Real Estate Investment Properties for Sale in Monticello, IN

Looking for investment property in Monticello, IN with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
505 Shafer Dr Monticello, IN Very affordable 2 bedroom/ 1 bath home that has been recently updated with newer roof, new...	2 beds \| 1 baths \| 825 sq.ft.	$145,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.9% Airbnb Rental Income: $746 Traditional Rental Income: $1020 Airbnb ROI: 0.67% Traditional ROI: 4.9%
5151 S Stone Drive Monticello, IN Custom Built Main Lake Freeman Newer Home with panoramic views of Lake, top notch interior...	3 beds \| 3 baths \| 2,870 sq.ft.	$899,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 2.11% Airbnb Rental Income: $1018 Traditional Rental Income: $3070 Airbnb ROI: -0.76% Traditional ROI: 2.11%
11912 W Breezy Point Dr Monticello, IN Lake Freeman cottage with a view! This 2 bedroom 1 bathroom cabin has a new fresh look. So...	2 beds \| 1 baths \| 660 sq.ft.	$214,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.46% Airbnb Rental Income: $746 Traditional Rental Income: $904 Airbnb ROI: 0.15% Traditional ROI: 2.46%
4335 E Arrowhead Road Monticello, IN OPEN HOUSE, Sunday, 4/12/26, 11:00-1:00 EST.....Check out this Charming Cape Cod with a co...	3 beds \| 3 baths \| 2,000 sq.ft.	$319,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 6.63% Airbnb Rental Income: $1018 Traditional Rental Income: $2501 Airbnb ROI: 0.51% Traditional ROI: 6.63%
262 N ST RD 39 Monticello, IN Lovely 3 bedroom 2 bathroom brick, ranch style home. This home has the country setting but...	3 beds \| 2 baths \| 1,970 sq.ft.	$289,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.3% Airbnb Rental Income: $1018 Traditional Rental Income: $1341 Airbnb ROI: 0.88% Traditional ROI: 3.3%
3776 N Doug Ct Monticello, IN Lake-home refuge. Check out this 2-bedroom, 1-bath, lake-level home located on Keans Bay o...	2 beds \| 1 baths \| 1,008 sq.ft.	$375,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 2.56% Airbnb Rental Income: $746 Traditional Rental Income: $1438 Airbnb ROI: -0.29% Traditional ROI: 2.56%
2308 N Sullivan Ct Monticello, IN Lake Level on Main Lake Shafer, best views of Indiana Beach Amusement Park. This 3,284 SF...	3 beds \| 3 baths \| 3,284 sq.ft.	$599,999	Airbnb cash on cash: -0.79% Traditional cash on cash: 1.36% Airbnb Rental Income: $1018 Traditional Rental Income: $1860 Airbnb ROI: -0.79% Traditional ROI: 1.36%
3884 E Forest Lodge Loop Monticello, IN Experience lakefront living on the calm waters of Lake Shafer in this completely updated 3...	3 beds \| 1 baths \| 1,288 sq.ft.	$380,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.51% Airbnb Rental Income: $1018 Traditional Rental Income: $1637 Airbnb ROI: -0.23% Traditional ROI: 2.51%
11921 W Breezy Point Dr Monticello, IN Beautifully remodeled cottage on Lake Freeman! This turnkey 3-bedroom, 2-full-bath home ha...	3 beds \| 2 baths \| 1,232 sq.ft.	$325,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 5.3% Airbnb Rental Income: $1018 Traditional Rental Income: $2120 Airbnb ROI: 0.52% Traditional ROI: 5.3%
3454 E 425 N Monticello, IN This home is ABSOLUTELY one of a kind & a MUST SEE to appreciate! Offering approximately 3...	3 beds \| 2 baths \| 3,204 sq.ft.	$399,900	Airbnb cash on cash: 0.24% Traditional cash on cash: 2.9% Airbnb Rental Income: $1018 Traditional Rental Income: $1657 Airbnb ROI: 0.24% Traditional ROI: 2.9%
12739 N 1225 W Monticello, IN Great weekend get-a-way or year round home, backed by woods with views of Lake Freeman in ...	3 beds \| 2 baths \| 1,522 sq.ft.	$179,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 8.36% Airbnb Rental Income: $1018 Traditional Rental Income: $1777 Airbnb ROI: 1.8% Traditional ROI: 8.36%
209 Sandalwood Drive Monticello, IN Charming 3-bedroom, 2-bath brick home located in a great neighborhood in Monticello! This ...	3 beds \| 2 baths \| 2,155 sq.ft.	$375,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.98% Airbnb Rental Income: $1018 Traditional Rental Income: $2321 Airbnb ROI: 0.25% Traditional ROI: 4.98%
2024 Round A Bout Rd Monticello, IN Back on market due to buyer financing falling through This ranch home offers both the ...	3 beds \| 2 baths \| 1,512 sq.ft.	$170,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 8.56% Airbnb Rental Income: $1018 Traditional Rental Income: $1831 Airbnb ROI: 1.33% Traditional ROI: 8.56%
2800 N Baers Ct Monticello, IN Enjoy lake living at its finest with this beautiful home on Lake Shafer, built in 2005 and...	3 beds \| 2 baths \| 2,881 sq.ft.	$769,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 2.57% Airbnb Rental Income: $1018 Traditional Rental Income: $2970 Airbnb ROI: -0.65% Traditional ROI: 2.57%
713 Juanita St Monticello, IN Nice little 2 bedroom home with carport and storage shed. Home has been empty for several ...	2 beds \| 1 baths \| 832 sq.ft.	$127,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 5.61% Airbnb Rental Income: $746 Traditional Rental Income: $1000 Airbnb ROI: 0.97% Traditional ROI: 5.61%
11914 W Breezy Point Dr Monticello, IN Charming lake home with a fresh look located on beautiful Lake Freemen. This 2 bedroom 2 ...	2 beds \| 2 baths \| 1,108 sq.ft.	$315,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 4.49% Airbnb Rental Income: $746 Traditional Rental Income: $1833 Airbnb ROI: -0.24% Traditional ROI: 4.49%
1190 N Hinterland Ct Monticello, IN Welcome to 1190 N Hinterland Court! This expansive home offers over 3,500 finished square ...	4 beds \| 3 baths \| 3,542 sq.ft.	$457,500	Airbnb cash on cash: -1.27% Traditional cash on cash: 5.48% Airbnb Rental Income: $470 Traditional Rental Income: $3092 Airbnb ROI: -1.27% Traditional ROI: 5.48%
5255 E Bay Front Ct Monticello, IN Adorable lake cottage with 20 feet of owned frontage and private dock now offered for sale...	2 beds \| 1 baths \| 840 sq.ft.	$279,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 3.58% Airbnb Rental Income: $746 Traditional Rental Income: $1400 Airbnb ROI: -0.08% Traditional ROI: 3.58%
3342 N Shore Acres Court Monticello, IN A LOVELY LAKE âGEMâ FOR TREASURED GETAWAYS! Located in one of the more desirable Lake ...	2 beds \| 1 baths \| 840 sq.ft.	$394,900	Airbnb cash on cash: -0.81% Traditional cash on cash: 1.86% Airbnb Rental Income: $746 Traditional Rental Income: $1422 Airbnb ROI: -0.81% Traditional ROI: 1.86%
207 Sandalwood Dr Monticello, IN Come see this 3 bed, 2 bath ranch home in Sycamore Estates on the south edge of Monticello...	3 beds \| 2 baths \| 1,708 sq.ft.	$350,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.68% Airbnb Rental Income: $1018 Traditional Rental Income: $2049 Airbnb ROI: -0.54% Traditional ROI: 3.68%
4703 E Elmer Girtz Dr Monticello, IN COME SEE A NEW BUILD ON THE LAKE!! New Construction Lake Shafer 4 bedroom 2.5 bath with...	4 beds \| 2 baths \| 2,400 sq.ft.	$584,900	Airbnb cash on cash: -0.92% Traditional cash on cash: 4.35% Airbnb Rental Income: $470 Traditional Rental Income: $3080 Airbnb ROI: -0.92% Traditional ROI: 4.35%
6542 E Palmers Dr Monticello, IN River life! This home is brand new to the studs! All new wiring, plumbing, drywall, floori...	3 beds \| 1 baths \| 1,380 sq.ft.	$220,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.56% Airbnb Rental Income: $1018 Traditional Rental Income: $1341 Airbnb ROI: 1.29% Traditional ROI: 4.56%
5683 E Bass Center Road Monticello, IN Quaint yet beautiful two-bedroom, one-bath retreat on Lake Shafer offering 840 sq. ft. of ...	2 beds \| 1 baths \| 840 sq.ft.	$289,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 2.74% Airbnb Rental Income: $746 Traditional Rental Income: $1255 Airbnb ROI: -0.28% Traditional ROI: 2.74%
5240 E Wenz Dr Monticello, IN THE PERFECT SITE FOR LAKE LIFE! Party planning for waterfront fun comes easy with this st...	4 beds \| 3 baths \| 2,738 sq.ft.	$799,900	Airbnb cash on cash: -1.36% Traditional cash on cash: 1.36% Airbnb Rental Income: $470 Traditional Rental Income: $2229 Airbnb ROI: -1.36% Traditional ROI: 1.36%
4033 N Denver Ct Monticello, IN New Double Bay Boatlift installed New Construction 3 bedroom/3 full bath Ranch Style ...	3 beds \| 3 baths \| 2,707 sq.ft.	$829,900	Airbnb cash on cash: -0.34% Traditional cash on cash: -0.07% Airbnb Rental Income: $1018 Traditional Rental Income: $863 Airbnb ROI: -0.34% Traditional ROI: -0.07%
305 S Bluff St Monticello, IN Blending timeless character with thoughtful updates, this 5-bedroom, 3.5-bath Victorian of...	5 beds \| 3 baths \| 3,288 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.31% Airbnb Rental Income: $null Traditional Rental Income: $2621 Airbnb ROI: N/A Traditional ROI: 3.31%
418 S Main St Monticello, IN Charming two-story home full of character and space, featuring beautiful original woodwork...	3 beds \| 2 baths \| 1,685 sq.ft.	$185,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 7.16% Airbnb Rental Income: $1018 Traditional Rental Income: $1806 Airbnb ROI: 0.64% Traditional ROI: 7.16%
5117 N West Shafer Drive Monticello, IN FOR THOSE WHO SEEK SOME LAKE LIFE CHIC! All new since â22, this Lake Shafer home has bee...	3 beds \| 3 baths \| 1,761 sq.ft.	$479,900	Airbnb cash on cash: 0% Traditional cash on cash: 2.83% Airbnb Rental Income: $1018 Traditional Rental Income: $1930 Airbnb ROI: 0% Traditional ROI: 2.83%
11979 W Freeman Lane Monticello, IN Beautifully crafted, newer-build lake home on Lake Freeman offers top-of-the-line features...	3 beds \| 2 baths \| 2,132 sq.ft.	$499,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.09% Airbnb Rental Income: $1018 Traditional Rental Income: $2293 Airbnb ROI: -0.41% Traditional ROI: 3.09%
2412 N West Shafer Dr Monticello, IN Nestled in a cove, this lake house is ideally situated within walking distance to Indiana ...	3 beds \| 3 baths \| 912 sq.ft.	$269,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 6.82% Airbnb Rental Income: $1018 Traditional Rental Income: $2203 Airbnb ROI: 0.76% Traditional ROI: 6.82%
1602 N Brandywine Ct Monticello, IN Relaxation on the Riverfront. This immaculate 3-bed, 2-bath raised ranch offering stylish ...	3 beds \| 2 baths \| 2,350 sq.ft.	$547,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.91% Airbnb Rental Income: $1018 Traditional Rental Income: $2740 Airbnb ROI: -0.16% Traditional ROI: 3.91%
3146 N West Shafer Drive Monticello, IN Welcome to this stunning new construction home located on the Tippicanoe Country Club Golf...	3 beds \| 2 baths \| 2,028 sq.ft.	$319,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 6.27% Airbnb Rental Income: $1018 Traditional Rental Income: $2304 Airbnb ROI: 0.81% Traditional ROI: 6.27%
3964 N Lake Rd 24 Rd E Monticello, IN Remodeled lake home on Keen's Creek. 3 bedrooms and 2 baths are just the tip of what this ...	3 beds \| 2 baths \| 1,504 sq.ft.	$275,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 7.33% Airbnb Rental Income: $1018 Traditional Rental Income: $2414 Airbnb ROI: 0.59% Traditional ROI: 7.33%
11846 W Lookout Dr Monticello, IN Lake cottage with an easement to Lake Freeman with dock and lift! This low maintenance 3-b...	3 beds \| 1 baths \| 882 sq.ft.	$229,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.99% Airbnb Rental Income: $1018 Traditional Rental Income: $1365 Airbnb ROI: 0.97% Traditional ROI: 3.99%
4386 E Luse Rd Monticello, IN Peaceful Retreat with Space to Roam, Just South of Monticello. Escape the hustle and embra...	4 beds \| 3 baths \| 3,624 sq.ft.	$399,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 6.48% Airbnb Rental Income: $470 Traditional Rental Income: $3037 Airbnb ROI: -1.08% Traditional ROI: 6.48%
5063 NW Shafer Dr Monticello, IN BIG PRICE DROP 2 bedroom Main Lake Shafer Cottage with Wide Panoramic Views of Lake. Perfe...	2 beds \| N/A baths \| 368 sq.ft.	$199,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 3.78% Airbnb Rental Income: $746 Traditional Rental Income: $1122 Airbnb ROI: 0.15% Traditional ROI: 3.78%
4915 E White Point Dr Monticello, IN This cozy home is the perfect blend of comfort and convenience. Featuring vinyl siding and...	1 beds \| 1 baths \| 834 sq.ft.	$92,500	Airbnb cash on cash: 0% Traditional cash on cash: 8.94% Airbnb Rental Income: $482 Traditional Rental Income: $1020 Airbnb ROI: 0% Traditional ROI: 8.94%
725 Bluewater Dr Monticello, IN LAKE LIFE goals at its finest! This riverfront property is located just a short boat ride ...	4 beds \| 4 baths \| 2,092 sq.ft.	$495,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 5.02% Airbnb Rental Income: $470 Traditional Rental Income: $3262 Airbnb ROI: -1.58% Traditional ROI: 5.02%
5053 E Robin Ct Monticello, IN Escape to this peaceful lake home that is situated at the end of a quiet lane and in a par...	2 beds \| 1 baths \| 876 sq.ft.	$299,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 2.75% Airbnb Rental Income: $746 Traditional Rental Income: $1290 Airbnb ROI: -0.29% Traditional ROI: 2.75%
5785 E Golden Hills Dr Monticello, IN Once in a lifetime opportunity: 5785 Golden Hills, your Lake Freeman entertainment oasis a...	4 beds \| 4 baths \| 2,848 sq.ft.	$449,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 10.91% Airbnb Rental Income: $470 Traditional Rental Income: $5339 Airbnb ROI: -1.31% Traditional ROI: 10.91%

Real Estate investment in Monticello, IN

There are 128 properties for sale in the city of Monticello . The median list price in Monticello is $293,250 and the average price per square foot is $167. In April 2026, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $1,567.

Monticello, IN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 128 investment properties available for sale in Monticello.

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

The ROI for Short-Term is higher than the Long-Term in Monticello with average rental income of $1,018.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, IN

505 Shafer Dr

Monticello, IN

2 beds | 1 baths | 825 sq.ft.

$145,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $746

Traditional Rental Income: $1020

Airbnb ROI: 0.67%

Traditional ROI: 4.9%

5151 S Stone Drive

Monticello, IN

3 beds | 3 baths | 2,870 sq.ft.

$899,900

Airbnb cash on cash: -0.76%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $1018

Traditional Rental Income: $3070

Airbnb ROI: -0.76%

Traditional ROI: 2.11%

11912 W Breezy Point Dr

Monticello, IN

2 beds | 1 baths | 660 sq.ft.

$214,900

Airbnb cash on cash: 0.15%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $746

Traditional Rental Income: $904

Airbnb ROI: 0.15%

Traditional ROI: 2.46%

4335 E Arrowhead Road

Monticello, IN

3 beds | 3 baths | 2,000 sq.ft.

$319,900

Airbnb cash on cash: 0.51%

Traditional cash on cash: 6.63%

Airbnb Rental Income: $1018

Traditional Rental Income: $2501

Airbnb ROI: 0.51%

Traditional ROI: 6.63%

262 N ST RD 39

Monticello, IN

3 beds | 2 baths | 1,970 sq.ft.

$289,900

Airbnb cash on cash: 0.88%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $1018

Traditional Rental Income: $1341

Airbnb ROI: 0.88%

Traditional ROI: 3.3%

3776 N Doug Ct

Monticello, IN

2 beds | 1 baths | 1,008 sq.ft.

$375,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $746

Traditional Rental Income: $1438

Airbnb ROI: -0.29%

Traditional ROI: 2.56%

2308 N Sullivan Ct

Monticello, IN

3 beds | 3 baths | 3,284 sq.ft.

$599,999

Airbnb cash on cash: -0.79%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $1018

Traditional Rental Income: $1860

Airbnb ROI: -0.79%

Traditional ROI: 1.36%

3884 E Forest Lodge Loop

Monticello, IN

3 beds | 1 baths | 1,288 sq.ft.

$380,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1018

Traditional Rental Income: $1637

Airbnb ROI: -0.23%