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
300 Cedar Street Monticello, FL Reduced to $269,900 ~ Welcome to 300 Cedar Street ~ Located a stone's throw from Monticell...	3 beds \| 2 baths \| 2,044 sq.ft.	$269,900	Airbnb cash on cash: 6.78% Traditional cash on cash: 7.21% Airbnb Rental Income: $2992 Traditional Rental Income: $2415 Airbnb ROI: 6.78% Traditional ROI: 7.21%
952 Turney Anderson Road Monticello, FL Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% in...	3 beds \| 2 baths \| 1,841 sq.ft.	$449,900	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.05% Airbnb Rental Income: $2992 Traditional Rental Income: $1960 Airbnb ROI: 3.87% Traditional ROI: 3.05%
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.	$219,000	Airbnb cash on cash: 9.18% Traditional cash on cash: 8.44% Airbnb Rental Income: $2992 Traditional Rental Income: $2151 Airbnb ROI: 9.18% Traditional ROI: 8.44%
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%
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: 2.1% Traditional cash on cash: 4.26% Airbnb Rental Income: $2992 Traditional Rental Income: $3508 Airbnb ROI: 2.1% 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%
1610 Yaupon Court Monticello , FL This like-new home offers the perfect blend of comfort and style. Featuring three spacious...	3 beds \| 2 baths \| 1,858 sq.ft.	$425,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 1.85% Airbnb Rental Income: $2992 Traditional Rental Income: $1592 Airbnb ROI: 3.64% Traditional ROI: 1.85%
2029 Boston Highway Monticello , FL Welcome to 2029 Boston Hwy-the perfect blend of comfort, convenience, and country charm. T...	2 beds \| 2 baths \| 1,922 sq.ft.	$245,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 4.4% Airbnb Rental Income: $2152 Traditional Rental Income: $1616 Airbnb ROI: 4.35% Traditional ROI: 4.4%
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: 5.14% Traditional cash on cash: 2.43% Airbnb Rental Income: $2992 Traditional Rental Income: $1449 Airbnb ROI: 5.14% 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.	$265,000	Airbnb cash on cash: 6.96% Traditional cash on cash: 2.77% Airbnb Rental Income: $2992 Traditional Rental Income: $1257 Airbnb ROI: 6.96% Traditional ROI: 2.77%
193 Nautilus Drive Monticello , FL Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the ...	4 beds \| 6 baths \| 9,848 sq.ft.	$1,190,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 4.47% Airbnb Rental Income: $4157 Traditional Rental Income: $6490 Airbnb ROI: 1.57% Traditional ROI: 4.47%
130 Simpson Avenue Monticello , FL Beautiful home located in historic Monticello within walking distance to downtown shopping...	3 beds \| 2 baths \| 1,654 sq.ft.	$249,900	Airbnb cash on cash: 7.65% Traditional cash on cash: 8.27% Airbnb Rental Income: $2992 Traditional Rental Income: $2450 Airbnb ROI: 7.65% Traditional ROI: 8.27%
1205 E Pearl Street Monticello , FL Charming 1956 Mid-Century Home. Fully Renovated with Modern Touches. Welcome to this beaut...	3 beds \| 3 baths \| 2,373 sq.ft.	$399,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 5.2% Airbnb Rental Income: $2992 Traditional Rental Income: $2743 Airbnb ROI: 4.03% Traditional ROI: 5.2%
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.	$419,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 5.05% Airbnb Rental Income: $2992 Traditional Rental Income: $2817 Airbnb ROI: 3.75% Traditional ROI: 5.05%
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: 2.55% Traditional cash on cash: 4.19% Airbnb Rental Income: $2992 Traditional Rental Income: $3203 Airbnb ROI: 2.55% 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%
2024 Old Lloyd Road Monticello , FL Square footage includes both the main house is 3200 square feet with 4 bedrooms and 3 bath...	4 beds \| 3 baths \| 4,600 sq.ft.	$989,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 2.26% Airbnb Rental Income: $4157 Traditional Rental Income: $3485 Airbnb ROI: 2.04% Traditional ROI: 2.26%
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: 3.33% Traditional cash on cash: 3.11% Airbnb Rental Income: $2992 Traditional Rental Income: $2210 Airbnb ROI: 3.33% 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: 3.46% Traditional cash on cash: 4.2% Airbnb Rental Income: $2992 Traditional Rental Income: $2666 Airbnb ROI: 3.46% Traditional ROI: 4.2%

Your search for investment property begins and ends here

Single Family Homes for Sale in Monticello, FL

300 Cedar Street

Monticello, FL

3 beds | 2 baths | 2,044 sq.ft.

$269,900

Airbnb cash on cash: 6.78%

Traditional cash on cash: 7.21%

Airbnb Rental Income: $2992

Traditional Rental Income: $2415

Airbnb ROI: 6.78%

Traditional ROI: 7.21%

952 Turney Anderson Road

Monticello, FL

3 beds | 2 baths | 1,841 sq.ft.

$449,900

Airbnb cash on cash: 3.87%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $2992

Traditional Rental Income: $1960

Airbnb ROI: 3.87%

Traditional ROI: 3.05%

185 Mallard Lane

Monticello, FL

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

$219,000

Airbnb cash on cash: 9.18%

Traditional cash on cash: 8.44%

Airbnb Rental Income: $2992

Traditional Rental Income: $2151

Airbnb ROI: 9.18%

Traditional ROI: 8.44%

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%

Other Investment Properties for Sale in Monticello

Monticello , FL

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

$595,000

Airbnb cash on cash: 2.1%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $2992

Traditional Rental Income: $3508

Airbnb ROI: 2.1%

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 | 1,858 sq.ft.

$425,000

Airbnb cash on cash: 3.64%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $2992

Traditional Rental Income: $1592

Airbnb ROI: 3.64%

Traditional ROI: 1.85%

Monticello , FL

2 beds | 2 baths | 1,922 sq.ft.

$245,000

Airbnb cash on cash: 4.35%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $2152

Traditional Rental Income: $1616

Airbnb ROI: 4.35%

Traditional ROI: 4.4%

Monticello , FL

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