22 Old County Rd
Chester, CT 06412
4 Beds
3.5 Baths
3,630 sqft (on 3.62 acres)
4 Beds
3.5 Baths
3,630 sqft
(on 3.62 acres)
Local Information
- Map ViewExplore the area around 22 Old County Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Abundant with natural light, this extraordinary Contemporary retreat is pursuasively priced at $469,900. The home's open floor plan is enriched by expansive walls of windows that create warm and inviting living spaces for comfortable, everyday living while providing a wonderful place to graciously entertain family and friends. The eat-in kitchen is newly renovated. The first-floor, master bedroom suite includes a sitting room with French doors that access the expansive, multi-faceted deck. The large family room & exercise area's private entrance may allow for a potential in-law or au-pair suite. The property's professional landscaping incorporates a variety of perennial plantings with mature trees that heightens the beauty of the home's natural surroundings throughout New England's changing seasons. Chester, CT, renowned for its quaint village, features unique shops, numerous galleries and diverse restaurants. Multiple marinas and boat launches are found along Chester's river front presenting boaters and water sport enthusiasts access to this recreational water course. Local entrances to the Cockaponset State Forest provide hikers, bikers and horseback riders with miles of trails to explore. Chester offers an easy commute between Hartford, New Haven and New London and is located only two and one-half hours by auto from both New York City and Boston.
22 Old County Rd, Chester, CT 06412 is a 4 bedroom, 4 bathroom, 3,630 sqft single-family home built in 1986. It last sold for $405,000 on May 7, 2020. It is currently off market. The Trulia Estimate is $909,800, with a rent estimate of $5,102/month.
Home Highlights
Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 22 Old County Rd
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Heating & Cooling Heating: Forced Air, OtherAir ConditioningHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Other |
Interior Details Number of Rooms: 10 |
Fireplace & Spa FireplaceHot Tub or Spa |
Security Security System |
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Exterior Home Features Roof: OtherDeckExterior: Other |
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Year Built Year Built: 1986Year Updated: 2005 |
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary |
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Lot Area: 3.62 acres |
Price History for 22 Old County Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/07/2020 | $405,000 | Sold | Smart MLS #170247971 |
| 03/13/2020 | $427,500 | Pending | Agent Provided |
| 03/02/2020 | $427,500 | PriceChange | Agent Provided |
| 01/07/2020 | $435,000 | PriceChange | Agent Provided |
| 12/01/2019 | $449,900 | PriceChange | Agent Provided |
| 10/15/2019 | $469,900 | PriceChange | Agent Provided |
| 09/06/2019 | $479,900 | PriceChange | Agent Provided |
| 08/15/2019 | $489,900 | PriceChange | Agent Provided |
| 07/13/2019 | $499,900 | PriceChange | Agent Provided |
| 03/28/2019 | $529,900 | PriceChange | Agent Provided |
| 11/12/2018 | $549,900 | Listed For Sale | Agent Provided |
| 06/14/2018 | $570,000 | ListingRemoved | Agent Provided |
| 03/31/2018 | $570,000 | PriceChange | Agent Provided |
| 06/30/2017 | $590,000 | Listed For Sale | Agent Provided |
| 11/03/1997 | $275,000 | Sold | N/A |
| 12/06/1993 | $295,000 | Sold | N/A |
| 09/28/1993 | $243,000 | Sold | N/A |
Market trends in Chester
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $14,596 |
| Assessment | $539,000 |
Home facts updated by county records
Comparable Sales for 22 Old County Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.36 | Single-Family Home | $410,000 | 09/26/25 | 4 | 3 | 3,343 | |
0.29 | Single-Family Home | $310,000 | 02/12/26 | 3 | 3 | 1,241 | |
0.89 | Single-Family Home | $695,000 | 05/15/26 | 4 | 2.5 | 2,029 | |
0.57 | Single-Family Home | $229,000 | 11/25/25 | 2 | 1.5 | 1,617 | |
1.18 | Single-Family Home | $469,900 | 12/18/25 | 4 | 2 | 1,516 | |
0.55 | Single-Family Home | $370,000 | 07/09/25 | 1 | 1 | 642 | |
1.34 | Single-Family Home | $1,275,000 | 12/12/25 | 3 | 3 | 2,664 | |
1.49 | Single-Family Home | $635,000 | 04/30/26 | 3 | 3 | 2,752 | |
1.02 | Single-Family Home | $470,000 | 06/12/26 | 3 | 1.5 | 1,092 | |
0.99 | Single-Family Home | $283,330 | 11/25/25 | 3 | 2 | 1,300 |
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Assigned Schools
These are the assigned schools for 22 Old County Rd.
- John Winthrop Middle School
- 7-8
- Public
- 197 Students
4/10GreatSchools RatingParent Rating AverageI think bullying was the worst problem that happened during my time at JWMS. The adult authorities at the school had a difficult time understanding situations and that often made it worse. I'm also not stating that it was just the kids at the school who would bully but it was also teachers. I remember my 8th grade science teacher would verbally bully girls and pick on them, and it was always girls he was picking on. I was one of them. It didn't help that I had a counselor who couldn't care less if one of there students just jumped off a bridge. They could care less of there students well being, and the same goes with the principles. I honestly would recommend going to a different school, I mean unless you want your child to become depressed.Other Review8y ago - Valley Regional High School
- 9-12
- Public
- 429 Students
7/10GreatSchools RatingParent Rating AverageI enjoyed going to Valley. It is different as a parent I see things differently. However compared to other schools I would say Valley is above the rest.Parent Review7y ago - Chester Elementary School
- PK-6
- Public
- 198 Students
7/10GreatSchools RatingParent Rating AverageCES has a lot of potential with the proper leadership, which it lacks.Other Review6y ago 
Check out schools near 22 Old County Rd.
What Locals Say about Chester
At least 14 Trulia users voted on each feature.
95 % Say car is needed
94 % Say it's dog friendly
93 % Say there's holiday spirit
93 % Say yards are well-kept
84 % Say people would walk alone at night
79 % Say parking is easy
78 % Say they plan to stay for at least 5 years
74 % Say it's walkable to restaurants
74 % Say there's wildlife
69 % Say it's quiet
63 % Say neighbors are friendly
59 % Say there are sidewalks
52 % Say kids play outside
44 % Say streets are well-lit
37 % Say there are community events
18 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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