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 26 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
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: 4.45% Traditional cash on cash: 3.32% Airbnb Rental Income: $5065 Traditional Rental Income: $3341 Airbnb ROI: 4.45% 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.	$664,900	Airbnb cash on cash: 3.17% Traditional cash on cash: 2.72% Airbnb Rental Income: $4251 Traditional Rental Income: $3074 Airbnb ROI: 3.17% Traditional ROI: 2.72%
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.	$370,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 5.93% Airbnb Rental Income: $4251 Traditional Rental Income: $3092 Airbnb ROI: 6.68% Traditional ROI: 5.93%
699 S DIXIE DRIVE HOWEY IN THE HILLS, FL Move-in ready and thoughtfully designed, this single-story home offers a bright, functiona...	3 beds \| 2 baths \| 1,651 sq.ft.	$385,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 4.71% Airbnb Rental Income: $4251 Traditional Rental Income: $2429 Airbnb ROI: 7.27% Traditional ROI: 4.71%
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: 4.57% Traditional cash on cash: 3.48% Airbnb Rental Income: $4251 Traditional Rental Income: $2846 Airbnb ROI: 4.57% Traditional ROI: 3.48%
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: 6.92% Traditional cash on cash: 4.38% Airbnb Rental Income: $4251 Traditional Rental Income: $2448 Airbnb ROI: 6.92% 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: 6.35% Traditional cash on cash: 4.3% Airbnb Rental Income: $5065 Traditional Rental Income: $3171 Airbnb ROI: 6.35% Traditional ROI: 4.3%
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: 9.68% Traditional cash on cash: 5.38% Airbnb Rental Income: $5065 Traditional Rental Income: $2489 Airbnb ROI: 9.68% Traditional ROI: 5.38%
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.	$550,000	Airbnb cash on cash: 4.95% Traditional cash on cash: 3.88% Airbnb Rental Income: $5065 Traditional Rental Income: $3479 Airbnb ROI: 4.95% Traditional ROI: 3.88%
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: 1.42% Traditional cash on cash: 3.27% Airbnb Rental Income: $5065 Traditional Rental Income: $6865 Airbnb ROI: 1.42% 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: 7.4% Traditional cash on cash: 5.61% Airbnb Rental Income: $4251 Traditional Rental Income: $2763 Airbnb ROI: 7.4% Traditional ROI: 5.61%
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.	$474,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 3.62% Airbnb Rental Income: $4251 Traditional Rental Income: $2772 Airbnb ROI: 4.93% 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: 4.63% Traditional cash on cash: 3.95% Airbnb Rental Income: $4251 Traditional Rental Income: $3062 Airbnb ROI: 4.63% Traditional ROI: 3.95%
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: 6.73% Traditional cash on cash: 4.85% Airbnb Rental Income: $4251 Traditional Rental Income: $2647 Airbnb ROI: 6.73% Traditional ROI: 4.85%
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: 1.67% Traditional cash on cash: 2.48% Airbnb Rental Income: $4251 Traditional Rental Income: $4225 Airbnb ROI: 1.67% Traditional ROI: 2.48%
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: 8.36% Traditional cash on cash: 4.94% Airbnb Rental Income: $4251 Traditional Rental Income: $2231 Airbnb ROI: 8.36% Traditional ROI: 4.94%
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: 3.89% Traditional cash on cash: 0.99% Airbnb Rental Income: $4251 Traditional Rental Income: $1888 Airbnb ROI: 3.89% Traditional ROI: 0.99%
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: 7.3% Traditional cash on cash: 4.95% Airbnb Rental Income: $5065 Traditional Rental Income: $3017 Airbnb ROI: 7.3% Traditional ROI: 4.95%
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: 7.29% Traditional cash on cash: 4.98% Airbnb Rental Income: $4251 Traditional Rental Income: $2540 Airbnb ROI: 7.29% Traditional ROI: 4.98%
26309 San Gabriel HOWEY IN THE HILLS, FL 26309 San Gabriel, HOWEY IN THE HILLS, FL 34737 \| Single Family Residential	3 beds \| 2 baths \| 2,135 sq.ft.	$649,900	Airbnb cash on cash: 2.79% Traditional cash on cash: 0.49% Airbnb Rental Income: $4251 Traditional Rental Income: $1961 Airbnb ROI: 2.79% Traditional ROI: 0.49%
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: 2.02% Traditional cash on cash: 2.56% Airbnb Rental Income: $4251 Traditional Rental Income: $3759 Airbnb ROI: 2.02% Traditional ROI: 2.56%
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: 7.06% Airbnb Rental Income: $null Traditional Rental Income: $5292 Airbnb ROI: N/A Traditional ROI: 7.06%
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: 4.41% Traditional cash on cash: 3.31% Airbnb Rental Income: $4251 Traditional Rental Income: $2800 Airbnb ROI: 4.41% Traditional ROI: 3.31%
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.	$419,900	Airbnb cash on cash: 7.86% Traditional cash on cash: 4.42% Airbnb Rental Income: $5065 Traditional Rental Income: $2677 Airbnb ROI: 7.86% Traditional ROI: 4.42%
231 Messina Pl HOWEY IN THE HILLS, FL 231 Messina Pl, HOWEY IN THE HILLS, FL 34737 \| Single Family Residential	3 beds \| 2 baths \| 1,685 sq.ft.	$359,800	Airbnb cash on cash: 7.56% Traditional cash on cash: 3.36% Airbnb Rental Income: $4251 Traditional Rental Income: $1933 Airbnb ROI: 7.56% Traditional ROI: 3.36%
126 E Magnolia Ave HOWEY IN THE HILLS, FL 126 E Magnolia Ave, HOWEY IN THE HILLS, FL 34737 \| Single Family Residential	2 beds \| 2 baths \| 1,917 sq.ft.	$349,900	Airbnb cash on cash: 5.19% Traditional cash on cash: 3.82% Airbnb Rental Income: $3129 Traditional Rental Income: $1966 Airbnb ROI: 5.19% Traditional ROI: 3.82%

Your search for investment property begins and ends here

Single Family Homes 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: 4.45%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $5065

Traditional Rental Income: $3341

Airbnb ROI: 4.45%

Traditional ROI: 3.32%

9326 SAN JOSE BLVD

HOWEY IN THE HILLS, FL

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

$664,900

Airbnb cash on cash: 3.17%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $4251

Traditional Rental Income: $3074

Airbnb ROI: 3.17%

Traditional ROI: 2.72%

131 E PALMETTO AVENUE

HOWEY IN THE HILLS, FL

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

$370,000

Airbnb cash on cash: 6.68%

Traditional cash on cash: 5.93%

Airbnb Rental Income: $4251

Traditional Rental Income: $3092

Airbnb ROI: 6.68%

Traditional ROI: 5.93%

699 S DIXIE DRIVE

HOWEY IN THE HILLS, FL

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

$385,000

Airbnb cash on cash: 7.27%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $4251

Traditional Rental Income: $2429

Airbnb ROI: 7.27%

Traditional ROI: 4.71%

9220 SAN JOSE BOULEVARD

HOWEY IN THE HILLS, FL

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

$497,500

Airbnb cash on cash: 4.57%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $4251

Traditional Rental Income: $2846

Airbnb ROI: 4.57%

Traditional ROI: 3.48%

602 Napoli Way

HOWEY IN THE HILLS, FL

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

$380,000

Airbnb cash on cash: 6.92%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $4251

Traditional Rental Income: $2448

Airbnb ROI: 6.92%

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: 6.35%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $5065

Traditional Rental Income: $3171

Airbnb ROI: 6.35%

Traditional ROI: 4.3%

236 MESSINA PL

HOWEY IN THE HILLS, FL

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

$382,500

Airbnb cash on cash: 9.68%

Traditional cash on cash: 5.38%

Airbnb Rental Income: $5065

Traditional Rental Income: $2489

Airbnb ROI: 9.68%