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$429,900

  • For Sale
  • Under Contract
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 791 Sq. Ft.
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Nestled in the heart of Black Rock.......Welcome to Evergreen Cottage! The perfect blend of Simplicity, comfort & Tranquility! Beautifully maintained and rich in details such as high ceilings, craftsman-style moldings , crisp decor & an abundance of natural light in every room. Updated kitchen and bath, gas furnace & sewer line. Roof fully replaced 2021. Original cedar clapboards and trim restored and painted 2020. The full dormered attic offers lots of storage and good expansion possibilities. Great basement workshop with lots of light and walk out access. Verdant views from every window beckon you to enjoy delightful and serene gardens in your own private oasis.. Inviting front porch to relax on too! Enjoy easy access to NYC with the Metro North station just a short distance away, as well as all that Black Rock has to offer-- including unique shops, Restaurants, St. Marys by the Sea park and more! A peaceful, beautiful respite awaits! (subject to seller finding suitable housing)

Full Property Details for 165 Bennett St

General

  • Price: $429,900
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24122827
  • Updated: 2/28/2026
  • Added to Site: 217 day(s) ago

Interior

  • Number of Rooms: 5
  • Rooms/Areas: Workshop
  • Interior Features: Open Floor Plan
  • Appliances: Gas Range, Refrigerator, Dishwasher, Washer, Gas Dryer

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Hardwood Floor, 13 x 10, Main
  • Bedroom 1: Bedroom - 9 ft+ Ceilings, Hardwood Floor, 10 x 9, Main

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Hardwood Floor, 9 x 15, Main
  • Kitchen: Kitchen - Remodeled, 9 ft+ Ceilings, Country, Hardwood Floor, 11 x 8, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Hardwood Floor, 13 x 10, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Sidewalk, Shed, Porch, Deck, Garden Area, Lighting, Patio
  • Color: Moss Glen

Parking

  • Total Spaces: 3
  • Parking: Paved, On Street Parking, Driveway

Location

  • County: Fairfield
  • Neighborhood: Black Rock
  • Driving Directions: Fairfield Ave to Bennett

School Information

  • Elementary School: Black Rock
  • High School: Bassick

Community

  • Community Name: Black Rock

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, 40 Gallon Tank

Utilities

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

Structural Information

  • Architectural Style: Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished, Interior Access, Walk-out, Concrete Floor, Full With Hatchway, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 791
  • Above Ground: 791 Sq. Ft.
  • Year Built: 1915

Lot Features

  • Lot Size (Acres): 0.11
  • Driveway/Sidewalk: Private, Paved
  • Zoning: ILI
  • Lot Description: Lightly Wooded, Level Lot

Green Features

  • Energy Features: Ridge Vents

Financial Considerations

  • Annual Sewer Fee: $274
  • Assessment Amount: $135,420
  • Sewer Assmt: pd quarterly thru WP
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 9830

Listed by William Pitt Sotheby's Int'l, Mary Amenda

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Listing agent

— 165 Bennett St —

  • Mary Amenda

    William Pitt Sotheby's Int'l

Agent Contact: (203) 988-5277 Office Contact: (203) 255-9900

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

Schools serving 165 Bennett St

School District:Fairfield School District
NameGradesDistance
Holland Hill School
105 Meadowcroft Road, Fairfield, CT 06824
K-51.2 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-121.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 165 Bennett St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/30/2025
Listed
$429,900
160.55%
MLS
2/15/2005
Sold
$165,000
—
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 165 Bennett St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,884
—
$135,420
—
2023
$5,884
—
$135,420
—
2022
$5,884
—
$135,420
—
2021
$5,884
13%
$135,420
41%
2020
$5,204
—
$96,380
—
2019
$5,204
-1%
$96,380
—
2018
$5,240
—
$96,380
—
2017
$5,240
—
$96,380
—
2016
$5,240
29%
$96,380
—
2015
$4,076
—
$96,580
—
2014
$4,076
1%
$96,580
—
2011
$4,042
—
$96,580
—
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.

Estimate the Cost for 165 Bennett St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Pitt Sotheby's Int'l, Mary Amenda

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165 Bennett Street, Bridgeport, CT 06605 (MLS# 24122827) is a Single Family property with 2 bedrooms and 1 full bathroom. 165 Bennett Street is currently listed for $429,900 and was received on August 30, 2025. Want to learn more about 165 Bennett Street? Do you have questions about finding other Single Family real estate for sale in Bridgeport? You can browse all Bridgeport real estate or contact a Coldwell Banker agent to request more information.

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