104 Pepper Tree Hill Lane
Southbury, Connecticut 06488
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 4,333
- Acres
- 1.13
- Year Built
- 1977
- 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
You can have it all! Bring your toothbrush! Solid, substantial construction, quality you can appreciate, and a home completely renovated with a host of wonderful features! This expanded Cape combines the peace of mind of a well-built home with the modern comforts and lifestyle today's buyers want. The enormous chef's kitchen is a showstopper, featuring granite countertops, two wall ovens, a beverage cooler, pot filler, and an exceptional island with all the workspace you could ever want. Looking out from the kitchen: A grand living space, perfect for watching the game, entertaining friends, or simply relaxing, including a beautiful wood burning fireplace. Additionally, the first floor continues with a large, versatile office/den offers endless possibilities for working from home, hobbies, or guest room. The piece de la resistance, a three season room large and perfect for entertaining. We know where everyone will be! The large, inviting, first-floor primary suite offers comfort and convenience, with a private en-suite bath. A total of three stylish entrances, and an additional half bath complete the first floor. Upstairs, three generously sized bedrooms and a cleverly designed Jack-and-Jill-style bathroom provide space and privacy for all.
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1977
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 4,333 sq ft
- Lot Size
- 1.13 acres
- Garage / Parking
- 2 garage · 8 total
- Property Taxes
- $9,250 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
42
25 under contract
Median List Price
$836,950
42 active listings
Median Closed Price
$617,500
164 sales
Median Days on Market
46
42 active listings
Median $ / Sq Ft
$285
42 active listings
Sale-to-List Ratio
100.0%
164 sales
How this home compares
List Price
$779,900
vs $836,950 median
6.8% below median
Price / Sq Ft
$180
vs $285 median
36.8% below median
Days on Market
0 days
vs 46 days median
46 days fresher than median
Based on 42 active and 164 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of October 19, 2026.
Location
104 Pepper Tree Hill Lane, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$4,320
- Property Taxes$771
- Insurance$260
- 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
- Cape Cod
- Year Built
- 1977
- New Construction
- No/Resale
- Living Area
- 4,333 sq ft
- Below Grade
- 1,120 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Pomperaug
Interior
- Heating
- Hot Air
- Heat Fuel
- ElectricOil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Main Level
- Appliances
- Electric CooktopOven/RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinished
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 1.13 acres
- Zoning
- R-60
- Garage / Parking
- 2 garage spaces8 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedVinylSalt WaterIn Ground Pool
- Construction
- Vinyl Siding
- Color
- Blue/Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedAwningsPorchBarnGarden AreaLightingPatio
- Lot Description
- DryLevel LotOn Cul-De-SacCleared
Listing & Financials
- Property Taxes
- $9,250 / Annually
- Days on Market
- 0
- MLS #
- 24215509
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA,USDA
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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 10/19/2026. 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 10/19/2026 at 7:55 PM UTC.