270 Peach Orchard Road
Southbury, Connecticut 06488
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 4,685
- Acres
- 3.81
- Year Built
- 1997
- 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
Set on 3.81 picturesque acres, this exceptional property offers a tranquil setting with breathtaking sunset views and an extraordinary combination of luxury, flexibility, and energy efficiency. Boasting 4,098 square feet across six levels of thoughtfully designed living space, the home features 4 spacious bedrooms and 4.1 bathrooms, providing room for both everyday living and entertaining. The heart of the home opens to a stunning wraparound deck overlooking the inground pool and scenic surroundings, creating the perfect retreat for relaxation or gatherings. Multiple offices, playrooms, workshop, and craft spaces offer endless possibilities for today's lifestyle needs. Designed with sustainability in mind, the property includes an economical geothermal heating and cooling system along with owned solar panels for exceptional energy efficiency. A standout feature is the legal one-bedroom apartment with its own private entrance and appliances - ideal for extended family, guests, or rental income potential. Additional highlights include:3-car garage, Barn with loft, storage, and additional parking. Expansive outdoor living and entertaining areas includes a tree house, cozy firepit, heated pool. Ideally located near premier golf courses, state parks, wineries, and the Bent of the River Audubon Center, this property offers the perfect blend of privacy, recreation, and refined living. Located just 10 min. from I-84 and the town center. Do not drive down driveway without an appt
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1997
- Days on Market
- 64 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 4,685 sq ft
- Lot Size
- 3.81 acres
- Garage / Parking
- 5 garage
- Property Taxes
- $13,383 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
33
35 under contract
Median List Price
$645,000
33 active listings
Median Closed Price
$632,500
164 sales
Median Days on Market
27
33 active listings
Median $ / Sq Ft
$287
33 active listings
Sale-to-List Ratio
100.0%
164 sales
How this home compares
List Price
$975,000
vs $645,000 median
51.2% above median
Price / Sq Ft
$208
vs $287 median
27.5% below median
Days on Market
64 days
vs 27 days median
37 days longer than median
Based on 33 active and 164 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of July 28, 2026.
Location
270 Peach Orchard Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,971
- Property Taxes$1,115
- Insurance$325
- 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
- 1997
- New Construction
- No/Resale
- Living Area
- 4,685 sq ft
- Below Grade
- 587 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Geothermal
- Cooling
- Central Air
- Laundry
- Upper Level
- Appliances
- Cook TopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedStorageCooledLiveable SpaceFull With Walk-Out
- In-Law Apartment
- YesSecond Floor
- Interior Features
- Central VacuumOpen Floor Plan
- Additional Rooms
- Bonus RoomLaundry RoomSitting RoomWorkshop
Exterior & Lot
- Lot Size
- 3.81 acres
- Zoning
- R-80
- Garage / Parking
- 5 garage spacesBarnAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- In Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyAwningsPorchWrap Around DeckBarnDeckCovered DeckPatio
- Lot Description
- Fence - FullSecludedLightly WoodedLevel LotRolling
Listing & Financials
- Property Taxes
- $13,383 / Annually
- Days on Market
- 64
- MLS #
- 24178096
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
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.