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
42 Properties Found. Page 1 of 2

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...

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...

Must See Fabulous Bergamont Executive Home On T...

NEW Photo of Listing #1819418

$797,000 Active

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

Single Family

683 Rinpoche Ln, Oregon, WI

MLS® #1819418

Must See Fabulous Bergamont Executive Home On The 13th Fairway. This Home Was Made For Entertaining Indoors And Out. Features Grand Entrance With Curving Staircase, Towering Living Room, Giant Gourmet Kitchen, Main Floor Master Suite, & 4 Season Porch W/fir...

One Of The Last Lots Left In The Original Gated...

NEW Photo of Listing #1819305

$699,900 Active

  • 4 Beds
  • Baths
  • 0.42 Acres
  • 2,797 ft²

Single Family

651 Inverness St, Oregon, WI

MLS® #1819305

One Of The Last Lots Left In The Original Gated Section Of The Bergamont. This Spacious Farmhouse Style, 4 Bedroom Home Has Excellent Views Off Hole #10 & #11. Master Suite On The Main Level With 3 Bedrooms On The Second Floor. The Spacious Kitchen Flows In...

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...

Estimated Completion End Of May 2018. One Of Th...

Photo of Listing #1817949

$659,900 Active

  • 4 Beds
  • Baths
  • 0.44 Acres
  • 2,601 ft²

Single Family

664 Rinpoche Ln, Oregon, WI

MLS® #1817949

Estimated Completion End Of May 2018. One Of The Last Lots In The Original Gated Community Of The Legend Of Bergamont. This Gorgeous 4 Bedroom, 2.5 Bath Home Will Feature A Custom Designed Kitchen With Many Upgrades. The Kitchen Flows Into The Beautiful 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 ...

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...

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...

Est. Completion Feb 2018. Custom Ranch With Spl...

Photo of Listing #1818729

$475,000 Active

  • 3 Beds
  • Baths
  • 0.27 Acres
  • 2,075 ft²

Single Family

345 Bergamont Blvd, Oregon, WI

MLS® #1818729

Est. Completion Feb 2018. Custom Ranch With Split Bedroom Design Plus Office W/french Doors Off The Foyer. Kitchen Has A Walk In Pantry, Large Island With Breakfast Bar, Granite Tops, White Cabinets W/grey Island Cabinets. Owner’s Suite Includes A Tray Ceil...

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...

Major Price Drop For A Quick Sale! $449k To $47...

REDUCED 6% Photo of Listing #1810665

$449,900 Offer-Show

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

Single Family

876 Raven Ct, Oregon, WI

MLS® #1810665

Major Price Drop For A Quick Sale! $449k To $479k. $5,000 Credit Incl Towards Membership At Bergamont 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 Fir...

Simply Stunning! This Custom Autumn Woods/fairw...

Photo of Listing #1817508

$439,900 Active

  • 4 Beds
  • 3 Baths
  • 0.41 Acres
  • 3,800 ft²

Single Family

962 Autumn Woods Ln, Oregon, WI

MLS® #1817508

Simply Stunning! This Custom Autumn Woods/fairway Estates Home Backs Up To Foxboro Golf Club & Boasts 4000+ Finished Square Feet. Imagine Spending Summer Evenings On Your Spacious Deck With Multiple Entries Or Spending Fall Nights Cuddled Up Next To The Dou...

In Oregon's Bergamont Community! Beautiful Open...

REDUCED 2% Photo of Listing #1809708

$409,000 Active

  • 4 Beds
  • Baths
  • 0.26 Acres
  • 2,501 ft²

Single Family

488 Riviera St, Oregon, WI

MLS® #1809708

In Oregon's Bergamont Community! Beautiful Open Floor Plan Offers 4 Bedrms & 2.5 Baths. Main Floor Offers Hickory Hardwood Floors, Maple Cabinets, Solid Surface Counters & Laundry Room. Spacious Master Suite Has Double Walk-in Closets, Private Spa Bath & Se...

Hurry This Historic Oregon Victorian Won't Last...

REDUCED 1% Photo of Listing #1814147

$384,000 Active

  • 4 Beds
  • 2 Baths
  • 0.26 Acres
  • 2,600 ft²

Single Family

600 Jefferson St, Oregon, WI

MLS® #1814147

Hurry This Historic Oregon Victorian Won't Last Long. Built In 1904 With 2004 Addition Of A Three Car Insulated Garage. Above Garage Is A Large Media Room With Speakers/sound System With Skylights. Original Home Retains Character With 4 Bedrooms/2 Bath Main...

New Construction On Oregon's West Side. Three ...

Photo of Listing #1817610

$359,900 Active

  • 3 Beds
  • Baths
  • 0.2 Acres
  • 1,784 ft²

Single Family

127 Luebke Ln, Oregon, WI

MLS® #1817610

New Construction On Oregon's West Side. Three Bedroom, 2.5 Bath, 1700+ S. F. Hardwood Flooring, Solid Surface Counter-tops, Full Appliance Package, Egress Window In Ll For Future Expansion, Kitchen With Breakfast Bar, Large Pantry And Large Laundry Room. ...

Beautiful House, Stunning Setting...the Total P...

Photo of Listing #1814412

$359,000 Offer-Bump

  • 4 Beds
  • Baths
  • 0.49 Acres
  • 2,738 ft²

Single Family

744 Cledell St, Oregon, WI

MLS® #1814412

Beautiful House, Stunning Setting...the Total Package. Fully Renovated And Sitting On An Ultra Rare Nearly Half Acre Wooded Lot In Town. The Perfect Blend Of Privacy And Functionality. Mature Trees With No Rear Neighbors And Plenty Of Yard Space.too Many Up...

Awesome Location! Autumn Woods Fairway Estates....

REDUCED 7% Photo of Listing #1815860

$350,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.5 Acres
  • 3,000 ft²

Single Family

829 Foxfield Rd, Oregon, WI

MLS® #1815860

Awesome Location! Autumn Woods Fairway Estates. Huge ½ Acre Private Back Yard - Great For Entertaining! This 4 Bedroom Home Has An Excellent Layout And Features A Beautiful 16x12 Sun Room, Huge Like- New Deck, New Furnace, Central Air And Roof, Upgraded La...

Impressively Maintained Home Exudes Elegance. 2...

Photo of Listing #1816309

$338,500 Offer-Show

  • 4 Beds
  • Baths
  • 0.22 Acres
  • 2,726 ft²

Single Family

949 Peregrine Tr, Oregon, WI

MLS® #1816309

Impressively Maintained Home Exudes Elegance. 2-story Foyer, Wood Floors, Many Windows, Vaulted & Tray Ceilings, Updated Kitchen, Ambient Lighting, Gas F.p., Front Porch, Maintenance Free Deck, Main Floor Laundry, Etc. New: Roof, Kolbe & Kolbe Windows & Car...

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

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