Good morning. Welcome to 40 Oleson Drive, Southbury, CT. This is George Antonopoulos, your verified Motif Advisor.

$549,000
5
Beds
2.00
Baths
2,040
SqFt
2.90
Acres

40 Oleson Drive, Southbury, CT is a Cape Cod and Colonial residence located in Southbury, CT. This property was listed for sale on (approximately days ago) and is currently offered at $549,000.

40 Oleson Drive, Southbury, CT is a 5-bed, 2-bath, 2,040 square foot home built in 1963 , featuring Cape Cod,Colonial architecture

This home is within the Southbury school district. Local, with nearby schools including Per Board of Ed.

Pricing Insight: Originally listed at $565,000, this home last saw a price adjustment of –$16,000 (2.8%) on June 25, 2026 — about -1 days ago. It has been on the market for approximately 41 days, with a total price adjustment of –$16,000 (2.8%).

MLS #: 24174641

Days on Market: 41

Residence Type: Single Family

Architectural Style: Cape Cod,Colonial

Neighborhood: N/A

Garage Spaces: 2

Heating: Hot Air

Offered Price: $549,000

Price per Sq Ft: $269

Year Built: 1963

Living Area: 2,040 Sq. Ft.

Lot Size: 2.90 Acres

Design & Construction: Frame

Estimated Tax: $5,318

Price per square foot: $269 / Sq. Ft.

Tax assessed value: $219,740

Estimated Tax: $5,318

Architectural Style: Cape Cod,Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1963

Living Area: 2,040 Sq. Ft.

Lot Size: 2.90 Acres

Fuel: Oil

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Tank Location: In Basement

Cooling System: None

Hot Water System: Not specified

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

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.

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Mechanicals & Utilities: Hot Air • Oil • None • Private Well water • 1 fireplaces

Exterior Features

Exterior Construction: Wood

Roof Type: Asphalt Shingle

Foundation: Concrete

Driveway: Private,Shared,Paved

Garage: Tandem,Under House Garage,Driveway (2 car)

Parking: 4 Total

Patio/Deck: Shed,Porch,Gutters,Stone Wall

Pool: Vinyl,In Ground Pool

Utilities: Water: Private Well

Outbuildings: Shed,Porch,Gutters,Stone Wall

Only motif connects you to a certified
"Local Market Expert"

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George Antonopoulos
Your Southbury Market Expert
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Good morning George, I'm interested in
40 Oleson Drive, Southbury, Connecticut
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George Antonopoulos
george@appzentric.com
800-555-0001
Presented by motif • Source: MLS • Listed by: Liz Newnham • William Pitt Sotheby's Int'l • MLS# 24174641 • P: (203) 796-7700 • C: (203) 994-4123