Oregon, WI Homes for Sale under $400,000

/62
$365,000

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
507 Janesville St, Oregon, WI 53575

This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. A expansive 33'6"x22'6" garage fully insulated and sheet rocked and painted. The garage and second floor were added in 2015, 2016 and includes two bedrooms and a

Steve Evers

Great Rock Realty LLC

507 Janesville St, Oregon, WI 53575
Explore Oregon
/4
$375,000
- Land
- 37.5 Acres
- $10,000 per Acre
+/-37.5ac County Rd A, Oregon, WI 53575

A rare opportunity to secure 37.5 acres of productive tillable ground just outside Oregon, WI in the Town of Rutland. This high, rolling acreage offers excellent drainage, strong yield potential and easy access off County Rd A with quick connection to HWY 14. Its proximity to town makes it an exceptional piece of income-producing farmland. Ideal for operators looking to expand their tillable

Al Weber First Weber Inc

+/-37.5ac County Rd A, Oregon, WI 53575
/2
$150,000
- Land
- 33,541 Sq Ft
- $194,805 per Acre
Lot 2 County Highway M, Oregon, WI 53575

Nice country lot available for a new residential home. Partially wooded, bring your own builder and unique character to this lot.

Kristine Jaeger Sprinkman Real Estate

Lot 2 County Highway M, Oregon, WI 53575
/16
$394,900

New Construction $5K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,481 Sq Ft
1043 Merri Hill Dr, Oregon, WI 53575

Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

Veridian Homes Builder

1043 Merri Hill Dr, Oregon, WI 53575
/30
$384,000

$32K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,790 Sq Ft
828 Dunn Ave, Oregon, WI 53575

Must-see 3BR Ranch-style condo with updates and flexible living space! Main level features newer granite counters, appliances & flooring, gas fireplace, primary suite, laundry & 1/2 bath. Exposed lower level offers 2 bedrooms, full bath, spacious family room that could serve as a 4th bedroom, plus ample storage. New roof & siding in 2026. Newer deck off dining area. Ideally located close to

Lori Zander Century 21 Affiliated Roessler

828 Dunn Ave, Oregon, WI 53575
/16
$299,900
- 2 Beds
- 2.5 Baths
- 1,464 Sq Ft
326 Alpine Meadow Cir, Oregon, WI 53575

This inviting townhome offers spacious bedrooms, a generously sized primary suite, and the comfort of a full primary bath. The home has recently been refreshed with all-new flooring, giving the interior a clean, updated feel.The two oversized bedrooms provide plenty of room for furniture, guests, a home office, or additional living space, while the large primary suite offers a comfortable retreat

Noel Barnes Barnes & Associates Realty Group

326 Alpine Meadow Cir, Oregon, WI 53575
/7
$275,000
- Land
- 1.69 Acres
- $162,722 per Acre
Lot Borchert Rd, Oregon, WI 53575

Schedule a showing to walk the lot. Beautiful 1.69-acre wooded lot in the City of Fitchburg offering the rare opportunity to build your peaceful dream home with a country feel, yet just minutes from the conveniences of Madison. Nestled in a serene natural setting, this picturesque homesite provides the perfect backdrop for privacy, tranquility, and the custom home you’ve always envisioned.

Kristine Jaeger Sprinkman Real Estate

Lot Borchert Rd, Oregon, WI 53575
/14
$399,900

New Construction $15K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,848 Sq Ft
1087 Tundra Ave, Oregon, WI 53575

Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

Veridian Homes Builder

1087 Tundra Ave, Oregon, WI 53575
/2
$135,000
- Land
- 17,424 Sq Ft
- $337,500 per Acre
1085 Autumn Blaze Ct, Oregon, WI 53575

$10,000 Fence Allowance Included! Build your dream home on Lot 81, 1085 Autumn Blaze Court, a superior corner property in the Second Addition to Autumn Ridge. Enjoy the best of both worlds: a prime corner location for design flexibility and abundant light, combined with the safety and quiet of a cul-de-sac. This is a rare chance to secure a distinguished homesite in this established, highly

Oscar Bennett Alterra Real Estate Group LLC

1085 Autumn Blaze Ct, Oregon, WI 53575
/48
$319,900
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
329 Soden Dr, Oregon, WI 53575

Single-Level Comfort Meets Everyday Convenience. Enjoy the ease of single-level living in this welcoming 2-bedroom, 1-bath ranch-style duplex offering approximately 1,100 square feet of thoughtfully designed space. The open floor plan flows effortlessly from room to room, while a vaulted ceiling enhances the bright, spacious feel. Accessible features add everyday convenience, and a walk-in closet

Matt Kornstedt Stark Company, REALTORS

329 Soden Dr, Oregon, WI 53575
/28
$335,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
991 US Highway 14, Oregon, WI 53575

Beautifully updated ranch on nearly half an acre just minutes south of Oregon! Enjoy the feel of country living while still being close to everything Oregon has to offer. This 2-bedroom, 1-bath home has seen extensive recent updates, including a brand-new kitchen and bathroom, new siding (2026), and a new roof (2025). Inside, you'll find two nicely sized bedrooms and a comfortable, functional

Andrew Krenz RE/MAX Preferred

991 US Highway 14, Oregon, WI 53575
/40
$365,000
- 2 Beds
- 2 Baths
- 1,406 Sq Ft
377 Concord Dr, Oregon, WI 53575

Well maintained sun-lit 2-bed/2-bath condo in the highly-rated Oregon School District featuring great space, wonderful views, and offers the perfect balance of comfort and convenience. The main living area boasts vaulted ceilings, oversized windows, a cozy gas fireplace, and walkout to the balcony deck overlooking the property. The kitchen has abundant cabinetry, a spacious island, and an

Jason Holtman RE/MAX Preferred

377 Concord Dr, Oregon, WI 53575
$398,800

New Construction
- 3 Beds
- 2.5 Baths
- 1,523 Sq Ft
The Davis Twin Home Plan at Greenview Preserve - Twin Homes, Oregon, WI 53575

WELL NOW THEY’VE THOUGHT OF EVERYTHING. That’s what you’ll be saying to yourself when you start settling into the Davis. With its six closets AND a pantry, you have all the room you need to store whatever your heart desires. So whether you’re a fashion enthusiast, an at home chef extraordinaire, or maybe you just have a lot of toys that need storing, the Davis lets you tuck away all your goodies.

Veridian Homes Builder

956 Merri-Hill Dr Unit 36788978, Oregon, WI 53575
/4
$375,000
- Land
- 37.5 Acres
- $10,000 per Acre
Unlisted Address

A rare opportunity to secure 37.5 acres of productive tillable ground just outside Oregon, WI in the Town of Rutland. This high, rolling acreage offers excellent drainage, strong yield potential and easy access off County Rd A with quick connection to HWY 14. Its proximity to town makes it an exceptional piece of income-producing farmland. Ideal for operators looking to expand their tillable

Al Weber First Weber Inc

Unlisted Address

Wisconsin Dane County

Home Prices in Oregon, WI

The median home sale price in Oregon, WI is $494,900, up 5% year-over-year. Homes in Oregon sell in 45 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $494,900	Median Single Family Sale Price $480,604
Median 2 Bedroom Sale Price $299,900	Average Price Per Sq Ft $247
Number of Homes for Sale 34	Last 12 months Home Sales 248
Months of Supply 1.60	Median List Price $483,054
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change 5%

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