40 Oleson Drive, Southbury, CT 06488 | RYZE Realty Group
Home Homes for Sale Southbury, CT 40 Oleson Drive

40 Oleson Drive, Southbury, CT 06488

Single Family For Sale

40 Oleson Drive, Southbury, CT
Active
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$530,000
Est. Payment: $3,451/mo  Get Pre-Approved
5
Beds
2
Baths
2,040
Sq Ft
2.9
Acres
1963
Yr Built

About This Home

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 multigenerational 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.

Listed by Liz Newnham (203) 994-4123 with William Pitt Sotheby's Int'l (203) 796-7700

Listing Snapshot

Price $530,000 Days on Our Site 0 days
Property Tax $6,687/yr Style Cape Cod,Other
Year Built 1963 Total Sq Ft 2,040
Lot Size 2.9 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 1
Total Rooms 8 Half Baths 1

Key Features

Interior
  • Auto Garage Door Opener
Appliances
  • Oven/Range
  • Range Hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Shed
  • Porch
  • Barn
  • Gutters
  • Stone Wall
  • Vinyl
  • In Ground Pool
Nearby
  • Basketball Court
  • Golf Course
  • Health Club
  • Lake
  • Library
  • Medical Facilities
  • Park
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Tandem, Under House Garage, Driveway

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling None
Hot Water Electric, 50 Gallon Tank, Upright Tank
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
Middle Memorial Middle School
High Pomperaug

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $557/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 16, 2026 Listed $530,000

Frequently Asked Questions

How much does 40 Oleson Drive in Southbury, CT cost?
This property is listed at $530,000, which works out to $260 per square foot.
How many bedrooms does 40 Oleson Drive have?
This home has 5 bedrooms and 2 bathrooms.
What is the square footage of 40 Oleson Drive?
The home is 2,040 square feet, situated on 2.9 acres.
When was 40 Oleson Drive in Southbury built?
This property was built in 1963.
Is 40 Oleson Drive, Southbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 40 Oleson Drive, Southbury in?
This home is served by the Southbury public school system, with Per Board of Ed as the elementary school and Pomperaug as the high school.
How do I schedule a tour of 40 Oleson Drive, Southbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Liz Newnham · (203) 994-4123

William Pitt Sotheby's Int'l · (203) 796-7700

MLS# 24207493 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 16, 2026 12:44 PM UTC

Est. $3,451/mo
$530,000
5 bd · 2 ba · 2,040 sqft
40 Oleson Drive, Southbury, CT 06488