Real Estate Investment Properties for Sale in Howey In The Hills, FL

Looking for investment property in Howey In The Hills, FL with high ROI ?

Explore a variety of short-term homes & houses in Howey In The Hills, FL. Invest wisely with VRBO & Howey In The Hills, FL 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 Howey In The Hills, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
699 S DIXIE DRIVE HOWEY IN THE HILLS, FL This move in ready and nearly new, one-owner home that offers peaceful living in the heart...	3 beds \| 2 baths \| 1,651 sq.ft.	$390,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 3.94% Airbnb Rental Income: $902 Traditional Rental Income: $2171 Airbnb ROI: -0.46% Traditional ROI: 3.94%
23210 BROUWERTOWN ROAD HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Motivated Seller! 5 acres of peace and tranquility...	3 beds \| 3 baths \| 2,345 sq.ft.	$685,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.91% Airbnb Rental Income: $902 Traditional Rental Income: $3305 Airbnb ROI: -0.38% Traditional ROI: 3.91%
23321 N BUCKHILL ROAD HOWEY IN THE HILLS, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. IM...	3 beds \| 3 baths \| 3,228 sq.ft.	$725,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.27% Airbnb Rental Income: $902 Traditional Rental Income: $2617 Airbnb ROI: -0.77% Traditional ROI: 2.27%
489 Avila Pl HOWEY IN THE HILLS, FL To see this home is to love it! This nearly new, immaculate Avalon plan with a 5th Bedroom...	5 beds \| 4 baths \| 2,938 sq.ft.	$685,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $4658 Airbnb ROI: N/A Traditional ROI: 4.47%
33 Camino Real #303 HOWEY IN THE HILLS, FL OWNER FINANCING AVAILABLE: Experience the epitome of luxury living in this exquisite 3-be...	3 beds \| 3 baths \| 2,682 sq.ft.	$485,000	Airbnb cash on cash: -2.48% Traditional cash on cash: 2.99% Airbnb Rental Income: $902 Traditional Rental Income: $3044 Airbnb ROI: -2.48% Traditional ROI: 2.99%
22134 O'Brien Rd HOWEY IN THE HILLS, FL Discover your own rural retreat in this 10-acre Central Florida haven! Perfectly located n...	3 beds \| 2 baths \| 2,880 sq.ft.	$990,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.61% Airbnb Rental Income: $902 Traditional Rental Income: $2702 Airbnb ROI: -0.71% Traditional ROI: 1.61%
405 LONG AND WINDING ROAD HOWEY IN THE HILLS, FL Under Construction. Expected finish date is January 2026. Located in Blue Spring Reserve a...	4 beds \| 5 baths \| 4,231 sq.ft.	$1,650,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.6% Airbnb Rental Income: $2294 Traditional Rental Income: $5832 Airbnb ROI: -0.09% Traditional ROI: 2.6%
25921 San Rafael Ct HOWEY IN THE HILLS, FL Short Sale. Welcome to the Las Colinas neighborhood of San Rafael. This Golf Course Villa ...	3 beds \| 2 baths \| 1,942 sq.ft.	$350,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 3.99% Airbnb Rental Income: $902 Traditional Rental Income: $2231 Airbnb ROI: -1.09% Traditional ROI: 3.99%
22531 5th St HOWEY IN THE HILLS, FL Beautiful 2500 ftÂ², four bedroom three bath pool home on nearly two fenced acres. This ho...	4 beds \| 3 baths \| 2,501 sq.ft.	$674,999	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.01% Airbnb Rental Income: $2294 Traditional Rental Income: $3145 Airbnb ROI: 0.75% Traditional ROI: 3.01%
533 Avila Pl HOWEY IN THE HILLS, FL Now priced to sell! This spacious, newer construction home is one of the best values in th...	4 beds \| 4 baths \| 2,940 sq.ft.	$475,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 6.73% Airbnb Rental Income: $2294 Traditional Rental Income: $4228 Airbnb ROI: 1.09% Traditional ROI: 6.73%
9506 NUMBER TWO ROAD HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Boater's bring your boat. Room to park it on this ...	3 beds \| 2 baths \| 893 sq.ft.	$245,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 4.43% Airbnb Rental Income: $902 Traditional Rental Income: $1728 Airbnb ROI: -0.61% Traditional ROI: 4.43%
9307 San Jose Blvd HOWEY IN THE HILLS, FL Huge price reduction! Built in 2023 and one of the newest Villas here, this beautiful 3-...	3 beds \| 2 baths \| 1,971 sq.ft.	$560,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 2.18% Airbnb Rental Income: $902 Traditional Rental Income: $2301 Airbnb ROI: -1.06% Traditional ROI: 2.18%
9335 San Jose Blvd YALAHA, FL Spanish Mediterranean luxury in Las Colinas within the Mission Resort community, offering ...	4 beds \| 4 baths \| 2,938 sq.ft.	$565,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 5.39% Airbnb Rental Income: $2294 Traditional Rental Income: $4077 Airbnb ROI: 0.92% Traditional ROI: 5.39%
23637 STATE ROAD 19 HOWEY IN THE HILLS, FL DEVELOPERS/BUILDERS--An Excellent Opportunity on this 73 +/- acres. Highway 19 frontage o...	5 beds \| 3 baths \| 2,800 sq.ft.	$2,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.19% Airbnb Rental Income: $null Traditional Rental Income: $3768 Airbnb ROI: N/A Traditional ROI: 0.19%
503 Camino Real Blvd #503 HOWEY IN THE HILLS, FL Peaceful, Scenic, and Move-In Ready! Nestled in the heart of the Mission Inn Golf & Resort...	3 beds \| 2 baths \| 2,010 sq.ft.	$339,000	Airbnb cash on cash: -2.8% Traditional cash on cash: 3.34% Airbnb Rental Income: $902 Traditional Rental Income: $2518 Airbnb ROI: -2.8% Traditional ROI: 3.34%
24540 Turkey Lake Rd HOWEY IN THE HILLS, FL Discover timeless elegance and exceptional privacy in this custom-built 3-bedroom, 3-bath ...	3 beds \| 3 baths \| 2,984 sq.ft.	$1,150,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.67% Airbnb Rental Income: $902 Traditional Rental Income: $3418 Airbnb ROI: -0.94% Traditional ROI: 1.67%
202 Camino Real Blvd #202 HOWEY IN THE HILLS, FL This fully furnished Mission Resort condominium offers a serene retreat with stunning view...	2 beds \| 2 baths \| 1,628 sq.ft.	$275,000	Airbnb cash on cash: -4.39% Traditional cash on cash: 2.16% Airbnb Rental Income: $791 Traditional Rental Income: $2168 Airbnb ROI: -4.39% Traditional ROI: 2.16%
9330 San Jose Blvd HOWEY IN THE HILLS, FL 9330 San Jose Blvd, HOWEY IN THE HILLS, FL 34737 \| Single Family Residential	4 beds \| 3 baths \| 2,661 sq.ft.	$660,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.28% Airbnb Rental Income: $2294 Traditional Rental Income: $2406 Airbnb ROI: 0.17% Traditional ROI: 1.28%
410 E Orchid Way HOWEY IN THE HILLS, FL 410 E Orchid Way, HOWEY IN THE HILLS, FL 34737 \| Single Family Residential	3 beds \| 2 baths \| 2,112 sq.ft.	$419,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.86% Airbnb Rental Income: $902 Traditional Rental Income: $1960 Airbnb ROI: -0.69% Traditional ROI: 2.86%

Real Estate investment in Howey-in-the-hills, FL

There are 60 properties for sale in the city of Howey In The Hills . The median list price in Howey In The Hills is $460,999 and the average price per square foot is $200. In March 2026, the average monthly cash on cash return in Howey In The Hills is 3.00%. The average monthly rental income in Howey In The Hills is $2,309.

Howey-in-the-hills, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 60 investment properties available for sale in Howey-in-the-hills.

In 2026, the best neighborhood to buy investment property is HOWEY IN THE HILLS.

The ROI for Short-Term is higher than the Long-Term in Howey-in-the-hills with average rental income of $902.

Your search for investment property begins and ends here

Investment Property for Sale in Howey In The Hills, FL

699 S DIXIE DRIVE

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,651 sq.ft.

$390,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $902

Traditional Rental Income: $2171

Airbnb ROI: -0.46%

Traditional ROI: 3.94%

23210 BROUWERTOWN ROAD

HOWEY IN THE HILLS, FL

3 beds | 3 baths | 2,345 sq.ft.

$685,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $902

Traditional Rental Income: $3305

Airbnb ROI: -0.38%

Traditional ROI: 3.91%

23321 N BUCKHILL ROAD

HOWEY IN THE HILLS, FL

3 beds | 3 baths | 3,228 sq.ft.

$725,000

Airbnb cash on cash: -0.77%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $902

Traditional Rental Income: $2617

Airbnb ROI: -0.77%

Traditional ROI: 2.27%

489 Avila Pl

HOWEY IN THE HILLS, FL

5 beds | 4 baths | 2,938 sq.ft.

$685,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.47%

Airbnb Rental Income: $null

Traditional Rental Income: $4658

Airbnb ROI: N/A

Traditional ROI: 4.47%

33 Camino Real #303

HOWEY IN THE HILLS, FL

3 beds | 3 baths | 2,682 sq.ft.

$485,000

Airbnb cash on cash: -2.48%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $902

Traditional Rental Income: $3044

Airbnb ROI: -2.48%

Traditional ROI: 2.99%

22134 O'Brien Rd

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 2,880 sq.ft.

$990,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $902

Traditional Rental Income: $2702

Airbnb ROI: -0.71%

Traditional ROI: 1.61%

405 LONG AND WINDING ROAD

HOWEY IN THE HILLS, FL

4 beds | 5 baths | 4,231 sq.ft.

$1,650,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $2294

Traditional Rental Income: $5832

Airbnb ROI: -0.09%

Traditional ROI: 2.6%

25921 San Rafael Ct

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,942 sq.ft.

$350,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $902

Traditional Rental Income: $2231

Airbnb ROI: -1.09%