45 Middlesex Ave
Chester, CT 06412
Chester Center
4 Beds
2 Baths
1,744 sqft
4 Beds
2 Baths
1,744 sqft
Local Information
- Map ViewExplore the area around 45 Middlesex Ave.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
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Description
This single-family home is located at 45 Middlesex Ave, Chester, CT. 45 Middlesex Ave is in the Chester Center neighborhood in Chester, CT and in ZIP code 06412. This property has 4 bedrooms, 2 bathrooms and approximately 1,744 sqft of floor space. This property has a lot size of 10454 sqft and was built in 1906.
45 Middlesex Ave, Chester, CT 06412 is a 4 bedroom, 2 bathroom, 1,744 sqft single-family home in Chester Center, built in 1906. It last sold for $278,000 on Nov 21, 2003. It is currently off market. The Trulia Estimate is $572,500, with a rent estimate of $2,859/month.
Home Highlights
Parking
No Info
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 45 Middlesex Ave
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Heating & Cooling Heating: Other, OilAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 8 |
Security Security System |
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Exterior Home Features Roof: Shake ShingleExterior: OtherPatio |
Parking & Garage Parking: Carport |
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Year Built Year Built: 1906Year Updated: 1991 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Lot Area: 10454 sqft |
Price History for 45 Middlesex Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 11/21/2003 | $278,000 | Sold | Smart MLS #M9077058 |
| 02/12/2002 | $224,500 | Sold | Smart MLS #M9065442 |
| 02/10/1995 | $173,500 | Sold | N/A |
Market trends in Chester
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
8
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,570 |
| Assessment | $242,620 |
Home facts updated by county records
Comparable Sales for 45 Middlesex Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $610,000 | 08/01/25 | 3 | 1.5 | 1,570 | |
0.42 | Single-Family Home | $366,000 | 12/29/25 | 2 | 1.5 | 1,081 | |
0.53 | Single-Family Home | $325,000 | 11/26/25 | 3 | 2 | 1,260 | |
0.39 | Single-Family Home | $780,000 | 01/15/26 | 3 | 2 | 1,772 | |
0.82 | Single-Family Home | $421,000 | 12/19/25 | 4 | 1.5 | 1,878 | |
0.74 | Single-Family Home | $345,000 | 08/20/25 | 3 | 2 | 1,472 | |
0.24 | Single-Family Home | $446,000 | 10/23/25 | 3 | 3 | 1,876 | |
0.37 | Single-Family Home | $618,000 | 06/11/26 | 2 | 2 | 1,128 | |
0.27 | Single-Family Home | $410,000 | 04/30/26 | 2 | 1 | 1,470 | |
0.24 | Single-Family Home | $755,000 | 11/19/25 | 3 | 2.5 | 1,896 |
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Assigned Schools
These are the assigned schools for 45 Middlesex Ave.
- 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 45 Middlesex Ave.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
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Off Market Homes Near 45 Middlesex Ave
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