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1218 & 1222 Lake Shore Dr W, Ashland
$450,000
ACTIVE Status
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 been converted into a triplex, also showing strong, steady income and long-term tenancy. Both properties are professionally managed, and detailed income statements are available upon request. Combined, these four rental units currently generate over $3,800.00 per month in income. With multiple curb cuts and a prime corner location at Beaser Avenue and Lakeshore Drive, this site also holds excellent future commercial potential. Enjoy great lake views, a proven income stream, and a property that pays for itself while offering strong appreciation potential. This is the opportunity for the intelligent investor?secure income now and position yourself for long-term growth.

1218 & 1222 Lake Shore Dr W, Ashland

Listing courtesy of Porter Realty LLC.

13980 Agenda Road, Agenda
$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.

443 Bojo Ln E, La Pointe
$449,900
ACTIVE Status
Nestled into beautiful woods like a treehouse, this home and garage provides year round usability, fiber optic internet, easy access to the golf course, and a short drive to La Pointe! The layout here enables this place to be utilized in a variety of ways. It could be a single family home with space to spread out, one half could be lived in while the other half is rented - or used as a mother-in-law unit, or rent it all! There are essentially two halves, each with a common living area with a wood burning fireplace, and two bedrooms - each with en suite full bathrooms, and private door to the outside. The spacious garage has a good size covered overhang protection from the elements. A one of a kind home and a lovely location and property!

443 Bojo Ln E, La Pointe

Listing courtesy of Blue Water Realty, LLC.

443 Bojo Ln E, La Pointe
$449,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status
Nestled in some beautiful woods like a treehouse, this home and garage provides year round usability, fiber optic internet, easy access to the golf course, and a short drive to La Pointe! The layout here enables this home to be utilized in a variety of ways. It could be a single family home with space to spread out, one half could be lived in while the other half is rented - or used as a mother-in-law unit, or rent it all! There are essentially two halves, each with a common living area with a wood burning fireplace, and two bedrooms - each with en suite full bathrooms, and private door to the outside. The spacious garage has a good size covered overhang protection from the elements. A one of a kind home and a lovely location and property!

443 Bojo Ln E, La Pointe

Listing courtesy of Blue Water Realty, LLC.

41971 State Highway 169, Sanborn
$449,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
This beautiful home has one of the prettiest views I have seen in the area. Sitting up on a ridge in a private setting, you overlook rolling hills and beautiful trees with panoramic views and Lake Superior visible in the distance from the kitchen, dining room, living room and master bedroom. At night, you can see the lights of town along the coast. The 10 acres offer trails, a maple syrup shed, garden, Concord grapes, beautiful landscaping and space for horses or chickens. There are even great sledding hills for winter, a fire pit area and a pond with a rock feature in the front yard. Enjoy the views from the covered front deck or entertain on the wood patio out back. Inside, the home offers over 3,000 square feet with an open concept layout and a spacious great room with plenty of room to gather. The master suite has a beautiful view, his and her closets and a bathroom with a jetted tub, separate shower and double vanities. The walkout basement features a rec room with a bar, fireplace and room for a pool table, along with plenty of storage and a bonus room currently used as a gym and office. In floor heat keeps the basement comfortable, with forced air heat on the main level and central air. The oversized garage has room for three vehicles and a taller garage door to accommodate a larger truck. The property also has a conventional septic system and drilled well. A beautiful setting with room to enjoy both inside and out.

41971 State Highway 169, Sanborn

Listing courtesy of Northern Chase Real Estate.

2865 North Shore Rd, La Pointe
$445,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Located on the edge of a wilderness preserve, this private year-round Madeline Island home offers the perfect combination of comfort, modern amenities, and nature. Featuring 3 bedrooms, 3 bathrooms, and a heated attached two garage with additional living space w/ a half bath above, the home is designed for both everyday living and entertaining. The custom kitchen includes high-end appliances, granite countertops, a walk-in pantry, and a beautiful hand-painted Italian ceramic tile backsplash. The spacious primary suite features a large bath with a walk-in tiled shower. Fiber optic internet and Ethernet wiring throughout make working from home effortless, while two EV charging stations and a Generac generator provide added convenience and peace of mind. Just 3 miles from Big Bay Beach and close to ski trails and outdoor recreation, this property is an ideal retreat for every island season.

2865 North Shore Rd, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

365 Mondamin Tr, La Pointe
$429,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
END of SUMMER SPECIAL! SOAK UP THE SUN & SAVINGS WHILE YOU CAN! The perfect income-generating opportunity for the savvy investors! Purchase this modern duplex on a full acre in a highly sought-after Madeline Island location! Newly built in 2022, this property is a true blend of contemporary design and practical features, offering endless possibilities for short- or long-term rental income, vacation hosting, or dual-family living. The property comes with additional city water and sewer connections, and zoning allows for multiple dwellings, increasing the potential for growth. Each unit offers an open, airy floor plan with private entrances, luxury vinyl plank flooring, tiled bathrooms with in-floor radiant heat, and modern kitchens featuring stainless appliances and butcher block counters. Bedrooms open to patios through glass doors, filling the space with light and nature views. Gather with family and friends downstairs around the large pine log dining table. The upper unit features beautiful beamed cedar ceilings, a gas fireplace option, and mini-split system for year around comfort. Attention to detail is everywhere, from the high-quality windows and cedar trim to the cedar decks and stairs. The home promotes sustainability and ease of maintenance, with a metal roof and LP smart siding. The house is a turn-key operation, sold with all furnishings for an immediate start to your Island venture. Nestled by the 7th hole of Madeline Island Golf Course, you are a leisurely stroll from downtown?s restaurants, bars, and shops, the public beaches and the marina. Call for a showing today!

365 Mondamin Tr, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

4102 Chippewa Tr, La Pointe
$425,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Sought-after Chippewa Trail location with sandy beaches and brilliant morning sunrises! This turn-key, fully furnished summer retreat features a well-maintained 2023 Fairmont Park model with 1 bedroom plus a spacious sleeping loft, designed to maximize comfort and convenience. Set on nearly 6 mostly wooded acres with mature trees and abundant wildlife, it offers room to build a year-round home or large pole barn. Nice size 16x12 shed w/ push mower included. Enjoy just under 90 feet of private, accessible shoreline?perfect for swimming, kayaking, and soaking up the sun?then end your day by the water?s edge as the sky lights up. Claim your slice of Chippewa Trail and be lake-ready this summer.

4102 Chippewa Tr, La Pointe

Listing courtesy of eXp Realty, LLC- WI.

2729 Lake Shore Drive Unit #5, Unknown
$400,000
2 Beds ⋅ ACTIVE Status
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. The immaculate kitchen is beautifully appointed w/ granite countertops, center island, raised bar seating, sleek SS appliances & beautiful hickory cabinetry. The kitchen flows effortlessly into the dining area, making it simple to gather w/ family & friends, enjoy a meal, & take in the spectacular scenery while dreaming up your next adventure. The spacious living room offers the perfect place to unwind complete w/ a gorgeous brick fireplace & mantel that adds warmth & character. The main level primary suite is a peaceful retreat of its own, featuring a large window overlooking the water & an en-suite bath complete w/ a relaxing soaker tub w/ tile surround. Convenient first-floor laundry make

2729 Lake Shore Drive Unit #5, Unknown

Listing courtesy of NORTHWOODS REALTY.

2729 Lake Shore Drive Unit 4, Ashland
$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.

2729 Lake Shore Dr E, Ashland
$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. The HOA accepts rentals over thirty days or more. Located in the heart of Ashland don't miss out on an opportunity like this one!

2729 Lake Shore Dr E, Ashland

Listing courtesy of Anthony Jennings & Crew Real Estate LLC.

2102 Main St E, Ashland
$347,700
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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. Fully permitted 2025-2026 remodel with Certificate of Occupancy issued, so there's no guesswork and no surprises. Set on a spacious .51+/- acre corner lot, this home gives you room to breathe: a vaulted 3-season porch for morning coffee, a deck built for entertaining, and an oversized 3-car garage for all the toys, tools, and gear Northland living calls for.

2102 Main St E, Ashland

Listing courtesy of Visions First Realty, LLC.

914 3rd Ave E, Ashland
$334,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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. The eat-in kitchen shines with a center island, breakfast bar, nook, and all new 2025 appliances, where everyone will gather. The main floor primary suite offers an 8x8 walk-in closet and attached bath. Upstairs, a bedroom and 12x19 bonus room flex as guest space, office, or hangout, plus fiber optic internet. Out back, a two-tier deck flows to a brick patio surrounded by landscaping, tucked behind privacy fencing on a level 0.43 acre lot, great for summer nights. Seamless gutters and Blink security round it out. Pre-inspected and priced to sell. Come see why you'll want to call it home!

914 3rd Ave E, Ashland

Listing courtesy of Visions First Realty, LLC.

71224 Thole Road, Gordon
$329,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
(264/DW) Great Recreational Opportunity with 21+/- acres of well-wooded land, Bad River frontage and a private location just across the road from thousands of acres of Chequamegon National Forest, and numerous area lakes! This newer 2-bedroom, 2-bath cabin/home sits on a concrete slab. There are vinyl windows, smartboard siding and a metal roof. There is a concrete patio area and a stairway leading to the upper-level deck. The interior of the home features tongue and groove wood on walls and ceilings, open concept kitchen/dining/living room with cathedral ceilings, patio door, and an open stairway leading up to the loft/second bedroom. An entrance/utility room completes the main floor. There is some finishing work that needs to be completed ? floor coverings, counters and the master bathroom. There is an LP gas forced air furnace and the property is serviced by a holding tank and drilled well. See it today! $329,900.

71224 Thole Road, Gordon

Listing courtesy of Birchland Realty Inc./Park Falls.

393 Maple Ln, Jacobs
$320,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Hilltop Home on Nearly 3 Acres ? Glidden, WI Enjoy the peace, privacy, and beauty of Northwoods living in this spacious 3-bedroom,(and still be in town) 2-bath home offering 2,360 square feet of comfortable living space on nearly 3 acres. Perched atop a hill, this property features beautiful views, a private setting, and the perfect mix of open yard and partially wooded acreage. Recent updates include new carpet, fresh paint, and new flooring, giving the home a clean, updated feel and making it move-in ready. The dry basement provides excellent storage and additional usable space, while the attached garage offers everyday convenience. A blacktop driveway welcomes you home and provides easy year-round access. Whether you're relaxing outdoors, enjoying the surrounding wildlife, or taking advantage of nearby lakes, trails, and recreational opportunities, this property offers the ideal Northwoods lifestyle. Property Features 3 Bedrooms 2 Bathrooms 2,360 Square Feet Nearly 3 Acres Scenic Hilltop Location Partially Wooded Lot New Carpet, Fresh Paint & New Flooring Dry Basement Attached Garage Blacktop Driveway Private, Peaceful Setting Close to Lakes, ATV & Snowmobile Trails, and Outdoor Recreation This move-in-ready hilltop retreat combines space, privacy, and recent updates in a beautiful Glidden setting. A rare opportunity to own acreage and enjoy all the Northwoods has to offer. Schedule your showing today!

393 Maple Ln, Jacobs

Listing courtesy of RE/MAX Professionals - Ashland.

116 14th Avenue, Ashland
$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.

116 14th Ave E, Ashland
$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.

2113 5th St E, Ashland
$299,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
A lucky piece of history... Years ago apparently, someone tried moving three homes from Madline Island across the ice, only one made it - and here it is! This home offers a whole lot for someone looking for a spacious home and property in town! It's quite a nice place, with plenty of room to enjoy inside and out. The main floor is all living space, w/an office, and a 3/4 bath with laundry. The upper level has three bedrms, and a 3/4 bath. Seller says basement stays nice and dry. Great deck out back, and fenced in yard. Insulated 20'x20' outbuilding makes a sweet studio or bonus space. 26'x28' garage offers even more space to utilize. Fiber optic internet. BONUS! Seller will provide Buyer a 13 month Basic Home Warranty from Universal Home Protection - see uhpwarranty.com for more details.

2113 5th St E, Ashland

Listing courtesy of Blue Water Realty, LLC.

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.