Ashland Real Estate

Ashland Real Estate

Welcome to Ashland, Wisconsin – a hidden gem nestled along the shores of Lake Superior. Known for its breathtaking natural beauty and vibrant community spirit, Ashland is a place where outdoor enthusiasts and culture lovers alike can find their niche. With a population of just over 8,000 residents, this charming city offers a perfect blend of small-town warmth and access to the stunning landscapes of the Northwoods.

Ashland's rich history is reflected in its well-preserved architecture, particularly in the downtown area, where you can stroll along the picturesque streets lined with unique shops, local eateries, and art galleries. The city is also home to the renowned Chequamegon Bay, which provides ample opportunities for fishing, boating, and enjoying stunning sunsets. In the winter, the area transforms into a winter wonderland, with trails for snowmobiling, cross-country skiing, and ice fishing.

The community is proud of its strong cultural heritage, with events such as the annual Bayfield Apple Festival and the Ashland Music Festival celebrating local talent and traditions. Families will appreciate the excellent schools and community programs that foster growth and development for all ages.

Whether you're looking to settle down or invest in a vacation home, Ashland's real estate market offers a variety of options, from charming historic homes to modern lakeside properties. With its friendly atmosphere, stunning scenery, and a plethora of recreational activities, Ashland is not just a place to live; it’s a place to thrive. Discover the beauty and charm of Ashland, Wisconsin – your new home awaits!

Newest Listings in Ashland

$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.

$149,900
ACTIVE Status ⋅ 1 Beds ⋅ 3 Baths ⋅ 7114195 MLS
The beacon of the Harbor Bar is guiding you to Ashland! With it's iconic historic facade this is your chance to own a commercial property and upper level apartment just a block away from Lake Superior. Incredible exposure on HWY 2 with off street parking the main level houses the bar, walk-in cooler, two restrooms, and back storage area. A nice two bedroom upper level apartment has a deck off the living space with Lake Superior views and a bright, enclosed sunporch off the back. Live on site or rent out the apartment for extra income. Continue the business or bring your ideas to this great property and location!

1222 Lake Shore Drive E, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$119,900
ACTIVE Status ⋅ 7114183 MLS
Former American Legion building offers up a unique and spacious opportunity in the heart of Ashland on Main Street! Set on a corner lot just blocks from Lake Superior your business is sure to flourish with off-street parking and instant exposure. The main level has two spacious rooms, a full kitchen, two restrooms and a side entrance off the parking lot with a large amount of storage space. Lake Superior view, high ceilings and some nice vintage character intact. The full lower level has plenty of workspace and storage space and includes a bathroom, sink, and two showers. Bring your business ideas, spread out and enjoy!

220 Main Street E, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$399,900
ACTIVE Status ⋅ 7114168 MLS
PRIME LOCATION and just steps away from Lake Superior on HWY 2 in the middle of downtown Ashland! This is it! Just under a half acre+/- perched atop the lakefront trail with sweeping views of Chequamegon Bay. Catch the views and all the commuters. Bring your business ideas and create a space you and your clients easily access and look forward to coming to. The Bay View Pawn Shop is closing. Seller will consider land contract with acceptable down payment, sellers credit and approval.

421 Lake Shore Drive 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 ⋅ 147 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.

$2,775,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 7082012 MLS
Large mixed-use investment opportunity in the heart of downtown Ashland. This impressive 37-unit property features 5 commercial storefront spaces on the main level along with 32 residential apartments above, offering a desirable mix of studio, 1-bedroom, and 2-bedroom units. All residential units feature private bathrooms with no shared facilities. Coin-operated laundry facilities are located on each floor, creating additional income potential. Major exterior improvements include newer windows completed within the last 10 years. A rare opportunity to own a high-unit-count income-producing asset. Willing to sell individually or as a package with 410 Main Street.

210 Main Street W, Ashland

Listing courtesy of RE/MAX Results Duluth.

$17,999
ACTIVE Status ⋅ 7070894 MLS
0.95-acre wooded lot on Tri County Corridor in Ashland County, WI with 134 feet of road frontage and an existing driveway cut. Power is at the road. Tucked in a quiet natural setting just minutes from the city of Ashland with views of Chequamegon Bay and Lake Superior visible from the area. A second adjacent parcel (APN 201-03747-0100, 0.12 acres) conveys with the property. Wooded with mixed birch and hardwood, this is a solid hold or build lot in a growing area close to shopping, dining, and outdoor recreation. Buyer to verify zoning, utilities, and build-ability. GPS: 46.600210, -90.849052.

0000 Tri County Corridor, Ashland

Listing courtesy of HomeAvenue Inc.

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