Oregon WI Real EstateOregon WI Neighborhood Sign

Would-be pioneers who couldn’t make the trek to the Pacific Northwest’s version of Eden found plenty to like in this part of WI so they named it for their original intended destination. Nestled among the farms & pastures about seven miles south of Madison, Oregon WI is now a bedroom community comprised of 9,263 residents for those who want country charm with an easy commute to city jobs–without living next to a freeway. Some of the most affordable housing prices in the metropolitan area make the drive an easy consideration. Browse Oregon WI listings or Read More.

Browse All Oregon WI Homes for Sale:

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
62 Properties Found. Page 1 of 3

Perfect Propertunity For This Executive Estate ...

Photo of Listing #1809830

$1,950,000 Active

  • 6 Beds
  • Baths
  • 33 Acres
  • 7,000 ft²

Single Family

6227 Purcell Rd, Oregon, WI

MLS® #1809830

Perfect Propertunity For This Executive Estate On Over 33 Acres In The Oregon School Dist With Excellent Horse Facilities And Development/investment Potential. Luxury And Custom Finishes Throughout With Amenities Galore. Perfect Space With 6 Bedrooms With P...

65+acres Very Private.absolutely No Drive-by. P...

Photo of Listing #1799563

$1,300,000 Active

  • 4 Beds
  • 3 Baths
  • 65 Acres
  • 5,540 ft²

Single Family

000000 Sun Valley Pky, Oregon, WI

MLS® #1799563

65+acres Very Private.absolutely No Drive-by. Please Respect Sellers Privacy. Showings By Appointment Only. All Buyers Must Have Proof Of Financing Prior To Showings. Due To Angles Of Home, Measurements And Sq Ft Is Est. Buyer To Verify If Important. Sellin...

The Minute You Open The Door, This Futuristic R...

Photo of Listing #1806681

$998,000 Active

  • 4 Beds
  • Baths
  • 1.18 Acres
  • 5,616 ft²

Single Family

959 Carnoustie Way, Oregon, WI

MLS® #1806681

The Minute You Open The Door, This Futuristic Ranch Will Appeal To You With Electrifying Suddenness! Open Fl Plan W/extravagant Appointments. A Kitchen Beyond Belief W/top Of The Line Appl. Eat-kit Or Formal Dining, Lr W/gas Fp, Built-in Tv & Loads Of Natur...

This Must See Bergamont Executive Estate Locate...

Photo of Listing #1807544

$995,000 Active

  • 6 Beds
  • Baths
  • 0.53 Acres
  • 9,220 ft²

Single Family

683 Rinpoche Ln, Oregon, WI

MLS® #1807544

This Must See Bergamont Executive Estate Located On The 13th Fairway Is Up For Grabs. The Grand Entrance Opens To A Curved Staircase And A Towering Lr With Fireplace. The Giant Gourmet Kitchen Is A Focal Point. Off The Kitchen Is A Sunroom W/fp. First Floo...

Perfect Propertunity For This Executive Estate ...

Photo of Listing #1809840

$975,000 Active

  • 6 Beds
  • Baths
  • 4 Acres
  • 7,000 ft²

Single Family

6227 Purcell Rd, Oregon, WI

MLS® #1809840

Perfect Propertunity For This Executive Estate On 4 Acres In The Oregon School Dist With Excellent Horse Facilities And Development/investment Potential. Luxury And Custom Finishes Throughout With Amenities Galore. Perfect Space With 6 Bedrooms With Potenti...

Impressive In All Aspects. Fine Detailing, Cust...

REDUCED 11% Photo of Listing #1808530

$975,000 Active

  • 5 Beds
  • Baths
  • 0.43 Acres
  • 6,558 ft²

Single Family

674 Inverness St, Oregon, WI

MLS® #1808530

Impressive In All Aspects. Fine Detailing, Custom Millwork, Wonderfully Presented & Immaculately Maintained. Amenities & Features Are Relevant Sought After Appointments: 3 Of 5 Bedrooms Are Private Sleeping Suites, Inviting Gourmet Kitchen W/premium Applian...

Better-than-new 4500sq Ft Ranch On Private Coun...

REDUCED 1% Photo of Listing #1797780

$829,900 Active

  • 5 Beds
  • Baths
  • 5.97 Acres
  • 4,440 ft²

Single Family

1290 Judd Rd, Oregon, WI

MLS® #1797780

Better-than-new 4500sq Ft Ranch On Private Countryside Setting In Oregon. Custom Stonework, Granite Counters, High-end Appliances, Hand-scraped Hw Floors, 3 Stone Fps, Smart Siding Just To Start. Great Rm W/coffered Wd Beam Ceiling Creates Open 1st Flr W/be...

This Amazing Custom Built Home Is Situated On 4...

REDUCED 6% Photo of Listing #1794893

$749,900 Active

  • 6 Beds
  • Baths
  • 4.34 Acres
  • 5,519 ft²

Single Family

1329 County Road D, Oregon, WI

MLS® #1794893

This Amazing Custom Built Home Is Situated On 4+ Acres Within Minutes Of Madison & Oregon. 2 Story Great Rm W/ Floor To Ceiling Fireplace & Bookcases. Formal & Informal Dining Areas. Sun Rm Overlooks The In Ground Pool W/ A Pergola Sitting Area. Gourmet Kit...

Beautiful Wooded Countryside Setting On 15.1 Ac...

Photo of Listing #1811128

$720,000 Active

  • 4 Beds
  • Baths
  • 15.1 Acres
  • 4,222 ft²

Single Family

5909 County Road A, Oregon, WI

MLS® #1811128

Beautiful Wooded Countryside Setting On 15.1 Acres W/ A Gorgeous Panoramic View Of Surrounding Hillsides. Finished Basement And Walkout Is Conveniently Located Between Oregon And Verona. It Features Solid Surface Counter Tops In The Kitchen, 2 Wet Bars, 1st...

Beautiful, 5 Bed/3.5 Bath All-brick Ranch Locat...

Photo of Listing #1808081

$716,000 Active

  • 5 Beds
  • Baths
  • 0.52 Acres
  • 4,673 ft²

Single Family

148 Jacob Cir, Oregon, WI

MLS® #1808081

Beautiful, 5 Bed/3.5 Bath All-brick Ranch Located On A Quiet Cul-de-sac In The Prestigious Bergamont Neighborhood. You’ll Be Sure To Appreciate The High-end Finishes & Architectural Details Throughout. Enter Into The Spacious Main Level W/ Gorgeous Exotic W...

This Stunning Ranch Is Situated On A 1+ Acre Lo...

REDUCED 2% Photo of Listing #1803448

$684,900 Active

  • 4 Beds
  • Baths
  • 1.1 Acres
  • 4,900 ft²

Single Family

6205 Oak Hollow Dr, Oregon, WI

MLS® #1803448

This Stunning Ranch Is Situated On A 1+ Acre Lot To Enjoy Sunrises & Sunsets Overlooking Beautiful Conservation Land. Walls Of Windows In An Open Concept Space Let The Natural Light & Gorgeous Views Flow In Year Round. You’ll Love Entertaining In The Spacio...

Luxurious 4 Bedroom 3.5 Bath Custom Built 2 Sto...

Photo of Listing #1806055

$675,000 Active

  • 4 Beds
  • Baths
  • 0.29 Acres
  • 3,210 ft²

Single Family

988 Carnoustie Way, Oregon, WI

MLS® #1806055

Luxurious 4 Bedroom 3.5 Bath Custom Built 2 Story In Bergamont's 2017 Parade Of Homes. Incredible Gourmet Kitchen With Custom Cabinets, Black Stainless Steel Appliances, Quartz/granite Counters, Pantry, Center Island With Snack Bar. Enjoy The Sun Filled Gre...

Have A Look At This Spacious Home Located On A ...

Photo of Listing #1811184

$649,900 Active

  • 6 Beds
  • Baths
  • 0.25 Acres
  • 3,838 ft²

Single Family

329 Oakwood Dr, Oregon, WI

MLS® #1811184

Have A Look At This Spacious Home Located On A Quiet Street In Bergamont Subdivision. Walking Distance To The Schools And Village Parks, This 6 Bedroom Home Will Be The Perfect Fit For Your Family. Master Suite On The Main Level With Over Sized Closets And ...

2017 Parade Of Homes. Flat Driveway Located On ...

REDUCED 1% Photo of Listing #1803975

$634,900 Offer-Show

  • 4 Beds
  • Baths
  • 0.45 Acres
  • 2,707 ft²

Single Family

117 Camelot Cir, Oregon, WI

MLS® #1803975

2017 Parade Of Homes. Flat Driveway Located On A Quiet Cul-de-sac. Panoramic Views From The Three-season Screened Porch With Gas Burning Fireplace And From The Kitchen/dining Space. Amish-built White Kitchen Cabinetry And Large Island. Quartz Counter Tops W...

Premier Custom Western Lodge Of Over 4,100 Sf S...

Photo of Listing #1802799

$630,000 Offer-Show

  • 4 Beds
  • Baths
  • 16 Acres
  • 4,140 ft²

Single Family

1207 S Fish Hatchery Rd, Oregon, WI

MLS® #1802799

Premier Custom Western Lodge Of Over 4,100 Sf Strategically Located On 16 Oregon Acres To Maximize Views, Privacy And Functionality (15 Minutes From Downtown Madison). This Pristine Propertunity Offers Stone Patios, Fire Pit, Pond, Ag And Pastures With Pano...

Upscale Ranch Style Home On Nearly 1 Full Acre ...

Photo of Listing #1795653

$630,000 Offer-Show

  • 5 Beds
  • Baths
  • 0.99 Acres
  • 3,926 ft²

Single Family

148 Inverness Cir, Oregon, WI

MLS® #1795653

Upscale Ranch Style Home On Nearly 1 Full Acre In Bergamont! Main Lvl Features Open Flr Plan W/ Cathedral Ceilings, Maple Flrs, 2 Fireplaces, Chefs Kitch W/ Granite Counters, Large Island/bar & Ss Appliances. Walkout To Wraparound Deck W/ Panoramic Views & ...

Completion June 10. 2017 Classic Homes Of Madis...

Photo of Listing #1795054

$620,000 Offer-Bump

  • 4 Beds
  • Baths
  • 0.28 Acres
  • 3,019 ft²

Single Family

990 Carnoustie Way, Oregon, WI

MLS® #1795054

Completion June 10. 2017 Classic Homes Of Madison 4 Bedroom Parade Home In The Gated Section Of The Legend Of Bergamont Neighborhood Filled With Outstanding Craftsmanship & Custom Design. Spacious Open Floor Plan With Main Level Master Suite Including Tray ...

Immaculate 4 Bedroom 4.5 Bath Home In A Park-li...

REDUCED 2% Photo of Listing #1806750

$599,900 Active

  • 4 Beds
  • Baths
  • 1.25 Acres
  • 4,738 ft²

Single Family

6237 Oak Hollow Dr, Oregon, WI

MLS® #1806750

Immaculate 4 Bedroom 4.5 Bath Home In A Park-like Setting W/rolling Countryside Views And Exceptional Privacy. Located In The Popular Oregon School District And Just 10 Minutes From Madison. Many Recent Updates Including Granite Countertops, Fixtures & Hard...

An Entertainer's Dream In This Gated Golf/water...

Photo of Listing #1801085

$599,900 Active

  • 4 Beds
  • Baths
  • 1.34 Acres
  • 4,731 ft²

Single Family

722 Rinpoche Ln, Oregon, WI

MLS® #1801085

An Entertainer's Dream In This Gated Golf/waterpark/tennis Community...bar/lounge Area With 20' Wide Wet Bar With Rustic Cherry Bar & Cabinetry, Copper Countertop/sink, Stone Surround, Full Appliance Set & Hand Troweled/stained Floor. Plus Theater Room, Fam...

Premier Custom Western Lodge Of Over 4,100 Sf S...

Photo of Listing #1802802

$599,000 Offer-Show

  • 4 Beds
  • Baths
  • 12 Acres
  • 4,140 ft²

Single Family

1207 S Fish Hatchery Rd, Oregon, WI

MLS® #1802802

Premier Custom Western Lodge Of Over 4,100 Sf Strategically Located On 12 Oregon Acres To Maximize Views, Privacy And Functionality (15 Minutes From Downtown Madison). This Pristine Propertunity Offers Stone Patios, Fire Pit, Pond, Ag And Pastures With Pano...

Exceptional Custom Built Ranch On Beautiful Cul...

Photo of Listing #1806367

$589,900 Offer-Bump

  • 4 Beds
  • 3 Baths
  • 0.68 Acres
  • 3,231 ft²

Single Family

151 Jacob Cir, Oregon, WI

MLS® #1806367

Exceptional Custom Built Ranch On Beautiful Cul De Sac In Bergamont. Open Concept Floor Plan W/gleaming Cherry Floors. Gourmet Kitchen W/oversized Island, Double Oven, Gas Cooktop, Walk In Pantry & Wet Bar. Private Master Suite W/large Walk In Closet, Spa L...

Must See! 4 Bedroom 3.5 Bath With Walkout Lower...

REDUCED 1% Photo of Listing #1800737

$589,900 Active

  • 4 Beds
  • Baths
  • 0.34 Acres
  • 3,432 ft²

Single Family

988 Alpine Pky, Oregon, WI

MLS® #1800737

Must See! 4 Bedroom 3.5 Bath With Walkout Lower Level And Many Extras On Corner Lot In Bergamont Subdivision. Perfect Location Within Walking Distance To The Legend Of Bergamont Golf Club And Pool As Well As Rome Corners Intermediate School And Parks. Spaci...

Motivated Seller! Why Build When You Can Buy Th...

REDUCED 4% Photo of Listing #1806483

$550,000 Active

  • 5 Beds
  • 3 Baths
  • 0.42 Acres
  • 4,187 ft²

Single Family

835 Augusta Dr, Oregon, WI

MLS® #1806483

Motivated Seller! Why Build When You Can Buy This Like New Home For A Fraction Of The Cost? Geothermal Heat/cooling System! Gorgeous Wood Floors Through Living/kitchen/sun Rm. Amazing Kitchen W/stainless Appliances, Granite Tops, Tons Of Cabinet Space, Fabu...

This Custom Built Two Story Exudes Elegance On ...

REDUCED 2% Photo of Listing #1804699

$549,900 Active

  • 3 Beds
  • Baths
  • 0.35 Acres
  • 3,257 ft²

Single Family

852 Augusta Dr, Oregon, WI

MLS® #1804699

This Custom Built Two Story Exudes Elegance On All Levels. Follow The Brazilian Walnut Flooring From The Entry To The Spacious Kitchen Featuring Granite Counters, Large Center Island, New Kitchenaid Stainless Appliances, Wine Fridge & Walk-in Pantry. Rela...

Oregon WI Overview

Like most area towns, residential options range from modern luxury homes to historic Italianate farmhouses built by early inhabitants. Tree-lined avenues lead to a small downtown area with an acclaimed – if perhaps oddly located – gourmet pizza restaurant. The nearby coffee shop doubles as an informal meeting place for residents.

Oregon WI Leisure & Recreation

Like most Dane County towns, Oregon offers easy access to lakes and streams with the added benefit of being in the middle of numerous public hunting and fishing grounds. Cyclists like the area’s gently rolling oak savannah terrain. Nearby farms offer u-pick fruits and vegetables in season. One even boasts the cherry orchard setting for Machine Gun Kelly’s final encounter with law enforcement in the recent movie “Public Enemy.”

Even the Dalai Lama, global leader and Nobel Prize winner, finds something special about the Oregon area. He came to the area for the dedication of the newly constructed Deer Park Tibetan Buddhist temple. Built with his blessing, the temple was hand-built and decorated by Tibetan craftsmen and artisans using traditional materials and techniques. Open to the public, visitors not seeking inner peace find themselves surrounded by elaborately and colorfully painted murals and carved exposed beams.

Oregon Wisconsin NewsPopulation of Oregon WI Sign

The Oregon Observer

Let us help you locate your next home in the small community of Oregon WI. Contact us today!

Please provide a valid email address.

Back to Dane County Communities page

Back to Top