Oregon, WI Homes

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  /62

  $381,000

  $9K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  507 Janesville St, Oregon, WI 53575

  This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. A expansive 33'6"x22'6" garage fully insulated and recently sheet rocked and painted. The garage and second floor were added in 2015, 2016 and includes two bedrooms

  

  Steve Evers

  Great Rock Realty LLC

  (608) 802-4600

  507 Janesville St, Oregon, WI 53575
• Explore Oregon

• 

  

  

  /22

  Starting at $1,025 Per Month

  • 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

  Prairie Brook

  (608) 680-2860

  

  917 Janesville St, Oregon, WI 53575
• 

  

  

  /54

  $440,000

  Sold Jun 12, 2026

  345 Veldor St, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Above List Price
  • $228/SF
  • 3 Days On Market

  Current Estimated Value $378,315

  Last Listing Agent Josh Blasi Restaino & Associates

  345 Veldor St, Oregon, WI 53575
• 

  

  

  /33

  Est $556,796

  Not Listed For Sale

  2024 Sand Hill Rd, Oregon, WI 53575

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

  2024 Sand Hill Rd, Oregon, WI 53575

  Last Sold Summary

  • 12 Days On Market
• 

  

  

  /64

  $875,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,181 Sq Ft

  640 Rinpoche Ln, Oregon, WI 53575

  This grand and spacious 4,181 sq ft, 5 bed, 3.5 bath ranch in the sought-after The Legend at Bergamont neighborhood blends upscale design with everyday livability. Solid hardwood floors, an integrated interior/exterior sound system, and soaring 12’ ceilings with elegant tray detailing create an open, refined feel throughout. Designed for function and style, the home features a large mudroom with

  

  Kelly Stelzer

  Badger Realty Team

  (608) 292-6903

  640 Rinpoche Ln, Oregon, WI 53575
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  /39

  Starting at $2,095 Per Month

  • 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.

  Bergamont Townhomes

  (608) 909-9805

  

  225 Bergamont Blvd, Oregon, WI 53575
• 

  

  /54

  $407,000

  Sold Jun 11, 2026

  613 N Main St, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Above List Price
  • $267/SF
  • 5 Days On Market

  Current Estimated Value $361,693

  Last Listing Agent Laura Lahti Y Realty

  613 N Main St, Oregon, WI 53575
• 

  

  /83

  Est $756,799

  Not Listed For Sale

  956 Brynhill Dr, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 3,376 Sq Ft
  • Built 2016

  956 Brynhill Dr, Oregon, WI 53575

  Last Sold Summary

  • 3 Days On Market
• 

  

  /76

  $815,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  552 Autumn Ridge Ct, Oregon, WI 53575

  Exceptional quality and space come together in this beautifully constructed home located in Oregon's sought-after Autumn Ridge Neighborhood. Situated in a quiet Cul-de-sac, the thoughtfully designed floorplan offers spacious living, abundant natural light, and custom high-end finishes throughout. The kitchen and main living spaces are ideal for both everyday living and entertaining. The oversized

  

  Joseph Pechauer

  CMI Brokers, LLC

  (608) 573-8592

  552 Autumn Ridge Ct, Oregon, WI 53575
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  /46

  $2,750

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Townhouse for Rent

  836 Thompson Dr, Oregon, WI 53575

  Available August 1, 836 Thompson Drive features 3 bedrooms and 3 bathrooms within a spacious 2,200 square feet. The living room includes a fireplace and vaulted ceilings, providing an open and airy atmosphere. The kitchen is equipped with granite countertops, while the dining room offers ample space for gatherings. The primary bedroom includes walk-in closet for convenient storage. Exterior

  (608) 909-8571

  836 Thompson Dr, Oregon, WI 53575
• 

  

  /3

  $300,000

  Sold Nov 03, 2025

  L385 Interlachen Ave, Oregon, WI 53575

  • Land
  • 21,780 Sq Ft
  • $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
• 

  

  /83

  Est $597,175

  Not Listed For Sale

  4287 Oak Hill Rd, Oregon, WI 53575

  • 2 Beds
  • 1.5 Baths
  • 1,770 Sq Ft
  • Built 1960

  4287 Oak Hill Rd, Oregon, WI 53575

  Last Sold Summary

  • 17 Days On Market
• 

  

  /6

  $3,500,000

  • Land
  • 18.5 Acres
  • $189,189 per Acre

  5431 Lincoln Rd, Oregon, WI 53575

  Prime 18.5-acre development land opportunity in Oregon, WI located minutes from Madison in the path of growth between Oregon and the Bergamont area. This acreage offers outstanding future development opportunity for builders and investors seeking land with residential subdivision, multi-family, townhome, duplex, or estate-lot development potential. Positioned across from holes 13 & 14 of The

  

  Allen Morris

  Berkshire Hathaway HomeServices True Realty

  (608) 655-6630

  5431 Lincoln Rd, Oregon, WI 53575
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  /26

  Starting at $1,528 Per Month

  • 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

  Main Street Townhomes

  (608) 909-8212

  

  249 N Main 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
• 

  

  /20

  Est $244,566

  Not Listed For Sale

  496 Cledell St Unit 4, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Built 2001

  496 Cledell St Unit 4, Oregon, WI 53575

  Last Sold Summary

  • 3 Days On Market
• 

  

  /52

  $365,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,518 Sq Ft

  247 Orchard Dr, Oregon, WI 53575

  This charming 3-bed, 1.5-bath home in Oregon is comfortable and full of the right extras. The brand-new composite deck out back is perfect for morning coffee or weekend cookouts. Fenced yard, so bring the dog! Inside, a wood-burning fireplace keeps things cozy all winter long, and newer windows mean a lower energy bill. The primary bedroom is tucked upstairs with its own half bath — a nice bit of

  

  Nina Ristow

  Turning Point Realty

  (608) 315-5498

  247 Orchard Dr, Oregon, WI 53575
• 

  

  /30

  Starting at $1,050 Per Month

  • Studio - 3 Beds

  218 Wolfe St, Oregon, WI 53575

  The Commons of Foxboro – Thoughtful Living in OregonWelcome to The Commons of Foxboro, a well-appointed apartment community in Oregon offering comfortable, connected living just minutes from Madison. Known for its family-friendly atmosphere, quiet neighborhoods, and strong sense of community, Oregon provides an ideal balance of small-town charm and convenient access to big-city

  The Commons of Foxboro

  (608) 680-2903

  

  218 Wolfe St, Oregon, WI 53575
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  /71

  $775,000

  Sold Mar 09, 2026

  1484 Ravenoaks Trail, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 4,057 Sq Ft
  • Built 1987

  Last Sold Summary

  • $191/SF
  • 20 Days On Market

  Current Estimated Value $781,854

  Last Listing Agent Kelley Muselman Realty Executives Cooper Spransy

  1484 Ravenoaks Trail, Oregon, WI 53575
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  /43

  Est $413,493

  Not Listed For Sale

  159 State St, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft
  • Built 1910

  159 State St, Oregon, WI 53575

  Last Sold Summary

  • 6 Days On Market
• 

  

  /59

  $800,000

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,064 Sq Ft

  655 Ridge View Ln, Oregon, WI 53575

  Better than new and built in 2025, this thoughtfully designed home blends modern finishes with functional living. Featuring solar panels for added efficiency, this home offers a bright, open layout centered around a stunning kitchen with quartz countertops, a large island with breakfast bar, and an oversized walk-in pantry. The spacious primary suite includes a private en-suite with double vanity

  

  Keith McNeely

  First Weber Inc

  (608) 523-8777

  655 Ridge View Ln, Oregon, WI 53575
• 

  

  /9

  $1,995

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  221 N Alpine Pkwy, Oregon, WI 53575

  Beautiful 3-bedroom, 2 1/2 bath townhomes for rent. 1,400 sq. ft. of living space, a two-car garage, laundry hookups and storage on ground floor. Like-new apartment! Main floor has 9-foot ceilings, a huge living-dining room with gas fireplace, a balcony, a fully appointed kitchen with a breakfast bar, and a half bath. The second floor has a master suite with full bath and walk-in closet, and two

  221 N Alpine Pkwy, Oregon, WI 53575
• 

  

  /60

  $445,000

  Sold May 15, 2026

  460 Nygaard St, Oregon, WI 53575

  • 4 Beds
  • 2 Baths
  • 2,468 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $180/SF
  • 5 Days On Market

  Current Estimated Value $444,597

  Last Listing Agent Jenny Wedvick Stark Company, REALTORS

  460 Nygaard St, Oregon, WI 53575
• 

  

  /23

  Est $363,564

  Not Listed For Sale

  512 Jefferson St, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 1,911 Sq Ft
  • Built 1949

  512 Jefferson St, Oregon, WI 53575

  Last Sold Summary

  • 4 Days On Market
• 

  

  /28

  $440,000

  • 2 Beds
  • 3 Baths
  • 576 Sq Ft

  357 Concord Dr, Oregon, WI 53575

  Amazing Oregon condo propertunity with park-like setting and all the kitchen updates you are looking for. Enjoy meals outside watching nature on the deck or the bump-out dining area. This 2-bed has exposed lower windows if you need to add more. The open floor plan makes it easy to entertain from the updated kitchen with maple cabinets and quartz counters breakfast bar to dining and into the

  

  Jason McGill

  KJK & Associates, LLC

  (608) 200-4632

  357 Concord Dr, Oregon, WI 53575
• 

  

  /13

  $2,095

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Townhouse for Rent

  1123 Union Rd, Oregon, WI 53575

  This spacious two story duplex in Oregon offers a comfortable and functional layout. The main level opens to a dining area that flows into a fully equipped kitchen. Just off the kitchen and dining area is a generous living room with access to a private deck and backyard. A convenient half bathroom and in unit laundry are also located on this level.Upstairs, you’ll find three bedrooms

  1123 Union Rd, Oregon, WI 53575
• 

  

  /44

  $500,000

  Sold Feb 13, 2026

  110 Saratoga Cir, Oregon, WI 53575

  • 3 Beds
  • 4 Baths
  • 2,642 Sq Ft
  • Built 1994

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 2 Days On Market

  Current Estimated Value $505,007

  Last Listing Agent Kelly Longseth Accord Realty

  110 Saratoga Cir, Oregon, WI 53575
• 

  

  /81

  Est $1,186,984

  Not Listed For Sale

  6175 Oak Hollow Dr, Oregon, WI 53575

  • 4 Beds
  • 4.5 Baths
  • 5,261 Sq Ft
  • Built 1999

  6175 Oak Hollow Dr, Oregon, WI 53575

  Last Sold Summary

  • 17 Days On Market
• 

  

  /32

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1206 Tivoli Cir, Oregon, WI 53575

  Thoughtfully updated condo in a welcoming Oregon community! Condo Fees are $200/month. Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. The main level offers easy everyday living, while the unfinished lower level is already

  Matt Winzenried Realty Executives Cooper Spransy

  1206 Tivoli Cir, Oregon, WI 53575
• 

  

  /9

  $2,295

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Townhouse for Rent

  664 S Burr Oak Ave Unit 1037 Lincoln Rd, Oregon, WI 53575

  Spacious 3 bedroom, 2.5 bathroom duplex located on a corner lot with approx. 1,800 sq ft of living space. Freshly updated with LVP flooring throughout and a bright, comfortable layout.Features include a 2-car garage, full unfinished basement for storage, patio and yard space. In Unit Laundry included, Pet friendly.

  664 S Burr Oak Ave Unit 1037 Lincoln Rd, Oregon, WI 53575
• 

  /2

  $560,593

  Sold May 07, 2026

  403 Savannah Dr, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 2,078 Sq Ft
  • Built 2026

  Last Sold Summary

  • $270/SF
  • 0 Days On Market

  Current Estimated Value $354,994

  Last Listing Agent Jeff Greenlee Stark Company, REALTORS

  403 Savannah Dr, Oregon, WI 53575
• 

  

  /42

  Est $553,780

  Not Listed For Sale

  465 Landover Dr, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 2,725 Sq Ft
  • Built 1996

  465 Landover Dr, Oregon, WI 53575

  Last Sold Summary

  • 8 Days On Market
• 

  

  /40

  $550,000

  $10K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,054 Sq Ft

  435 Ash St, Oregon, WI 53575

  NEW PRICE! Beautiful 2-story colonial in a desirable Oregon neighborhood! This spacious 4-bedroom, 2.5-bath home offers over 3,000 sq ft with multiple living and entertaining spaces throughout. Bright kitchen features a breakfast bar, pantry and ample cabinetry, flowing into the dining area and family room with gas fireplace. Formal dining and living rooms provide added flexibility for gatherings

  Adrienne Sella Real Broker LLC

  435 Ash St, Oregon, WI 53575
• 

  

  /32

  $3,295 Per Month

  • 4 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • House for Rent

  420 Walnut St, Oregon, WI 53575

  Welcome home to this beautiful 4 bedroom, 2 bathroom single family home in Oregon. It includes an attached garage, fenced in yard, and an open floorplan. You will enjoy the large deck and concrete patio in the back yard, upgraded countertops in the large kitchen, hard surface flooring, and stainless steel appliances. The basement is finished and includes a washer and dryer.Pets

  420 Walnut St, Oregon, WI 53575
• 

  /2

  $459,900

  Sold Oct 03, 2025

  457 Stoddard Dr, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $291/SF
  • 77 Days On Market

  Current Estimated Value $495,539

  Veridian Homes Greenview Preserve

  457 Stoddard Dr, Oregon, WI 53575
• 

  

  /17

  Not Listed For Sale

  225 Liberty Park Dr, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • Built 2025

  225 Liberty Park Dr, Oregon, WI 53575

  Last Sold Summary

  • 20 Days On Market
• 

  

  /51

  $749,900

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,181 Sq Ft

  301 Bergamont Blvd, Oregon, WI 53575

  Lovingly maintained by its original owner and recently refreshed for a new chapter, this beautiful home in desirable Bergamont is ready to welcome its next family. Offering 4 bedrooms and 3.5 baths, the home blends timeless design with fresh updates throughout. The main floor features rich cherry hardwood floors, a striking curved staircase overlooking the living room, and a cozy gas fireplace

  Teresa Duerst Haufle Stark Company, REALTORS

  301 Bergamont Blvd, Oregon, WI 53575
• 

  

  /30

  $225,000

  Sold Feb 09, 2026

  883 Park St Unit 201, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1993

  Last Sold Summary

  • $220/SF
  • 10 Days On Market

  Current Estimated Value $225,658

  Last Listing Agent Wanda Roche Compass Real Estate Wisconsin

  883 Park St Unit 201, Oregon, WI 53575
• 

  

  /21

  Not Listed For Sale

  1088 Tundra Ave, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,811 Sq Ft
  • Built 2025

  1088 Tundra Ave, Oregon, WI 53575

  Last Sold Summary

  • 111 Days On Market
• 

  

  /53

  $950,000

  New Construction $40K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,557 Sq Ft

  920 Carnoustie Way, Oregon, WI 53575

  This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 5-bed, 3.5-bath residence boasts an open-concept layout, ideal for both entertaining and everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The kitchen is a chef’s dream, equipped with a large center

  Brandon Buell Realty Executives Cooper Spransy

  920 Carnoustie Way, Oregon, WI 53575

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