About 5 Roosevelt Drive
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.
Features of 5 Roosevelt Drive
| MLS® # | 24203247 |
|---|---|
| Price | $579,000 |
| Bedrooms | 2 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 2,108 |
| Acres | 0.13 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 5 Roosevelt Drive |
|---|---|
| Area | Squantuck |
| City | Seymour |
| County | New Haven |
| State | Connecticut |
| Zip Code | 06483 |
Amenities
| Features | Active Solar, Generator Ready, Programmable Thermostat, Storm Doors, Thermopane Windows |
|---|---|
| Is Waterfront | Yes |
| Waterfront | River, Dock or Mooring, View |
| Has Pool | No |
Interior
| Appliances | Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer |
|---|---|
| Heating | Hot Air, Propane |
| Cooling | Central Air |
| Fireplace | No |
| Has Basement | Yes |
| Basement | Partial, Storage, Interior Access, Partially Finished, Walk-out, Partial With Walk-Out |
Exterior
| Exterior | Vinyl Siding |
|---|---|
| Exterior Features | Porch, Deck, Gutters, Garden Area, Lighting, Stone Wall, Patio |
| Lot Description | Fence - Full, Water View |
| Roof | Asphalt Shingle |
| Foundation | Block, Concrete |
School Information
| Elementary | Bungay |
|---|---|
| High | Seymour |
Additional Information
| Date Listed | September 3rd, 2026 |
|---|---|
| Days on Market | 33 |
| Zoning | RC-3 |
| RE / Bank Owned | No |
Listing Details
| Office | Coldwell Banker Realty |
|---|
