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$549,000
3 Beds 2 Baths 480709 MLS ACTIVE Status
A Little Gem in the Heart of Harbor Springs Tucked into a charming little corner of Harbor Springs, 415 Winfield is a delightful home that proves great things truly can come in a beautifully designed package. Absolutely adorable and filled with character, this inviting retreat offers all the right bells and whistles for an easy, carefree Northern Michigan lifestyle. Its intimate scale makes it wonderfully manageable, while its thoughtful setting creates a sense of privacy and escape. Whether you're looking for a cozy year-round residence, a weekend getaway, or the perfect home base for four-season adventures, this little gem delivers. Ideally positioned between two premier ski hills, the location is exceptional for enjoying everything Northern Michigan has to offer. Winter brings skiing and snow sports, while spring, summer, and fall invite hiking, biking, boating, golf, and endless outdoor exploration. Harbor Springs and its surrounding communities are close at hand, making it easy to enjoy the area's restaurants, shopping, beaches, marinas, and vibrant summer life. Charming, convenient, and wonderfully situated, 415 Winfield is a special little Harbor Springs hideaway with plenty of personality and year-round appeal.

415 Winfield, Harbor Springs

$1,299,000
3 Beds 2 Baths 480619 MLS ACTIVE Status
Introducing Aronimink 21, a limited pre-completion offering inside The Highlands of Harbor Springs, positioned along the #15 fairway of the Donald Ross Memorial golf course. With construction already underway, this offering gives buyers the opportunity to secure the property before completion and potentially personalize select finishes and appliances with the Dickinson Homes design team, subject to construction timing and approved change orders. Built by Dickinson Homes in partnership with local Team Ironwood Construction, with sitework and construction underway. The home offers 1,975 sq. ft. of thoughtfully designed, single-level living with 3 bedrooms, 2 baths, a full unfinished basement, and an attached 2-car garage. The open kitchen, dining, and living area extends to a 28-foot covered rear porch overlooking the golf-course setting. Private bedroom wings, a generous primary suite with walk-in closet, mudroom, laundry room, dining, wet bar upgrade and future basement potential create a floor plan that is both refined and highly livable. Planned features include 9-foot ceilings, a coffered living and dining ceiling, clean-face gas fireplace, Yorktowne cabinetry, Pella Lifestyle windows, matte black hardware, DiamondKote LP SmartSide siding, and a warm, modern Northern Michigan exterior palette. Estimated completion: end of 2026. AI-generated images and renderings are conceptual and provided for visualization purposes only. Final construction, finishes, dimensions, site conditions, and views may vary.

923 Aronimink Drive, Harbor Springs

$389,000
2 Beds 2 Baths 480594 MLS ACTIVE Status
Ideally situated near the resort towns of Petoskey and Harbor Springs, this fully furnished, turnkey 2-bedroom plus loft condominium is tucked away in a serene, wooded setting. Enjoy easy access to the office/conference center, which boasts indoor and outdoor pools, along with a relaxing hot tub. This location is minutes away from some of the finest skiing and snowboarding in the Midwest. With additional amenities like scenic hiking trails, a tranquil trout pond, and tennis and pickleball courts, this unit stands out as a highly desirable rental. The property is well maintained and includes a convenient main-floor bedroom, a full bath, and laundry facilities. The second floor features a primary bedroom, loft, and a full bath complete with a soaking tub and walk-in shower.

4749 S Pleasantview Road Unit #134, Harbor Springs

$185,000
3 Beds 2 Baths 480557 MLS ACTIVE Status
COUNTRY SETTING WITH ROOM TO ENJOY! Clean and comfortable 3-bedroom, 2-bath mobile home situated on approximately 2 acres in the Harbor Springs School District. The property offers a peaceful country setting with a nice mix of open space and wooded areas, giving you both room to enjoy and a sense of privacy. The split floor plan offers a private primary suite separate from the other two bedrooms. Features include a detached 2-car garage, high-speed internet, and a root cellar. Located close to beautiful Lake Michigan beaches and nearby snowmobile trails, this property is a great fit for anyone who enjoys Northern Michigan recreation in every season. Spend summer days at the beach, winter days on the trails, and quiet evenings gathered around a bonfire under the stars. Whether you're looking for a starter home, a comfortable retirement home, or simply a place with a little more room to breathe, this property offers an inviting country

8609 Boynton Road, Harbor Springs

$334,900
3 Beds 2 Baths 480531 MLS ACTIVE Status
Just down the road from Nubs Nob and The Highlands, this well-maintained 3-bedroom, 2-bath ranch offers an exceptional Northern Michigan location for year-round living or a seasonal getaway. Enjoy easy access to world-class skiing, golf, and the many outdoor activities the area has to offer. The home is clean, neat, and has been lovingly cared for, with comfortable living space all on one level. The unfinished walkout basement features high ceilings and excellent potential for additional living space, with plumbing already partially in place for a future bathroom. A great opportunity to make the lower level your own while enjoying a fantastic location close to two of Northern Michigan’s premier resorts.

270 Highlands Pike, Harbor Springs

$499,000
2 Beds 2 Baths 480389 MLS ACTIVE Status
Tucked onto a quiet in-town street, this newer home offers unique, quality construction on two full lots — a rare combination of walkable location and room to expand. High ceilings throughout give the interior an open, airy feel, and newly installed central air keeps it comfortable through the warmest Northern Michigan afternoons. A Generac generator delivers peace of mind — a real benefit! Custom built-ins, barnwood trim, gorgeous tile, a true treasure. Step outside to a private courtyard made for morning coffee and evening gatherings. The crawl space and two sheds handle the overflow; the larger one easily accommodates a mid-size car, workshop, or all the gear that comes with life up north. With the additional lot, there’s ample space to add on, extend the outdoor living areas, or enjoy the added privacy. Downtown Harbor Springs, the waterfront, and the trail system are all just minutes away.

420 Fairview Street, Harbor Springs

$649,000
3 Beds 2 Baths 480367 MLS ACTIVE Status
Welcome to this quintessential Original Bliss Log Home in the amazing Hidden Gem of Goodhart, the Sequoia Yacht Club, a small association that shares 328 feet of the most pristine west-facing Lake Michigan frontage that you will find. Everything about the vintage Bliss Cottage is authentic, from the local stone floor to the vaulted-ceiling fireplace to the unmistakable exterior aesthetic with original shutters and a great screened-in porch for extra dining, reading, or entertaining space, complete with a wood-burning stove for the shoulder seasons. Inside, you will find 2 main-floor bedrooms, laundry, and a full bath on the main floor, plus a classic Northern Michigan sleeping loft with an additional bathroom. 9770 Hemlock Trail is being offered "turnkey," including everything, and the current owners do lightly short-term rent when not using it, which is allowed in this association, so if you wanted to defray the cost of ownership, everything is set up and ready to start monetizing. The house is Northern Michigan perfect; the real star, though, is the beach, sugar sand and enormous, with an association rack to store paddle boards or kayaks and all just a short walk from the home. In addition, there are nature trails and unique pathways for kids and adults to meander away from any traffic and M-119 for quiet enjoyment of the woods, the way Northern Michigan used to be and is supposed to be. Appointment required and contingent upon tenants, so if you wish to schedule a private tour, please allow some lead time.

9770 Hemlock Trail, Harbor Springs

$399,000
2 Beds 2 Baths 480311 MLS ACTIVE Status
Rarely available in the coveted Windward community, this walkout-level condo offers an exceptional blend of luxury and location in the Harbor Springs market. Whether you are seeking a low-maintenance primary home or a personal Northern Michigan retreat, this property delivers. Inside, you will find rich maple hardwood floors, a cozy gas fireplace, two spacious bedrooms, two full baths, and a dedicated laundry room. Many furniture items are negotiable with the sale, making for an effortless move-in. The home boasts extensive 2026 renovations, including a newly remodeled kitchen with a massive quartz island designed for gathering, updated fireplace tile, fresh paint, and two brand-new mini-splits for optimal heating and cooling efficiency. Beyond your private sliding doors, step directly onto manicured grounds with panoramic, uninterrupted views of Lake Michigan. Best of all, your quarterly dues unlock Windward’s full resort-style amenities—including a private clubhouse, swimming pool, tennis courts, scenic ponds, and nature trails—all located just five minutes from downtown Harbor Springs.

5445 Windigo Unit #3, Harbor Springs

$799,999
3 Beds 2 Baths 480222 MLS ACTIVE Status
Opportunities on highly sought-after Round Lake are incredibly rare, with homes often remaining cherished across generations. Tucked privately away from the main road, this hidden gem offers the ultimate retreat on a premium waterfront lot. Featuring 204 feet of rare lake frontage on a quiet, all-sports lake, this property delivers breathtaking water views and unmatched serenity. The home borders wooded state land on one side, with a thick buffer of mature trees separating you from neighbors to ensure absolute peace and seclusion. Inside, the home offers 1,512 sq. ft. of comfortable living space with an excellent floor plan. The layout features a primary ensuite bedroom, along with two additional bedrooms that share a convenient hall bath. A standout space is the beautiful sunroom, featuring plenty of windows that perfectly frame the water. You can enjoy sweeping lake views not only from the sunroom, but also from the main living room and two of the bedrooms. Step outside to take in the fresh air from your spacious back deck, complete with a retractable awning for perfect sunny-day relaxation. The property also includes a brand-new roof, an artesian well for the home's water supply, and a community sewer hookup. For the outdoor enthusiast, the massive detached 4-car garage is an absolute dream, boasting ample space to securely store all your summer and winter toys, from side-by-sides and snowmobiles to boats, kayaks, and paddleboards. The location is truly unbeatable. Situated centrally between Harbor Springs and Petoskey, you are just minutes away from premier shopping, dining, and world-class skiing. For even more adventure, Petoskey State Park is just down the road, giving you quick and easy access to the sandy shores of Lake Michigan. Properties on Round Lake rarely hit the open market, and when they do, they sell incredibly fast. Don't miss your chance to secure this private waterfront haven and start making your own lifelong memories.

3918 Powell Road, Harbor Springs

$385,000
3 Beds 2 Baths 480195 MLS ACTIVE Status
Don't miss the chance to see this charming home, nestled among the trees in an elevated setting, affording quiet and privacy, but with a floor plan bright with light. Comfortable single-floor living for easy access to all the rooms. Updated kitchen, and newer appliances, flooring, and carpeting. New roof in 2025. The Trex deck is expansive, and offers unimpeded woodland views, with lots of room for outdoor enjoyment and entertaining. This home is just minutes to downtown Harbor Springs, with its coastal charm: beaches and marinas along the shore of Little Traverse Bay, unique shops, and wonderful restaurants running the gamut from a delicious quick bite to gourmet dining. Also close to great skiing - just a few miles from Nubs Nob and The Highlands of Harbor Springs. Birchwood's 1600 private acres include so many amenities: 27 scenic holes of outstanding golf, tennis and pickleball courts, large heated pool, fitness center, miles of nature trails for walking, cross country skiing, and snowshoeing, and beach access. This home is close to the clubhouse for casual and fine dining options and the friendly Birchwood social scene and events. An important asset is the 24/7 onsite Public Safety Team, helpful, friendly, and all certified EMS. Seller is a licensed realtor in the state of Michigan.

1566 Candlewood, Harbor Springs

$499,000
3 Beds 2 Baths 480144 MLS ACTIVE Status
Nestled along the famous Tunnel of Trees in the heart of Cross Village, this original village gem overlooks the breathtaking shoreline of Lake Michigan. Chock full of character and charm the home features hardwood floors, hand-hewn beams, and timeless vintage details throughout with old time quality and craftsmanship built to endure. Recently updated and thoughtfully modernized , the property is move-in ready while preserving its historic appeal. An efficiency apartment above provides added flexibility for guests, rental income, or a private workspace, and the B-2 zoning offers a variety of potential uses. Spend your evenings enjoying spectacular Lake Michigan sunsets at Cross Village Beach just below the property, or take a short stroll to some of the area's most beloved destinations, including Leggs Inn, Black Barn Farm, and Three Pines Studio. The beautiful beaches of Sturgeon Bay are also just a short drive away, making this an exceptional opportunity to own a piece of Northern Michigan in one of its most picturesque settings.

6167 Chippewa Drive, Harbor Springs

$399,000
2 Beds 2 Baths 480134 MLS ACTIVE Status
Experience effortless luxury in this beautifully appointed Trout Creek condominium, where an exceptional Harbor Springs lifestyle awaits. Selling mostly furnished, for an easy move-in! Perfectly positioned just moments from the association's sparkling swimming pool, this inviting residence offers the ideal balance of sophistication, comfort, and year-round recreation. Designed for easy living, the thoughtfully crafted interior provides an elegant retreat after a day spent enjoying Northern Michigan's endless outdoor pursuits. Whether you're entertaining guests, relaxing for the weekend, or embracing full-time Up North living, this residence delivers a seamless blend of style and convenience. Winter adventures begin right outside your door with the seasonal ski shuttle providing effortless transportation to Nubs Nob, making first tracks and après-ski evenings easier than ever. Throughout the warmer months, enjoy close proximity to championship golf, pristine beaches, scenic hiking and biking trails, the marina, and the charming boutiques and acclaimed restaurants of downtown Harbor Springs. Offering an exceptional location and a carefree lifestyle in one of Northern Michigan's most desirable destinations, this is a rare opportunity to enjoy every season in comfort and style.

4749 S Pleasantview Unit #18, Harbor Springs

$2,050,000
3 Beds 2 Baths 480127 MLS ACTIVE Status
Rare opportunity to own a premier mixed-use investment property in the heart of Harbor Springs. Perfectly positioned in one of Northern Michigan's most sought-after downtown districts, this exceptional property offers the ideal combination of stable rental income and long-term appreciation potential. The building is currently fully occupied, featuring two established commercial tenants on the street level and two leased residential apartments on the second floor, providing immediate cash flow for the next owner. Whether you're looking to expand your investment portfolio or secure a landmark property in one of Michigan's most desirable resort communities, this offering presents a unique opportunity.

327 State Street, Harbor Springs

$489,000
3 Beds 2 Baths 480097 MLS ACTIVE Status
Turnkey Round Lake Retreat || Between Petoskey & Harbor Springs Bright, south-facing views of Round Lake from a quiet street with deeded and shared water access — and $0 association dues. This home has been a strong short-term rental performer, making it an easy transition to full-time living, a getaway, or continued income property. The floor plan works: main-floor primary suite, main-floor laundry, and two upstairs bedrooms connected by a Jack-and-Jill bath — every bedroom with a huge walk-in closet. Recent updates throughout include a high-efficiency furnace, sump pump, windows, doors, flooring, appliances, countertops, A/C, and hardware. Move in and start living (or renting) immediately. Location is the other half of the story: minutes to the Little Traverse Wheelway, a short drive to Petoskey State Park, Boyne Highlands/Nub's Nob, and the Inland Waterway, plus easy access to shopping and dining — all with low township taxes.

133 Mishe-Mokwa Drive, Harbor Springs

$525,000
2 Beds 2 Baths 480018 MLS ACTIVE Status
This beautifully remodeled 2-bedroom, 2-bathroom home offers approximately 1,200 square feet of comfortable living space. Designed to maximize its stunning setting, the home features breathtaking views of Lake Michigan that can be enjoyed from the main living areas and outdoor spaces. An open and inviting floor plan creates a warm atmosphere for relaxing or entertaining, while large windows fill the home with natural light and showcase the spectacular waterfront scenery. Just a short walk to the historic Legs Inn and to the shore of Lake Michigan. Whether you're looking for a year-round residence, a peaceful weekend retreat, or an investment property, this home combines cozy living with the unmatched beauty of Lake Michigan.

6538 N Lake Shore Drive, Harbor Springs

$499,900
4 Beds 2 Baths 479997 MLS ACTIVE Status
Opportunity awaits at this 4-bedroom, 2-bath home ideally located on West Lake Road directly across from Harbor Point Golf Course. This solid, well-insulated home offers great bones and endless potential for the buyer looking to add their own updates and personal style. Enjoy a spacious front porch, peaceful backyard, and an excellent location just minutes from downtown Harbor Springs, area beaches, shopping, dining, and recreation. Located outside the Harbor Springs city limits, this property offers short-term rental potential, making it an appealing option as a year-round residence, seasonal cottage, or investment property. With its desirable location and strong potential, this is a wonderful opportunity to own a piece of Northern Michigan

4570 W Lake Road, Harbor Springs

$439,900
3 Beds 2 Baths 479969 MLS ACTIVE Status
Trout Creek sits at the heart of Northern Michigan's four-season playground, and Unit 94—one of the resort's larger three-bedroom floor plans—is a well-appointed way to enjoy it. Three bedrooms, two full baths, and a loft between Harbor Springs and Petoskey, with The Highlands close by and adventure in every direction. Inside, the main level opens to a bright, open-concept floor plan with living and dining spaces that connect naturally beneath cathedral ceilings. A wood-burning fireplace anchors the living room—an inviting focal point that earns its keep after a day on the slopes or trails. The updated kitchen features large-surface granite countertops, updated cabinetry, and a long one-level bar that opens the space for an easy, spacious feel. Two bedrooms—one with vaulted ceilings—a full bath, and in-unit laundry round out the main floor. A private deck off the living room overlooks a wooded, private area. The unit is a practical fit for full-time living, a vacation retreat, or a rental investment. Upstairs, the large primary bedroom offers a private deck overlooking the wooded retreat. The generous loft extends the upper level with flexible space well-suited to extra sleeping, a home office, or a low-key corner to decompress. Central air and natural gas heat keep comfort consistent year-round, and one detached garage rounds out the package. As part of Trout Creek Resort, owners have access to an extensive amenity package built for every season: indoor and outdoor pools, a fitness center, tennis and pickleball courts, a community hot tub, and miles of scenic trails winding through the resort's wooded grounds. Snowmobile trail access is nearby. An on-site rental management program is available for buyers with investment goals.

4749 S Pleasantview Road Unit #94, Harbor Springs

$849,900
2 Beds 2 Baths 479929 MLS ACTIVE Status
First time on the market, we welcome you to the Pigati Residence. Tucked away along the famous Tunnel of Trees just five minutes north of Harbor Springs, this Iconic home has a unique story. This bright and open home was designed by Robert Pigati, an award winning architect for Chicago firm Skidmore, Owings, & Merill, the firm behind the Sears Tower. Pigati worked on and designed many iconic buildings as well as the proposed Spire which was to be the world’s tallest building in Downtown Chicago. This house is a superb example of an architect’s residence featuring sunny, open design with large windows and a raised deck giving you a view of the water. The house features a large, galley-style kitchen with new appliances, cabinetry and granite counter tops as well as a large walk-in pantry. The art-deco, pagoda style interior completes the upstairs with a large primary bedroom featuring a modern bathroom and a shower with an externally lit skylight. Downstairs is a roomy mother-in-law suite complete with full bathroom and kitchenette, sunny front facing windows and an independent entrance. But behind the house is where the magic is. Tucked away amongst the trees is an amazing TINKER’S COTTAGE. Like walking into the pages of a fairy tale, it is fully equipped with a single bed, fireplace and full bathroom and beautiful stained glass shutters. The house comes with access, directly across the street, to a private beach shared by only your immediate neighbors. Other features include a large car enthusiast garage as well as a gothic style outdoor bread and pizza oven. This is a unique property perfect for someone with a taste for the unique or a someone looking for a unique property to use for seasonal rentals.

8063 S Lake Shore Drive, Harbor Springs

$479,000
4 Beds 2 Baths 479921 MLS ACTIVE Status
Enjoy the convenience of in-town Harbor Springs living with easy access to downtown, waterfront parks, schools, shopping, and everyday amenities. Inside, the home feels bright and welcoming with hardwood floors, a comfortable flow between the living, dining, and kitchen spaces, and large windows that bring in natural light throughout the day. The kitchen offers generous workspace and opens easily into the main gathering areas, creating a layout that works well for everyday living or entertaining. Multiple bedrooms and flexible spaces provide options for guests, remote work, hobbies, or seasonal use, while the yard offers room to garden, relax, or enjoy time outside. A great opportunity to enjoy an in-town Harbor Springs location with more space and flexibility than you might expect.

886 N Traverse Street, Harbor Springs

$880,000
2 Beds 2 Baths 479920 MLS ACTIVE Status
Escape to your own private paradise just 11 miles north of Harbor Springs. Nestled in a serene, bucolic setting, this stunning log home offers total privacy, surrounded by northern Michigan hardwoods. The winding driveway leads you to a home that blends rustic charm with modern convenience. Inside, you’ll find a spacious layout, a fabulous kitchen, finished lower level, and 2 woodstoves. There is also a three-car garage, and a separate workshop that could be converted into a guest cottage. Relax in the hot tub under the stars, and rest easy with an energy-efficient heat pump, a portable 6500 watt backup generator, and even an underground pet fence with four collars. Quiet, comfort, and a touch of luxury—this log home is your perfect Northern Michigan retreat.

2088 W Townline Road, Harbor Springs

$365,000
3 Beds 2 Baths 479876 MLS ACTIVE Status
Public Open House on Saturday, June 27th, 12pm-1pm. All are welcome! Leave the hustle and bustle of the city behind and step into your very own private haven. This beautifully updated home features three spacious bedrooms and two modern bathrooms, providing a sanctuary of comfort and style. With an attached two-car garage and set on 4 acres of lush land, this property offers both convenience and space for all your needs. Surrounded by towering trees and gentle breezes, this Up North retreat offers endless outdoor adventures right outside your front door. Just a 3-minute drive to Crooked Lake public boat access, 10 minutes to skiing at Boyne Highlands & Nubs Nob, and 7 minutes to the beautiful downtown area of Harbor Springs. This property is a true hidden gem, offering a unique blend of privacy, comfort, and location. Don't miss out on the opportunity to make this dream home your own.

1965 W Conway Lane, Harbor Springs

IDX information is provided exclusively for consumers’ personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. © 2026 NM-MLSX.