Oregon, WI Homes

• 

  

  

  /35

  $509,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  921 Wesley Rd, Oregon, WI 53575

  Welcome to this spacious multi-level home situated on a beautiful 1.61-acre lot in Oregon! Offering plenty of room inside and out, this property features a bright living area, updated kitchen with ample cabinetry, stainless steel appliances, farmhouse sink and generous counter space. The lower level provides additional living space with a cozy brick fireplace, full bath and walkout access to the

  Medina Real Team* Keller Williams Realty-Milwaukee Southwest

  921 Wesley Rd, Oregon, WI 53575
• 

  

  

  /56

  $400,000

  Sold May 15, 2026

  375 Alpine Pkwy, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,930 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $207/SF
  • 3 Days On Market

  Current Estimated Value $396,473

  Last Listing Agent Jeff Minter Realty Executives Cooper Spransy

  375 Alpine Pkwy, Oregon, WI 53575
• 

  

  

  /38

  Est $501,360

  Not Listed For Sale

  4704 Holm Rd, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 2,288 Sq Ft
  • Built 1976

  4704 Holm Rd, Oregon, WI 53575

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Joanne DelPizzo Stark Company, REALTORS
• 

  

  

  /7

  $829,900

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,340 Sq Ft

  655 Cypress Way, Oregon, WI 53575

  Proposed Construction: The Stonehaven by Eldon Homes, an exceptional 4-bed, 4 bath Customizable Craftsman two-story in one of areas premier golf-course communities. Featuring a 3-car garage and striking open-to-below great room, this home blends luxury with comfort. The gourmet kitchen offers solid-surface counters and a large island that anchors the main living area. A main-level office/flex

  Rob Hostrawser Elevate Estates Realty Co.

  655 Cypress Way, Oregon, WI 53575
• 

  

  

  /69

  $730,000

  Sold Oct 31, 2025

  4795 Eisenhower St, Oregon, WI 53575

  • 5 Beds
  • 3.5 Baths
  • 3,650 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $200/SF
  • 19 Days On Market

  Current Estimated Value $783,556

  Last Listing Agent Jami Erickson Realty Executives Capital City

  4795 Eisenhower St, Oregon, WI 53575
• 

  

  /84

  Est $702,126

  Not Listed For Sale

  4685 Schneider Dr, Oregon, WI 53575

  • 4 Beds
  • 2 Baths
  • 3,704 Sq Ft
  • Built 1986

  4685 Schneider Dr, Oregon, WI 53575

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Louisa Enz Collective Real Estate Group
• 

  

  /48

  $319,900

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  329 Soden Dr, Oregon, WI 53575

  Single-Level Comfort Meets Everyday Convenience. Enjoy the ease of single-level living in this welcoming 2-bedroom, 1-bath ranch-style duplex offering approximately 1,100 square feet of thoughtfully designed space. The open floor plan flows effortlessly from room to room, while a vaulted ceiling enhances the bright, spacious feel. Accessible features add everyday convenience, and a walk-in closet

  Matt Kornstedt Stark Company, REALTORS

  329 Soden Dr, Oregon, WI 53575
• 

  

  /46

  $850,000

  Sold Dec 16, 2025

  581 Concord Dr, Oregon, WI 53575

  • 5 Beds
  • 3.5 Baths
  • 4,059 Sq Ft
  • Built 2004

  Last Sold Summary

  • $209/SF
  • 20 Days On Market

  Current Estimated Value $878,970

  Last Listing Agent Lainie Wade Restaino & Associates

  581 Concord Dr, Oregon, WI 53575
• 

  

  /31

  Est $403,868

  Not Listed For Sale

  2046 Alice Pauline Dr, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 1975

  2046 Alice Pauline Dr, Oregon, WI 53575

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Jason Holtman RE/MAX Preferred
• 

  /2

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  462 New Hampton Dr, Oregon, WI 53575

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  462 New Hampton Dr, Oregon, WI 53575
• 

  

  /55

  $1,037,500

  Sold Oct 20, 2025

  863 Augusta Dr, Oregon, WI 53575

  • 4 Beds
  • 4.5 Baths
  • 4,504 Sq Ft
  • Built 2011

  Last Sold Summary

  • 10% Below List Price
  • $230/SF
  • 133 Days On Market

  Current Estimated Value $1,044,869

  Last Listing Agent Julie Larson First Weber Inc

  863 Augusta Dr, Oregon, WI 53575
• 

  

  /39

  Est $455,807

  Not Listed For Sale

  2399 White Oak Trail, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft
  • Built 1973

  2399 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Shelley Lazzareschi Realty Executives Cooper Spransy
• 

  

  /58

  $999,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,596 Sq Ft

  4631 County Road A, Oregon, WI 53575

  A slice of heaven, only 12 minutes from the beltline! Check out this amazing 24.5 acre horse farmette. House has a brand new roof, new hardwood floors, new stove, refrigerator and water heater. Newer dishwasher, washer, dryer and siding. Updated kitchen and baths. Other room is multi purpose, sunny and bright currently being used as office, exercise space and loom weaving. Outside buildings

  Nancy Hilton First Weber, Inc

  4631 County Road A, Oregon, WI 53575
• 

  

  /18

  $255,000

  Sold Nov 18, 2025

  2122 Sand Hill Rd, Oregon, WI 53575

  • 3 Beds
  • 1 Bath
  • 1,768 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $144/SF
  • 3 Days On Market

  Current Estimated Value $275,156

  Last Listing Agent Jenny Swain Jenny Swain and Associates

  2122 Sand Hill Rd, Oregon, WI 53575
• 

  

  /38

  Est $394,736

  Not Listed For Sale

  2359 White Oak Trail, Oregon, WI 53575

  • 4 Beds
  • 1.5 Baths
  • 1,925 Sq Ft
  • Built 1971

  2359 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Erin Tomlinson Compass Real Estate Wisconsin
• 

  

  /12

  $1,300,000

  $76K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  6050 County Highway M, Oregon, WI 53575

  Rare opportunity to own a piece of local history. Anchored by a farmhouse dating back to approximately 1880, this Farm 88 property offers endless possibilities for a private country retreat, hobby farm, recreational getaway, or future homestead. Several existing outbuildings provide functional space for storage, workshops, livestock, equipment, or creative repurposing. The land features a

  Kristine Jaeger Sprinkman Real Estate

  6050 County Highway M, Oregon, WI 53575
• 

  

  /16

  $310,000

  Sold Dec 30, 2025

  441 Jefferson St, Oregon, WI 53575

  • 2 Beds
  • 1 Bath
  • 1,318 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $235/SF
  • 25 Days On Market

  Current Estimated Value $323,320

  Last Listing Agent Kathy Jasper Home Connection Realty

  441 Jefferson St, Oregon, WI 53575
• 

  

  /71

  Est $390,027

  Not Listed For Sale

  2347 White Oak Trail, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 1,821 Sq Ft
  • Built 1969

  2347 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Christopher Lukens RE/MAX Preferred
• 

  

  /6

  $995,000

  Under Contract

  • Land
  • 60.32 Acres
  • $16,495 per Acre

  Lots Purcell Rd, Oregon, WI 53575

  Schedule a showing to walk the property. 60+ acres in the beautiful Town of Oregon, offering a rare blend of partially wooded acreage, productive cropland, and potential home site opportunities. Peaceful and private, yet with easy access to Madison, this property invites endless possibilities—build your dream estate, enjoy recreation, or hold as a long-term land investment. A scenic setting with

  Kristine Jaeger Sprinkman Real Estate

  Lots Purcell Rd, Oregon, WI 53575
• 

  

  /57

  $365,000

  Sold Mar 09, 2026

  550 Lexington Dr Unit 14, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 1,574 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Above List Price
  • $232/SF
  • 1 Day On Market

  Current Estimated Value $373,120

  Last Listing Agent Jessica West Realty Executives Cooper Spransy

  550 Lexington Dr Unit 14, Oregon, WI 53575
• 

  

  /49

  Est $549,077

  Not Listed For Sale

  2315 White Oak Trail, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 3,235 Sq Ft
  • Built 1976

  2315 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Jason Berning Realty Executives Cooper Spransy
• 

  

  /31

  $374,900

  $5K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  530 Lexington Dr Unit 8, Oregon, WI 53575

  Here we have a beautifully updated stand alone unit where you will receive a level of independence rare for condos. The newly finished basement creates an additional bonus room(theater) and flex room(workout room), custom tiled bathroom adding plenty of additional living space to enjoy. The stamped concrete Patio backs up to the Hawthorne breeze(Green space) and wooded city owned property you

  Robin St Clair EXIT Realty HGM

  530 Lexington Dr Unit 8, Oregon, WI 53575
• 

  

  /28

  $339,900

  Sold Sep 27, 2025

  315 N Perry Pkwy, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 1,326 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 5 Days On Market

  Current Estimated Value $363,783

  Last Listing Agent Amy Skaar Century 21 Affiliated

  315 N Perry Pkwy, Oregon, WI 53575
• 

  

  /45

  Est $433,578

  Not Listed For Sale

  2299 White Oak Trail, Oregon, WI 53575

  • 4 Beds
  • 2.5 Baths
  • 2,182 Sq Ft
  • Built 1970

  2299 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Seth Peterson Realty Executives Cooper Spransy
• 

  

  /28

  $460,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft

  450 Ithaca Ct, Oregon, WI 53575

  Built in 2020, this accessible ranch duplex in the Village of Oregon is within walking distance of the library and shopping and across the street from walking/biking trails. The main floor features a zero entry/no step in from the garage, an open concept floor plan with vaulted ceilings, and 2 bedrooms. The spacious lower level offers a large rec room, a 3rd bedroom, and plenty of storage. Catch

  Bryan Reichling EXP Realty, LLC

  450 Ithaca Ct, Oregon, WI 53575
• 

  

  /36

  $580,000

  Sold Jun 30, 2026

  451 Oakwood Dr, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 2,652 Sq Ft
  • Built 1999

  Last Sold Summary

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

  Current Estimated Value $574,286

  Last Listing Agent Joe Armentrout Pinnacle Real Estate Group LLC

  451 Oakwood Dr, Oregon, WI 53575
• 

  

  /43

  Est $668,062

  Not Listed For Sale

  2391 White Oak Trail, Oregon, WI 53575

  • 3 Beds
  • 4 Baths
  • 3,068 Sq Ft
  • Built 1976

  2391 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  /2

  $715,000

  Pending

  • 5 Beds
  • 3 Baths
  • 4,068 Sq Ft

  356 Humble Cir, Oregon, WI 53575

  Property not available to be shown until 9/10/2026.

  Laura Parman Compass Real Estate Wisconsin

  356 Humble Cir, Oregon, WI 53575
• 

  

  /49

  $530,000

  Sold Mar 25, 2026

  938 Johnson Ave, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $274/SF
  • 28 Days On Market

  Current Estimated Value $539,773

  Last Listing Agent Hansen Home Team Real Broker LLC

  938 Johnson Ave, Oregon, WI 53575
• 

  

  /51

  Est $456,025

  Not Listed For Sale

  421 Meander Wood Rd, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 1993

  421 Meander Wood Rd, Oregon, WI 53575

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Fred Van Buren Real Broker LLC
• 

  

  /28

  $335,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  991 US Highway 14, Oregon, WI 53575

  Beautifully updated ranch on nearly half an acre just minutes south of Oregon! Enjoy the feel of country living while still being close to everything Oregon has to offer. This 2-bedroom, 1-bath home has seen extensive recent updates, including a brand-new kitchen and bathroom, new siding (2026), and a new roof (2025). Inside, you'll find two nicely sized bedrooms and a comfortable, functional

  Andrew Krenz RE/MAX Preferred

  991 US Highway 14, Oregon, WI 53575
• 

  

  /15

  $890,000

  Sold Mar 04, 2026

  +/- 20ac Whalen Rd, Oregon, WI 53575

  • Land
  • 20 Acres
  • $44,500 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 275 Days On Market

  Last Listing Agent Al Weber First Weber Inc

  +/- 20ac Whalen Rd, Oregon, WI 53575
• 

  

  /44

  Est $314,612

  Not Listed For Sale

  3884 Old Stone Rd, Oregon, WI 53575

  • 3 Beds
  • 1 Bath
  • 1,460 Sq Ft
  • Built 1900

  3884 Old Stone Rd, Oregon, WI 53575

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Lorri & Tanya Team Restaino & Associates
• 

  

  /53

  $464,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,718 Sq Ft

  137 Lynne Trail, Oregon, WI 53575

  Excellent one-owner home w/picturesque views in one of the most desirable neighborhoods in the heart of Oregon! This well maintained 3 bed, 2.5 bath home features 2 spacious living spaces & large eat-in kitchen on the main level. The family room has a fireplace for cozy relaxing evenings. Enjoy the expansive trex deck watching the sunsets and wildlife as the home backs up to beautiful public

  Jason Holtman RE/MAX Preferred

  137 Lynne Trail, Oregon, WI 53575
• 

  

  /15

  $499,900

  Sold Feb 06, 2026

  981 Merri-Hill Dr, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft
  • Built 2025

  Last Sold Summary

  • $310/SF
  • 206 Days On Market

  Last Listing Agent Paul Treige Stark Company, REALTORS

  981 Merri-Hill Dr, Oregon, WI 53575
• 

  

  /10

  Est $773,770

  Not Listed For Sale

  626 Oak Ridge Rd, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 2,874 Sq Ft
  • Built 1983

  626 Oak Ridge Rd, Oregon, WI 53575

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Jo Ferraro EXP Realty, LLC
• 

  

  /62

  $655,000

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,760 Sq Ft

  856 Peace Ln, Oregon, WI 53575

  Custom feel + thoughtful updates + meticulous maintenance define this exceptional ranch home. Thoughtfully designed + ready to move in, this 4-bedroom split-design, 3-bath home features 9' ceilings, abundant natural light + a spacious finished lower level. The inviting kitchen offers granite countertops, center island, pantry + new appliances, opening to the great room with newly refinished

  Louisa Enz Collective Real Estate Group

  856 Peace Ln, Oregon, WI 53575
• 

  

  /47

  $466,000

  Sold Apr 29, 2026

  1129 Lincoln Rd, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 2,381 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Above List Price
  • $196/SF
  • 5 Days On Market

  Current Estimated Value $462,740

  Last Listing Agent Michael Leeson Realty Executives Cooper Spransy

  1129 Lincoln Rd, Oregon, WI 53575
• 

  

  /30

  Est $346,899

  Not Listed For Sale

  929 Mesa Dr, Oregon, WI 53575

  • 3 Beds
  • 1 Bath
  • 1,464 Sq Ft
  • Built 1976

  929 Mesa Dr, Oregon, WI 53575

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Patrick Reese EXIT Professional Real Estate
• 

  

  /63

  $999,900

  • 5 Beds
  • 3.5 Baths
  • 3,281 Sq Ft

  1098 Brynhill Dr, Oregon, WI 53575

  Experience refined luxury in The Legend at Bergamont with this impressive former parade home showcasing sophisticated finishes and breathtaking views! The front of the home overlooks hole #7, while the backyard offers peaceful pond views for a truly picturesque setting. Inside, the beautiful chef’s kitchen takes center stage opposite a striking floor-to-ceiling stacked-stone gas fireplace. 5

  Hansen Home Team Real Broker LLC

  1098 Brynhill Dr, Oregon, WI 53575

Showing Results 161 - 200, Page 5 of 18