Cook County Contract for deed Properties

Ski-in/ski-out living at Lutsen Mountains! This beautifully updated 2-bedroom, 2.5-bath townhome at Caribou Highlands Resort offers the perfect combination of North Shore adventure, resort amenities, and cozy mountain living. The inviting interior features soaring ceilings, expansive windows, a dramatic stone wood-burning fireplace, and warm Northwoods finishes throughout. With two bedrooms—including a spacious lofted upper-level suite—plus 2.5 baths, there’s plenty of room to gather and unwind. After a day on the slopes, retreat to your private in-unit sauna or relax fireside while taking in the peaceful wooded surroundings. A private deck, ski locker, and direct ski-in/ski-out access make four-season recreation effortless. Owners and guests enjoy access to Caribou Highlands amenities, including indoor and seasonal outdoor pools, hot tub, fitness center, playground, firepits, and more. Just minutes from Superior National Golf Course, hiking and biking trails, waterfalls, Lake Superior, and everything the Lutsen area has to offer. Offered fully furnished and currently operating as a short-term rental, making this an exceptional opportunity for a personal North Shore retreat, investment property, or both.

527 Moose Mountain Drive, Lutsen

Listing courtesy of Structure Real Estate LLC.

$95,000

7134333 MLS

Escape to your own slice of the North Shore. This wooded five-acre parcel offers privacy, seclusion, and the rare opportunity to build your dream home or cabin just a little over a mile from the shores of Lake Superior and a short distance to everything Grand Marais has to offer. A building site was previously cleared on high ground, offering the possibility of Lake Superior views — though it has grown in somewhat over time, giving a new owner the chance to reclaim and open it back up. The property features a few small seasonal creeks winding through the woods (currently dry), adding character and natural charm to the landscape. Enjoy the peace and privacy of wooded acreage while staying close to Grand Marais' shops, restaurants, harbor, and trails. Whether you're dreaming of a year-round residence or a North Shore getaway cabin, this property offers the canvas to make it happen.

XXX Casper's Hill Road, Grand Marais

Listing courtesy of Lakes Sotheby's International Realty.

$447,000

4 Beds ⋅ 2 Baths ⋅ 7129331 MLS

4 BR / 2 BA MID-CENTURY RANCH: This home is ready for you to move in and enjoy upon closing. Originally built in 1955, it was later remodeled to expand use of part of the full basement. Recently it has been restored & renovated to make it ready for its new owner. This is a well-built strong home that has been attended to with great care. No sloping floors here. Original wood floors, maple kitchen cabinetry, and natural woodwork has been maintained. Neutral decor and updates galore will delight you, and make it easy for you to make it your own. LOCATION: Situated within the Grand Marais community, this property boasts expansive views of the Sawtooth Mountain range and glimpses of Lake Superior. Enjoy community life in this location with close proximity to the farmer's market, swimming pool at the Y, pickle-ball courts, tennis courts, community skatepark & playground, ice skating, schools, theater, wide sidewalks, and hiking trails. Located far enough away from the bustle of downtown so your peace is not disturbed, but close enough that you can even visit the beautiful Grand Marais harbor anytime you like. LOT: Like many surrounding properties, this lot contains numerous trees, but this one also includes three varieties of apple trees. There is sufficient space to expand if desired with this .24 acre lot. Parking on the lot includes space for three vehicles on the paved driveway and one vehicle in the garage. An abundance of street parking is also available. The lot is well-drained, with a low water table. Outdoor living includes a large covered porch and a fire-pit. INTERIOR ROOMS: Included rooms are the Living Room, Kitchen, Dining Room, Mud Room, a large Pantry, Laundry area, 2 BR on main level, 2 BR on lower level, 1 BA on main level, 1 BA on lower level. INTERIOR FEATURES include hardwood floors, natural woodwork, washer & dryer hook-ups, tasteful neutral decor, abundance of storage, and upgrades & updates galore. BASEMENT: Full basement, Block, Partial finished. GARAGE & PARKING: Attached garage that accommodates one vehicle. There is space for 3 vehicles to fit on the asphalt driveway, and an abundance of additional street parking. EXTERIOR FEATURES: Siding & Trim: Wood, Stone, Brick & Cedar Shakes. Roof: Asphalt Shingles. PUBLIC UTILITIES: Electric, Sewer & Water. HEATING: House comes with three fuel options for heating the baseboard boiler system including electricity, oil, and wood burning stove.

419 2nd Avenue W, Grand Marais

Listing courtesy of homecoin.com.

$230,000

2 Beds ⋅ 7120450 MLS

Private 2-bedroom home on approximately 2 heavily forested acres near Hovland, offering a peaceful North Shore setting without the long backcountry drive of many area properties. The home has electricity and wood heat, plus a 10' x 16' storage shed with a metal roof. It would make a great year-round base, recreational property, or affordable North Shore getaway. No conventional indoor bathroom, septic, or running water; property currently uses a vault outhouse. Enjoy privacy, convenient access, and nearby hunting, fishing, hiking, Lake Superior, and public land.

112 Camp 20 Road, Hovland

Listing courtesy of Savvy Avenue, LLC.

$279,000

1 Beds ⋅ 2 Baths ⋅ 7101471 MLS

Welcome to this beautiful lofted bedroom/2 bath alpine condo located within the Caribou Highlands Resort. This top-floor unit offers true ski-in/ski-out access to Lutsen Mountain and stunning views of Moose Mountain. It's the perfect North Shore retreat for all four seasons. Enjoy full resort amenities including an indoor and outdoor pool, hot tub, fitness center, firepits throughout the grounds, and on-site dining at Moguls Grill & Taproom. Ideally situated just 0.5 miles from North Shore Winery and 1 mile from Superior National Golf Course, with endless hiking, biking, skiing, and Lake Superior adventures nearby. This condo offers the opportunity to offset ownership costs through short-term rentals and is currently professionally managed by Escape Vacation Rental Management. **INVESTMENT PROPERTY INCENTIVE:** Buyer may qualify for a reduced vacation rental management rate through Escape Vacation Rental Management following closing. Management services are completely optional and subject to a separate management agreement. Listing agent has an ownership interest in Escape Vacation Rental Management. Ask for details.

135 Bridge Run Lane Unit B, Lutsen

Listing courtesy of Structure Real Estate LLC.

$485,000

7095992 MLS

“Last Caribou Ridge” ~100+/- acres with spectacular Lake Superior Views. The lichen and moss-covered bedrock ridge on this property was the last refuge of Minnesota’s woodland caribou. Easy access off County maintained North Road. High speed internet, electricity and the school bus run along the road. The property features a half mile of ridge top, stream and beaver pond. This is the ultimate global warming retreat for your family, or a development property with zoning for 10-acres. Just 15 minutes to Grand Marais. Fantastic hunting and blueberry picking. The front 20-acres is heavily wooded; the back 80-acres features sheets of exposed bedrock and southern exposure. Property has been surveyed and the perimeter will be staked.

44xx North Road, Hovland

Listing courtesy of Woods & Shores Real Estate, Inc..

$1,475,000

7092314 MLS

5362 W Highway 61 Unit LOCKPORT MARKETPLACE & GRILL, Lutsen

Listing courtesy of Edina Realty, Inc. - Duluth.

$1,475,000

2 Beds ⋅ 1 Baths ⋅ 7092304 MLS

LIVE · PLAY · WORK on Lake Superior's North Shore. For nearly a century, Lockport Marketplace & Grill has been a destination institution in the heart of Lutsen — abeloved hangout for locals and a landmark stop for traveling guests exploring Lake Superior's stunning coastline. This rare opportunity combines a thriving multi-revenuebusiness (restaurant/café, retail, and fuel) with a private two-bedroom apartment on the second floor, giving you the ultimate live-work lifestyle in one of America's mostsought-after four-season communities. Ski Lutsen Mountains in winter, hike to cascading North Shore waterfalls in summer, and run a business with a built-in awelcoming community based following all year long. Much of the property remains undeveloped and prime for expansion — cabins or additional retail — in a Cook County market that is growing and trending. Perfectly positioned in the heart of Lutsen near ski hills, waterfalls, and Lake Superior, this is a once-in-a-lifetime chance to own a piece of North Shore history and write the next chapter yourself. Seasonal stream at the property line. Begin your next chapter on America's 'North Coast'.

5362 W Highway 61, Lutsen

Listing courtesy of Edina Realty, Inc. - Duluth.

$219,900

1 Baths ⋅ 7092576 MLS

Discover the perfect North Shore getaway with this ski-in/ski-out studio within the Caribou Highlands Resort in beautiful Lutsen, Minnesota. Ideally situated near the intersection of Bridge Run and Moose Access ski trails, this mountainside condo places you just steps from some of the best skiing on the North Shore. Location is everything, and this property puts year-round adventure right at your fingertips. Spend your days skiing, snowboarding, hiking, mountain biking, exploring nearby state parks, or taking in the breathtaking beauty of Lake Superior and the Sawtooth Mountains. As an owner, you'll enjoy access to Caribou Highlands Resort's amenities, including an indoor pool, outdoor pool, hot tub, fitness center, and the popular on-site Moguls Grille & Tap Room. Whether you're looking for a personal retreat, a weekend escape, or a four-season vacation property, this versatile studio offers endless possibilities. Currently professionally managed by Escape Vacation Rental Management, the property has a proven history of vacation rental activity that may help offset a portion of ownership expenses. **INVESTMENT PROPERTY INCENTIVE:** Buyer may qualify for a reduced vacation rental management rate through Escape Vacation Rental Management following closing. Management services are completely optional and subject to a separate management agreement. Listing agent has an ownership interest in Escape Vacation Rental Management. Ask for details.

109 Bridge Run Lane Unit A, Tofte

Listing courtesy of Structure Real Estate LLC.

$199,000

1 Beds ⋅ 1 Baths ⋅ 7081738 MLS

Experience elevated mountain living in this stunning ski-in/ski-out residence within the prestigious Caribou Highlands community in Lutsen. This turn-key condominium offers seamless slope access and a refined blend of comfort, style, and year-round recreation. The open-concept living area is anchored by a striking dry-stacked stone fireplace—perfect for cozy après-ski evenings. Expansive windows lead to a private deck with sweeping views of the surrounding hills and forest. Enjoy peaceful sunrises with your morning coffee and unwind with tranquil North Shore sunsets, often accompanied by visiting wildlife. The updated kitchen features quartz countertops and stainless steel appliances, while a newly remodeled bathroom adds modern appeal. A spacious bedroom plus additional sleeping accommodations make hosting family and guests effortless. Residents enjoy access to resort-style amenities, including indoor and outdoor pools, hot tub, sauna, and spa. Ideally located near the Poplar River, Cascade State Park, and Grand Marais, this property offers excellent potential as both a personal retreat and an income-generating investment. Enjoy the essence of refined North Shore living in every season.

124B Bridge Run Lane Unit B, Tofte

Listing courtesy of Edina Realty, Inc. - Duluth.

$289,900

1 Baths ⋅ 7082331 MLS

Don't miss your opportunity to own this one of a kind, fully furnished turn key property! This is operating on Airbnb as "The Tent Haus". Sitting on 1.69 acres, you can enjoy the peace and serenity of a cabin in the woods while also having access to Poplar Lake, which is an entry point for the BWCA. There are two beds in the loft upstairs. The kitchen features a custom white oak live edge countertop and smaller appliances with saving space in mind. The insulated canvas is stretched over the structure to create walls and a roof, while the front and back have wood shakes with windows and the front door. There is a second canvas covering the entire structure, protecting the home from the elements. You can sit out on the front deck and stay dry while it is raining. Don't miss out! Owner is a licensed real estate agent.

8016 Gunflint Trail, Grand Marais

Listing courtesy of LPT Realty, LLC.

$349,900

2 Beds ⋅ 1 Baths ⋅ 7080156 MLS

About as close as you can get to the lake without getting your feet wet! This sweet cabin has been completely rebuilt in the last few years including a new family room addition in 2015. Other major improvements at that time included rebuilding the foundation, adding a lake draw water system, new septic service, new roof, kitchen, windows and flooring throughout the home. Enjoy year-round relaxation and views from the four season porch. The shoreline faces northwest - perfect for summer sunsets! In addition to a full indoor bath, the original outhouse is still there. The sellers have brought it into compliance. It's all been done. You get to come and relax! Admire the boat house at the waters edge. The current owners use it as storage and utility space. The home is insulated for winter use and neighbors plow the road. Solar system can stay with the property. Arrowhead electric and broadband are present at the road. Tom Lake has many fans, who enjoy all four seasons in this special area.

89 Boulder Boulevard, Hovland

Listing courtesy of Red Pine Realty.

$875,000

4 Beds ⋅ 2 Baths ⋅ 7067141 MLS

Welcome to effortless lake living on the quiet shores of Caribou Lake’s Sawmill Bay—where a winding drive through mature sugar maples opens to an intimate Northwoods retreat designed for both relaxation and connection. This inviting four-bedroom, two-bath home offers low-maintenance peace of mind with a newer roof, while inside, warm hardwoods, tile floors, and expansive lakeside windows flood the living space with natural light and the soothing soundtrack of loons. A cozy woodstove anchors the home, and the spacious, updated kitchen—with charming glass-front cabinetry—sets the stage for gathering, whether it’s fresh-caught walleye dinners or maple-infused treats from your own backyard harvest. Thoughtfully designed across three levels, the home offers flexibility for hosting, creative pursuits, or quiet retreat, including a lower-level family room and upper-level bedrooms perfect for restful mornings or late-night stargazing. Step into the hallway that leads to a three-season timber-framed gazebo ideal for slow mornings, lively conversations, or simply taking in the surrounding beauty. The setting is rich with detail—towering spruce, whispering cedars, spring ephemerals, and raspberry patches—creating a landscape that feels both grounded and alive. A lakeside firepit invites evenings of storytelling and connection, while crystal-clear waters offer refreshing swims just steps from your door. With a two-car garage, optional furnishings, and kayaks on this property is ready for immediate enjoyment. Tucked along a quiet dead-end road, this is a place where time slows, nature leads, and every day feels like a getaway.

38 Sawmill Lane, Lutsen

Listing courtesy of Edina Realty, Inc. - Duluth.

$129,500

7066745 MLS

Two contiguous parcels totaling 5.92 acres in the heart of Grand Marais, MN—offering a rare opportunity to own a piece of the North Shore. This beautifulsetting provides a mix of privacy, natural surroundings, and flexibility for future use. Shared driveway established. Come and see this wonderful chance toown land in one of Minnesota’s most sought-after destinations, this property delivers. Enjoy close proximity to Lake Superior, downtown Grand Marais,outdoor recreation, and endless North Shore beauty. A versatile property with plenty of options in a truly special location.

2983 County Rd 7, Grand Marais

Listing courtesy of THINK. Home & Land.

$395,000

3 Beds ⋅ 2 Baths ⋅ 7045491 MLS

Exceptional opportunity to own a 3-bedroom, 2-bath townhome at Caribou Highlands Resort, perfectly positioned in the heart of North Shore adventure. Ski right out your back door to Lutsen Mountains and some of the best skiing and snowboarding in the Midwest, with incredible hiking, biking, golf, waterfalls, and Lake Superior adventures just minutes away. Beautifully updated in 2024 with new flooring, furnishings, décor, and linens, this turnkey townhome is ready to enjoy from day one. Owners and guests have access to a full lineup of resort amenities, including indoor and outdoor pools, hot tub, fitness center, and firepits throughout the grounds. Currently operating as a successful short-term rental, the property offers a strong rental history with future reservations extending into the 2027 ski season. Whether you're looking for your own North Shore basecamp, an income-producing vacation rental, or the best of both, this property puts you at the center of everything that makes the North Shore a four-season destination. **INVESTMENT PROPERTY INCENTIVE:** Buyer may qualify for a reduced vacation rental management rate through Escape Vacation Rental Management following closing. Management services are completely optional and subject to a separate management agreement. Listing agent has an ownership interest in Escape Vacation Rental Management. Ask for details.

511 Moose Mountain Drive, Tofte

Listing courtesy of Structure Real Estate LLC.

$195,000

1 Beds ⋅ 1 Baths ⋅ 7035322 MLS

Discover the perfect North Shore getaway with this ski-in/ski-out 1-bed, 1-bath main-level end unit (no stairs!) offering unmatched convenience and comfort. With updates throughout, this charming retreat is ideally situated—your dedicated parking spot is the closest to the entry door, making every arrival effortless. Step outside and hit the slopes at Lutsen Mountains—just steps from your door. In warmer months, enjoy premier access to world-class biking and hiking trails, or head a mile down the road to tee off at Superior National Golf Course. Afterward, unwind at the North Shore Winery, located just up the road. As part of a sought-after resort community, your HOA dues cover access to a full suite of premium amenities: Indoor & outdoor pools, Indoor hot tub, Game area with ping pong, Fitness center, Firepits throughout the property, and true ski-in/ski-out convenience. Whether you're seeking a personal mountain escape or a smart investment opportunity, this unit delivers. Generate rental income while growing your asset portfolio—and let that income help offset ownership costs. INVESTMENT PROPERTY INCENTIVE: Buyer may qualify for a reduced vacation rental management rate through Escape Vacation Rental Management following closing. Management services are completely optional and subject to a separate management agreement. Listing agent has an ownership interest in Escape Vacation Rental Management. Ask for details.

128 Bridge Run Lane Unit B, Lutsen

Listing courtesy of Structure Real Estate LLC.

$489,000

3 Beds ⋅ 3 Baths ⋅ 7036783 MLS

Tucked into a serene, wooded setting up the historical Sawbill Trail, this contemporary cedar shake home offers a rare blend of a quiet sanctuary with character, and natural beauty. Within minutes to Lake Superior, BWCA, and Historic Tofte Park. Bike trail. 10 minutes to Lutsen Skihill and golf course. Surrounded by towering trees and the gentle sounds of a seasonal creek, along with seasonal views of Lake Superior, the property invites you to reconnect with nature. Inside, soaring vaulted ceilings upstairs and dining area. Expansive living spaces create a warm, welcoming atmosphere, with a spacious great room designed for gathering, relaxing, and making lasting memories. A cozy gas fireplace anchors the living room, while large windows frame peaceful woodland views.The primary suite feels like a private sanctuary —complete with its own gas fireplace, skylights that open the night sky to the magic of northern lights and constellations above. Morning coffee in this modern appliance kitchen with newer refrigerator, dishwasher, and microwave, along with recently installed flooring in kitchen and dining room. With reliable mechanics this home has a newer boiler for heat and hot water. It is just steps away to having your breakfast outside on the deck breathing in the fresh North Shore air as birds are attracted to this wooded lot. With its contemporary style, and proximity to world-class outdoor recreation, just minutes from the amenities of Lutsen and Tofte, this distinctive home offers a truly magical North Shore lifestyle. Perfect, if you would want to use as an income generator for short term rentals .

67 Snowshoe Trail, Tofte

Listing courtesy of Edina Realty, Inc. - Duluth.

$259,900

1 Beds ⋅ 2 Baths ⋅ 7007998 MLS

Welcome to this charming lofted one-bedroom condo located within the sought-after Caribou Highlands Resort community. The thoughtfully designed layout features a lofted bedroom with a full bathroom upstairs, plus an additional full bathroom on the main level—ideal for guests and added convenience. A cozy wood-burning fireplace anchors the living space, while true ski-in/ski-out access to Lutsen Mountain places you directly on the Bridge Ski Run. Enjoy year-round North Shore adventures just minutes away, including hiking, biking, skiing, and Lake Superior recreation. Resort amenities include an indoor pool, outdoor pool, hot tub, ping pong table, firepits throughout the grounds, and on-site dining at Moguls Grill & Taproom. This property is currently a short-term rental professionally managed by Escape Vacation Rental Management, offering both personal enjoyment and income potential. **INVESTMENT PROPERTY INCENTIVE:** Buyer may qualify for a reduced vacation rental management rate through Escape Vacation Rental Management following closing. Management services are completely optional and subject to a separate management agreement. Listing agent has an ownership interest in Escape Vacation Rental Management. Ask for details.

113 Bridge Run Lane Unit A, Lutsen

Listing courtesy of Structure Real Estate LLC.

$310,000

1 Beds ⋅ 2 Baths ⋅ 7000252 MLS

Once in a lifetime opportunity to own the best view at Caribou Highlands Lodge. This condo is completely updated and features panoramic views of Lake Superior and Moose Mountain. Ski in/Ski out at its finest-the deck over looks Moose Access ski trail to Moose Mountain. A very special end unit that has extra windows showcasing Moose Mountain. This 2-story alpine unit comfortably sleeps 6 people. It has 2 bathrooms, fully furnished kitchen, living room with vaulted ceilings and lofted bedroom. Updated furnishings, and updated bathrooms. Resort amenities are just steps away and include indoor and outdoor pool, indoor hot tub, game area with ping pong table, work out room, and onsite restaurant and tap room/bar. Sold fully furnished. A complete gem.

122 Bridge Run Lane Unit A, Lutsen

Listing courtesy of Lakes Family Real Estate/Otter Tail Real Estate.

$420,000

2 Beds ⋅ 3 Baths ⋅ 7000248 MLS

There has never been a better opportunity to own an updated 2-Bedroom townhome at Caribou Highlands Lodge. Ski in/Ski out at its finest-steps away from Moose Access Ski trail to Moose Mountain. This 3-story timber unit comfortably sleeps 8 people. It has 3 bathrooms (one on each level), fully furnished kitchen, living room with vaulted ceilings and lofted bedroom. Updated furnishings and updated bathrooms. Resort amenities include indoor and outdoor pool, indoor hot tub, game area with ping pong table, workout room, and onsite restaurant and tap room/bar. Sold fully furnished. A complete gem.

529 Moose Mountain Drive, Lutsen

Listing courtesy of Lakes Family Real Estate/Otter Tail Real Estate.