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$349,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,980 Sq. Ft.
  • Updated 20 hours ago
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Highly Sought After Bucks Hill Location Is Where You'll Find This Remodeled, Expanded Cape "Smack Dab" On Wolcott Line! This Beauty Offers White Picket Fencing W/Almost 2000 S.F. Of Living Space Galore! Unique, One Of A Kind, Open & Contemporary & Comfortable Floor Plan...Loaded With Windows For Natural Sunlight. Gracious 15 X 21 Family Room W/Gorgeous Stone Fireplace With A Built-In Log Holder. Formal Living Room and Formal Dining Room. Gleaming Hardwood Floors. Central Air! Jacuzzi Tub in Main Bath. Dressing Room, Office, and Huge Walk-In Closet. Carefree Trex Decking To Above Ground Pool, Situated On 0.32 Acre Private Lot. Solar Panels For Energy Efficiency. Truly A Place To "Hang Your Heart" & Create Fabulous Memories. Move-In Ready....Hurry On This One!

Full Property Details for 381 Chestnut Hill Ave

General

  • Price: $349,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24178525
  • Updated: 5/26/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 8
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Dressing Room, Walk-In Closet, 11 x 14, Upper
  • Bedroom 1: Bedroom, 11 x 12, Main
  • Bedroom 2: Bedroom, 10 x 15, Upper

Other Rooms

  • Living Room: Living Room, 12 x 17, Main
  • Family Room: Family Room - Fireplace, 15 x 21, Main
  • Kitchen: Kitchen - Remodeled, Eating Space, 11 x 27, Main
  • Formal Dining Room: Formal Dining Room, 11 x 12, Main
  • Office: Office, Upper
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Above Ground Pool

Location

  • County: New Haven
  • Neighborhood: Bucks Hill
  • Driving Directions: Upper No. Main to Montoe Road to end. Turn Left to Chestnut Hill Avenue #381 on left White Cape Cod

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Bucks Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,980
  • Above Ground: 1,980 Sq. Ft.
  • Year Built: 1950

Lot Features

  • Lot Size (Acres): 0.32
  • Zoning: RS
  • Lot Description: Level Lot, Open Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $184,590
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: RAMPS
  • Property ID: 1366180

Listed by Advantage Realty Group, Inc., Judith Caputo

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Listing agent

— 381 Chestnut Hill Ave —

  • Judith Caputo

    Advantage Realty Group, Inc.

Agent Contact: (203) 755-4015 Office Contact: (203) 755-4015

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 381 Chestnut Hill Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/26/2026
Listed
$349,900
134.99%
MLS
1/02/2015
Sold
$148,900
—
Public Record
Get Price Alerts and Save Property
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 for 381 Chestnut Hill Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,303
-9%
$184,590
—
2023
$9,126
-9%
$184,590
—
2023
$10,003
52%
$184,590
68%
2022
$6,598
—
$109,590
—
2021
$6,598
—
$109,590
—
2020
$6,598
—
$109,590
—
2019
$6,598
—
$109,590
—
2018
$6,598
1%
$109,590
1%
2017
$6,557
—
$108,910
—
2016
$6,557
3%
$108,910
—
2015
$6,341
—
$108,910
—
2014
$6,341
2%
$108,910
—
2013
$6,206
—
$108,910
—
2011
$6,206
—
$108,910
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Advantage Realty Group, Inc., Judith Caputo

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381 Chestnut Hill Avenue, Waterbury, CT 06704 (MLS# 24178525) is a Single Family property with 3 bedrooms and 2 full bathrooms. 381 Chestnut Hill Avenue is currently listed for $349,900 and was received on May 26, 2026. Want to learn more about 381 Chestnut Hill Avenue? 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.

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