Regency Key
Regency Real Estate
The Key To Your New Home
← Back to Search
MLS 24203247 Sale Pending Updated September 11, 2026
5 Roosevelt Drive

Seymour, Connecticut 06483

$579,000
On market 7 days
5 Roosevelt Drive
1 / 40

About This Property

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.

Property Details

Interior

Heat
Hot Air — Propane
Cooling
Central Air
Basement
Partial,Storage,Interior Access,Partially Finished,Walk-out,Partial With Walk-Out

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Waterfront
River,Dock or Mooring,View
Exterior Features
Porch Deck Gutters Garden Area Lighting Stone Wall Patio
Lot Description
Fence - Full Water View

Utilities & Systems

Water Source
Public Water Connected
Sewer
Septic
Energy Features
Active Solar Generator Ready Programmable Thermostat Storm Doors Thermopane Windows

Community & Schools

Elementary
Bungay
High
Seymour
Neighborhood
Squantuck

Appliances

Included
Oven/Range Microwave Range Hood Refrigerator Dishwasher Washer Dryer

5 Roosevelt Drive

Seymour , Connecticut 06483

$579,000

On market 7 days

Beds
2
Baths
2
SqFt
2,108
Type
Single Family
County New Haven
Garage -
Rooms -
Lot Size 0.13 Acres
Property Tax $8,727
Assessed Value $304,710
Year Built 1948
Style Colonial
Zoning RC-3

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: CBRB22.

Menu