Oregon, WI Homes

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  /21

  $750,000 Sold Apr 25, 2025

  • 2,385 Sq Ft
  • $314/SF
  • 132 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  540 Autumn Ridge Ct, Oregon, WI 53575

  New construction by Parview Homes in Autumn Ridge, Oregon! The Finch model offers 4 bedrooms, 2.5 bathrooms, and 2,385 sq. ft. of thoughtfully designed living space. Features include luxury vinyl plank (LVP) flooring, an electric fireplace, quartz countertops, a spacious great room, huge kitchen, flex room, mudroom, and a 3-car tandem garage. The home also includes an unfinished lookout basement

  Aaron Weber Compass Real Estate Wisconsin

  540 Autumn Ridge Ct, Oregon, WI 53575
• 

  

  

  /20

  Not Listed For Sale

  L511 Leeward Ln, Oregon, WI 53575

  L511 Leeward Ln, Oregon, WI 53575
• 

  

  

  /33

  $574,900 Pending

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

  2024 Sand Hill Rd, Oregon, WI 53575

  Showings begin Friday, 4/18. Tucked back on a quiet road on 10.39 Acres is this charming farmhouse. Views of Grass lake across to the west and Government land behind the property to the East. Hardwood floors, Pocket Door. Large Family room, 1st fl. Laundry, walk-up attic could be finished off. Outbuildings (old dairy barn, loafing shed, machine shed, det. 2 c. garage. *See list of updated in

  Julie Bollig RE/MAX Preferred

  2024 Sand Hill Rd, Oregon, WI 53575
• 

  

  

  /35

  $750,000 Sold Apr 24, 2025

  • 2,527 Sq Ft
  • $297/SF
  • 5 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2023

  664 Ridge View Ln, Oregon, WI 53575

  Better than new! Inside you will be greeted by an impressive two-story foyer. The main level offers a bedroom and full bath as well as seamlessly connecting the spacious kitchen, dinette, and great room. Upstairs, you'll find three add’l bedrooms, a full bathroom, along with the sophisticated primary featuring a private en-suite and a generous walk-in closet with custom built-ins. The walk-out

  MHB Real Estate Team MHB Real Estate

  664 Ridge View Ln, Oregon, WI 53575
• 

  

  

  /20

  Not Listed For Sale

  L510 Leeward Ln, Oregon, WI 53575

  L510 Leeward Ln, Oregon, WI 53575
• 

  

  /83

  $600,000 Pending

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

  4287 Oak Hill Rd, Oregon, WI 53575

  Fantastic horse farm! Mid-century ranch-style house w/ fireplace, 3-season room, front & rear decks, expansive views overlooking the pastures and backs to woods. Farm has two barns and outbuilding. Barn #1, built 1973, 51x72, 10 box stalls, 50x60 indoor riding arena, water, tack room, grooming area, workroom, and tack room/lounge which is being used as small living quarters. Barn #2, built 1971,

  Kari Manson Hvam Sprinkman Real Estate

  4287 Oak Hill Rd, Oregon, WI 53575
• 

  

  /44

  $325,000 Sold Apr 23, 2025

  • 1,530 Sq Ft
  • $212/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  596 Hillcrest Dr, Oregon, WI 53575

  Stroll back to 1962..."I Can't Stop Loving You" by Ray Charles, "Roses are Red" by Bobby Vinton, "Mashed Potato Time" by DeeDee Sharp and the list goes on . . . great news, oak hardwood floors under the carpet in the living room and appears to have in all 3 bedrooms too. Bright east facing kitchen and dinette with door to the spacious backyard. New refrigerator in 2024. Lower level has retro rec

  Brenda Cuta First Weber Inc

  596 Hillcrest Dr, Oregon, WI 53575
• 

  

  /20

  Not Listed For Sale

  L509 Leeward Ln, Oregon, WI 53575

  L509 Leeward Ln, Oregon, WI 53575
• 

  

  /40

  $1,395,000

  • 6 Beds
  • 7 Baths
  • 9,220 Sq Ft

  683 Rinpoche Ln, Oregon, WI 53575

  Must see fabulous Bergamont executive home on the 13th fairway. This home was made for entertaining indoors and out. Features grand entrance with curving staircase, towering living room, giant gourmet kitchen, main floor master suite, & 4 season porch w/fireplace. Lower-level boasts rec room, game room w/custom wet bar, theater, wine room, steam shower and more. Deck and stamped patio overlook

  Chris Thomas Badgerland Real Estate & Associates, LLC

  683 Rinpoche Ln, Oregon, WI 53575
• 

  

  /54

  $950,000 Sold Apr 22, 2025

  • 4,363 Sq Ft
  • $218/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2022

  641 Bergamont Blvd, Oregon, WI 53575

  Nestled in the prestigious Legend Hills, this exquisite 4,300 sqft home offers stunning views of the Bergamont’s back 9 holes. A seamless blend of contemporary elegance and classic charm, this home is designed to meet every need. The chef’s kitchen boasts high-end finishes, oversized island, custom Amish cabinetry, Calcutta Leon Quartz countertops, double oven, Monogram appliances and more. The

  MHB Real Estate Team MHB Real Estate

  641 Bergamont Blvd, Oregon, WI 53575
• 

  

  /20

  Not Listed For Sale

  L122 Alpine Pkwy, Oregon, WI 53575

  L122 Alpine Pkwy, Oregon, WI 53575
• 

  

  /4

  $195,000

  • Land
  • 0.53 Acre
  • $367,925 per Acre

  443 Kassander Way, Oregon, WI 53575

  Alterra Design Homes presents a new land purchase opportunity in the desirable Oregon, WI. Take advantage of one of the last wooded lots in Oregon. This prime location offers the convenience of a brand-new library just down the street and bike paths right across the way, perfect for outdoor enthusiasts. Enjoy the ease of access to a variety of restaurants, all within minutes. Build your dream

  Oscar Bennett Alterra Real Estate Group LLC

  443 Kassander Way, Oregon, WI 53575
• 

  

  /27

  $405,000 Sold Apr 22, 2025

  • 1,584 Sq Ft
  • $256/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  125 Jill Ct, Oregon, WI 53575

  Welcome home to this inviting 3-bedroom, 2-bathroom raised ranch nestled in a peaceful cul-de-sac. Step inside to a bright and airy open living room that seamlessly flows into the formal dining room and kitchen, creating the perfect space for entertaining. Enjoy your morning coffee or unwind in the sun-filled sunroom, offering picturesque views of the semi-private backyard—a serene retreat for

  MHB Real Estate Team MHB Real Estate

  125 Jill Ct, Oregon, WI 53575
• 

  

  /39

  Est $709,347 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,534 Sq Ft

  408 Kassander Way, Oregon, WI 53575

  408 Kassander Way, Oregon, WI 53575
• 

  

  /26

  $439,900

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft

  926 Foxfield Rd, Oregon, WI 53575

  Show 4/25. Welcome to this beautifully maintained 4-bedroom, 2-bath ranch home in the sought-after Oregon School District. Vaulted ceilings enhance the spacious feel throughout the main level. The kitchen boasts stainless steel appliances and bright white cabinets. Upstairs includes three comfortable bedrooms, with the primary featuring new 6-panel oak doors. The finished lower level adds even

  Michael Weiss MHB Real Estate

  926 Foxfield Rd, Oregon, WI 53575
• 

  

  /34

  $412,000 Sold Apr 18, 2025

  • 1,760 Sq Ft
  • $234/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  576 Soden Dr, Oregon, WI 53575

  Showings begin on April 5th, after open house. Welcome to this charming 4-bedroom, 2-bathroom ranch-style home situated on a spacious corner lot! Tons of character from built-ins, hardwoods and a bright, 4-season sunroom. The new concrete patio and above-ground pool create a fantastic outdoor retreat, while the fenced-in yard offers privacy and security. Partially finished basement is perfect for

  Betsy Johnson Lindsay Gallagher & Associates

  576 Soden Dr, Oregon, WI 53575
• 

  

  /9

  Est $774,325 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,209 Sq Ft

  796 Alpine Pkwy, Oregon, WI 53575

  796 Alpine Pkwy, Oregon, WI 53575
• 

  

  /40

  $399,900

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  174 Elliott Ln, Oregon, WI 53575

  Condo Dues $444/mo. Welcome home to this stunning private-entry condo featuring open floor plan w/ soaring vaulted ceilings, wood & tile flooring. The spacious living area is anchored by a cozy fireplace & flows seamlessly into a generous kitchen w/ island—perfect for entertaining. Step out onto the charming deck to enjoy your morning coffee or unwind after a long day. Luxurious owner’s suite

  Kari Manson Hvam Sprinkman Real Estate

  174 Elliott Ln, Oregon, WI 53575
• 

  

  /42

  $645,000 Sold Apr 18, 2025

  • 3,100 Sq Ft
  • $208/SF
  • 167 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  722 Pleasant Oak Dr, Oregon, WI 53575

  Enjoy this custom home in popular Autumn Woods. NEW FURNACE winter 2025. Many bonus features for lower $600's. Spacious rooms, large trees, perennial gardens, large screen porch, covered patio, surround deck, 3 car garage & extra storage. The main level features vaulted ceilings, large windows for natural light, DR and LR w wood fireplace, chef's kitchen with upscale SS appliances, gas stove,

  Roger McMunn Keller Williams Realty

  722 Pleasant Oak Dr, Oregon, WI 53575
• 

  

  /25

  Est $602,940 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  329 Kassander Way, Oregon, WI 53575

  329 Kassander Way, Oregon, WI 53575
• 

  

  /39

  $399,900

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  174 Elliott Ln, Oregon, WI 53575

  Welcome home to this stunning private-entry condo featuring open floor plan w/ soaring vaulted ceilings, wood & tile flooring. The spacious living area is anchored by a cozy fireplace & flows seamlessly into a generous kitchen w/ island—perfect for entertaining. Step out onto the charming deck to enjoy your morning coffee or unwind after a long day. Luxurious owner’s suite includes a full bath &

  Kari Manson Hvam Sprinkman Real Estate

  174 Elliott Ln, Oregon, WI 53575
• 

  

  /88

  $479,000 Sold Apr 17, 2025

  • 2,607 Sq Ft
  • $184/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  135 Cedar Dr, Oregon, WI 53575

  Welcome Home to this 4-bedroom, 2.5-bath Ranch offering both comfort and style. Serene outdoor space attracts beautiful wildlife, including butterflies, hummingbirds, and cardinals, creating a peaceful, nature-filled retreat right outside your door. Inside, the home has been thoughtfully updated (list available in Assoc Docs), including a stunning kitchen that has been beautifully reimagined with

  Jerilyn Endrizzi Coldwell Banker Real Estate Group

  135 Cedar Dr, Oregon, WI 53575
• 

  

  /38

  Est $919,836 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,644 Sq Ft

  431 Kassander Way, Oregon, WI 53575

  431 Kassander Way, Oregon, WI 53575
• 

  

  /6

  $109,000

  • Land
  • 0.14 Acre
  • $778,571 per Acre

  813 Charles Ct, Oregon, WI 53575

  Opportunity knocks! There is one lot left in the beautiful, condominium association of 28 total units, in the Village of Oregon, located on the Foxboro Golf Course. Free standing, single family condo homes with lower level exposure and some with walk out. Carefree living with lawn care and snow removal included. The association is managed by the unit owners. This lot is near the 13th tee and the

  Brenda Cuta First Weber Inc

  813 Charles Ct, Oregon, WI 53575
• 

  

  /36

  $420,000 Sold Apr 17, 2025

  • 1,498 Sq Ft
  • $280/SF
  • 17 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1980

  4730 Roosevelt St, Oregon, WI 53575

  Showings begin 3/8/25. This beautifully updated ranch-style home offers modern comforts on an 1/2 acre lot. The recently renovated kitchen boasts new cabinets, counters, and flooring, while the updated bathroom and half bathroom ensure style and functionality. Enjoy the added bonus of a finished basement rec room, perfect for entertainment or relaxation, along with an additional bedroom. The

  Jennifer F Clary Realty Executives Cooper Spransy

  4730 Roosevelt St, Oregon, WI 53575
• 

  

  /55

  Est $896,411 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,539 Sq Ft

  1078 Brynhill Dr, Oregon, WI 53575

  1078 Brynhill Dr, Oregon, WI 53575
• 

  

  /90

  $1,159,000

  • 5 Beds
  • 3.5 Baths
  • 4,608 Sq Ft

  624 Rinpoche Ln, Oregon, WI 53575

  Elegant Design, Timeless Appeal, & Meticulous Condition describe this impressive Executive Home, which is located close to the clubhouse & waterpark in the gated section of The Legend at Bergamont. Great for entertaining inside & out...Theater Room, Billiards Room, Wet Bar, open Kitchen/Living Room, 3-Season Room, massive 45' x 12' TREX deck & huge backyard (.73 acre lot) with incredible views

  Tim Krueger RE/MAX Preferred

  624 Rinpoche Ln, Oregon, WI 53575
• 

  

  /46

  $400,000 Sold Apr 16, 2025

  • 1,613 Sq Ft
  • $248/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  187 Sterling Dr, Oregon, WI 53575

  This one has all the check boxes. Huge, flat yard. Three car tandem garage, NEWER theatre (sound absorbing wall, memory foam carpet, 2 layers drywall),NEWER "spa like" bathroom in lower level, NEWER kitchen remodel (Cabinets, appliances, fixtures, flooring), 200 amp service, and gleaming hardwood floors. Two apple trees in the backyard, two cherry (Montmorency and sweet cherry pie) in the front

  Robin Anderson-Guernsey Stark Company, REALTORS

  187 Sterling Dr, Oregon, WI 53575
• 

  

  /45

  Est $485,128 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  892 County Road Mm, Oregon, WI 53575

  892 County Road Mm, Oregon, WI 53575
• 

  

  /42

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  690 U S 14, Oregon, WI 53575

  Town of Rutland 12-acres, endless opportunity, land has access from US Hwy 14 & Waterman, 2 parcels, eligible for property split. Existing home, 3/2, detached 2 car garage & outbuilding. Updates: siding, insulation, windows, doors, propane tank, appliances, well pump & electrical. Inside offers good size rooms awaiting your personal touch. Fenced in with 4 access points, extended patio great to

  Seth Pfaehler The McGrady Group, LLC

  690 U S 14, Oregon, WI 53575
• 

  

  /3

  $120,000 Sold Apr 14, 2025

  • Land
  • 0.45 Acre
  • $266,667 per Acre

  • 118 Days On Market

  L166 Brynhill Dr, 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

  L166 Brynhill Dr, Oregon, WI 53575
• 

  

  /21

  Est $156,239 Not Listed For Sale

  112 Camelot Cir, Oregon, WI 53575

  112 Camelot Cir, Oregon, WI 53575
• 

  

  /16

  $1,000,000

  • Land
  • 20 Acres
  • $50,000 per Acre

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

  Location Location Location! Rare opportunity to own +/- 20ac on the edge of Madison. Property is in a prime location for future development and offers potential access to both Whalen Rd and Kathleen Ln. Bring your own builder to construct your dream home with privacy and room to roam. Opportunities like this do not come up often and will likely go fast. Schedule your private showing today!

  Al Weber First Weber Inc

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

  

  /23

  $375,000 Sold Apr 11, 2025

  • 1,232 Sq Ft
  • $304/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1966

  235 Sterling Dr, Oregon, WI 53575

  Situated on a nice level corner lot, this home has so much to offer. Lots of updates makes it ready for a new owner. 3 bedrooms on the main level and a basement waiting to be finished. Plenty of room for a basement bathroom, bedroom, rec room and/or family room. Located just a few blocks from downtown Oregon. An easy walk to the community band shelter to watch the summer band concerts, visit the

  Tony Antoniewicz RE/MAX Preferred

  235 Sterling Dr, Oregon, WI 53575
• 

  

  /42

  Est $814,080 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,619 Sq Ft

  116 Onyx Ct, Oregon, WI 53575

  116 Onyx Ct, Oregon, WI 53575
• 

  

  /75

  $1,249,000

  • 6 Beds
  • 5 Baths
  • 4,133 Sq Ft

  659 Rinpoche Ln, Oregon, WI 53575

  Luxury golf course living close to Madison, nestled on the 13th tee box, this exquisite home offers unparalleled blend of luxury, comfort, and smart living. Thoughtfully upgraded with high-end finishes, the home boasts tall ceilings and expansive windows, filling the freshly painted interior with natural light. Enjoy the warmth of two fireplaces or unwind in the custom traditional sauna. The

  Sandy Joudrey NextHome Midwest

  659 Rinpoche Ln, Oregon, WI 53575
• 

  

  /35

  $451,000 Sold Apr 11, 2025

  • 2,092 Sq Ft
  • $216/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  452 Lisa Ct, Oregon, WI 53575

  Tucked away on a quiet cul-de-sac, this charming multi-level home with space to spread out! The beautifully remodeled kitchen/dining area, featuring stainless steel appliances, and granite counter tops is perfect for gatherings. Upstairs, you'll find all three bedrooms and a convenient pass-through bath. The cozy living room, complete with a wood-burning fireplace, is ideal for curling up with a

  Wanda Roche Compass Real Estate Wisconsin

  452 Lisa Ct, Oregon, WI 53575
• 

  

  /36

  Est $547,432 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,556 Sq Ft

  176 Luebke Ln, Oregon, WI 53575

  176 Luebke Ln, Oregon, WI 53575
• 

  

  /70

  $479,900

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

  811 Charles Ct, Oregon, WI 53575

  Let the seasons unfold with spacious main living area overlooking the golf course, ponds& nature. Welcoming tiled foyer, freshly painted, vaulted great room, gas FP w/ door to patio, optional formal dining area. Kitchen offers bright south facing dinette w/windows on 3 sides, island for easy prep, cherry cabinets w/ dovetailed drawers, tall breakfast bar & under cabinet lighting. Primary suite

  Brenda Cuta First Weber Inc

  811 Charles Ct, Oregon, WI 53575
• 

  /2

  $629,900 Sold Apr 11, 2025

  • 2,907 Sq Ft
  • $217/SF
  • 34 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  449 Peterson Trail, Oregon, WI 53575

  The Raleigh A Floor Plan by Lennar Homes on site #96 in Highlands of Netherwood is available for move in Feb/March '25. Eligible buyers may qualify for a fixed 30-year rate of 5.99% through Lennar Mortgage if closed on or before 5/31/25. Enjoy upgraded Designer Select finishes quartz countertops, engineered hardwood flooring, stainless steel appliances, kitchen island and more! This home has a

  Emily Ostermiller First Weber Inc

  449 Peterson Trail, Oregon, WI 53575

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