Active Open Saturday 09/12 11 AM-1 PM

40 Oleson Drive

Southbury, CT 06488
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Bed 5

Bed

Bath 2

Bath

SqFt2,040

Sqft

Acres2.90

Acres(Lot)

Surrounded by nature, the property provides 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 fill the space with natural light. A key advantage is the three bedrooms on the main level, offering flexibility for single level living, guests, a home office, 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 potential for expansion. The unfinished lower level includes wo rkshop 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 ample parking. Major updates include a new roof (2023), furnace (2023), well equipment incl pump/tank (2023), newer gutters, and new septic tank and 2 distribution boxes (August 2026). A whole house Generac generator provides added peace of mind. Possible building lot-buyer to do their due diligence. Set at the end of a private road on 2.9 wooded acres, this 5BR home offers privacy, space, and exceptional potential.

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Detail Ic Property Details

Property Type : Residential

Price : $535,000

AD Id : 78336610

MLS Id : 24174641

Beds : 5

Lot Size : 2.90 Acres

Living Area Size : 2,040

Tax Amount : 6687.00

Year Built : 1963

Garage : 2

County : New Haven

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  • 09/12 11 AM-1 PM
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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, Wooded

  • Listing Price Information

    Listing Price: $535000 Original Price: $565000

  • Tax Information

    Parcel Number: 1331688 Annual Tax: $6687

  • Parking Information

    Parking Total: 4 Paved, 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. House is down the private road on the right. Please drive slowly. WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
208 Strongtown Road, Southbury, CT, 06488 $525,000 3 2 1,896 1.03 Acres
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228 Burr Road, Southbury, CT, 06488 $885,000 3 3 2,648 6.40 Acres
1302 Old Waterbury Road, Southbury, CT, 06488 $749,900 5 4 3,280 4.48 Acres
185 Old Woodbury Road, Southbury, CT, 06488 $1,225,000 3 3 3,412 2.54 Acres
215 Old Woodbury Road, Southbury, CT, 06488 $1,125,000 4 3 3,300 2 Acres
131 Woods Way Drive, Southbury, CT, 06488 $819,000 4 3 4,148 2.49 Acres
255 Old Woodbury Road, Southbury, CT, 06488 $1,075,000 4 3 3,200 2.03 Acres
45 Elaine Drive, Southbury, CT, 06488 $450,000 3 2 1,565 1.59 Acres

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 09/10/2026 @ 12:33

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

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