40 Oleson Drive, Southbury, CT 06488

• 5 beds |
• 2 baths |
• 2,040 sqft

Property Description

Just minutes from Main Street, shopping, restaurants, state parks, I-84, and everyday conveniences, this 5BR home is tucked away at the end of a private road on 2.9 beautiful wooded acres. Located approximately 85 miles from NYC, the property offers privacy, and plenty of room to explore, garden, entertain, or simply enjoy the peaceful natural setting. A covered front porch welcomes you into a spacious foyer where hardwood flooring extends throughout much of the home. The sun-filled living rm features oversized windows, built-in bookshelves, and a wood stove, creating a warm and comfortable gathering space. A highlight of the floor plan is the 3BRs on the main level, including the primary bedroom, offering flexibility for single-level living, guests, a home office, or multigenerational needs. The main level also includes an eat-in kitchen with a large pantry, a dining rm, a full bath, & a bright four-season rm w/large sliders overlooking the wooded landscape. Upstairs are two additional BRs and a half bath with potential for future expansion. The unfinished basement offers workshop space, laundry & mechanical areas, a storage rm suitable for a wine or root cellar, & access to the two-car tandem garage. Outside, enjoy the inground pool, garden paths, open areas for recreation, stone walls, multiple outbuildings & woodsheds (as is). *seller is offering with an acceptable offer up to a $10,000 seller concession towards buyer's closing costs (mortgage rate buy down & escrows)*.

Listing Status:

Active

Date Added:

September 16, 2026

Data Last Updated:

October 5, 2026 at 4:50AM

Listing Office:

William Pitt Sotheby's Int'l : (203) 796-7700

Listing Agent:

Liz Newnham : (203) 994-4123

MLS ID:

24207493

Interior

• General: Auto Garage Door Opener
• Rooms: FoyerWorkshop
• Appliances: Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
• Laundry: Lower Level
• Basement: FullUnfinishedStorageGarage AccessInterior AccessConcrete Floor
• A/C: None
• Heating: Hot AirOil
• Fireplace: Fireplaces: 1

Exterior

• General: ShedPorchBarnGuttersStone Wall
• Style: Cape CodOther
• Pool: VinylIn Ground Pool
• Parking: Parking spaces: 4

Construction

• Roofing: Asphalt Shingle

Location

• County: New Haven

Lot

• Driveway: PrivatePaved
• Zoning: R-601331688
• Restrictions: Easements

Utilities

• Water: Private Well
• Sewer: Septic

Financial

• Exclusions: As Per Inclusion/Exclusion Rider