3 Roosevelt Drive
Seymour, Connecticut 06483
Reduced from $674,900
- Beds
- 2
- Baths
- 1 | 1
- SqFt
- 1,431
- Acres
- 0.19
- Year Built
- 1900
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Experience waterfront living at its finest in this exceptional DIRECT WATERFRONT home on the beautiful Housatonic River. Offering a rare combination of a private sandy beach, two floating docks with room for up to four boats, and breathtaking water views, this property is perfect for boating, kayaking, fishing, or simply relaxing by the river. The outdoor space is designed for entertaining with expansive Trex decking, floating walkways, a hot tub overlooking the water, gazebo, raised garden beds, and a beautifully landscaped yard. An oversized detached garage, additional one-car garage, lean-to, and pull-through driveway provide exceptional storage and parking for vehicles, boats, and recreational equipment. Inside, the bright and inviting 2-bedroom, 1.5-bath home features an open-concept layout filled with natural light, recessed lighting, tinted windows, and custom blinds. The kitchen flows seamlessly into the living area, creating an ideal space for everyday living and entertaining. Recent updates include a metal roof, siding and mini-split heating and cooling systems (2017), and a Blaze King wood stove (2023). The finished lower level offers additional living space with a propane stove, electric heat, and plenty of storage. Whether you're looking for a year-round residence or a weekend retreat, this one-of-a-kind waterfront property offers the perfect blend of comfort, recreation, and unforgettable riverfront views.
Key Facts
- City/Town
- Seymour
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1900
- Days on Market
- 79 days
- Beds
- 2
- Baths
- 1 full · 1 half
- Living Area
- 1,431 sq ft
- Lot Size
- 0.19 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,652 / Annually
Market Snapshot
The Seymour Market
Single Family · trailing 12 months
Active Listings
19
23 under contract
Median List Price
$499,000
19 active listings
Median Closed Price
$429,000
128 sales
Median Days on Market
24
19 active listings
Median $ / Sq Ft
$231
19 active listings
Sale-to-List Ratio
100.2%
128 sales
How this home compares
List Price
$585,000
vs $499,000 median
17.2% above median
Price / Sq Ft
$409
vs $231 median
77.1% above median
Days on Market
79 days
vs 24 days median
55 days longer than median
Based on 19 active and 128 closed sales (trailing 12 mo) of single family in Seymour. Source: SmartMLS · As of July 28, 2026.
Location
3 Roosevelt Drive, Seymour, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,983
- Property Taxes$554
- Insurance$195
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Seymour
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 1,431 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Seymour
Interior
- Heating
- BaseboardHeat PumpWood/Coal Stove
- Heat Fuel
- ElectricWood
- Cooling
- Ceiling FansSplit System
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRefrigeratorWasherDryer
- Basement
- PartialStoragePartially Finished
- Interior Features
- Open Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 0.19 acres
- Zoning
- RC-3
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverBeachWalk to WaterDock or MooringViewAccess
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Metal
- Foundation
- Concrete
- Exterior Features
- BalconyBreezewayShedGazeboDeckHot Tub
- Lot Description
- Level LotWater View
Listing & Financials
- Property Taxes
- $6,652 / Annually
- Days on Market
- 79
- MLS #
- 24173848
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:15 AM UTC.