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40 Oleson Drive

Southbury, CT 06488
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Bed 5

Bed

Bath 2

Bath

SqFt1,500

Sqft

Acres2.90

Acres(Lot)

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 kit chen 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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Detail Ic Property Details

Property Type : Residential

Price : $549,000

AD Id : 78336610

MLS Id : 24174641

Beds : 5

Lot Size : 2.90 Acres

Living Area Size : 1,500

Year Built : 1963

Garage : 2

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Rooms Total: 9 Has Basement: Yes Basement: Full, Storage Space, Unfinished
  • Roofing Information

    Asphalt
  • Interior Features

    Entrance Foyer Roof: Asphalt Appliances: Dishwasher, Dryer, Range, Oven, Refrigerator, Washer, Electric Water Heater, Range Hood
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Cooling: None

  • Building Information

    Year Built: 1963 Building Area Total: 2040 Construction Materials: Wood Siding, Frame Patio And Porch Features: Porch Pool Features: Outdoor Pool, Vinyl, In Ground Private Pool: No

  • Lot Information

    Lot Size Acres: 2.9 Lot Description: Level

  • Listing Price Information

    Listing Price: $549000 Original Price: $565000

  • Tax Information

    Parcel Number: 1331688 Annual Tax: $5318

  • Parking Information

    Parking Total: 4 Paved, Shared Driveway, Garage Door Opener, Private, Tandem, Driveway

    Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Per Board of Ed
    Junior High School: Memorial Middle School
    Senior High School: Pomperaug
  • Location Information

    Direction: GPS Friendly. Route 67 to Painter Road to Oleson Drive. Oleson Drive is a shared private road/driveway. House is down the driveway on the right. Please drive slowly and do not block shared driveway. WaterSource: Well
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Nearby Home Value

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105 Quaker Farms Road, Southbury, CT, 06488 $595,000 4 2 1,981 1,981 SqFt
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163 W View Road, Southbury, CT, 06488 $675,000 3 3 2,160 2,160 SqFt
846 Southford Road, Southbury, CT, 06488 $775,000 3 3 2,257 2,257 SqFt
162 Britiani Road, Southbury, CT, 06488 $1,300,000 4 5 5,615 5,615 SqFt
1489 Georges Hill Road, Southbury, CT, 06488 $450,000 4 2 1,408 1,408 SqFt
1049 Kettletown Road, Southbury, CT, 06488 $585,000 3 2 1,209 1,209 SqFt
472 Community House Road, Southbury, CT, 06488 $399,900 3 2 1,426 1,426 SqFt
671 Kettletown Road, Southbury, CT, 06488 $479,000 3 2 1,412 1,412 SqFt
183B Willow Creek Estat.., Southbury, CT, 06488 $1,390,000 4 4 4,001 4,001 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/11/2026 @ 07:17

MLS: 24174641 LISTED BY: Liz Newnham, William Pitt Sotheby's Int'l SOURCE: SmartMLS

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