NOMADEReal Estate

$565,000

Active

40 Oleson Drive

Southbury, Connecticut, 06488 · New Haven County

5

Beds

2

Baths

2,040

Sq Ft

1963

Built

MLS # 24174641

Price / Sq Ft

$277

Property Type

Single Family For Sale

Lot Size

2.9

Class

Property

About This Property

Tucked away at the end of a shared private driveway, this 5BR home sits on 2.9 private wooded acres offering a peaceful setting with room to explore and enjoy the outdoors. A covered front 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, creating a warm and inviting gathering area. The main level includes an eat in kitchen with a large pantry, a dining room, a full bath, three bedrooms, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms along with a half bath offering potential for expansion into a full bath or laundry area. There is ample closet space throughout. The unfinished lower level includes a workshop area, laundry and mechanical space, a storage area that could also serve as a potential wine or root cellar and a two-car tandem garage. Outside, the level property features an inground pool with a new liner (2024), multiple outbuildings, and wood sheds. Recent improvements include a new roof (2023), furnace (2023), well equipment (2023), gutters (2024), and interior paint (2025). A whole house Generac generator provides added peace of mind. This wonderful property, offering privacy and natural surroundings, is ready for its next owner to bring their vision and personal touches.

Property Details

40 Oleson Drive, Southbury Connecticut 06488 — Single Family For Sale listed at $565,000.

At a Glance

5

Bedrooms

2

Bathrooms

2,040

Sq Ft

2.9

Lot Size

--

Garage

1963

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address40 Oleson Drive
MLS Number24174641
Year Built1963
Square Footage2,040
Lot Size2.9
Bedrooms5
Bathrooms2
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedOven/Range,Range Hood,Refrigerator,Dishwasher,Washer,Dryer
Encumbrances RestrictionsEasements
Lockbox LocationEntry Door-rear
Parcel Number1331688
Parking Total Spaces4
Rooms AdditionalFoyer,Workshop
Virtual Tourhttps://my.matterport.com/show/?m=aFGAMYhnRDV
ZoningR-60

Financial

Assessed Value219740
Mil Rate Total24.2
Property Tax5318
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionUnfinished,Pull-Down Stairs
Attic YN1
Basement DescriptionFull,Unfinished,Storage,Garage Access,Interior Access
Cooling SystemNone
Driveway TypePrivate,Shared,Paved
Exterior FeaturesShed,Porch,Gutters,Stone Wall
Exterior SidingWood
Fireplaces Total1
Foundation TypeConcrete
Fuel Tank LocationIn Basement
Garage ParkingTandem,Under House Garage,Driveway
Garages Number2
Heat Fuel TypeOil
Heat TypeHot Air
Hot Water DescriptionElectric,50 Gallon Tank,Upright Tank
Interior FeaturesAuto Garage Door Opener
Laundry Room InfoLower Level
Pool DescriptionVinyl,In Ground Pool
Roof InformationAsphalt Shingle
Swimming Pool YN1

All Photos (41)

Affordability Calculator

$565,000

Down Payment$113,000
Loan Amount$452,000
Principal & Interest$2,857/mo
Property Tax$565/mo
Insurance$100/mo
Est. Monthly$3,522/mo

Listing Agent

L

Liz Newnham

William Pitt Sotheby's Int'l

Contact Liz Newnham

Fill out the form below and we will respond promptly.

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24174641
Last Updated2026-05-21