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
5219 E Quiet Water Ct Monticello, IN 5219 E Quiet Water Ct, Monticello, IN 47959 \| Other	N/A beds \| N/A baths \| N/A	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.01% Airbnb Rental Income: $null Traditional Rental Income: $767 Airbnb ROI: N/A Traditional ROI: 1.01%
5162 E Quiet Water Ct Monticello, IN QUITE THE SPACE ON QUIET WATER! Pick your place & wide open space to view the lake: The 24...	3 beds \| 2 baths \| 2,404 sq.ft.	$569,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.26% Airbnb Rental Income: $1456 Traditional Rental Income: $2738 Airbnb ROI: 0.04% Traditional ROI: 3.26%
8395 N Kiger Dr Monticello, IN This is what 'meet me at the lake' is supposed to look like! This Beautifully updated Lake...	3 beds \| 1 baths \| 2,380 sq.ft.	$489,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.19% Airbnb Rental Income: $1456 Traditional Rental Income: $2752 Airbnb ROI: 0.42% Traditional ROI: 4.19%
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.	$211,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.51% Airbnb Rental Income: $961 Traditional Rental Income: $904 Airbnb ROI: 1.06% Traditional ROI: 2.51%
10078 N 1200 W Monticello, IN THE CURE FOR THE SUMMERTIME BLUES ARE THESE AMAZING VIEWS! Breathtaking views can be had, ...	3 beds \| 2 baths \| 1,768 sq.ft.	$489,900	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.98% Airbnb Rental Income: $1456 Traditional Rental Income: $2564 Airbnb ROI: 0.62% Traditional ROI: 3.98%
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: 2.29% Traditional cash on cash: 6.3% Airbnb Rental Income: $1456 Traditional Rental Income: $2120 Airbnb ROI: 2.29% Traditional ROI: 6.3%
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.	$344,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.87% Airbnb Rental Income: $961 Traditional Rental Income: $1438 Airbnb ROI: 0.32% Traditional ROI: 2.87%
2308 N Sullivan Ct Monticello, IN Open House Saturday May 30 1-3 pm. Eastern Time. BEST DEAL ON LAKE SHAFER!!! Lake Level on...	3 beds \| 3 baths \| 3,284 sq.ft.	$584,999	Airbnb cash on cash: -0.11% Traditional cash on cash: 1.42% Airbnb Rental Income: $1456 Traditional Rental Income: $1860 Airbnb ROI: -0.11% Traditional ROI: 1.42%
5547 N West Shafer Dr Monticello, IN Don't miss this beautifully renovated Lake Shafer property offering an incredible lakeside...	4 beds \| 2 baths \| 2,714 sq.ft.	$569,900	Airbnb cash on cash: 3.65% Traditional cash on cash: 3.83% Airbnb Rental Income: $3568 Traditional Rental Income: $2885 Airbnb ROI: 3.65% Traditional ROI: 3.83%
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.	$360,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.7% Airbnb Rental Income: $1456 Traditional Rental Income: $1637 Airbnb ROI: 0.89% Traditional ROI: 2.7%
107 Dewey St Monticello, IN OLDER HOME VERY STURDY NEEDING WORK BUT LOCATION, THE HOME ITSELF HAS SOME THINGS NEEDING ...	3 beds \| 1 baths \| 1,768 sq.ft.	$134,900	Airbnb cash on cash: 5.23% Traditional cash on cash: 6.37% Airbnb Rental Income: $1456 Traditional Rental Income: $1171 Airbnb ROI: 5.23% Traditional ROI: 6.37%
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.	$284,900	Airbnb cash on cash: 2.09% Traditional cash on cash: 6.17% Airbnb Rental Income: $1456 Traditional Rental Income: $2120 Airbnb ROI: 2.09% Traditional ROI: 6.17%
2800 N Baers Ct Monticello, IN OPEN HOUSE: SUNDAY JULY 5th, 11:00 am- 1:00 pm Enjoy lake living at its finest with this b...	3 beds \| 2 baths \| 2,881 sq.ft.	$725,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.79% Airbnb Rental Income: $1456 Traditional Rental Income: $2970 Airbnb ROI: -0.09% Traditional ROI: 2.79%
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: 0.37% Traditional cash on cash: 4.49% Airbnb Rental Income: $961 Traditional Rental Income: $1833 Airbnb ROI: 0.37% Traditional ROI: 4.49%
453 E Washington St Monticello, IN CHECK OUT this very livable âfixer-upperâ for either an owner occupant or for the sav...	3 beds \| 2 baths \| 968 sq.ft.	$124,900	Airbnb cash on cash: 6.09% Traditional cash on cash: 9.02% Airbnb Rental Income: $1456 Traditional Rental Income: $1377 Airbnb ROI: 6.09% Traditional ROI: 9.02%
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.	$269,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.75% Airbnb Rental Income: $961 Traditional Rental Income: $1400 Airbnb ROI: 0.65% Traditional ROI: 3.75%
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.	$330,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.96% Airbnb Rental Income: $1456 Traditional Rental Income: $2049 Airbnb ROI: 0.66% Traditional ROI: 3.96%
517 N Illinois St Monticello, IN Charming Cape Cod home in the heart of Monticello! This 3-bedroom, 1.5-bath home is full o...	3 beds \| 1 baths \| 1,732 sq.ft.	$219,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 7.44% Airbnb Rental Income: $1456 Traditional Rental Income: $1918 Airbnb ROI: 3.15% Traditional ROI: 7.44%
5240 E Wenz Dr Monticello, IN LAKE LIFE FRIENDLY UPDATES & SPACE ALL OVER THIS PLACE! The sharply updated open main leve...	4 beds \| 3 baths \| 2,738 sq.ft.	$799,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 1.36% Airbnb Rental Income: $3568 Traditional Rental Income: $2229 Airbnb ROI: 2.11% Traditional ROI: 1.36%
705 Bluewater Dr Monticello, IN Lake Level Freeman Year-Round home with great views of lake, In-Town location with city ut...	2 beds \| 1 baths \| 1,100 sq.ft.	$239,900	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.16% Airbnb Rental Income: $961 Traditional Rental Income: $1430 Airbnb ROI: 0.55% Traditional ROI: 4.16%
8263 N Homers Dr Monticello, IN PRICE REDUCED !!! Views of Lake Freeman. This 2 Bedroom, 2 Bath home is situated on 2 lot...	3 beds \| 2 baths \| 1,536 sq.ft.	$545,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.35% Airbnb Rental Income: $1456 Traditional Rental Income: $1434 Airbnb ROI: 0.55% Traditional ROI: 1.35%
4033 N Denver Ct Monticello, IN New Construction 3 bedroom/3 full bath Ranch Style with Walkout basement & Main Lake Shafe...	3 beds \| 3 baths \| 2,707 sq.ft.	$819,900	Airbnb cash on cash: 0.15% Traditional cash on cash: -0.06% Airbnb Rental Income: $1456 Traditional Rental Income: $863 Airbnb ROI: 0.15% Traditional ROI: -0.06%
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: 2.71% Traditional cash on cash: 7.16% Airbnb Rental Income: $1456 Traditional Rental Income: $1806 Airbnb ROI: 2.71% Traditional ROI: 7.16%
1120 N Diamond Point Ct Monticello, IN Step into luxury and modern elegance with this stunning contemporary masterpiece. Nestled ...	5 beds \| 3 baths \| 4,576 sq.ft.	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $2656 Airbnb ROI: N/A Traditional ROI: 4.21%
10959 N Lower Lake Shore Dr Monticello, IN Escape to lakeside living with this charming 2-bedroom, 1-bath lake house offering 736 sq ...	2 beds \| 1 baths \| 736 sq.ft.	$274,499	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $1355 Airbnb ROI: N/A Traditional ROI: 3.33%
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.	$265,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 7.64% Airbnb Rental Income: $1456 Traditional Rental Income: $2414 Airbnb ROI: 2.1% Traditional ROI: 7.64%
5347 E Blue Bell Ct Monticello, IN If your looking for lake life this is the one. Waterfront home on Lake Shafer. Two permane...	3 beds \| 1 baths \| 768 sq.ft.	$384,499	Airbnb cash on cash: 1.1% Traditional cash on cash: 2.52% Airbnb Rental Income: $1456 Traditional Rental Income: $1537 Airbnb ROI: 1.1% Traditional ROI: 2.52%
408 Turpie St Monticello, IN Charming and move-in ready, this cozy 2-bedroom, 1-bath home offers comfort and functional...	2 beds \| 1 baths \| 748 sq.ft.	$150,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 6.43% Airbnb Rental Income: $961 Traditional Rental Income: $1222 Airbnb ROI: 2.18% Traditional ROI: 6.43%
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.	$209,900	Airbnb cash on cash: 3.14% Traditional cash on cash: 4.86% Airbnb Rental Income: $1456 Traditional Rental Income: $1365 Airbnb ROI: 3.14% Traditional ROI: 4.86%
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.	$389,900	Airbnb cash on cash: 5.98% Traditional cash on cash: 6.67% Airbnb Rental Income: $3568 Traditional Rental Income: $3037 Airbnb ROI: 5.98% Traditional ROI: 6.67%
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.	$111,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 7.35% Airbnb Rental Income: $623 Traditional Rental Income: $1020 Airbnb ROI: 0.93% Traditional ROI: 7.35%
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: 0.38% Traditional cash on cash: 2.79% Airbnb Rental Income: $961 Traditional Rental Income: $1290 Airbnb ROI: 0.38% Traditional ROI: 2.79%
4319 E Penrod Dr Monticello, IN Immaculately maintained and truly move-in ready, this charming lakefront cottage offers th...	2 beds \| 2 baths \| 832 sq.ft.	$295,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 4.02% Airbnb Rental Income: $961 Traditional Rental Income: $1678 Airbnb ROI: 0.18% Traditional ROI: 4.02%
5220 E Wenz Dr Monticello, IN Charming Waterfront Home on Lake Shafer. Enjoy lake life in this inviting 2-bedroom, 1-bat...	2 beds \| 2 baths \| 960 sq.ft.	$329,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 5.42% Airbnb Rental Income: $961 Traditional Rental Income: $2220 Airbnb ROI: 0.22% Traditional ROI: 5.42%
4954 E Bayfront Ct Monticello, IN PRICE RECUDED !! 5 bed/4 full bath Lake Shafer/Kean's bay 2 house Beauty with a Classy mix...	5 beds \| 4 baths \| 4,378 sq.ft.	$1,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $4702 Airbnb ROI: N/A Traditional ROI: 2.9%
11044 N Landings Rd Monticello, IN Discover this updated 4 bed, 2 bath lake house offering just under 2,000 finished square f...	4 beds \| 2 baths \| 1,982 sq.ft.	$419,900	Airbnb cash on cash: 5.51% Traditional cash on cash: 5.38% Airbnb Rental Income: $3568 Traditional Rental Income: $2734 Airbnb ROI: 5.51% Traditional ROI: 5.38%
602 Maple St Monticello, IN 3 bedroom, 1 bath, 1.5 story house on the South side of Monticello. Corner lot with street...	3 beds \| 1 baths \| 1,502 sq.ft.	$139,900	Airbnb cash on cash: 5.07% Traditional cash on cash: 8.88% Airbnb Rental Income: $1456 Traditional Rental Income: $1536 Airbnb ROI: 5.07% Traditional ROI: 8.88%
11810 W 820 North Xrd Monticello, IN 3.90 acre Lake Freeman Multi-Purpose Commercial/Residential Property with (3) separate par...	4 beds \| 2 baths \| 2,682 sq.ft.	$1,199,990	Airbnb cash on cash: 1.07% Traditional cash on cash: 1.08% Airbnb Rental Income: $3568 Traditional Rental Income: $2802 Airbnb ROI: 1.07% Traditional ROI: 1.08%
4706 E Ravinea Loop Monticello, IN 4706 E Ravinea Loop, Monticello, IN 47960 \| Manufactured Home	2 beds \| 2 baths \| 1,064 sq.ft.	$140,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 5.62% Airbnb Rental Income: $961 Traditional Rental Income: $1094 Airbnb ROI: 2.02% Traditional ROI: 5.62%

Real Estate investment in Monticello, IN

There are 172 properties for sale in the city of Monticello . The median list price in Monticello is $204,877 and the average price per square foot is $121. In July 2026, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $1,662.

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

There are 172 investment properties available for sale in Monticello.

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

The ROI for Long-Term is higher than the Short-Term in Monticello with average rental income of $1,662.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, IN

5219 E Quiet Water Ct

Monticello, IN

N/A beds | N/A baths | N/A

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.01%

Airbnb Rental Income: $null

Traditional Rental Income: $767

Airbnb ROI: N/A

Traditional ROI: 1.01%

5162 E Quiet Water Ct

Monticello, IN

3 beds | 2 baths | 2,404 sq.ft.

$569,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1456

Traditional Rental Income: $2738

Airbnb ROI: 0.04%

Traditional ROI: 3.26%

8395 N Kiger Dr

Monticello, IN

3 beds | 1 baths | 2,380 sq.ft.

$489,900

Airbnb cash on cash: 0.42%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $1456

Traditional Rental Income: $2752

Airbnb ROI: 0.42%

Traditional ROI: 4.19%

11912 W Breezy Point Dr

Monticello, IN

2 beds | 1 baths | 660 sq.ft.

$211,900

Airbnb cash on cash: 1.06%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $961

Traditional Rental Income: $904

Airbnb ROI: 1.06%

Traditional ROI: 2.51%

10078 N 1200 W

Monticello, IN

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

$489,900

Airbnb cash on cash: 0.62%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1456

Traditional Rental Income: $2564

Airbnb ROI: 0.62%

Traditional ROI: 3.98%

262 N ST RD 39

Monticello, IN

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

$289,900

Airbnb cash on cash: 2.29%

Traditional cash on cash: 6.3%

Airbnb Rental Income: $1456

Traditional Rental Income: $2120

Airbnb ROI: 2.29%

Traditional ROI: 6.3%

3776 N Doug Ct

Monticello, IN

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

$344,900

Airbnb cash on cash: 0.32%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $961

Traditional Rental Income: $1438

Airbnb ROI: 0.32%

Traditional ROI: 2.87%

2308 N Sullivan Ct

Monticello, IN

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

$584,999

Airbnb cash on cash: -0.11%

Traditional cash on cash: 1.42%

Airbnb Rental Income: $1456

Traditional Rental Income: $1860

Airbnb ROI: -0.11%