1302 Old Waterbury Road
Southbury, Connecticut 06488
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,280
- Acres
- 4.48
- Year Built
- 1991
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
This well-maintained property offers a unique opportunity for multi-generational living with a separate entrance in-law apartment, rarely found and ready for immediate occupancy. The main home features three bedrooms, a spacious kitchen with appliances, a dining area, and a breakfast bar, all complemented by sliders leading to a gazebo. It also includes a two-car attached garage. The in-law apartment provides private and independent living with two bedrooms, a living room, a large kitchen with a dining area, and sliders opening to a private deck. Custom trim and crown molding are present in both residences. The property boasts a large deck and gazebo in the backyard for outdoor enjoyment. Both homes benefit from separate furnaces and basements, ensuring comfort and privacy for all occupants.This setup presents a perfect opportunity for parents to live nearby while maintaining their own private and comfortable living quarters. Such arrangements are becoming more common, offering a practical solution for families to live together while preserving individual space. Convenient location, close to highway, schools, shopping areas, parks and many conveniences.
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1991
- Days on Market
- 1 day
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 3,280 sq ft
- Lot Size
- 4.48 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $11,016 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
42
29 under contract
Median List Price
$707,450
42 active listings
Median Closed Price
$627,000
171 sales
Median Days on Market
36
42 active listings
Median $ / Sq Ft
$270
42 active listings
Sale-to-List Ratio
100.0%
171 sales
How this home compares
List Price
$749,900
vs $707,450 median
6.0% above median
Price / Sq Ft
$229
vs $270 median
15.2% below median
Days on Market
1 day
vs 36 days median
35 days fresher than median
Based on 42 active and 171 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of September 3, 2026.
Location
1302 Old Waterbury Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,855
- Property Taxes$918
- Insurance$250
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Southbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1991
- New Construction
- No/Resale
- Living Area
- 3,280 sq ft
Schools
- Elementary
- Longmeadow Elementary School
- High
- Pomperaug
Interior
- Heating
- Hot Water
- Heat Fuel
- OilOther
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinished
- In-Law Apartment
- YesSeparate Entry
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 4.48 acres
- Zoning
- R-60
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GazeboDeckGarden Area
- Lot Description
- TreedLevel Lot
Listing & Financials
- Property Taxes
- $11,016 / Annually
- Days on Market
- 1
- MLS #
- 24204001
- MLS Status
- Active
Similar Properties
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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 9/3/2026. 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 9/3/2026 at 1:10 AM UTC.