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	$239,900	Airbnb cash on cash: -2.65% Traditional cash on cash: 1.13% Airbnb Rental Income: $118 Traditional Rental Income: $767 Airbnb ROI: -2.65% Traditional ROI: 1.13%
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.	$549,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.41% Airbnb Rental Income: $1697 Traditional Rental Income: $2738 Airbnb ROI: 0.46% Traditional ROI: 3.41%
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.	$469,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.41% Airbnb Rental Income: $1697 Traditional Rental Income: $2752 Airbnb ROI: 0.94% Traditional ROI: 4.41%
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.	$209,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.54% Airbnb Rental Income: $997 Traditional Rental Income: $904 Airbnb ROI: 1.23% Traditional ROI: 2.54%
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: 1.06% Traditional cash on cash: 3.98% Airbnb Rental Income: $1697 Traditional Rental Income: $2564 Airbnb ROI: 1.06% 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: 3.02% Traditional cash on cash: 6.3% Airbnb Rental Income: $1697 Traditional Rental Income: $2120 Airbnb ROI: 3.02% 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: 0.41% Traditional cash on cash: 2.87% Airbnb Rental Income: $997 Traditional Rental Income: $1438 Airbnb ROI: 0.41% Traditional ROI: 2.87%
4571 E Jennings Loop Monticello, IN New Construction by Majestic Custom Homes of Lafayette. Majestic Custom Homes of Lafayett...	3 beds \| 2 baths \| 1,926 sq.ft.	$379,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.76% Airbnb Rental Income: $1697 Traditional Rental Income: $2447 Airbnb ROI: 1.33% Traditional ROI: 4.76%
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: 1.48% Traditional cash on cash: 2.7% Airbnb Rental Income: $1697 Traditional Rental Income: $1637 Airbnb ROI: 1.48% Traditional ROI: 2.7%
1721 N Francis St Monticello, IN Welcome to Upper Lake Freeman! This lovely ranch home is conveniently located close to Ma...	3 beds \| 1 baths \| 1,413 sq.ft.	$299,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 3.39% Airbnb Rental Income: $1697 Traditional Rental Income: $1439 Airbnb ROI: 2.63% Traditional ROI: 3.39%
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.	$114,900	Airbnb cash on cash: 8.08% Traditional cash on cash: 7.59% Airbnb Rental Income: $1697 Traditional Rental Income: $1171 Airbnb ROI: 8.08% Traditional ROI: 7.59%
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: 2.84% Traditional cash on cash: 6.17% Airbnb Rental Income: $1697 Traditional Rental Income: $2120 Airbnb ROI: 2.84% Traditional ROI: 6.17%
804 Woodlawn Ave Monticello, IN Well cared for home ready for you to move into. 3 bedrooms and a partially finished basem...	3 beds \| 1 baths \| 2,070 sq.ft.	$239,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 4.76% Airbnb Rental Income: $1697 Traditional Rental Income: $1495 Airbnb ROI: 3.56% Traditional ROI: 4.76%
3997 E First Rd Monticello, IN This nicely updated and lovingly cared for 3 BR home is just a short walk or golf cart rid...	3 beds \| 1 baths \| 1,792 sq.ft.	$319,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.1% Airbnb Rental Income: $1697 Traditional Rental Income: $1458 Airbnb ROI: 2.33% Traditional ROI: 3.1%
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.	$175,000	Airbnb cash on cash: 5.26% Traditional cash on cash: 8.57% Airbnb Rental Income: $1697 Traditional Rental Income: $1777 Airbnb ROI: 5.26% Traditional ROI: 8.57%
511 S Illinois St Monticello, IN Charming and spacious 3 bedroom, 1.5 bathroom home in Monticello with a perfect location o...	3 beds \| 1 baths \| 1,980 sq.ft.	$219,900	Airbnb cash on cash: 3.89% Traditional cash on cash: 3.78% Airbnb Rental Income: $1697 Traditional Rental Income: $1201 Airbnb ROI: 3.89% Traditional ROI: 3.78%
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: 0.21% Traditional cash on cash: 2.79% Airbnb Rental Income: $1697 Traditional Rental Income: $2970 Airbnb ROI: 0.21% Traditional ROI: 2.79%
9658 N Downey Dr Monticello, IN Updated 4 bedroom, 2 bath, 1400 + sq.ft. home on the Tippy River with access to Lake Shafe...	4 beds \| 2 baths \| 1,440 sq.ft.	$200,000	Airbnb cash on cash: 7.51% Traditional cash on cash: 9.66% Airbnb Rental Income: $2363 Traditional Rental Income: $2188 Airbnb ROI: 7.51% Traditional ROI: 9.66%
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.	$169,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.99% Airbnb Rental Income: $997 Traditional Rental Income: $1000 Airbnb ROI: 1.78% Traditional ROI: 3.99%
11820 N Vista Dr Monticello, IN Adorable and Updated Lake Freeman Cottage! This beautifully decorated and updated cottage ...	3 beds \| 1 baths \| 682 sq.ft.	$309,900	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.9% Airbnb Rental Income: $1697 Traditional Rental Income: $1290 Airbnb ROI: 2.68% Traditional ROI: 2.9%
1178 N Saddlebrook Ct Monticello, IN Welcome to the quiet, well-established neighborhood of Saddlebrook! This 3-bedroom, 2.5 ba...	3 beds \| 2 baths \| 1,996 sq.ft.	$329,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 5.82% Airbnb Rental Income: $1697 Traditional Rental Income: $2306 Airbnb ROI: 2.32% Traditional ROI: 5.82%
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.	$299,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.76% Airbnb Rental Income: $997 Traditional Rental Income: $1833 Airbnb ROI: 0.54% Traditional ROI: 4.76%
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.	$99,900	Airbnb cash on cash: 9.85% Traditional cash on cash: 11.41% Airbnb Rental Income: $1697 Traditional Rental Income: $1377 Airbnb ROI: 9.85% Traditional ROI: 11.41%
806 N Pine Ln Monticello, IN LOTS of updates in this cozy 3 bedroom 2 full bath home. New Automatic pool cover, fresh p...	3 beds \| 2 baths \| 1,853 sq.ft.	$275,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 7.02% Airbnb Rental Income: $1697 Traditional Rental Income: $2309 Airbnb ROI: 2.84% Traditional ROI: 7.02%
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.	$249,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 4.12% Airbnb Rental Income: $997 Traditional Rental Income: $1400 Airbnb ROI: 0.91% Traditional ROI: 4.12%
4347 E Penrod Dr Monticello, IN Great main lake views from this well cared for house. 3 bedrooms/ 2baths with over 1800 s...	3 beds \| 2 baths \| 1,822 sq.ft.	$637,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.49% Airbnb Rental Income: $1697 Traditional Rental Income: $2431 Airbnb ROI: 0.46% Traditional ROI: 2.49%
307 S Beach Dr Monticello, IN A rare one of a kind home on a private 3.35 acres located in town. In town amenities at yo...	2 beds \| 1 baths \| 1,600 sq.ft.	$369,250	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.28% Airbnb Rental Income: $997 Traditional Rental Income: $1402 Airbnb ROI: 0.09% Traditional ROI: 2.28%
5480 S Salisbury Ct Monticello, IN ALL IN ONE & ONE FOR ALL! Completely gutted and redone in 2018, its all here in this 3 bed...	3 beds \| 2 baths \| 2,016 sq.ft.	$357,900	Airbnb cash on cash: 2.16% Traditional cash on cash: 4.6% Airbnb Rental Income: $1697 Traditional Rental Income: $2046 Airbnb ROI: 2.16% Traditional ROI: 4.6%
1125 O'connor Blvd Monticello, IN White picket fence! This 3 bed, 2 bathroom home features an open concept kitchen with a ti...	3 beds \| 2 baths \| 1,744 sq.ft.	$173,900	Airbnb cash on cash: 5.46% Traditional cash on cash: 9.4% Airbnb Rental Income: $1697 Traditional Rental Income: $1879 Airbnb ROI: 5.46% Traditional ROI: 9.4%
11760 W Lookout Dr Monticello, IN Spacious, updated, and ready to enjoy! This home includes a 30-foot easement to Lake Freem...	5 beds \| 3 baths \| 3,368 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.71% Airbnb Rental Income: $null Traditional Rental Income: $3417 Airbnb ROI: N/A Traditional ROI: 6.71%
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.	$759,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 1.49% Airbnb Rental Income: $2363 Traditional Rental Income: $2229 Airbnb ROI: 0.85% Traditional ROI: 1.49%
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.	$199,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 5.17% Airbnb Rental Income: $997 Traditional Rental Income: $1430 Airbnb ROI: 1.01% Traditional ROI: 5.17%
517 W Jefferson St Monticello, IN Looking for a home that is close to town, library and schools? This 2 bedroom, 1 bath home...	2 beds \| 1 baths \| 1,204 sq.ft.	$189,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.36% Airbnb Rental Income: $997 Traditional Rental Income: $1033 Airbnb ROI: 1.2% Traditional ROI: 3.36%
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: 0.94% Traditional cash on cash: 1.35% Airbnb Rental Income: $1697 Traditional Rental Income: $1434 Airbnb ROI: 0.94% 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: 0.41% Traditional cash on cash: -0.06% Airbnb Rental Income: $1697 Traditional Rental Income: $863 Airbnb ROI: 0.41% 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.	$180,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 7.38% Airbnb Rental Income: $1697 Traditional Rental Income: $1806 Airbnb ROI: 3.99% Traditional ROI: 7.38%
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.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2656 Airbnb ROI: N/A Traditional ROI: 4.84%
2232 N Norway Trl Monticello, IN Discover lakeside luxury in this completely remodeled 3-bed, 2-bath, 1776 sq. ft. Lake Sha...	3 beds \| 2 baths \| 1,776 sq.ft.	$499,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.9% Airbnb Rental Income: $1697 Traditional Rental Income: $2017 Airbnb ROI: 1.21% Traditional ROI: 2.9%
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: 2.83% Traditional cash on cash: 3.33% Airbnb Rental Income: $1697 Traditional Rental Income: $1355 Airbnb ROI: 2.83% Traditional ROI: 3.33%

Real Estate investment in Monticello, IN

There are 240 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 $118. In September 2026, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $1,630.

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

There are 240 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 $1,630.

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

$239,900

Airbnb cash on cash: -2.65%

Traditional cash on cash: 1.13%

Airbnb Rental Income: $118

Traditional Rental Income: $767

Airbnb ROI: -2.65%

Traditional ROI: 1.13%

5162 E Quiet Water Ct

Monticello, IN

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

$549,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $1697

Traditional Rental Income: $2738

Airbnb ROI: 0.46%

Traditional ROI: 3.41%

8395 N Kiger Dr

Monticello, IN

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

$469,900

Airbnb cash on cash: 0.94%

Traditional cash on cash: 4.41%

Airbnb Rental Income: $1697

Traditional Rental Income: $2752

Airbnb ROI: 0.94%

Traditional ROI: 4.41%

11912 W Breezy Point Dr

Monticello, IN

2 beds | 1 baths | 660 sq.ft.

$209,900

Airbnb cash on cash: 1.23%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $997

Traditional Rental Income: $904

Airbnb ROI: 1.23%

Traditional ROI: 2.54%

10078 N 1200 W

Monticello, IN

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

$489,900

Airbnb cash on cash: 1.06%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1697

Traditional Rental Income: $2564

Airbnb ROI: 1.06%

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: 3.02%

Traditional cash on cash: 6.3%

Airbnb Rental Income: $1697

Traditional Rental Income: $2120

Airbnb ROI: 3.02%

Traditional ROI: 6.3%

3776 N Doug Ct

Monticello, IN

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

$344,900

Airbnb cash on cash: 0.41%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $997

Traditional Rental Income: $1438

Airbnb ROI: 0.41%

Traditional ROI: 2.87%

4571 E Jennings Loop

Monticello, IN

3 beds | 2 baths | 1,926 sq.ft.

$379,900

Airbnb cash on cash: 1.33%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $1697

Traditional Rental Income: $2447

Airbnb ROI: 1.33%