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155 Deer Hill Road

Southbury, Connecticut 06488

ACTIVE - NEW$400,000
Beds
3
Baths
2 | 1
SqFt
2,232
Acres
3.05
Year Built
1976
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

About This Home

A private Southbury ranch with space, character, and exceptional potential. Welcome to 155 Deer Hill Road, a spacious Southbury ranch set on approximately 3.05 private acres. This 3-bedroom, 2.5-bath home offers a flexible layout, generous living areas, and a large finished room in the lower level-ideal for a family room, office, gym, playroom, or guest space. While the home needs updating, it has wonderful bones and stellar potential. Highlights include a comfortable one-level main floor, with a woodstove, hardwood and tile floors, attached oversized garage, covered porch, and an expansive yard offering privacy, outdoor space, and room to make the property shine. The home has a generator hookup and plentiful storage in the lower level. Bring your vision and transform this wonderful home and yard into something truly special. With land, space, and upside, 155 Deer Hill Road is a standout opportunity in Southbury.

Key Facts

City/Town
Southbury
Neighborhood
South Britain
Property / Style
Single Family · Ranch
Year Built
1976
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
2,232 sq ft
Lot Size
3.05 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$6,808 / Annually

Market Snapshot

The Southbury Market

Single Family · trailing 12 months

Median Days on Market

30

41 active listings

Median $ / Sq Ft

$282

41 active listings

Sale-to-List Ratio

100.0%

168 sales

How this home compares

List Price

$400,000

vs $679,900 median

41.2% below median

Price / Sq Ft

$179

vs $282 median

36.5% below median

Days on Market

0 days

vs 30 days median

30 days fresher than median

Based on 41 active and 168 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of August 12, 2026.

Location

155 Deer Hill Road, Southbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,763

per month

  • Principal & Interest$2,063
  • Property Taxes$567
  • Insurance$133
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Southbury
Neighborhood
South Britain
County
New Haven

Residence

Property Type
Single Family
Style
Ranch
Year Built
1976
New Construction
No/Resale
Living Area
2,232 sq ft
Below Grade
672 sq ft

Schools

Elementary
Gainfield
High
Pomperaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Laundry
Lower Level
Laundry Location
In lower level half bath
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
FullHeatedPartially Finished
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
3.05 acres
Zoning
R-80
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ShakeBrick
Color
Brick and Brick Red
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
Covered Deck
Lot Description
TreedSloping LotRolling

Listing & Financials

Property Taxes
$6,808 / Annually
Days on Market
0
MLS #
24198227
MLS Status
Active

Similar Properties

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Listed By

George Papageorge

(203) 218-9364

Regal Real Estate, LLC

(203) 246-4771

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/12/2026. 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 8/12/2026 at 10:20 PM UTC.