Oregon, WI Homes

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  /58

  $599,000 Pending

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

  849 Ashworth Dr, Oregon, WI 53575

  This beautifully maintained 3-bedroom, 2.5-bath gem offers the perfect blend of comfort, style, and versatility. Step inside to discover a bright and spacious layout featuring a sun-drenched living area, a cozy den ideal for a home office or reading nook, a sleek, modern kitchen , and a charming dining space. Upstairs, you’ll find three bedrooms, including a serene primary suite complete with an

  

  Kelley Muselman

  Realty Executives Cooper Spransy

  (608) 401-4324

  849 Ashworth Dr, Oregon, WI 53575
• Explore Oregon

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  /44

  $1,645 - $2,045 per month

  The Flats - 100 (Building 4)

  1 - 2 Beds

  100-180 Peterson Trail, Oregon, WI 53575

  Brand new one and two bedroom apartments located in Oregon. Each unit is equipped with stainless steel appliances, granite countertops and your own washer and dryer. The units have large open floor plans, walk in closets, 9 foot ceilings (2nd floor offers vaulted ceilings), and many more upgrades. Units also include a private entrance and a one car garage.Pet friendly, Pet fee and

  100-180 Peterson Trail, Oregon, WI 53575
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  /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
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  /58

  Est $488,820 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  4774 Coolidge St, Oregon, WI 53575

  4774 Coolidge St, Oregon, WI 53575
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  /41

  $665,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,927 Sq Ft

  859 Pleasant Oak Dr, Oregon, WI 53575

  4-bedroom Oregon propertunity nestled into its own park setting complete with wrap around porch, gazebo and walking trails. This gem enjoys kitchen along with bathroom remodels. The cooks kitchen is perfect for entertaining and meal prepping for the whole week. Your morning starts with a coffee/tea in the alcove overlooking the backyard/personal park and for diner enjoy the formal dining room

  

  Jason McGill

  KJK & Associates, LLC

  (608) 830-1196

  859 Pleasant Oak Dr, Oregon, WI 53575
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  /32

  $2,040 - $2,405 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
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  /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 $395,569

  Last Listing Agent Robin Anderson-Guernsey Stark Company, REALTORS

  187 Sterling Dr, Oregon, WI 53575
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  /39

  Est $376,508 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,512 Sq Ft

  378 Sterling Dr Unit 9, Oregon, WI 53575

  378 Sterling Dr Unit 9, Oregon, WI 53575
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  /36

  $475,000

  • 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
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  /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
• 

  /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

  Current Estimated Value $628,362

  Last Listing Agent Emily Ostermiller First Weber Inc

  449 Peterson Trail, Oregon, WI 53575
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  /90

  Est $1,164,794 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,185 Sq Ft

  975 Carnoustie Way, Oregon, WI 53575

  975 Carnoustie Way, Oregon, WI 53575
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  /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
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  /34

  $1,300 - $1,700 per month

  The Commons of Foxboro

  1 - 2 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
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  /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 $386,292

  Last Listing Agent Doug Noot EXP Realty, LLC

  194 Elliott Ln, Oregon, WI 53575
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  /50

  Est $547,777 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  386 Humble Cir, Oregon, WI 53575

  386 Humble Cir, Oregon, WI 53575
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  /17

  $614,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft

  Ridgefield Plan at Highlands of Netherwood, Oregon, WI 53575

  This single-story home is designed to offer low-maintenance living and great space to grow. A modern open layout is situated among the large family room, kitchen and breakfast room, with an attached covered patio to offer seamless indoor-outdoor living. Found off the foyer are two secondary bedrooms, while tucked away in the back corner for maximum privacy is the sprawling owner’s suite with a

  Lennar Builder

  441 Peterson Trail Unit 36033756, Oregon, WI 53575
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  /5

  $853 - $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
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  /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
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  /30

  Est $392,097 Not Listed For Sale

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

  474 Ithaca Ct, Oregon, WI 53575

  474 Ithaca Ct, Oregon, WI 53575
• 

  

  /20

  $564,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  Rutherford II Plan at Highlands of Netherwood, Oregon, WI 53575

  This new single-story home provides the convenience of having everything laid out on one level. It features an open design among the living room, dining room and kitchen, which has a large center island. The covered front porch and back patio enhance outdoor enjoyment. Included are two secondary bedrooms and an owner’s suite tucked in a back corner of the home for privacy.

  Lennar Builder

  441 Peterson Trail Unit 36033761, 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
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  /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 $558,467

  Last Listing Agent Julie Bollig RE/MAX Preferred

  2024 Sand Hill Rd, Oregon, WI 53575
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  /32

  Est $447,101 Not Listed For Sale

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

  494 Ithaca Ct, Oregon, WI 53575

  494 Ithaca Ct, Oregon, WI 53575
• 

  

  /23

  $567,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  Siena II Plan at Highlands of Netherwood, Oregon, WI 53575

  Designed for low-maintenance living, this single-story home showcases an open-concept kitchen that overlooks the family room and dining room in an ideal set-up for seamless transitions between spaces. At the front of the home are two secondary bedrooms to provide restful retreats, while in a back corner is the private owner’s suite with a full-sized bathroom. A two-car garage offers versatile

  Lennar Builder

  441 Peterson Trail Unit 36033758, 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
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  /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 $442,850

  Last Listing Agent Nick DeMaria Stark Company, REALTORS

  551 Campo Ln, Oregon, WI 53575
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  /42

  Est $432,520 Not Listed For Sale

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

  475 Ithaca Ct, Oregon, WI 53575

  475 Ithaca Ct, Oregon, WI 53575
• 

  

  /27

  $616,900 New Construction

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

  Wren Plan at Highlands of Netherwood, Oregon, WI 53575

  This two-story home combines modern comfort with convenience. Found off the foyer is a flex room for versatile needs, followed by a cohesive open main living area with direct access to the backyard for indoor-outdoor activities. In a private corner of the first floor is a study ideal for at-home work. Upstairs are three secondary bedrooms and the spacious owner’s suite with a full-sized bathroom.

  Lennar Builder

  441 Peterson Trail Unit 36033754, 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
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  /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 $289,054

  Last Listing Agent Shelia Reese Redfin Corporation

  5457 W Netherwood Rd, Oregon, WI 53575
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  /8

  Est $315,177 Not Listed For Sale

  312 Kassander Way, Oregon, WI 53575

  312 Kassander Way, Oregon, WI 53575
• 

  

  /24

  $606,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  Townsend Plan at Highlands of Netherwood, Oregon, WI 53575

  This two-story home combines comfort with convenience. Off the foyer is a versatile flex room well-suited for hosting guests, while down the hallway is a cohesive open layout among the kitchen, dining room and family room. The second level is occupied by all four bedrooms to provide restful retreats, including the spacious owner’s suite with a private full-sized bathroom. Completing the home is a

  Lennar Builder

  441 Peterson Trail Unit 36033759, 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 $392,190

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

  245 S Burr Oak Ave, Oregon, WI 53575
• 

  

  /8

  Est $513,314 Not Listed For Sale

  306 Kassander Way, Oregon, WI 53575

  306 Kassander Way, Oregon, WI 53575
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  /56

  $425,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  190 S Oak St, Oregon, WI 53575

  Value Range Pricing $425,000-$450,000. Ranch style living you've been waiting for. This roomy 4 bedroom selection is located on a spacious, fenced, corner lot in the heart of Oregon. Local amenities, restaurants, the nearby dog park, downtown, and more are at your fingertips. Plus, you're just a short distance from Madison and all it has to offer. Natural light flows freely throughout this lovely

  Sheryl Schroeder Coldwell Banker Real Estate Group

  190 S Oak St, 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
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  /7

  Est $771,006 Not Listed For Sale

  426 Kassander Way, Oregon, WI 53575

  426 Kassander Way, Oregon, WI 53575
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  /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
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  /38

  $423,500 Sold May 02, 2025

  248 N Main St, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Above List Price
  • $253/SF
  • 2 Days On Market

  Current Estimated Value $414,134

  Last Listing Agent Matt Winzenried Realty Executives Cooper Spransy

  248 N Main St, Oregon, WI 53575

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