft condo built in 1974. This property is not currently available for sale. 544 Oak Ave was last sold on Jun 6, 2016 for $142,000. The current Trulia Estimate for 544 Oak Ave is $289,500.