Portland Homes for Sale

Welcome to Portland, Wisconsin – a hidden gem nestled in the heart of the Midwest! This charming city, with its picturesque landscapes and friendly community, offers a unique blend of small-town charm and modern conveniences. Known for its rich history and vibrant local culture, Portland is the perfect place for those seeking a peaceful lifestyle without sacrificing access to urban amenities.

One of the highlights of living in Portland is its stunning natural beauty. Surrounded by lush parks and scenic trails, residents can enjoy a plethora of outdoor activities, from hiking and biking to fishing and picnicking. The city’s commitment to preserving green spaces ensures that you can always find a serene spot to unwind and connect with nature.

For families, Portland boasts excellent schools and a close-knit community that fosters a sense of belonging. Local events and festivals bring residents together, making it easy to forge lasting friendships and create cherished memories.

If you're searching for your dream home, Portland has an enticing array of homes for sale that cater to various tastes and budgets. Whether you’re looking for a cozy cottage, a spacious family home, or a charming historic property, you’ll find something that perfectly suits your lifestyle. With competitive prices and a welcoming atmosphere, now is the perfect time to invest in your future in this delightful city.

Explore the homes for sale in Portland, WI, and discover the perfect place to call home. Embrace the opportunity to live in a community that values connection, nature, and a brighter future!

Newest Portland Homes for Sale

$479,900

4 Beds ⋅ 2 Baths ⋅ 2025250 MLS ⋅ ACTIVE UNDER CONTRACT Status

Extensively renovated from the studs with nearly every major component replaced in 2025-2026. This home offers the perfect blend of peaceful rural surroundings and modern updates. Situated on a spacious lot, this home has been thoughtfully updated throughout, making it move-in ready for its next owner. Inside, you'll find an open concept living space, fresh finishes, updated flooring, and a bright, inviting layout designed for comfortable everyday living. The kitchen features modern touches, a kitchen island, and plenty of space for cooking and entertaining, while the living areas offer a warm and welcoming atmosphere. *Completion anticipated for late JUNE 2026! *Final exterior improvements, a few basement windows, and garage completion underway.

N2485 County Road Ii, Portland

$1,150,000

1 Beds ⋅ 1 Baths ⋅ 2023867 MLS ⋅ ACTIVE Status

Available for the first time in over 2 decades! This pristine recreational property has it all! A fine balance of woods with a perfect blend of pasture/prairie that make this property ideal for hunters and those looking for utv/snowmobile use. Walk along the beautiful trails system that covers the property making it easy to access and appreciate all the land has to offer. On your tour, you'll see spring fed ponds, rock outcroppings, stunning views and beautiful ravines. This property is a true slice of heaven, but don't overlook the 40x60 fully insulated Shed with 14' sidewalls, 12' overhead door with 3 additional overhead doors, white steel sheeting and full electric service including multiple 220 outlets. Walk from the shop to the immaculate 1130 square foot living quarters with 12x15 loft, full kitchen complete with hickory hardwood cabinets, finished concrete floors, dining room and living room with stone backed woodburning fireplace. Don't miss out on this rare opportunity.

27526 County Highway X, Portland

$1,199,000

3 Beds ⋅ 4 Baths ⋅ 2023360 MLS ⋅ ACTIVE Status

Leave the city behind and fall in love with this COMPLETELY remodeled farmhouse on 3.88 scenic acres bordering DNR land! Full of charm and packed with modern luxury updates, this 3-bedroom, 3.5-bath retreat offers peaceful countryside views with nature all around. Create unforgettable meals in the gourmet kitchen, cozy up by the fireplaces, host summer gatherings on the spacious lower deck, or sip morning coffee from the private second-story deck off the primary suite. Thoughtfully updated from top to bottom, improvements include new flooring, hi-end bathrooms, roof, gutters, windows, doors, siding, electrical, plumbing, furnaces, central AC, mound system, and fresh landscaping. Simply move in and enjoy! With some TLC, the large barn offers endless potential for hobbies, animals, or extra storage. Escape to the calm of a quiet country road and a picturesque drive home, yet enjoy dining, shopping, and entertainment in Madison less than an hour away.

W10823 Port Rd, Portland

$189,999

2 Beds ⋅ 1 Baths ⋅ 2013485 MLS ⋅ ACTIVE Status

Buyer to verify all measurements

27891 County Highway X, Portland

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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.