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

separator

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.	$689,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 2.14% Airbnb Rental Income: $2676 Traditional Rental Income: $2786 Airbnb ROI: 0.98% Traditional ROI: 2.14%
699 S DIXIE DRIVE HOWEY IN THE HILLS, FL This nearly new, one-owner home offers peaceful living in the heart of Howey in the Hills....	3 beds \| 2 baths \| 1,651 sq.ft.	$400,000	Airbnb cash on cash: 3.47% Traditional cash on cash: 3.82% Airbnb Rental Income: $2676 Traditional Rental Income: $2171 Airbnb ROI: 3.47% Traditional ROI: 3.82%
10932 Williams Avenue HOWEY IN THE HILLS, FL Nestled in the charming and peaceful community of Howey-in-the-Hills, this lovely home off...	4 beds \| 3 baths \| 2,579 sq.ft.	$469,990	Airbnb cash on cash: 7.5% Traditional cash on cash: 4.62% Airbnb Rental Income: $5065 Traditional Rental Income: $2765 Airbnb ROI: 7.5% Traditional ROI: 4.62%
405 S PALM AVENUE HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Your search is over! This beautifully renovated Ho...	3 beds \| 2 baths \| 1,592 sq.ft.	$319,990	Airbnb cash on cash: 4.47% Traditional cash on cash: 4.88% Airbnb Rental Income: $2676 Traditional Rental Income: $2163 Airbnb ROI: 4.47% Traditional ROI: 4.88%
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.	$735,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.58% Airbnb Rental Income: $2676 Traditional Rental Income: $3305 Airbnb ROI: 1.74% Traditional ROI: 3.58%
9220 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Back on the Market â Buyerâs Financing...	3 beds \| 2 baths \| 1,971 sq.ft.	$459,900	Airbnb cash on cash: 2% Traditional cash on cash: 2.88% Airbnb Rental Income: $2676 Traditional Rental Income: $2421 Airbnb ROI: 2% Traditional ROI: 2.88%
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.	$750,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 2.16% Airbnb Rental Income: $2676 Traditional Rental Income: $2617 Airbnb ROI: 1.34% Traditional ROI: 2.16%
646 AVILA PLACE HOWEY IN THE HILLS, FL DISCOVER FLORIDA LIVING AT ITS FINEST Biscayne â Elevation A with Stone Experience the...	4 beds \| 3 baths \| 3,038 sq.ft.	$539,990	Airbnb cash on cash: 5.26% Traditional cash on cash: 3.55% Airbnb Rental Income: $5065 Traditional Rental Income: $3171 Airbnb ROI: 5.26% Traditional ROI: 3.55%
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.	$370,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 3.02% Airbnb Rental Income: $2676 Traditional Rental Income: $1893 Airbnb ROI: 3.45% Traditional ROI: 3.02%
8507 STRAWBERRY FIELDS CT HOWEY IN THE HILLS, FL **Closing Cost Assistance Available! Get 1% of the Loan Amount Toward a Lower Rate or Clos...	4 beds \| 2 baths \| 1,512 sq.ft.	$470,000	Airbnb cash on cash: 6.58% Traditional cash on cash: 1.79% Airbnb Rental Income: $5065 Traditional Rental Income: $1927 Airbnb ROI: 6.58% Traditional ROI: 1.79%
26612 BELLA VISTA DRIVE HOWEY IN THE HILLS, FL Discover your golf and lakefront oasis at Bishops Gate! This fully furnished two-bedroom t...	2 beds \| 2 baths \| 1,704 sq.ft.	$349,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.97% Airbnb Rental Income: $1739 Traditional Rental Income: $2070 Airbnb ROI: 0.51% Traditional ROI: 2.97%
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.	$478,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 4.73% Airbnb Rental Income: $2676 Traditional Rental Income: $3044 Airbnb ROI: 2.49% Traditional ROI: 4.73%
22134 O'Brien Rd HOWEY IN THE HILLS, FL Just 3 miles from the Florida Turnpike, about 37 minutes to Orlando and 50 miles to Ocala-...	3 beds \| 2 baths \| 2,880 sq.ft.	$1,050,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 1.46% Airbnb Rental Income: $2676 Traditional Rental Income: $2702 Airbnb ROI: 0.79% Traditional ROI: 1.46%
405 LONG AND WINDING ROAD HOWEY IN THE HILLS, FL Pre-Construction. To be built. The pictures are renderings of the home being built. Locate...	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%
25921 SAN RAFAEL COURT HOWEY IN THE HILLS, FL Super price reduction, and sellers are motivated and already moving. Welcome to the Las ...	2 beds \| 2 baths \| 1,942 sq.ft.	$425,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.12% Airbnb Rental Income: $1739 Traditional Rental Income: $2231 Airbnb ROI: 0.68% Traditional ROI: 3.12%
961 LIDO DRIVE HOWEY IN THE HILLS, FL A stunning two-story townhome floor plan within the Venezia community in Howey-in-the-Hill...	3 beds \| 3 baths \| 1,758 sq.ft.	$309,000	Airbnb cash on cash: 5.02% Traditional cash on cash: 6.21% Airbnb Rental Income: $2676 Traditional Rental Income: $2388 Airbnb ROI: 5.02% Traditional ROI: 6.21%
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%
54 CAMINO REAL BOULEVARD #504 HOWEY IN THE HILLS, FL Experience Luxurious Resort Living with Majestic Golf Course Views* Discover the tranqui...	3 beds \| 3 baths \| 2,686 sq.ft.	$425,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 5.23% Airbnb Rental Income: $2676 Traditional Rental Income: $3283 Airbnb ROI: 2.11% Traditional ROI: 5.23%
603 N LAKESHORE BOULEVARD HOWEY IN THE HILLS, FL Welcome home to your Lakefront pool home in Downtown Howey in the Hills! Be at ease surro...	3 beds \| 2 baths \| 1,452 sq.ft.	$385,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 4.88% Airbnb Rental Income: $2676 Traditional Rental Income: $2555 Airbnb ROI: 3.45% Traditional ROI: 4.88%
1026 LIDO DRIVE HOWEY IN THE HILLS, FL Short Sale. Priced to Sell! The open floor plan 3-bedroom, 2.5-bath townhouse is a fixer-u...	3 beds \| 3 baths \| 1,660 sq.ft.	$255,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 5.99% Airbnb Rental Income: $2676 Traditional Rental Income: $2277 Airbnb ROI: 5.01% Traditional ROI: 5.99%
9958 SANTA BARBARA COURT HOWEY IN THE HILLS, FL PARADISE AWAITS YOU IN THE BEAUTIFUL MISSION RESORT! Bring your Tender Love and Care (TLC...	3 beds \| 3 baths \| 2,107 sq.ft.	$485,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 3.74% Airbnb Rental Income: $2676 Traditional Rental Income: $3046 Airbnb ROI: 1.53% Traditional ROI: 3.74%
602 CAMINO REAL BOULEVARD #602 HOWEY IN THE HILLS, FL Easy living awaits at Mission Inn in this beautifully maintained first-floor end unit cond...	2 beds \| 2 baths \| 1,628 sq.ft.	$310,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.17% Airbnb Rental Income: $1739 Traditional Rental Income: $2088 Airbnb ROI: -0.67% Traditional ROI: 2.17%
533 AVILA PLACE HOWEY IN THE HILLS, FL PRICE ADJUSTMENT! Below Market Value. Spacious & Elegant 4-Bedroom Home with Bonus Suite \|...	4 beds \| 4 baths \| 2,940 sq.ft.	$499,000	Airbnb cash on cash: 5.94% Traditional cash on cash: 6.36% Airbnb Rental Income: $5065 Traditional Rental Income: $4228 Airbnb ROI: 5.94% Traditional ROI: 6.36%
488 AVILA PLACE HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Buyer may be able to assume current FHA mortgage a...	4 beds \| 3 baths \| 2,549 sq.ft.	$479,900	Airbnb cash on cash: 6.76% Traditional cash on cash: 4.18% Airbnb Rental Income: $5065 Traditional Rental Income: $2872 Airbnb ROI: 6.76% Traditional ROI: 4.18%
1042 Lido Drive HOWEY IN THE HILLS, FL Welcome to Modern Townhome Living at Its Finest! This beautifully crafted 3-bedroom, 2.5-b...	3 beds \| 3 baths \| 1,748 sq.ft.	$319,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 4.85% Airbnb Rental Income: $2676 Traditional Rental Income: $2345 Airbnb ROI: 3.83% Traditional ROI: 4.85%
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.	$265,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 4.02% Airbnb Rental Income: $2676 Traditional Rental Income: $1728 Airbnb ROI: 5.28% Traditional ROI: 4.02%
84 CAMINO REAL BOULEVARD HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available a...	4 beds \| 3 baths \| 2,559 sq.ft.	$400,000	Airbnb cash on cash: 6.52% Traditional cash on cash: 2.8% Airbnb Rental Income: $5065 Traditional Rental Income: $2638 Airbnb ROI: 6.52% Traditional ROI: 2.8%
9307 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL Within the welcoming lifestyle of the Mission Resort and Club, lies the Las Colinas Commun...	3 beds \| 2 baths \| 1,971 sq.ft.	$605,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 2.03% Airbnb Rental Income: $2676 Traditional Rental Income: $2301 Airbnb ROI: 1.57% Traditional ROI: 2.03%
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%
7565 DEWEY ROBBINS ROAD HOWEY IN THE HILLS, FL MOTIVATED SELLERS WILLING TO PAY CLOSING COSTS *his UNIQUE & VERSATILE property is per...	4 beds \| 3 baths \| 2,400 sq.ft.	$539,999	Airbnb cash on cash: 5.74% Traditional cash on cash: 3.7% Airbnb Rental Income: $5065 Traditional Rental Income: $3005 Airbnb ROI: 5.74% Traditional ROI: 3.7%
52 CAMINO REAL BOULEVARD HOWEY IN THE HILLS, FL Welcome to Mission Resort & Club in charming Howey-in-the-Hillsâwhere resort living meet...	2 beds \| 2 baths \| 2,021 sq.ft.	$335,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 5.29% Airbnb Rental Income: $1739 Traditional Rental Income: $2672 Airbnb ROI: 0.8% Traditional ROI: 5.29%
9335 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL PARADISE AWAITS YOU! LOCATION, LOCATION, LOCATION: Quaint small town of Howey in the Hills...	4 beds \| 4 baths \| 2,938 sq.ft.	$619,900	Airbnb cash on cash: 4.75% Traditional cash on cash: 4.83% Airbnb Rental Income: $5065 Traditional Rental Income: $4077 Airbnb ROI: 4.75% Traditional ROI: 4.83%
105 N FLORIDA AVENUE HOWEY IN THE HILLS, FL Short Sale. ENTERTAINING ALL OFFERS INCLUDING SHORT SALE!!!Eligible for zero-down financin...	2 beds \| 1 baths \| 768 sq.ft.	$150,000	Airbnb cash on cash: 6.31% Traditional cash on cash: 7.58% Airbnb Rental Income: $1739 Traditional Rental Income: $1442 Airbnb ROI: 6.31% Traditional ROI: 7.58%
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.	$1,020,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -0.71% Airbnb Rental Income: $2676 Traditional Rental Income: $2895 Airbnb ROI: -1.61% Traditional ROI: -0.71%
9433 SAN MIGUEL HOWEY IN THE HILLS, FL Discover timeless elegance and resort-style living at 9433 San Miguel Ct, nestled in the L...	3 beds \| 2 baths \| 2,150 sq.ft.	$659,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 2.42% Airbnb Rental Income: $2676 Traditional Rental Income: $2834 Airbnb ROI: 1.13% Traditional ROI: 2.42%
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 BOULEVARD #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: 4.11% Traditional cash on cash: 5.61% Airbnb Rental Income: $2676 Traditional Rental Income: $2518 Airbnb ROI: 4.11% Traditional ROI: 5.61%
212 MESSINA PLACE HOWEY IN THE HILLS, FL This single-story home in Venezia South features 3 bedrooms, 2 bathrooms, designed with an...	3 beds \| 2 baths \| 1,652 sq.ft.	$370,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.74% Airbnb Rental Income: $2676 Traditional Rental Income: $2152 Airbnb ROI: 3.42% Traditional ROI: 3.74%

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

There are 38 properties for sale in the city of Howey In The Hills . The median list price in Howey In The Hills is $464,945 and the average price per square foot is $214. In September 2025, the average monthly cash on cash return in Howey In The Hills is 4.00%. The average monthly rental income in Howey In The Hills is $2,586.

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

There are 38 investment properties available for sale in Howey-in-the-hills.

In 2025, the best neighborhood to buy investment property is HOWEY IN THE HILLS.

The ROI for Long-Term is higher than the Short-Term in Howey-in-the-hills with average rental income of $2,586.

Your search for investment property begins and ends here

Investment Property 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.

$689,000

Airbnb cash on cash: 0.98%

Traditional cash on cash: 2.14%

Airbnb Rental Income: $2676

Traditional Rental Income: $2786

Airbnb ROI: 0.98%

Traditional ROI: 2.14%

699 S DIXIE DRIVE

HOWEY IN THE HILLS, FL

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

$400,000

Airbnb cash on cash: 3.47%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $2676

Traditional Rental Income: $2171

Airbnb ROI: 3.47%

Traditional ROI: 3.82%

10932 Williams Avenue

HOWEY IN THE HILLS, FL

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

$469,990

Airbnb cash on cash: 7.5%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $5065

Traditional Rental Income: $2765

Airbnb ROI: 7.5%

Traditional ROI: 4.62%

405 S PALM AVENUE

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,592 sq.ft.

$319,990

Airbnb cash on cash: 4.47%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $2676

Traditional Rental Income: $2163

Airbnb ROI: 4.47%

Traditional ROI: 4.88%

23210 BROUWERTOWN ROAD

HOWEY IN THE HILLS, FL

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

$735,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $2676

Traditional Rental Income: $3305

Airbnb ROI: 1.74%

Traditional ROI: 3.58%

9220 SAN JOSE BOULEVARD

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,971 sq.ft.

$459,900

Airbnb cash on cash: 2%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $2676

Traditional Rental Income: $2421

Airbnb ROI: 2%

Traditional ROI: 2.88%

23321 N BUCKHILL ROAD

HOWEY IN THE HILLS, FL

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

$750,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2676

Traditional Rental Income: $2617

Airbnb ROI: 1.34%

Traditional ROI: 2.16%

646 AVILA PLACE

HOWEY IN THE HILLS, FL

4 beds | 3 baths | 3,038 sq.ft.

$539,990

Airbnb cash on cash: 5.26%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $5065

Traditional Rental Income: $3171

Airbnb ROI: 5.26%