40 Oleson Drive, Southbury, CT 06488
Single Family For Sale
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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.
Listed by Liz Newnham (203) 994-4123 with William Pitt Sotheby's Int'l (203) 796-7700
Listing Snapshot
| Price | $549,000 | Days on Our Site | 36 days |
| Property Tax | $5,318/yr | Style | Cape Cod,Colonial |
| Year Built | 1963 | Total Sq Ft | 2,040 |
| Lot Size | 2.9 acres | HOA Fees | N/A |
| Bedrooms | 5 | Full Bathrooms | 1 |
| Total Rooms | 9 | Half Baths | 1 |
Key Features
- Auto Garage Door Opener
- Oven/Range
- Range Hood
- Refrigerator
- Dishwasher
- Washer
- Dryer
- Shed
- Porch
- Gutters
- Stone Wall
- Vinyl
- In Ground Pool
- Basketball Court
- Golf Course
- Health Club
- Lake
- Library
- Medical Facilities
- Park
- Tennis Courts
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Jun 4, 2026 | Price Reduced | $549,000 |
| May 11, 2026 | Listed | $565,000 |
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Listing Agent
Liz Newnham · (203) 994-4123
William Pitt Sotheby's Int'l · (203) 796-7700
MLS# 24174641 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 14, 2026 10:40 PM UTC
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40 Oleson Drive, Southbury CT, 06488
$549,000 • Active
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RYZE Realty Group