40 Oleson Drive, Southbury, CT 06488 (MLS # 24174641)

Price $549,000
Status Active
Beds 5
Baths 1.5 Baths
Home size 2,040 sqft
Lot Size 2.90 ac
Days on Market 76
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.
Property Type(s): Single Family
Last Updated 7/7/2026 Year Built 1963
Garage Spaces 2.0 County New Haven

SCHOOLS

Elementary School Per Board of Ed
Jr. High School Memorial Middle School
High School Pomperaug

Price History

Prior to Jun 4, '26 $565,000
Jun 4, '26 - Today $549,000

Additional Details

AIR None
APPLIANCES Dishwasher, Dryer, Electric Water Heater, Oven, Range, Range Hood, Refrigerator, Washer
BASEMENT Full, Storage Space, Unfinished, Yes
CONSTRUCTION Frame, Wood Siding
FIREPLACE Yes
GARAGE Yes
HEAT Forced Air, Oil
INTERIOR Entrance Foyer
LOT 2.9 acre(s)
LOT DESCRIPTION Level
PARKING Paved, Shared Driveway, Garage Door Opener, Private, Tandem, Driveway
POOL DESCRIPTION Outdoor Pool, Vinyl, In Ground
SEWER Septic Tank
STYLE Cape Cod, Colonial
TAXES 5318
WATER Well
ZONING R-60

Location

 

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Listing courtesy of William Pitt Sotheby's Int'l
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This IDX solution is (c) Diverse Solutions 2026.

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