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
Over $1,000,000
63 Properties Found. Page 1 of 3

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...

Price Reduction!!!!! One Of The Largest Lots I...

REDUCED 6% Photo of Listing #1784340

$850,000 Active

  • 6 Beds
  • 4 Baths
  • 0.71 Acres
  • 3,691 ft²

Single Family

644 Inverness St, Oregon, WI

MLS® #1784340

Price Reduction!!!!! 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 Entertaining Or...

Gorgeous Executive Estate On The Hill Offers St...

REDUCED 5% Photo of Listing #1793014

$849,900 Active

  • 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...

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

NEW Photo of Listing #1797780

$839,900 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...

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

Photo of Listing #1794893

$799,000 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...

Rare Offering! 30+ Acres Minutes South Of Madis...

NEW Photo of Listing #1797456

$749,900 Active

  • 4 Beds
  • Baths
  • 30 Acres
  • 3,049 ft²

Single Family

1164 S Fish Hatchery Rd, Oregon, WI

MLS® #1797456

Rare Offering! 30+ Acres Minutes South Of Madison Zoned A-2 & C-1. Property Consists Of 3 Premier Cleary Bdlgs, 1 For Animals(50x80), 1 For Hay & Farm Equip.(50x80), And 1 On The 1.2 Acre C-1 Parcel Set Up For Retail Business/warehouse, Plus Impressive 4 B...

Property Is Still Under New Construction By An ...

Photo of Listing #1793798

$749,000 Active

  • 3 Beds
  • Baths
  • 0.54 Acres
  • 3,196 ft²

Single Family

111 Inverness Cir, Oregon, WI

MLS® #1793798

Property Is Still Under New Construction By An Excellent And Experienced Local Custom Home Builder With Estimated Completion In Late April. Jump In Now To Work With Builder On Interior Finishes Such As A Possible Finished Basement Or Bonus Room, Or To Decid...

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

Photo of Listing #1795710

$745,000 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...

Rare Offering! 13+/- Acres Minutes South Of Ma...

NEW Photo of Listing #1797457

$698,000 Active

  • 4 Beds
  • Baths
  • 13 Acres
  • 3,049 ft²

Single Family

1164 S Fish Hatchery Rd, Oregon, WI

MLS® #1797457

Rare Offering! 13+/- Acres Minutes South Of Madison Zoned A-2 & C-1. Property Consists Of 3 Premier Cleary Bdlgs, 1 For Animals(50x80), 1 For Hay & Farm Equip.(50x80), And 1 On The 1.2 Acre C-1 Parcel Set Up For Retail Business/warehouse, Plus Impressive ...

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 North. 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...

Executive Home In Mint Condition On The Course(...

REDUCED 5% Photo of Listing #1771665

$649,900 Offer-Bump

  • 5 Beds
  • Baths
  • 0.52 Acres
  • 3,879 ft²

Single Family

630 Inverness St, Oregon, WI

MLS® #1771665

Executive Home In Mint Condition On The Course(hole #11) W/ Walkout Exposure In Gated Golf/waterpark Community. Elegantly Appointed-antique White Trim, 11' Ceilings, Solid 1/4 Sawn Hardwood Floors, Built-ins, Lighted Tray Ceilings, Custom Tile Shower & Open...

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 ...

Beautiful Private Country Home!! Feel The Stre...

Photo of Listing #1795497

$589,900 Offer-Show

  • 3 Beds
  • Baths
  • 9.3 Acres
  • 4,600 ft²

Single Family

1305 Hobby Horse Rd, Oregon, WI

MLS® #1795497

Beautiful Private Country Home!! Feel The Stress Of The Day Melt Away As You Enjoy This Peaceful Setting Relaxing On Your Large Deck With Wildlife All Around. Overlook 9+ Acres From The 2 Story Great Room With Expansive Windows And A 2 Story Stacked Stone...

The Lux Is A Stunning Look At Midwest Homes - M...

REDUCED 2% Photo of Listing #1790946

$559,900 Active

  • 4 Beds
  • Baths
  • 0.26 Acres
  • 2,642 ft²

Single Family

976 Alpine Pky, Oregon, WI

MLS® #1790946

The Lux Is A Stunning Look At Midwest Homes - Multi-award Winning - Custom Builder. Prairie With Modern, Poignant Architecture That Feels At Home. The Lux Features A Stunning Balcony Overlooking The Legend. The Two-story Great Room, With Gas Fireplace, Open...

Open And Bright 4 Bedroom 3.5 Bath Custom Built...

REDUCED 5% Photo of Listing #1779361

$549,000 Offer-Show

  • 3 Beds
  • Baths
  • 0.43 Acres
  • 2,891 ft²

Single Family

932 Carnoustie Way, Oregon, WI

MLS® #1779361

Open And Bright 4 Bedroom 3.5 Bath Custom Built Ranch Home In The Legend At Bergamont. This Well Appointed 2016 Parade Home Offers An Incredible Gourmet Kitchen With Stainless Appliances, Cambria Quartz Counters And Large Center Island With Snack Bar. Spaci...

Completion April 2017. New Ranch Home Located ...

Photo of Listing #1790317

$539,900 Offer-Bump

  • 5 Beds
  • Baths
  • 0.36 Acres
  • 3,508 ft²

Single Family

848 Raven Ct, Oregon, WI

MLS® #1790317

Completion April 2017. New Ranch Home Located On Popular Raven Court. Spacious Floor Plan With Over 3,500 Sqft Of Living Space With Plenty Of Additional Storage. 5 Bedrooms, 4 Bath With An Exercise/flex Room And Home Office. Over Sized 3 Car Garage With St...

Incredible 4 Bedroom 3.5 Bath Custom Built Ranc...

Photo of Listing #1795339

$529,000 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...

Stunning Custom Built 2 Story With Incredible G...

REDUCED 4% Photo of Listing #1750217

$529,000 Active

  • 4 Beds
  • Baths
  • 0.27 Acres
  • 2,801 ft²

Single Family

940 Alpine Pky, Oregon, WI

MLS® #1750217

Stunning Custom Built 2 Story With Incredible Golf Course Views Of The Legend At Bergamont! Enjoy The Gourmet Kitchen With Custom Cabinets, Cambria Quartz Counters, Huge Center Island And Pantry. Spacious Great Room With Gas Fireplace And Hardwood Floors Le...

Vpr $500,000-$550,000. New Construction Without...

Photo of Listing #1797052

$500,000 Active

  • 5 Beds
  • Baths
  • 0.37 Acres
  • 3,461 ft²

Single Family

568 Lexington Dr, Oregon, WI

MLS® #1797052

Vpr $500,000-$550,000. New Construction Without The Wait! New 5 Bed, 3.5 Bath Transitional Home Located On Golf Course. Kitchen Features Elegant Granite Counters, 13x5 Walk-in Pantry, Glass Tile Backsplash, Cooktop W/ Hood Fan, Dual Ovens & Island W/ Breakf...

Gated/golf/waterpark Community, Nearly 1/2 Acre...

REDUCED 2% Photo of Listing #1786154

$499,900 Active

  • 4 Beds
  • Baths
  • 0.47 Acres
  • 2,734 ft²

Single Family

1136 Winged Foot Dr, Oregon, WI

MLS® #1786154

Gated/golf/waterpark Community, Nearly 1/2 Acre Lot, Impeccably Maintained & Impressive Amenities-control 4 Home Automation System (lights/audio, Ipad Incl For Operation), Granite, Travertine Stone Backsplash, Custom Cherry Cabinets/built-ins/mantel, Brazil...

Totally Private 36 Acre Homestead End Of Dead E...

Photo of Listing #1793873

$490,000 Active

  • 3 Beds
  • 2 Baths
  • 36 Acres
  • 1,781 ft²

Single Family

615 Marvin Ln, Oregon, WI

MLS® #1793873

Totally Private 36 Acre Homestead End Of Dead End Road 20 Minutes From Downtown Madison, Oregon Schools. Gorgeous Views, Gently Rolling Hills, Meadows, Fields, Mature Trees, And Gardens. Older Home With Updated Large Sun Room, Vaulted Ceilings, Skylights, H...

Beautiful New 5 Bed, 3.5 Bath, Craftsman-style ...

Photo of Listing #1787243

$490,000 Offer-Show

  • 5 Beds
  • Baths
  • 0.29 Acres
  • 3,799 ft²

Single Family

886 Alpine Pky, Oregon, WI

MLS® #1787243

Beautiful New 5 Bed, 3.5 Bath, Craftsman-style Home Overlooking Green Space & Pond In Legend At Bergamont! Very Well-appointed W/birch Floors, Tile Floors In Baths & Laundry, Maple Cabinetry, Granite C-tops, Appliance Package, Oversized Pella Windows, & The...

New Listing! Showings Start Sun 2/19! Major R...

Photo of Listing #1794882

$475,000 Offer-Show

  • 5 Beds
  • 3 Baths
  • 0.36 Acres
  • 3,766 ft²

Single Family

501 Concord Dr, Oregon, WI

MLS® #1794882

New Listing! Showings Start Sun 2/19! Major Remodel! 5+br/3ba Ranch In Oregon On The Foxboro Golf Course! Stunning Kitchen & Open-concept Featuring High-end Appliances, Quartz Counter-tops, Subzero Refrigerator & Surround Sound Throughout. Enjoy A Glass ...

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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