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
9926 SANTA BARBARA COURT HOWEY IN THE HILLS, FL Imagine your very own Custom Built, Mediterranean-inspired home, a private cul-de-sac neig...	4 beds \| 3 baths \| 2,431 sq.ft.	$659,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 3.32% Airbnb Rental Income: $3059 Traditional Rental Income: $3341 Airbnb ROI: 1.73% Traditional ROI: 3.32%
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.	$659,900	Airbnb cash on cash: 1.73% Traditional cash on cash: 2.75% Airbnb Rental Income: $3164 Traditional Rental Income: $3074 Airbnb ROI: 1.73% Traditional ROI: 2.75%
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.	$350,000	Airbnb cash on cash: 4.36% Traditional cash on cash: 6.32% Airbnb Rental Income: $3164 Traditional Rental Income: $3092 Airbnb ROI: 4.36% Traditional ROI: 6.32%
308 S PALM AVENUE HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Some pictures were digitized...Awesome opportunity...	3 beds \| 2 baths \| 1,244 sq.ft.	$250,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 5.66% Airbnb Rental Income: $3164 Traditional Rental Income: $2061 Airbnb ROI: 7.3% Traditional ROI: 5.66%
699 S DIXIE DRIVE HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Move-in ready and thoughtfully designed, this sing...	3 beds \| 2 baths \| 1,651 sq.ft.	$385,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 4.71% Airbnb Rental Income: $3164 Traditional Rental Income: $2429 Airbnb ROI: 4.77% Traditional ROI: 4.71%
9220 SAN JOSE BOULEVARD HOWEY IN THE HILLS, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Th...	3 beds \| 2 baths \| 1,971 sq.ft.	$487,500	Airbnb cash on cash: 2.7% Traditional cash on cash: 3.57% Airbnb Rental Income: $3164 Traditional Rental Income: $2846 Airbnb ROI: 2.7% Traditional ROI: 3.57%
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: 4.38% Traditional cash on cash: 4.38% Airbnb Rental Income: $3164 Traditional Rental Income: $2448 Airbnb ROI: 4.38% Traditional ROI: 4.38%
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.	$449,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.3% Airbnb Rental Income: $3059 Traditional Rental Income: $3171 Airbnb ROI: 2.38% Traditional ROI: 4.3%
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: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $4335 Airbnb ROI: N/A Traditional ROI: 4.32%
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.	$382,500	Airbnb cash on cash: 5.02% Traditional cash on cash: 5.38% Airbnb Rental Income: $3059 Traditional Rental Income: $2489 Airbnb ROI: 5.02% Traditional ROI: 5.38%
594 VIA BELLA COURT HOWEY IN THE HILLS, FL Motivated sellers. Over $100,000 in improvements on 1 year old home! Welcome to this beaut...	4 beds \| 3 baths \| 3,038 sq.ft.	$520,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 4.16% Airbnb Rental Income: $3059 Traditional Rental Income: $3479 Airbnb ROI: 1.86% Traditional ROI: 4.16%
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: 4% Traditional cash on cash: 4.54% Airbnb Rental Income: $3164 Traditional Rental Income: $2588 Airbnb ROI: 4% Traditional ROI: 4.54%
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: 0.33% Traditional cash on cash: 3.27% Airbnb Rental Income: $3059 Traditional Rental Income: $6865 Airbnb ROI: 0.33% Traditional ROI: 3.27%
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: 4.65% Traditional cash on cash: 5.61% Airbnb Rental Income: $3164 Traditional Rental Income: $2763 Airbnb ROI: 4.65% Traditional ROI: 5.61%
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.	$295,001	Airbnb cash on cash: 4.99% Traditional cash on cash: 5.08% Airbnb Rental Income: $3164 Traditional Rental Income: $2473 Airbnb ROI: 4.99% Traditional ROI: 5.08%
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.	$466,500	Airbnb cash on cash: 2.95% Traditional cash on cash: 3.7% Airbnb Rental Income: $3164 Traditional Rental Income: $2772 Airbnb ROI: 2.95% Traditional ROI: 3.7%
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: 1.25% Traditional cash on cash: 5.34% Airbnb Rental Income: $3164 Traditional Rental Income: $4078 Airbnb ROI: 1.25% Traditional ROI: 5.34%
1026 LIDO DRIVE HOWEY IN THE HILLS, FL Reduced $!4K. This charming spacious 3-bed, 2.5-bath townhome nestled in a established ...	3 beds \| 3 baths \| 1,660 sq.ft.	$248,000	Airbnb cash on cash: 6.31% Traditional cash on cash: 5.59% Airbnb Rental Income: $3164 Traditional Rental Income: $2277 Airbnb ROI: 6.31% Traditional ROI: 5.59%
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: 2.52% Traditional cash on cash: 3.95% Airbnb Rental Income: $3164 Traditional Rental Income: $3062 Airbnb ROI: 2.52% Traditional ROI: 3.95%
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: 5.28% Traditional cash on cash: 5.06% Airbnb Rental Income: $3164 Traditional Rental Income: $2387 Airbnb ROI: 5.28% Traditional ROI: 5.06%
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: 4.32% Traditional cash on cash: 4.85% Airbnb Rental Income: $3164 Traditional Rental Income: $2647 Airbnb ROI: 4.32% Traditional ROI: 4.85%
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: 3.12% Traditional cash on cash: 3.39% Airbnb Rental Income: $3164 Traditional Rental Income: $2532 Airbnb ROI: 3.12% Traditional ROI: 3.39%
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.	$265,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 5.44% Airbnb Rental Income: $3164 Traditional Rental Income: $2792 Airbnb ROI: 4.06% Traditional ROI: 5.44%
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: 0.82% Traditional cash on cash: 2.48% Airbnb Rental Income: $3164 Traditional Rental Income: $4225 Airbnb ROI: 0.82% Traditional ROI: 2.48%
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.	$250,000	Airbnb cash on cash: -3.61% Traditional cash on cash: 3.6% Airbnb Rental Income: $1106 Traditional Rental Income: $2435 Airbnb ROI: -3.61% Traditional ROI: 3.6%
26345 SAN GABRIEL HOWEY IN THE HILLS, FL Discover timeless elegance and resort-style living at 26345 San Gabriel, nestled in the La...	3 beds \| 2 baths \| 2,138 sq.ft.	$539,995	Airbnb cash on cash: 2.1% Traditional cash on cash: 0.99% Airbnb Rental Income: $3164 Traditional Rental Income: $1888 Airbnb ROI: 2.1% Traditional ROI: 0.99%
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: -3.53% Traditional cash on cash: 3.86% Airbnb Rental Income: $1106 Traditional Rental Income: $2647 Airbnb ROI: -3.53% Traditional ROI: 3.86%
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.	$460,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 4.95% Airbnb Rental Income: $3059 Traditional Rental Income: $3017 Airbnb ROI: 3.42% Traditional ROI: 4.95%
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.	$349,999	Airbnb cash on cash: -0.6% Traditional cash on cash: 5.01% Airbnb Rental Income: $1106 Traditional Rental Income: $2579 Airbnb ROI: -0.6% Traditional ROI: 5.01%
8009 SERGEANT PEPPER DR HOWEY IN THE HILLS, FL TURNKEY, MOVE-IN READY HOME on 2.26 ACRES of PURE BEAUTY! Perfectly located just minutes f...	3 beds \| 3 baths \| 2,052 sq.ft.	$474,900	Airbnb cash on cash: 3.97% Traditional cash on cash: 4.65% Airbnb Rental Income: $3164 Traditional Rental Income: $2751 Airbnb ROI: 3.97% Traditional ROI: 4.65%
8013 SERGEANT PEPPER DR HOWEY IN THE HILLS, FL Discover peaceful country living with modern convenience on 3.05 acres of tranquility! Bui...	3 beds \| 2 baths \| 1,980 sq.ft.	$525,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 3.71% Airbnb Rental Income: $3164 Traditional Rental Income: $2684 Airbnb ROI: 3.23% Traditional ROI: 3.71%
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.	$579,990	Airbnb cash on cash: N/A Traditional cash on cash: 7.34% Airbnb Rental Income: $null Traditional Rental Income: $5292 Airbnb ROI: N/A Traditional ROI: 7.34%
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: 2.61% Traditional cash on cash: 3.31% Airbnb Rental Income: $3164 Traditional Rental Income: $2800 Airbnb ROI: 2.61% Traditional ROI: 3.31%
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: 6.96% Traditional cash on cash: 6.94% Airbnb Rental Income: $3164 Traditional Rental Income: $2443 Airbnb ROI: 6.96% Traditional ROI: 6.94%
307 TERRACOTTA TERRACE HOWEY IN THE HILLS, FL Enough Looking and Welcome home! As you walk in, youâre immediately invited in by soarin...	4 beds \| 2 baths \| 2,162 sq.ft.	$410,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 4.55% Airbnb Rental Income: $3059 Traditional Rental Income: $2677 Airbnb ROI: 3.72% Traditional ROI: 4.55%
901 CAMINO REAL BOULEVARD #901 HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. Experience resort living at its finest wit...	3 beds \| 2 baths \| 1,824 sq.ft.	$285,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 4.54% Airbnb Rental Income: $3164 Traditional Rental Income: $2650 Airbnb ROI: 3.78% Traditional ROI: 4.54%
654 AVILA PLACE HOWEY IN THE HILLS, FL INSTANT EQUITY--INSTANT EQUITY--INSTANT EQUITY!!! The ability to own this home at such an ...	4 beds \| 3 baths \| 2,531 sq.ft.	$399,990	Airbnb cash on cash: 3.29% Traditional cash on cash: 4.52% Airbnb Rental Income: $3059 Traditional Rental Income: $2820 Airbnb ROI: 3.29% Traditional ROI: 4.52%

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 $400,000 and the average price per square foot is $186. In May 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 $2,718.

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 $2,718.

Your search for investment property begins and ends here

Investment Property for Sale in Howey In The Hills, FL

9926 SANTA BARBARA COURT

HOWEY IN THE HILLS, FL

4 beds | 3 baths | 2,431 sq.ft.

$659,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $3059

Traditional Rental Income: $3341

Airbnb ROI: 1.73%

Traditional ROI: 3.32%

9326 SAN JOSE BLVD

HOWEY IN THE HILLS, FL

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

$659,900

Airbnb cash on cash: 1.73%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $3164

Traditional Rental Income: $3074

Airbnb ROI: 1.73%

Traditional ROI: 2.75%

131 E PALMETTO AVENUE

HOWEY IN THE HILLS, FL

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

$350,000

Airbnb cash on cash: 4.36%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $3164

Traditional Rental Income: $3092

Airbnb ROI: 4.36%

Traditional ROI: 6.32%

308 S PALM AVENUE

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,244 sq.ft.

$250,000

Airbnb cash on cash: 7.3%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $3164

Traditional Rental Income: $2061

Airbnb ROI: 7.3%

Traditional ROI: 5.66%

699 S DIXIE DRIVE

HOWEY IN THE HILLS, FL

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

$385,000

Airbnb cash on cash: 4.77%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $3164

Traditional Rental Income: $2429

Airbnb ROI: 4.77%

Traditional ROI: 4.71%

9220 SAN JOSE BOULEVARD

HOWEY IN THE HILLS, FL

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

$487,500

Airbnb cash on cash: 2.7%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $3164

Traditional Rental Income: $2846

Airbnb ROI: 2.7%

Traditional ROI: 3.57%

602 Napoli Way

HOWEY IN THE HILLS, FL

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

$380,000

Airbnb cash on cash: 4.38%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $3164

Traditional Rental Income: $2448

Airbnb ROI: 4.38%

Traditional ROI: 4.38%

575 AVILA PLACE

HOWEY IN THE HILLS, FL

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

$449,900

Airbnb cash on cash: 2.38%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $3059

Traditional Rental Income: $3171

Airbnb ROI: 2.38%