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
70 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...

This Well Maintained 3 Bedroom Ranch On 52.8 Ac...

Photo of Listing #1826862

$1,250,000 Offer-Show

  • 3 Beds
  • 3 Baths
  • 52.8 Acres
  • 2,898 ft²

Single Family

5995 County Road D, Oregon, WI

MLS® #1826862

This Well Maintained 3 Bedroom Ranch On 52.8 Acres Offers A Great Deal Of Potential. Previously Run Family Business Out Of The Heated And Insulated Shop, Set Up For Trucking. This Property Needs To Be Seen In Order To Appreciate. Please Come Take A Look.

This 60+ Acre Retreat Is A Horse-lover + Outdoo...

REDUCED 8% Photo of Listing #1822042

$1,100,000 Active

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

Single Family

5571 Bell Brook Rd, Oregon, WI

MLS® #1822042

This 60+ Acre Retreat Is A Horse-lover + Outdoorsman's Dream. Sip On Your Morning Coffee And Watch The Sun Rise On The Front Porch. Relax On The Back Swing As The Sun Sets Over Blue Mounds. Enjoy All Four Seasons On This Expansive Lot From Hiking To Hunting...

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...

Every Once In Awhile A Home Comes Along That Is...

Photo of Listing #1826729

$965,000 Active

  • 5 Beds
  • Baths
  • 0.6 Acres
  • 6,078 ft²

Single Family

943 Carnoustie Way, Oregon, WI

MLS® #1826729

Every Once In Awhile A Home Comes Along That Is So Extraordinary It Transcends Expectations. This Stunning Beauty On Bergamont Golf Course Is That Home. Tasteful, Luxurious Touches Can Be Found In Each Room, From The Entry W/wrought Iron Railings, Graceful ...

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, ...

Photo of Listing #1823055

$800,000 Active

  • 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 Executive Home Filled With High-end F...

Photo of Listing #1821663

$800,000 Offer-Show

  • 5 Beds
  • Baths
  • 0.53 Acres
  • 4,784 ft²

Single Family

955 Carnoustie Way, Oregon, WI

MLS® #1821663

Beautiful Executive Home Filled With High-end Features Situated On .53 Acres Backing To Bergamont Golf Course! 2-story Great Room Has Floor-to Ceiling Stone Surround Gas Fp & Built-ins. Chef’s Kitchen Has Ss Appls, Center Island W/ B-bar, Granite Tops, Cher...

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...

Open And Bright Custom Built Ranch In The Legen...

Photo of Listing #1822990

$685,000 Active

  • 3 Beds
  • Baths
  • 0.46 Acres
  • 2,445 ft²

Single Family

989 Carnoustie Way, Oregon, WI

MLS® #1822990

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 Overlooking The 5th Fairway/green....

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

Photo of Listing #1820983

$680,000 Active

  • 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...

Completion: 6/5. Spectacular 4 Bedroom 2.5 Bath...

Photo of Listing #1829911

$670,000 Active

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

Single Family

1088 Brynhill Dr, Oregon, WI

MLS® #1829911

Completion: 6/5. 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 1...

Executive Ranch On 2nd Hole Of Bergamont. Great...

REDUCED 2% Photo of Listing #1821393

$669,900 Active

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

Single Family

604 Bergamont Blvd, Oregon, WI

MLS® #1821393

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 Custom Cabinets. Maste...

Completion: 6/5. Stunning 4 Bedroom 2.5 Bath Cu...

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

Completion: 6/5. 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...

Completion Date: June, 2018. Classic Homes Of M...

Photo of Listing #1824716

$659,900 Offer-Show

  • 5 Beds
  • Baths
  • 0.34 Acres
  • 3,321 ft²

Single Family

1098 Brynhill Dr, Oregon, WI

MLS® #1824716

Completion Date: June, 2018. Classic Homes Of Madison Invites You To Their 2018 Parade Of Homes Entry In The Legend At Bergamont Golf/waterpark/tennis Community. Prime Location, Backing Up To The Pond, With An Unobstructed View From The Front Of The House O...

Estimated Completion Mid-june 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-june 2018. One Of The Last Lots In The Original Gated Community Of The Legend Of Bergamont. This Gorgeous 4 Bdrm, 2.5 Bath Home Will Feature A Custom Designed Kitchen W/a Gorgeous Backsplash, Granite Countertops & Sleek, Black Stain...

Largest Lot In Oregon Parade Of Homes 2018. Enj...

Photo of Listing #1826774

$639,900 Offer-Show

  • 5 Beds
  • Baths
  • 0.55 Acres
  • 3,539 ft²

Single Family

1078 Brynhill Dr, Oregon, WI

MLS® #1826774

Largest Lot In Oregon Parade Of Homes 2018. Enjoy Over 1/2 Acre Sodded Lot W/flat Backyard. Luxury Finishes; Custom Amish-built Cabinets, Lockers In Mudroom & Great Room Built-ins, Quartz/granite Countertops Throughout. Wi-fi Enabled Jenn Air Appliances. Gr...

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

Photo of Listing #1825055

$635,000 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...

Welcome To Golf Course Living! Enjoy The Panor...

Photo of Listing #1829929

$620,000 Active

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

Single Family

620 Bergamont Blvd, Oregon, WI

MLS® #1829929

Welcome To Golf Course Living! 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 Room, ...

Stunning Executive Two Story Backing To Nature ...

REDUCED 2% Photo of Listing #1824414

$614,900 Offer-Bump

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

Single Family

6237 Oak Hollow Dr, Oregon, WI

MLS® #1824414

Stunning Executive Two Story Backing To Nature Conservancy With Exceptional Features And Privacy. Seller Has Done Over $40,000 Worth Of Upgrades In Past 6 Months Alone And This Home Sparkles. 2 Story Foyer And Great Room W/ Fireplace, Master With Separate T...

2014 Parade Home In Beautiful Bergamont Subdivi...

REDUCED 2% Photo of Listing #1827601

$599,900 Active

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

Single Family

877 Alpine Pky, Oregon, WI

MLS® #1827601

2014 Parade Home In Beautiful Bergamont Subdivision Of Oregon; 10 Min To Downtown Madison. Two Story Foyer Filled With Light Opens To Great Room With Coffered Ceiling, Gas Fireplace & Builtins. Classic White Gourmet Kitchen With Large Granite Island & Ss Ap...

Luxury Living At Its Finest In This Stunning & ...

Photo of Listing #1825282

$589,900 Active

  • 5 Beds
  • Baths
  • 0.36 Acres
  • 4,254 ft²

Single Family

836 Augusta Dr, Oregon, WI

MLS® #1825282

Luxury Living At Its Finest In This Stunning & Spacious Custom Home. High-end Features Throughout W/ Designer Finishes, Arched Doorways, Spectacular Wood Flooring, Well-appointed Windows & Fireplace. Cook In Your Modern Kitchen W/stainless Appliances, Pantr...

Nothing But The Best In Quality! This Contracto...

Photo of Listing #1829930

$575,000 Active

  • 3 Beds
  • Baths
  • 0.42 Acres
  • 3,556 ft²

Single Family

921 Augusta Dr, Oregon, WI

MLS® #1829930

Nothing But The Best In Quality! This Contractor-owned, Custom Built Ranch Home Features The Best In Kohler Plumbing Fixtures Throughout! Top Of The Line In-floor Radiant Heating System With Boiler, Three Beautiful Fireplaces, Amazing Tile And Granite! Cust...

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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