79 Middlesex Avenue
Chester, CT 06412
Chester Center
2 Beds
1 Bath
1,470 sqft (on 0.82 acres)
$410,000
Last Sold: Apr 30, 2026
4% below list $425K
$279/sqft
Est. Refi. Payment $2,843/mo*
$410,000
Last Sold: Apr 30, 2026
4% below list $425K
$279/sqft
Est. Refi. Payment $2,843/mo*
2 Beds
1 Bath
1,470 sqft
(on 0.82 acres)
Local Information
- Map ViewExplore the area around 79 Middlesex Avenue.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1952
Lot Size
0.82 acres
Living Area
1,470 sqft
Price/Sqft
$279/sqft
About this House
Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends timeless New England character with everyday comfort and walk-to-village convenience. Warm newly refinished hardwood floors flow throughout the light-filled living room into the updated kitchen with its beautiful bow window and dining area. The kitchen is replete with ample granite counters, perfect for the aspiring chef! The cheerful & sunny dining room opens to a huge back deck overlooking a private yard that backs up to North Quarter Park-perfect for entertaining, walking trails or relaxing outdoors. Two first floor bedrooms and a full bath offer easy one-floor living. The light & bright upper-level multipurpose room is perfect for a home office, hobby room, studio or den. The updated electrical service is equipped with a generator transfer switch & the generator conveys. Plenty of storage in the full basement. Enjoy peaceful surroundings with mature trees and a park-like backyard, yet just a short stroll to restaurants, galleries, coffee shops, and the Sunday Farmers' Market in the heart of Chester. Convenient to Route 9, the Connecticut River, the Chester Ferry and the scenic shoreline. A truly special property offering charm, flexibility, and the lifestyle of one of Connecticut's most beloved villages-welcome home to 79 Middlesex Avenue, Chester CT. The fenced in backyard is perfect for animal lovers providing ample safe space for them to run. The home's location adds even more to its appeal. Just 1/2 mile to Chester center, 1/4 mile to the adjacent park, and 2.1 miles to Parker's Point Boat Launch on the Connecticut River, the property offers a lifestyle that's as active as it is peaceful. Parker's Point offer easy river access for boating and kayaking, while the nearby Chester-Hadlyme Ferry provides a scenic ride across the Connecticut River to the famous Gilette Castle State Park. Just across the river, theatre lovers can enjoy world-class performances at the Goodspeed Opera House, one of New England's cultural gems. Every direction you turn, the best of the Connecticut River Valley is at your fingertips.
79 Middlesex Avenue, Chester, CT 06412 is a 2 bedroom, 1 bathroom, 1,470 sqft single-family home in Chester Center, built in 1952. It last sold for $410,000 on Apr 30, 2026 (4% below the $425,000 asking price). It is currently off market. The Trulia Estimate is $413,100, with a rent estimate of $2,472/month.
Home Details for 79 Middlesex Avenue
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Interior Details Basement: Full,UnfinishedNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Great Room, Kitchen, Other |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 1470 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Electric Cooktop, Oven/Range, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Lower LevelRefrigerator |
Heating & Cooling Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water |
Fireplace & Spa No Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s)Foundation: Brick/MortarNo Private Pool |
Parking & Garage No Garage |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1470 Square Feet |
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Year Built Year Built: 1952 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 940619 |
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Price List Price: $425,000Price Per Sqft: $279/sqft |
Status Change & Dates Off Market Date: Wed Apr 01 2026Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: Chester |
School Information Elementary School: ChesterJr High / Middle School: Winthrop, Per Board of EdHigh School: Valley |
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Building Area Building Area: 1470 Square Feet |
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Community Features: Library, Shopping/Mall |
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No HOA |
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Lot Area: 0.82 acres |
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BasementMls Number: 24131519Attic: Storage, Floored, Walk-upAttribution Contact: (203) 671-2155Above Grade Unfinished Area: 1470Activation Date: Tue Oct 14 2025 |
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LibraryShopping/Mall |
Last check for updates: about 8 hours ago
Listed by Gigi Giordano, (203) 671-2155
Compass Connecticut, LLC, (860) 767-5390
Bought with: Sherri L. Ciotto, (203) 415-1966, Berkshire Hathaway NE Prop., (203) 294-9114
Source: Smart MLS, MLS#24131519
Price History for 79 Middlesex Avenue
| Date | Price | Event | Source |
|---|---|---|---|
| 04/30/2026 | $410,000 | Sold | Smart MLS #24131519 |
| 04/29/2026 | $425,000 | Pending | Smart MLS #24131519 |
| 03/30/2026 | $425,000 | PriceChange | Smart MLS #24131519 |
| 01/17/2026 | $448,900 | PriceChange | Smart MLS #24131519 |
| 11/11/2025 | $449,000 | PriceChange | Smart MLS #24131519 |
| 10/26/2025 | $499,000 | PriceChange | Smart MLS #24131519 |
| 10/14/2025 | $525,000 | Listed For Sale | Smart MLS #24131519 |
| 09/06/1988 | $130,000 | 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 | $5,340 |
| Assessment | $197,190 |
Home facts updated by county records
Comparable Sales for 79 Middlesex Avenue
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.35 | Single-Family Home | $252,500 | 11/17/25 | 2 | 1 | 1,012 | |
0.18 | Single-Family Home | $610,000 | 08/01/25 | 3 | 1.5 | 1,570 | |
0.41 | Single-Family Home | $530,000 | 02/26/26 | 3 | 2.5 | 1,664 | |
0.60 | Single-Family Home | $550,000 | 10/15/25 | 2 | 1.5 | 1,104 | |
0.36 | Single-Family Home | $618,000 | 06/11/26 | 2 | 2 | 1,128 | |
0.49 | Single-Family Home | $177,500 | 06/03/26 | 3 | 1 | 1,217 | |
0.40 | Single-Family Home | $549,000 | 03/24/26 | 3 | 2.5 | 2,202 | |
0.49 | Single-Family Home | $780,000 | 01/15/26 | 3 | 2 | 1,772 |
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Assigned Schools
These are the assigned schools for 79 Middlesex Avenue.
- 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 79 Middlesex Avenue.
Neighborhood Overview
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