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
53 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 ...

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

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...

REDUCED 3% Photo of Listing #1826014

$899,900 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 & Designer F...

This Spacious Ranch Will Wow You From The Start...

NEW Photo of Listing #1842113

$719,900 Active

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

Single Family

989 Carnoustie Way, Oregon, WI

MLS® #1842113

This Spacious Ranch Will Wow You From The Start With Gorgeous Views On The 5th Green! Open Concept Has Quality Throughout -amish Custom Cabinets, Hardwood Floors, Open Kitchen W/ Pantry & Lg Island, Office, Mudroom, 4 Season Sunroom & Trex Deck. There Are T...

Executive Home In Impeccable Condition Close To...

Photo of Listing #1838081

$699,900 Active

  • 5 Beds
  • 4 Baths
  • 0.54 Acres
  • 4,556 ft²

Single Family

1182 Winged Foot Dr, Oregon, WI

MLS® #1838081

Executive Home In Impeccable Condition Close To The Clubhouse & Waterpark In The Gated Section Of The Legend At Bergamont. Great For Entertaining Inside & Out - Private 1/2 Acre+ Lot, 3-season Rm, 2 Trex Decks & Patio. 2nd Master On 1st Floor Makes A Great ...

Bring Your Toys, Or Horses! 15.1 Acres, Enjoy T...

Photo of Listing #1838803

$695,000 Active

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

Single Family

5909 County Road A, Oregon, WI

MLS® #1838803

Bring Your Toys, Or Horses! 15.1 Acres, Enjoy The Rolling Hills And Breath Taking Views. Located 20 Minutes From Verona And Beltline, Enjoy Private Rural Setting Without The Long Drive. Heated 40x20 In-ground Salt Water Pool With Automatic Safety Cover, Als...

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 ...

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

Photo of Listing #1817949

$674,900 Active

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

Single Family

664 Rinpoche Ln, Oregon, WI

MLS® #1817949

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 Stainless Steel Appliances. The Kitchen Flow...

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...

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

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

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...

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

REDUCED 4% Photo of Listing #1833134

$599,900 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...

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...

Stunning Custom Built 4,000+sqft Home In The He...

REDUCED 1% Photo of Listing #1838786

$539,900 Active

  • 6 Beds
  • Baths
  • 0.35 Acres
  • 4,254 ft²

Single Family

836 Augusta Dr, Oregon, WI

MLS® #1838786

Stunning Custom Built 4,000+sqft Home In The Heart Of Bergmont W/ High-end Features Throughout & Ample Space. Open Main Floor Features Hardwood Flooring, Formal Dining Space, Office/flex Room, Large Laundry/mudroom Area. Large Center Island In Kitchen Opens...

Beautiful Setting! 15 Acres Of Mature Hardwoods...

Photo of Listing #1838612

$450,000 Active

  • 3 Beds
  • Baths
  • 15.17 Acres
  • 2,431 ft²

Single Family

5669 Bell Brook Rd, Oregon, WI

MLS® #1838612

Beautiful Setting! 15 Acres Of Mature Hardwoods, Prairie And Nice Tillable Ridge Top. If You Are Looking For A Nice Parcel Of Land To Hike Or Hunt Or Bird Watch, This Could Be It! Great Location Just 15 Minutes To Madison. Home Is Very Nice With High Vaulte...

Open House Canceled Due To Accepted Offer. You ...

Photo of Listing #1839810

$449,900 Offer-Show

  • 4 Beds
  • 3 Baths
  • 0.78 Acres
  • 2,365 ft²

Single Family

1471 Ravenoaks Tr, Oregon, WI

MLS® #1839810

Open House Canceled Due To Accepted Offer. You Will Seriously Be Asking Yourself If Hgtv Just Finished This Remodel Once You Step Inside! This Modern Farmhouse Masterpiece Has Been Remodeled From Top To Bottom & Sits On Just Shy Of 1 Acre In The Ever Popula...

4 Bedroom/3 Bath 2-story Custom Home In The Pop...

Photo of Listing #1831341

$439,900 Active

  • 4 Beds
  • Baths
  • 0.32 Acres
  • 2,036 ft²

Single Family

915 Brynhill Dr, Oregon, WI

MLS® #1831341

4 Bedroom/3 Bath 2-story Custom Home In The Popular Bergamont Subdivision. Open Floor Plan. Kitchen Island, Granite Countertops, And Hardwood Floors. Locker System Upon Entry From Garage And Screened Porch Off The Kitchen Area.

Over $28,000 In Upgrades Since 2015-granite, Ki...

REDUCED 2% Photo of Listing #1823587

$414,900 Offer-Show

  • 4 Beds
  • Baths
  • 0.27 Acres
  • 2,768 ft²

Single Family

322 Medinah St, Oregon, WI

MLS® #1823587

Over $28,000 In Upgrades Since 2015-granite, Kitchenaid Stainless Steel Appliances, Tile Backsplash, Kohler High Arc Kitchen Faucet, 1st Floor Carpet, Refinished Red Birch Hardwood Floors, & California Closet Systems. This Meticulously Maintained 1 Owner Ho...

1890 Victorian-totally Refurbished W/architectu...

REDUCED 5% Photo of Listing #1830890

$399,000 Offer-Show

  • 3 Beds
  • Baths
  • 0.42 Acres
  • 3,200 ft²

Single Family

241 S Main St, Oregon, WI

MLS® #1830890

1890 Victorian-totally Refurbished W/architectural Integrity & Incredible Refinishing Of Hardwood Floors & Woodwork Incl. 3 Pocket Doors. Stained/etched Glass On All 3 Floors. Large Eat-in Kitchen With Pantry, 1 Yr Old Ge Appliances. 3 Contiguous Parlors Pr...

Beautiful New Construction Ranch Style Home In ...

Photo of Listing #1837289

$389,900 Active

  • 4 Beds
  • 3 Baths
  • 0.22 Acres
  • 2,721 ft²

Single Family

102 Luebke Ln, Oregon, WI

MLS® #1837289

Beautiful New Construction Ranch Style Home In The Highly Desired Oregon School District! An Easy 10-15 Minute Drive Into Fitchburg Or Madison For Whatever Your Needs May Be. A Great Opportunity To Get Into A New Home In A Great Community For A Great Price....

Exceptional 2 Story In Move In Condition On Qui...

REDUCED 2% Photo of Listing #1835385

$388,500 Active

  • 4 Beds
  • Baths
  • 0.33 Acres
  • 3,014 ft²

Single Family

125 Fawn Ct, Oregon, WI

MLS® #1835385

Exceptional 2 Story In Move In Condition On Quiet Cul-de-sac! Updates Abound In This Comfortable Home: New Kitchen Appliance Package, New Lighting, New Plumbing Fixtures, New Carpeting, And Fresh Paint Throughout! An Open Concept Kitchen And Living Area Is ...

Get Ready To Enjoy This Bright & Spacious Home,...

REDUCED 1% Photo of Listing #1823657

$379,900 Offer-Show

  • 3 Beds
  • Baths
  • 0.3 Acres
  • 2,512 ft²

Single Family

740 Pleasant Oak Dr, Oregon, WI

MLS® #1823657

Get Ready To Enjoy This Bright & Spacious Home, Located On A Mature, Wooded Lot That Backs Up To Foxboro Golf Course! This Home Boasts Generously Sized Rms & Lrg Windows Throughout, A Screen Porch, A Fr W/ A Wd Fp & Built-in Shelving, And Formal Living & Di...

Brand New Construction In The Heart Of Oregon! ...

Photo of Listing #1838799

$369,900 Active

  • 3 Beds
  • Baths
  • 0.2 Acres
  • 2,332 ft²

Single Family

153 Luebke Ln, Oregon, WI

MLS® #1838799

Brand New Construction In The Heart Of Oregon! Easy Access To Bergamont, Downtown And Madison! Quality Craftsmanship Throughout, With Plenty Of Modern Touches. Main Level Features Flex Room, Mud Room And Open Kitchen With Tons Of Light Pouring In Throughout...

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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