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
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.	$470,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.82% Airbnb Rental Income: $1908 Traditional Rental Income: $2418 Airbnb ROI: 1.51% Traditional ROI: 3.82%
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.	$309,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 2.94% Airbnb Rental Income: $1917 Traditional Rental Income: $1723 Airbnb ROI: 1.86% Traditional ROI: 2.94%
2308 N Sullivan Court Monticello, IN BEST DEAL ON LAKE SHAFER!! Lake Level on Main Lake Shafer, best views of Indiana Beach A...	3 beds \| 3 baths \| 3,284 sq.ft.	$599,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 1.65% Airbnb Rental Income: $1908 Traditional Rental Income: $1860 Airbnb ROI: 0.83% 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.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $2885 Airbnb ROI: N/A Traditional ROI: 3.67%
11921 W Breezy Point Drive 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: 2.95% Traditional cash on cash: 5.3% Airbnb Rental Income: $1908 Traditional Rental Income: $2120 Airbnb ROI: 2.95% Traditional ROI: 5.3%
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.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.24% Airbnb Rental Income: $null Traditional Rental Income: $3092 Airbnb ROI: N/A Traditional ROI: 5.24%
4703 E Elmer Girtz Drive Monticello, IN BIG PRICE REDUCTION!! COME SEE A NEW BUILD ON THE LAKE!! New Construction Lake Shafer ...	4 beds \| 3 baths \| 2,400 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.2% Airbnb Rental Income: $null Traditional Rental Income: $3080 Airbnb ROI: N/A Traditional ROI: 4.2%
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: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $2229 Airbnb ROI: N/A Traditional ROI: 1.36%
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: 3.43% Traditional cash on cash: 6.42% Airbnb Rental Income: $1908 Traditional Rental Income: $2203 Airbnb ROI: 3.43% Traditional ROI: 6.42%
5413 E Fairbanks Court Monticello, IN MOTIVATED SELLER, SELLER SAYS SELL, HUGE PRICE REDUCTION!! Best Views on Lake Shafer with ...	4 beds \| 3 baths \| 4,236 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $3116 Airbnb ROI: N/A Traditional ROI: 2.72%
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.	$549,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 3.89% Airbnb Rental Income: $1908 Traditional Rental Income: $2740 Airbnb ROI: 1.28% Traditional ROI: 3.89%
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: 1.32% Traditional cash on cash: 5.29% Airbnb Rental Income: $1908 Traditional Rental Income: $3333 Airbnb ROI: 1.32% Traditional ROI: 5.29%
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.	$329,900	Airbnb cash on cash: 3.14% Traditional cash on cash: 6.06% Airbnb Rental Income: $1908 Traditional Rental Income: $2304 Airbnb ROI: 3.14% Traditional ROI: 6.06%
442 Walnut Street Monticello, IN NEW ROOF BEING INSTALLED, NEW PRICE. Step into comfort and convenience with this beautiful...	3 beds \| 1 baths \| 930 sq.ft.	$139,900	Airbnb cash on cash: 8.52% Traditional cash on cash: 8.17% Airbnb Rental Income: $1908 Traditional Rental Income: $1354 Airbnb ROI: 8.52% Traditional ROI: 8.17%
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.	$284,900	Airbnb cash on cash: 3.3% Traditional cash on cash: 7.08% Airbnb Rental Income: $1908 Traditional Rental Income: $2414 Airbnb ROI: 3.3% Traditional ROI: 7.08%
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: 4.11% Traditional cash on cash: 8.54% Airbnb Rental Income: $1908 Traditional Rental Income: $2243 Airbnb ROI: 4.11% Traditional ROI: 8.54%
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.	$265,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 9.12% Airbnb Rental Income: $1908 Traditional Rental Income: $2806 Airbnb ROI: 3.5% Traditional ROI: 9.12%
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.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.77% Airbnb Rental Income: $null Traditional Rental Income: $3037 Airbnb ROI: N/A Traditional ROI: 5.77%
5063 NW Shafer Drive Monticello, IN BIG PRICE DROP 2 bedroom Main Lake Shafer Cottage with Wide Panoramic Views of Lake. Perfe...	2 beds \| 1 baths \| 368 sq.ft.	$225,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 3.22% Airbnb Rental Income: $1917 Traditional Rental Income: $1122 Airbnb ROI: 4.56% Traditional ROI: 3.22%
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: 3.44% Traditional cash on cash: 9.04% Airbnb Rental Income: $844 Traditional Rental Income: $1020 Airbnb ROI: 3.44% Traditional ROI: 9.04%
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: 3.17% Traditional cash on cash: 2.75% Airbnb Rental Income: $1917 Traditional Rental Income: $1290 Airbnb ROI: 3.17% Traditional ROI: 2.75%
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.	$310,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 3.78% Airbnb Rental Income: $1917 Traditional Rental Income: $1678 Airbnb ROI: 2.86% Traditional ROI: 3.78%
11068 N Lower Lake Shore Drive Monticello, IN Lake-Level Living on Lake Freeman, and not in a flood zone so no flood insurance needed! E...	3 beds \| 4 baths \| 2,924 sq.ft.	$589,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 5.55% Airbnb Rental Income: $1908 Traditional Rental Income: $3851 Airbnb ROI: 1.1% Traditional ROI: 5.55%
1204 E Ohio Street Monticello, IN Don't miss the opportunity toÂ own a lake home that is ideally situated close to everythin...	5 beds \| 4 baths \| 3,495 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $4459 Airbnb ROI: N/A Traditional ROI: 2.08%
5116 S Reagan Drive Monticello, IN Spacious and full of potential, this 4 bedroom, 2.5 bath contemporary home offers over 2,5...	4 beds \| 3 baths \| 2,574 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.24% Airbnb Rental Income: $null Traditional Rental Income: $2891 Airbnb ROI: N/A Traditional ROI: 9.24%
5220 E Wenz Drive Monticello, IN Charming Waterfront Home on Lake Shafer. Enjoy lake life in this inviting 2-bedroom, 1-bat...	2 beds \| 3 baths \| 960 sq.ft.	$374,500	Airbnb cash on cash: 2.34% Traditional cash on cash: 4.65% Airbnb Rental Income: $1917 Traditional Rental Income: $2220 Airbnb ROI: 2.34% Traditional ROI: 4.65%
505 S Bluff Street Monticello, IN Step inside this four bed, one bath home conveniently located to all Monticello has to off...	4 beds \| 1 baths \| 2,432 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.53% Airbnb Rental Income: $null Traditional Rental Income: $1741 Airbnb ROI: N/A Traditional ROI: 7.53%
4954 E Bayfront Court Monticello, IN 5 bed/4 full bath Lake Shafer/Kean's bay 2 house Beauty with a Classy mixture of modern up...	5 beds \| 4 baths \| 4,378 sq.ft.	$1,175,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $4702 Airbnb ROI: N/A Traditional ROI: 2.51%
1101 Quentin Avenue Monticello, IN Classic Home That Is Move-In Ready! Well-maintained 3 bedroom, 2.5 bath home featuring ori...	3 beds \| 3 baths \| 1,648 sq.ft.	$194,900	Airbnb cash on cash: 5.75% Traditional cash on cash: 9.7% Airbnb Rental Income: $1908 Traditional Rental Income: $2133 Airbnb ROI: 5.75% Traditional ROI: 9.7%
4372 N Shorewood Court Monticello, IN Enjoy lake living at its finest with this 2-bedroom, 2-bath waterfront home on Lake Shafer...	2 beds \| 2 baths \| 1,188 sq.ft.	$499,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 2.49% Airbnb Rental Income: $1917 Traditional Rental Income: $2183 Airbnb ROI: 0.83% Traditional ROI: 2.49%
3078 E BOLLER Court Monticello, IN ESCAPE TO YOUR OWN PRIVATE SANCTUARY! THIS CHARMING 2-BEDROOM 1.5 BATH HOME INCLUDES 1 CAR...	2 beds \| 2 baths \| 1,344 sq.ft.	$450,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.68% Airbnb Rental Income: $1917 Traditional Rental Income: $2340 Airbnb ROI: 1.47% Traditional ROI: 3.68%
6760 E Leisure Court Monticello, IN ABSOLUTELY PERFECT little getaway right on the water with a 40' seawall and every day acce...	3 beds \| 1 baths \| 992 sq.ft.	$159,900	Airbnb cash on cash: 7.51% Traditional cash on cash: 7.78% Airbnb Rental Income: $1908 Traditional Rental Income: $1443 Airbnb ROI: 7.51% Traditional ROI: 7.78%
7563 E 600 N Road Monticello, IN This well-kept country ranch home built in 2005 offers; a 2 car att. & a finished 32x24 po...	2 beds \| 2 baths \| 1,158 sq.ft.	$319,900	Airbnb cash on cash: 3.12% Traditional cash on cash: 4.11% Airbnb Rental Income: $1917 Traditional Rental Income: $1707 Airbnb ROI: 3.12% Traditional ROI: 4.11%
6506 E 250 N Monticello, IN Recently updated two bedroom, two bath ranch style home with an attached two car garage si...	2 beds \| 2 baths \| 1,144 sq.ft.	$239,900	Airbnb cash on cash: 4.01% Traditional cash on cash: 4.89% Airbnb Rental Income: $1917 Traditional Rental Income: $1608 Airbnb ROI: 4.01% Traditional ROI: 4.89%
560 Juanita Street Monticello, IN Charming 3-bedroom, 1-bath ranch-style home with great potential! This cozy property featu...	3 beds \| 1 baths \| 936 sq.ft.	$139,900	Airbnb cash on cash: 8.07% Traditional cash on cash: 7.12% Airbnb Rental Income: $1908 Traditional Rental Income: $1274 Airbnb ROI: 8.07% Traditional ROI: 7.12%
4691 E Ravinea Loop Monticello, IN Charming and cozy 3-bed, 2-bath home with a fully finished basement and 1-car detached gar...	4 beds \| 2 baths \| 2,640 sq.ft.	$292,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.6% Airbnb Rental Income: $null Traditional Rental Income: $2533 Airbnb ROI: N/A Traditional ROI: 7.6%
10246 N 1200 W Monticello, IN NOW AVAILABLE: EVERYTHING YOU'D WANT IN A LAKE HOME! Amazing main Lake Freeman property fe...	4 beds \| 3 baths \| 3,635 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $3149 Airbnb ROI: N/A Traditional ROI: 1.31%
5508 E Golden Acres Court Monticello, IN Enjoy the best of Lake Shafer from this beautiful waterfront home on the north end of the ...	5 beds \| 5 baths \| 3,672 sq.ft.	$949,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $5624 Airbnb ROI: N/A Traditional ROI: 4.88%
505 W Marion Street Monticello, IN Charming 4-bedroom, 2-bath home on Marion Street! Enjoy relaxing on the spacious covered f...	4 beds \| 2 baths \| 1,456 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.64% Airbnb Rental Income: $null Traditional Rental Income: $2033 Airbnb ROI: N/A Traditional ROI: 6.64%
3565 N West Shafer Drive Monticello, IN Introducing the Saint Francis model by Majestic Homes, a brand-new ranch featuring 3 bedro...	3 beds \| 2 baths \| 2,092 sq.ft.	$414,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.42% Airbnb Rental Income: $1908 Traditional Rental Income: $2530 Airbnb ROI: 1.52% Traditional ROI: 4.42%

Real Estate investment in Monticello, IN

There are 49 properties for sale in the city of Monticello . The median list price in Monticello is $339,000 and the average price per square foot is $167. In December 2025, the average monthly cash on cash return in Monticello is 5.00%. The average monthly rental income in Monticello is $2,225.

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

There are 49 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 $2,225.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, IN

1941 N Eaglehoff Court

Monticello, IN

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

$470,000

Airbnb cash on cash: 1.51%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $1908

Traditional Rental Income: $2418

Airbnb ROI: 1.51%

Traditional ROI: 3.82%

1607 Lawson Lane

Monticello, IN

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

$309,000

Airbnb cash on cash: 1.86%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $1917

Traditional Rental Income: $1723

Airbnb ROI: 1.86%

Traditional ROI: 2.94%

2308 N Sullivan Court

Monticello, IN

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

$599,900

Airbnb cash on cash: 0.83%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $1908

Traditional Rental Income: $1860

Airbnb ROI: 0.83%

Traditional ROI: 1.65%

5547 N West Shafer Drive

Monticello, IN

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

$589,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2885

Airbnb ROI: N/A

Traditional ROI: 3.67%

11921 W Breezy Point Drive

Monticello, IN

3 beds | 2 baths | 1,232 sq.ft.

$325,000

Airbnb cash on cash: 2.95%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $1908

Traditional Rental Income: $2120

Airbnb ROI: 2.95%

Traditional ROI: 5.3%

1190 N Hinterland Court

Monticello, IN

4 beds | 3 baths | 3,542 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.24%

Airbnb Rental Income: $null

Traditional Rental Income: $3092

Airbnb ROI: N/A

Traditional ROI: 5.24%

4703 E Elmer Girtz Drive

Monticello, IN

4 beds | 3 baths | 2,400 sq.ft.

$599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.2%

Airbnb Rental Income: $null

Traditional Rental Income: $3080

Airbnb ROI: N/A

Traditional ROI: 4.2%

5240 E Wenz Drive

Monticello, IN

4 beds | 3 baths | 2,738 sq.ft.

$799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2229

Airbnb ROI: N/A