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Oregon, WI Homes for Sale

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  • 507 Janesville St, Oregon, WI 53575
    507 Janesville St, Oregon, WI 53575
    507 Janesville St, Oregon, WI 53575
    /62

    $365,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    507 Janesville St, Oregon, WI 53575

    This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. A expansive 33'6"x22'6" garage fully insulated and sheet rocked and painted. The garage and second floor were added in 2015, 2016 and includes two bedrooms and a

    Agent Photo

    Steve Evers

    Great Rock Realty LLC

    507 Janesville St, Oregon, WI 53575
  • 690 US Highway 14, Oregon, WI 53575
    690 US Highway 14, Oregon, WI 53575
    690 US Highway 14, Oregon, WI 53575
    /44

    $799,000

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

    690 US Highway 14, Oregon, WI 53575

    Rare opportunity with approximately 12 acres in Dane County! 2 tax parcels for sale 0510-191-9500-6 - 9.736 acres and 0510-202-9230-9 - 2.10 acres - both parcels to be sold together. The property includes eligibility for one potential land division/development right, which may be used on the property or transferred to another qualifying property, subject to all town and Dane County requirements

    Agent Photo

    Jon Vanden Brook

    First Weber Inc

    690 US Highway 14, Oregon, WI 53575
  • 5 Acres Lincoln Rd, Oregon, WI 53575
    5 Acres Lincoln Rd, Oregon, WI 53575
    5 Acres Lincoln Rd, Oregon, WI 53575
    /23

    $499,900

    • Land
    • 5.01 Acres
    • $99,780 per Acre

    5 Acres Lincoln Rd, Oregon, WI 53575

    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

    Agent Photo

    Tommy Van Ess

    First Weber Inc

    5 Acres Lincoln Rd, Oregon, WI 53575
  • 187 Sterling Dr, Oregon, WI 53575
    187 Sterling Dr, Oregon, WI 53575
    187 Sterling Dr, Oregon, WI 53575
    /27

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft

    187 Sterling Dr, Oregon, WI 53575

    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,

    Jason Fowler Century 21 Affiliated

    187 Sterling Dr, Oregon, WI 53575
  • 1206 Tivoli Cir, Oregon, WI 53575
    1206 Tivoli Cir, Oregon, WI 53575
    1206 Tivoli Cir, Oregon, WI 53575
    /32

    $420,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1206 Tivoli Cir, Oregon, WI 53575

    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

    Matt Winzenried Realty Executives Cooper Spransy

    1206 Tivoli Cir, Oregon, WI 53575
  • 435 Peterson Trail, Oregon, WI 53575
    435 Peterson Trail, Oregon, WI 53575
    435 Peterson Trail, Oregon, WI 53575
    /51

    $834,900

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,749 Sq Ft

    435 Peterson Trail, Oregon, WI 53575

    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

    Brandon Buell Realty Executives Cooper Spransy

    435 Peterson Trail, Oregon, WI 53575
  • +/-37.5ac County Rd A, Oregon, WI 53575
    +/-37.5ac County Rd A, Oregon, WI 53575
    +/-37.5ac County Rd A, Oregon, WI 53575
    /4

    $375,000

    • Land
    • 37.5 Acres
    • $10,000 per Acre

    +/-37.5ac County Rd A, Oregon, WI 53575

    A rare opportunity to secure 37.5 acres of productive tillable ground just outside Oregon, WI in the Town of Rutland. This high, rolling acreage offers excellent drainage, strong yield potential and easy access off County Rd A with quick connection to HWY 14. Its proximity to town makes it an exceptional piece of income-producing farmland. Ideal for operators looking to expand their tillable

    Al Weber First Weber Inc

    +/-37.5ac County Rd A, Oregon, WI 53575
  • 1044 Autumn Blaze Ct, Oregon, WI 53575
    1044 Autumn Blaze Ct, Oregon, WI 53575
    /2

    $749,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,057 Sq Ft

    1044 Autumn Blaze Ct, Oregon, WI 53575

    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.

    Oscar Bennett Alterra Real Estate Group LLC

    1044 Autumn Blaze Ct, Oregon, WI 53575
  • 500 Bergamont Blvd, Oregon, WI 53575
    500 Bergamont Blvd, Oregon, WI 53575
    500 Bergamont Blvd, Oregon, WI 53575
    /11

    $795,000

    • Land
    • 3.2 Acres
    • $248,438 per Acre

    500 Bergamont Blvd, Oregon, WI 53575

    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

    Michael Masella Real Broker LLC

    500 Bergamont Blvd, Oregon, WI 53575
  • Lot 2 County Highway M, Oregon, WI 53575
    Lot 2 County Highway M, Oregon, WI 53575
    /2

    $150,000

    • Land
    • 33,541 Sq Ft
    • $194,805 per Acre

    Lot 2 County Highway M, Oregon, WI 53575

    Nice country lot available for a new residential home. Partially wooded, bring your own builder and unique character to this lot.

    Kristine Jaeger Sprinkman Real Estate

    Lot 2 County Highway M, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
    /26

    $452,600

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    The Costello Plan at Greenview Preserve, Oregon, WI 53575

    WORK FROM HOME? NO PROBLEM HERE. With its spacious flex room, The Costello offers up the sanctuary you need to balance business with pleasure. Skip the fast food and prep your own gourmet lunch, because why wouldn’t you when you have a lovely kitchen pantry to hold all your meticulously organized spices and grains. When you’re ready to call it a day, retreat and recharge in your private oasis

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
    956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
    /2

    $439,900

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

    The Chelsea Plan at Greenview Preserve, Oregon, WI 53575

    Every home tells a story — and The Chelsea was designed to begin a beautiful one. This two-story carriage lane home strikes a beautiful balance between charm and contemporary living. Step inside to an open, airy main floor that invites connection. From simple weeknight dinners to lively gatherings, this inviting layout makes every moment feel natural. Graceful yet grounded, The Chelsea feels both

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
  • 145 Dewey St, Oregon, WI 53575
    145 Dewey St, Oregon, WI 53575
    145 Dewey St, Oregon, WI 53575
    /56

    $435,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2 Baths
    • 2,410 Sq Ft

    145 Dewey St, Oregon, WI 53575

    If you're looking for a beautiful blend of yesteryear charm & modern updates, don't miss this Oregon charmer! Gorgeous woodwork, stained glass, exposed brick and hardwood floors create a warm, memorable space. An updated kitchen is the true heart of the home and is as functional as it is inviting - with room to gather, tons of counter space & storage (don't miss the huge pantry!). Two large

    Andrea Bolan Relish Realty

    145 Dewey St, Oregon, WI 53575
  • 1043 Merri Hill Dr, Oregon, WI 53575
    1043 Merri Hill Dr, Oregon, WI 53575
    1043 Merri Hill Dr, Oregon, WI 53575
    /16

    $394,900

    New Construction $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,481 Sq Ft

    1043 Merri Hill 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
    1043 Merri Hill Dr, Oregon, WI 53575
  • 1035 Merri Hill Dr, Oregon, WI 53575
    1035 Merri Hill Dr, Oregon, WI 53575
    1035 Merri Hill Dr, Oregon, WI 53575
    /15

    $424,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    1035 Merri Hill 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
    1035 Merri Hill Dr, Oregon, WI 53575
  • 873 Peregrine Cir, Oregon, WI 53575
    873 Peregrine Cir, Oregon, WI 53575
    873 Peregrine Cir, Oregon, WI 53575
    /42

    $574,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,583 Sq Ft

    873 Peregrine Cir, Oregon, WI 53575

    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,

    Heather Taylor MHB Real Estate

    873 Peregrine Cir, Oregon, WI 53575
  • 456 New Hampton Dr, Oregon, WI 53575
    456 New Hampton Dr, Oregon, WI 53575
    456 New Hampton Dr, Oregon, WI 53575
    /15

    $464,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft

    456 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
    456 New Hampton Dr, Oregon, WI 53575
  • 255 Park St, Oregon, WI 53575
    255 Park St, Oregon, WI 53575
    255 Park St, Oregon, WI 53575
    /45

    $575,000

    • 2,080 Sq Ft

    255 Park St, Oregon, WI 53575

    Calling all investors and owner occupants! Great opportunity to own a ranch-style side-by-side duplex in the heart of downtown Oregon. The 259 side has been gutted and completely redone, featuring new flooring and carpet, fresh paint, new doors and trim, new appliances and more—move-in ready for a new tenant or the perfect opportunity to live in one side while renting out the other! Major update

    Ken Brenner Stark Company, REALTORS

    255 Park St, Oregon, WI 53575
  • 456 Savannah Dr, Oregon, WI 53575
    456 Savannah Dr, Oregon, WI 53575
    /2

    $429,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    456 Savannah 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
    456 Savannah Dr, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
    /42

    $493,600

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    The Harlow Plan at Greenview Preserve, Oregon, WI 53575

    One look at the primary suite in The Harlow and you’ll feel your pulse quicken... an inviting retreat with a private bath and a closet spacious enough to dance in. The kitchen steals the show with a generous island perfect for entertaining, paired with a sunny set of patio doors that welcome in morning light for a quiet cup of coffee before the day begins. This thoughtfully designed single-level

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
  • 1003 Merri-Hill Dr, Oregon, WI 53575
    1003 Merri-Hill Dr, Oregon, WI 53575
    /2

    $539,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    1003 Merri-Hill 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
    1003 Merri-Hill Dr, Oregon, WI 53575
  • 568 Autumn Ridge Ct, Oregon, WI 53575
    568 Autumn Ridge Ct, Oregon, WI 53575
    /2

    $749,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,331 Sq Ft

    568 Autumn Ridge Ct, Oregon, WI 53575

    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

    Stuart Meland Madcityhomes.Com

    568 Autumn Ridge Ct, Oregon, WI 53575
  • 422 Oakwood Dr, Oregon, WI 53575
    422 Oakwood Dr, Oregon, WI 53575
    422 Oakwood Dr, Oregon, WI 53575
    /52

    $559,900

    Open Fri 5PM - 7PM $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,558 Sq Ft

    422 Oakwood Dr, Oregon, WI 53575

    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

    Sean Coffey First Weber Inc

    422 Oakwood Dr, Oregon, WI 53575
  • 534 Foxfield Rd, Oregon, WI 53575
    534 Foxfield Rd, Oregon, WI 53575
    534 Foxfield Rd, Oregon, WI 53575
    /19

    $696,000

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    534 Foxfield Rd, Oregon, WI 53575

    The one you have been waiting for. This Beautiful build with many owner upgrades is a 4 bedroom 3 full bath including the bed and bath in the gorgeous finished basement. The Open concept Ranch style home sits on a spacious over quarter acre lot with a fenced backyard. Move in ready.

    Robert Hanna Geneva Properties Real Estate Agency LLC

    534 Foxfield Rd, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
    /17

    $427,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft

    The Gramercy Plan at Greenview Preserve, Oregon, WI 53575

    Your takeout never tasted so good. No, it wasn’t that the food was any different, it was where it was eaten. That’s right, you ate at the best location around, at your brand new kitchen island. The experience that the Gramercy has to offer you is like it was made just for you (because it was!). With an open and airy first floor and three private retreats upstairs, you are exactly where you should

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
  • 828 Dunn Ave, Oregon, WI 53575
    828 Dunn Ave, Oregon, WI 53575
    828 Dunn Ave, Oregon, WI 53575
    /30

    $384,000

    $32K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    828 Dunn Ave, Oregon, WI 53575

    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

    Lori Zander Century 21 Affiliated Roessler

    828 Dunn Ave, Oregon, WI 53575
  • 326 Alpine Meadow Cir, Oregon, WI 53575
    326 Alpine Meadow Cir, Oregon, WI 53575
    326 Alpine Meadow Cir, Oregon, WI 53575
    /16

    $299,900

    • 2 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    326 Alpine Meadow Cir, Oregon, WI 53575

    This inviting townhome offers spacious bedrooms, a generously sized primary suite, and the comfort of a full primary bath. The home has recently been refreshed with all-new flooring, giving the interior a clean, updated feel.The two oversized bedrooms provide plenty of room for furniture, guests, a home office, or additional living space, while the large primary suite offers a comfortable retreat

    Noel Barnes Barnes & Associates Realty Group

    326 Alpine Meadow Cir, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36788946, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36788946, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36788946, Oregon, WI 53575
    /3

    $415,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    The Tribeca Plan at Greenview Preserve, Oregon, WI 53575

    Eggs sunny side up, at the sunniest breakfast nook around. Your breakfast nook. Yes, even the coffee tastes better while sipped slowly on the sofa that is anchoring your spacious great room. Why don’t you head on upstairs and grab the coziest robe you can find from your walk-in closet and then enjoy a quick read of the newspaper while out on your front porch. Because this really is all yours.

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36788946, Oregon, WI 53575
  • Lot Borchert Rd, Oregon, WI 53575
    Lot Borchert Rd, Oregon, WI 53575
    Lot Borchert Rd, Oregon, WI 53575
    /7

    $275,000

    • Land
    • 1.69 Acres
    • $162,722 per Acre

    Lot Borchert Rd, Oregon, WI 53575

    Schedule a showing to walk the lot. Beautiful 1.69-acre wooded lot in the City of Fitchburg offering the rare opportunity to build your peaceful dream home with a country feel, yet just minutes from the conveniences of Madison. Nestled in a serene natural setting, this picturesque homesite provides the perfect backdrop for privacy, tranquility, and the custom home you’ve always envisioned.

    Kristine Jaeger Sprinkman Real Estate

    Lot Borchert Rd, Oregon, WI 53575
  • 1087 Tundra Ave, Oregon, WI 53575
    1087 Tundra Ave, Oregon, WI 53575
    1087 Tundra Ave, Oregon, WI 53575
    /14

    $399,900

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    1087 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
    1087 Tundra Ave, Oregon, WI 53575
  • 827 Ridge View Ln, Oregon, WI 53575
    827 Ridge View Ln, Oregon, WI 53575
    827 Ridge View Ln, Oregon, WI 53575
    /50

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 3,422 Sq Ft

    827 Ridge View Ln, Oregon, WI 53575

    Privacy, nature & space right outside your front door! Nestled on a quiet dead-end street with private wooded park land & walking trails adjoining the property, this 4-bedroom, 3.5-bath home offers room to spread out in a beautiful, private setting. An inviting wraparound front porch welcomes you inside, where gleaming refinished hardwood floors run throughout the main level. The spacious layout

    Kelly Doyle Realty Executives Cooper Spransy

    827 Ridge View Ln, Oregon, WI 53575
  • 1085 Autumn Blaze Ct, Oregon, WI 53575
    1085 Autumn Blaze Ct, Oregon, WI 53575
    /2

    $135,000

    • Land
    • 17,424 Sq Ft
    • $337,500 per Acre

    1085 Autumn Blaze Ct, Oregon, WI 53575

    $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

    Oscar Bennett Alterra Real Estate Group LLC

    1085 Autumn Blaze Ct, Oregon, WI 53575
  • 329 Soden Dr, Oregon, WI 53575
    329 Soden Dr, Oregon, WI 53575
    329 Soden Dr, Oregon, WI 53575
    /48

    $319,900

    • 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
  • 462 New Hampton Dr, Oregon, WI 53575
    462 New Hampton Dr, Oregon, WI 53575
    /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
  • 6050 County Highway M, Oregon, WI 53575
    6050 County Highway M, Oregon, WI 53575
    6050 County Highway M, Oregon, WI 53575
    /12

    $1,375,500

    • 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
  • 450 Ithaca Ct, Oregon, WI 53575
    450 Ithaca Ct, Oregon, WI 53575
    450 Ithaca Ct, Oregon, WI 53575
    /28

    $460,000

    • 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
  • 991 US Highway 14, Oregon, WI 53575
    991 US Highway 14, Oregon, WI 53575
    991 US Highway 14, Oregon, WI 53575
    /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
  • 1098 Brynhill Dr, Oregon, WI 53575
    1098 Brynhill Dr, Oregon, WI 53575
    1098 Brynhill Dr, Oregon, WI 53575
    /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
  • 363 Liberty Park Dr, Oregon, WI 53575
    363 Liberty Park Dr, Oregon, WI 53575
    363 Liberty Park Dr, Oregon, WI 53575
    /48

    $670,000

    $5K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,300 Sq Ft

    363 Liberty Park Dr, Oregon, WI 53575

    Welcome to 363 Liberty Park Dr, an entertainer’s dream with space to gather, relax, and enjoy both inside and out! The main level features vaulted ceilings, a cozy gas fireplace, new carpet, main-level laundry hookups & a bright 4-season room that flows into the screened porch and overlooks the large, fenced-in backyard. Whether it’s summer cookouts, game days, evenings on the porch, or letting

    Andie Uelmen Compass Real Estate Wisconsin

    363 Liberty Park Dr, Oregon, WI 53575
  • 2797 Lalor Rd, Oregon, WI 53575
    2797 Lalor Rd, Oregon, WI 53575
    2797 Lalor Rd, Oregon, WI 53575
    /90

    $6,000,000

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

    2797 Lalor Rd, Oregon, WI 53575

    Rarely does an estate of this magnitude and architectural significance come to market. Set against the rolling, pastoral beauty just outside Madison, Five Bridges Farm is an extraordinary 80-acre self-contained sanctuary designed for the equestrian, the outdoor enthusiast, and the architectural purist. This pristine landscape weaves together spring-fed creeks, ancient hardwood canopies, and

    Tim Vitense Keeps. Real Estate

    2797 Lalor Rd, Oregon, WI 53575

Showing Results 1 - 40, Page 1 of 2

Wisconsin Dane County

Real Estate & Homes for Sale in Oregon, WI

Why Live in Oregon

Oregon, Wisconsin, is a small city located 11 miles south of downtown Madison, offering suburban comforts with a small-town feel. Surrounded by farmland, Oregon features a historic Main Street with charming brick buildings and local businesses. Residents can enjoy a variety of dining options, such as Firefly Coffeehouse for pastries and coffee, Sonny’s Kitchen for homestyle meals, and the Wine Reserve for evening drinks. The city is home to highly rated schools in the Oregon School District, including Prairie View Elementary, Rome Corners Intermediate, and Oregon High. Housing in Oregon ranges from established ranch-style homes and large Foursquares near Main Street to contemporary homes in new subdivisions with spacious lots. Oregon is safer than the national average, providing a secure environment for families. For outdoor activities, Lerner Conservation Park offers a scenic 2-mile paved path, while Kiser Fireman’s Park features sports facilities including baseball diamonds and tennis courts. Golf enthusiasts can visit the Legend at Bergamont, and pet owners can take their dogs to Jon Blanchard Dog Park. Despite limited biking infrastructure, residents can easily commute to Madison in about 20 minutes, making Oregon a convenient location for those working in the city.

Learn more about living in Oregon

Frequently Asked Questions

What is the average home price in Oregon, WI?
Homes for sale in Oregon, WI have an average home price of $560,844.
How many homes have sold over the last 12 months in Oregon, WI?
248 homes have sold in Oregon, WI over the last 12 months.
What is the average household income in Oregon, WI?
The average household income in Oregon, WI is $125K.
What are the most popular zip codes in Oregon, WI?
The most popular zip codes in Oregon, WI include 53575, 53521, 53589, 53711 and 53714.
How much do you need to make to afford a house in Oregon?
The median home price in Oregon is $483,054. If you put a 20% down payment of $96,600 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $2,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $108K a year to afford the median home price in Oregon. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oregon is $125K.
How are the schools in Oregon, WI?
Oregon, WI has highly rated public and private schools. Some of the best schools in Oregon based on Niche Grades are Oregon High School, Prairie View Elementary School and Netherwood Knoll Elementary School. Browse all the schools in Oregon, WI to learn more.

Home Prices in Oregon, WI

The median home sale price in Oregon, WI is $494,900, up 5% year-over-year. Homes in Oregon sell in 45 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$494,900
Median Single Family Sale Price
$480,604
Median 2 Bedroom Sale Price
$299,900
Average Price Per Sq Ft
$247
Number of Homes for Sale
34
Last 12 months Home Sales
248
Months of Supply
1.60
Median List Price
$483,054
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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