285 Southford Road
Middlebury, Connecticut 06762
- Beds
- 3
- Baths
- 2
- SqFt
- 2,007
- Acres
- 1.03
- Year Built
- 1999
- 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
Welcome to 285 Southford Rd, a beautiful spacious ranch which checks off all the boxes. Main level living with Open foyer leading into family room w/ gas fireplace, vaulted ceilings, dimmer controlled recessed lighting, and atrium door opening to stone patio. Formal dining room w/ 9 foot ceilings and plenty of natural sunlight. Eat in kitchen has a bow window and table nook area, an abundance of cabinets, granite countertops, built in oven and counter cooktop stove. Hardwood flooring flowing through to Primary bedroom suite complete with trey ceiling, walk in closet, full bath compliments the soaking tub and separate shower stall. 2 bedrooms, full bath and laundry area complete this great floor plan. An added bonus is the office, exercise room or study on the upper level. Full basement and walk in attic commands plenty of storage. Manicured level private lot with heated in the ground pool and hot tub and offering 2 car garage .
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1999
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,007 sq ft
- Lot Size
- 1.03 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $11,356 / Annually
Market Snapshot
The Middlebury Market
Single Family · trailing 12 months
Active Listings
28
21 under contract
Median List Price
$649,900
28 active listings
Median Closed Price
$520,000
71 sales
Median Days on Market
47
28 active listings
Median $ / Sq Ft
$276
28 active listings
Sale-to-List Ratio
100.0%
71 sales
How this home compares
List Price
$650,000
vs $649,900 median
In line with median
Price / Sq Ft
$324
vs $276 median
17.4% above median
Days on Market
0 days
vs 47 days median
47 days fresher than median
Based on 28 active and 71 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of August 30, 2026.
Location
285 Southford Road, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,342
- Property Taxes$946
- Insurance$217
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middlebury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1999
- New Construction
- No/Resale
- Living Area
- 2,007 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- In hallway
- Appliances
- Electric CooktopWall OvenRange HoodRefrigeratorDishwasher
- Basement
- FullUnfinished
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 1.03 acres
- Zoning
- R40
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedIn Ground Pool
- Construction
- Vinyl Siding
- Color
- Tan
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- Patio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $11,356 / Annually
- Days on Market
- 0
- MLS #
- 24201753
- MLS Status
- Active
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 8/30/2026. 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 8/30/2026 at 10:25 AM UTC.