Ashland, WI Homes for Sale under $400,000

Well maintained ranch style home in friendly neighborhood on the east side of Ashland. Close to Hodgkins ball park, paved walking trail and dog park. Walking distance to the shores of lake superior. Priced to sell.

Brad Dryer Coldwell Banker Realty - Duluth

An English Cottage on Macarthur Ave with gardens to match. This corner lot has three bedrooms, one and a half baths, and so much curb appeal. As you enter you'll see a wood burning fireplace, wood floors, and windows from floor to ceiling. A bright and cheerful space perfect for hosting or relaxing in front of the fire. The Kitchen's cheerful wall paper, and vintage cabinetry give character to a

Esme Martinson Broad Street Brokers, LLC

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

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

Beautiful hardwood floors and leaded glass windows throughout this home. Currently set up as a duplex but could easily be converted into single family living. Large open rooms with high ceilings.

Jennifer Eng Coldwell Banker Realty - Ashland

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

Historic 1880 Charm Meets Modern Updates — Just Blocks from Lake Superior! Nestled on a generous 0.32-acre corner lot in a great Ashland location, this character-filled 1880 traditional home has been thoughtfully updated throughout — just move in and enjoy. Major systems and improvements are already done: central A/C added in 2025, lower roof replaced in 2024 with upper roof replaced in 2016, 8

Kevin Porter Porter Realty LLC

What a great house; could be a city homestead - just add chickens and large garden. Got toys; space to add a large garage; especially at this price! Great natural lighting, newer AC but the open windows seem to do the job. What else is newer: Roof/2017, water heater/2022, gutters/2025. Quiet, yet close to most everything.

Douglas Ament Blue Water Realty, LLC

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

Welcome to this 3 bed, 2 bath home on historic MacArthur Avenue. The home sits within walking distance of Lake Superior, with easy access to biking and walking trails, schools, and the local hospital. The fenced yard and attached one-car garage add everyday convenience, while major updates in the last 10 years mean the home is ready for its next chapter.

A Giselle Smith eXp Realty, LLC- WI

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

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

Beautifully maintained and thoughtfully updated, this bright two-story home showcases the craftsmanship of its era — 7-inch baseboards, craftsman-style window trim, natural finish hardwood doors, and 81⁄2-foot ceilings on the main level. Recently refinished maple floors greet you at the entry, where a large walk-in coat closet stands off the entry. A mullioned picture window anchors the living

Kevin Porter Porter Realty LLC

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

The peace of country living, close to town. This recently completed whole-home remodel is bright, clean, and move-in ready — with high ceilings on the main level, fresh paint, new flooring, and updates throughout. The large country kitchen features quality plywood-box cabinetry, a charming beadboard ceiling, and brand-new stainless steel appliances including a side-by-side refrigerator, built-in

Kevin Porter Porter Realty LLC

Completely remodeled, move-in ready, and priced to sell. This stunning 4-bed, 2-bath home on a spacious .51+/-acre corner lot has it all. Brand-new LVP flooring, open-concept living, white shaker cabinets, recessed lighting, and all-new mechanicals, including appliances. Every major item is done and done right. Relax on the vaulted 3-season porch, entertain on the spacious deck, and store all

Heidi Hicks Visions First Realty, LLC

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

Martin Hoglund By the Bay Realty

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

There's a moment when you walk into a house and just know. This is that house. From the moment you step through the teal front door, this place has a way of pulling you in. Maybe it's the grand staircase with its beautifully detailed newel post. Maybe it's the stained-glass window on the landing that throws warm amber and gold light across the walls. Or maybe it's just the feeling that this home

Kevin Porter Porter Realty LLC

Martin Hoglund By the Bay Realty

****Seller Financing Options Available**** Lake Superior luxury meets income potential! This beautifully remodeled 240 sq ft studio cabin offers an exceptional waterfront retreat on a private quarter-acre lot with approximate 60ft of private Lake Superior beachfront in Ashland, Wisconsin. Designed for comfort and style, everything you need. Kitchen, bathroom with shower, washer/dryer inside. This

Faith Mauritz Northland Real Estate Services

Beautiful 3 bedroom 2 bath bi-level home offering the perfect combination of comfort and functionality. Updated kitchen provides a modern space for cooking and entertaining while the spacious living area make this home. Ideal for everyday living. Enjoy the convenience of an attached 2 car garage plus a 24+32 heated detached garage that is perfect for a workshop extra vehicles or storing

Jay Emmert Coldwell Banker Realty - Ashland

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

Welcome to 1308 11th Avenue West, an enchanting single-family home offering the perfect blend of small-town warmth and modern comfort in the heart of Ashland, WI. Situated on a peaceful, tree-lined avenue, this property is a rare find for anyone seeking a serene Northwoods retreat with exceptional walkability to local schools, parks, and the beautiful shores of Lake Superior's Chequamegon Bay.

Terry Schemenauer By the Bay Realty

Beautiful move-in ready one level home on a spacious corner lot with attached garage and fenced in yard! What a find! Main level living with a primary en suite, two more bedrooms, full bath, and convenient hall laundry. Lovely hardwood floors, central air, and eat in kitchen with sliding doors that lead to an attached deck and cedar-fenced in yard. Enjoy the outdoors with raised garden beds, and

Anthony Jennings Anthony Jennings & Crew Real Estate LLC

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

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

Welcome home to this move-in ready ranch, thoughtfully updated and waiting for its next owner! Offering the convenience of main floor living, this spacious home features a functional layout. Step inside to a bright front living room that flows seamlessly into the kitchen and dining area, creating an open and inviting atmosphere. The kitchen is equipped with a breakfast bar, gas range, and unique

Carrie Dittmar Messina & Associates Real Estate

This two bedroom house with attached 20'x28' garage is a little rough around the edges, but can certainly be lived in as-is. And a new owner could make some improvements to add value and style to the house as they want! Two bedrooms, one bathroom, front and back entry's, living rm, kitchen/dining on the main level, and laundry can be kept on the main level, or moved back to the basement. There is

Jon Wheeler Blue Water Realty, LLC

Sweet little one bedroom home, with a partially fenced yard, an 18x24 garage, and a sturdy 10x14 shed, that has all been nicely updated! The main level has a circular flow moving between the entry (front or back), the kitchen and dining areas, the living room and the bathroom. Up the completely new stairway is a bedroom that's divided by the stairs. To the left is a bed and closet, to the right

Jon Wheeler Blue Water Realty, LLC

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.

Terry Schemenauer By the Bay Realty

Looking for an investment property in Ashland? 507 Chapple Ave has great bones, tons of character, and solid income potential. Each unit offers 2 bedrooms, 1 bath, and over 1,100 sq ft with spacious layouts, tall ceilings, original woodwork, and great natural light. Large gravel driveway for off-street parking and both units are currently vacant so you can renovate, owner-occupy, or set market

Faith Mauritz Northland Real Estate Services

Classic early-1900s two-story in the heart of Ashland, lovingly updated inside and out. A gorgeous wraparound porch — a recent addition — overlooks a quiet, tree-lined street anchored by a stunning mature maple, the perfect spot to visit with neighbors like times gone by. Inside, high ceilings and impeccable honey-toned hardwood floors set the tone. The added entryway offers backyard and garage

Kevin Porter Porter Realty LLC

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

Your opportunity to own one of the city's finest downtown condos! 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. This building is the historic Grand Opera House originally built in 1893. Walk to the downtown shops, grocery store, lake walk, marina, or the Band Shell.

Jay Emmert Coldwell Banker Realty - Ashland

Spacious 2 bedrm home with attached garage, fenced in back yard, and usable basement! The front entrance is a solidly built ramp making access to the house easy. The original living rm more recently has been used as a craft space, and living rm use shifted to the wonderful 24'x28' addition in the back. That rm features high quality strand-woven bamboo flooring, a Lopi Woodstove, and a very nice

Jon Wheeler Blue Water Realty, LLC

Diamond in the rough with incredible potential! Opportunity awaits with this spacious home that's ready for its next chapter. While the property needs updating and repairs, it offers solid potential for the right buyer to restore it to its former glory. Priced accordingly, the attractive list price provides room in the budget for renovations and improvements. Come see the beautiful woodwork! The

Jewel VonFang Northland Real Estate Services