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$579,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 2,108 Sq. Ft.
  • Updated 1 day ago
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Direct Housatonic River waterfront living! This beautifully updated home is officially recorded as a 2-bedroom, 2-full-bath residence offering 2,104 total sq. ft. of heated living space, including 1,530 sq. ft. above grade plus 574 heated sq. ft. in the partially finished walk-out lower level. Hardwood floors, a renovated kitchen and bright living spaces welcome you inside. Downstairs, one finished room is currently utilized as additional sleeping space, conveniently located beside a full bath and walk-out, while an adjoining room serves as a podcast/media studio. Officially listed as a 2-bedroom, the flexible lower level offers endless possibilities for guests, office, gym, studio or playroom. Outside, over $100,000 in recent deck, patio and river-facing improvements have transformed the waterfront into an incredible extension of the home. Entertain overlooking the river, enjoy quiet mornings by the water or head down to two private docks for direct Housatonic access. A detached 1-car garage, central air, tankless propane hot water and fully owned, paid-off solar panels with no lease or loan to assume add even more value. Extensively improved inside and out, with two private docks and an impressive 120' of direct Housatonic River frontage, this property makes the most of its exceptional waterfront setting.

Full Property Details for 5 Roosevelt Dr

General

  • Price: $579,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24203247
  • Updated: 9/3/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 4
  • Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Eat In Kitchen: Eat-In Kitchen, Main
  • Dining Room: Dining Room, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Theater/Media: Media Room, Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Porch, Deck, Gutters, Garden Area, Lighting, Stone Wall, Patio

Location

  • County: New Haven
  • Neighborhood: Squantuck
  • Driving Directions: Use GPS. 5 Roosevelt Drive, Seymour, CT 06483

School Information

  • Elementary School: Bungay
  • High School: Seymour

Community

  • Community Name: Squantuck

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Partial, Storage, Interior Access, Partially Finished, Walk-out, Partial With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,108
  • Above Ground: 1,530 Sq. Ft.
  • Below Ground: 578 Sq. Ft.
  • Year Built: 1948

Lot Features

  • Lot Size (Acres): 0.13
  • Zoning: RC-3
  • Lot Description: Fence - Full, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: River, Dock or Mooring, View

Green Features

  • Energy Features: Active Solar, Generator Ready, Programmable Thermostat, Storm Doors, Thermopane Windows

Financial Considerations

  • Assessment Amount: $304,710
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1319099
Buyer's Brokerage Compensation: Contact Listing Agent
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— 5 Roosevelt Dr —

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NMLS#: 1598647

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with our affiliated lender
NMLS#: 1598647

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Price & Sales History for 5 Roosevelt Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/03/2026
Listed
$579,000
34.65%
MLS
7/16/2021
Sold
$430,000
—
Public Record
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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 5 Roosevelt Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,447
16%
$304,710
55%
2023
$7,262
2%
$197,120
—
2023
$7,092
1%
$197,120
—
2022
$7,016
15%
$197,120
12%
2021
$6,116
5%
$176,190
8%
2020
$5,846
—
$162,400
—
2019
$5,846
—
$162,400
—
2018
$5,846
—
$162,400
—
2017
$5,846
—
$162,400
—
2016
$5,846
-13%
$162,400
-17%
2015
$6,751
2%
$195,160
—
2014
$6,643
2%
$195,160
—
2011
$6,485
—
$195,160
—
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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5 Roosevelt Drive, Seymour, CT 06483 (MLS# 24203247) is a Single Family property with 2 bedrooms and 2 full bathrooms. 5 Roosevelt Drive is currently listed for $579,000 and was received on September 03, 2026. This property is listed by Nick Wilson from our Oxford Office.Want to learn more about 5 Roosevelt Drive? Do you have questions about finding other Single Family real estate for sale in Seymour? You can browse all Seymour real estate or contact a Coldwell Banker agent to request more information.

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