Very unique floor plan in this rambling home offering 3 levels of living space, filled with charm, character, and endless possibilities. Tucked away at the end of a dead-end street and surrounded by nature, this special property features 9 rooms, 5 bedrooms, and 2.5 bathrooms, with an abundance of cozy nooks and crannies throughout. Offered for the first time in over 50 years, this lovingly maintained home has been cherished by its longtime owner. property include 5 lots totaling 3500 sq ft. (.8 acre) providing exceptional privacy, extra space to roam and explore, and potential future opportunities, including the possibility of selling the additional lots separately. A rare opportunity for those seeking privacy, nature, and a one-of-a-kind home with room to grow.
Under contract
Price cut: $15.1K (6/3)
$309,900
41 Chester Avenue, Waterbury, CT 06704
5beds
1,782sqft
Single Family Residence
Built in 1905
6,969 Square Feet Lot
$-- Zestimate®
$174/sqft
$-- HOA
What's special
- 53 days |
- 630 |
- 40 |
Zillow last checked:
Listing updated:
Listed by:
Lynn LaForme (203)910-8618,
Regency Real Estate, LLC 860-945-9868
Source: Smart MLS,MLS#: 24174862
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Lower
Dining room
- Level: Main
Kitchen
- Level: Lower
Living room
- Level: Main
Heating
- Forced Air, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Gas Range, Microwave, Refrigerator, Dishwasher, Gas Water Heater, Water Heater
Features
- Basement: Partial,Partially Finished
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,782
- Total interior livable area: 1,782 sqft
- Finished area above ground: 1,282
- Finished area below ground: 500
Property
Lot
- Size: 6,969 Square Feet
- Features: Few Trees, Level, Sloped
Details
- Parcel number: 1369048
- Zoning: RL
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Hi-Ranch
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1905
Utilities & green energy
- Sewer: Public Sewer, Septic Tank
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Waterbury
Financial & listing details
- Price per square foot: $174/sqft
- Tax assessed value: $124,320
- Annual tax amount: $4,863
- Date on market: 5/13/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Pending sale | $309,900$174/sqft |
Source: | ||
| 6/3/2026 | Price change | $309,900-4.6%$174/sqft |
Source: | ||
| 5/13/2026 | Listed for sale | $325,000$182/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,592 -9% | $124,320 |
| 2024 | $6,146 -8.8% | $124,320 |
| 2023 | $6,737 +87.8% | $124,320 +108.7% |
| 2022 | $3,587 | $59,570 |
| 2021 | $3,587 | $59,570 |
| 2020 | $3,587 | $59,570 |
| 2019 | $3,587 | $59,570 |
| 2018 | $3,587 -3.5% | $59,570 -3.5% |
| 2017 | $3,717 | $61,740 |
| 2016 | $3,717 +3.4% | $61,740 |
| 2015 | $3,595 | $61,740 |
| 2014 | $3,595 +2.2% | $61,740 |
| 2013 | $3,518 -12.9% | $61,740 -36.1% |
| 2012 | $4,041 0% | $96,650 |
| 2011 | $4,042 | $96,650 |
| 2010 | $4,042 +4.8% | $96,650 |
| 2009 | $3,858 | $96,650 |
| 2008 | $3,858 +27.2% | $96,650 +71.9% |
| 2005 | $3,034 | $56,210 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Fairmount
Nearby schools
GreatSchools rating
- 3/10Sprague SchoolGrades: PK-5Distance: 0.5 mi
- 3/10North End Middle SchoolGrades: 6-8Distance: 2.2 mi
- 1/10Wilby High SchoolGrades: 9-12Distance: 2.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- New Haven County
- Waterbury
- 06704
- Fairmount
- 41 Chester Avenue




