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
12204 N US Highway 421 Monticello, IN Have you been looking for a lake home that has all your desires? Here it is! You will have...	4 beds \| 2 baths \| 2,023 sq.ft.	$498,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 3.7% Airbnb Rental Income: $3393 Traditional Rental Income: $2437 Airbnb ROI: 4.13% Traditional ROI: 3.7%
1941 N Eaglehoff Court Monticello, IN NEW ROOF! This move-in ready custom log home is nestled on .89 wooded acres just minutes f...	3 beds \| 3 baths \| 3,460 sq.ft.	$494,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.58% Airbnb Rental Income: $2195 Traditional Rental Income: $2418 Airbnb ROI: 1.9% Traditional ROI: 3.58%
1153 N Diamond Point Court Monticello, IN Tucked away on nearly an acre of wooded serenity, this spacious 3 bed, 3 bath home offers ...	3 beds \| 3 baths \| 2,612 sq.ft.	$299,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 8.09% Airbnb Rental Income: $2195 Traditional Rental Income: $2711 Airbnb ROI: 4.28% Traditional ROI: 8.09%
3776 N Doug Court Monticello, IN Lake-level 2-bedroom, 1-bath home located on desirable Keans Bay of Lake Shafer. This open...	2 beds \| 1 baths \| 1,008 sq.ft.	$375,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.56% Airbnb Rental Income: $1358 Traditional Rental Income: $1438 Airbnb ROI: 1.16% Traditional ROI: 2.56%
11702 W Briarwood Court Monticello, IN Experience refined living in this exquisitely maintained 3â 4-bedroom home where luxury ...	3 beds \| 2 baths \| 2,230 sq.ft.	$475,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.7% Airbnb Rental Income: $2195 Traditional Rental Income: $2377 Airbnb ROI: 2.04% Traditional ROI: 3.7%
1607 Lawson Lane Monticello, IN Lake Freeman Year-Round Home on a huge .74 acre lake lot with 160 +ft. of secluded waterfr...	2 beds \| 1 baths \| 1,196 sq.ft.	$340,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 2.58% Airbnb Rental Income: $1358 Traditional Rental Income: $1723 Airbnb ROI: 0.14% Traditional ROI: 2.58%
2308 N Sullivan Court Monticello, IN OPEN HOUSE SUNDAY AUGUST 31 1-3 PM. BEST DEAL ON LAKE SHAFER!! Lake Level on Main Lake Sh...	3 beds \| 3 baths \| 3,284 sq.ft.	$599,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 1.65% Airbnb Rental Income: $2195 Traditional Rental Income: $1860 Airbnb ROI: 1.26% Traditional ROI: 1.65%
5547 N West Shafer Drive Monticello, IN Donât miss this beautifully renovated Lake Shafer property offering an incredible lakesi...	4 beds \| 2 baths \| 2,714 sq.ft.	$599,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 3.59% Airbnb Rental Income: $3393 Traditional Rental Income: $2885 Airbnb ROI: 3.15% Traditional ROI: 3.59%
510 S Park Drive Monticello, IN Welcome to this charming ranch-style home located on the peaceful south edge of town! Buil...	3 beds \| 1 baths \| 1,056 sq.ft.	$224,900	Airbnb cash on cash: 5.62% Traditional cash on cash: 4.72% Airbnb Rental Income: $2195 Traditional Rental Income: $1449 Airbnb ROI: 5.62% Traditional ROI: 4.72%
2770 N Baer's Court Monticello, IN Beautiful lake home right across from Indiana Beach with incredible views. This 4 bed 2.5 ...	4 beds \| 3 baths \| 2,673 sq.ft.	$624,900	Airbnb cash on cash: 2.66% Traditional cash on cash: 3.94% Airbnb Rental Income: $3393 Traditional Rental Income: $3382 Airbnb ROI: 2.66% Traditional ROI: 3.94%
1190 N Hinterland Court 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.	$499,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 4.95% Airbnb Rental Income: $3393 Traditional Rental Income: $3092 Airbnb ROI: 3.97% Traditional ROI: 4.95%
3342 N Shore Acres Court Monticello, IN VIEWS VIEWS VIEWS! Located in one of the more desirable Lake Shafer neighborhoods, this l...	2 beds \| 1 baths \| 840 sq.ft.	$399,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 1.81% Airbnb Rental Income: $1358 Traditional Rental Income: $1422 Airbnb ROI: 0.53% Traditional ROI: 1.81%
4703 E Elmer Girtz Drive Monticello, IN PRICE REDUCED!! New Construction Lake Shafer 4 bedroom 2.5 bath with 9'+ Trey Ceilings on...	4 beds \| 3 baths \| 2,400 sq.ft.	$655,750	Airbnb cash on cash: 3.04% Traditional cash on cash: 3.76% Airbnb Rental Income: $3393 Traditional Rental Income: $3080 Airbnb ROI: 3.04% Traditional ROI: 3.76%
5823 E Sheridan Road Monticello, IN Maintenance free living on the lake! Composite deck requires no staining or painting!! One...	3 beds \| 3 baths \| 2,800 sq.ft.	$610,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.1% Airbnb Rental Income: $2195 Traditional Rental Income: $2997 Airbnb ROI: 0.72% Traditional ROI: 3.1%
5240 E Wenz Drive Monticello, IN A CROWD PLEASER FOR LAKE LOVERS! Party planning for waterfront fun comes easy with this s...	4 beds \| 3 baths \| 2,738 sq.ft.	$799,900	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.36% Airbnb Rental Income: $3393 Traditional Rental Income: $2229 Airbnb ROI: 1.91% Traditional ROI: 1.36%
1776 N Royal Oaks Drive Monticello, IN Welcome to this beautifully updated ranch-style home with a walkout basement, located in t...	4 beds \| 3 baths \| 2,752 sq.ft.	$479,900	Airbnb cash on cash: 4.15% Traditional cash on cash: 5.81% Airbnb Rental Income: $3393 Traditional Rental Income: $3380 Airbnb ROI: 4.15% Traditional ROI: 5.81%
3957 N Lake Rd 25 E Monticello, IN Lake Shafer home with an estimated .56 acres of land with estimated 190+ ft. waterfront ac...	2 beds \| 1 baths \| 960 sq.ft.	$199,900	Airbnb cash on cash: 2.63% Traditional cash on cash: 5.01% Airbnb Rental Income: $1358 Traditional Rental Income: $1394 Airbnb ROI: 2.63% Traditional ROI: 5.01%
1140 N Diamond Point Court Monticello, IN Beautiful waterfront home on Upper Lake Freeman includes 70 foot of water frontage. This h...	4 beds \| 4 baths \| 2,890 sq.ft.	$359,900	Airbnb cash on cash: 5.99% Traditional cash on cash: 8% Airbnb Rental Income: $3393 Traditional Rental Income: $3319 Airbnb ROI: 5.99% Traditional ROI: 8%
11979 W Freeman Lane Monticello, IN Price Reduced!! Beautifully crafted, newer-build lake home on Lake Freeman offers top-of-...	3 beds \| 2 baths \| 2,132 sq.ft.	$549,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 2.76% Airbnb Rental Income: $2195 Traditional Rental Income: $2293 Airbnb ROI: 1.49% Traditional ROI: 2.76%
2412 N West Shafer Drive Monticello, IN Nestled in a cove, this lake house is ideally situated within walking distance to Indiana ...	3 beds \| 3 baths \| 912 sq.ft.	$285,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 6.42% Airbnb Rental Income: $2195 Traditional Rental Income: $2203 Airbnb ROI: 4.32% Traditional ROI: 6.42%
5413 E Fairbanks Court Monticello, IN Best Views on Lake Shafer with 103' of Main Lake Frontage. 4 bed/3 bath ranch w/walkout b...	4 beds \| 3 baths \| 4,236 sq.ft.	$849,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 2.28% Airbnb Rental Income: $3393 Traditional Rental Income: $3116 Airbnb ROI: 1.68% Traditional ROI: 2.28%
1602 N Brandywine Court Monticello, IN Riverfront retreat, fully loaded and move-in ready! This immaculate 3-bed, 2-bath raised r...	3 beds \| 2 baths \| 2,350 sq.ft.	$569,900	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.72% Airbnb Rental Income: $2195 Traditional Rental Income: $2740 Airbnb ROI: 1.65% Traditional ROI: 3.72%
3276 E Bailey Road Monticello, IN Welcome to your dream lakefront home, perfectly positioned on the peaceful shores of Lake ...	5 beds \| 4 baths \| 2,372 sq.ft.	$569,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $3534 Airbnb ROI: N/A Traditional ROI: 4.83%
12924 N 1225 W Monticello, IN Just 30 minutes from I-65/SR 43, discover this stunning and fully renovated Lake Freeman w...	3 beds \| 4 baths \| 2,050 sq.ft.	$519,900	Airbnb cash on cash: 1.81% Traditional cash on cash: 5.29% Airbnb Rental Income: $2195 Traditional Rental Income: $3333 Airbnb ROI: 1.81% Traditional ROI: 5.29%
2371 N Untalulti Drive #D Monticello, IN Welcome to your perfect getaway on Lake Shafer! This charming, low-maintenance cottage off...	2 beds \| 1 baths \| 432 sq.ft.	$174,900	Airbnb cash on cash: 3.56% Traditional cash on cash: 6.08% Airbnb Rental Income: $1358 Traditional Rental Income: $1362 Airbnb ROI: 3.56% Traditional ROI: 6.08%
3964 N Lake Rd 24 E Road 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.	$299,900	Airbnb cash on cash: 3.94% Traditional cash on cash: 6.68% Airbnb Rental Income: $2195 Traditional Rental Income: $2414 Airbnb ROI: 3.94% Traditional ROI: 6.68%
502 Prairie CT Circle Monticello, IN Come check out this 3 Bedrooms 2 bathrooms house, great location, close to schools and sho...	3 beds \| 2 baths \| 1,946 sq.ft.	$199,900	Airbnb cash on cash: 5.37% Traditional cash on cash: 8.54% Airbnb Rental Income: $2195 Traditional Rental Income: $2243 Airbnb ROI: 5.37% Traditional ROI: 8.54%
7004 E Red Maple Court Monticello, IN Cozy Cabin with Potential! This two-bedroom fixer-upper is a hidden gem, offering peace an...	2 beds \| 1 baths \| 768 sq.ft.	$124,900	Airbnb cash on cash: 5.57% Traditional cash on cash: 8.24% Airbnb Rental Income: $1358 Traditional Rental Income: $1264 Airbnb ROI: 5.57% Traditional ROI: 8.24%
11846 W Lookout Drive Monticello, IN Discover lake living with this charming 3-bedroom, 1-bath home steps away from Lake Freema...	3 beds \| 1 baths \| 882 sq.ft.	$249,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 3.97% Airbnb Rental Income: $2195 Traditional Rental Income: $1365 Airbnb ROI: 5.14% Traditional ROI: 3.97%
5124 N Point Park Court Monticello, IN Updated and all new!! This beautiful home has been completely updated included the roof, ...	3 beds \| 2 baths \| 2,292 sq.ft.	$279,900	Airbnb cash on cash: 4.17% Traditional cash on cash: 8.59% Airbnb Rental Income: $2195 Traditional Rental Income: $2806 Airbnb ROI: 4.17% Traditional ROI: 8.59%
4386 E Luse Road 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.	$459,900	Airbnb cash on cash: 4.48% Traditional cash on cash: 5.41% Airbnb Rental Income: $3393 Traditional Rental Income: $3037 Airbnb ROI: 4.48% Traditional ROI: 5.41%
5063 NW Shafer Drive Monticello, IN 2 bedroom Main Lake Shafer Cottage with Wide Panoramic Views of Lake. Perfect weekend Geta...	2 beds \| 1 baths \| 368 sq.ft.	$279,900	Airbnb cash on cash: 1.73% Traditional cash on cash: 2.41% Airbnb Rental Income: $1358 Traditional Rental Income: $1122 Airbnb ROI: 1.73% Traditional ROI: 2.41%
4915 E White Point Drive 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: 7.51% Traditional cash on cash: 9.04% Airbnb Rental Income: $1285 Traditional Rental Income: $1020 Airbnb ROI: 7.51% Traditional ROI: 9.04%
11938 W Breezy Point Drive Monticello, IN Widest Views and Location on Lake Freeman with incredible sunsets and open sky. TURN KEY ...	3 beds \| 3 baths \| 2,646 sq.ft.	$699,900	Airbnb cash on cash: 1% Traditional cash on cash: 3.33% Airbnb Rental Income: $2195 Traditional Rental Income: $3158 Airbnb ROI: 1% Traditional ROI: 3.33%
725 Bluewater Drive 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: 3.68% Traditional cash on cash: 5.02% Airbnb Rental Income: $3393 Traditional Rental Income: $3262 Airbnb ROI: 3.68% Traditional ROI: 5.02%
4243 N West Shafer Drive Monticello, IN Welcome to your Lake Shafer dream homeâ this remarkable 4-bedroom, 3.5-bath home offers ...	4 beds \| 4 baths \| 3,833 sq.ft.	$1,275,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 2.1% Airbnb Rental Income: $3393 Traditional Rental Income: $4421 Airbnb ROI: 0.6% Traditional ROI: 2.1%
6062 N Lake Rd 67 E Monticello, IN You need to see this one! Fully furnished and FABULOUS! This 2022-built home spanning 2.5...	3 beds \| 2 baths \| 1,173 sq.ft.	$299,999	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.72% Airbnb Rental Income: $2195 Traditional Rental Income: $1935 Airbnb ROI: 3.68% Traditional ROI: 4.72%
8429 N Kiger Drive Monticello, IN RUSTIC, YET RESPLENDENT, this 2600 sq ft home, on an acre+ lake lot is the perfect destina...	3 beds \| 3 baths \| 2,632 sq.ft.	$585,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 3.75% Airbnb Rental Income: $2195 Traditional Rental Income: $3083 Airbnb ROI: 1.11% Traditional ROI: 3.75%
5053 E Robin Court Monticello, IN Nestled at the end of a quiet lane, this solid lake home offers an ideal setting for creat...	2 beds \| 1 baths \| 876 sq.ft.	$299,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.75% Airbnb Rental Income: $1358 Traditional Rental Income: $1290 Airbnb ROI: 1.52% Traditional ROI: 2.75%
11043 Sunset Court Monticello, IN Nestled in a peaceful cul-de-sac, this beautifully updated 2016 TK built two-story home of...	4 beds \| 3 baths \| 3,094 sq.ft.	$425,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 6.31% Airbnb Rental Income: $3393 Traditional Rental Income: $3212 Airbnb ROI: 4.87% Traditional ROI: 6.31%

Real Estate investment in Monticello, IN

There are 59 properties for sale in the city of Monticello . The median list price in Monticello is $409,900 and the average price per square foot is $202. In September 2025, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $2,418.

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

There are 59 investment properties available for sale in Monticello.

In 2025, 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 $2,418.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, IN

12204 N US Highway 421

Monticello, IN

4 beds | 2 baths | 2,023 sq.ft.

$498,000

Airbnb cash on cash: 4.13%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $3393

Traditional Rental Income: $2437

Airbnb ROI: 4.13%

Traditional ROI: 3.7%

1941 N Eaglehoff Court

Monticello, IN

3 beds | 3 baths | 3,460 sq.ft.

$494,900

Airbnb cash on cash: 1.9%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $2195

Traditional Rental Income: $2418

Airbnb ROI: 1.9%

Traditional ROI: 3.58%

1153 N Diamond Point Court

Monticello, IN

3 beds | 3 baths | 2,612 sq.ft.

$299,000

Airbnb cash on cash: 4.28%

Traditional cash on cash: 8.09%

Airbnb Rental Income: $2195

Traditional Rental Income: $2711

Airbnb ROI: 4.28%

Traditional ROI: 8.09%

3776 N Doug Court

Monticello, IN

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

$375,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $1358

Traditional Rental Income: $1438

Airbnb ROI: 1.16%

Traditional ROI: 2.56%

11702 W Briarwood Court

Monticello, IN

3 beds | 2 baths | 2,230 sq.ft.

$475,000

Airbnb cash on cash: 2.04%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $2195

Traditional Rental Income: $2377

Airbnb ROI: 2.04%

Traditional ROI: 3.7%

1607 Lawson Lane

Monticello, IN

2 beds | 1 baths | 1,196 sq.ft.

$340,000

Airbnb cash on cash: 0.14%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $1358

Traditional Rental Income: $1723

Airbnb ROI: 0.14%

Traditional ROI: 2.58%

2308 N Sullivan Court

Monticello, IN

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

$599,900

Airbnb cash on cash: 1.26%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $2195

Traditional Rental Income: $1860

Airbnb ROI: 1.26%

Traditional ROI: 1.65%

5547 N West Shafer Drive

Monticello, IN

4 beds | 2 baths | 2,714 sq.ft.

$599,900

Airbnb cash on cash: 3.15%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $3393

Traditional Rental Income: $2885

Airbnb ROI: 3.15%