Refine Search
Sort by
$319,900
ACTIVE Status
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, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$319,900
ACTIVE Status
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 Ave E, Ashland

Listing courtesy of Anthony Jennings & Crew Real Estate LLC.

$999,999
ACTIVE Status
A great building with great potential. This is the old Evergreeh Shopper building. Was usde for years as a thriving printing building. Has been converted to a daycare facility and office space. At the preset time they have CEP renting office spaces, along with a well known artist renting an office space. There are areas and a playground area for a state approved daycare facility. There is a large Butlet building addition that is being rented as storage from 2 local businesses. There is cash flow at the present time, and the rents have been lower than normal, but the potential for more rent is very good. Could be used for storage facilities for boats, trailers, snowmobiles, summer lawn equipment household goods and more. Large parking lot to accomidate multiple businesses. Take a look and see the potential.

417 W 9th Ave, Ashland

Listing courtesy of By the Bay Realty.

$219,900
3 Beds 1 Baths ACTIVE Status
Charming Home with Upgrades and Expansive Outdoor Space! Welcome to this move-in ready home situated in a highly desirable neighborhood. The property features a fully enclosed, large fenced-in backyard with generous space to run, play, or garden. Storage is never an issue here?the property includes two separate garages plus a practical lean-to, offering massive space for vehicles, lawn equipment, and outdoor toys. The primary two-stall garage is fully insulated and equipped with both electric and propane heating for year-round comfort. Key Highlights & Recent Updates: Durable Metal Roofing: Installed within the past 5 years across the house, both garages, and the lean-to for ultimate peace of mind. Upgraded Efficiency: Vinyl windows are installed throughout the home, paired with vinyl siding featuring foam insulation underneath for lower energy bills. Kitchen & Baths: Enjoy updated kitchen cabinets, vinyl flooring, and a custom peninsula perfect for casual dining. Classic Hardwood Flooring: Hardwood flows through the living room and beneath the carpet in the main bedroom. Freshly Remodeled Living: The main bedroom has been recently updated, and brand-new carpet has been installed in the upstairs bedroom. Bonus space; A large unfinished upstairs area perfect for extra bedrooms, a playroom or a designated work office. Bring your vision and instantly add equity.

1800 Ellis Ave, Ashland

Listing courtesy of By the Bay Realty.

$724,900
3 Beds 3 Baths ACTIVE Status
Beautifully crafted newer home on Madeline Island, perfect for enjoying all four seasons. This well-maintained 3-bedroom, 3-bath home features an open-concept design with a spacious kitchen offering modern stainless steel appliances, double wall ovens, and an oversized butcher block island. The kitchen overlooks the living room with vaulted ceilings, floor-to-ceiling windows, a fireplace, and a sliding glass door leading to a large concrete patio. The main-level primary suite includes a walk-in closet and a double-sink vanity. Upstairs offers two bedrooms, a full bath, and a spacious loft ideal for additional sleeping, a media room, or office. Main-floor laundry and an attached oversized two-car garage add convenience. Screen porch off the kitchen. Situated on over 3 private wooded acres with mature hardwoods and abundant wildlife. A short walk to your private association sandy beach and dock, perfect for kayaking, boating, and enjoying Lake Superior.

3341 Stockton Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$124,500
1 Baths ACTIVE Status
This cute bungalow house features a spacious lot, classic charm, and bright, cozy living spaces. Open Concept: Bright main living space with flexible layout options. There is a large lot with expansive outdoor space for gardening, pets, or outdoor entertaining. A two car detached garage for parking and extra storage. It is minutes from the shores of Lake Superior and local downtown shops. This exceptional real estate offering includes two separate parcels for the price of one, providing incredible versatility and long-term value for the right buyer. Building Lot: Features the primary structure and existing footprint. Northern Lot: A completely distinct, independent parcel located directly to the north. With this lot you can build a completely separate home or outbuilding. Don't miss out on this opportunity.

1708 Ellis Ave, Ashland

Listing courtesy of By the Bay Realty.

$189,000
2 Beds 2 Baths ACTIVE Status
Meticulous 1945 bungalow that lives like a page from a design magazine ? perfectly sized, beautifully kept, and thoughtfully updated throughout. A gorgeous lilac and a stellar crabapple frame the approach, with hollyhocks, roses, hydrangeas, and raspberries ringing the house. Inside, a warm wood ceiling and pine floors with the rich patina of age set a cozy, welcoming tone, and top-down/bottom-up blinds fill the living room with light while keeping your privacy. The efficient kitchen features newer cabinetry, updated flooring, a gas range, dishwasher, and a sink beneath a window, with a dining nook framing views of the gazebo and a backyard pollinator garden alive with bee balm, daisies, delphinium, and sunflowers alongside tomatoes and herbs. The main-level bedroom offers built-in shelving, room for a queen, and a bonus closet, served by a nicely redone bath with corner shower. A glassed-in, insulated back porch room with its own pet door flexes as storage, a sitting room, or hobby space. Downstairs is a true retreat: a quiet basement bedroom with egress window, wood beams, and a generously sized closet, plus a full bath that would be at home in a boutique hotel. Laundry area, right-sized water heater, forced-air gas furnace, and an updated electrical panel with Romex wiring round out a dry, fresh-smelling basement on a poured concrete foundation ? the expensive updates are done. Detached garage, easy-care lot, and a location convenient to everything Ashland offers. Just the right size, with nothing wasted.

1810 6th St E, Ashland

Listing courtesy of Porter Realty LLC.

$249,900
ACTIVE Status
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, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$182,900
ACTIVE Status
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, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$249,900
ACTIVE Status
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 St E, Ashland

Listing courtesy of Anthony Jennings & Crew Real Estate LLC.

$2,750,000
ACTIVE Status
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
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, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$349,900
2 Beds 2 Baths ACTIVE Status
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 Unit 4, Ashland

Listing courtesy of Anthony Jennings & Crew Real E.

$624,900
9 Beds 3 Baths ACTIVE Status
A former church and convent offers beautifully unique, rich character for your family to treasure. Located on historic Chapple Avenue in the heart of Ashland, this is a property you must see to believe! The lower level has nine rooms and a grand hallway. The main level has a full kitchen, laundry facilities, numerous renovated bathrooms, and multiple showers. Astonishing character, grandeur, elegance, and unique architecture. 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. What a great opportunity to make this your home! Only blocks away from the beaches of Lake Superior you'll love being just steps away from coffee shops, restaurants, quaint retail businesses, the library, and much more. Spacious off street parking. Seller will finance for qualified buyer. The seller will also consider an exchange or trade.

620 3rd St W, Ashland

Listing courtesy of Anthony Jennings & Crew Real Estate LLC.

$450,000
ACTIVE Status
(97/DW) The opportunity to own your own business can be yours with this well-established business with lots of family history. The Maple Grover Tavern just off Cty F in Butternut offers a 2,500 sq ft bar with seating for 24 and additional area in the back with tables and an entertainment stage which gives you lots of options to use the space ? think banquet hall, etc. The bar comes fully operational with fixtures and owned equipment included. There are 2 half-baths. Newer LVP flooring and some natural wood on the interior for a great Northwoods atmosphere. The bar is heated with a woodchuck woodstove and LP gas Modine heater. ALSO included in this turnkey business is a 3-beddrom 2-bath home with full poured concrete basement and a back deck. The house has a 1-car detached garage. There is also a 1.5+/- acre parcel across the road included which features a 32x40? wood-frame storage garage. The storage garage has an overhead door and has a concrete floor and electric. Endless possibilities. $450,000.

13980 Agenda Road, Agenda

Listing courtesy of Birchland Realty Inc./Park Falls.

$159,900
2 Beds 1 Baths ACTIVE Status
(155/DW) Go Country! This manufactured home is situated on a 5+/- acre surveyed parcel on Gear Rd in Ashland County. The property is a majority of highland with a mixture of maple, birch, aspen, scattered white and red pines and a few black oaks with some nice trails throughout. Home features vinyl siding and vinyl windows with metal roof added in 2023. There is a small deck on the front. The interior has a roomy carpeted living room and tongue and groove wood on walls and ceiling and a wood-burning fireplace. The kitchen/dining area also features wood on the ceiling and a feature wall. There are plenty of cabinets and a counter area with seating. There are 2 bedrooms with closets and a full bath all with LVP flooring. Forced-air wall furnace, electric water heater and 200-amp circuit breaker box. Home is serviced by a drilled well and conventional septic system. Small shed finished in tongue and groove wood and has electric service and lights. The shed had a hot tub in it previously but could be a kids? play house, a she-shed or any number of uses. There is a 24x40? 2-car insulated and finished garage built in 2017 with Mr. Heater Big Maxx heaters in garage area and back portion of the garage which is set up as a man cave and could be additional sleeping area for company. This back portion includes a bar area and has a free-standing wood stove. Garage is vinyl sided with composition shingles and features exterior lights on all four corners with separate switches. Located right on a designated 4-wheeler trail and snowmobile trail with access right down the road, with Gordon Lake just 1 1/2 miles from the property, and thousands of acres of National Forest within 3 miles. Make this your recreation headquarters! Call today! $159,900.

75782 Gear Road, Gordon

Listing courtesy of Birchland Realty Inc./Park Falls.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

$95,000
ACTIVE Status
Welcome to a rare opportunity in the beautiful South Shore Woodlands of Madeline Island! This is your chance to secure one of nine residential, buildable lots in a very desirable location. Just a short walk or bike ride brings you to downtown shops and restaurants, the Island marina, public beaches, and the golf course. Tucked into a serene wooded setting, these parcels offer the perfect backdrop for your future home, vacation retreat, or even a camping getaway. Modern living is made easy here: electricity is already available at South Shore Rd, and city water and sewer connections are guaranteed to be brought into each lot by Spring 2027 - an estimated $40,000 value included with your purchase. All lots have driveway access to South Shore Rd. Be among the first to choose from these versatile lots surrounded by natural beauty! Contact us today to learn more!

xxx South Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.