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 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.
For sale
Price cut: $100 (1/17)
$448,900
79 Middlesex Avenue, Chester, CT 06412
2beds
1,470sqft
Est.:
Single Family Residence
Built in 1952
0.82 Acres Lot
$-- Zestimate®
$305/sqft
$-- HOA
What's special
- 139 days |
- 2,717 |
- 76 |
Zillow last checked: 8 hours ago
Listing updated: February 01, 2026 at 04:40pm
Listed by:
Gigi Giordano (203)671-2155,
Compass Connecticut, LLC 860-767-5390
Source: Smart MLS,MLS#: 24131519
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 247 Square Feet
- Dimensions: 19 x 13
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 132 Square Feet
- Dimensions: 12 x 11
Bathroom
- Features: Tub w/Shower, Stone Floor
- Level: Main
- Area: 42 Square Feet
- Dimensions: 7 x 6
Dining room
- Features: Sliders, Hardwood Floor
- Level: Main
- Area: 182 Square Feet
- Dimensions: 14 x 13
Family room
- Features: Hardwood Floor
- Level: Main
- Area: 204 Square Feet
- Dimensions: 17 x 12
Great room
- Features: Vaulted Ceiling(s), Cedar Closet(s), Hardwood Floor
- Level: Upper
- Area: 310 Square Feet
- Dimensions: 31 x 10
Kitchen
- Features: Bay/Bow Window, Ceiling Fan(s), Granite Counters, Dining Area, Hardwood Floor
- Level: Main
- Area: 224 Square Feet
- Dimensions: 16 x 14
Other
- Features: Tile Floor
- Level: Main
- Area: 48 Square Feet
- Dimensions: 8 x 6
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Electric Cooktop, Oven/Range, Refrigerator, Dishwasher, Water Heater
- Laundry: Lower Level
Features
- Open Floorplan
- Basement: Full,Unfinished
- Attic: Storage,Floored,Walk-up
- Has fireplace: No
Interior area
- Total structure area: 1,470
- Total interior livable area: 1,470 sqft
- Finished area above ground: 1,470
- Finished area below ground: 0
Property
Features
- Patio & porch: Deck
Lot
- Size: 0.82 Acres
- Features: Few Trees, Borders Open Space, Sloped
Details
- Additional structures: Shed(s)
- Parcel number: 940619
- Zoning: R-5
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Brick/Mortar
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1952
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Library, Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $305/sqft
- Tax assessed value: $197,190
- Annual tax amount: $5,340
- Date on market: 10/11/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/17/2026 | Price change | $448,9000%$305/sqft |
Source: | ||
| 11/11/2025 | Price change | $449,000-10%$305/sqft |
Source: | ||
| 10/26/2025 | Price change | $499,000-5%$339/sqft |
Source: | ||
| 10/14/2025 | Listed for sale | $525,000+303.8%$357/sqft |
Source: | ||
| 9/6/1988 | Sold | $130,000$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,340 +10.8% | $197,190 |
| 2024 | $4,821 +15.1% | $197,190 +39.8% |
| 2023 | $4,189 +0.7% | $141,050 |
| 2022 | $4,161 | $141,050 |
| 2021 | $4,161 +3.1% | $141,050 |
| 2020 | $4,037 -0.6% | $141,050 |
| 2019 | $4,061 +3.2% | $141,050 -2.8% |
| 2018 | $3,935 +2.8% | $145,160 |
| 2017 | $3,826 +4.1% | $145,160 |
| 2015 | $3,675 +2% | $145,160 |
| 2014 | $3,603 -9.6% | $145,160 -20.1% |
| 2013 | $3,987 -2.3% | $181,620 |
| 2012 | $4,081 +1.6% | $181,620 |
| 2011 | $4,016 | $181,620 |
| 2010 | $4,016 +4.7% | $181,620 |
| 2009 | $3,834 +25.3% | $181,620 +41.7% |
| 2008 | $3,060 +3.2% | $128,200 |
| 2007 | $2,964 +3.3% | $128,200 |
| 2006 | $2,868 +1.1% | $128,200 |
| 2005 | $2,836 +1% | $128,200 |
| 2004 | $2,808 +7% | $128,200 +34.5% |
| 2003 | $2,624 +10.9% | $95,300 |
| 2001 | $2,366 +14.7% | $95,300 -10.6% |
| 1995 | $2,063 | $106,610 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,850/mo
Principal & interest
$2139
Property taxes
$711
Climate risks
Neighborhood: Chester Center
Nearby schools
GreatSchools rating
- 6/10Chester Elementary SchoolGrades: K-6Distance: 1.1 mi
- 3/10John Winthrop Middle SchoolGrades: 6-8Distance: 2.8 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Chester
- High: Valley
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





