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

"the Bergamont Masterpiece" Architecturally Des...

Photo of Listing #1821435

$1,674,900 Active

  • 5 Beds
  • Baths
  • 0.73 Acres
  • 8,831 ft²

Single Family

694 Inverness St, Oregon, WI

MLS® #1821435

"the Bergamont Masterpiece" Architecturally Designed For Luxury And Happy Living. Custom 5 Bedroom Home Features Italian Travertine Entryway, Ornate Light Fixtures, Hand Troweled Plastered Walls, Beautiful Groin Vault Ceiling Outlines The Hallways, Escape T...

Ultimate Privacy, Extraordinary Views Atop One ...

Photo of Listing #1822042

$1,200,000 Active

  • 3 Beds
  • 3 Baths
  • 61 Acres
  • 3,929 ft²

Single Family

5571 Bell Brook Rd, Oregon, WI

MLS® #1822042

Ultimate Privacy, Extraordinary Views Atop One Of The Highest Points In Dane County. Custom Built, Positioned To Present The Most Dramatic Views West Through The Valley All The Way To Blue Mounds. The Home Flows Easily From The Kitchen To The Great Room To ...

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...

Stunning Executive Home In Prestigious Bergamon...

Photo of Listing #1826014

$924,900 Active

  • 5 Beds
  • Baths
  • 0.69 Acres
  • 5,301 ft²

Single Family

706 Rinpoche Ln, Oregon, WI

MLS® #1826014

Stunning Executive Home In Prestigious Bergamont Neighborhood. Grand Entrance Features Recently Remodeled Gourmet Kitchen, Vaulted Living Room, Master Suite, & 4 Seasons Room W/ Fireplace. Updated Kitchen W/ Subzero-wolf Appliances, Walk-in Pantry & Designe...

Exceptional Quality With Attention To Detail Th...

Photo of Listing #1828707

$824,000 Active

  • 5 Beds
  • Baths
  • 0.62 Acres
  • 4,956 ft²

Single Family

603 Rinpoche Ln, Oregon, WI

MLS® #1828707

Exceptional Quality With Attention To Detail This 4 Year New Home Has A Wonderful Floor Plan With Floor To Ceiling Stone Fireplace & Soaring Ceilings In Great Rm & Den. Great Kitchen With Extra Deep Custom Cabinets & High End Appliances. Master Suite Incl H...

Beautifully Situated On A Peaceful 24.5 Acres, ...

REDUCED 2% Photo of Listing #1823055

$760,000 Offer-Bump

  • 5 Beds
  • Baths
  • 24.5 Acres
  • 5,024 ft²

Single Family

196 Tipperary Rd, Oregon, WI

MLS® #1823055

Beautifully Situated On A Peaceful 24.5 Acres, This Home Offers A Blend Of Modern Finishes & Rustic Charm. Bask In The 3-seasons Porch & Enjoy Tranquility That Comes With Private Seclusion, Long Distance Views, & Breathtaking Sunsets. You’ll Love The Open &...

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...

Vpr $685,000 - $720,000. Open And Bright Custom...

Photo of Listing #1822990

$685,000 Active

  • 4 Beds
  • Baths
  • 0.46 Acres
  • 3,750 ft²

Single Family

989 Carnoustie Way, Oregon, WI

MLS® #1822990

Vpr $685,000 - $720,000. Open And Bright Custom Built Ranch In The Legend At Bergamont. Enjoy The Gourmet Kitchen With Amish Cabinets, Stainless Appliances, Granite Counters And Center Island With Snack Bar Leading To Dinette And 4 Season Sun Room Overlooki...

Beautiful Home You've Been Waiting For In Sough...

Photo of Listing #1820983

$680,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.47 Acres
  • 4,366 ft²

Single Family

663 Inverness St, Oregon, WI

MLS® #1820983

Beautiful Home You've Been Waiting For In Sought-after Bergamont Golf Course Community! Top-of-the-line Gourmet Kitchen With Breakfast Bar & Wine Bar Leads To Multiple Dining Spaces And 2 Story Great Room W/ Gas Fp & Built-ins. Luxurious Master Suite With T...

Ultimate Privacy, Extraordinary Views Atop One ...

Photo of Listing #1835070

$675,000 Active

  • 4 Beds
  • 3 Baths
  • 8.3 Acres
  • 3,929 ft²

Single Family

5571 Bell Brook Rd, Oregon, WI

MLS® #1835070

Ultimate Privacy, Extraordinary Views Atop One Of The Highest Points In Dane County. Custom Built, Positioned To Present The Most Dramatic Views West Through The Valley All The Way To Blue Mounds. The Home Flows Easily From The Kitchen To The Great Room To ...

Spectacular 4 Bedroom 2.5 Bath Custom Built 2 S...

Photo of Listing #1829911

$670,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.32 Acres
  • 2,638 ft²

Single Family

1088 Brynhill Dr, Oregon, WI

MLS® #1829911

Spectacular 4 Bedroom 2.5 Bath Custom Built 2 Story In Bergamont's 2018 Parade Of Homes. Gourmet Kitchen With Custom Cabinets, Stainless Steel Appliances, Granite Counters, Pantry & Center Island With Snack Bar. Sun Filled Great Room With 11 Foot Ceiling, F...

Stunning 4 Bedroom 2.5 Bath Custom Built 2 Stor...

Photo of Listing #1830155

$665,000 Active

  • 4 Beds
  • Baths
  • 0.36 Acres
  • 2,564 ft²

Single Family

1068 Brynhill Dr, Oregon, WI

MLS® #1830155

Stunning 4 Bedroom 2.5 Bath Custom Built 2 Story In Bergamont! This Well Appointed Temple Builders Parade Home Offers An Incredible Gourmet Kitchen With Custom Cabinets, Cambria Quartz Counters, Huge Center Island And Pantry. Spacious Great Room With Gas Fi...

Estimated Completion Mid-july 2018. One Of The ...

Photo of Listing #1817949

$659,900 Active

  • 4 Beds
  • Baths
  • 0.44 Acres
  • 3,113 ft²

Single Family

664 Rinpoche Ln, Oregon, WI

MLS® #1817949

Estimated Completion Mid-july 2018. One Of The Last Lots In The Original Gated Community Of The Legend Of Bergamont. This Gorgeous 4 Bdrm, 2.5 Bath Home Features A Custom Designed Kitchen W/a Gorgeous Backsplash, Granite Counter Tops & Sleek, Black Stainles...

Mvp $649,900-669,900. Executive Ranch On 2nd Ho...

REDUCED 3% Photo of Listing #1821393

$649,900 Active

  • 5 Beds
  • Baths
  • 0.49 Acres
  • 5,050 ft²

Single Family

604 Bergamont Blvd, Oregon, WI

MLS® #1821393

Mvp $649,900-669,900. Executive Ranch On 2nd Hole Of Bergamont. Great Home For Entertaining. There Are Vaulted Ceilings, 8ft. Windows Overlooking Golf Course, Large Open Deck, 3 Season Cedar Porch With Fireplace, A Kitchen For A Chef With A Large Amount Of ...

On A Beautiful Lot In Oregon’s Highly Sought-af...

REDUCED 4% Photo of Listing #1833134

$624,900 Active

  • 4 Beds
  • Baths
  • 0.7 Acres
  • 4,558 ft²

Single Family

6225 Stony Hill Dr, Oregon, WI

MLS® #1833134

On A Beautiful Lot In Oregon’s Highly Sought-after Hampton Hills, This Gorgeous Home Will Take Your Breath Away! The Vaulted Entry Opens Into The Light-filled Living Room Showcasing Two-story Windows That Provide A Great View Of The Backyard. The Chef’s Kit...

Open House Cancelled. This Home Stands Out Fro...

Photo of Listing #1835610

$599,500 Offer-Show

  • 4 Beds
  • Baths
  • 0.33 Acres
  • 4,315 ft²

Single Family

975 Brynhill Dr, Oregon, WI

MLS® #1835610

Open House Cancelled. This Home Stands Out From All Others In Its Price Range (design, Functionality, Attention To Detail). Oversize 3-car Garage (heated, Flr Drains), 1/3 Acre Yard, Level Drive & Elegant Entry Door. Main Level W/ Inviting Foyer, Living Rm...

Custom Built Home On A Half Acre Lot W/ Golf Co...

REDUCED 2% Photo of Listing #1825055

$597,500 Active

  • 5 Beds
  • Baths
  • 0.58 Acres
  • 5,430 ft²

Single Family

600 Bergamont Blvd, Oregon, WI

MLS® #1825055

Custom Built Home On A Half Acre Lot W/ Golf Course Views Is Sure To Please! The Fabulous 2 Story Great Rm (with Loft) Welcomes You In W/ A Light & Bright Open Flr Plan Expanding Into A Generously Sized Gourmet Kitchen (“hidden” Walk-in Pantry”) Featuring C...

2014 Parade Home In The Prestigious Bergamont N...

REDUCED 2% Photo of Listing #1827601

$585,000 Active

  • 5 Beds
  • Baths
  • 0.31 Acres
  • 3,832 ft²

Single Family

877 Alpine Pky, Oregon, WI

MLS® #1827601

2014 Parade Home In The Prestigious Bergamont Neighborhood Of Oregon! Two Story Foyer Filled With Light Opens To Great Room With Coffered Ceiling, Gas Fireplace & Built-ins. Classic White Gourmet Kitchen With Large Granite Island & Ss Appliances, Vaulted Ce...

10 Acres. Please Private Showings Only! Beautif...

Photo of Listing #1827461

$550,000 Offer-Show

  • 4 Beds
  • Baths
  • 10 Acres
  • 5,270 ft²

Single Family

6060 Sun Valley Pky, Oregon, WI

MLS® #1827461

10 Acres. Please Private Showings Only! Beautiful Winding Black Topped Driveway Takes You Through The Woods To This Very Private Setting. This Quality Built Home Features Over 5,000 Sq. Ft. And Offers Many Outstanding Features Like In-floor Radiant Heat, Be...

Most Affordable Home On The Course! Enjoy The P...

REDUCED 8% Photo of Listing #1829929

$549,000 Active

  • 3 Beds
  • Baths
  • 0.45 Acres
  • 3,195 ft²

Single Family

620 Bergamont Blvd, Oregon, WI

MLS® #1829929

Most Affordable Home On The Course! Enjoy The Panoramic Sunrise Views & Watching The Golfers Tee Off To The 2nd Fairway At The Legend At Bergamont. Perfect Location To The Club House, Driving Range & Pool. Spacious Floor Plan Features An Office/den, Sun Ro...

This Custom Built Two Story Exudes Elegance On ...

REDUCED 2% Photo of Listing #1824100

$525,000 Active

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

Single Family

852 Augusta Dr, Oregon, WI

MLS® #1824100

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, Newer Kitchenaid Stainless Appliances, Wine Fridge & Walk-in Pantry. Rela...

New Construction, Not Started Yet, Still Time T...

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, Not Started Yet, 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 Linear Fireplace...

Fall In Love With This 2 Story Colonial Home Se...

Photo of Listing #1834690

$479,900 Offer-Show

  • 4 Beds
  • 4 Baths
  • 0.29 Acres
  • 3,454 ft²

Single Family

909 Timber Ridge Dr, Oregon, WI

MLS® #1834690

Fall In Love With This 2 Story Colonial Home Set In Quiet Cul-de-sac In Oregon School District! Enter To Hardwood Floors Leads To Multiple Living Areas, Dining Space, And Kitchen With Large Center Island. Walkout Screen Porch Leads Down Luxurious Pool And Y...

Immaculate 5 Bedroom, 3 Bath, Ranch Home In Alp...

REDUCED 3% Photo of Listing #1823776

$467,500 Offer-Show

  • 5 Beds
  • 3 Baths
  • 0.32 Acres
  • 3,432 ft²

Single Family

732 Sumac St, Oregon, WI

MLS® #1823776

Immaculate 5 Bedroom, 3 Bath, Ranch Home In Alpine Meadows! Main Level Has Vaulted Great Room With Gas Fireplace And Walkout To Screened Porch, Formal Dining, Gourmet Kitchen With Granite Countertops And Cherry Cabinetry, And Maple Hardwood Floors. Popular ...

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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