Real Estate Investment Properties for Sale in Monticello, FL

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

Explore a variety of short-term homes & houses in Monticello, FL. Invest wisely with VRBO & Monticello, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Monticello, FL

Search for Single Family Residential for Sale in Monticello, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 4 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
185 Mallard Lane Monticello, FL See updated pictures - motivated Sellers. Newer 2020 mobile home on 1.95 acres. This simpl...	3 beds \| 2 baths \| 1,328 sq.ft.	$199,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 9.36% Airbnb Rental Income: $788 Traditional Rental Income: $2151 Airbnb ROI: 0.45% Traditional ROI: 9.36%
2664 A W Washington Highway Monticello, FL FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move...	5 beds \| 2 baths \| 2,659 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.81% Airbnb Rental Income: $null Traditional Rental Income: $2749 Airbnb ROI: N/A Traditional ROI: 6.81%
54 Woodland Drive Monticello, FL One or more photos have been virtually staged (fire in fireplace). Welcome to this beautif...	4 beds \| 3 baths \| 2,032 sq.ft.	$485,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 4.23% Airbnb Rental Income: $4157 Traditional Rental Income: $2660 Airbnb ROI: 5.59% Traditional ROI: 4.23%
655 N Cherry Street Monticello, FL New construction in the heart of Monticello's Historic District! This beautifully built 1,...	2 beds \| 2 baths \| 1,092 sq.ft.	$244,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 4.82% Airbnb Rental Income: $702 Traditional Rental Income: $1645 Airbnb ROI: -0.57% Traditional ROI: 4.82%
Other Investment Properties for Sale in Monticello
79 Lakeside Road Monticello , FL Go Back in time in this traditional farmhouse nestled on 4.44 acres totally fence and cros...	3 beds \| 3 baths \| 3,054 sq.ft.	$595,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 4.26% Airbnb Rental Income: $788 Traditional Rental Income: $3508 Airbnb ROI: -1.21% Traditional ROI: 4.26%
155 E Seminole Avenue Monticello , FL Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a ge...	4 beds \| 3 baths \| 2,223 sq.ft.	$355,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 5.91% Airbnb Rental Income: $4157 Traditional Rental Income: $2738 Airbnb ROI: 7.52% Traditional ROI: 5.91%
354 Pine Cone Drive Monticello , FL 2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds pri...	3 beds \| 2 baths \| 1,604 sq.ft.	$335,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.43% Airbnb Rental Income: $788 Traditional Rental Income: $1449 Airbnb ROI: -0.69% Traditional ROI: 2.43%
1160 E Washington Street Monticello , FL Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility ...	3 beds \| 1 baths \| 1,334 sq.ft.	$252,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.01% Airbnb Rental Income: $788 Traditional Rental Income: $1257 Airbnb ROI: -0.31% Traditional ROI: 3.01%
339 Silver Lake Rd. Monticello , FL Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great enterta...	3 beds \| 3 baths \| 2,706 sq.ft.	$375,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 5.86% Airbnb Rental Income: $788 Traditional Rental Income: $2817 Airbnb ROI: -0.82% Traditional ROI: 5.86%
515 E Palmer Mill Road Monticello , FL Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downt...	3 beds \| 3 baths \| 2,187 sq.ft.	$585,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 4.19% Airbnb Rental Income: $788 Traditional Rental Income: $3203 Airbnb ROI: -0.82% Traditional ROI: 4.19%
825 Rainey Run Monticello , FL This private 10-acre retreat is where luxury, comfort, and nature come together in perfect...	4 beds \| 5 baths \| 3,696 sq.ft.	$995,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.87% Airbnb Rental Income: $4157 Traditional Rental Income: $6213 Airbnb ROI: 1.69% Traditional ROI: 4.87%
107 Tarn Way Monticello , FL 2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new ...	3 beds \| 2 baths \| 1,774 sq.ft.	$449,900	Airbnb cash on cash: -1.03% Traditional cash on cash: 3.11% Airbnb Rental Income: $788 Traditional Rental Income: $2210 Airbnb ROI: -1.03% Traditional ROI: 3.11%
3827 N Jefferson Street Monticello , FL Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peace...	3 beds \| 3 baths \| 3,026 sq.ft.	$525,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.2% Airbnb Rental Income: $788 Traditional Rental Income: $2666 Airbnb ROI: -0.28% Traditional ROI: 4.2%
490 E Palmer Mill Road Monticello , FL This striking Victorian home built in 1892 and located near downtown Monticello. The home ...	3 beds \| 3 baths \| 2,467 sq.ft.	$189,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 11.9% Airbnb Rental Income: $788 Traditional Rental Income: $2627 Airbnb ROI: -0.12% Traditional ROI: 11.9%
181 Heritage Boulevard Monticello , FL Certified Florida Green Home on 3 acres in the highly sough after Heritage Hills s/d. Enjo...	3 beds \| 3 baths \| 2,546 sq.ft.	$599,900	Airbnb cash on cash: -0.8% Traditional cash on cash: 3.28% Airbnb Rental Income: $788 Traditional Rental Income: $2756 Airbnb ROI: -0.8% Traditional ROI: 3.28%
205 N Rhodes Street Monticello , FL Classic historical home built in the 1920's. Walking distance to charming downtown Montice...	3 beds \| 2 baths \| 2,766 sq.ft.	$365,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 5.23% Airbnb Rental Income: $788 Traditional Rental Income: $2529 Airbnb ROI: -0.79% Traditional ROI: 5.23%
47 Mire Court Monticello , FL Amazing new construction Available Now 3 bedroom 2 bathroom by Nailed It Tallahassee LLC L...	3 beds \| 2 baths \| 1,806 sq.ft.	$455,995	Airbnb cash on cash: -1.04% Traditional cash on cash: 2.77% Airbnb Rental Income: $788 Traditional Rental Income: $2094 Airbnb ROI: -1.04% Traditional ROI: 2.77%
1125 E Dogwood Street Monticello , FL Must see this brand new home built by Southern Construction in the downtown Monticello are...	3 beds \| 2 baths \| 1,290 sq.ft.	$265,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 5.98% Airbnb Rental Income: $788 Traditional Rental Income: $2066 Airbnb ROI: -0.39% Traditional ROI: 5.98%
513 Creekside Court Monticello , FL Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivi...	4 beds \| 3 baths \| 2,660 sq.ft.	$589,900	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.23% Airbnb Rental Income: $4157 Traditional Rental Income: $2925 Airbnb ROI: 3.87% Traditional ROI: 3.23%

Your search for investment property begins and ends here

Single Family Homes for Sale in Monticello, FL

185 Mallard Lane

Monticello, FL

3 beds | 2 baths | 1,328 sq.ft.

$199,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 9.36%

Airbnb Rental Income: $788

Traditional Rental Income: $2151

Airbnb ROI: 0.45%

Traditional ROI: 9.36%

2664 A W Washington Highway

Monticello, FL

5 beds | 2 baths | 2,659 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.81%

Airbnb Rental Income: $null

Traditional Rental Income: $2749

Airbnb ROI: N/A

Traditional ROI: 6.81%

54 Woodland Drive

Monticello, FL

4 beds | 3 baths | 2,032 sq.ft.

$485,000

Airbnb cash on cash: 5.59%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $4157

Traditional Rental Income: $2660

Airbnb ROI: 5.59%

Traditional ROI: 4.23%

655 N Cherry Street

Monticello, FL

2 beds | 2 baths | 1,092 sq.ft.

$244,900

Airbnb cash on cash: -0.57%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $702

Traditional Rental Income: $1645

Airbnb ROI: -0.57%

Traditional ROI: 4.82%

Other Investment Properties for Sale in Monticello

Monticello , FL

3 beds | 3 baths | 3,054 sq.ft.

$595,000

Airbnb cash on cash: -1.21%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $788

Traditional Rental Income: $3508

Airbnb ROI: -1.21%

Traditional ROI: 4.26%

Monticello , FL

4 beds | 3 baths | 2,223 sq.ft.

$355,000

Airbnb cash on cash: 7.52%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $4157

Traditional Rental Income: $2738

Airbnb ROI: 7.52%

Traditional ROI: 5.91%

Monticello , FL

3 beds | 2 baths | 1,604 sq.ft.

$335,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 2.43%

Airbnb Rental Income: $788

Traditional Rental Income: $1449

Airbnb ROI: -0.69%

Traditional ROI: 2.43%

Monticello , FL

3 beds | 1 baths | 1,334 sq.ft.

$252,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $788

Traditional Rental Income: $1257

Airbnb ROI: -0.31%

Traditional ROI: 3.01%

Monticello , FL

3 beds | 3 baths | 2,706 sq.ft.