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.

Single Family Homes for Sale in Howey In The Hills, FL

Search for Single Family Residential for Sale in Howey In The Hills, 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 19 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
9326 SAN JOSE BLVD HOWEY IN THE HILLS, FL Enjoy the quiet but active lifestyle at LAS COLINAS IN THE MISSION INN RESORT AND CLUB! Fi...	3 beds \| 3 baths \| 2,648 sq.ft.	$684,900	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.16% Airbnb Rental Income: $2676 Traditional Rental Income: $2786 Airbnb ROI: 0.99% Traditional ROI: 2.16%
699 S DIXIE DRIVE HOWEY IN THE HILLS, FL Donât miss this nearly new, one-owner home that offers peaceful living in the heart of H...	3 beds \| 2 baths \| 1,651 sq.ft.	$390,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 3.94% Airbnb Rental Income: $2676 Traditional Rental Income: $2171 Airbnb ROI: 3.59% Traditional ROI: 3.94%
10932 Williams Avenue HOWEY IN THE HILLS, FL Welcome to your Florida retreat in the heart of Howey-in-the-Hills! This beautiful home is...	4 beds \| 3 baths \| 2,579 sq.ft.	$429,990	Airbnb cash on cash: 8.28% Traditional cash on cash: 5.14% Airbnb Rental Income: $5065 Traditional Rental Income: $2765 Airbnb ROI: 8.28% Traditional ROI: 5.14%
23210 BROUWERTOWN ROAD HOWEY IN THE HILLS, FL 2.375 Assumable VA Loan!!! Fabulous Sunset Views from your dream horse retreat. Escape to ...	3 beds \| 3 baths \| 2,345 sq.ft.	$700,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 3.81% Airbnb Rental Income: $2676 Traditional Rental Income: $3305 Airbnb ROI: 1.87% Traditional ROI: 3.81%
23321 N BUCKHILL ROAD HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. IMPROVED PRICE!! "Survey says" 4.88 ACRES...	3 beds \| 3 baths \| 3,228 sq.ft.	$725,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 2.27% Airbnb Rental Income: $2676 Traditional Rental Income: $2617 Airbnb ROI: 1.42% Traditional ROI: 2.27%
489 AVILA PLACE 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.	$719,900	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%
198 W CYPRESS AVENUE HOWEY IN THE HILLS, FL The Hidden Gem of Howey-in-the-Hills Tucked beyond the moss-draped oaks and whispering ...	3 beds \| 2 baths \| 1,196 sq.ft.	$355,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 3.19% Airbnb Rental Income: $2676 Traditional Rental Income: $1893 Airbnb ROI: 3.63% Traditional ROI: 3.19%
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: 0.89% Traditional cash on cash: 1.61% Airbnb Rental Income: $2676 Traditional Rental Income: $2702 Airbnb ROI: 0.89% 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: 1.42% Traditional cash on cash: 2.6% Airbnb Rental Income: $5065 Traditional Rental Income: $5832 Airbnb ROI: 1.42% Traditional ROI: 2.6%
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.	$699,999	Airbnb cash on cash: 4.23% Traditional cash on cash: 2.87% Airbnb Rental Income: $5065 Traditional Rental Income: $3145 Airbnb ROI: 4.23% Traditional ROI: 2.87%
9930 SANTA BARBARA COURT HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Experience golf and resort living at its f...	3 beds \| 2 baths \| 1,885 sq.ft.	$494,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 3.02% Airbnb Rental Income: $2676 Traditional Rental Income: $2538 Airbnb ROI: 1.94% Traditional ROI: 3.02%
9958 SANTA BARBARA COURT HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. PARADISE AWAITS YOU IN THE BEAUTIFUL MISSI...	3 beds \| 3 baths \| 2,107 sq.ft.	$469,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 3.9% Airbnb Rental Income: $2676 Traditional Rental Income: $3046 Airbnb ROI: 1.61% Traditional ROI: 3.9%
533 AVILA PLACE HOWEY IN THE HILLS, FL PRICE IMPROVEMENT! Below Market Value. Spacious & Elegant 4-Bedroom Home with Bonus Suite ...	4 beds \| 4 baths \| 2,940 sq.ft.	$479,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 6.67% Airbnb Rental Income: $5065 Traditional Rental Income: $4228 Airbnb ROI: 6.23% Traditional ROI: 6.67%
9506 NUMBER TWO ROAD HOWEY IN THE HILLS, FL Boater's bring your boat. Room to park it on this property and access to the boat ramp jus...	3 beds \| 2 baths \| 893 sq.ft.	$245,000	Airbnb cash on cash: 5.78% Traditional cash on cash: 4.43% Airbnb Rental Income: $2676 Traditional Rental Income: $1728 Airbnb ROI: 5.78% Traditional ROI: 4.43%
9307 SAN JOSE BOULEVARD 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.	$575,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 2.18% Airbnb Rental Income: $2676 Traditional Rental Income: $2301 Airbnb ROI: 1.7% Traditional ROI: 2.18%
709 CALABRIA WAY HOWEY IN THE HILLS, FL Welcome home to this well-maintained three bedroom 2 1/2 bath, open concept, single-owner ...	3 beds \| 3 baths \| 1,899 sq.ft.	$400,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 4.81% Airbnb Rental Income: $2676 Traditional Rental Income: $2633 Airbnb ROI: 3.24% Traditional ROI: 4.81%
9335 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL (Zillow Video Tour under Facts Interior) Spanish Mediterranean Elegance in Mission Resort ...	4 beds \| 4 baths \| 2,938 sq.ft.	$590,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 5.12% Airbnb Rental Income: $5065 Traditional Rental Income: $4077 Airbnb ROI: 5.04% Traditional ROI: 5.12%
9517 SAN FERNANDO COURT HOWEY IN THE HILLS, FL Pre-Construction. To be built. Exceptional opportunity to build your custom dream home wit...	3 beds \| 3 baths \| 2,984 sq.ft.	$975,000	Airbnb cash on cash: -1.64% Traditional cash on cash: -0.7% Airbnb Rental Income: $2676 Traditional Rental Income: $2895 Airbnb ROI: -1.64% Traditional ROI: -0.7%
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%

Your search for investment property begins and ends here

Single Family Homes for Sale in Howey In The Hills, FL

9326 SAN JOSE BLVD

HOWEY IN THE HILLS, FL

3 beds | 3 baths | 2,648 sq.ft.

$684,900

Airbnb cash on cash: 0.99%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2676

Traditional Rental Income: $2786

Airbnb ROI: 0.99%

Traditional ROI: 2.16%

699 S DIXIE DRIVE

HOWEY IN THE HILLS, FL

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

$390,000

Airbnb cash on cash: 3.59%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $2676

Traditional Rental Income: $2171

Airbnb ROI: 3.59%

Traditional ROI: 3.94%

10932 Williams Avenue

HOWEY IN THE HILLS, FL

4 beds | 3 baths | 2,579 sq.ft.

$429,990

Airbnb cash on cash: 8.28%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $5065

Traditional Rental Income: $2765

Airbnb ROI: 8.28%

Traditional ROI: 5.14%

23210 BROUWERTOWN ROAD

HOWEY IN THE HILLS, FL

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

$700,000

Airbnb cash on cash: 1.87%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $2676

Traditional Rental Income: $3305

Airbnb ROI: 1.87%

Traditional ROI: 3.81%

23321 N BUCKHILL ROAD

HOWEY IN THE HILLS, FL

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

$725,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $2676

Traditional Rental Income: $2617

Airbnb ROI: 1.42%

Traditional ROI: 2.27%

489 AVILA PLACE

HOWEY IN THE HILLS, FL

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

$719,900

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%

198 W CYPRESS AVENUE

HOWEY IN THE HILLS, FL

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

$355,000

Airbnb cash on cash: 3.63%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $2676

Traditional Rental Income: $1893

Airbnb ROI: 3.63%

Traditional ROI: 3.19%

22134 O'Brien Rd

HOWEY IN THE HILLS, FL

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

$990,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $2676

Traditional Rental Income: $2702

Airbnb ROI: 0.89%