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:

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

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...

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...

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...

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...

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 June. Jump In Now To Work With Builder On Interior Finishes Such As A Possible Finished Basement Or Bonus Room, Or To Decide...

Gorgeous Executive Estate On The Hill Offers St...

REDUCED 6% Photo of Listing #1793014

$739,900 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...

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...

NEW Photo of Listing #1803448

$719,000 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...

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...

*under Construction* 2017 Parade Of Homes. Flat...

NEW 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

*under Construction* 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. ...

Escape To Your Private 4 Bdrm, 3 1/2 Bath Retre...

Photo of Listing #1802820

$635,000 Active

  • 4 Beds
  • Baths
  • 6.8 Acres
  • 3,258 ft²

Single Family

790 Whispering Oaks Rd, Oregon, WI

MLS® #1802820

Escape To Your Private 4 Bdrm, 3 1/2 Bath Retreat That Sits High On A Moraine W/6.8 Acres Perfect For Gardening & Animals & Borders A 23 Acre Park! Stunning Renovations In '08 & '12; 1st Flr Features Cumaru Wood Flrs, New Trim, Doors, Powder & Laundry Rm! S...

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 ...

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 ...

This Open Concept Ranch Home Combines Extreme H...

Photo of Listing #1800121

$584,900 Active

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

Single Family

835 Augusta Dr, Oregon, WI

MLS® #1800121

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...

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

REDUCED 2% Photo of Listing #1790946

$559,900 Offer-Bump

  • 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...

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 Offer-Show

  • 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...

Custom 4 Bedroom, 2-story Home In The Legend At...

Photo of Listing #1800639

$525,000 Active

  • 4 Beds
  • Baths
  • 0.3 Acres
  • 2,722 ft²

Single Family

876 Raven Ct, Oregon, WI

MLS® #1800639

Custom 4 Bedroom, 2-story Home In The Legend At Bergamont! Very Well-appointed Interior Boasts Hardwood And Tile Floors, Painted Trim, 9-ft Ceilings On Main Level, Great Room W/gas Fireplace, Front Office/flex Room, Large Mud Room W/lockers & Drop Zone, And...

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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