Oregon, WI Homes

• 

  

  

  /71

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 4,057 Sq Ft

  1484 Ravenoaks Trail, Oregon, WI 53575

  Showings start 1/15 Tucked away in the beautiful Ravenoaks neighborhood, this stunning home offers space, privacy, and peaceful views. Featuring 3 bedrooms, 2.5 bathrooms, and a rare 4-car garage, it sits on an expansive lot. Enjoy a tranquil backyard setting—perfect for morning coffee, evening unwinds, or watching the seasons change. The thoughtful layout provides flexible living spaces for

  

  Kelley Muselman

  Realty Executives Cooper Spransy

  (608) 610-1034

  1484 Ravenoaks Trail, Oregon, WI 53575
• Explore Oregon

• 

  

  

  /44

  $1,645 - $2,045 per month

  The Flats - 100 (Building 4)

  1 - 2 Beds

  100-180 Peterson Trail, Oregon, WI 53575

  Welcome Home Bonus!Sign a lease within 24 hours of your showing to receive one month of rent free with a 12-month lease.Your new home is ready — let us help make your move easier.Terms and conditions apply. Offer valid for new leases only.Brand new one and two bedroom apartments located in Oregon. Each unit is equipped with stainless steel appliances, granite countertops and

  100-180 Peterson Trail, Oregon, WI 53575
• 

  

  

  /29

  $1,200,000 Sold Nov 13, 2025

  670 Inverness St, Oregon, WI 53575

  • 5 Beds
  • 6 Baths
  • 5,729 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $209/SF
  • 31 Days On Market

  Last Listing Agent Sarah Gabrielse Devout Real Estate Group, LLC

  670 Inverness St, Oregon, WI 53575
• 

  

  

  /41

  Est $480,403 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,018 Sq Ft

  918 Foxboro Dr, Oregon, WI 53575

  918 Foxboro Dr, Oregon, WI 53575
• 

  

  

  /38

  $435,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  4700 Holm Rd, Oregon, WI 53575

  Showings start Jan.30! Sun Filled ranch on a quiet cul de sac with an amazing lot! This beauty has so much to offer. New Kitchen, New Roof, New Siding, New Gutters and downspouts, New Fence, Remodeled bathrooms, Closet systems, New well pump and pressure tank, and the list goes on! Whether you are a first time homebuyer or downsizing this house will suit your needs. Need more space? The LL is

  

  Karen Tetzlaff

  Realty Executives Cooper Spransy

  (608) 408-1864

  4700 Holm Rd, Oregon, WI 53575
• 

  

  /32

  $2,040 - $2,460 per month

  Bergamont Townhomes

  2 - 3 Beds

  225 Bergamont Blvd, Oregon, WI 53575

  Townhomes with an open floor plan in scenic Oregon, WI. With a world-class golf course, exclusive clubhouse and swimming pool right down the road, you're just minutes from a lifestyle of luxury.

  225 Bergamont Blvd, Oregon, WI 53575
• 

  

  /58

  $587,500 Sold Jan 16, 2026

  849 Ashworth Dr, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 2,683 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $219/SF
  • 40 Days On Market

  Last Listing Agent Kelley Muselman Realty Executives Cooper Spransy

  849 Ashworth Dr, Oregon, WI 53575
• 

  

  /26

  Est $236,165 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,055 Sq Ft

  909 Park St Unit 201, Oregon, WI 53575

  909 Park St Unit 201, Oregon, WI 53575
• 

  

  /36

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,560 Sq Ft

  402 Concord Dr, Oregon, WI 53575

  Rare propertunity with golf course views, extra parcel for expanded side yard, 3rd and 4th bedroom options in the Oregon School District. This ranch has the master bedroom on the main floor with a 2nd master suite in the lower level. Cooks’ kitchen offers enough space for all your favorite kitchen gadgets and space to prep for parties. Formal dining room flows into the living room with fireplace

  

  Jason McGill

  KJK & Associates, LLC

  (608) 820-0572

  402 Concord Dr, Oregon, WI 53575
• 

  

  /22

  $1,025 - $2,200 per month

  Prairie Brook

  Studio - 3 Beds

  917 Janesville St, Oregon, WI 53575

  Nestled in the Village of Oregon, the Prairie Brook Apartments are in a great location for families, young professionals, retirees and more! There are many local parks nearby and the Jon Blanchard Dog Park is just minutes from your door. This new construction complex features many desirable amenities including on-site office, fitness center, community room, gazebo, grilling area and more. Each

  917 Janesville St, Oregon, WI 53575
• 

  

  /46

  $400,000 Sold Apr 16, 2025

  187 Sterling Dr, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • Built 1962

  Last Sold Summary

  • $248/SF
  • 27 Days On Market

  Current Estimated Value $395,257

  Last Listing Agent Robin Anderson-Guernsey Stark Company, REALTORS

  187 Sterling Dr, Oregon, WI 53575
• 

  

  /46

  Est $468,962 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,224 Sq Ft

  850 Violet Ln, Oregon, WI 53575

  850 Violet Ln, Oregon, WI 53575
• 

  

  /7

  $3,750,000

  • Land
  • 20 Acres
  • $187,500 per Acre

  5431 Lincoln Rd, Oregon, WI 53575

  Prime development opportunity! This property on Lincoln Rd offers exceptional potential for builders and investors with ample acreage and convenient access to Hwy 14 and Hwy M. Ideally located near the new Library, Post Office, Bergamont Subdivision, and directly across from holes 13 and 14 of The Legend at Bergamont Golf Course, the site is perfectly positioned for a new subdivision,

  

  Allen Morris

  Berkshire Hathaway HomeServices True Realty

  (608) 691-6330

  5431 Lincoln Rd, Oregon, WI 53575
• 

  

  /36

  $1,050 - $1,895 per month

  The Commons of Foxboro

  Studio - 3 Beds

  218 Wolfe St, Oregon, WI 53575

  **FIRST MONTH RENT FREE WITH A 12 MONTH LEASE!**(Promo applies to new tenants only)Tenant is responsible for gas, electric, internet & cable.Dogs (up to 40lbs) and cats are welcome for $40/month per pet and a $250 refundable pet deposit.Rental Requirements:1) 3X monthly rent income2) Credit Check3) Criminal background check4) Tenant rental

  218 Wolfe St, Oregon, WI 53575
• 

  /2

  $629,900 Sold Apr 11, 2025

  449 Peterson Trail, Oregon, WI 53575

  • 4 Beds
  • 2.5 Baths
  • 2,907 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $217/SF
  • 34 Days On Market

  Last Listing Agent Emily Ostermiller First Weber Inc

  449 Peterson Trail, Oregon, WI 53575
• 

  

  /54

  Est $833,070 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,161 Sq Ft

  609 Interlachen Ave, Oregon, WI 53575

  609 Interlachen Ave, Oregon, WI 53575
• 

  

  /88

  $1,400,000

  • 5 Beds
  • 5 Baths
  • 4,599 Sq Ft

  1331 County Road D, Oregon, WI 53575

  Stunning 5.7 acre ranch offering the perfect balance of peaceful country living and convenience, located in the highly sought after Oregon School District. This beautifully updated 5 bedroom, 3 full & 2 half bath home is thoughtfully designed for comfort, functionality, and entertaining. Featuring a private in-law suite with kitchen, two dedicated office spaces, laundry on both floors with main

  Jessica West Realty Executives Cooper Spransy

  1331 County Road D, Oregon, WI 53575
• 

  

  /26

  $1,528 - $2,149 per month

  Main Street Townhomes

  3 Beds

  249 N Main St, Oregon, WI 53575

  Fall in love with home again at Main Street Townhomes, Oregon, WI’s newest workforce housing community where charm meets convenience. Nestled in the heart of downtown, these spacious 3-bedroom townhomes offer a thoughtfully designed floorplan with high-end finishes, an attached garage, and generous storage — all tailored for households at 30–80% AMI. Opening in November 2025, it’s where

  249 N Main St, Oregon, WI 53575
• 

  

  /65

  $379,900 Sold May 27, 2025

  194 Elliott Ln, Oregon, WI 53575

  • 3 Beds
  • 3 Baths
  • 2,384 Sq Ft
  • Built 2016

  Last Sold Summary

  • 5% Below List Price
  • $159/SF
  • 103 Days On Market

  Current Estimated Value $386,360

  Last Listing Agent Doug Noot EXP Realty, LLC

  194 Elliott Ln, Oregon, WI 53575
• 

  

  /24

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,145 Sq Ft

  1010 Oregon Parks Ave, Oregon, WI 53575

  1010 Oregon Parks Ave, Oregon, WI 53575
• 

  

  /74

  $1,275,000

  • 4 Beds
  • 5 Baths
  • 4,891 Sq Ft

  939 Carnoustie Way, Oregon, WI 53575

  Experience exceptional views overlooking the 3rd fairway of The Legend at Bergamont Golf Course from this stunning custom residence. Showcasing parade-quality craftsmanship and timeless design, the home features a handcrafted walnut entry door and an elegant exterior. The vaulted great room impresses with a floor-to-ceiling stone fireplace, while the gourmet kitchen delights with Amish-built

  Shelly Sprinkman Sprinkman Real Estate

  939 Carnoustie Way, Oregon, WI 53575
• 

  

  /20

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  290 Orchard Dr Unit 4, Oregon, WI 53575

  This upper floor 2 bed, 1 bath unit is in a great location close to vibrant downtown Oregon and walkable to Oregon School District schools. Enjoy nearby restaurants and shopping, while also being conveniently located near the highway for easy commuting to Madison. The well-maintained brick building features units with a massive kitchen showcasing sleek black cabinets and a large stainless steel

  290 Orchard Dr Unit 4, Oregon, WI 53575
• 

  

  /3

  $300,000 Sold Nov 03, 2025

  L385 Interlachen Ave, Oregon, WI 53575

  • Land
  • 0.5 Acre
  • $600,000 per Acre

  Last Sold Summary

  • 7% Above List Price
  • 314 Days On Market

  Last Listing Agent Jordan Armentrout Pinnacle Real Estate Group LLC

  L385 Interlachen Ave, Oregon, WI 53575
• 

  

  /14

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,519 Sq Ft

  978 Merri-Hill Dr, Oregon, WI 53575

  978 Merri-Hill Dr, Oregon, WI 53575
• 

  

  /19

  $549,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,087 Sq Ft

  468 Stoddard Dr, Oregon, WI 53575

  This Everest home features a smart, open layout and checks off all your boxes. 4 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home offers a one-year limited

  Kyle Wachter Stark Company, REALTORS

  468 Stoddard Dr, Oregon, WI 53575
• 

  

  /19

  $1,225 per month

  Twin Peaks

  1 - 2 Beds

  881-889 Janesville St, Oregon, WI 53575

  Beautiful townhomes located in Oregon WI. Easy access to the HWY, yet in a quiet area. All units come with attached 1.5 car (Shotgun Style) garage.No pets.**The appearance of the unit may vary slightly. We strongly encourage viewing the unit in person before signing any lease agreement. Opting to skip a showing is entirely at the renter's discretion.**

  881-889 Janesville St, Oregon, WI 53575
• 

  

  /33

  $555,000 Sold Jun 11, 2025

  2024 Sand Hill Rd, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 2,320 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 12 Days On Market

  Current Estimated Value $546,493

  Last Listing Agent Julie Bollig RE/MAX Preferred

  2024 Sand Hill Rd, Oregon, WI 53575
• 

  

  /30

  Est $408,110 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft

  474 Ithaca Ct, Oregon, WI 53575

  474 Ithaca Ct, Oregon, WI 53575
• 

  

  /22

  $715,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,395 Sq Ft

  495 Foxfield Rd, Oregon, WI 53575

  New construction home nearing completion, designed with both style and functionality. The main level offers an open-concept floor plan with vaulted ceilings, a spacious great room with a cozy fireplace, a secondary bedroom, and a full bathroom. The owner’s suite is conveniently located on the main level and features a private bath and a walk-in closet. The finished lower level expands your living

  Lindsey Kramer Madison Property Management, Inc.

  495 Foxfield Rd, Oregon, WI 53575
• 

  

  /20

  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft
  • House for Rent

  291 N Bergamont Blvd, Oregon, WI 53575

  Rare find Duplex in Oregon. Located in the heart of beautiful Oregon WI. 12 minutes from Madison. This Alterra Design Home features open floor plan, open kitchen, living room features big windows with great sunlight, large Quartz kitchen island, SS appliances, pantry, mudroom. Upper level primary bedroom, 2nd and 3rd bedroom. 2 Car garage. Private Patio and yard space. Minutes from Coffee shops,

  291 N Bergamont Blvd, Oregon, WI 53575
• 

  

  /18

  $429,900 Sold Feb 24, 2025

  551 Campo Ln, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,532 Sq Ft
  • Built 2024

  Last Sold Summary

  • $281/SF
  • 151 Days On Market

  Current Estimated Value $444,702

  Last Listing Agent Nick DeMaria Stark Company, REALTORS

  551 Campo Ln, Oregon, WI 53575
• 

  

  /32

  Est $444,399 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,051 Sq Ft

  494 Ithaca Ct, Oregon, WI 53575

  494 Ithaca Ct, Oregon, WI 53575
• 

  

  /42

  $604,900 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,607 Sq Ft

  1226 Denmark Cir Unit 49, Oregon, WI 53575

  Eligible buyers may qualify for a FIXED 30-year 4.75% (5% down) -- IF closed by Feb 27, 26 with Lennar Mortgage. The Wren A will be available for move in Jan/Feb'26. This stunning 2-story home offers 5 bedrooms, 2.5 baths, a 3 car garage, and a thoughtfully designed layout. High-end finishes include quartz countertops, engineered hardwood flooring, stainless steel appliances, and smart home

  Emily Ostermiller First Weber Inc

  1226 Denmark Cir Unit 49, Oregon, WI 53575
• 

  

  /28

  $261,000 Sold Feb 12, 2025

  5457 W Netherwood Rd, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 1,327 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Above List Price
  • $197/SF
  • 2 Days On Market

  Current Estimated Value $289,708

  Last Listing Agent Shelia Reese Redfin Corporation

  5457 W Netherwood Rd, Oregon, WI 53575
• 

  

  /42

  Est $440,443 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft

  475 Ithaca Ct, Oregon, WI 53575

  475 Ithaca Ct, Oregon, WI 53575
• 

  

  /25

  $569,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  1214 Denmark Cir Unit 50, Oregon, WI 53575

  Eligible buyers may qualify for a FIXED 30-year 4.75% (5% down) -- IF closed by Feb 27, 26 with Lennar Mortgage. The Siena B will be available for move in Jan/Feb'26. This stunning ranch home offers 3 bedrooms, 2 baths, and a thoughtfully designed layout. High-end finishes include quartz countertops, engineered hardwood flooring, stainless steel appliances, and smart home features for modern

  Emily Ostermiller First Weber Inc

  1214 Denmark Cir Unit 50, Oregon, WI 53575
• 

  

  /27

  $395,000 Sold Mar 24, 2025

  245 S Burr Oak Ave, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,699 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $232/SF
  • 16 Days On Market

  Current Estimated Value $391,373

  Last Listing Agent Brogan Brunker @properties-elleven Christie's

  245 S Burr Oak Ave, Oregon, WI 53575
• 

  

  /8

  Est $532,920 Not Listed For Sale

  306 Kassander Way, Oregon, WI 53575

  306 Kassander Way, Oregon, WI 53575
• 

  

  /48

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  938 Johnson Ave, Oregon, WI 53575

  Discover a home that blends modern updates with timeless comfort, plus the added benefit of a versatile outbuilding ideal for hobbies or storage! Inside you’ll find charming wood floors & 6-panel doors, contemporary light fixtures, & a shiplap accent wall in the primary bdrm. You’ll love the custom coffee bar, closet organizers in each bdrm, & finished LL designed for entertaining with a

  Hansen Home Team Real Broker LLC

  938 Johnson Ave, Oregon, WI 53575
• 

  /2

  $626,007 Sold Sep 25, 2025

  1233 Denmark Cir Unit 37, Oregon, WI 53575

  • 4 Beds
  • 2.5 Baths
  • 2,607 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $240/SF
  • 55 Days On Market

  Last Listing Agent Emily Ostermiller First Weber Inc

  1233 Denmark Cir Unit 37, Oregon, WI 53575

Showing Results 1 - 40, Page 1 of 18