Oregon Real Estate

Oregon Real Estate

Welcome to Oregon, Wisconsin – a charming village nestled in the heart of Dane County, just a stone’s throw from the vibrant city of Madison. Known for its picturesque landscapes and tight-knit community, Oregon offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

With a population of just over 10,000 residents, Oregon prides itself on its friendly atmosphere and welcoming spirit. The village is surrounded by beautiful parks and nature trails, perfect for outdoor enthusiasts and families alike. Explore the scenic beauty of the Badfish Creek State Natural Area or enjoy a leisurely day at the popular Oregon Park, where you can picnic, play sports, or simply relax in the sun.

Education is a cornerstone of the community, with the highly regarded Oregon School District providing exceptional educational opportunities for children of all ages. The district is known for its commitment to academic excellence and fostering a supportive learning environment.

Oregon also boasts a vibrant local economy, featuring a mix of charming shops, restaurants, and services that cater to residents' needs. From cozy cafes to unique boutiques, there’s always something new to discover. Plus, with easy access to Madison, residents can enjoy the benefits of city life, including cultural events, shopping, and dining, while still enjoying the tranquility of small-town living.

Whether you’re looking for a place to raise a family, retire, or simply enjoy a slower pace of life, Oregon, Wisconsin, is a hidden gem that offers the perfect blend of community, nature, and opportunity. Come and experience the warmth and charm of Oregon – your new home awaits!

Newest Listings in Oregon

$655,000
4 Beds ⋅ 3 Baths ⋅ 2031037 MLS ⋅ ACTIVE Status
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 hardwood floors, cozy carpet insert + gas fireplace. The primary suite offers a large walk-in closet, double vanity + tiled walk-in shower. Lower level highlights a generous family room, 4th bedroom, full bath, wet bar with custom walnut countertops + ample storage. Enjoy the upgraded low-maintenance deck—perfect for relaxing + entertaining without the upkeep while the 3-car garage features an epoxy floor. Updates include roof, water heater, garage doors/motors, washer/dryer + refinished flooring. Meticulously maintained with custom touches throughout, this home is ready to move in + enjoy!

856 Peace Ln, Oregon
$464,900
3 Beds ⋅ 3 Baths ⋅ 2030916 MLS ⋅ ACTIVE Status
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 green space and pond. Upstairs boasts a generous primary suite w/full bath and large closet, 2 add'l beds & full bath. The basement is open & ready for your ideas featuring rear exposure with natural light and plumbed for another bath. New roof ('25), newer windows throughout, plus brand new carpeting and fresh paint on the main level. LVP to be added throughout the kitchen and hallway in early Oct. Main level laundry & substantial 3-car attached garage are added bonuses! Close to schools, parks, walking paths, and downtown Oregon. Easy commute to Madison, Epic, & everything the area has to offer.

137 Lynne Trl, Oregon
$649,900
4 Beds ⋅ 3 Baths ⋅ 2030900 MLS ⋅ ACTIVE Status
Show 8/21. Beautifully updated 5-bedroom, 3-full-bath home in Oregon, WI! The main level features vaulted ceilings, new LVP flooring, a spacious kitchen with stainless steel appliances, granite counters, and island with breakfast bar, plus a formal dining room and convenient mudroom/laundry. The primary suite offers tray ceilings, dual walk-in closets, a tiled walk-in shower, and dual vanity. Finished lower level includes a rec room, wet bar, 2 bedrooms, and full bath. Enjoy the Trex deck, spacious yard, and attached oversized 2-car garage (30X25) with epoxy flooring! Conveniently located near downtown Oregon, Oregon Public Library, and multiple parks and walking trails!

949 Halcyon Days Ct, Oregon
$650,000
4 Beds ⋅ 3 Baths ⋅ 2030850 MLS ⋅ ACTIVE Status
Showings start 8/20. This one is SO bright and fresh! Gently occupied, feels brand new. Crisp white trim and doors, 9' ceilings on the main level plus cathedral ceilings in the beautiful sunroom/dining and in the primary bedroom. Beautiful white kitchen with granite countertops, stainless appliances and seating at the island. Primary suite offers double vanities with quartz countertops, tile shower w/bench and custom built-ins in the TWO large walk-in closet. Upper level laundry (seems smart to me since that's where your clothes live). Front flex room could be formal dining or whatever you choose. Custom lockers and drop zone in the rear foyer to stay organized and clutter-free. 2 egress windows in the large basement allow for 2 future bedrooms, or family room, and rough-in for future full bath. Beautiful white privacy fence in large back yard, and the Foxboro golf course view from upstairs.

803 Liliana Ter, Oregon
$419,900
3 Beds ⋅ 2 Baths ⋅ 2030702 MLS ⋅ ACTIVE Status
Beautiful ranch home offering the perfect blend of comfort, convenience, and outdoor enjoyment. Stunning hardwood floors welcome you inside, while the remodeled kitchen is ready for everyday living and entertaining alike. Unwind in the spa-like bathroom, designed to feel like your own private retreat. Outside, enjoy a generous lot featuring cherry trees, apple trees, plum tree, raspberry bush, and plenty of room to garden, play, or relax. The new maintenance-free deck is perfect for summer gatherings and quiet mornings alike. A dedicated theater room, complete with all equipment included, provides the ultimate movie-night experience. The oversized 3-car garage offers ample storage and workspace. Conveniently located near shopping, restaurants, parks, and everyday amenities, this home combines thoughtful updates, beautiful outdoor spaces, and exceptional value.

187 Sterling Dr, Oregon
$749,900
4 Beds ⋅ 4 Baths ⋅ 2030583 MLS ⋅ ACTIVE Status
Brand new 4 bedroom 3.5 bath ranch home by Brian Anderson Homes. Ideal location at the end of a cul-de-sac in Autumn Ridge. Vaulted greatroom boasts gas fireplace, open kitchen/dining with island breakfast bar, quartz countertops and huge walk-in pantry. Main level laundry and mud room with built-in bench. Popular split bedroom design. Primary bedroom suite has walk-in closet and private full bath with double vanity. Finished lower level family/media room, BR4, full bath and ample storage. Estimated completion Sept 2026.

568 Autumn Ridge Ct, Oregon
$849,900
4 Beds ⋅ 3 Baths ⋅ 2030196 MLS ⋅ ACTIVE Status
Better than new, this 2023 Oregon ranch has been thoughtfully finished and upgraded since the day it was built. Step inside to an open, airy main level with wood floors that flow throughout and a great room made for gathering. The kitchen is a standout, featuring a large island, pantry, and quartz countertops, all opening naturally into the living and dining spaces. The primary suite is a true retreat with a walk-in closet and spa-like bathroom with walk-in shower. The main level laundry brings everyday convenience, and two additional bedrooms and a second full bath round out the level. Downstairs, the newly finished lower level adds serious value! The entire space is flooded with natural light, and features a rec room w/ wet bar, a fourth bedroom, a full bath, and an office. Out back, the patio with remote-control screened enclosure makes outdoor entertaining effortless, with easy access to patio and fenced yard. All this, with walking distance to library, parks and more!

435 Peterson Trl, Oregon
$372,000
3 Beds ⋅ 3 Baths ⋅ 2030034 MLS ⋅ ACTIVE Status
Spacious 3BD/3BA step-free condo in Oregon! Main-floor living with bonus lower level. Welcome home to this beautifully maintained condo on a quiet cul-de-sac in Oregon's Alpine Meadows community. Move-in ready with quality finishes and low-maintenance living. The main floor features LVP flooring throughout an open-concept living, dining, and kitchen area. The kitchen boasts granite countertops, stainless steel appliances, tile backsplash, and a peninsula island with seating for four. Two bedrooms, two full bathrooms, and main-floor laundry complete the level. The lower level offers a third bedroom with egress window, full bathroom, and flexible rec room space ideal as a home office or guest suite. Attached 2-car garage with ground-level entry. New roof 2025. New furnace/AC & water softener 2020. Private patio. One block to walking trail. Two blocks to library. Minutes to Madison. HOA $394.99/mo covers all exterior maintenance. No open house. Schedule your private showing today!

136 Alpine, Oregon
$488,000
3 Beds ⋅ 3 Baths ⋅ 2029822 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step inside this beautifully updated and excellently maintained home featuring a vaulted, open-concept main level designed for comfortable living and effortless entertaining. The remodeled kitchen showcases rich cherry cabinetry, quartz countertops, a spacious island, and a stylish tile backsplash, while luxury vinyl plank flooring flows throughout the main living areas. A striking stone gas fireplace with a Heat & Glo insert creates a warm and inviting focal point.The spacious 19x17 addition offers flexible use as a sunroom, family room, or gathering space, complete with skylights that fill the room with natural light. Just beyond, the screened porch features versatile gel windows and is structurally designed to support an eight-person hot tub. All three BR and two full BA are conveniently located on the main level, along with main-floor laundry. The primary suite includes dual closets, an additional linen closet, and a private bathroom with a walk-in shower. New roof 2021.

425 Landover Dr, Oregon
$415,000
3 Beds ⋅ 3 Baths ⋅ 2029687 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings 8/7. Exceptionally maintained 3 BR/ 3BA ranch situated on a quaint pond in Oregon! Step inside to discover a main level featuring a convenient mudroom with washer/dryer and access to 2 car garage. Kitchen has a breakfast bar and stainless steel appliances, and lot of pantry space. Cozy living room with a stone encased gas fireplace. Enjoy the deck overlooking pond and and large yard. The main bedroom hosts a walk-in closet and en suite with a walk-in shower. Lower level boasts garden views, an additional bedroom and bathroom, and ample unfinished storage space. Experience the perfect blend of comfort and natural beauty in this charming ranch home! Seller is a licensed Wisconsin Real Estate Agent. Basic UHP home warranty included.

746 Thompson Dr, Oregon
$449,900
3 Beds ⋅ 3 Baths ⋅ 2029285 MLS ⋅ ACTIVE Status
Move-in ready 10/12/26. This Chelsea home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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 luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

462 New Hampton Dr, Oregon
$589,000
2029268 MLS ⋅ ACTIVE UNDER CONTRACT Status
Whether you're looking for the ultimate hobby space or a functional headquarters for your business, this turnkey commercial condo is ready to impress! Featuring 8+ garage stalls with two oversized 18ft garage doors and soaring 20ft ceilings, there's ample room for fleet vehicles, equipment, RVs, boats, trailers, or a fully outfitted workshop. The thoughtfully finished interior offers all the comforts of home with a full kitchen, private office, bedroom, living area, and bathroom—making it ideal for contractors, small business owners, car enthusiasts, hobbyists, or anyone looking for the ultimate man cave. Move right in and enjoy a space that's perfectly suited for work, storage, recreation, or all of the above!

1090a Union, Oregon
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