Portland Homes for Sale

Welcome to Portland, Wisconsin, a hidden gem nestled in the heart of Monroe County! This charming city perfectly blends small-town charm with modern amenities, making it an ideal place to call home. Known for its picturesque landscapes and friendly community, Portland offers a peaceful lifestyle while being conveniently located near larger urban centers.

As you explore the homes for sale in Portland, you’ll discover a variety of options that cater to diverse tastes and budgets. From quaint single-family homes with lush gardens to contemporary properties that boast open floor plans and energy-efficient features, there’s something for everyone. Many of these homes are situated in serene neighborhoods, providing a tranquil atmosphere ideal for families, retirees, and everyone in between.

Portland is not just about beautiful homes; it’s also about the vibrant community and recreational opportunities. Residents enjoy access to numerous parks, walking trails, and local events that foster a strong sense of belonging. The city is known for its welcoming spirit and active community organizations, ensuring that newcomers feel right at home.

With its rich history, stunning natural surroundings, and a commitment to preserving the environment, Portland, WI, is a place where you can truly thrive. Whether you're searching for your first home or looking to downsize, the homes for sale in Portland promise a lifestyle filled with comfort, community, and endless possibilities. Come explore this enchanting city and find your perfect home today!

Newest Portland Homes for Sale

$249,900

4 Beds ⋅ 2 Baths

Location,Location, Location. Find yourself in this spacious pre-1900 home (with 1974 addition) on a .55 acre lot in the small ''Town'' of Portland. Only a 22 mile drive to La Crosse and views of farmland from your front deck. This spacious, well cared for 2 story home offers 4 bedrooms and 1 full bath above grade. Below grade there is an additional family room possible (no flooring currently so not counted in square footage) with fireplace (not used in 29 years so may need updates) and bar area. Vintage full bath below grade as well. 1 car extra deep attached garage and older front and rear decks as well as fenced yard. Updates include full window replacement in past 7 years and furnace at about 5 years old. Roof is around 10 years old. Character, charm and move in ready.

28067 Nash Rd, Portland

Listing courtesy of Shane Peterson Realty.

$299,900

3 Beds ⋅ 1 Baths

Opportunity and Location: 1977 Split Level Ranch on 11 acres just a short distance from Cashton. First time on market, has been owner occupied since build in 1977. Please note the many trophy buck mounts in both the home and the garage, all harvested from this property. Main level has 3 bedrooms and 1 bathroom. Lower level had a finished room but flooring is not present so is not counted in square footage. Two tax parcels (032-00571-0000 is 2 acres, Town of Portland and 016-00611-0000 is 9 acres, Town of Jefferson). Additional shed for storage. Note: basement is WOOD BASEMENT and some bowing has taken place and one support is broken. Functional, but will eventually need replacement and may not qualify for conventinoal loans. Priced accordingly or would be priced higher.

29053 State Highway 27 -, Portland

Listing courtesy of Shane Peterson Realty.

$524,900

4 Beds ⋅ 2 Baths

Looking to seek shelter from the social storm? If it's a fortress of solitude you're after, this fully functional homestead set on a picturesque 15.64 acres is the field of dreams you've been waiting for! Rolling hills, goats/chickens at pasture & waves of cornfields will be a few initial impressions. Generous enclosed porch leads directly into a wide open Kit/DR combo. Step outside & take in what true privacy & seclusion is all about. Epic sunrises/sunsets, an enclosed garden & endless horizons are sure to relax the soul. LR w/ NFP, 1/2 BA & full laundry round out the main level. Head up the refinished stairway to find the Primary BR boasting a WIC, jetted tub & sizable balcony providing even more incredible views. 2 ample BR's & a full BA complete the 2nd floor. Schedule a showing today!

N2440 Mulvaney Ln, Portland

Listing courtesy of Compass RE WI-Tosa.

$550,000

6 Beds ⋅ 4 Baths

Come home to the country! 4,900+ sq ft on 4.8 acres. This charming 6 bed/4 bath farmhouse with a thoughtfully designed 2005 addition offers so much space and flexibility. Beautiful kitchen with a walk-in pantry, formal dining room, office, a large room plumbed and set up to be another kitchen. Upstairs has 4 bedrooms, including a primary suite with a walk-in closet and double-vanity bath. The addition features 2 additional bedrooms, a full bath, and a living room above the 3-car zero-entry garage. New roof and deck, fresh paint, carpeting. 75x40 pole shed, 30x30 shed, and 20x40 corn crib offer endless storage for equipment and toys. The perfect property for multi-generational living or for those who love to entertain. Peaceful and spacious- this is country living at its best.

W12242 Clarkson Rd, Portland

Listing courtesy of eXp Realty.

$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.

$1,095,000

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.

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