Portland Real Estate

Welcome to Portland, Wisconsin – a hidden gem nestled in the heart of the Badger State! Known for its picturesque landscapes and tight-knit community, Portland offers a unique blend of rural charm and modern amenities, making it an ideal place to call home.

As you explore this quaint village, you’ll be captivated by its stunning natural beauty, including lush parks and serene waterways. Residents enjoy a variety of outdoor activities, from hiking and biking along scenic trails to fishing and kayaking on the nearby rivers. The vibrant fall foliage transforms the area into a breathtaking canvas of colors, perfect for leisurely strolls or family picnics.

Portland’s community spirit shines through its local events and gatherings, where neighbors come together to celebrate seasonal festivals and farmers' markets. The warm and welcoming atmosphere makes it easy to forge lasting friendships and create cherished memories.

In terms of amenities, Portland boasts a selection of charming shops, cozy cafés, and family-owned restaurants that serve up delicious local fare. For those seeking a bit more excitement, the city of Madison is just a short drive away, offering a wealth of cultural attractions, entertainment options, and shopping experiences.

Whether you’re a first-time homebuyer or looking to settle down in a peaceful environment, Portland, WI, provides a perfect backdrop for your next chapter. Experience the blend of tranquility and community that makes Portland a truly special place to live. Come and discover your future home in this enchanting village!

Newest Listings in Portland

$625,000

5 Beds ⋅ 2 Baths

Rare 10-acre farmette offering 5+ tillable acres & a beautifully updated brick farmhouse with 5 bedrooms, 2.5 baths, hardwood floors, tall ceilings, & charming woodwork. The inviting layout features a modernized kitchen with granite island & pantry, spacious living room, den, main floor bedroom, full bath & laundry, & a 3-season porch leading to a wraparound deck & fenced front yard for pets. Upstairs you'll find four bedrooms, walk-in closets, full bath & a walk-up attic. Outbuildings offer storage or income potential including barns, pole shed, silos & Quonset shed- perfect for livestock, crops, or equipment. Set in a serene country setting just outside Dane County with rolling views, this property offers endless possibilities for your dream hobby farm or private retreat. Call today!

W12040 Sullivan Rd, Portland

Listing courtesy of Realty Executives Platinum.

$1,199,000

3 Beds ⋅ 3 Baths

Leave the city behind for 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 is made for relaxing and entertaining. Cook in the gourmet kitchen, cozy up by the fireplaces, host summer gatherings on the spacious lower deck, or enjoy morning coffee from the private 2nd floor deck off the primary suite. Major updates include flooring, luxury baths, roof, windows, siding, electrical, plumbing, furnaces, central AC, mound system, and landscaping. The large barn needs TLC but adds endless possibilities for hobbies, animals, or storage. Escape to the calm of a quiet country road and a picturesque drive home, with Madison less than an hour away.

W10823 Port Rd, Portland

Listing courtesy of RE/MAX Community Realty.

Start Your Search

Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.