NOMADEReal Estate

$549,000

Under Contract - Continue to ShowUnder Contract

40 Oleson Drive

Southbury, Connecticut, 06488 · New Haven County

5

Beds

2

Baths

2,040

Sq Ft

1963

Built

MLS # 24174641

Price / Sq Ft

$269

Property Type

Single Family For Sale

Lot Size

2.9

Class

Property

About This Property

Set at the end of a shared private driveway on 2.9 wooded acres, this 5BR home presents a unique opportunity for those seeking privacy, space, and the chance to create something truly their own. Surrounded by natural beauty, the property offers 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 bring in natural light. A notable advantage of the home's layout is the presence of three bedrooms on the main level, offering flexibility for single level living, guests, home office space, 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 space that may accommodate future expansion to a full bath or laundry area. Ample closet space is found throughout. The unfinished lower level provides additional flexibility with workshop 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 abundant parking.

Property Details

40 Oleson Drive, Southbury Connecticut 06488 — Single Family For Sale listed at $549,000.

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 (48)

Contact Liz Newnham

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Affordability Calculator

$549,000

Down Payment$109,800
Loan Amount$439,200
Principal & Interest$2,776/mo
Property Tax$549/mo
Insurance$100/mo
Est. Monthly$3,425/mo

Listing Agent

L

Liz Newnham

William Pitt Sotheby's Int'l

Quick Facts

StatusUnder Contract - Continue to Show
TypeSingle Family For Sale
ClassProperty
MLS #24174641
Last Updated2026-06-26

Virtual Tour

Walk through 40 Oleson Drive