For Sale
Open House
Single family home for sale at 40 Oleson Dr, Southbury, CT 06488 | MLS# 24207493 | Listing updated on 2026-09-22
Photo 1 of Single family home for sale at 40 Oleson Dr, Southbury, CT 06488 | MLS# 24207493 | Listing updated on 2026-09-22
Photo 2 of Single family home for sale at 40 Oleson Dr, Southbury, CT 06488 | MLS# 24207493 | Listing updated on 2026-09-22
Photo 3 of Single family home for sale at 40 Oleson Dr, Southbury, CT 06488 | MLS# 24207493 | Listing updated on 2026-09-22
Photo 4 of Single family home for sale at 40 Oleson Dr, Southbury, CT 06488 | MLS# 24207493 | Listing updated on 2026-09-22
31+
Beds Icon

Street View

$530,000

Monthly Est:$2,638

  • Beds Icon5 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,040sqft

40 Oleson Dr, Southbury, CT 06488

$2,638/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1963

  • $-- HOA

  • 2.9 acres lot

  • $260/sq.ft

Description

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 ...

Continue Reading
  • Houzeo last checked: 14 minutes ago
  • Listing updated: September 22, 2026 at 3:18 pm
  • Listing Provided by: Liz Newnham | William Pitt Sotheby's Int'l
  • Source: SMART MLS-CT | MLS#: 24207493 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Southbury

  • Neighborhood

    --

  • Year Built

    1963

  • HOA Fees

    -

  • Finished Area

    2,040 sqft

  • Lot Size

    2.9 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24207493

  • MLS Status

    Active

  • Days on Market

    6

Open House

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 2

Interior

  • Exterior Features

    Shed, Porch, Barn, Gutters, Stone Wall

  • Cooling

    None

  • Appliances

    Oven/range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

  • Interior Features

    Auto Garage Door Opener

  • Sewer

    Septic

  • Heating

    Oil

Construction

  • Year Built

    Year Built: 1963

  • Home type

    Single Family Residence

  • Roof

    Asphalt Shingle

  • Foundation Details

    Concrete

  • Architectural Style

    Cape Cod, Other

Utilities & Energy

  • Pool Features

    Vinyl, In Ground Pool

  • Parking Features

    Tandem, Under House Garage, Driveway

  • Basement

    Full, Unfinished, Storage, Garage Access, Interior Access, Concrete Floor

  • Laundry Features

    Lower Level

  • Water Source

    Private Well

Other Features

  • Lot Features

    Secluded, Treed, Level Lot

  • Subdivision Name

    N/a

Price History

DateEventPrice

09/16/2026

Source: mls_logoSMART MLS-CT #24207493

Price Decreased

$530,000 -0.93%

$260/sqft

08/02/2026

Source: mls_logoSMART MLS-CT #24174641

Off Market

$535,000 -2.55%

$262/sqft

07/07/2026

Source: mls_logoSMART MLS-CT #24174641

Listed for Sale

$549,000

$269/sqft

06/25/2026

Source: mls_logoSMART MLS-CT #24174641

Contingent (Active Under Contract)

$549,000

$269/sqft

06/04/2026

Source: mls_logoSMART MLS-CT #24174641

Price Decreased

$549,000 -2.83%

$269/sqft

Show more

Based on information provided to and compiled by the SMART MLS, Inc. through Sep 23, 2026, 02:15AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

Click to see all homes
static map image
Satellite
Close IconHouzeo

Do Real Estate on the Go!

For Sale
Price
Beds & Baths
Home Type
Filters
Save Search Share