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435 Peterson Trl, Oregon
$834,900
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
358 Alpine Meadow Cir, Oregon
$300,000
2 Beds ⋅ 2 Baths ⋅ 2029954 MLS ⋅ ACTIVE UNDER CONTRACT Status
Rare find! This 2-bedroom, 2-bath ranch condo offers easy one level living with vaulted ceilings, beautiful lvp floors, and a comfortable open feel with lots of natural light. The kitchen features brand-new appliances in 2026, along with an impressive list of recent updates including a new washer an dryer in 2025, furnace, A/C and water heater in 2024, and new roof in 2022. The spacious unfinished lower level offers plenty of potential for additional living space, with exposed windows and plumbing already in place for an additional bathroom. Enjoy the ease of low-maintenance condo living with the space, updates, and potential you've been looking for. Ranch condos like this don't come along often-don't miss this one!

358 Alpine Meadow Cir, Oregon
462 New Hampton 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
873 Peregrine Cir, Oregon
$545,000
3 Beds ⋅ 3 Baths ⋅ 2028336 MLS ⋅ ACTIVE Status
Tucked away on a cul-de-sac with a quiet neighborhood setting, this inviting two-story home offers nearly 2,500 square feet of above-grade living space, blending timeless character with functional design. Located just two blocks from Anderson Farm Park, outdoor recreation is close at hand, with expansive green space and a large dog exercise area providing convenient opportunities to walk, explore, and enjoy time outside. Inside, the spacious sunroom showcases exposed ceilings and walls, a beautiful brick fireplace, and direct access to the private, fenced backyard surrounded by mature trees. The kitchen features warm wood cabinetry, granite countertops, a peninsula for additional seating, a new sink, and abundant storage. Upstairs, the primary suite includes a walk-in closet and an ensuite bath with a double vanity and granite countertops. Two additional bedrooms provide comfortable living space, including one with vaulted ceilings and a distinctive arched window.

873 Peregrine Cir, Oregon
148 Alpine Meadow Cir, Oregon
$300,000
2 Beds ⋅ 3 Baths ⋅ 2028288 MLS ⋅ ACTIVE UNDER CONTRACT Status
Looking for a low-maintenance lifestyle, but also craving something special that feels like home? This beautiful 2-bed, 2.5 bath townhouse, meticulously cared for by its original owner, delivers the quality touches that set it apart. Colorful perennials & an airy skylit foyer greet & invite you in. Its open floor plan is bathed in natural light & adorned w/elegant crown molding. Quartz countertops, high quality cabinets, & stainless appliances grace the kitchen. The dining area’s glass doors open to a private patio where sunrises & morning coffee are on the menu. Relax among lilies, irises, & hydragenas. Upstairs, the huge primary suite features a soaring cathedral ceiling, sitting area, walk-in closet, & bath. A generously sized 2nd bedroom sits next to its own full bath, w/convenient laundry nearby. Spotless LL offers storage or extra living space. Bath rough-in & egress window make future finishing easy. Close to charming downtown Oregon & walking paths. Short drive to Madison!

148 Alpine Meadow Cir, Oregon
5 Acres Lincoln Rd, Oregon
$499,900
2028273 MLS ⋅ ACTIVE Status
Opportunity awaits on this 5 acre property just south of Madison in the Town of Oregon. Several outbuildings on the property including the original barn, 3 car detached garage and two pole sheds provide multiple possibilities for storage, hobbies or animals. Includes a Foursquare farm house. House and some outbuildings are in need of some TLC. Property is also listed as Single Family. Seller is selling AS-IS.

5 Acres Lincoln Rd, Oregon
480 Foxfield Ct, Oregon
$799,900
4 Beds ⋅ 4 Baths ⋅ 2027752 MLS ⋅ ACTIVE UNDER CONTRACT Status
Completion date: September 30, 2026. Exceptional custom built 4-bedroom home offering the perfect blend of comfort and thoughtful design! This well appointed home offers an incredible gourmet kitchen with custom cabinets, quartz counters, stainless appliances, hidden walk-in pantry and center island with snack bar. Enjoy the sun filled great room with gas fireplace, large dinette with access to the patio, making it ideal for everyday living and entertaining. Master suite features large walk-in closet and private master bath with double vanity and tiled shower. The finished lower level expands your living space with a spacious rec room, 4th bedroom and full bathroom. LVP flooring, 2nd floor laundry, 3 car garage and more!

480 Foxfield Ct, Oregon
456 Savannah Dr, Oregon
$429,900
3 Beds ⋅ 3 Baths ⋅ 2027563 MLS ⋅ ACTIVE Status
Move-in ready 10/16/26. This Tribeca 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.

456 Savannah Dr, Oregon
546 Echo Valley Rd, Oregon
$789,900
4 Beds ⋅ 3 Baths ⋅ 2027077 MLS ⋅ ACTIVE Status
PRICED BELOW ASSESSED VALUE!!! This spacious ranch invites you to relax on 4.21 acres located on a peaceful cul de sac in a rural subdivision. A large open great room invites you to just come inside, sit by the fireplace, and look out the massive windows. Others might want to relax on the screened porch for a quick dip in the hot tub while overlooking the woods. The kitchen includes tons of cabinets surrounding the functional island, bright new tile, and updated fixtures. The primary suite feels like a relaxing spa with a large soaking tub, new tile shower, and stylish updates around the double vanity. The lower level makes entertaining easy around the large basement bar, relaxing by the pellet stove, or walk directly outside private deck. There’s room for a home office or workout area. The two legal bedrooms include large windows to bring in natural light. I could ramble on, but this rambling ranch speaks for itself. Schedule your showing today!

546 Echo Valley Rd, Oregon
830 Oregon Ctr, Oregon
$1,250,000
2026817 MLS ⋅ ACTIVE Status
Turnkey standalone restaurant and bar now available in Oregon, WI - fully equipped and ready to operate from day one. All furniture, fixtures, and equipment are included in the sale, and the property holds an active liquor license from the Village of Oregon. The main dining and bar space spans over 4,300 sq. ft. with an open floor plan, private party room, and patio seating, plus approximately 1,500 sq. ft. of basement storage. Ownership is motivated to sell but will consider leasing to experienced, qualified operators. A rare opportunity to step into a fully built-out, licensed hospitality concept without the typical startup burden. Serious inquiries only.

830 Oregon Ctr, Oregon
1043 Merri-Hill Dr, Oregon
$394,900
3 Beds ⋅ 3 Baths ⋅ 2025775 MLS ⋅ ACTIVE Status
This Emerson 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.

1043 Merri-Hill Dr, Oregon
1003 Merri-Hill Dr, Oregon
$539,900
3 Beds ⋅ 2 Baths ⋅ 2025638 MLS ⋅ ACTIVE Status
Move-in ready 9/3/26. This Harlow home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 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.

1003 Merri-Hill Dr, Oregon
602 Pleasant Oak, Oregon
$1,100
2025542 MLS ⋅ ACTIVE Status
Well-maintained ground-level office suite overlooking the Foxboro Golf Course in a prime location with strong exposure and easy access. This professional space features multiple private offices, a shared kitchenette, common area bathrooms just steps from the entrance, abundant natural light, exterior monument signage, and ample parking for tenants and guests. Ideal opportunity for professional, medical, or service-based businesses seeking a functional space in an attractive setting.

602 Pleasant Oak, Oregon
550 N Burr Oak, Oregon
$90,132
2025468 MLS ⋅ ACTIVE Status
Position your business in this well-maintained 6,438-square-foot office building conveniently located in Oregon's established business and industrial district, just minutes from Madison and easy access to major transportation routes. The property offers a professional corporate environment ideal for engineering, professional services, administrative headquarters, technology firms, medical office users, or other office-intensive operations. The flexible floor plan accommodates a variety of configurations, including private offices, conference rooms, collaborative work areas, and support spaces.

550 N Burr Oak, Oregon
828 Dunn Ave, Oregon
$384,000
4 Beds ⋅ 3 Baths ⋅ 2023893 MLS ⋅ ACTIVE Status
Must-see 3BR Ranch-style condo with updates and flexible living space! Main level features newer granite counters, appliances & flooring, gas fireplace, primary suite, laundry & 1/2 bath. Exposed lower level offers 2 bedrooms, full bath, spacious family room that could serve as a 4th bedroom, plus ample storage. New roof & siding in 2026. Newer deck off dining area. Ideally located close to parks, schools, shopping, restaurants, and everyday conveniences. This home offers a great combination of comfort, flexibility, and location. Condo is located adjacent to the Highway 14 corridor.

828 Dunn Ave, Oregon
1053 Winged Foot Dr, Oregon
$1,275,000
5 Beds ⋅ 5 Baths ⋅ 2021000 MLS ⋅ ACTIVE UNDER CONTRACT Status
Perfectly positioned on the Bergamont Golf Course, this stunning home offers some of the most breathtaking views in the community—overlooking the 10th & 18th fairways as well as the spectacular clubhouse. The gourmet kitchen is a true showstopper, complete with a large center island, high-end appliances including Sub-Zero, Viking and Thermador-perfect for the culinary enthusiast. The main living area is warm & inviting with gorgeous wood flooring, soaring vaulted ceilings, & a striking tiled fireplace that anchors the space. The walkout lower level is built for entertaining & enjoyment, offering a spacious family room, wet bar, wine room, dedicated entertainment space, & an exercise room. Stone fire pit area-perfect for outdoor gatherings.

1053 Winged Foot Dr, Oregon
422 Oakwood Dr, Oregon
$559,900
4 Beds ⋅ 4 Baths ⋅ 2020302 MLS ⋅ ACTIVE Status
Move-in ready and waiting for you! This beautifully maintained 4-bedroom, 3.5-bath home has been freshly painted and is ready to enjoy from day one. The bright, inviting main level offers comfortable living spaces and easy access to the deck—perfect for grilling, entertaining, or relaxing outdoors. Upstairs, you’ll find four spacious bedrooms, including a private primary suite with its own bath and generous closet space. The finished walkout lower level adds even more living space with a large family room, full bath, and backyard access—ideal for guests, movie nights, hobbies, or a game room. Outside, enjoy the versatile sport court/patio for basketball, pickleball, entertaining, and more. Conveniently located in the desirable Oregon community near parks, trails, shopping, dining, and Madison. Fresh, well cared for, and truly move-in ready—come take a look!

422 Oakwood Dr, Oregon
1206 Tivoli Cir, Oregon
$420,000
2 Beds ⋅ 2 Baths ⋅ 2022950 MLS ⋅ ACTIVE Status
Thoughtfully updated condo that truly lives like a single-family home in a welcoming Oregon community! Condo Fees are $200/month. Enjoy a private entry and convenient 2-car attached garage, along with vaulted ceilings and abundant natural light throughout the inviting main living space. Upgraded lighting, new flooring, and an enhanced kitchen with added pantry cabinetry and butcher block counter add both style and function. The main level offers easy everyday living, while the unfinished lower level is already prepped for future expansion with plumbing and framing in place. Major exterior improvements include professional drainage, French drains, and striking rock retaining walls. Conveniently located near parks, dining, local amenities, and with quick access to Madison.

1206 Tivoli Cir, Oregon
4802 Country Meadows Rd, Oregon
$949,000
4 Beds ⋅ 3 Baths ⋅ 2022796 MLS ⋅ ACTIVE Status
No showings until 5/13. Nestled in a serene, park-like setting, this 4,000+ sf rustic European-inspired cottage offers exceptional privacy surrounded by mature hardwood forest, perennial gardens, and spring wildflowers. Beautiful nature views of the landscaped terminal moraine can be enjoyed from nearly every window. The home showcases outstanding craftsmanship with custom cabinetry and millwork crafted from wood milled directly from the property, including red oak laundry cabinetry, a cherry primary bath vanity, quarter-sawn oak office shelving, oak kitchen bow window trim, a cherry built-in bookcase, and a walnut window seat. Modern conveniences include high-speed internet, a dedicated home office, and an easy commute—just 10 minutes to Oregon, 25 minutes to Madison. Additional 24’x40’ shop - basement features 220 volt outlets, equipped with 4" fine dust collection exhaust system for the artisan. The flagship property of this cul-de-sac. This is not just a home, this is a lifestyle.

4802 Country Meadows Rd, Oregon
1206 Tivoli Cir, Oregon
$420,000
2 Beds ⋅ 2 Baths ⋅ 2019693 MLS ⋅ ACTIVE Status
Thoughtfully updated condo that truly lives like a single-family home in a welcoming Oregon community! Condo Fees are $200/month. Enjoy a private entry and convenient 2-car attached garage, along with vaulted ceilings and abundant natural light throughout the inviting main living space. Upgraded lighting, new flooring, and an enhanced kitchen with added pantry cabinetry and butcher block counter add both style and function. The main level offers easy everyday living, while the unfinished lower level is already prepped for future expansion with plumbing and framing in place. Major exterior improvements include professional drainage, French drains, and striking rock retaining walls. Conveniently located near parks, dining, local amenities, and with quick access to Madison.

1206 Tivoli Cir, Oregon
456 New Hampton Dr, Oregon
$464,900
3 Beds ⋅ 3 Baths ⋅ 2019361 MLS ⋅ ACTIVE Status
This Gramercy 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.

456 New Hampton Dr, Oregon
1044 Autumn Blaze Ct, Oregon
$749,900
4 Beds ⋅ 4 Baths ⋅ 2019010 MLS ⋅ ACTIVE Status
Under Construction. Get ready to fall in love with your brand-new home on Autumn Blaze Court. Arriving in December 2026 is a stunning new construction by Alterra Design Homes. It offers the perfect balance of peace and proximity. Nestled on a scenic hill overlooking the Village of Oregon, you're just 15 minutes from the heart of Madison but worlds away from the noise.

1044 Autumn Blaze Ct, Oregon
5431 Lincoln Rd, Oregon
$2,999,999
2018286 MLS ⋅ ACTIVE Status
Rare development opportunity in Oregon, Wisconsin, minutes from Madison and across from holes 13 and 14 of The Legend at Bergamont Golf Course. Located near established neighborhoods, Oregon’s new library, post office, schools, parks and downtown amenities. The approximately 621x1,298 foot property features substantial road frontage and rolling topography. Potential uses include a residential subdivision, luxury estate lots, single-family homes, twin homes, duplexes, townhomes, condominiums or small multifamily development. The property’s size, visibility, golf-course proximity and location in Dane County create an attractive opportunity for builders, developers, investors and land-banking buyers. Conceptual development renderings are available. Development is subject to rezoning, engineering, utility availability and municipal approval. Buyer to verify all development feasibility. Conceptual development renderings are in the photos.

5431 Lincoln Rd, Oregon
270 Brook St, Oregon
$799,000
2016589 MLS ⋅ ACTIVE Status
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 spacious layouts, strong natural light and a solid rental appeal, making it attractive for long term tenants or short term rental possibilities (subject to local regulations). Outside enjoy a standout amenity rarely found in multifamily homes - a private pool, creating added lifestyle value for an owner occupant and premium rental appeal. Ample parking, Flexible use potential and a layout that supports both privacy and income make this a smart buy for investors and house hackers alike. This one checks all the boxes!

270 Brook St, Oregon
500 Bergamont Blvd, Oregon
$795,000
2016587 MLS ⋅ ACTIVE Status
Prime 3.2-acre development opportunity in the Village of Oregon, WI! This PD (Planned Development) zoned parcel offers flexibility with approved site plans that have included multifamily, duplex condos and a wide range of permitted uses. Ideal for developers and investors seeking a ready-to-advance project in a growing community. Utilities are available at the lot lines, providing a strong head start for development. The PD zoning allows for creative site planning and mixed-use possibilities, making this an outstanding opportunity for multifamily, build-to-rent, townhome, senior housing, or mixed-use developers looking for a near-term project in a high-demand submarket. Excellent location with convenient access to local amenities, schools, and major commuter routes. Bring your vision and capitalize on this versatile development site.

500 Bergamont Blvd, Oregon
1087 Tundra Ave, Oregon
$399,900
3 Beds ⋅ 3 Baths ⋅ 2016256 MLS ⋅ ACTIVE Status
This Davis 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.

1087 Tundra Ave, Oregon
457 Savannah Dr, Oregon
$429,900
3 Beds ⋅ 3 Baths ⋅ 2015348 MLS ⋅ ACTIVE Status
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.

457 Savannah Dr, Oregon
655 Cypress Way, Oregon
$829,900
4 Beds ⋅ 4 Baths ⋅ 2012675 MLS ⋅ ACTIVE UNDER CONTRACT Status
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 room and mudroom add daily convenience. The primary suite offers a customizable bath and walk-in closet. Upper-level bedrooms are well sized with a full bath. Finished lower-level options allow for a gym, theater, wet bar, add Bedroom (640 sqft rec room included). Located in The Legend at Bergamot with top-tier golf, clubhouse, pools, courts, and a vibrant community lifestyle.

655 Cypress Way, Oregon
no property photo
$135,000
2012372 MLS ⋅ ACTIVE Status
$10,000 Fence Allowance Included! Build your dream home on Lot 81, 1085 Autumn Blaze Court, a superior corner property in the Second Addition to Autumn Ridge. Enjoy the best of both worlds: a prime corner location for design flexibility and abundant light, combined with the safety and quiet of a cul-de-sac. This is a rare chance to secure a distinguished homesite in this established, highly desirable community. Start planning your custom home today!

1085 Autumn Blaze Ct, Oregon

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.