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
9326 SAN JOSE BLVD HOWEY IN THE HILLS, FL Enjoy a quiet, active lifestyle at Las Colinas in the Mission Inn Resort and Club. Set in ...	3 beds \| 3 baths \| 2,648 sq.ft.	$664,900	Airbnb cash on cash: -1.33% Traditional cash on cash: 2.38% Airbnb Rental Income: $902 Traditional Rental Income: $2861 Airbnb ROI: -1.33% Traditional ROI: 2.38%
131 E PALMETTO AVENUE HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Welcome to your own slice of small-town ch...	3 beds \| 3 baths \| 1,894 sq.ft.	$375,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 5.74% Airbnb Rental Income: $902 Traditional Rental Income: $3058 Airbnb ROI: -1.35% Traditional ROI: 5.74%
9220 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. This beautifully crafted KEVCO-built resid...	3 beds \| 2 baths \| 1,971 sq.ft.	$497,500	Airbnb cash on cash: -1.43% Traditional cash on cash: 3.04% Airbnb Rental Income: $902 Traditional Rental Income: $2639 Airbnb ROI: -1.43% Traditional ROI: 3.04%
602 Napoli Way HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Rare opportunity with an assumable VA loan...	3 beds \| 2 baths \| 1,664 sq.ft.	$380,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 4.19% Airbnb Rental Income: $902 Traditional Rental Income: $2383 Airbnb ROI: -0.91% Traditional ROI: 4.19%
575 AVILA PLACE HOWEY IN THE HILLS, FL Amazing 4 bedroom 3 full bathroom one story home in the beautiful neighborhood of Talichet...	4 beds \| 3 baths \| 2,504 sq.ft.	$459,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.99% Airbnb Rental Income: $2294 Traditional Rental Income: $3083 Airbnb ROI: 0.83% Traditional ROI: 3.99%
489 AVILA PLACE HOWEY IN THE HILLS, FL Price improvement! To see this home is to love it! This nearly new, immaculate Avalon plan...	5 beds \| 4 baths \| 2,938 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.45% Airbnb Rental Income: $null Traditional Rental Income: $4417 Airbnb ROI: N/A Traditional ROI: 4.45%
236 MESSINA PL HOWEY IN THE HILLS, FL Welcome to effortless Florida living in the heart of Howey-in-the-Hills. This beautifully ...	4 beds \| 2 baths \| 1,780 sq.ft.	$385,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 4.76% Airbnb Rental Income: $2294 Traditional Rental Income: $2279 Airbnb ROI: 3.22% Traditional ROI: 4.76%
594 VIA BELLA COURT HOWEY IN THE HILLS, FL Over $100,000 in improvements on 1 year old home! Welcome to this beautifully appointed 4-...	4 beds \| 3 baths \| 3,038 sq.ft.	$560,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.66% Airbnb Rental Income: $2294 Traditional Rental Income: $3409 Airbnb ROI: 0.44% Traditional ROI: 3.66%
8507 STRAWBERRY FIELDS COURT HOWEY IN THE HILLS, FL Pristine opportunity at 8507 Strawberry Fields Court, a remarkable property featuring near...	4 beds \| 2 baths \| 1,512 sq.ft.	$469,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 1.8% Airbnb Rental Income: $2294 Traditional Rental Income: $1927 Airbnb ROI: 1.33% Traditional ROI: 1.8%
802 CAMINO REAL BOULEVARD #802 HOWEY IN THE HILLS, FL Price Reduced!! Welcome Home to the ultimate Florida lifestyle at Mission Inn! Enjoy brea...	3 beds \| 2 baths \| 1,824 sq.ft.	$275,000	Airbnb cash on cash: -3.27% Traditional cash on cash: 5.13% Airbnb Rental Income: $902 Traditional Rental Income: $2742 Airbnb ROI: -3.27% Traditional ROI: 5.13%
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: 4.75% Airbnb Rental Income: $902 Traditional Rental Income: $3841 Airbnb ROI: -2.48% Traditional ROI: 4.75%
405 LONG AND WINDING ROAD HOWEY IN THE HILLS, FL Under Construction. Expected finish date is Mid-April 2026. Located in Blue Spring Reserve...	4 beds \| 5 baths \| 4,231 sq.ft.	$1,650,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.24% Airbnb Rental Income: $2294 Traditional Rental Income: $6822 Airbnb ROI: -0.09% Traditional ROI: 3.24%
25921 SAN RAFAEL COURT 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: 5.22% Airbnb Rental Income: $902 Traditional Rental Income: $2636 Airbnb ROI: -1.09% Traditional ROI: 5.22%
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.	$295,000	Airbnb cash on cash: -1.8% Traditional cash on cash: 4.91% Airbnb Rental Income: $902 Traditional Rental Income: $2428 Airbnb ROI: -1.8% Traditional ROI: 4.91%
9930 SANTA BARBARA COURT HOWEY IN THE HILLS, FL Experience golf and resort living at its finest in the exclusive gated neighborhood of Las...	3 beds \| 2 baths \| 1,885 sq.ft.	$479,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 3.16% Airbnb Rental Income: $902 Traditional Rental Income: $2588 Airbnb ROI: -1.36% Traditional ROI: 3.16%
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: -3.49% Traditional cash on cash: 3.62% Airbnb Rental Income: $902 Traditional Rental Income: $3390 Airbnb ROI: -3.49% Traditional ROI: 3.62%
9958 SANTA BARBARA COURT HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. PRICE REDUCED!!! ALL NEW INTERIOR PAINT AN...	3 beds \| 3 baths \| 2,107 sq.ft.	$459,000	Airbnb cash on cash: -1.87% Traditional cash on cash: 3.91% Airbnb Rental Income: $902 Traditional Rental Income: $3046 Airbnb ROI: -1.87% Traditional ROI: 3.91%
1219 LIDO DRIVE HOWEY IN THE HILLS, FL Welcome to Venezia Townhomes, a charming new community by D.R. Horton located in picturesq...	3 beds \| 3 baths \| 1,660 sq.ft.	$296,999	Airbnb cash on cash: -1.46% Traditional cash on cash: 5.2% Airbnb Rental Income: $902 Traditional Rental Income: $2426 Airbnb ROI: -1.46% Traditional ROI: 5.2%
9307 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Huge price reduction! Now $560,000, come and see t...	3 beds \| 2 baths \| 1,971 sq.ft.	$560,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 2.72% Airbnb Rental Income: $902 Traditional Rental Income: $2536 Airbnb ROI: -1.06% Traditional ROI: 2.72%
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: -0.71% Traditional cash on cash: 4.44% Airbnb Rental Income: $902 Traditional Rental Income: $2492 Airbnb ROI: -0.71% Traditional ROI: 4.44%
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: -2.8% Traditional cash on cash: 3.23% Airbnb Rental Income: $902 Traditional Rental Income: $2483 Airbnb ROI: -2.8% Traditional ROI: 3.23%
103 CAMINO REAL BOULEVARD HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Wake up surrounded by palm trees, world-cl...	3 beds \| 2 baths \| 2,010 sq.ft.	$270,000	Airbnb cash on cash: -3.43% Traditional cash on cash: 5.4% Airbnb Rental Income: $902 Traditional Rental Income: $2812 Airbnb ROI: -3.43% Traditional ROI: 5.4%
24540 TURKEY LAKE ROAD 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: 2.38% Airbnb Rental Income: $902 Traditional Rental Income: $4118 Airbnb ROI: -0.94% Traditional ROI: 2.38%
202 CAMINO REAL BOULEVARD #202 HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. This fully furnished Mission Resort condom...	2 beds \| 2 baths \| 1,628 sq.ft.	$265,000	Airbnb cash on cash: -4.51% Traditional cash on cash: 3.05% Airbnb Rental Income: $791 Traditional Rental Income: $2362 Airbnb ROI: -4.51% Traditional ROI: 3.05%
502 S DIXIE DRIVE HOWEY IN THE HILLS, FL In the heart of charming Howey-in-the-Hills! This beautifully maintained home invites you ...	3 beds \| 2 baths \| 1,399 sq.ft.	$350,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 4.69% Airbnb Rental Income: $902 Traditional Rental Income: $2150 Airbnb ROI: -0.13% Traditional ROI: 4.69%
102 CAMINO REAL BOULEVARD #102 HOWEY IN THE HILLS, FL Discover peaceful resort-style living in the beautiful Mission Inn Resort & Club community...	2 beds \| 2 baths \| 1,628 sq.ft.	$275,000	Airbnb cash on cash: -4.54% Traditional cash on cash: 3.46% Airbnb Rental Income: $791 Traditional Rental Income: $2544 Airbnb ROI: -4.54% Traditional ROI: 3.46%
9236 SAN JOSE BLVD HOWEY IN THE HILLS, FL Welcome to 9236 San Jose Boulevard, a like-new home built in 2023 that perfectly blends lu...	3 beds \| 2 baths \| 2,145 sq.ft.	$569,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 1.31% Airbnb Rental Income: $902 Traditional Rental Income: $2120 Airbnb ROI: -1.62% Traditional ROI: 1.31%
523 BELLISSIMO PLACE HOWEY IN THE HILLS, FL Welcome home to this beautiful four-bedroom, three-bath residence nestled on a prime corne...	4 beds \| 3 baths \| 2,565 sq.ft.	$470,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 4.53% Airbnb Rental Income: $2294 Traditional Rental Income: $2889 Airbnb ROI: 1.88% Traditional ROI: 4.53%
1105 N VALENCIA AVENUE HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Welcome home to this quaint, impeccably maintained...	3 beds \| 2 baths \| 1,574 sq.ft.	$375,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 4.98% Airbnb Rental Income: $902 Traditional Rental Income: $2540 Airbnb ROI: -0.64% Traditional ROI: 4.98%
26321 AVENIDA LAS COLINAS HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Built in 2020, this custom home combines elevated ...	3 beds \| 3 baths \| 2,571 sq.ft.	$799,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 2.56% Airbnb Rental Income: $902 Traditional Rental Income: $3759 Airbnb ROI: -1.73% Traditional ROI: 2.56%
26206 AVENIDA LAS COLINAS #4A HOWEY IN THE HILLS, FL LUXURY LIVING ON THE GREENS OF MISSION INN RESORT AND CLUB. Experience the quintessential...	2 beds \| 2 baths \| 2,031 sq.ft.	$359,999	Airbnb cash on cash: -1.39% Traditional cash on cash: 5.84% Airbnb Rental Income: $791 Traditional Rental Income: $2914 Airbnb ROI: -1.39% Traditional ROI: 5.84%
8009 SERGEANT PEPPER DR HOWEY IN THE HILLS, FL TURNKEY, MOVE-IN READY beautiful home on 2.26 acres of pure beauty! Located minutes from m...	3 beds \| 3 baths \| 2,052 sq.ft.	$500,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 4.82% Airbnb Rental Income: $902 Traditional Rental Income: $2961 Airbnb ROI: -0.31% Traditional ROI: 4.82%
8013 SERGEANT PEPPER DR HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Discover peaceful country living with modern conve...	3 beds \| 2 baths \| 1,980 sq.ft.	$545,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.54% Airbnb Rental Income: $902 Traditional Rental Income: $2684 Airbnb ROI: -0.62% Traditional ROI: 3.54%
703 CALABRIA WAY HOWEY IN THE HILLS, FL Look no furtherâthis exceptional home is a must-see, and opportunities like this donât...	5 beds \| 4 baths \| 3,276 sq.ft.	$599,990	Airbnb cash on cash: N/A Traditional cash on cash: 9.5% Airbnb Rental Income: $null Traditional Rental Income: $6660 Airbnb ROI: N/A Traditional ROI: 9.5%
9512 SERRA COURT HOWEY IN THE HILLS, FL Mission Inn is a beautiful golf community offering two championship golf courses, tennis, ...	3 beds \| 2 baths \| 1,864 sq.ft.	$539,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 3.02% Airbnb Rental Income: $902 Traditional Rental Income: $2654 Airbnb ROI: -1.13% Traditional ROI: 3.02%
1041 LIDO DRIVE HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Are you looking for low maintenance townho...	3 beds \| 3 baths \| 1,673 sq.ft.	$290,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 7.49% Airbnb Rental Income: $902 Traditional Rental Income: $2594 Airbnb ROI: 0.06% Traditional ROI: 7.49%
307 TERRACOTTA TERRACE HOWEY IN THE HILLS, FL Welcome home! As you walk in, youâre immediately invited in by soaring vaulted ceilings ...	4 beds \| 2 baths \| 2,162 sq.ft.	$429,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 5.94% Airbnb Rental Income: $2294 Traditional Rental Income: $3341 Airbnb ROI: 1.92% Traditional ROI: 5.94%

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

There are 37 properties for sale in the city of Howey In The Hills . The median list price in Howey In The Hills is $444,450 and the average price per square foot is $202. In April 2026, 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 $2,654.

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

There are 37 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 Long-Term is higher than the Short-Term in Howey-in-the-hills with average rental income of $2,654.

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.

$664,900

Airbnb cash on cash: -1.33%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $902

Traditional Rental Income: $2861

Airbnb ROI: -1.33%

Traditional ROI: 2.38%

131 E PALMETTO AVENUE

HOWEY IN THE HILLS, FL

3 beds | 3 baths | 1,894 sq.ft.

$375,000

Airbnb cash on cash: -1.35%

Traditional cash on cash: 5.74%

Airbnb Rental Income: $902

Traditional Rental Income: $3058

Airbnb ROI: -1.35%

Traditional ROI: 5.74%

9220 SAN JOSE BOULEVARD

HOWEY IN THE HILLS, FL

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

$497,500

Airbnb cash on cash: -1.43%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $902

Traditional Rental Income: $2639

Airbnb ROI: -1.43%

Traditional ROI: 3.04%

602 Napoli Way

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,664 sq.ft.

$380,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $902

Traditional Rental Income: $2383

Airbnb ROI: -0.91%

Traditional ROI: 4.19%

575 AVILA PLACE

HOWEY IN THE HILLS, FL

4 beds | 3 baths | 2,504 sq.ft.

$459,900

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $2294

Traditional Rental Income: $3083

Airbnb ROI: 0.83%

Traditional ROI: 3.99%

489 AVILA PLACE

HOWEY IN THE HILLS, FL

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

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.45%

Airbnb Rental Income: $null

Traditional Rental Income: $4417

Airbnb ROI: N/A

Traditional ROI: 4.45%

236 MESSINA PL

HOWEY IN THE HILLS, FL

4 beds | 2 baths | 1,780 sq.ft.

$385,000

Airbnb cash on cash: 3.22%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $2294

Traditional Rental Income: $2279

Airbnb ROI: 3.22%

Traditional ROI: 4.76%

594 VIA BELLA COURT

HOWEY IN THE HILLS, FL

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

$560,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $2294

Traditional Rental Income: $3409

Airbnb ROI: 0.44%