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$400,000

  • For Sale
  • Active
  • Multi-Family
  • 2 Total Beds
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Fantastic investment Opportunity in Stratford! Discover the potential of this spacious move in ready two-family home nestled on a quiet street dead end street. Each unit features one generously sized bedroom and a full bath. Main floor unit has an updated eat-in kitchen, a living room, sun room, bedroom and full bath. The bright and spacious second floor unit offers a living room, updated eat-in kitchen, office/additional room, bedroom and full bath. Plenty of storage opportunity in the basement, separate electric meters and gas meters. Amazing private, level fenced in backyard and plenty of street parking. Updates include: newer water heater 2nd floor unit, freshly painted both units 2 years ago, newer outlets, lighting, thermostats, bath vanities and toilets, newer granite counters 1st floor kitchen. Don't miss your chance to invest in this fantastic property. Less than 2 miles from train station and easy I-95 access. Schedule a viewing today and explore the possibilities! Property being sold "as-is".

Full Property Details for 66 Roosevelt Ave

General

  • Price: $400,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24128185
  • Updated: 11/26/2025
  • Added to Site: 117 day(s) ago

Interior

  • Number of Rooms: 8

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Exterior

  • Exterior Features: Awnings, Gutters, Lighting
  • Color: Grey

Parking

  • Parking: None

Location

  • County: Fairfield
  • Neighborhood: South End
  • Driving Directions: Exit 31 off I-95 onto Honeypot Rd, left on Sedgewick, right on Orange, 1st right on Roosevelt

School Information

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

Community

  • Community Name: South End

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Domestic

Utilities

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

Structural Information

  • Architectural Style: Units on different Floors
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,196
  • Above Ground: 1,196 Sq. Ft.
  • Year Built: 1910

Unit Information

Unit 1

  • Square Feet: 598
  • Total Bathrooms: 1
  • Bedrooms: 1

Unit 2

  • Square Feet: 598
  • Total Bathrooms: 1
  • Bedrooms: 1

Lot Features

  • Lot Size (Acres): 0.06
  • Zoning: RM-1
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $103,670
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 377688

Listed by Keller Williams Prestige Prop., Auslander Kasindorf Team at Keller Williams Realty, Todd Auslander and Keller Williams Prestige Prop., Jeannie Kasindorf

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Listing agents

— 66 Roosevelt Ave —

  • Todd Auslander

    Keller Williams Prestige Prop.

  • Jeannie Kasindorf

    Keller Williams Prestige Prop.

Agent Contact: (203) 918-8174 Office Contact: (203) 327-6700

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 66 Roosevelt Ave

School District:Stratford School District
NameGradesDistance
Stratford Academy - Johnson House
719 Birdseye Street, Stratford, CT 06615
2-60.3 mi
David Wooster Middle School
150 Lincoln Street, Stratford, CT 06615
7-82.3 mi
Stratford High School
245 King Street, Stratford, CT 06615
9-121.4 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 66 Roosevelt Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/20/2025
Listed
$400,000
110.53%
MLS
7/12/2021
Sold
$190,000
—
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 66 Roosevelt Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,168
—
$103,670
—
2023
$4,168
2%
$103,670
—
2022
$4,091
—
$103,670
—
2021
$4,092
—
$103,670
—
2020
$4,109
-5%
$103,670
-4%
2019
$4,326
—
$108,500
—
2018
$4,329
—
$108,500
—
2017
$4,337
3%
$108,500
—
2016
$4,230
5%
$108,500
—
2015
$4,012
5%
$108,500
2%
2014
$3,804
3%
$106,750
—
2011
$3,698
—
$106,750
—
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 66 Roosevelt Ave

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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 Keller Williams Prestige Prop., Auslander Kasindorf Team at Keller Williams Realty, Todd Auslander and Keller Williams Prestige Prop., Jeannie Kasindorf

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66 Roosevelt Avenue, Stratford, CT 06615 (MLS# 24128185) is a Multi-Family property with 2 units containing 2 bedrooms and 2 full bathrooms. 66 Roosevelt Avenue is currently listed for $400,000 and was received on September 20, 2025. Want to learn more about 66 Roosevelt Avenue? Do you have questions about finding other Multi-Family real estate for sale in Stratford? You can browse all Stratford real estate or contact a Coldwell Banker agent to request more information.

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