40 Oleson Drive, Southbury, CT 06488
Local realty services provided by:CENTURY 21 Classic Homes
40 Oleson Drive,Southbury, CT 06488
$549,000
- 5 Beds
- 2 Baths
- 2,040 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, Jul 1212:00 pm - 02:00 pm
Listed by: liz newnham(203) 994-4123
Office: william pitt sotheby's int'l(203) 796-7700
MLS#:24174641
Source:CT
Price summary
- Price:$549,000
- Price per sq. ft.:$269.12
About this home

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. Recent improvements include a new roof (2023), furnace (2023), well equipment (2023), gutters (2024). For added peace of mind, the home is equipped with a whole house Generac generator. Offering a rare combination of privacy, character, and potential, this Southbury property is ready for its next owner to bring their vision and personal touches. Conveniently located just minutes from Exit 15, shopping, restaurants, Main Street, nearby lakes, and the movie theater....
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Home facts
- Year built:1963
- Listing ID #:24174641
- Added:59 day(s) ago
- Updated:July 10, 2026 at 11:35 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:2
- Full bathrooms:1
- Half bathrooms:1
- Rooms Total:9
- Kitchen Description:Dishwasher, Oven/Range, Range Hood, Refrigerator
- Basement Description:Full Basement, Garage Access, Interior Access, Storage, Unfinished
- Living area:2,040 sq. ft.
Heating and cooling
- Heating:Hot Air
Structure and exterior
- Roof:Asphalt Shingle
- Year built:1963
- Building area:2,040 sq. ft.
- Lot area:2.9 Acres
- Lot Features:Level Lot
- Architectural Style:Cape Cod, Colonial
- Construction Materials:Wood
- Exterior Features:Gutters, Porch, Shed, Stone Wall
Schools
- High school:Pomperaug
- Middle school:Memorial Middle School
- Elementary school:Per Board of Ed
Utilities
- Water:Private Well
- Sewer:Septic
Finances and disclosures
- Price:$549,000
- Price per sq. ft.:$269.12
- Tax amount:$5,318 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Oven/Range, Range Hood, Refrigerator, Washer
- Amenities:Auto Garage Door Opener, Basketball Court, Golf Course, Lake, Library, Park, Tennis Courts
- Pool features:In Ground Pool
Parking
- Total parking spaces:4
- Parking description:Driveway, Paved, Private, Shared, Tandem, Under House Garage
- Garage:Yes
- Garage spaces:2
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