186 Windy Drive, Waterbury, CT 06705
Home value
$321,700
$286,000 - $360,000
$2,814/mo
Owner options
$2,814/mo
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$2,814/mo
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$2,282/mo
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Est. payment
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List your homeWhat's special
Zillow last checked:
Listing updated:
Sid Elahmad (203)233-9422,
Crystal Realty, LLC 203-441-0743
Dana E. Pinkerton, REB.0795066
Regency Real Estate, LLC
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Lower
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Ductless
Appliances
- Included: Electric Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- In-Law Floorplan
- Basement: Full,Heated,Finished,Cooled,Interior Entry,Liveable Space
- Attic: Walk-up
- Has fireplace: No
Interior area
- Total structure area: 2,452
- Total interior livable area: 2,452 sqft
- Finished area above ground: 1,252
- Finished area below ground: 1,200
Property
Parking
- Total spaces: 1
- Parking features: Attached
- Attached garage spaces: 1
Lot
- Size: 0.26 Acres
Details
- Parcel number: 1375833
- Zoning: RS
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1970
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy generation: Solar
Community & HOA
Community
- Subdivision: East End
HOA
- Has HOA: No
Location
- Region: Waterbury
Financial & listing details
- Price per square foot: $130/sqft
- Tax assessed value: $157,780
- Annual tax amount: $7,097
- Date on market: 11/19/2025
Price history
| Date | Event | Price |
|---|---|---|
| 3/23/2026 | Sold | $318,000-0.6%$130/sqft |
Source: | ||
| 1/13/2026 | Pending sale | $320,000$131/sqft |
Source: | ||
| 12/29/2025 | Listed for sale | $320,000$131/sqft |
Source: | ||
| 12/17/2025 | Pending sale | $320,000$131/sqft |
Source: | ||
| 12/13/2025 | Price change | $320,000-5.9%$131/sqft |
Source: | ||
| 11/19/2025 | Listed for sale | $340,000-5.5%$139/sqft |
Source: | ||
| 11/1/2025 | Listing removed | $359,900$147/sqft |
Source: | ||
| 10/8/2025 | Listed for sale | $359,900+71.4%$147/sqft |
Source: | ||
| 11/17/2021 | Sold | $210,000+7.7%$86/sqft |
Source: | ||
| 11/6/2021 | Contingent | $195,000$80/sqft |
Source: | ||
| 11/2/2021 | Listed for sale | $195,000$80/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,097 -9% | $157,780 |
| 2024 | $7,801 -8.8% | $157,780 |
| 2023 | $8,550 +55.7% | $157,780 +73% |
| 2022 | $5,490 | $91,180 |
| 2021 | $5,490 | $91,180 |
| 2020 | $5,490 | $91,180 |
| 2019 | $5,490 | $91,180 |
| 2018 | $5,490 -5.6% | $91,180 -5.6% |
| 2017 | $5,814 | $96,560 |
| 2016 | $5,814 +3.4% | $96,560 |
| 2015 | $5,622 | $96,560 |
| 2014 | $5,622 +2.2% | $96,560 |
| 2013 | $5,502 +0.2% | $96,560 -26.5% |
| 2012 | $5,492 0% | $131,350 |
| 2011 | $5,493 | $131,350 |
| 2010 | $5,493 +4.8% | $131,350 |
| 2009 | $5,243 | $131,350 |
| 2008 | $5,243 +15.3% | $131,350 +55.8% |
| 2005 | $4,549 +1.9% | $84,280 +3.5% |
| 2002 | $4,466 +55.8% | $81,410 +177.7% |
| 2001 | $2,867 | $29,320 |
Neighborhood: Woodtick Road
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Nearby schools
GreatSchools rating
- 5/10H. S. Chase SchoolGrades: PK-5Distance: 1.1 mi
- 4/10Michael F. Wallace Middle SchoolGrades: 4-8Distance: 1.9 mi
- 1/10Crosby High SchoolGrades: 9-12Distance: 1.9 mi
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Sell for more on Zillow
- Connecticut
- New Haven County
- Waterbury
- 06705
- Woodtick Road
- 186 Windy Drive