Refine Search
Sort by
$549,900
ACTIVE Status 3 Beds 2 Baths 7139375 MLS
Rare opportunity to make history! Located just steps from Maslowski Beach this beautiful property has been a well-loved hallmark of Ashland for years. Nestled adjacent to Prentice Park on over 3.5+/- acres this stately brownstone building is “serving up” multiple possibilities for you. Renovations in progress have thoughtfully and masterfully brought a simply amazing list of updates including a renovated dining room with crystal chandeliers, professionally refinished hardwood floors, revealed brownstone, garage foundation, kitchen porch, remodeled kitchen, basement reconfiguration, and much more. This iconic landmark greets you with stately and unique marble pillars. The main floor consists of a Bar/Lounge, formal Dining Areas, Commercial Kitchen, and wrap-around porch with stunning Lake Superior views. Upstairs offers a host of options which include a newly remodeled bathroom, kitchenette, and space for a residence, offices or event space. Don’t miss out on the opportunity to add your name to Historic Property City of Ashland No 141.

315 Turner Road, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$319,900
ACTIVE Status 8 Beds 6 Baths 7127965 MLS 5,824 SqFt.
Three suite building boasting modern updates with gorgeous vintage character intact! Two main levels and one upper level suite all featuring their own wow factor and unique character. One of the main level suites has been newly renovated from a former bar and is just stunning! Soaring ceilings with original tin overlay, a twenty foot long birch bar and two booths were beautifully restored that add incredible character. The comfortable layout and architectural details are so well thought out. The upper level suite offers a very spacious open concept layout with high ceilings, a primary ensuite, two more bedrooms and baths. All three units have their own dedicated laundry within the suite.Two-car detached garage and full basement offer plenty of storage and workspace. Set on an almost half acre+/- corner lot the partially fenced backyard has lovely greenspace for outdoor relaxing. Only a few blocks away from the beaches of Lake Superior and the quaint shops and restaurants of downtown Ashland. Live on site and lease out the other spaces long term or short term, this income property is one you’ll treasure!

116 14th Avenue E, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$249,900
ACTIVE Status 7114266 MLS
Reminiscent of a European bistro the Second Street Bistro offers a rich, warm atmosphere, wall of high backed booths, coveted corner window seat, and bar. Set on the corner of Second Street and Main Street just down from Lake Superior in the heart of Ashland this is the place that locals and visitors seek out for great fare and comfortable ambiance. The side courtyard offers a wonderful place for outdoor dining and gatherings. Signature entree recipes are included with the sale as well as training from the current owners if desired. A new roof, fresh paint, all new flooring, and high grade commercial kitchen flooring have been installed within the last five years. Convenient upper level office and full basement for storage complete this excellent opportunity!

201 Main Street E, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$182,900
ACTIVE Status 2 Beds 3 Baths 7114226 MLS
Bright & beautiful commercial space with a spacious, two-bedroom apartment upstairs. In the heart of Ashland's City Center this property offers incredible exposure for your business. A warm welcome includes soaring ceilings, bright Main Street views, generous reception area, office, conference room, and plenty of space for storage. The upper level two-bed apartment has some great wow factor with a primary bedroom ensuite including another room that would make a great walk-in closet, studio, or office space. Both units have the option of front and back entrances. A full basement offers even more storage and another half bath. Live onsite or rent out the apartment for extra income. Just one block from Lake Superior!

404 Main Street W, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$949,900
ACTIVE Status 7114127 MLS
START YOUR ENGINES! Well established, successful, and reputable auto recycler with excellent growth potential. A rare opportunity, Highland Auto Salvage is ready for you to continue the tradition! Not only does this business offer everything you need, but it’s also a prime location set on forty-five +/- acres of gorgeous country with sweeping views and a pond. An estimated 600 vehicles are in the inventory as well as an excavator used to crush, move, and load. A rim crusher, drain rack, and numerous motors and transmissions are also in stock. This property also features a pole barn, heated shop garage, heated and a/c controllable rustic home with a covered porch, and three bed, two-bath home with detached three car garage. After thirty-eight years in business the owner is retiring and willing to provide training and support during the transition period to ensure continued success. You’ll love the opportunity to live on site just minutes to downtown Ashland and the beaches of Lake Superior.

29235 Hagstrom Road, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$2,750,000
ACTIVE Status 7114105 MLS
Grand Commercial Space in the heart of Ashland! This stately building is a fully functional, thoughtfully designed, full service prior medical building, with proper wiring and a 23,570 sq. ft. floor plan designed for efficient patient servicing with public and private entrances. Twenty-seven exam rooms are available through four hallways, all accessible from the 3,200 sq. ft. lobby with multiple waiting areas and a bright community room. A 1000-amp cabinet by Siemens services eight electrical boxes and fire detection system. Facilities include an X-ray room, mammography, several nurses’ stations, nine bathrooms, and numerous offices. A very spacious central area behind the lobby reception offers a multitude of flex-use options. The possibilities are endless for the use of this property; clinic, spa, daycare, retail space, event space, office space - bring your vision! Close to one hundred parking spaces are ideal for customers and employees. Part of the building is leased and income producing. Leasing options are also available.

415 Ellis Avenue, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$624,900
ACTIVE Status 7114084 MLS
Astonishing character, grandeur, elegance, and unique architecture located on historic Chapple Avenue in the heart of Ashland. This is a property you must see to believe! A former church beautifully updated into Cathedral Nail And Spa, step right in and continue the business. Jaw-dropping vaulted beamed ceilings, stained glass windows, sparkling chandeliers, rich wood doors, accents, floors, and trim. An interior social hall offers a fireplace and comfortable space to relax. The lower level has nine individual rooms that were former bedrooms. Numerous renovated bathrooms, a full kitchen, laundry facilities, and multiple showers. Keep the current business or consider other options such as a retreat center, event space, artists gallery, or whatever you dream it to be. Situated on a corner lot with Lake Superior just blocks away and a spacious parking lot this is a rare and unique opportunity!

620 3rd Street W, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$349,900
ACTIVE Status 2 Beds 2 Baths 7112514 MLS 1,647 SqFt.
Outstanding and RARE opportunity to own a condo with the shore of Lake Superior out your back door! Spectacular views and walk-out patio leads to a private sandy beach on the Chequamegon Bay. Beautiful interior includes a primary bedroom ensuite with lake views and luxurious soaking tub. Open concept living space allows the lake views to take center stage. Office/den with walk-in closet that can also be used as a second bedroom does not have a window. Watch the sunset and the moon rise from your deck or snuggled up by the fireplace in winter. The kitchen countertop brilliantly extends into the utility room. Plenty of storage with numerous closets, washer/dryer just off kitchen and garage. Rentals over thirty days are accepted. Located in the heart of Ashland don't miss out on an opportunity like this one!

2729 Lake Shore Drive E Unit 4, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$450,000
ACTIVE Status 1 Beds 1 Baths 7082071 MLS
Located in the heart of downtown Ashland, this 6-unit mixed-use investment opportunity offers strong rental income potential with historically solid occupancy in one of Northern Wisconsin’s most charming Lake Superior communities. The property features one commercial storefront on the main level along with five upper-level residential units, each offering 1 bedroom and 1 bathroom. Tenants pay electric separately for their own units, and each unit is individually zoned for boiler heat, providing added efficiency and management flexibility for ownership. Positioned along historic Main Street, tenants and visitors alike enjoy close proximity to Ashland’s vibrant downtown district, local shops, restaurants, the Lake Superior waterfront, and the renowned Ashland Mural Walk. Whether you are looking to expand your investment portfolio or own a versatile income-producing property, this listing presents a great opportunity! Willing to sell individually or as a package with 210 Main Street.

410 Main Street W, Ashland

Listing courtesy of RE/MAX Results Duluth.

$1,165,000
ACTIVE Status 4 Beds 3 Baths 7074935 MLS 4,069 SqFt.
Luxury log cabin estate nestled above 267 feet of pristine shoreline, this stunning Swedish-style log home with a 2013 addition blends craftsmanship, comfort, and breathtaking views. Just 2 miles from Ashland, it’s ideal as a year-round residence or private lakeside retreat. The main home features a luxurious owner's suite, soaring pine ceilings, cedar and oak finishes, and a great room with a floor-to-ceiling stone fireplace. The second level offers cathedral ceilings, a cozy wood stove, and a balcony with sweeping lake views. The original log home includes a second bedroom, a fully renovated kitchen with custom cabinetry, and an updated ¾ bath with heated stone floors. Enjoy outdoor living on the expansive deck, dock, or one of three covered porches with panoramic views of Long Island, Madeline Island, Bayfield, Washburn, and unforgettable sunrises and sunsets. A charming log guest house offers a bedroom, ¾ bath, kitchen, loft, and wood stove—perfect for visitors. Additional features include a heated two-car garage with upper-level potential, a detached three-stall garage/workshop, multiple outbuildings, and a pole barn with steel reinforced, 6-inch-thick concrete floor. This exceptional property offers the ultimate in Northwoods lakefront living.

55285 Corbine Road, Ashland

Listing courtesy of Edina Realty, Inc. - Duluth.

$675,000
ACTIVE Status 3 Beds 2 Baths 6790650 MLS 2,100 SqFt.
Don't miss this rare opportunity to own a truly magical, one-of-a-kind property just minutes from the shores of Lake Superior and the vibrant town of Ashland, WI. Situated on 10.10 beautifully maintained acres, this stunning estate offers endless potential for personal enjoyment or entrepreneurial ventures. The centerpiece is a beautifully updated home that blends modern comforts with timeless charm. It is perfect as a full-time residence, vacation getaway, or guest lodging. The property also features a large, rustic-chic barn that has been thoughtfully transformed into an event venue ideal for weddings, receptions, and special gatherings. A fully equipped commercial kitchen and licensed bar add exceptional value, allowing for seamless catering and beverage service. Nearby, a charming, smaller barn has been converted into a private bridal parlour providing a picture-perfect space for wedding day preparations. Also included on this impressive property are additional guest accommodations, a large machine shed, two convenient RV hookups, and even a charming chicken coop. Every detail has been thoughtfully designed to enhance comfort and functionality. Whether you're looking to run a turn-key event business, create a destination retreat, or simply enjoy a peaceful life surrounded by nature and beauty, the possibilities are truly limitless. This is more than a property, it's a lifestyle and an opportunity to create something extraordinary in the heart of Northern Wisconsin.

60445 W Summit Road, Ashland

Listing courtesy of Adolphson Real Estate, Inc.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.