Cheboygan Homes under $500,000

Welcome to Cheboygan, Michigan—a charming city nestled in the heart of Cheboygan County, where the beauty of nature meets a vibrant community spirit. Known for its stunning waterfront views along Lake Huron, Cheboygan offers a unique blend of small-town charm and outdoor adventure, making it an ideal place to call home.

As you explore the real estate options in Cheboygan, you'll find an impressive selection of homes under $500,000, providing excellent opportunities for first-time buyers, families, and retirees alike. These homes range from cozy cottages perfect for weekend getaways to spacious family residences that offer room to grow. Many properties boast picturesque views, and easy access to local parks, and recreational activities, ensuring that you can enjoy the serene natural beauty that Cheboygan is famous for.

The city is rich in history and culture, with a variety of local shops, restaurants, and community events that foster a welcoming atmosphere. Whether you’re strolling along the scenic waterfront or exploring the nearby trails, Cheboygan offers a lifestyle that celebrates both relaxation and adventure.

With its affordable housing options, friendly community, and breathtaking landscapes, Cheboygan is not just a place to live—it's a place to thrive. Come discover your dream home in this delightful city, where every day feels like a vacation! Embrace the opportunity to invest in a property that aligns with your lifestyle and enjoy all that Cheboygan has to offer.

Newest Cheboygan Homes under $500,000

$235,000

3 Beds ⋅ 1 Baths ⋅ 201843089 MLS

Great starter home or maybe a down size. Easy access to I-75. Paved road with a country setting. Fruit tree garden spot manicured lawn. Central air and Generac back (needs a tune up). Lakes, woods and trails in every direction. Minutes to town. Call for an appointment today. All measurements and representations to be verified by Buyer/Buyers' trusted professionals.

7506 Church Rd, Cheboygan

$160,000

3 Beds ⋅ 1 Baths ⋅ 201843095 MLS

Priced to Sell! Spacious 3-bedroom home on 1.4 acres within the City of Cheboygan. Located within walking distance of Duncan Bay Nature Preserve and just minutes from Lake Huron access. The home is clean and livable, with a metal roof, most windows updated to vinyl, large kitchen and living room, main-floor laundry, and mudrooms at both the front and side entrances. An additional upstairs space offers flexibility for extra sleeping space, an office, or hobbies. Enjoy summer BBQs on the composite rear deck overlooking the large backyard. A great opportunity for buyers seeking space and convenient access to city amenities and outdoor recreation.

615 Duncan Ave, Cheboygan

$360,000

4 Beds ⋅ 3 Baths ⋅ 201843081 MLS

Room to roam - Inside and out! Enjoy peaceful country living just minutes from Cheboygan! This spacious 4-bedroom, 3-bath home sits on over an acre and offers plenty of storage, a large mudroom, composite deck, fenced backyard, and a main bathroom with heated floors. The property is made for entertaining, living, and enjoying the outdoors, with abundant wildlife, two firepits, a garage, storage sheds, and a well-maintained chicken coop ready for new residents. Quiet and private while still close to town, this is a wonderful place to relax, entertain, and enjoy all that the Cheboygan area has to offer, including the Inland Waterway, boating, fishing, parks, trails, and historic lighthouses. Call today!

2826 Vanyea Rd, Cheboygan

$179,900

3 Beds ⋅ 1 Baths ⋅ 201843036 MLS

Charming and well-maintained 3-bedroom, 1-bathroom home situated on a spacious corner lot! Perfect as a turn-key starter home or a comfortable retirement property, this residence combines solid construction with practical, everyday living. Key features include a dedicated home office for working from home and a bright 3-season sunroom ideal for morning coffee or evening relaxation. Mechanics, hobbyists, or those needing extra storage will love the detached 2-car heated garage, providing comfortable year-round workspace. Built for low-maintenance living, the exterior boasts durable vinyl siding and a long-lasting metal roof. Complete with natural gas heating (featuring a newer wall furnace), city water, and a septic system. Move-in ready and full of potential

597 Garfield Ave, Cheboygan

$275,000

3 Beds ⋅ 2 Baths ⋅ 201843012 MLS

Beautifully situated in a peaceful country setting, this 3-bedroom, 2-bath home offers plenty of space and desirable features. The property includes a heated 2-car garage, a spacious 30' x 40' pole barn, and several mature oak trees that add character and natural beauty to the setting. Recent improvements include a new steel roof installed within the past ten years, a new hot water heater, and new carpet in the living room. The home is primarily heated with forced-air natural gas, with a backup wood-burning stove that can also serve as a primary heat source. A great opportunity to enjoy country living with excellent outbuilding and storage space!

4201 Long Lake Rd, Cheboygan

$149,900

3 Beds ⋅ 1 Baths ⋅ 201842919 MLS

Three-bedroom, one-bath ranch in a great in-town location with a wonderful view of the Cheboygan Chiefs football field & play field. This property offers a nice-sized living room, kitchen, attached garage, and an additional room attached to the rear of the home providing extra storage. A detached concrete garage with two levels provides even more storage space. Property includes 2 lots & a private, nice-sized yard. This property offers excellent potential for investors, buyers looking for a remodeling project, or anyone seeking an opportunity to make a home their own. Priced to sell and offered strictly as-is. Immediate occupancy available. Seller will give preferential consideration to cash offers or offers with local lender pre-approval and a fast closing. Property will not qualify for FHA, VA, or other government-backed financing.

950 Locust St, Cheboygan

$499,900

4 Beds ⋅ 2 Baths ⋅ 201842841 MLS

SPECTACULAR LAKE HURON SHORELINE! Enjoy 60 feet of beautiful frontage and the rare opportunity to take in both sunrise and sunset views from this north-facing waterfront property. A sprawling lakeside deck provides the perfect place to relax, entertain, watch the freighters pass, and soak in the ever-changing views. This spacious 4-bedroom, 2-bath home offers plenty of room for family and guests, plus a private sauna for the ultimate Up North experience. The garage features a finished bunkhouse area for additional overflow space. Home is being offered furnished for the right price. Located just a few miles from downtown Cheboygan, this is an ideal year-round home or Northern Michigan getaway with the space, setting, and shoreline to make lasting memories on Lake Huron. Don't miss it!

8269 Cordwood Trl, Cheboygan

$239,900

4 Beds ⋅ 2 Baths ⋅ 201842785 MLS

Welcome to 509 N Ball Street, a charming Victorian home located in the heart of Cheboygan! This spacious 4-bedroom, 1.5-bath home offers classic character with the benefit of a major renovation that took the home down to the studs around 2009, providing a substantial update to the property while retaining its Victorian appeal. The home sits on a fenced-in city lot, offering a private outdoor space while keeping you close to downtown, shopping, dining, schools, the Cheboygan River and all that the community has to offer. With four bedrooms, generous living space and a convenient in-town location, this home offers plenty of room for a family, second home or those looking to enjoy the charm and convenience of city living.

509 N Ball St, Cheboygan

$125,000

2 Beds ⋅ 1 Baths ⋅ 201842707 MLS

Walking distance from beautiful Duncan Bay Nature Preserve, this charming 2-bedroom, 1 bathroom fixer upper sits on .42 acres. Animal ready with pet door leading into fenced in area; this yard also has an established garden area, and plenty of open space. This home is being sold as is; partially updated and also needing some TLC. Living Room Windows and Door 1 month old, Entire Bathroom update 1 year ago, Kitchen and Hall floors updated 3 years ago, freshly painted walls in Living and Dining Rooms. Garage roof leaks, basement collects moisture in the spring around perimeter, no flooding.

639 Duncan Ave, Cheboygan

$265,000

3 Beds ⋅ 2 Baths ⋅ 201842597 MLS

It's so rare to find new construction in this price bracket! Get ready to experience a lifestyle upgrade! This beautiful new home with mature trees is conveniently located in one of the most tranquil neighborhoods in Cheboygan, on the doorstep of the Duncan Bay Nature Preserve and Boat Club, in the heart of the Great Lakes and only a short distance from downtown Cheboygan. Currently under construction, an accepted offer early enough in the building process may allow the buyer to customize select finishes, such as siding color. A 20x20 carport is planned as well! This modern SIPs home, being built in 2026, features 3 bedrooms and 2 baths, including a unique loft-style upper-level bedroom with its own private en-suite. Continued... The upper bedroom offers approximately 151 sq ft and approximately 227 total sq ft of floor area. The home qualifies for FHA and VA loans as well as MSHDA down payment assistance. This low-maintenance home will have gorgeous tile throughout, cool underfoot in summer and cozy warm in winter, due to the state-of-the-art in-floor cooling and heating system. Its durable construction is better insulated and maintains optimum temperatures in extreme Michigan winters and increasingly hot summers and is designed to be stronger in damaging high winds. The slab-on-grade foundation eliminates the need for a damp crawlspace, making it impervious to flooding. With low utility costs, a filtered fresh air intake, and a pest barrier, this home is designed to be a clean, dry, and comfortable retreat year-round! With solar modules producing electricity, you own your own energy and keep bills to a minimum. Once completed, you'll enjoy all-new appliances and a 50-year warranty on the roof, giving you peace of mind while making this brand-new home your own. With open-plan living, high vaulted ceilings, and the added versatility of the loft-style upper level, the only limit is your imagination!

302 George St, Cheboygan

$399,900

3 Beds ⋅ 2 Baths ⋅ 201842538 MLS

If you are looking for a quiet, peaceful home with room to stretch your legs or to grow this is your home! This 1680 square foot first floor , 3 bedroom 2 bath home is being offered in turnkey condition . The home has stainless steel appliances with newer furnace , water heater with central air with a wood stove backup just in case. The lower level is partially finished with walkout to meticulously cared for front and back yards! There is room for the kids and grandkids to run and explore the 10 acres. There are hundreds of mature sugar maples on the property so you can make you own maple syrup. There are thousands of acres of state land across the road ! Centrally located between Mackinaw City and Cheboygan so there are school options! Seller requests that all

8811 Hebron Town Hall Rd, Cheboygan

$320,000

5 Beds ⋅ 2 Baths ⋅ 201842483 MLS

Step into Gilded Age craftsmanship with this one of a kind 1876 Lumber Baron estate, offering 4,001 sq ft of timeless architectural detail. Preserved with exceptional care, the interior showcases pristine original woodwork, five unique fireplaces, and a grand staircase set within the home's distinctive layout. Designed for both entertaining and practical living, the layout encompasses five spacious bedrooms, 1.5 baths, a full basement, and a sweeping wrap-around front porch ideal for outdoor relaxation. Essential high-value updates include a brand-new roof and an attached 3-car garage, seamlessly pairing 19th-century prestige with everyday convenience.

456 S Huron St, Cheboygan

Start Your Search

The data relating to real estate on this web site comes in part from the Internet Data Exchange Program of the Water Wonderland MLS (WWLX). Real estate listings held by brokerage firms other than Keller Williams Northern Michigan Team Partners are marked with the WWLX logo and the detailed information about said listing includes the listing office. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Keller Williams Northern Michigan Team Partners shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Water Wonderland MLS, Inc © All rights reserved.