Tucked away on a peaceful dead-end street right in the center of Cheshire, 32 Bennett Avenue blends charm, space, and smart updates-all in one spot. With over 1,850 square feet, this 3-bedroom, 2-bath colonial has room to grow and plenty of features to love. Step inside and you'll find a bright, welcoming first floor that's made for everyday comfort. The large, updated kitchen is a standout, featuring granite countertops, a center island, stainless steel appliances, and plenty of room to gather. Just off the kitchen, sliders lead you to a low-maintenance Trex deck that steps down to a custom paver patio, fire pit area, and an open yard-perfect for relaxing or entertaining. Also on the main level: a full bathroom, an office or flex room, a formal dining room, and a cozy living room with a classic wood-burning fireplace. Hardwood floors run throughout the entire home, continuing upstairs where you'll find three comfortable bedrooms, another updated full bath, and a second office or study space. The basement has plenty of room for storage, mechanicals, and includes washer/dryer hookups. And if you're looking for even more storage or workspace, you'll love the oversized detached two-car garage-with a full walk-up second level, there's no shortage of options. Additional highlights include central air, natural gas furnace (2010), city water and sewer, Roof (2010) and hot water heater (2025) **Highest and Best due by Monday April 7th at 7 PM
Sold for $558,000
$558,000
32 Bennett Avenue, Cheshire, CT 06410
3beds
1,862sqft
Single Family Residence
Built in 1925
0.26 Acres Lot
$580,200 Zestimate®
$300/sqft
$2,829 Estimated rent
Home value
$580,200
$516,000 - $656,000
$2,829/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
THE SALLY BOWMAN TEAM,
Sally A. Bowman 203-687-8026,
Berkshire Hathaway NE Prop. 203-272-2828
Bought with:
Sarah C. Murray, RES.0826333
Venture Real Estate, Inc.
Source: Smart MLS,MLS#: 24083855
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 253 Square Feet
- Dimensions: 11 x 23
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 110 Square Feet
- Dimensions: 10 x 11
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 198 Square Feet
- Dimensions: 11 x 18
Primary bathroom
- Features: Remodeled, Tub w/Shower, Tile Floor
- Level: Upper
Bathroom
- Features: Stall Shower
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 x 11
Kitchen
- Features: Remodeled, Balcony/Deck, Granite Counters, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 187 Square Feet
- Dimensions: 11 x 17
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 315 Square Feet
- Dimensions: 15 x 21
Study
- Features: Hardwood Floor
- Level: Upper
- Area: 119 Square Feet
- Dimensions: 7 x 17
Sun room
- Features: Hardwood Floor
- Level: Main
- Area: 126 Square Feet
- Dimensions: 7 x 18
Heating
- Forced Air, Natural Gas
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Oven, Refrigerator, Dishwasher, Disposal, Gas Water Heater, Water Heater
- Laundry: Lower Level
Features
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Sump Pump,Concrete
- Attic: Storage,Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 1,862
- Total interior livable area: 1,862 sqft
- Finished area above ground: 1,862
Property
Parking
- Total spaces: 3
- Parking features: Detached, Driveway, Garage Door Opener, Paved
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck, Patio
- Exterior features: Sidewalk, Rain Gutters
Lot
- Size: 0.26 Acres
- Features: Level, Cul-De-Sac
Details
- Parcel number: 1083895
- Zoning: R-20
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Vinyl Siding, Wood Siding
- Foundation: Brick/Mortar, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1925
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Thermostat, Ridge Vents, Windows
Community & neighborhood
Community
- Community features: Library, Medical Facilities, Park, Pool, Near Public Transport
Location
- Region: Cheshire
Price history
| Date | Event | Price |
|---|---|---|
| 5/23/2025 | Sold | $558,000+11.6%$300/sqft |
Source:  Smart MLS #24083855 Report a problem | ||
| 4/22/2025 | Pending sale | $499,900$268/sqft |
Source: Smart MLS #24083855 Report a problem | ||
| 4/9/2025 | Contingent | $499,900$268/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24083855 Report a problem | ||
| 4/4/2025 | Listed for sale | $499,900+57.7%$268/sqft |
Source: Smart MLS #24083855 Report a problem | ||
| 10/12/2011 | Sold | $317,000-2.4%$170/sqft |
Source: Smart MLS #N313892 Report a problem | ||
| 8/15/2011 | Pending sale | $324,900$174/sqft |
Source: Sally Bowman Real Estate #N313892 Report a problem | ||
| 5/4/2011 | Listed for sale | $324,900+8.3%$174/sqft |
Source: Sally Bowman Real Estate #N313892 Report a problem | ||
| 6/14/2004 | Sold | $299,900+25%$161/sqft |
Source: Smart MLS #N213020 Report a problem | ||
| 10/24/2001 | Sold | $239,900$129/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,107 +8.3% | $272,580 |
| 2024 | $7,485 +16% | $272,580 +48.3% |
| 2023 | $6,451 +2.2% | $183,850 |
| 2022 | $6,310 +1.8% | $183,850 |
| 2021 | $6,199 0% | $183,850 |
| 2020 | $6,199 +1.5% | $183,850 |
| 2019 | $6,107 -5.7% | $183,850 -7.4% |
| 2018 | $6,477 +2.1% | $198,560 |
| 2017 | $6,342 +2.4% | $198,560 |
| 2016 | $6,193 +1.6% | $198,560 |
| 2015 | $6,094 +1.5% | $198,560 |
| 2014 | $6,006 +5.5% | $198,560 -3.7% |
| 2013 | $5,693 +1.4% | $206,270 |
| 2012 | $5,617 +2.4% | $206,270 +0.9% |
| 2011 | $5,488 +1.3% | $204,400 |
| 2010 | $5,417 +1.7% | $204,400 |
| 2009 | $5,325 -1.6% | $204,400 +5.9% |
| 2008 | $5,413 +1.6% | $192,970 |
| 2007 | $5,326 +1.7% | $192,970 |
| 2006 | $5,239 +2.4% | $192,970 +0.5% |
| 2005 | $5,118 +22.8% | $192,050 +48.6% |
| 2002 | $4,168 +17.7% | $129,230 +1.4% |
| 1997 | $3,542 | $127,400 |
Find assessor info on the county website
Neighborhood: Chesire Village
Nearby schools
GreatSchools rating
- 9/10Doolittle SchoolGrades: K-6Distance: 1.1 mi
- 8/10Dodd Middle SchoolGrades: 7-8Distance: 0.8 mi
- 9/10Cheshire High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Middle: Dodd
- High: Cheshire
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- New Haven County
- Cheshire
- 06410
- Chesire Village
- 32 Bennett Avenue
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