255 Old Woodbury Road
Southbury, Connecticut 06488
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,200
- Acres
- 2.03
- Year Built
- 2027
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Looking for a well-designed custom home? This is it with THE PERFECT BLEND of modern open floor planning, traditional colonial design & included features and upgrades or options for future expansion. Large kitchen with EXPANDED PANTRY INCLUDED, opens to dining and great rooms. OFFICE/STUDY on main with glass door and large mud room with built in bench. Primary suite upstairs with TRAY CEILING AND LARGE DRESSING ROOM, 3 nice sized bedrooms with WALK IN CLOSETS and one as OPTIONAL EN-SUITE, and a clever upstairs SITTING LOFT for added living space round out second floor. Future LL expansion can be added at an additional cost. Note: This home to be built similar to #215 Old Woodbury Road. The front porch is designed smaller, a side load garage and small bump out in front.
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2027
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,200 sq ft
- Lot Size
- 2.03 acres
- Garage / Parking
- 2 garage
- Property Taxes
- Not on file from MLS
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
35
33 under contract
Median List Price
$700,000
35 active listings
Median Closed Price
$635,000
167 sales
Median Days on Market
37
35 active listings
Median $ / Sq Ft
$289
35 active listings
Sale-to-List Ratio
100.0%
167 sales
How this home compares
List Price
$1.07M
vs $700,000 median
53.6% above median
Price / Sq Ft
$336
vs $289 median
16.3% above median
Days on Market
0 days
vs 37 days median
37 days fresher than median
Based on 35 active and 167 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of August 7, 2026.
Location
255 Old Woodbury Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$5,527
- Property Taxes$0
- Insurance$358
- 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
- 2027
- New Construction
- To Be Built
- Living Area
- 3,200 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Pomperaug
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Laundry Location
- Upper-level location.
- Appliances
- AllowanceGas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasher
- Basement
- FullUnfinished
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.03 acres
- Zoning
- R-60
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- TBD
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesDeckGutters
- Lot Description
- Level Lot
Listing & Financials
- Days on Market
- 0
- MLS #
- 24193534
- 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 8/7/2026. 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 8/7/2026 at 1:46 AM UTC.