30 Middlesex Avenue
Chester, CT 06412
Chester Center
2 Beds
1.5 Baths
1,362 sqft (on 0.40 acres)
2 Beds
1.5 Baths
1,362 sqft
(on 0.40 acres)
Local Information
- Map ViewExplore the area around 30 Middlesex Avenue.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1922
Lot Size
0.4 acres
Living Area
1,362 sqft
Price/Sqft
$315
Parking
Open Parking
About this House
MUST SEE TO APPRECIATE!!! Rare find!!! This gem is available for the first time in 26 years!!! Great location, within a stone throw to both Chester Village and Deep River Center 30 Middlesex Ave. will steal your heart. This farm house/chalet style beauty has so much character; with wood beams, stone and brick walls, and vaulted beam ceiling it is definitely not your average cookie cutter. Upon entry from the lower level, you will be greeted by the custom-made, eat-in kitchen with wood cabinets, soap stone counters and a generous size pantry. On the other side of the entry, you will find the ¨stone room¨, aka den with washer and dryer right on this main floor. Up a flight of stairs you will find the living room with soap stone fireplace, the primary bedroom with updated, tiled shower bathroom. From the living room the spiral staircase takes you to the upper level bedroom with an updated half bath. This space could also be used as an art studio, guest bedroom or home office. The current owners spared no expense to make the most out of this unique beauty; beautiful walkways, half circle driveway, with parking up to 3/4 cars, generous size deck, stone patio and balcony to enjoy the beautiful surroundings; a private backyard with garden and plantings. Seasonal water views of Deep River Cove. Enjoy the best of both worlds with privacy and convenience; being close to shops, restaurants, parks and boat marinas. Excellent primary home or weekend getaway. Multiple Offers Received. Sellers are asking for Highest and Best Offers by Tuesday, 8/22 at 4pm.
30 Middlesex Avenue, Chester, CT 06412 is a 2 bedroom, 2 bathroom, 1,362 sqft single-family home in Chester Center, built in 1922. It last sold for $350,000 on Oct 16, 2023 (19% above the $295,000 asking price). It is currently off market. The Trulia Estimate is $429,400, with a rent estimate of $2,508/month.
Home Details for 30 Middlesex Avenue
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Interior Details Basement: Full,Unfinished,Walk-Out AccessNumber of Rooms: 5Types of Rooms: Den |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1362 Square Feet |
Appliances & Utilities Appliances: Cooktop, Oven/Range, Refrigerator, Washer, Dryer, Water Heater, Electric Water HeaterDryerLaundry: Main LevelRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,ElectricHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
Windows, Doors, Floors & Walls Door: Storm Door(s) |
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Exterior Home Features Roof: FiberglassPatio / Porch: DeckFoundation: StoneNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Paved,Private |
Frontage Waterfront: Walk to WaterNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1018 Square FeetFinished Area (below surface): 344 Square Feet |
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Year Built Year Built: 1922 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Chalet,Farm House |
Building Construction Materials: Shingle Siding, CedarNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 940138 |
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Price List Price: $295,000 |
Status Change & Dates Off Market Date: Tue Aug 22 2023Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: Chester |
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed |
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Building Area Building Area: 1362 Square Feet |
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Community Features: Shopping/Mall |
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No HOA |
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Lot Area: 0.40 acres |
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Energy Efficiency Features: Doors |
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BasementMls Number: 170585833Attic: NoneAbove Grade Unfinished Area: 1018 |
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HOA Amenities: None |
Last check for updates: about 6 hours ago
Listed by Agota Perry-Hill, (505) 463-2036
William Raveis Real Estate, (203) 318-3570
Bought with: Rebecca Bower, (404) 405-3035, Forever Homes Real Estate LLC, (860) 690-3141
Source: Smart MLS, MLS#170585833
Price History for 30 Middlesex Avenue
| Date | Price | Event | Source |
|---|---|---|---|
| 10/16/2023 | $350,000 | Sold | Smart MLS #170585833 |
| 08/23/2023 | $295,000 | Pending | William Raveis Real Estate, Mortgage & Insurance #170585833 |
| 08/15/2023 | $295,000 | PendingToActive | William Raveis Real Estate, Mortgage & Insurance #170585833 |
| 08/09/2023 | $295,000 | Pending | William Raveis Real Estate, Mortgage & Insurance #170585833 |
| 08/03/2023 | $295,000 | Listed For Sale | Smart MLS #170585833 |
| 11/30/1987 | $185,000 | 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 | $4,496 |
| Assessment | $166,040 |
Home facts updated by county records
Comparable Sales for 30 Middlesex Avenue
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.33 | Single-Family Home | $366,000 | 12/29/25 | 2 | 1.5 | 1,081 | |
0.24 | Single-Family Home | $610,000 | 08/01/25 | 3 | 1.5 | 1,570 | |
0.36 | Single-Family Home | $410,000 | 04/30/26 | 2 | 1 | 1,470 | |
0.74 | Single-Family Home | $345,000 | 07/24/26 | 2 | 1 | 912 | |
0.45 | Single-Family Home | $618,000 | 06/11/26 | 2 | 2 | 1,128 | |
0.44 | Single-Family Home | $780,000 | 01/15/26 | 3 | 2 | 1,772 | |
0.80 | Single-Family Home | $331,500 | 07/21/26 | 2 | 1 | 912 | |
0.63 | Single-Family Home | $252,500 | 11/17/25 | 2 | 1 | 1,012 | |
0.83 | Single-Family Home | $345,000 | 08/20/25 | 3 | 2 | 1,472 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETRe/Max Valley Shore
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OFF MARKETSelect Realty Associates, LLC
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SOLDNOV 19, 2025William Raveis Real Estate
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Assigned Schools
These are the assigned schools for 30 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 30 Middlesex Avenue.
Neighborhood Overview
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Homes for sale near 30 Middlesex Avenue
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SOLDJUL 24, 2026William Raveis Real Estate
2.71 ACRESWilliam Raveis/First Town RE
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Off Market Homes Near 30 Middlesex Avenue
SOLDJUL 28, 2026Team Jermainne Real Estate Services, LLC
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- SOLDJUL 24, 2026Compass Connecticut, LLC
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SOLDJUL 17, 2026Berkshire Hathaway NE Prop.- See more homes for sale inChester
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