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About This Home
This 5-bedroom, 2-bathroom single family at 40 Oleson Drive in Southbury, CT is listed for $565,000 ($277 per sqft). Built in 1963, the home offers 2,040 sqft of living space on a 2.90 acres lot.
Set at the end of a shared private driveway on 2.9 wooded acres, this 5BR home presents a unique opportunity for those seeking privacy, space, and the chance to create something truly their own. Surrounded by natural beauty, the property offers room to explore, garden, entertain, or simply enjoy a peaceful setting while remaining close to everyday conveniences.
A covered 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 bring in natural light. A notable advantage of the home's layout is the presence of three bedrooms on the main level, offering flexibility for single level living, guests, home office space, or multigenerational needs.
The main level also includes an eat in kitchen with a large pantry, dining room, full bath, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms and a half bath with space that may accommodate future expansion to a full bath or laundry area.
Ample closet space is found throughout. The unfinished lower level provides additional flexibility with workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and a two car tandem garage. Outside, you'll find an inground pool with a new liner (2024), multiple outbuildings and wood sheds (conveyed as is), and abundant parking.
Key Features
- Built in 1963
- 2.90 acre lot
- 4 parking spaces
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$3,022/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
40 Oleson Drive
Southbury, CT 06488
Features & Amenities
Interior Features
Exterior Features
Property Details
Pool Features
Appliances
Questions & Answers
This 5-bedroom, 2-bathroom single family at 40 Oleson Drive is listed at $565,000 ($277/sqft). The estimated monthly payment is $2,448 based on 20% down at 6.5% interest.
Key features include: Built in 1963, 2.90 acre lot, 4 parking spaces, Fireplace. Interior Features: Auto Garage Door Opener. Exterior Features: Shed,Porch,Gutters,Stone Wall.
This property is listed by Liz Newnham and can be reached at 2039944123 or lnewnham@wpsir.com.


