Real Estate Investment Properties for Sale in Hillsdale, MI

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

Explore a variety of short-term homes & houses in Hillsdale, MI. Invest wisely with VRBO & Hillsdale, 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 Hillsdale, MI

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
54 GOODRICH AVE Hillsdale, MI Invest with success and buy through Auction.com. This bank-owned investment property is a ...	2 beds \| 1 baths \| 744 sq.ft.	$105,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $1176 Airbnb ROI: N/A Traditional ROI: 8.88%
1140 Lochaven Circle unit: 10B #10B Hillsdale, MI This unit is now complete and move in ready! It sits on a crawl space and has a screened i...	2 beds \| 2 baths \| 1,768 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $3074 Airbnb ROI: N/A Traditional ROI: 3.35%
246 Glei Court Hillsdale, MI Welcome to this inviting 4 bed, 3 full bath condominium in the Hillsdale Commons neighborh...	4 beds \| 3 baths \| 3,050 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $3309 Airbnb ROI: N/A Traditional ROI: 5.59%
4300 W BACON Road Hillsdale, MI Stunning lake views throughout the home. This lakefront brick Ranch is designed to capture...	3 beds \| 3 baths \| 3,348 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $3071 Airbnb ROI: N/A Traditional ROI: 4.06%
4 N West Street Hillsdale, MI Great price on this beautiful, history-filled 4 bedroom, 2 bath home within walking distan...	4 beds \| 2 baths \| 1,874 sq.ft.	$179,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.31% Airbnb Rental Income: $null Traditional Rental Income: $1972 Airbnb ROI: N/A Traditional ROI: 8.31%
64 Union Street Hillsdale, MI The owners took this property from dismal to beautiful. They are excited for you to see it...	4 beds \| 2 baths \| 1,794 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.06% Airbnb Rental Income: $null Traditional Rental Income: $1781 Airbnb ROI: N/A Traditional ROI: 7.06%
4794 Keith Road Hillsdale, MI Motivated Sellers! Immediate Possession! New Construction Home with Luxurious Features and...	3 beds \| 4 baths \| 2,736 sq.ft.	$598,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $3244 Airbnb ROI: N/A Traditional ROI: 4.21%
233 Auseon Court Hillsdale, MI BRAND NEW CONDO in a fantastic spot in the Hillsdale Commons neighborhood. Unit #20 is one...	3 beds \| 3 baths \| 3,250 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $3007 Airbnb ROI: N/A Traditional ROI: 5.22%
235 Auseon Court Hillsdale, MI BRAND NEW CONDO in a fantastic spot in the Hillsdale Commons neighborhood. Unit #19 is one...	3 beds \| 3 baths \| 3,250 sq.ft.	$421,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $3007 Airbnb ROI: N/A Traditional ROI: 5.2%
4745 Keith Road Hillsdale, MI New Construction - Price Reduced! Open floor plan, cathedral ceilings in great room, luxur...	3 beds \| 2 baths \| 1,740 sq.ft.	$349,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.83% Airbnb Rental Income: $null Traditional Rental Income: $2694 Airbnb ROI: N/A Traditional ROI: 6.83%
3553 Alpine Court Hillsdale, MI Welcome to this stunning lake access home on beautiful Lake Wilson! Featuring 5 bedrooms &...	5 beds \| 2 baths \| 3,443 sq.ft.	$645,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.11% Airbnb Rental Income: $null Traditional Rental Income: $3367 Airbnb ROI: N/A Traditional ROI: 4.11%
1391 Lake Wilson Road S Hillsdale, MI A Wildlife Paradise on 10+ Wooded Acres! If privacy, tons of living space, and nature are ...	4 beds \| 3 baths \| 5,168 sq.ft.	$409,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.57% Airbnb Rental Income: $null Traditional Rental Income: $3996 Airbnb ROI: N/A Traditional ROI: 8.57%
134 S Howell Street Hillsdale, MI Buy with confidence in this classic move in ready home! Structural inspection and electric...	4 beds \| 2 baths \| 1,900 sq.ft.	$234,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.25% Airbnb Rental Income: $null Traditional Rental Income: $2734 Airbnb ROI: N/A Traditional ROI: 10.25%
221 N Manning Street Hillsdale, MI Prestigious 2019 custom built French Provincial home located within view of Hillsdale Coll...	3 beds \| 2 baths \| 2,770 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.03% Airbnb Rental Income: $null Traditional Rental Income: $3392 Airbnb ROI: N/A Traditional ROI: 2.03%
1806 Barr Street Hillsdale, MI OPEN HOUSE SATURDAY, OCTOBER 4, 2025 from 1pm to 3pm. Great Central Location!!! This beaut...	4 beds \| 2 baths \| 2,542 sq.ft.	$277,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.05% Airbnb Rental Income: $null Traditional Rental Income: $2857 Airbnb ROI: N/A Traditional ROI: 8.05%
2520 S Sand Lake Road Hillsdale, MI Take a step back in time to enjoy this retro themed ranch, perched high upon a hill where ...	4 beds \| 2 baths \| 1,456 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.08% Airbnb Rental Income: $null Traditional Rental Income: $2253 Airbnb ROI: N/A Traditional ROI: 11.08%
245 Auseon Court Hillsdale, MI Welcome to the Hillsdale Commons neighborhood! Unit #17 is ready for it's new owner! As is...	3 beds \| 3 baths \| 3,250 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $3115 Airbnb ROI: N/A Traditional ROI: 6.25%
243 Auseon Court Hillsdale, MI Welcome to the Hillsdale Commons neighborhood! Unit #18 is ready for it's new owner! As is...	3 beds \| 3 baths \| 3,250 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $3115 Airbnb ROI: N/A Traditional ROI: 6.26%
5435 State Road Hillsdale, MI	2 beds \| 2 baths \| 2,560 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $2528 Airbnb ROI: N/A Traditional ROI: 3.93%
2394 Forrest Drive Hillsdale, MI MOTIVATED SELLER! Rare 5-bedroom Cape Cod in Oak Haven with lake access to Baw Beese Lake-...	5 beds \| 1 baths \| 1,710 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.3% Airbnb Rental Income: $null Traditional Rental Income: $2010 Airbnb ROI: N/A Traditional ROI: 10.3%
10 Armstrong Hillsdale, MI	3 beds \| 2 baths \| 1,298 sq.ft.	$145,800	Airbnb cash on cash: N/A Traditional cash on cash: 11.27% Airbnb Rental Income: $null Traditional Rental Income: $1947 Airbnb ROI: N/A Traditional ROI: 11.27%
2201 S Sand Lake Road Hillsdale, MI Secluded Paradise tucked in the hills of Southern Michigan's timber land. Looking to be aw...	3 beds \| 1 baths \| 1,536 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.84% Airbnb Rental Income: $null Traditional Rental Income: $1716 Airbnb ROI: N/A Traditional ROI: 6.84%
1520 Lamphere Street Hillsdale, MI Spacious quad-level in Hillsdale Township, just blocks from the city! The main level featu...	5 beds \| 2 baths \| 3,120 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.91% Airbnb Rental Income: $null Traditional Rental Income: $3453 Airbnb ROI: N/A Traditional ROI: 6.91%
1136 Lochaven Circle Hillsdale, MI One of Hillsdale's most sought after Condominium communities , when you drive in it says '...	3 beds \| 3 baths \| 4,604 sq.ft.	$707,566	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $3163 Airbnb ROI: N/A Traditional ROI: 2.08%
1160 Lochaven Circle Hillsdale, MI One of Hillsdale's most sought after Condominium communities , when you drive in it says '...	2 beds \| 2 baths \| 1,768 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $3044 Airbnb ROI: N/A Traditional ROI: 5.22%
4048 Bankers Road Hillsdale, MI This building is quite a unique property. There is a finished 1000sf home/apartment to liv...	3 beds \| 1 baths \| 1,004 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.07% Airbnb Rental Income: $null Traditional Rental Income: $1617 Airbnb ROI: N/A Traditional ROI: 9.07%
8820 S Lake Pleasant Road Hillsdale, MI Welcome home to 8820 S Lake Pleasant Road! This beautifully updated three-bedroom, two-bat...	3 beds \| 2 baths \| 1,144 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $1770 Airbnb ROI: N/A Traditional ROI: 5.25%
95 S West Street Hillsdale, MI OPEN HOUSE SUDAY, Nov. 9, 2025 from 1pm to 3pm. Stately traditional brick home. Convenient...	3 beds \| 2 baths \| 2,200 sq.ft.	$239,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.89% Airbnb Rental Income: $null Traditional Rental Income: $2572 Airbnb ROI: N/A Traditional ROI: 8.89%
5640 S Hillsdale Rd Hillsdale, MI Property is available for online auction only. See RealtyBid website for property, auction...	3 beds \| 2 baths \| 1,804 sq.ft.	$197,593	Airbnb cash on cash: N/A Traditional cash on cash: 9.89% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 9.89%
2342 E Montgomery Road Hillsdale, MI Charming 3-4 Bedroom Home with Income potential in quiet Community! Excellent potential fo...	4 beds \| 1 baths \| 1,750 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.22% Airbnb Rental Income: $null Traditional Rental Income: $1789 Airbnb ROI: N/A Traditional ROI: 9.22%
106 E Sharp Street Hillsdale, MI Welcome home to this historic, spacious, and charming home in the City of Hillsdale. With ...	5 beds \| 2 baths \| 2,286 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $2691 Airbnb ROI: N/A Traditional ROI: 8.88%
1240 E Bear Lake Road Hillsdale, MI Imagine driving up this stunning driveway to discover an incredible 5-bedroom 2.5-bath hav...	5 beds \| 2 baths \| 3,607 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $2459 Airbnb ROI: N/A Traditional ROI: 2.09%
2 Azalea Court Hillsdale, MI This home has been loved for decades-and now the sellers are ready for their next chapter....	3 beds \| 2 baths \| 1,604 sq.ft.	$274,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.15% Airbnb Rental Income: $null Traditional Rental Income: $2262 Airbnb ROI: N/A Traditional ROI: 6.15%
7534 Robins Road Hillsdale, MI Take in the peaceful countryside views from your rear deck or relax under the spacious cov...	3 beds \| 2 baths \| 1,569 sq.ft.	$274,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.49% Airbnb Rental Income: $null Traditional Rental Income: $2247 Airbnb ROI: N/A Traditional ROI: 6.49%
180 Reading Avenue Hillsdale, MI This lovely little farm within the city of Hillsdale has not been on the market for 40 yea...	4 beds \| 1 baths \| 1,683 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.77% Airbnb Rental Income: $null Traditional Rental Income: $1766 Airbnb ROI: N/A Traditional ROI: 7.77%
2249 E Montgomery Hillsdale, MI	3 beds \| 1 baths \| 1,424 sq.ft.	$183,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.32% Airbnb Rental Income: $null Traditional Rental Income: $1615 Airbnb ROI: N/A Traditional ROI: 7.32%
44 Leroy Street Hillsdale, MI LOCATION! LOCATION! LOCATION! CLOSE TO HOSPITAL AND IN THE CITY LIMITS Entertain family an...	3 beds \| 2 baths \| 2,408 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.03% Airbnb Rental Income: $null Traditional Rental Income: $2637 Airbnb ROI: N/A Traditional ROI: 8.03%
3151 E Bacon Road Hillsdale, MI FANTASTIC LOCATION--this rural gem on 4.16 acres sits just outside the city limits, offeri...	3 beds \| 1 baths \| 2,100 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.43% Airbnb Rental Income: $null Traditional Rental Income: $1766 Airbnb ROI: N/A Traditional ROI: 4.43%
28 Marion Street Hillsdale, MI Located just blocks from Hillsdale College, this 3-bedroom home presents a solid investmen...	3 beds \| 1 baths \| 1,414 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.68% Airbnb Rental Income: $null Traditional Rental Income: $1440 Airbnb ROI: N/A Traditional ROI: 8.68%
3389 Mary Ann Drive Hillsdale, MI LAKEFRONT PARADISE...two words to summarize this exquisite 3 bed 2 bath property situated ...	3 beds \| 2 baths \| 1,996 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2791 Airbnb ROI: N/A Traditional ROI: 3.96%

Real Estate investment in Hillsdale, MI

There are 44 properties for sale in the city of Hillsdale . The median list price in Hillsdale is $272,450 and the average price per square foot is $125. In January 2026, the average monthly cash on cash return in Hillsdale is 7.00%. The average monthly rental income in Hillsdale is $2,410.

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

There are 44 investment properties available for sale in Hillsdale.

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

The ROI for Short-Term is higher than the Long-Term in Hillsdale with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsdale, MI

54 GOODRICH AVE

Hillsdale, MI

2 beds | 1 baths | 744 sq.ft.

$105,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1176

Airbnb ROI: N/A

Traditional ROI: 8.88%

1140 Lochaven Circle unit: 10B #10B

Hillsdale, MI

2 beds | 2 baths | 1,768 sq.ft.

$474,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.35%

Airbnb Rental Income: $null

Traditional Rental Income: $3074

Airbnb ROI: N/A

Traditional ROI: 3.35%

246 Glei Court

Hillsdale, MI

4 beds | 3 baths | 3,050 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3309

Airbnb ROI: N/A

Traditional ROI: 5.59%

4300 W BACON Road

Hillsdale, MI

3 beds | 3 baths | 3,348 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.06%

Airbnb Rental Income: $null

Traditional Rental Income: $3071

Airbnb ROI: N/A

Traditional ROI: 4.06%

4 N West Street

Hillsdale, MI

4 beds | 2 baths | 1,874 sq.ft.

$179,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.31%

Airbnb Rental Income: $null

Traditional Rental Income: $1972

Airbnb ROI: N/A

Traditional ROI: 8.31%

64 Union Street

Hillsdale, MI

4 beds | 2 baths | 1,794 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.06%

Airbnb Rental Income: $null

Traditional Rental Income: $1781

Airbnb ROI: N/A

Traditional ROI: 7.06%

4794 Keith Road

Hillsdale, MI

3 beds | 4 baths | 2,736 sq.ft.

$598,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.21%

Airbnb Rental Income: $null

Traditional Rental Income: $3244

Airbnb ROI: N/A

Traditional ROI: 4.21%

233 Auseon Court

Hillsdale, MI

3 beds | 3 baths | 3,250 sq.ft.

$419,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.22%

Airbnb Rental Income: $null

Traditional Rental Income: $3007

Airbnb ROI: N/A