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Oregon, WI Houses for Sale

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  • /20

    $2,550,000

    • 4 Beds
    • 1.5 Baths
    • 2,628 Sq Ft

    4890 County Road A, Oregon, WI 53575

    34 beautiful acres right outside of the Village of Oregon, hemmed in by parks and greenspace. With hardwood floors, the original mid-century styled kitchen and study, radiant heat, geothermal, and efficiency upgrades, add some cosmetic touches and the property will stand out! With mineral rights below the soil and the potential for alternate uses of the property in the future, this is one to

    Agent Photo

    Jean Armendariz-Kerr

    Mode Realty Network

    (608) 344-6238

    4890 County Road A, Oregon, WI 53575
  • /44

    $769,900

    • 4 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    970 Brynhill Dr, Oregon, WI 53575

    Showings start 4/17. This exceptional 4-bedroom, 3.5-bath ranch home, located in the sought-after Bergamont neighborhood of Oregon, offers a perfect blend of comfort and style. Step into the spacious living room, where vaulted coffered ceilings and large windows bathe the space in natural light. The gourmet kitchen is equipped with stainless steel appliances, abundant counter space, and a

    Kristin Shields MHB Real Estate

    970 Brynhill Dr, Oregon, WI 53575
  • /6

    $845,000

    • 4 Beds
    • 3.5 Baths
    • 3,777 Sq Ft

    924 Brynhill Dr, Oregon, WI 53575

    Your Dream Home Awaits! This stunning 4-bedroom, 3.5-bath home is designed for comfort and luxury. Featuring a spacious kitchen, elegant living room with a fireplace, & a cozy four-season room, this home is perfect for both entertaining and everyday living. The upstairs family room and lower-level rec room provide additional space to relax, while two laundry rooms--one on the main level & one

    Karla Downing First Weber Inc

    924 Brynhill Dr, Oregon, WI 53575
  • /26

    $919,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    623 Bergamont Blvd, Oregon, WI 53575

    Located in Legend Hills at Bergamont, this 3,800 sqft home offers a perfect blend of refined craftsmanship & modern elegance. Est Date Comp: 7/25th. The open-concept design, enhanced by 9-ft ceilings throughout, creates an expansive, light-filled environment for both relaxation & entertaining. The kitchen is a true showstopper, featuring a large island, custom cabinetry, sleek Quartz countertops,

    Logan O'Brien Realty Executives Cooper Spransy

    623 Bergamont Blvd, Oregon, WI 53575
  • /31

    $604,492 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,193 Sq Ft

    1270 Denmark Cir, Oregon, WI 53575

    Eligible buyers may qualify for a permanent rate buy down on a 30-year fixed rate depending on $ down w/ Lennar MTG. The Starling A Floor Plan by Lennar Homes, located on homesite #43 in the Highlands of Netherwood, will be move-in ready by September/October 2025. This exquisite home boasts upgraded Designer Select finishes throughout, including stunning quartz countertops, elegant engineered

    Emily Ostermiller First Weber Inc

    1270 Denmark Cir, Oregon, WI 53575
  • /31

    $685,876 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    1265 Denmark Cir, Oregon, WI 53575

    Eligible buyers may qualify for a permanent rate buy down on a 30-year fixed rate depending on $ down w/ Lennar MTG. The Raleigh A Floor Plan by Lennar Homes, located on homesite #40 in the Highlands of Netherwood, will be available for move-in by August/September 2025. This stunning home features upgraded Designer Select finishes throughout, including luxurious quartz countertops, beautiful

    Emily Ostermiller First Weber Inc

    1265 Denmark Cir, Oregon, WI 53575
  • /29

    $624,007 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,607 Sq Ft

    1233 Denmark Cir, Oregon, WI 53575

    Eligible buyers may qualify for a permanent rate buy down on a 30-year fixed rate depending on $ down w/ Lennar MTG. The Wren D Floor Plan by Lennar Homes, located on homesite #37 in the Highlands of Netherwood, will be available for move-in by August/September 2025. This stunning home features upgraded Designer Select finishes throughout, including luxurious quartz countertops, beautiful

    Emily Ostermiller First Weber Inc

    1233 Denmark Cir, Oregon, WI 53575
  • /28

    $628,877 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    1225 Denmark Cir, Oregon, WI 53575

    Eligible buyers may qualify for a permanent rate buy down on a 30-year fixed rate depending on $ down w/ Lennar MTG. The Townsend B Floor Plan by Lennar Homes, located on homesite #36 in the Highlands of Netherwood, will be available for move-in by August/September 2025. This stunning home features upgraded Designer Select finishes throughout, including luxurious quartz countertops, beautiful

    Emily Ostermiller First Weber Inc

    1225 Denmark Cir, Oregon, WI 53575
  • /3

    $624,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,722 Sq Ft

    994 Autumn Blaze Way, Oregon, WI 53575

    Estimated completion June 2025. Healthy, Energy-Efficient, NEW Construction, built for the way YOU live! The Lavender home plan offers an open concept on the main level with beautiful cathedral ceilings and cozy fireplace. The split ranch layout offers privacy in the primary suite and en suite bath with tiled shower. The finished basement features an additional large bedroom and a large full

    Aeryn Barry Tim O'Brien Homes LLC

    994 Autumn Blaze 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
  • /37

    $399,500 Open Sat 11AM - 1PM

    • 4 Beds
    • 1.5 Baths
    • 1,621 Sq Ft

    644 Farwell Dr, Oregon, WI 53575

    Welcome home to 644 Farwell Drive, where warmth and character meet. This 4-bedroom, 1.5-bath home features hardwood floors, a cozy living room fireplace, and large windows that bathe the space in natural light. Enjoy a den and a partially finished lower level with an egress window—great for a home office, crafting, or additional living area. Step outside to enjoy relaxing or entertaining with a

    Kevin Clark Better Homes and Gardens Real Estate Dream Partners

    644 Farwell Dr, Oregon, WI 53575
  • /33

    $574,900

    • 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
  • /53

    $399,900

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

    355 Veldor St, Oregon, WI 53575

    Great home in a great location awaiting it's next owner. If being close to schools, parks, pickleball courts, downtown Oregon, and bike paths is important you'll love this home. The home features a very bright main level family room that overlooks the yard and deck. Easy access from the kitchen to the deck if grilling and eating outdoors is important. The laundry room on the main level could be

    Tony Antoniewicz RE/MAX Preferred

    355 Veldor St, Oregon, WI 53575
  • /33

    $359,000

    • 3 Beds
    • 3 Baths
    • 1,850 Sq Ft

    283 Alpine Pkwy, Oregon, WI 53575

    This 1/2 duplex feels like single family living with corner build of the unit. It is part of a small 12 unit Condo association-fees $300/mo- HOA takes care of all outside maintenance, (lawn care, snow removal) so you have more time to do the things you want to do! Easy living in this ranch home, freshly painted, new carpet, refrigerator & roof! Over 1, 600 sq. ft. on the main floor, including 2

    Sheela Campbell Home In Wisconsin LLC

    283 Alpine Pkwy, 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
  • /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
  • /75

    $1,299,999

    • 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
  • /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
  • /28

    $464,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft

    1233 Tivoli Cir, Oregon, WI 53575

    The Villas offer the ultimate in peace of mind living. Enjoy living in a single-family home with all the conveniences of condo living and never mow your lawn or shovel snow again. This ranch home is open-concept, boasting 9ft ceilings on the main level w/cathedral in great room. Spacious deck is great for outdoor entertaining. Kitchen has SS appliances, island w/breakfast bar, and large pantry.

    Joffre Pedretti Keller Williams Realty

    1233 Tivoli Cir, Oregon, WI 53575
  • /57

    $1,149,900

    • 5 Beds
    • 3.5 Baths
    • 4,154 Sq Ft

    625 Interlachen Ave, Oregon, WI 53575

    Elegant custom built ranch with incredible views of The Legend at Bergamont! This one of a kind home is meticulously coordinated with the finest appointments throughout! Gourmet kitchen with custom cabinets, quartz counters, huge center island and walk-in butler's pantry. Open and bright family room with 10' coffered ceiling and spacious dinette leading to maintenance free deck overlooking the

    Jordan Armentrout Pinnacle Real Estate Group LLC

    625 Interlachen Ave, Oregon, WI 53575
  • /10

    $3,750,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    5431 Lincoln Rd, Oregon, WI 53575

    Rare 20 acre development opportunity on the edge of Oregon WI. Land has access from Lincoln Rd as well as Glenway. Directly across from Bergamont Golf Course. Village of Oregon wants to see this property developed. Multi Family, Condo's Medical Facility, unlimited potential. Seller is will to subdivide into 2-6 acre and 1-8 acre parcel

    Joseph Drury Restaino & Associates

    5431 Lincoln Rd, Oregon, WI 53575
  • /79

    $1,849,900

    • 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
  • /2

    $474,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,519 Sq Ft

    542 Stoddard Dr, Oregon, WI 53575

    Move-in Ready 7/1/25! This Beryl home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home offers a

    Jerome Goeden Stark Company, REALTORS

    542 Stoddard Dr, Oregon, WI 53575
  • /17

    $400,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    245 Liberty Park Dr, Oregon, WI 53575

    BRAND NEW! This gorgeous 2025 built half-duplex home boasts 3 bedrooms, and 2.5 baths! The main level of the home has a large living space, open concept kitchen and dining room, and spacious half bath off of the kitchen. The kitchen features quartz countertops and stainless steel appliances. The upstairs has large primary suite with walk in closet and en-suite bath. As well as 2 additional large

    Victoria LaBrosse The Frugal Broker LLC

    245 Liberty Park Dr, Oregon, WI 53575
  • /17

    $400,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    225 Liberty Park Dr, Oregon, WI 53575

    BRAND NEW! This gorgeous 2025 built half-duplex home boasts 3 bedrooms, and 2.5 baths! The main level of the home has a large living space, open concept kitchen and dining room, and spacious half bath off of the kitchen. The kitchen features quartz countertops and stainless steel appliances. The upstairs has large primary suite with walk in closet and en-suite bath. As well as 2 additional large

    Victoria LaBrosse The Frugal Broker LLC

    225 Liberty Park Dr, Oregon, WI 53575
  • /16

    $414,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    1077 Tundra Ave, Florence, WI 53575

    This Davis home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2- car garage. Retreat to your patio for some R&R. To top it off, this

    trey Recknor Stark Company, REALTORS

    1077 Tundra Ave, Florence, WI 53575
  • /13

    $599,092 New Construction

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

    1214 Denmark Cir, Oregon, WI 53575

    The Siena B floor plan by Lennar Homes on Homesite #50 in Highlands of Netherwood is available for move-in Sept/Oct 2025! This stunning ranch home offers 3 bedrooms, 2 baths, and a thoughtfully designed layout. High-end finishes include quartz countertops, engineered hardwood flooring, stainless steel appliances, and smart home features for modern convenience. Plus, Lennar is offering a $7,500

    Emily Ostermiller First Weber Inc

    1214 Denmark Cir, Oregon, WI 53575
  • /28

    $558,337 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1247 Denmark Cir, Oregon, WI 53575

    Eligible buyers may qualify for a permanent rate buy down on a 30-year fixed rate depending on $ down w/ Lennar MTG. The Meadowlark B Floor Plan by Lennar Homes, located on homesite #38 in the Highlands of Netherwood, will be available for move-in by August/September 2025. This stunning home features a spacious loft, upgraded Designer Select finishes throughout, including luxurious quartz

    Emily Ostermiller First Weber Inc

    1247 Denmark Cir, Oregon, WI 53575
  • /2

    $469,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,811 Sq Ft

    1088 Tundra Ave, Oregon, WI 53575

    Move-in Ready 3/31/25! This Costello home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2- car garage. Retreat to your patio for some

    Adam Crook Stark Company, REALTORS

    1088 Tundra Ave, Oregon, WI 53575
  • /19

    $489,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,619 Sq Ft

    965 Meri-Hill Dr, Oregon, WI 53575

    This Astoria home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home offers a one-year limited

    Paul Treige Stark Company, REALTORS

    965 Meri-Hill Dr, Oregon, WI 53575
  • /89

    $1,395,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,368 Sq Ft

    665 Interlachen Ave, Oregon, WI 53575

    Why build, when you can chose to buy this meticulously crafted NEW 5-bedrm, 4.5 -bath home, located in the highly sought-after Bergamont Subdivision. Designed with an impeccable attention to detail, this home offers an exceptional living experience AND all the interior details have been curated for you. Custom cabinetry, private, tucked away primary suite, fabulous lighting selections, built-ins

    Louisa Enz Sprinkman Real Estate

    665 Interlachen Ave, Oregon, WI 53575
  • /16

    $584,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    1055 Autumn Blaze Ct, Oregon, WI 53575

    Completion set for April 2025. Discover this stunning new home, designed with both comfort and style in mind. Boasting 1968 square feet of living space, this modern residence offers a spacious and open floor plan. The interior features three bedrooms, three bathrooms, and luxurious low-maintenance LVP flooring throughout. The brand new kitchen is a dream, complete with sleek stainless steel

    Oscar Bennett Alterra Real Estate Group LLC

    1055 Autumn Blaze Ct, Oregon, WI 53575

About Oregon

Surrounded by miles of farmland and featuring a charming historic Main Street, Oregon provides a small-town atmosphere with the amenities and conveniences of modern suburbia. Located 11 miles south of downtown Madison, Oregon was originally settled in the 1840s and continues to expand outward towards the surrounding farmland. “All of Dane County has been growing, but Oregon is a great location because people can commute into Madison in 20 minutes and it’s also close to Stoughton,” says Ruth Wangerin, a broker associate with Stark Company Realto ...

Home Trends in Oregon, WI

Home Trends

Median Price (12 Mo)
$470,000
Median Single Family Price
$491,700
Median 2 Bedroom Price
$325,000
Average Price Per Sq Ft
$249
Number of Homes for Sale
36
Last 12 months Home Sales
217
Months of Supply
2.00
Median List Price
$499,900
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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