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
80 Properties Found. Page 1 of 4

Very Private.absolutely No Drive-by. Please Res...

Photo of Listing #1799563

$1,300,000 Active

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

Single Family

000000 Sun Valley Pky, Oregon, WI

MLS® #1799563

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. Selling Agent M...

Bergamont Golf Course Frames This Former Parade...

REDUCED 5% Photo of Listing #1766197

$1,095,000 Active

  • 5 Beds
  • Baths
  • 0.43 Acres
  • 6,558 ft²

Single Family

674 Inverness St, Oregon, WI

MLS® #1766197

Bergamont Golf Course Frames This Former Parade Home. Impeccably Maintained, Beautifully Executed With All The Expected Amenities Desired By Today's Discerning Buyers. Delightful Screened Porch Overlooks The 10th Fairway. True Gourmet Kitchen With Casual He...

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

Photo of Listing #1806681

$999,999 Active

  • 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...

Incredible Value, Details & Quality...buy More ...

NEW 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

Incredible Value, Details & Quality...buy More Than You Can Build! Ideal Home For Entertaining Inside/out Overlooking The 13th Fairway & Watching Sunsets From 4 Season Room W/fp, Deck Or Patio. Custom Curved Staircase W/wrought Iron, Brazilian Cherry Floors...

Better-than-new 4500sq Ft Ranch On Private Coun...

REDUCED 1% Photo of Listing #1797780

$829,900 Active

  • 5 Beds
  • Baths
  • 5.97 Acres
  • 4,440 ft²

Single Family

1290 Judd Rd, Oregon, WI

MLS® #1797780

Better-than-new 4500sq Ft Ranch On Private Countryside Setting In Oregon. Custom Stonework, Granite Counters, High-end Appliances, Hand-scraped Hw Floors, 3 Stone Fps, Smart Siding Just To Start. Great Rm W/coffered Wd Beam Ceiling Creates Open 1st Flr W/be...

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

REDUCED 6% Photo of Listing #1784340

$799,000 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...

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

REDUCED 6% Photo of Listing #1794893

$749,900 Active

  • 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...

Gorgeous Executive Estate On The Hill Offers St...

REDUCED 6% Photo of Listing #1793014

$739,900 Offer-Show

  • 5 Beds
  • Baths
  • 16.2 Acres
  • 5,036 ft²

Single Family

5540 Lincoln Rd, Oregon, WI

MLS® #1793014

Gorgeous Executive Estate On The Hill Offers Stunning Panoramic Views & Magnificent Sunsets! Located On 16+ Rolling Acres This Peaceful Escape Offers Multiple Outdoor Living Spaces W/ Fireplace, Heated Pool, Hot Tub, Heated 60x40 Outbuilding, Heated 3 Car G...

Tasteful Ranch Loaded W/amenities Situated On A...

REDUCED 1% Photo of Listing #1795710

$735,000 Active

  • 5 Beds
  • Baths
  • 0.52 Acres
  • 4,673 ft²

Single Family

148 Jacob Cir, Oregon, WI

MLS® #1795710

Tasteful Ranch Loaded W/amenities Situated On A Gorgeous, Cul-de-sac Lot W/walkout Ll In A Gated Community. Open Floor Plan Boasts Study, Formal Dining, Great Rm W/fabulous Views, Sun Porch That Steps Out To Deck & Patio. Master Suite W/luxurious Wic Shower...

Oregon Schools! Tucked Back On A Quiet Country ...

Photo of Listing #1801256

$719,900 Active

  • 4 Beds
  • 3 Baths
  • 2.81 Acres
  • 3,622 ft²

Single Family

1185 Judd Rd, Oregon, WI

MLS® #1801256

Oregon Schools! Tucked Back On A Quiet Country Rd. Sitting On 2.81 Beautiful Private Acres, This Custom Built 2 Story Has It All! From The Wonderful Front Porch You Enter Into A Large Open Foyer Overlooks Great Rm & Open Staircase. 3 Fp's, Main Fl. Mstr Ste...

This Stunning Ranch Is Situated On A 1+ Acre Lo...

REDUCED 3% Photo of Listing #1803448

$699,900 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...

Luxurious 4 Bedroom 3.5 Bath Custom Built 2 Sto...

Photo of Listing #1806055

$675,000 Active

  • 4 Beds
  • Baths
  • 0.29 Acres
  • 3,210 ft²

Single Family

988 Carnoustie Way, Oregon, WI

MLS® #1806055

Luxurious 4 Bedroom 3.5 Bath Custom Built 2 Story In Bergamont's 2017 Parade Of Homes. Incredible Gourmet Kitchen With Custom Cabinets, Black Stainless Steel Appliances, Quartz/granite Counters, Pantry, Center Island With Snack Bar. Enjoy The Sun Filled Gre...

Best Lot/view In Bergamont. Panoramic Hillside ...

Photo of Listing #1796876

$649,900 Active

  • 4 Beds
  • Baths
  • 0.45 Acres
  • 4,700 ft²

Single Family

624 Bergamont Blvd, Oregon, WI

MLS® #1796876

Best Lot/view In Bergamont. Panoramic Hillside Views, Backing To 2nd Tee Box, No House To The South. Sprinkler System, Heated 3 Car Garage, Covered Patio W/indoor Outdoor Gas Fireplace Overlooking Golf Course. Main Floor W/ Dream Kitchen's Kitchen, Formal D...

2017 Parade Of Homes. Flat Driveway Located On ...

Photo of Listing #1803975

$639,900 Active

  • 4 Beds
  • Baths
  • 0.45 Acres
  • 2,707 ft²

Single Family

117 Camelot Cir, Oregon, WI

MLS® #1803975

2017 Parade Of Homes. Flat Driveway Located On A Quiet Cul-de-sac. Panoramic Views From The Three-season Screened Porch With Gas Burning Fireplace And From The Kitchen/dining Space. Amish-built White Kitchen Cabinetry And Large Island. Quartz Counter Tops W...

Premier Custom Western Lodge Of Over 4,100 Sf S...

Photo of Listing #1802799

$630,000 Offer-Show

  • 4 Beds
  • Baths
  • 16 Acres
  • 4,140 ft²

Single Family

1207 S Fish Hatchery Rd, Oregon, WI

MLS® #1802799

Premier Custom Western Lodge Of Over 4,100 Sf Strategically Located On 16 Oregon Acres To Maximize Views, Privacy And Functionality (15 Minutes From Downtown Madison). This Pristine Propertunity Offers Stone Patios, Fire Pit, Pond, Ag And Pastures With Pano...

Upscale Ranch Style Home On Nearly 1 Full Acre ...

Photo of Listing #1795653

$630,000 Active

  • 5 Beds
  • Baths
  • 0.99 Acres
  • 3,926 ft²

Single Family

148 Inverness Cir, Oregon, WI

MLS® #1795653

Upscale Ranch Style Home On Nearly 1 Full Acre In Bergamont! Main Lvl Features Open Flr Plan W/ Cathedral Ceilings, Maple Flrs, 2 Fireplaces, Chefs Kitch W/ Granite Counters, Large Island/bar & Ss Appliances. Walkout To Wraparound Deck W/ Panoramic Views & ...

Completion June 10. 2017 Classic Homes Of Madis...

Photo of Listing #1795054

$620,000 Active

  • 4 Beds
  • Baths
  • 0.28 Acres
  • 3,019 ft²

Single Family

990 Carnoustie Way, Oregon, WI

MLS® #1795054

Completion June 10. 2017 Classic Homes Of Madison 4 Bedroom Parade Home In The Gated Section Of The Legend Of Bergamont Neighborhood Filled With Outstanding Craftsmanship & Custom Design. Spacious Open Floor Plan With Main Level Master Suite Including Tray ...

Immaculate 4 Bedroom 4.5 Bath Home In A Park-li...

Photo of Listing #1806750

$615,000 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...

An Entertainer's Dream In This Gated Golf/water...

Photo of Listing #1801085

$599,900 Active

  • 4 Beds
  • Baths
  • 1.34 Acres
  • 4,731 ft²

Single Family

722 Rinpoche Ln, Oregon, WI

MLS® #1801085

An Entertainer's Dream In This Gated Golf/waterpark/tennis Community...bar/lounge Area With 20' Wide Wet Bar With Rustic Cherry Bar & Cabinetry, Copper Countertop/sink, Stone Surround, Full Appliance Set & Hand Troweled/stained Floor. Plus Theater Room, Fam...

Premier Custom Western Lodge Of Over 4,100 Sf S...

Photo of Listing #1802802

$599,000 Offer-Show

  • 4 Beds
  • Baths
  • 12 Acres
  • 4,140 ft²

Single Family

1207 S Fish Hatchery Rd, Oregon, WI

MLS® #1802802

Premier Custom Western Lodge Of Over 4,100 Sf Strategically Located On 12 Oregon Acres To Maximize Views, Privacy And Functionality (15 Minutes From Downtown Madison). This Pristine Propertunity Offers Stone Patios, Fire Pit, Pond, Ag And Pastures With Pano...

You’ll Love This Beautiful, Corner Lot, 2 Story...

Photo of Listing #1800737

$595,000 Active

  • 4 Beds
  • Baths
  • 0.34 Acres
  • 3,432 ft²

Single Family

988 Alpine Pky, Oregon, WI

MLS® #1800737

You’ll Love This Beautiful, Corner Lot, 2 Story Home With 4 Bedrooms, 3.5 Baths And Countless Amenities. Spacious Kitchen With Oversized Island, Stainless Steel Appliances And Quartz Countertops. The Custom Designed Open First Floor Includes Dinette, Great ...

Exceptional Custom Built Ranch On Beautiful Cul...

Photo of Listing #1806367

$589,900 Offer-Bump

  • 4 Beds
  • 3 Baths
  • 0.68 Acres
  • 3,231 ft²

Single Family

151 Jacob Cir, Oregon, WI

MLS® #1806367

Exceptional Custom Built Ranch On Beautiful Cul De Sac In Bergamont. Open Concept Floor Plan W/gleaming Cherry Floors. Gourmet Kitchen W/oversized Island, Double Oven, Gas Cooktop, Walk In Pantry & Wet Bar. Private Master Suite W/large Walk In Closet, Spa L...

This Open Concept Ranch Home Combines Extreme H...

Photo of Listing #1806483

$579,900 Active

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

Single Family

835 Augusta Dr, Oregon, WI

MLS® #1806483

This Open Concept Ranch Home Combines Extreme High End With A Family Feel! Gorgeous Wood Floors Flow Through This Rambler Upon Entrance! Kitchen Is Absolutely Breathtaking W/all Stainless Appliances, Granite Tops, Tons Of Cabinet Space, Fabulous Breakfast B...

This Custom Built Two Story Exudes Elegance On ...

Photo of Listing #1804699

$559,999 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...

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