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 $900,000 - $1,000,000
Over $1,000,000
55 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...

REDUCED 7% Photo of Listing #1799563

$1,210,000 Active

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

Single Family

6060 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...

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...

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

REDUCED 3% Photo of Listing #1806681

$969,000 Offer-Show

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

REDUCED 1% Photo of Listing #1794893

$744,000 Offer-Show

  • 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...

REDUCED 3% Photo of Listing #1811128

$695,000 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...

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...

Price Reduced For Quick Sale!!!! One Of The Lar...

REDUCED 10% Photo of Listing #1784340

$674,998 Active

  • 6 Beds
  • 4 Baths
  • 0.71 Acres
  • 3,691 ft²

Single Family

644 Inverness St, Oregon, WI

MLS® #1784340

Price Reduced For Quick Sale!!!! One Of The Largest Lots In The Subdivision. Imagine Coming Home To This Gorgeous Two Story Home With All Of The Upgrades And Amenities That You Want. Huge Open Floor Plan With A Cozy Feel. The Floor Plan Is Great For Ente...

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 ...

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...

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

REDUCED 3% Photo of Listing #1800737

$569,900 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...

Why Build? Buy This Like New Home For A Fractio...

Photo of Listing #1814743

$549,900 Active

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

Single Family

835 Augusta Dr, Oregon, WI

MLS® #1814743

Why Build? 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, Fabulous Breakfast Bar/island, And...

This Custom Built Two Story Exudes Elegance On ...

REDUCED 1% Photo of Listing #1804699

$544,995 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...

Incredible 4 Bedroom 3.5 Bath Custom Built Ranc...

REDUCED 5% Photo of Listing #1795339

$505,000 Active

  • 4 Beds
  • Baths
  • 0.29 Acres
  • 3,020 ft²

Single Family

970 Brynhill Dr, Oregon, WI

MLS® #1795339

Incredible 4 Bedroom 3.5 Bath Custom Built Ranch In Bergamont. Gourmet Kitchen With Stainless Appliances, Granite Counters, Pantry, Center Island And Snack Bar. Enjoy The Sun Filled Great Room With 11 Foot Ceiling, Gas Fireplace And Large Dinette Leading T...

Are You Looking For Your Dream Home In Oregon? ...

Photo of Listing #1812409

$499,900 Offer-Show

  • 4 Beds
  • Baths
  • 0.26 Acres
  • 4,884 ft²

Single Family

673 Prairie Grass Rd, Oregon, WI

MLS® #1812409

Are You Looking For Your Dream Home In Oregon? Look No Further! This Stunning 2-story Is Full Of Delightful Surprises; From Custom Features, To The Chef’s Kitchen, To 4 Lg. Bedrooms Upstairs (each W/private Bath). The Main Level Is Flooded W/ Sunlight & Enc...

4bdr/4bath 2-story Custom Home In The Popular B...

REDUCED 4% Photo of Listing #1804497

$499,900 Active

  • 4 Beds
  • Baths
  • 0.28 Acres
  • 3,068 ft²

Single Family

951 Brynhill Dr, Oregon, WI

MLS® #1804497

4bdr/4bath 2-story Custom Home In The Popular Bergamont Subdivision. Open Floor Plan. Reclaimed Barn Board Floor To Ceiling Fireplace, Custom-built Locker System In The Mudroom. Huge Kitchen Island, Granite Countertops Throughout, Hardwood Floors.

New Construction To Be Completed November 2017,...

Photo of Listing #1803211

$485,000 Active

  • 4 Beds
  • Baths
  • 0.2 Acres
  • 2,572 ft²

Single Family

418 Medinah St, Oregon, WI

MLS® #1803211

New Construction To Be Completed November 2017, Still Time To Make Some Selections! 4 Br/2.5 Baths. Large Open Flr Plan Ideal For Entertaining. Kit Has 9’ Island W/breakfast Bar, Granite Tops, White Cabs, Stainless Appliances, Pantry & Dinette. Gorgeous Lin...

Price Drop! New Bergamont Golf Community Home! ...

REDUCED 2% Photo of Listing #1810665

$479,900 Active

  • 4 Beds
  • Baths
  • 0.3 Acres
  • 2,722 ft²

Single Family

876 Raven Ct, Oregon, WI

MLS® #1810665

Price Drop! New Bergamont Golf Community Home! $5,000 Credit Included Towards Membership For Golf, Pool & Tennis. Custom 4 Bdrm, 2-story W/ Special Features Including Hdwd Floors, Painted Trim, 9-ft Ceilings On Main Level, Great Room W/gas Fireplace, Front...

Awesome Location Within The Sought After Legend...

Photo of Listing #1813495

$474,900 Active

  • 4 Beds
  • Baths
  • 0.28 Acres
  • 3,964 ft²

Single Family

509 Riviera St, Oregon, WI

MLS® #1813495

Awesome Location Within The Sought After Legend At Bergamont Golf/tennis/waterpark Community, This Custom Built Home Sits High On The Hill With A Private, Tree-lined Backyard, Backing To An Open Field With Western Sunset Views & Even A Slight View Of The Go...

Gorgeous Home Is Oregon's Desirable Bergamont N...

REDUCED 3% Photo of Listing #1811105

$459,900 Active

  • 4 Beds
  • Baths
  • 0.29 Acres
  • 3,573 ft²

Single Family

394 Riviera St, Oregon, WI

MLS® #1811105

Gorgeous Home Is Oregon's Desirable Bergamont Neighborhood. This Home Offer's All The Bells And Whistles: Huge Gourmet Kitchen With Custom Kitchen Cabinetry And Beautiful Granite Counter-tops, Brazilian Walnut Hard Flooring, Oversized White Trim, Fully Tile...

Custom Built 5 Bedrm 3.5 Baths, 1 Owner Home No...

REDUCED 2% Photo of Listing #1809707

$459,900 Active

  • 5 Beds
  • Baths
  • 0.27 Acres
  • 3,000 ft²

Single Family

434 Medinah St, Oregon, WI

MLS® #1809707

Custom Built 5 Bedrm 3.5 Baths, 1 Owner Home Now Available. Large Open Floor Plan W/ Upscale Finishes. Beautiful Hardwood Floors, Shaker Style Solid Core Doors, Tile Floors, Granite Tops, Stone Fireplace, Glass French Doors. Main Level Features Office / For...

Immaculate 4 Bedroom, 3.5 Bath, 2-story Home In...

REDUCED 2% Photo of Listing #1811796

$439,900 Offer-Bump

  • 4 Beds
  • Baths
  • 0.3 Acres
  • 2,732 ft²

Single Family

498 Medinah St, Oregon, WI

MLS® #1811796

Immaculate 4 Bedroom, 3.5 Bath, 2-story Home In The Bergamont! Main Level Has Vaulted Foyer With Front Office/flex Room; Great Room With Gas Fireplace & Custom Built-ins; And Open Kitchen/dining With Walnut Floors, Pantry Closet, Cherry Cabinetry, And Grani...

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