Oregon, WI Homes

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  /75

  $465,000 Sold Oct 06, 2025

  811 Charles Ct, Oregon, WI 53575

  • 3 Beds
  • 3 Baths
  • 2,377 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $196/SF
  • 141 Days On Market

  Current Estimated Value $454,636

  Last Listing Agent Brenda Cuta First Weber Inc

  811 Charles Ct, Oregon, WI 53575
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  /32

  Est $359,828 Not Listed For Sale

  1706 Sand Hill Rd, Oregon, WI 53575

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1968

  1706 Sand Hill Rd, Oregon, WI 53575

  Last Sold Summary

  • 10% Above List Price
  • $277/SF
  • 2 Days On Market

  Last Sold Price $326,000

  Last Listing Agent Mari Slobounov Keller Williams Realty
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  /3

  $94,900

  • Land
  • 0.13 Acre
  • $730,000 per Acre

  1257 Tivoli Cir, Oregon, WI 53575

  The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (fees: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people who frequently travel or are in the area for part of the year. Walking path connects the neighborhood to

  Joffre Pedretti Keller Williams Realty

  1257 Tivoli Cir, Oregon, WI 53575
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  /53

  $625,000 Sold Apr 25, 2025

  862 Leeward Ln, Oregon, WI 53575

  • 3 Beds
  • 2.5 Baths
  • 2,784 Sq Ft
  • Built 2023

  Last Sold Summary

  • $224/SF
  • 3 Days On Market

  Current Estimated Value $604,678

  Last Listing Agent Tina Jones Realty Executives Cooper Spransy

  862 Leeward Ln, Oregon, WI 53575
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  /84

  Est $699,752 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

  • 9% Below List Price
  • $207/SF
  • 5 Days On Market

  Last Sold Price $768,000

  Last Listing Agent Louisa Enz Collective Real Estate Group
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  /90

  $6,000,000

  • 4 Beds
  • 3.5 Baths
  • 4,515 Sq Ft

  2797 Lalor Rd, Oregon, WI 53575

  Rarely does a property of this magnitude come to market. Five Bridges Farm is 80 pristine acres just outside Madison — a self-contained world of spring-fed creeks, ancient hardwood canopy, open prairie, and miles of private trails. Three landmark structures anchor the land: The Manor, a four-bedroom residence with a chef's kitchen, wraparound porch, vaulted boardroom, and multi-level patio with

  Tim Vitense Keeps. Real Estate

  2797 Lalor Rd, Oregon, WI 53575
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  /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

  Current Estimated Value $590,339

  Last Listing Agent Kelley Muselman Realty Executives Cooper Spransy

  849 Ashworth Dr, Oregon, WI 53575
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  /32

  Est $270,149 Not Listed For Sale

  2417 White Oak Trail, Oregon, WI 53575

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1971

  2417 White Oak Trail, Oregon, WI 53575

  Last Sold Summary

  • 8% Above List Price
  • $217/SF
  • 2 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Vickie Hoffman Compass Real Estate Wisconsin
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  /40

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,713 Sq Ft

  844 Dunn Ave, Oregon, WI 53575

  Lovely 3 bedroom, 2.5 bath ranch style/half duplex condo with 2 car garage just minutes from downtown Oregon Village! Enjoy the spaciousness of vaulted ceilings, primary bedroom and laundry on main level, gas fireplace, kitchen that looks out onto deck and scenic back yard. Exposed lower level has 2 bedrooms, family room and 1 full bathroom. Condo needs painting, carpet & miscellaneous updating.

  Sheila Power Restaino & Associates

  844 Dunn Ave, Oregon, WI 53575
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  /77

  $699,000 Sold Apr 25, 2025

  315 Oakmont St, Oregon, WI 53575

  • 4 Beds
  • 3.5 Baths
  • 3,630 Sq Ft
  • Built 2006

  Last Sold Summary

  • $193/SF
  • 40 Days On Market

  Current Estimated Value $710,452

  Last Listing Agent Daniel Huebsch Realty Executives Cooper Spransy

  315 Oakmont St, Oregon, WI 53575
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  /38

  Est $377,684 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

  • 14% Above List Price
  • $172/SF
  • 3 Days On Market

  Last Sold Price $330,200

  Last Listing Agent Erin Tomlinson Compass Real Estate Wisconsin
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  /2

  $200,000

  • Land
  • 0.5 Acre
  • $400,000 per Acre

  130 Jwana Cir, Oregon, WI 53575

  Build your dream home on this nearly half-acre lot tucked away on a quiet cul-de-sac in the highly sought-after Legend at Bergamont neighborhood!** This premier golf course community in Oregon offers a lifestyle like no other—with access to resort-style amenities including a championship golf course, swimming pools, waterslides, tennis courts, and a cutting-edge fitness center. Enjoy the perfect

  Matt Winzenried Realty Executives Cooper Spransy

  130 Jwana Cir, Oregon, WI 53575
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  /50

  $820,000 Sold Jul 25, 2025

  1451 Storytown Rd, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $560/SF
  • 22 Days On Market

  Current Estimated Value $1,103,336

  Last Listing Agent Jean Armendariz-Kerr Mode Realty Network

  1451 Storytown Rd, Oregon, WI 53575
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  /71

  Est $372,496 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

  • 16% Above List Price
  • $176/SF
  • 5 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Christopher Lukens RE/MAX
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  /71

  $1,699,900

  • 4 Beds
  • 4.5 Baths
  • 5,263 Sq Ft

  2395 White Oak Trail, Oregon, WI 53575

  One of a kind, custom built 5263 sqft home on 3 acre wooded lot w/new outbuilding offering living space & car lift. Under 10 mins south of Madison & backing to DNR & Ag land. Private 4 bed/4.5 bath house perfect for hobbyist or entertainer. Maple flrs throughout main level & into living rm w/20' vaulted clgs & custom blue magma quartz flr to clg frplc. Natural light throughout! Large 2nd living

  TC Farber RE/MAX Preferred

  2395 White Oak Trail, Oregon, WI 53575
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  /63

  $530,000 Sold Apr 25, 2025

  561 N Main St, Oregon, WI 53575

  • 5 Beds
  • 3 Baths
  • 2,952 Sq Ft
  • Built 1906

  Last Sold Summary

  • 4% Below List Price
  • $180/SF
  • 2 Days On Market

  Current Estimated Value $517,594

  Last Listing Agent Jason Holtman RE/MAX Preferred

  561 N Main St, Oregon, WI 53575
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  /49

  Est $554,989 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

  • 8% Above List Price
  • $159/SF
  • 135 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Jason Berning Realty Executives
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  /79

  $1,845,900

  • 5 Beds
  • 7 Baths
  • 8,831 Sq Ft

  694 Inverness St, Oregon, WI 53575

  Welcome to your own slice of Tuscany! A truly remarkable Tuscan inspired estate nestled on a sprawling .73-acre lot which overlooks the 10th hole at the Legend Of Bergamont Golf Course. Step inside to discover a grand entryway with heated Italian travertine tile. The heart of the home is a magnificent great room with vaulted ceilings, rustic wood beams, and a cozy stone fireplace, perfect for

  Michael Masella Real Broker LLC

  694 Inverness St, Oregon, WI 53575
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  /16

  $400,000 Sold Apr 04, 2025

  1008 Oregon Parks Ave, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 2,145 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $186/SF
  • 72 Days On Market

  Last Listing Agent Victoria LaBrosse The Frugal Broker LLC

  1008 Oregon Parks Ave, Oregon, WI 53575
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  /43

  Est $664,757 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

  • 4% Above List Price
  • $209/SF
  • 0 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Daniel Tenney MHB Real Estate
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  /33

  $424,900

  • 5 Beds
  • 1.5 Baths
  • 1,871 Sq Ft

  585 N Perry Pkwy, Oregon, WI 53575

  5 bedroom home for under 500,000?! Opportunities like this do not come around often. This move in ready home offers space, functionality, and updates throughout. The main level is filled with natural light, warm wood tones, and multiple living areas including a cozy living room with gas fireplace. The kitchen flows into the dining space, making everyday living and entertaining easy. Downstairs

  Brittany Wenninger Real Broker LLC

  585 N Perry Pkwy, Oregon, WI 53575
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  /36

  $415,000 Sold Dec 16, 2025

  1201 Tivoli Cir, Oregon, WI 53575

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $321/SF
  • 11 Days On Market

  Current Estimated Value $417,093

  Last Listing Agent Jordan Bishop Real Broker LLC

  1201 Tivoli Cir, Oregon, WI 53575
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  /10

  Est $836,801 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

  • 16% Below List Price
  • $346/SF
  • 29 Days On Market

  Last Sold Price $995,000

  Last Listing Agent Jo Ferraro EXP Realty, LLC
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  /5

  $350,000

  • Land
  • 0.47 Acre
  • $744,681 per Acre

  L380 Interlachen Ave, Oregon, WI 53575

  Located in the premier golf club community of The Legend at Bergamont. Enjoy the view from the 34,000+ sq ft mediterranean style clubhouse overlooking the 10th & 18th holes! Amenities include a waterpark w/ 2 pools, 2 waterslides, lazy river, cabanas, 5 tennis courts, a basketball court & fitness complex! Choose your own builder!

  Jordan Armentrout Pinnacle Real Estate Group LLC

  L380 Interlachen Ave, Oregon, WI 53575
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  /52

  $459,900 Sold Nov 03, 2025

  564 S Burr Oak Ave, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1997

  Last Sold Summary

  • $192/SF
  • 4 Days On Market

  Current Estimated Value $461,112

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  564 S Burr Oak Ave, Oregon, WI 53575
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  /30

  Est $338,093 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

  • 1% Above List Price
  • $229/SF
  • 7 Days On Market

  Last Sold Price $335,400

  Last Listing Agent Patrick Reese EXIT Professional Real Estate
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  /21

  $549,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  444 Stoddard Dr, Oregon, WI 53575

  This Everest home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable

  Jeff Greenlee Stark Company, REALTORS

  444 Stoddard Dr, Oregon, WI 53575
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  /2

  $599,900 Sold Feb 26, 2026

  1226 Denmark Cir Unit 49, Oregon, WI 53575

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

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 81 Days On Market

  Last Listing Agent Emily Ostermiller First Weber Inc

  1226 Denmark Cir Unit 49, Oregon, WI 53575
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  /35

  Est $421,841 Not Listed For Sale

  948 Mesa Dr, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1972

  948 Mesa Dr, Oregon, WI 53575

  Last Sold Summary

  • 5% Above List Price
  • $200/SF
  • 6 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Eric Castleberg EXP Realty, LLC
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  $419,300 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  The Jade Plan at Greenview Preserve, Oregon, WI 53575

  ROOMS DRENCHED IN NATURAL LIGHT SET THE TONE FROM THE MOMENT YOU STEP INSIDE—bright, open, and effortlessly inviting. A kitchen as distinctive as your style blends elevated design with everyday function, ready for weeknight dinners, weekend brunches, and everything in between. It’s calm, comfortable, and designed for the kind of living that never rushes. Welcome to the Jade—a home that can

  Veridian Homes Builder

  956 Merri-Hill Dr Unit 36789013, Oregon, WI 53575
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  /37

  $655,000 Sold Jul 10, 2025

  882 Sumac St, Oregon, WI 53575

  • 5 Beds
  • 3.5 Baths
  • 2,831 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 2 Days On Market

  Current Estimated Value $642,826

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  882 Sumac St, Oregon, WI 53575
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  /46

  Est $421,139 Not Listed For Sale

  4742 Roosevelt St, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1978

  4742 Roosevelt St, Oregon, WI 53575

  Last Sold Summary

  • 20% Above List Price
  • $187/SF
  • 68 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Brent Quade EXIT Professional Real Estate
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  $404,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  1085 Tundra Ave, 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

  1085 Tundra Ave, Oregon, WI 53575
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  /53

  $400,000 Sold May 27, 2025

  355 Veldor St, Oregon, WI 53575

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft
  • Built 1972

  Last Sold Summary

  • $216/SF
  • 13 Days On Market

  Current Estimated Value $396,093

  Last Listing Agent Tony Antoniewicz RE/MAX Preferred

  355 Veldor St, Oregon, WI 53575
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  /37

  Est $396,913 Not Listed For Sale

  4718 Hoover St, Oregon, WI 53575

  • 3 Beds
  • 1 Bath
  • 1,528 Sq Ft
  • Built 1983

  4718 Hoover St, Oregon, WI 53575

  Last Sold Summary

  • 1% Below List Price
  • $262/SF
  • 12 Days On Market

  Last Sold Price $399,900

  Last Listing Agent Nicole Fischer Rock Realty
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  /19

  $239,000

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

  859 Park St Unit 101, Oregon, WI 53575

  Commuters, take note! Located just steps from Hwy 14 E, this 2-bedroom, 2-bath condo offers seamless access to downtown Madison while enjoying the charm of Oregon. Efficient floor plan, easy living, and an unbeatable location make this one a must-see.

  Jo Ferraro EXP Realty, LLC

  859 Park St Unit 101, Oregon, WI 53575
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  /52

  $542,000 Sold Sep 19, 2025

  1507 Partridge Hill Dr, Oregon, WI 53575

  • 4 Beds
  • 3 Baths
  • 2,532 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $214/SF
  • 15 Days On Market

  Current Estimated Value $546,853

  Last Listing Agent Sherry McKee Stark Company, REALTORS

  1507 Partridge Hill Dr, Oregon, WI 53575
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  /19

  Est $546,952 Not Listed For Sale

  4323 Oak Hill Rd, Oregon, WI 53575

  4323 Oak Hill Rd, Oregon, WI 53575

  Last Sold Summary

  • 4% Above List Price
  • 2 Days On Market

  Last Sold Price $528,000

  Last Listing Agent Julie Larson First Weber Inc
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  /2

  $799,000

  • 4,560 Sq Ft

  270 Brook St, Oregon, WI 53575

  Exceptional owner-occupy opportunity with serious income potential! This well maintained 3 unit property (with potential to convert to 5 units, buyer to verify) offers the perfect blend of personal residence and investment. Live comfortably in one unit while the other units help cover your mortgage - or maximize cash flow with additional rental configuration options. The property features

  Kelly Haase Preferred Realty Group

  270 Brook St, Oregon, WI 53575
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  /2

  $569,900 Sold Feb 26, 2026

  1214 Denmark Cir Unit 50, Oregon, WI 53575

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $290/SF
  • 295 Days On Market

  Last Listing Agent Emily Ostermiller First Weber Inc

  1214 Denmark Cir Unit 50, Oregon, WI 53575

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