Active Under Contract
Single family home for sale at 5 Roosevelt Dr, Seymour, CT 06483 | MLS# 24203247 | Listing updated on 2026-09-09
Photo 1 of Single family home for sale at 5 Roosevelt Dr, Seymour, CT 06483 | MLS# 24203247 | Listing updated on 2026-09-09
Photo 2 of Single family home for sale at 5 Roosevelt Dr, Seymour, CT 06483 | MLS# 24203247 | Listing updated on 2026-09-09
Photo 3 of Single family home for sale at 5 Roosevelt Dr, Seymour, CT 06483 | MLS# 24203247 | Listing updated on 2026-09-09
Photo 4 of Single family home for sale at 5 Roosevelt Dr, Seymour, CT 06483 | MLS# 24203247 | Listing updated on 2026-09-09
36+
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Street View

$579,000

Monthly Est:$2,882

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,108sqft

5 Roosevelt Dr, Seymour, CT 06483

$2,882/moEst:

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  • Single Family Residence

  • Built in 1948

  • $-- HOA

  • 5,662.8 sqft lot

  • $275/sq.ft

Description

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.

  • Houzeo last checked: 1 hour ago
  • Listing updated: September 9, 2026 at 1:17 pm
  • Listing Provided by: Nick Wilson | Coldwell Banker Realty
  • Source: SMART MLS-CT | MLS#: 24203247 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Seymour

  • Neighborhood

    --

  • Year Built

    1948

  • HOA Fees

    -

  • Finished Area

    2,108 sqft

  • Lot Size

    5,662.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24203247

  • MLS Status

    Under Contract - Continue to Show

  • Days on Market

    34

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

Interior

  • Appliances

    Oven/range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

  • Sewer

    Septic

  • Exterior Features

    Porch, Deck, Gutters, Garden Area, Lighting, Stone Wall, Patio

  • Cooling

    Central Air

  • Heating

    Propane

Construction

  • Year Built

    Year Built: 1948

  • Home type

    Single Family Residence

  • Foundation Details

    Block, Concrete

  • Architectural Style

    Colonial

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Laundry Features

    Main Level

  • Basement

    Partial, Storage, Interior Access, Partially Finished, Walk Out, Partial With Walk Out

  • Water Source

    Public Water Connected

Other Features

  • Lot Features

    Fence Full, Water View

  • Subdivision Name

    Squantuck

Price History

DateEventPrice

09/09/2026

Source: mls_logoSMART MLS-CT #24203247

Contingent (Active Under Contract)

$579,000

$275/sqft

09/03/2026

Source: mls_logoSMART MLS-CT #24203247

Listed for Sale

$579,000 +34.65%

$275/sqft

07/16/2021

Source: #170391074

Price Increased

$430,000 +82.98%

$204/sqft

08/07/2009

Source: #98423701

Sold

$235,000

$111/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 11:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group