Cheboygan Homes under $500,000

Welcome to Cheboygan, Michigan, a hidden gem nestled along the shores of Lake Huron, where charming small-town vibes meet stunning natural beauty. Known for its rich history and vibrant community, Cheboygan offers a unique blend of outdoor adventures and cultural experiences, making it an ideal place to call home.

As you explore this picturesque city, you'll find a variety of recreational activities at your fingertips. From boating and fishing on the crystal-clear waters of the Cheboygan River to hiking and biking along scenic trails, the great outdoors is truly at your doorstep. The nearby Cheboygan State Park provides ample opportunities for camping, wildlife observation, and winter sports, ensuring that every season brings something new to enjoy.

Cheboygan’s downtown area is filled with quaint shops, delightful eateries, and local art galleries, creating a warm and inviting atmosphere. The community is known for its friendly residents and strong sense of belonging, making it easy to feel at home.

For those looking to settle down in this idyllic setting, Cheboygan offers an impressive selection of homes under $500,000. Whether you’re searching for a cozy cottage with lake views, a charming family home, or a modern property with all the amenities, you’ll find a diverse range of options that cater to various lifestyles and budgets.

With its stunning landscapes, welcoming community, and affordable housing, Cheboygan is more than just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting Michigan city!

Newest Cheboygan Homes under $500,000

$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

$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

$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

$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

$225,000

3 Beds ⋅ 2 Baths ⋅ 201842394 MLS

**LIVE HERE. ESCAPE HERE. INVEST HERE!** This extensively renovated 3-bedroom, 2-bath Cheboygan home offers flexibility for a variety of lifestyles. Make it your full-time residence, Northern Michigan getaway, seasonal home, future retirement home, or investment property. Short-term rentals are not permitted, but 30+ day rentals offer potential for traveling professionals, corporate housing, seasonal workers, relocating families, or extended-stay tenants. Renovated in 2026 with new plumbing, electrical, drywall, flooring, lighting, kitchen, bathrooms, doors & trim, and main floor bedroom with walk in closet. Move-in ready with BRAND NEW washer, dryer, fridge, oven, dishwasher, ceramic tile, quartz countertop, and sink with disposal. Yard large enough for a new garage.

224 S D St, Cheboygan

$189,000

3 Beds ⋅ 1 Baths ⋅ 201842358 MLS

Welcome home to this charming, move-in-ready farmhouse-style residence nestled within the city limits of Cheboygan! Offering 3 bedrooms, 1 full bath, an attached 1-car garage, and office space, this home combines classic character with practical everyday living. Fresh paint throughout gives the home a clean, refreshed feel and makes it easy to move right in and make it your own. The spacious farmhouse-style layout offers plenty of room to gather, relax, work from home, and enjoy comfortable living. The office space provides the perfect setup for remote work, a home business, hobby room, or additional flex space. An attached one-car garage adds convenience and valuable storage. property offers the convenience of in-town living while retaining the charm and feel of a classic farmhouse.

300 S D St, Cheboygan

$229,000

2 Beds ⋅ 1 Baths ⋅ 201842054 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. A detached garage may also be added for $18,500; ask for plans and details. This modern SIPs home, newly built in 2026, qualifies for FHA and VA loans as well as MSHDA down payment assistance. This low maintenance home has gorgeous tile throughout, cool underfoot in summer and cozy warm heat in winter, due to the state-of-the-art in-floor cooling and heating system. More... 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 a clean, dry, and comfortable retreat year-round! With solar modules producing electricity, you own your own energy and keep bills to a minimum. Move-in ready with all new appliances, no construction delays, and a 50-year warranty on the roof, you'll have the peace of mind to focus on personalizing spaces that reflect your style and preferences. With open-plan living and high vaulted ceilings, the only limit is your imagination!

415 George St, Cheboygan

$389,000

3 Beds ⋅ 3 Baths ⋅ 201841159 MLS

Experience carefree waterfront living in this beautifully designed 2,800 sq.ft. end-unit condominium overlooking the sparkling waters of Lake Huron and Duncan Bay. Filled with natural light, this spacious residence offers 3 bedrooms, 3 baths, and an inviting floor plan designed for both comfortable everyday living and effortless entertaining. The open-concept living spaces showcase breathtaking water views, while both the living room and lower-level family room feature gas fireplaces that create a warm and welcoming atmosphere. A spacious loft provides flexible space for a home office, reading area, or additional guest accommodations. The primary suite serves as a peaceful retreat, offering generous space and comfort. Step outside to the maintenance-free deck or the walkout patio and take in the beauty of the waterfront setting. Additional updates include Anderson windows, custom window treatments, a newer boiler for efficient hot water heat, and mini-split air conditioning for year-round comfort. The condominium association has recently completed major exterior improvements, including a new roof and new siding, adding long-term value and providing peace of mind with low-maintenance ownership. Offering exceptional space, stunning Lake Huron and Duncan Bay views, and quality updates throughout, this is a rare opportunity to enjoy waterfront living at its finest.

2515 Harrison Ave, Cheboygan

$250,000

5 Beds ⋅ 3 Baths ⋅ 201839069 MLS

Brand New Deck!!! If you've been searching for a place that fits your family with room to grow, your work-from-home space, and all your outdoor gear without breaking a sweat, this 5-bedroom, 3-bath home this is it! Located right in town, you are just minutes away from launching the boat, hitting the trailheads, or catching a sunset over Lake Huron on a corner lot in town. Instead of spending your weekends on expensive renovations, you get to enjoy living here right away. The heavy lifting is already done: the house features a brand-new furnace and central air package (2025), a low-maintenance metal roof, and a fully finished den with a cozy fireplace. Even the kitchen is ready to go w ith all brand-new stainless appliances. The real anchor of the property is the detached 2.5-car garage with a true year- round workshop inside and storage loft above. Best of all, you can stop paying for off-site storage unit fees--there is plenty of additional parking space right on site for your campers, boat trailers, and extra trucks. Move right in, park the toys, and start enjoying the up-north lifestyle on day one.

260 Duncan Ave, Cheboygan

$185,000

4 Beds ⋅ 2 Baths ⋅ 201837031 MLS

Welcome to this charming 4-bedroom, 2-bath home located in the heart of Cheboygan! Full of character and offering an abundance of space, this inviting home has the warmth and personality that make you want to settle in and call it your own. The spacious upper level provides plenty of room for bedrooms, an office, hobby space, or whatever your lifestyle requires. One of the best features of this home is its fantastic location. Enjoy the convenience of being within walking distance to Lake Huron, the Cheboygan River, downtown, City Beach, and nearby parks. Whether you're heading downtown for dinner, taking a stroll along the river, spending an afternoon at the beach, or enjoying the parks, so much of what makes Cheboygan special is right outside your door.

509 W First 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.