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$565,000
2 Days On Site

40 Oleson Drive
Southbury, CT 06488

For Sale|Single Family Residence|Coming Soon
5
Beds
2
Total Baths
1
Full Bath
1
Partial Bath
1,500
SqFt
$377
/SqFt
1963
Built
County:
New Haven
Listing courtesy of Liz Newnham of William Pitt Sotheby's Int'l Office Phone: (203) 796-7700 Broker Contact: (203) 994-4123

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Call Now: 1-860-573-4349
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1-860-573-4349
Upcoming Open Houses
Due to COVID-19, we recommend you verify Open Houses before attending.
Sat, May 16, 11:00 AM - 2:00 PM
40 Oleson Drive40 Oleson Drive40 Oleson Drive40 Oleson Drive
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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.

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Listing Snapshot
Price 
$565,000
Days On Site 
2 Days
Bedrooms 
5
Inside Area (SqFt) 
1,500 sqft
Total Baths 
2
Full Baths 
1
Partial Baths 
1
Lot Size 
2.9 Acres
Year Built 
1963
MLS® Number 
24174641
Status 
Coming Soon
Property Tax 
$5,318
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
21 hours agoListing updated with changes from the MLS®
2 days agoListing first seen on site
General Features
Acres 
2.9
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
PavedShared DrivewayGarage Door OpenerPrivateTandemDriveway
Parking Spaces 
4
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2040
Style 
Cape CodColonial
Water Source 
Well
Zoning 
R-60
Interior Features
Appliances 
DishwasherDryerRangeOvenRefrigeratorWasherElectric Water HeaterRange Hood
Basement 
FullStorage SpaceUnfinished
Fireplace 
Yes
Fireplaces 
1
Heating 
OilForced Air
Interior 
Entrance Foyer
Bedroom 
Dimensions - 11.3 x 8.5Level - UpperFeatures - Walk-In Closet(s)
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Exterior Features
Construction Details 
Wood SidingFrame
Lot Features 
Level
Other Structures 
Shed(s)Workshop
Patio And Porch 
Porch
Pool Features 
Outdoor PoolVinylIn Ground
Roof 
Asphalt
Community Features
Community Features 
GolfTennis Court(s)
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Memorial Middle School
High School
Pomperaug
Listing courtesy of Liz Newnham of William Pitt Sotheby's Int'l Office Phone: (203) 796-7700 Broker Contact: (203) 994-4123



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Last checked: 2026-05-14 08:47 AM UTC.

Neighborhood & Commute
Source: Walkscore
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