40 Oleson Drive, Southbury, CT 06488

• 5 beds |
• 2 baths |
• 2,040 sqft

Property Description

Tucked away at the end of a shared private driveway, this 5BR home sits on 2.9 private wooded acres offering a peaceful setting with room to explore and enjoy the outdoors. A covered front porch welcomes you inside where hardwood flooring runs through much of the home. The living room features built in bookshelves, a wood stove, and large windows that fill the space with natural light, creating a warm and inviting gathering area. The main level includes an eat in kitchen with a large pantry, a dining room, a full bath, three bedrooms, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms along with a half bath offering potential for expansion into a full bath or laundry area. There is ample closet space throughout. The unfinished lower level includes a workshop area, laundry and mechanical space, a storage area that could also serve as a potential wine or root cellar and a two-car tandem garage. Outside, the level property features an inground pool with a new liner (2024), multiple outbuildings, and wood sheds. Recent improvements include a new roof (2023), furnace (2023), well equipment (2023), gutters (2024), and interior paint (2025). A whole house Generac generator provides added peace of mind. This wonderful property, offering privacy and natural surroundings, is ready for its next owner to bring their vision and personal touches.

Listing Status:

Coming Soon

Date Added:

May 11, 2026

Data Last Updated:

May 12, 2026 at 12:52AM

Listing Office:

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

Listing Agent:

Liz Newnham : (203) 994-4123

MLS ID:

24174641

Interior

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

Exterior

• General: ShedPorchGuttersStone Wall
• Style: Cape CodColonial
• Pool: VinylIn Ground Pool
• Parking: Parking spaces: 4

Construction

• Roofing: Asphalt Shingle

Location

• County: New Haven

Lot

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

Utilities

• Water: Private Well
• Sewer: Septic

Financial

• Exclusions: As Per Inclusion/Exclusion Rider