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$320,000
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Property Description
A well-maintained 3-bedroom, 2-bath single-family home located in the desirable East End of Waterbury-just minutes from shopping centers, restaurants, and major highways! This home features a spacious in-law apartment perfect for extended family or additional rental income. Enjoy energy savings year-round with an existing solar system already in place. The main level offers a bright and functional layout, generously sized bedrooms.
Full Property Details
Full Property Details for 186 Windy Dr
General
- Price: $320,000
- Taxes: (July 2025-June 2026)
- Status: Under Contract
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24131915
- Updated: 1/13/2026
- Added to Site: 102 day(s) ago
Interior
- Number of Rooms: 6
- Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Lower
- Bedroom 2: Bedroom, Main
- Bedroom 3: Bedroom, Main
Other Rooms
- Living Room: Living Room, Main
- Dining Room: Dining Room, Main
- Laundry: Lower Level
- In-Law/Au Pair Suite: Yes
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Parking: Attached Garage
Location
- County: New Haven
- Neighborhood: East End
- Driving Directions: From I-84 East or West, take Exit 25A (Austin Rd). Head south on Austin Rd toward East Main St. Turn left onto East Main St, then right onto Pierpont Rd. Continue for about 1 mile, then turn left onto Windy Dr. #186 will be on your right.
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Community
- Community Name: East End
Heating & Cooling
- Cooling Type: Ductless
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Heated, Fully Finished, Cooled, Interior Access, Liveable Space, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,452
- Above Ground: 1,252 Sq. Ft.
- Below Ground: 1,200 Sq. Ft.
- Year Built: 1970
Lot Features
- Lot Size (Acres): 0.26
- Zoning: RS
- Lot Description: N/A
Green Features
- Energy Features: Active Solar, Generator
Financial Considerations
- Assessment Amount: $157,780
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1375833
Listed by Crystal Realty, LLC, Sid Elahmad
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Schools
Schools serving 186 Windy Dr
School District:Waterbury School District
| Name | Grades | Distance |
|---|---|---|
H. S. Chase School 40 Woodtick Road, Waterbury, CT 06705 | K-5 | 1.2 mi |
Michael F. Wallace Middle School 3465 East Main Street, Waterbury, CT 06705 | 6-8 | 1.9 mi |
Crosby High School 300 Pierpont Road, Waterbury, CT 06705 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 186 Windy Dr
Date
Details
Price
Change
Source
12/12/2025
Price Reduced
$320,000
-5.88%
MLS
11/19/2025
Price Reduced
$340,000
-5.53%
MLS
10/06/2025
Listed
$359,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 186 Windy Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,097
-9%
$157,780
—
2023
$7,801
-9%
$157,780
—
2023
$8,550
56%
$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
-6%
$91,180
-6%
2017
$5,814
—
$96,560
—
2016
$5,814
3%
$96,560
—
2015
$5,622
2%
$96,560
—
2011
$5,502
—
$96,560
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 186 Windy Dr
186 Windy Drive, Waterbury, CT 06705 (MLS# 24131915) is a Single Family property with 4 bedrooms and 2 full bathrooms. 186 Windy Drive is currently listed for $320,000 and was received on October 06, 2025. Want to learn more about 186 Windy Drive? Do you have questions about finding other Single Family real estate for sale in Waterbury? You can browse all Waterbury real estate or contact a Coldwell Banker agent to request more information.

