Oregon, WI Homes

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  $1,250,000 Under Contract

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

  670 Inverness St, Oregon, WI 53575

  Freshly painted and move-in ready, this extraordinary 5-bedroom, 6-bathroom custom home offers true resort-style living on the 10th hole at The Legends at Bergamont. Blending elegance with everyday comfort, it’s designed for both relaxed living and unforgettable entertaining. Inside you’ll love the updated chef’s kitchen, spacious living room with a custom entertainment center, dedicated home

  

  Sarah Gabrielse

  Devout Real Estate Group, LLC

  (608) 420-5980

  670 Inverness St, Oregon, WI 53575
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  Explore Oregon

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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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  /27

  $430,000 Sold Sep 25, 2025

  • 1,944 Sq Ft
  • $221/SF
  • 20 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1991

  835 S Main St, Oregon, WI 53575

  Welcome to this inviting 4-bedroom, 3-bath ranch in a fantastic Oregon neighborhood! The kitchen was fully renovated in 2020, featuring stylish finishes and all-new appliances. Mechanical updates include a furnace (2016), A/C (2019), Washer/Dryer (2025), and lifetime basement waterproofing. The home features a functional layout with a finished lower level, perfect for additional living, work, or

  Thomsen Team Modern Realty Partners LLC

  835 S Main St, Oregon, WI 53575
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  /19

  Est $538,629 Not Listed For Sale

  4323 Oak Hill Rd, Oregon, WI 53575

  4323 Oak Hill Rd, 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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  /22

  $836 - $1,925 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
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  /2

  $459,900 Sold Sep 25, 2025

  • 1,502 Sq Ft
  • $306/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  421 Stoddard Dr, Oregon, WI 53575

  This Beryl home features a smart, open layout and checks off all your boxes. 3 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 deck for some R&R. To top it off, this home offers a one-year limited warranty,

  Jeff Greenlee Stark Company, REALTORS

  421 Stoddard Dr, Oregon, WI 53575
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  /32

  Est $432,894 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,122 Sq Ft

  433 E Netherwood St, Oregon, WI 53575

  433 E Netherwood St, Oregon, WI 53575
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  /36

  $475,000 Open Sun 1PM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,880 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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  /34

  $656 - $2,049 per month

  CC Lane Apartments and Townhomes

  1 - 3 Beds

  877 Oregon Center Dr, Oregon, WI 53575

  Welcome to CC Lane Apartments & Townhomes, a newly built community featuring spacious 1-, 2-, and 3-bedroom apartments & family townhomes in Oregon, WI. Enjoy the nearby parks and amenities while being only a step away from the hustle and bustle of the city. Spacious and well-designed homes with high-end finishes are perfect to come home to. Welcome Home!

  877 Oregon Center Dr, Oregon, WI 53575
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  /33

  $608,000 Sold Sep 25, 2025

  • 1,702 Sq Ft
  • $357/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2020

  639 Bergamont Blvd, Oregon, WI 53575

  This meticulously maintained ranch offers luxury living with low-maintenance convenience. Featuring two spacious bedrooms and two full bathrooms, a two-car attached garage, and fully exposed lower level, allowing for ample natural light and future expansion. Step inside to find a modern open-concept layout, where the gourmet kitchen — complete with stainless appliances, quartz countertops, a

  MHB Real Estate Team MHB Real Estate

  639 Bergamont Blvd, Oregon, WI 53575
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  /30

  Est $384,610 Not Listed For Sale

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

  474 Ithaca Ct, Oregon, WI 53575

  474 Ithaca Ct, Oregon, WI 53575
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  /36

  $459,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 2,275 Sq Ft

  662 French Glen, Oregon, WI 53575

  Welcome to this well cared for ranch home located in a desirable rural subdivision in the Town of Oregon. Offering the perfect blend of comfort and functionality, this property features spacious main level living with a bright, open layout, and attached sunroom. The home has been thoughtfully maintained, making it move in ready for its next owner. Outside, you’ll appreciate the generous lot and a

  

  Patrick Reese

  EXIT Professional Real Estate

  (608) 557-3450

  662 French Glen, Oregon, WI 53575
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  /41

  $1,395 - $1,795 per month

  880 N Main

  1 - 2 Beds

  880 N Main St, Oregon, WI 53575

  Available now! These thoughtfully designed apartments have a lot to offer including key fob entry, full kitchens with stove, refrigerator, dishwasher, and microwave, private balcony, full bathrooms, and in-unit washer and dryer. No need to worry about parking, as off-street parking is available for your convenience.

  880 N Main St, Oregon, WI 53575
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  /42

  $567,000 Sold Sep 22, 2025

  • 1,980 Sq Ft
  • $286/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  367 N Bergamont Blvd, Oregon, WI 53575

  Welcome to ranch living in Oregon! This inviting 3-bedroom, 2-bath home features a spacious open floor plan with split bedrooms for privacy and function. Beautiful hardwood floors, brand NEW carpet, a spacious living room with a gas fireplace, kitchen island, stainless steel appliances, a light-filled flex room, and a fabulous screened porch all enhance the home’s already ideal central location

  Louisa Enz Sprinkman Real Estate

  367 N Bergamont Blvd, Oregon, WI 53575
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  /32

  Est $442,321 Not Listed For Sale

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

  494 Ithaca Ct, Oregon, WI 53575

  494 Ithaca Ct, Oregon, WI 53575
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  /20

  $595,931 New Construction

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

  1214 Denmark Cir, 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

  1214 Denmark Cir, Oregon, WI 53575
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  /40

  $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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  /52

  $542,000 Sold Sep 19, 2025

  • 2,532 Sq Ft
  • $214/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  1507 Partridge Hill Dr, Oregon, WI 53575

  The wait is over! Here's your chance to get into the sought after Ravenoaks neighborhood with Oregon schools & located near the Badger State Trail, Paoli, Verona Costco & several restaurants. This spacious home sits on nearly an acre with lovely mature trees. The kitchen features custom solid maple cabinetry & stainless appliances with a dining area & sunroom nearby. Just a few steps up is the

  Sherry McKee Stark Company, REALTORS

  1507 Partridge Hill Dr, Oregon, WI 53575
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  /42

  Est $428,417 Not Listed For Sale

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

  475 Ithaca Ct, Oregon, WI 53575

  475 Ithaca Ct, Oregon, WI 53575
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  /17

  $609,900 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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  /2

  $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
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  /30

  $280,000 Sold Sep 17, 2025

  • 1,464 Sq Ft
  • $191/SF
  • 7 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2004

  322 Alpine Meadow Cir, Oregon, WI 53575

  Desirable townhouse with private entrance in a quiet neighborhood. Prepare meals in a kitchen good enough for a professional chef. Stainless steel appliances, gas range, new quartz countertops, tile backsplash, and breakfast bar that offers an open concept layout to large living space. LVP throughout the main level and new light fixtures throughout entire home. Private patio is the ideal spot for

  Joffre Pedretti Keller Williams Realty

  322 Alpine Meadow Cir, Oregon, WI 53575
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  /8

  Est $325,152 Not Listed For Sale

  312 Kassander Way, Oregon, WI 53575

  312 Kassander Way, Oregon, WI 53575
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  /27

  $666,900 New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,907 Sq Ft

  Raleigh Plan at Highlands of Netherwood, Oregon, WI 53575

  A foyer leads directly into the double-height living and dining room of this two-story residence, while the family room, kitchen and breakfast area share a spacious open floorplan toward the back of the home. Ideal for at-home work is a quiet study. The top level hosts all four bedrooms, including the sprawling owner’s suite with a private full-sized bathroom and two walk-in closets for ample

  

  Lennar

  Builder

  441 Peterson Trail Unit 36033755, Oregon, WI 53575
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  /33

  $1,150 - $1,995 per month

  The Commons of Foxboro

  Studio - 3 Beds

  218 Wolfe St, Oregon, WI 53575

  Welcome to Foxboro Commons, where comfort meets convenience in the heart of Oregon, WI. Our community offers thoughtfully designed one, two, and three-bedroom apartments with open layouts, modern kitchens, and private patios or balconies to make everyday living easy.Located just minutes from downtown Oregon and a short drive to Madison, you’ll love being close to local shops, restaurants,

  218 Wolfe St, Oregon, WI 53575
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  $429,000 Sold Sep 09, 2025

  • 2,403 Sq Ft
  • $179/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths

  821 Oregon Parks Ave, Oregon, WI 53575

  Peace and tranquility still exists in the country and yet still close to all the amenities of the city like; the community library, parks, trails, shopping and restaurants. Looking for the truly maintenance free home? look no further, from the brick and vinyl siding to the ceramic tile throughout the house, solid oak cabinets, stainless steel appliances & epoxy garage floor. This open concept

  John Van Zeeland Integrity Home Investment Group, LLC

  821 Oregon Parks Ave, Oregon, WI 53575
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  /8

  Est $585,684 Not Listed For Sale

  306 Kassander Way, Oregon, WI 53575

  306 Kassander Way, Oregon, WI 53575
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  /27

  $611,900 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
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  /17

  $1,300 per month

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

  290 Orchard Dr Unit 3, Oregon, WI 53575

  This 2 bed, 1 bath unit is in a great location with nearby restaurants and shopping, while also being close to the highway to commute to Madison. It features a massive kitchen with tons of cabinet space, hardwood floors throughout most of the unit, and an off street parking space. Water and gas is included in rent and tenants are allowed to have up to 3 cats with our monthly pet fees. Apply

  290 Orchard Dr Unit 3, Oregon, WI 53575
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  /14

  $142,000 Sold Sep 05, 2025

  • Land
  • 0.22 Acre
  • $645,455 per Acre

  633 Bergamont Blvd, Oregon, WI 53575

  Final Vacant Lot...Seize your opportunity to Build Your Dream Home atop Legend Hills at Bergamont! Don't miss this chance to own the last available lot in this sought-after collective. Perfectly situated adjacent to the soon-to-be private links of The Legend at Bergamont, this elevated lot offers breathtaking sunset views and the ease of peaceful, carefree living. Lawn care and Snow Removal are

  Jon Poletti Haven Real Estate Partners

  633 Bergamont Blvd, Oregon, WI 53575
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  /7

  Est $733,290 Not Listed For Sale

  426 Kassander Way, Oregon, WI 53575

  426 Kassander Way, Oregon, WI 53575
• 

  

  /23

  $562,900 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
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  /10

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Townhouse for Rent

  2294 White Oak Trail, Oregon, WI 53575

  Newly renovated town home located in a rural subdivision in Oregon (town of Dunn). This 3 bedroom 2 bath home will be available October 1st and features an open concept first floor with completely updated kitchen. Upstairs features 3 spacious bedrooms, new washer and updated bathroom. (Photos similar to actual unit, still completing renovations).

  2294 White Oak Trail, Oregon, WI 53575
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  /32

  $254,700 Sold Sep 05, 2025

  • 1,142 Sq Ft
  • $223/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  492 Cledell St Unit 1, Oregon, WI 53575

  Beautiful setting plus carefree living for comfort and convenience. First floor ranch condo with zero entry, absolutely no steps. Freshly painted, professionally cleaned and ready for a new buyer to call this cute condo home. Cozy gas fireplace in great room with patio doors to lovely view; private, in-unit laundry, spacious primary suite with walk-n closet and private bath with shower. AND this

  Brenda Cuta First Weber Inc

  492 Cledell St Unit 1, Oregon, WI 53575
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  /7

  Est $301,556 Not Listed For Sale

  449 Kassander Way, Oregon, WI 53575

  449 Kassander Way, Oregon, WI 53575
• 

  

  /20

  $559,900 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
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  /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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  /81

  $770,000 Sold Sep 05, 2025

  • 3,454 Sq Ft
  • $223/SF
  • 2 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1998

  909 Timber Ridge Dr, Oregon, WI 53575

  Welcome to this beautiful 2-story home in the sought-after Autumn Woods neighborhood! From the moment you enter, you’ll be drawn in by the warm hardwood floors and multiple inviting living spaces designed for both relaxation and entertaining. The kitchen features a center island and a large window that fills the space with natural light. Step into the screened porch and out to your own backyard

  MHB Real Estate Team MHB Real Estate

  909 Timber Ridge Dr, Oregon, WI 53575
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  /7

  Est $288,420 Not Listed For Sale

  437 Kassander Way, Oregon, WI 53575

  437 Kassander Way, Oregon, WI 53575

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