75 Middlesex Ave
Chester, CT 06412
Chester Center
3 Beds
1.5 Baths
1,632 sqft (on 0.66 acres)
3 Beds
1.5 Baths
1,632 sqft
(on 0.66 acres)
Local Information
© Google
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Description
Take a short walk to Chester Village from this handsomely kept 3-4 bedroom home. The large eat-in Granite Kitchen boasts a large center island and stainless steel appliances. From the kitchen youll step out onto the deck and 12' x 40' stone patio overlooking the backyard. Enjoy beautiful sunsets throughout the year from the deck and patio. The flexible floor plan with a room off the kitchen allows for a Dining Room, first floor Bedroom or Office. Cozy Living Room with fireplace that uses gas or wood. The second floor has a Master Bedroom with walk-in closet and access to a common bathroom. 2 additional Bedrooms are situated beside the second floor laundry. The full basement is ready for your finishing if you need a little more room. Central air conditioning. Central vac. 12' x 20' outbuilding with electricity. Multiple parking spots. The spacious lawn leads you to the rear of North Quarter Park and its newly created Disc Golf course. Its an easy, safe walk to the playground and on to downtown Chester, a family friendly town where all are welcome. Browse the art galleries, quaint shops and dine on tasty food.
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
No Info
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 75 Middlesex Ave
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Interior Details BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room |
Heating & Cooling Heating: Forced Air, Other, OtherAir ConditioningHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Other |
Appliances & Utilities DishwasherMicrowaveRefrigerator |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: OtherDeckExterior: OtherPatio |
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Year Built Year Built: 2001Year Updated: 2013 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Lot Area: 0.66 acres |
Price History for 75 Middlesex Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 08/19/2021 | $360,137 | Sold | Smart MLS #170396365 |
| 05/21/2021 | $349,900 | Pending | RE/MAX International #170396365 |
| 05/21/2021 | ListingRemoved | RE/MAX International | |
| 05/20/2021 | $349,900 | Pending | RE/MAX International #170396365 |
| 05/14/2021 | $349,900 | Listed For Sale | RE/MAX International #170396365 |
| 07/13/2018 | $315,000 | Sold | Smart MLS #170087017 |
| 05/31/2018 | $299,999 | PendingToActive | Agent Provided |
| 05/31/2018 | $299,999 | Pending | Agent Provided |
| 05/23/2018 | $299,999 | Listed For Sale | Agent Provided |
| 01/16/2014 | $275,000 | Sold | Smart MLS #M9143945 |
| 10/22/2013 | $294,500 | Listed For Sale | Agent Provided |
| 05/20/2013 | $220,000 | Sold | N/A |
| 04/03/2013 | $229,900 | Listed For Sale | Agent Provided |
| 10/18/2006 | $311,000 | Sold | N/A |
| 08/06/2001 | $174,900 | Sold | N/A |
| 08/31/1999 | $37,750 | Sold | N/A |
Market trends in Chester
Last updated May 2026
Avg. sale price
—
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 | $7,605 |
| Assessment | $280,840 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$3,004/mo
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Comparable Sales for 75 Middlesex Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.04 | Single-Family Home | $410,000 | 04/30/26 | 2 | 1 | 1,470 | |
0.14 | Single-Family Home | $610,000 | 08/01/25 | 3 | 1.5 | 1,570 | |
0.45 | Single-Family Home | $530,000 | 02/26/26 | 3 | 2.5 | 1,664 | |
0.35 | Single-Family Home | $252,500 | 11/17/25 | 2 | 1 | 1,012 | |
0.45 | Single-Family Home | $780,000 | 01/15/26 | 3 | 2 | 1,772 | |
0.64 | Single-Family Home | $325,000 | 11/26/25 | 3 | 2 | 1,260 | |
0.64 | Single-Family Home | $345,000 | 08/20/25 | 3 | 2 | 1,472 | |
0.36 | Single-Family Home | $549,000 | 03/24/26 | 3 | 2.5 | 2,202 | |
0.44 | Single-Family Home | $446,000 | 10/23/25 | 3 | 3 | 1,876 | |
0.39 | 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 75 Middlesex Ave.
- John Winthrop Middle School
- 7-8
- Public
- 238 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
- 489 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
- 222 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 75 Middlesex Ave.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
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75 Middlesex Ave, Chester, CT 06412 is a 3 bedroom, 2 bathroom, 1,632 sqft single-family home built in 2001. 75 Middlesex Ave is located in Chester Center, Chester. This property is not currently available for sale. 75 Middlesex Ave was last sold on Aug 19, 2021 for $360,137. The current Trulia Estimate for 75 Middlesex Ave is $535,700.