Ashland, WI Homes for Sale under $400,000

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  /18

  $125,000

  • Land
  • 5 Acres
  • $25,000 per Acre

  63909 Santama Rd, Ashland, WI 54806

  5 Acres of Pure Potential on Santama Road: Escape to the country without losing city convenience. This stunning 5-acre property on Santama Road offers the perfect blend of rural peace and quick access to town. The Land: A beautiful, sun-drenched meadow featuring a couple of apple trees. The Structure: A substantial, unfinished barn with framed space for an upper-level apartment—ready for your

  

  Mirka Nelson

  Coldwell Banker Realty - Ashland

  63909 Santama Rd, Ashland, WI 54806
• Explore Ashland

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  /14

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  709 3rd Ave E, Ashland, WI 54806

  Just a short walk away from Lake Superior's beaches, this centrally located home offers easy access to the water and convenience to everything else. A finished lower level bonus room and 3/4 bathroom adds to your living space. A big wood deck overlooks the partially fenced backyard, perfect for relaxing or entertaining. Recent updates throughout the house gives it a fresh, move in ready feel.

  

  Alexander Dempsey

  eXp Realty, LLC- WI

  709 3rd Ave E, Ashland, WI 54806
• 

  

  

  /19

  $279,000

  • 4 Beds
  • 2 Baths
  • 2,520 Sq Ft

  700 Macarthur Ave, Ashland, WI 54806

  Own a piece of Ashland History! The historic Fitch house was built in 1903 and has that Old World charm! Harwood floors, beautiful woodwork, wood burning fireplace with large rooms and built-ins make this house so warm and inviting. New roof in spring 2026 and a new hot water heater. Cozy boiler heat with a boiler that has been serviced yearly and is in good shape. A large mudroom on the back

  Jewel VonFang Northland Real Estate Services

  700 Macarthur Ave, Ashland, WI 54806
• 

  

  

  /23

  $189,000

  • 3 Beds
  • 2 Baths
  • 952 Sq Ft

  1018 2nd Ave W, Ashland, WI 54806

  This well maintained 3 bedroom 2 bath home offers comfortable one level living with plenty of additional space in the poured dry basement, with potential for a family room recreational area. Enjoy the newer 2 car detached garage, along with updated furnace, located within walking distance of downtown.

  Jay Emmert Coldwell Banker Realty - Ashland

  1018 2nd Ave W, Ashland, WI 54806
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  /7

  $135,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,828 Sq Ft

  2115 6th St W, Ashland, WI 54806

  Charming 2 bedroom, 1 bath home with major updates already done! This home features brand new siding, roof, and windows, giving you peace of mind and curb appeal. Inside you will find a comfortable layout with plenty of natural light, making it a perfect starter home, downsizing, or investment property.

  Jay Emmert Coldwell Banker Realty - Ashland

  2115 6th St W, Ashland, WI 54806
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  /72

  $319,900

  • 8 Beds
  • 7 Baths
  • 5,824 Sq Ft

  116 N 14th Ave E, Ashland, WI 54806

  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

  Anthony Jennings Anthony Jennings & Crew Real Estate LLC

  116 N 14th Ave E, Ashland, WI 54806
• 

  

  /19

  $199,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,071 Sq Ft

  513 Willis Ave, Ashland, WI 54806

  Charming 1931 Ashland Home with Fenced Yard & Oversized Garage | 513 Willis Ave Well-maintained three-bedroom home full of original character on a quiet Ashland street. Narrow-board maple hardwood floors run through the living room, formal dining room, and two of the three bedrooms — all in great condition. Much of the original wood trim remains beautifully unpainted throughout. The remodeled

  Kevin Porter Porter Realty LLC

  513 Willis Ave, Ashland, WI 54806
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  /28

  $249,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  68675 Pine Creek Rd, Ashland, WI 54806

  Completely Updated 3-Bed, 2-Bath Home on 5+ Acres with Insulated Freestanding Building This beautifully renovated home has been transformed inside and out. The owners have thoughtfully updated every room with fresh paint, modern fixtures, and newer appliances—creating a space that feels fresh, bright, and move-in ready. The home offers a smart and convenient layout with three bedrooms, two baths,

  Kevin Porter Porter Realty LLC

  68675 Pine Creek Rd, Ashland, WI 54806
• 

  

  /21

  $189,000

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  621 18th Ave W, Ashland, WI 54806

  Nestled on a quiet corner lot near a dead-end street in Ashland, this well-maintained, move-in ready 3-bedroom, 1 & 1/4 bathroom home offers space, comfort, and charm. Enjoy multiple living areas, a spacious kitchen, and sliding glass doors that lead out to the back deck.

  Brianna Bailey Broad Street Brokers, LLC

  621 18th Ave W, Ashland, WI 54806
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  /11

  $190,000

  $15K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  1015 6th St W, Ashland, WI 54806

  3 unit multi family rental property. Units have long term tenants on month to month leases. 2 units have 2 bedrooms. Stand alone unit has 1 bedroom. Walking distance to downtown; off street parking.

  Jay Emmert Coldwell Banker Realty - Ashland

  1015 6th St W, Ashland, WI 54806
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  /9

  $185,000

  • 4 Beds
  • 2 Baths
  • 2,412 Sq Ft

  315 6th Ave W, Ashland, WI 54806

  A lovingly cared for home in the heart of Ashland with a beautiful quarter acre lot and a fully fenced back yard! Glowing hardwood floors, impeccable stained wood trim, and 8'8" ceilings grace this excellent and comfortable home with a sense of space that speaks of this era. Well situated within walking distance of Lake Superior's beaches, the Downtown Farmer's Market, Ashland's award-winning

  Kevin Porter Porter Realty LLC

  315 6th Ave W, Ashland, WI 54806
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  /7

  $161,840

  • Land
  • 80 Acres
  • $2,023 per Acre

  On Holmes Rd, Ashland, WI 54806

  80-acres of forestland in Ashland County, town of Gingles, very close to the City of Ashland. The dominant forest covers are red pine and northern hardwoods. Power is available at the road. Enrolled in the Managed Forest Law program for tax relief. Adjacent lands are also available.

  TODD FREDERICKSON Steigerwaldt Land Sales, LLC

  On Holmes Rd, Ashland, WI 54806
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  /15

  $310,000

  • 4 Beds
  • 3 Baths
  • 2,138 Sq Ft

  409 13th Ave E, Ashland, WI 54806

  Beautiful 4-bedroom, 3-bath home featuring fenced-in yard and a detached one-car heated and insulated garage. The finished basement has bedroom and bathroom along with workout space. The home has been completely remodeled during the sellers' ownership, offering comfortable living space. Main floor laundry for convenience. This well-maintained home has been thoughtfully updated and is ready for

  Jessica Nettleton By the Bay Realty

  409 13th Ave E, Ashland, WI 54806
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  /37

  $274,900

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft

  70780 Galligan Rd, Ashland, WI 54806

  ACCEPTING SECONDARY OFFERS! Perched on an idyllic five acre+/- homestead, this home offers seclusion and stunning countryside views. Set at the end of Galligan Road in sought-after Barksdale Township, you'll love this property and three-bed home with tuck under garage. The home offers some nice character with a wood burning fireplace, built-in cabinets, and natural tongue and groove wood

  Anthony Jennings Anthony Jennings & Crew Real Estate LLC

  70780 Galligan Rd, Ashland, WI 54806
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  /28

  $229,000

  • 5 Beds
  • 1.5 Baths
  • 1,968 Sq Ft

  510 5th Ave E, Ashland, WI 54806

  Step inside a home on Ashland's east end where the original interior is still in place: stained woodwork that was never painted, wide cased openings between the living and dining rooms, picture rail, maple floors, and a staircase with its turned newel and open rail, all under the high ceilings of the period. The front porch carries a beadboard ceiling and its hanging swing. Five bedrooms sit

  Kevin Porter Porter Realty LLC

  510 5th Ave E, Ashland, WI 54806
• 

  

  /23

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  109 Prentice Heights Rd Unit 2, Ashland, WI 54806

  Why choose between city convenience and natural beauty when you can have it all? Located just minutes from the beach and Prentice Park, this 2-bed, 2-bath townhouse features lake views, an attached garage, and your own private artesian well. Live surrounded by nature without sacrificing location!

  Brianna Bailey Broad Street Brokers, LLC

  109 Prentice Heights Rd Unit 2, Ashland, WI 54806
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  /27

  $400,000

  • 8 Beds
  • 5 Baths
  • 4,200 Sq Ft

  1218 & 1222 Lake Shore Dr W, Ashland, WI 54806

  1222 & 1218 Lakeshore Drive – Two Income-Producing Homes with Exceptional Potential Two well-performing rental properties are offered together for an unbeatable value. The eastern property (1218 Lakeshore Drive) is a freestanding 4-bedroom home with a solid basement and foundation, currently rented for $1,100/month with a consistent rental history. The western property (1222 Lakeshore Drive) has

  Kevin Porter Porter Realty LLC

  1218 & 1222 Lake Shore Dr W, Ashland, WI 54806
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  /35

  $189,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  1810 6th St E, Ashland, WI 54806

  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

  Kevin Porter Porter Realty LLC

  1810 6th St E, Ashland, WI 54806
• 

  

  /31

  $239,000

  • 3 Beds
  • 2 Baths
  • 2,379 Sq Ft

  801 9th Ave W, Ashland, WI 54806

  Welcome to Ashland's Historic District! This charming and spacious historic home offers character, flexibility, and modern updates in a prime central location surrounded by mature trees. With two bedrooms and a full bathroom on both the main and upper levels, the property can serve as a comfortable single-family residence or a potential income-producing duplex. The main floor features a cozy gas

  Jennifer Eng Coldwell Banker Realty - Ashland

  801 9th Ave W, Ashland, WI 54806
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  /17

  $209,000

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,037 Sq Ft

  1800 Ellis Ave, Ashland, WI 54806

  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,

  Jessica Nettleton By the Bay Realty

  1800 Ellis Ave, Ashland, WI 54806
• 

  

  /30

  $134,900

  $32K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  1600 8th St W, Ashland, WI 54806

  Welcome home to this spacious and well-maintained 1,792 sq. ft. residence built in 2005. Situated on a corner lot, this 3-bedroom, 2-bath home offers comfortable living with a functional layout and plenty of room for family and guests. The spacious primary suite provides a private retreat with its own full bath, while the additional bedrooms offer flexibility for family, guests, or a home office.

  Mark Hoglund RE/MAX Professionals - Ashland

  1600 8th St W, Ashland, WI 54806
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  /13

  $149,000

  • 4 Beds
  • 1 Bath
  • 1,377 Sq Ft

  420 Beaser Ave, Ashland, WI 54806

  Priced to Sell! This 4 bedroom 1 bath family home is ready for it’s new owner! Right next to the corridor walking trail, this home has a newer roof, furnace is five years old, fenced in yard with storage shed. Main floor bedroom and laundry, with a dry basement. There are a few unfinished projects which is reflected in the price. Brand new, top quality non-slip ceramic tile is included for the

  Jewel VonFang Northland Real Estate Services

  420 Beaser Ave, Ashland, WI 54806
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  /22

  $347,700

  $32K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,800 Sq Ft

  2102 Main St E, Ashland, WI 54806

  Completely Remodeled & Move-In Ready, 4 Bed, 2 Bath on a Corner Lot and Appraised over the list price. This one checks every box. A full remodel, done right, not just cosmetic. Brand-new LVP flooring runs through an open-concept layout, white shaker cabinets and recessed lighting give the kitchen a clean, modern feel, and every major mechanical system (plus all appliances) has been replaced.

  Heidi Hicks Visions First Realty, LLC

  2102 Main St E, Ashland, WI 54806
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  /33

  $137,500

  $17K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  67108 Old Odanah Rd, Ashland, WI 54806

  Large manufactured home on 9 acres close to everything Ashland has to offer. 4 bedrooms 2 baths with plenty of room for a garden garage and anything else you can think of.

  Tim Collelo Tim Collelo Realty, LLC

  67108 Old Odanah Rd, Ashland, WI 54806
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  /52

  $185,000

  • 3 Beds
  • 2 Baths
  • 1,659 Sq Ft

  303 7th Ave E, Ashland, WI 54806

  This duplex on Ashland's east side is replete with character. Midcentury cabinetry and lighting, hardwood floors juxtapose more modern updates. Used primarily as a single family residence this century but more recently as a rental, this home has ample storage space; a spectrum of bedroom sizes; a large, dry basement; a fenced back yard; a two car garage; a balcony off the top unit; a patio off

  Ryan Hogan Birdhouse Realty

  303 7th Ave E, Ashland, WI 54806
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  /21

  $339,000

  $50K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  208 3rd Ave W Unit 202, Ashland, WI 54806

  Beautiful downtown condo! New build in the historic Grand Opera House. This upper unit includes 2 bedrooms, 3 bath, oversized loft and walkout balcony with Lake Superior and downtown views. Each unit has its own private garage. Walk to the downtown shops, grocery store, lake walk, marina, or the Band Shell. Easy living at its finest.

  Jay Emmert Coldwell Banker Realty - Ashland

  208 3rd Ave W Unit 202, Ashland, WI 54806
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  /79

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,990 Sq Ft

  2729 Lake Shore Dr E Unit 5, Ashland, WI 54806

  Discover the beauty of Lake Superior living in this exceptional Ashland condo overlooking Chequamegon Bay! From peaceful mornings watching the water to stunning sunsets beyond the horizon, the ever-changing scenery becomes part of everyday life. Step inside to an open concept main-level that is anchored by a giant picture window, bringing the beauty of the lake & abundant natural light indoors.

  ALLEXUS MERRITT NORTHWOODS REALTY

  2729 Lake Shore Dr E Unit 5, Ashland, WI 54806
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  /26

  $194,500

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  1415 Front St E, Ashland, WI 54806

  Cute little bungalow that has had many updates and is only a short walk from Lake Superior. Current owner installed a new kitchen within the last year and new flooring throughout the kitchen, dining, and living room. Main floor hosts two bedrooms and full bath while upstairs has a large bedroom and landing area that has extra storage with closets. Full basement allows for additional storage. This

  Jennifer Eng Coldwell Banker Realty - Ashland

  1415 Front St E, Ashland, WI 54806
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  /50

  $334,900

  • 2 Beds
  • 2 Baths
  • 2,484 Sq Ft

  914 3rd Ave E, Ashland, WI 54806

  Welcome home to 914 3rd Ave E, where the work and worry are already taken care of. Pull into the brand new 2025 heated 3-car garage, kick off your boots, and step onto warm in-floor heat. Remodeled top to bottom with high-end finishes: new electric, fixtures, flooring, and carpet (2024/2025). 3-zone boiler heat with Google Nest thermostats and a ductless mini split keep every season comfortable.

  Heidi Hicks Visions First Realty, LLC

  914 3rd Ave E, Ashland, WI 54806
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  /28

  $250,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,459 Sq Ft

  61018 Dahlstrom Rd, Ashland, WI 54806

  Enjoy the best of country living with the convenience of being just minutes from town. 3 bedroom, 1 bath bi-level home offers a comfortable layout with plenty of space for the whole family. The spacious lower level family room is perfect for entertaining, relaxing, or creating a recreational area. Outside you will appreciate the convenience of an attached garage plus a large detached garage

  Jay Emmert Coldwell Banker Realty - Ashland

  61018 Dahlstrom Rd, Ashland, WI 54806
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  /27

  $115,000

  • 1 Bed
  • 1 Bath
  • 889 Sq Ft

  322 5th Ave E, Ashland, WI 54806

  Charming 1912 single-family home in Ashland, WI, with a very affordable price. This detached ranch/rambler-style residence sits on a spacious 0.27-acre lot and features 1 bedroom, 1 bathroom, and a full main-floor layout with a welcoming living room, eat-in kitchen, formal dining room, and handy storage spaces. The home boasts a solid foundation, aluminum exterior siding for durability, forced

  Kevin Porter Porter Realty LLC

  322 5th Ave E, Ashland, WI 54806
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  /34

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,647 Sq Ft

  2729 Lake Shore Dr E Unit 4, Ashland, WI 54806

  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

  Anthony Jennings Anthony Jennings & Crew Real E

  2729 Lake Shore Dr E Unit 4, Ashland, WI 54806
• 

  

  /21

  $139,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,897 Sq Ft

  506 15th Ave W, Ashland, WI 54806

  Perfect starter home on Ashland's west end, complete with a detached garage, extra-large lot, and a welcoming covered front porch — the classic columned kind, perfect for morning coffee under the towering pines. Inside, original hardwood floors run throughout, and the freestanding Lodi stove is a truly exceptional addition, ready to supplement your heat through northwoods winters. The important

  Kevin Porter Porter Realty LLC

  506 15th Ave W, Ashland, WI 54806
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  /12

  $124,500

  $21K PRICE DROP

  • 1 Bath
  • 399 Sq Ft

  1708 Ellis Ave, Ashland, WI 54806

  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

  Terry Schemenauer By the Bay Realty

  1708 Ellis Ave, Ashland, WI 54806
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  /4

  $154,240

  • Land
  • 80 Acres
  • $1,928 per Acre

  On Holmes Rd, Ashland, WI 54806

  80-acres of forestland in Ashland County, town of Gingles, very close to the City of Ashland. The dominant forest cover is northern hardwoods. Power is available at the road. Enrolled in the Managed Forest Law program for tax relief. Adjacent lands are also available.

  TODD FREDERICKSON Steigerwaldt Land Sales, LLC

  On Holmes Rd, Ashland, WI 54806
• 

  

  /24

  $175,000

  • 7 Beds
  • 4 Baths
  • 3,484 Sq Ft

  609 Saint Claire St, Ashland, WI 54806

  Martin Hoglund By the Bay Realty

  609 Saint Claire St, Ashland, WI 54806
• 

  

  /25

  $200,000

  $5K PRICE INCREASE

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  1608 Main St W, Ashland, WI 54806

  Step inside 1608 W Main St, a 1940 traditional two-story on Ashland's west side, with high quality upgrades already complete — a metal roof, vinyl siding, a high-efficiency natural gas furnace with central air, and a tankless water heater. The main floor holds an eat-in kitchen with a peninsula that seats two, a separate dining room, and a living room that opens to the stair hall, along with a

  Kevin Porter Porter Realty LLC

  1608 Main St W, Ashland, WI 54806
• 

  

  /34

  $279,900

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  62543 Hegstrom Rd, Ashland, WI 54806

  Newly built, main level living set on twenty+/- acres! Built in 2024 this bright home offers some unique features enabling you to utilize the space in a way that works for you. One of the first things you notice on the drive in is the amazing scent of pine, and your shoulders immediately relax. You'll enjoy having three entry options to the home and a cathedral of towering pines that create a

  Anthony Jennings Anthony Jennings & Crew Real Estate LLC

  62543 Hegstrom Rd, Ashland, WI 54806
• 

  

  /16

  $169,000

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  500 19th Ave W, Ashland, WI 54806

  Set at the end of 19th Avenue alongside the Ashland Rail Trail, this one-level home puts outdoor recreation practically at your doorstep. Head out for a walk, bike ride or trail adventure, then come home to a comfortable, easygoing space with an open kitchen and living area. French style doors in the primary bedroom open to the fenced backyard.. A standout feature is the spacious two-level

  Faith Mauritz Northland Real Estate Services

  500 19th Ave W, Ashland, WI 54806
• 

  

  /24

  $139,900

  $125K PRICE INCREASE

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1222 Lake Shore Dr E, Ashland, WI 54806

  This is your chance to own a home just a block away from Lake Superior. 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. The main level houses The Harbor Bar which offers a walk-in cooler, two restrooms, and back storage area. Live on site and rent out the lower level for extra income or convert it into

  Anthony Jennings Anthony Jennings & Crew Real Estate LLC

  1222 Lake Shore Dr E, Ashland, WI 54806

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