Real Estate Investment Properties for Sale in Cheboygan, MI

Looking for investment property in Cheboygan, MI with high ROI ?

Explore a variety of short-term homes & houses in Cheboygan, MI. Invest wisely with VRBO & Cheboygan, MI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Cheboygan, MI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
178 Riverside Drive Cheboygan, MI Enjoy stress-free time on the Cheboygan River in this turn-key fully remodeled 5-bedroom, ...	5 beds \| 4 baths \| 3,360 sq.ft.	$525,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.27% Airbnb Rental Income: $3088 Traditional Rental Income: $4411 Airbnb ROI: 2.14% Traditional ROI: 6.27%
16294 MORNINGSIDE LANE Cheboygan, MI Escape to this charming 2-bedroom, 2-bath ranch home offering breathtaking views and deede...	2 beds \| 2 baths \| 1,481 sq.ft.	$379,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.49% Airbnb Rental Income: $1233 Traditional Rental Income: $2191 Airbnb ROI: 0.68% Traditional ROI: 4.49%
216 Riverside Drive Cheboygan, MI Prime Inland Waterway location with 100 feet of frontage on the Cheboygan River, just minu...	3 beds \| 2 baths \| 1,938 sq.ft.	$432,500	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.33% Airbnb Rental Income: $1675 Traditional Rental Income: $2870 Airbnb ROI: 0.22% Traditional ROI: 4.33%
324 Cleveland Avenue Cheboygan, MI Renovated inside and out, this move-in ready 4-bedroom, 1-bath home with an attached garag...	4 beds \| 1 baths \| 1,800 sq.ft.	$195,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 7.48% Airbnb Rental Income: $1864 Traditional Rental Income: $1943 Airbnb ROI: 4.35% Traditional ROI: 7.48%
3301 Bennett Cheboygan, MI Meticulously kept 3-bedroom, 2-bath home on nearly 20 acres of magnificent hardwoods, perf...	3 beds \| 2 baths \| 1,456 sq.ft.	$285,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 5.88% Airbnb Rental Income: $1675 Traditional Rental Income: $2348 Airbnb ROI: 1.63% Traditional ROI: 5.88%
5180 Hiawatha Drive Cheboygan, MI Price Reduction! Lakefront living at its finest. Wake up to breathtaking sunrises. This st...	3 beds \| 3 baths \| 2,700 sq.ft.	$499,999	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.68% Airbnb Rental Income: $1675 Traditional Rental Income: $2998 Airbnb ROI: -0.15% Traditional ROI: 3.68%
509 W FIRST STREET Cheboygan, MI Welcome to 509 W First St! This 4-bedroom, 2-bath home is perfectly located just a short w...	4 beds \| 2 baths \| 2,216 sq.ft.	$199,000	Airbnb cash on cash: 4.64% Traditional cash on cash: 11.84% Airbnb Rental Income: $1864 Traditional Rental Income: $2725 Airbnb ROI: 4.64% Traditional ROI: 11.84%
1803 N M 33 HWY Cheboygan, MI Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,450 sq.ft.	$177,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 9.67% Airbnb Rental Income: $1675 Traditional Rental Income: $2146 Airbnb ROI: 4.1% Traditional ROI: 9.67%
8658 W BLACK LANE Cheboygan, MI Welcome to your slice of Northern Michigan waterfront living on the Black River, where eve...	4 beds \| 3 baths \| 2,472 sq.ft.	$649,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 1.06% Airbnb Rental Income: $1864 Traditional Rental Income: $2270 Airbnb ROI: -0.43% Traditional ROI: 1.06%
4111 Wartella Road Cheboygan, MI 3 BEDROOM, 2 BATH, 10 ACRES, NATURAL GAS, CLOSE TO TOWN WITH MANY UPDATES. This home has a...	3 beds \| 2 baths \| 1,568 sq.ft.	$239,900	Airbnb cash on cash: 2.39% Traditional cash on cash: 4.7% Airbnb Rental Income: $1675 Traditional Rental Income: $1729 Airbnb ROI: 2.39% Traditional ROI: 4.7%
1454 Sand Road Cheboygan, MI Charming 3-bedroom, 2-bath home nestled on 7 acres of beautiful hardwoods and located with...	3 beds \| 2 baths \| 2,900 sq.ft.	$419,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.83% Airbnb Rental Income: $1675 Traditional Rental Income: $2551 Airbnb ROI: 1.4% Traditional ROI: 4.83%
11811 Mackinaw Straits Drive Cheboygan, MI Welcome to Highbanks Haven, an exceptional Lake Huron retreat! Perched above a stunning pa...	2 beds \| 1 baths \| 1,263 sq.ft.	$625,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.46% Airbnb Rental Income: $1233 Traditional Rental Income: $1801 Airbnb ROI: -0.19% Traditional ROI: 1.46%
14200 SCENIC COURT Cheboygan, MI Deeded Access to Lake Huron- 3 Bed, 2 Bath Home with wooded lots & Beach Access. Enjoy qui...	3 beds \| 2 baths \| 1,800 sq.ft.	$265,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 9.35% Airbnb Rental Income: $1675 Traditional Rental Income: $2866 Airbnb ROI: 2.71% Traditional ROI: 9.35%
6626 Varonica Lane Cheboygan, MI A rare Northern Michigan offering with endless potential. This unique property boasts 714 ...	3 beds \| 2 baths \| 1,749 sq.ft.	$365,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 6.22% Airbnb Rental Income: $1675 Traditional Rental Income: $2819 Airbnb ROI: 1.52% Traditional ROI: 6.22%
10480 N Straits Highway Cheboygan, MI Enjoy stunning Cheboygan River views from this inviting chalet-style home, set on a spacio...	3 beds \| 3 baths \| 2,852 sq.ft.	$599,900	Airbnb cash on cash: 0% Traditional cash on cash: 3.86% Airbnb Rental Income: $1675 Traditional Rental Income: $3372 Airbnb ROI: 0% Traditional ROI: 3.86%
50 W Parkway Drive Cheboygan, MI Experience the Pinnacle of Northwoods Comfort: A Turn-Key Estate with Private Lake Access....	4 beds \| 4 baths \| 2,808 sq.ft.	$529,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 5.12% Airbnb Rental Income: $1864 Traditional Rental Income: $3883 Airbnb ROI: 0.04% Traditional ROI: 5.12%
300 Cass Street Cheboygan, MI Charming in-town two-story home on a corner lot with two driveways, located just a couple ...	2 beds \| 1 baths \| 1,080 sq.ft.	$150,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 8.48% Airbnb Rental Income: $1233 Traditional Rental Income: $1500 Airbnb ROI: 3.87% Traditional ROI: 8.48%
6120 Truscott Drive Cheboygan, MI Spend the entire upcoming summer season on the shores of beautiful Twin Lakes! This update...	3 beds \| 2 baths \| 1,319 sq.ft.	$339,900	Airbnb cash on cash: 1.87% Traditional cash on cash: 5.54% Airbnb Rental Income: $1675 Traditional Rental Income: $2378 Airbnb ROI: 1.87% Traditional ROI: 5.54%
9452 M-33 #2 Cheboygan, MI Waterfront 1 bedroom 1 bath detached condo, 366 sq ft. Nice three seasons room that provid...	1 beds \| 1 baths \| 352 sq.ft.	$299,995	Airbnb cash on cash: 1.01% Traditional cash on cash: 3.16% Airbnb Rental Income: $1104 Traditional Rental Income: $1338 Airbnb ROI: 1.01% Traditional ROI: 3.16%
10285 Scanlon Drive Cheboygan, MI Put your personal touch on this 2-bedroom, 2-bath, 1,200 sq. ft. home and make it your own...	2 beds \| 2 baths \| 1,225 sq.ft.	$157,500	Airbnb cash on cash: 3% Traditional cash on cash: 10.94% Airbnb Rental Income: $1233 Traditional Rental Income: $2033 Airbnb ROI: 3% Traditional ROI: 10.94%
3899 Miami Beach Drive Cheboygan, MI Discover the perfect Northern Michigan retreat at 3899 Miami Beach Drive - ideally located...	3 beds \| 2 baths \| 1,680 sq.ft.	$199,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 10.51% Airbnb Rental Income: $1675 Traditional Rental Income: $2433 Airbnb ROI: 4.02% Traditional ROI: 10.51%
996 LaHaie Road Cheboygan, MI 19+ WILDLIFE ACRES! This sprawling 2,623 sq. ft. ranch is a secluded dream in Cheboygan. T...	4 beds \| 3 baths \| 2,623 sq.ft.	$499,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 5.03% Airbnb Rental Income: $1864 Traditional Rental Income: $3152 Airbnb ROI: 1.21% Traditional ROI: 5.03%
190 Riverside Drive Cheboygan, MI Live the Inland Waterway Lifestyle on Riverside Drive Mornings here start slower... Coffee...	4 beds \| 3 baths \| 2,250 sq.ft.	$479,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.37% Airbnb Rental Income: $1864 Traditional Rental Income: $2952 Airbnb ROI: 0.83% Traditional ROI: 4.37%
260 Duncan Avenue Cheboygan, MI If you've been searching for a place that fits your family with room to grow, your work-fr...	5 beds \| 3 baths \| 2,245 sq.ft.	$274,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 8.86% Airbnb Rental Income: $3088 Traditional Rental Income: $3034 Airbnb ROI: 6.35% Traditional ROI: 8.86%
219 S MAIN STREET Cheboygan, MI Downtown Main Street condo living with space to dock up to a 40-foot boat on the Cheboygan...	2 beds \| 3 baths \| 2,118 sq.ft.	$449,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 4.05% Airbnb Rental Income: $1233 Traditional Rental Income: $2859 Airbnb ROI: -0.75% Traditional ROI: 4.05%
6637 Forsyth Drive Cheboygan, MI Nestled at the end of a quiet street on a cul-de-sac lies 300' of frontage with a 2 bedroo...	2 beds \| 1 baths \| 978 sq.ft.	$324,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.5% Airbnb Rental Income: $1233 Traditional Rental Income: $1322 Airbnb ROI: -0.08% Traditional ROI: 1.5%
415 GEORGE STREET Cheboygan, MI Not your typical new build, this sustainable eco-home is the first of its kind in Northern...	2 beds \| 1 baths \| 936 sq.ft.	$275,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.07% Airbnb Rental Income: $1233 Traditional Rental Income: $1543 Airbnb ROI: 0.35% Traditional ROI: 3.07%
10685 Upper Mograin Road Cheboygan, MI This property is where outdoor adventure meets year round comfort. While being located jus...	3 beds \| 2 baths \| 1,456 sq.ft.	$299,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 4.74% Airbnb Rental Income: $1675 Traditional Rental Income: $2138 Airbnb ROI: 1.43% Traditional ROI: 4.74%
1238 COURT STREET Cheboygan, MI Located in Cheboygan, known for its Inland Waterway and four-season recreation, this prope...	5 beds \| 2 baths \| 2,727 sq.ft.	$275,000	Airbnb cash on cash: 6.32% Traditional cash on cash: 6.69% Airbnb Rental Income: $3088 Traditional Rental Income: $2482 Airbnb ROI: 6.32% Traditional ROI: 6.69%
8585 Swan Pointe Drive Cheboygan, MI Welcome to a boater's dream retreat featuring 167 feet of frontage on the Black River. Wit...	3 beds \| 3 baths \| 3,092 sq.ft.	$1,100,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.2% Airbnb Rental Income: $1675 Traditional Rental Income: $2475 Airbnb ROI: -1.44% Traditional ROI: -0.2%
3332 EDGEWATER DRIVE Cheboygan, MI Welcome to Point Nipigon, where lakeside living meets comfort and convenience. This beauti...	3 beds \| 3 baths \| 1,723 sq.ft.	$675,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.41% Airbnb Rental Income: $1675 Traditional Rental Income: $2573 Airbnb ROI: -0.76% Traditional ROI: 1.41%
1310 Court Street Cheboygan, MI FIRST TIME ON MARKET! This spacious Cheboygan home offers nearly 2,000 sq ft of living spa...	3 beds \| 2 baths \| 2,494 sq.ft.	$269,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 8.92% Airbnb Rental Income: $1675 Traditional Rental Income: $2613 Airbnb ROI: 3.37% Traditional ROI: 8.92%

Real Estate investment in Cheboygan, MI

There are 62 properties for sale in the city of Cheboygan . The median list price in Cheboygan is $159,917 and the average price per square foot is $95. In June 2026, the average monthly cash on cash return in Cheboygan is 6.00%. The average monthly rental income in Cheboygan is $2,426.

Cheboygan, MI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 62 investment properties available for sale in Cheboygan.

In 2026, the best neighborhood to buy investment property is Cheboygan.

The ROI for Long-Term is higher than the Short-Term in Cheboygan with average rental income of $2,426.

Your search for investment property begins and ends here

Investment Property for Sale in Cheboygan, MI

178 Riverside Drive

Cheboygan, MI

5 beds | 4 baths | 3,360 sq.ft.

$525,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 6.27%

Airbnb Rental Income: $3088

Traditional Rental Income: $4411

Airbnb ROI: 2.14%

Traditional ROI: 6.27%

16294 MORNINGSIDE LANE

Cheboygan, MI

2 beds | 2 baths | 1,481 sq.ft.

$379,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $1233

Traditional Rental Income: $2191

Airbnb ROI: 0.68%

Traditional ROI: 4.49%

216 Riverside Drive

Cheboygan, MI

3 beds | 2 baths | 1,938 sq.ft.

$432,500

Airbnb cash on cash: 0.22%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1675

Traditional Rental Income: $2870

Airbnb ROI: 0.22%

Traditional ROI: 4.33%

324 Cleveland Avenue

Cheboygan, MI

4 beds | 1 baths | 1,800 sq.ft.

$195,000

Airbnb cash on cash: 4.35%

Traditional cash on cash: 7.48%

Airbnb Rental Income: $1864

Traditional Rental Income: $1943

Airbnb ROI: 4.35%

Traditional ROI: 7.48%

3301 Bennett

Cheboygan, MI

3 beds | 2 baths | 1,456 sq.ft.

$285,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 5.88%

Airbnb Rental Income: $1675

Traditional Rental Income: $2348

Airbnb ROI: 1.63%

Traditional ROI: 5.88%

5180 Hiawatha Drive

Cheboygan, MI

3 beds | 3 baths | 2,700 sq.ft.

$499,999

Airbnb cash on cash: -0.15%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $1675

Traditional Rental Income: $2998

Airbnb ROI: -0.15%

Traditional ROI: 3.68%

509 W FIRST STREET

Cheboygan, MI

4 beds | 2 baths | 2,216 sq.ft.

$199,000

Airbnb cash on cash: 4.64%

Traditional cash on cash: 11.84%

Airbnb Rental Income: $1864

Traditional Rental Income: $2725

Airbnb ROI: 4.64%

Traditional ROI: 11.84%

1803 N M 33 HWY

Cheboygan, MI

3 beds | 2 baths | 1,450 sq.ft.

$177,000

Airbnb cash on cash: 4.1%

Traditional cash on cash: 9.67%

Airbnb Rental Income: $1675

Traditional Rental Income: $2146

Airbnb ROI: 4.1%