- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
Street View
$579,000
Monthly Est:$2,882
2 Beds
- 2 Baths
2 full baths
2,108sqft
5 Roosevelt Dr, Seymour, CT 06483
$579,000
$2,882/moEst:
Get Pre-Approved
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

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
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

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
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
| Date | Event | Price |
|---|---|---|
09/09/2026 Source: | Contingent (Active Under Contract) | $579,000 $275/sqft |
09/03/2026 Source: | 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
Find Homes by Property Features in Seymour, CT
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