Active Open Saturday 10/03 12 PM-2 PM

40 Oleson Drive

Southbury, CT 06488
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Bed 5

Bed

Bath 2

Bath

SqFt2,040

Sqft

Acres2.90

Acres(Lot)

Just minutes from Main Street, shopping, restaurants, state parks, I-84, and everyday conveniences, this 5BR home is tucked away at the end of a private road on 2.9 beautiful wooded acres. Located approximately 85 miles from New York City, the property offers privacy, and plenty of room to explore, garden, entertain, or simply enjoy the peaceful natural setting. A covered front porch welcomes you into a spacious foyer where hardwood flooring extends throughout much of the home. The sun-filled living rm features oversized windows, built-in bookshelves, and a wood stove, creating a warm and comfortable gathering space. A highlight of the floor plan is the three bedrooms on the main level, including the primary bedroom, offering flexibility for single-level living, guests, a home office, or m ultigenerational needs. The main level also includes an eat-in kitchen with a large pantry, a dining rm, a full bath, and a bright four-season room with large sliders overlooking the wooded landscape. Upstairs are two additional bedrooms and a half bath with potential for future expansion. The unfinished lower level offers workshop space, laundry & mechanical areas, a storage rm suitable for a wine or root cellar, and access to the two-car tandem garage. Outside, enjoy the inground pool, garden paths, open areas for recreation, scenic stone walls, multiple outbuildings & woodsheds (conveyed as is), and ample parking. Significant improvements completed 2023-2026. See remarks addendum. Improvements include a new roof (2023), furnace (2023), well pump, tank, and cap (2024), pool liner, pump, and filter (2024), and a new septic tank with two distribution boxes (2026). A whole-house Generac generator and newer gutters provide additional peace of mind. The property may offer subdivision potential, subject to municipal approvals. Buyers should perform their own due diligence regarding any development possibilities. Surrounded by nature, this home is ready for its next owner to make it their own.

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Detail Ic Property Details

Property Type : Residential

Price : $530,000

AD Id : 91300476

MLS Id : 24207493

Beds : 5

Lot Size : 2.90 Acres

Living Area Size : 2,040 Sq. Ft

Tax Amount : $6,687

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: 8 Has Basement: Yes Basement: Full, Storage Space, Unfinished, Concrete
  • Roofing Information

    Asphalt
  • Interior Features

    Entrance Foyer Roof: Asphalt Appliances: Dishwasher, Dryer, Range, Oven, Refrigerator, Washer, Electric Water Heater, Range Hood Window Features: Storm Window(s)
  • 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: $530000

  • 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 private road. House is down the private road on the right. Please drive slowly. WaterSource: Well
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Nearby Home Value

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208 Strongtown Road, Southbury, CT, 06488 $525,000 3 2 1,896 1.03 Acres
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1302 Old Waterbury Road, Southbury, CT, 06488 $729,900 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 $799,000 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
846 Southford Road, Southbury, CT, 06488 $625,000 3 3 2,257 2.60 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 09/30/2026 @ 21:54

MLS: 24207493 LISTED BY: Liz Newnham, William Pitt Sotheby's Int'l SOURCE: SmartMLS

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