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 Ct 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 \| 2 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 Ave 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 Dr 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 Blvd 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%
245 Messina Pl HOWEY IN THE HILLS, FL Why wait for a new build? Buy a new home now! Welcome home to 245 Messina Place. This beau...	4 beds \| 2 baths \| 1,910 sq.ft.	$385,000	Airbnb cash on cash: 9.48% Traditional cash on cash: 5.09% Airbnb Rental Income: $5065 Traditional Rental Income: $2444 Airbnb ROI: 9.48% Traditional ROI: 5.09%
575 Avila Pl 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 Ct 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%
591 Via Bella Ct HOWEY IN THE HILLS, FL Under Construction. Stock Images Biscayne Elevation B, Lot 103 Extra Large Pie Shaped Lot...	4 beds \| 3 baths \| 3,020 sq.ft.	$545,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 5% Airbnb Rental Income: $5065 Traditional Rental Income: $3343 Airbnb ROI: 6.35% Traditional ROI: 5%
8507 Strawberry Fields Ct 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: 6.58% Traditional cash on cash: 2.62% Airbnb Rental Income: $5065 Traditional Rental Income: $2290 Airbnb ROI: 6.58% Traditional ROI: 2.62%
14 Camino Real Blvd #14 HOWEY IN THE HILLS, FL Spacious, Light-Filled Condo with Water Views in Prestigious Mission Inn Resort! Step i...	3 beds \| 2 baths \| 2,685 sq.ft.	$525,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 2.41% Airbnb Rental Income: $4251 Traditional Rental Income: $2912 Airbnb ROI: 3.31% Traditional ROI: 2.41%
802 Camino Real Blvd #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: 7.49% Traditional cash on cash: 4.54% Airbnb Rental Income: $4251 Traditional Rental Income: $2588 Airbnb ROI: 7.49% Traditional ROI: 4.54%
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: 3.68% Traditional cash on cash: 5.49% Airbnb Rental Income: $4251 Traditional Rental Income: $4175 Airbnb ROI: 3.68% Traditional ROI: 5.49%
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 Ct 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%
961 Lido Dr HOWEY IN THE HILLS, FL A stunning two-story townhome floor plan within the Venezia community in Howey-in-the-Hill...	3 beds \| 2 baths \| 1,758 sq.ft.	$295,000	Airbnb cash on cash: 8.25% Traditional cash on cash: 5.08% Airbnb Rental Income: $4251 Traditional Rental Income: $2473 Airbnb ROI: 8.25% Traditional ROI: 5.08%
9930 Santa Barbara Ct 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: 4.87% Traditional cash on cash: 3.57% Airbnb Rental Income: $4251 Traditional Rental Income: $2772 Airbnb ROI: 4.87% Traditional ROI: 3.57%
54 Camino Real Blvd #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: 3.52% Traditional cash on cash: 5.34% Airbnb Rental Income: $4251 Traditional Rental Income: $4078 Airbnb ROI: 3.52% Traditional ROI: 5.34%
1026 Lido Dr HOWEY IN THE HILLS, FL Reduced HOA! This charming spacious 3-bed, 2.5-bath townhome nestled in a established ...	3 beds \| 2 baths \| 1,660 sq.ft.	$262,500	Airbnb cash on cash: 9.58% Traditional cash on cash: 5.23% Airbnb Rental Income: $4251 Traditional Rental Income: $2277 Airbnb ROI: 9.58% Traditional ROI: 5.23%
9958 Santa Barbara Ct 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%
533 Avila Pl HOWEY IN THE HILLS, FL Now priced to sell! This spacious, newer construction home is one of the best values in th...	4 beds \| 4 baths \| 2,940 sq.ft.	$440,000	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.05% Airbnb Rental Income: $5065 Traditional Rental Income: $3696 Airbnb ROI: 6.86% Traditional ROI: 6.05%
1219 Lido Dr HOWEY IN THE HILLS, FL Welcome to Venezia Townhomes, a charming new community by D.R. Horton located in picturesq...	3 beds \| 2 baths \| 1,660 sq.ft.	$296,999	Airbnb cash on cash: 8.52% Traditional cash on cash: 5.06% Airbnb Rental Income: $4251 Traditional Rental Income: $2387 Airbnb ROI: 8.52% 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 \| 2 baths \| 1,899 sq.ft.	$400,000	Airbnb cash on cash: 6.74% Traditional cash on cash: 4.85% Airbnb Rental Income: $4251 Traditional Rental Income: $2647 Airbnb ROI: 6.74% Traditional ROI: 4.85%
503 Camino Real Blvd #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: 5.97% Traditional cash on cash: 3.39% Airbnb Rental Income: $4251 Traditional Rental Income: $2532 Airbnb ROI: 5.97% Traditional ROI: 3.39%
103 Camino Real Blvd 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: 7.69% Traditional cash on cash: 5.44% Airbnb Rental Income: $4251 Traditional Rental Income: $2792 Airbnb ROI: 7.69% Traditional ROI: 5.44%
24540 Turkey Lake Rd 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%
202 Camino Real Blvd #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: 3.28% Traditional cash on cash: 3.35% Airbnb Rental Income: $3129 Traditional Rental Income: $2435 Airbnb ROI: 3.28% Traditional ROI: 3.35%
502 S Dixie Dr 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%
708 Santa Cruz Ln #708 HOWEY IN THE HILLS, FL 708 Santa Cruz Ln #708, HOWEY IN THE HILLS, FL 34737 \| Condo/Coop	2 beds \| 2 baths \| 1,330 sq.ft.	$235,000	Airbnb cash on cash: 5.08% Traditional cash on cash: 3.34% Airbnb Rental Income: $3129 Traditional Rental Income: $2032 Airbnb ROI: 5.08% Traditional ROI: 3.34%
26841 Bella Vista Dr HOWEY IN THE HILLS, FL 26841 Bella Vista Dr, HOWEY IN THE HILLS, FL 34737 \| Townhouse	3 beds \| 2 baths \| 1,718 sq.ft.	$319,980	Airbnb cash on cash: 7.94% Traditional cash on cash: 6.49% Airbnb Rental Income: $4251 Traditional Rental Income: $2919 Airbnb ROI: 7.94% Traditional ROI: 6.49%
84 Camino Real Blvd #1 HOWEY IN THE HILLS, FL 84 Camino Real Blvd #1, HOWEY IN THE HILLS, FL 34737 \| Condo/Coop	4 beds \| 3 baths \| 2,412 sq.ft.	$340,000	Airbnb cash on cash: 8.1% Traditional cash on cash: 5% Airbnb Rental Income: $5065 Traditional Rental Income: $3042 Airbnb ROI: 8.1% Traditional ROI: 5%
26207 Avenida Las Colinas HOWEY IN THE HILLS, FL 26207 Avenida Las Colinas, HOWEY IN THE HILLS, FL 34737 \| Condo/Coop	2 beds \| 2 baths \| 2,031 sq.ft.	$359,900	Airbnb cash on cash: 2.51% Traditional cash on cash: 4.08% Airbnb Rental Income: $3129 Traditional Rental Income: $2947 Airbnb ROI: 2.51% Traditional ROI: 4.08%
1198 Lido Dr HOWEY IN THE HILLS, FL 1198 Lido Dr, HOWEY IN THE HILLS, FL 34737 \| Townhouse	3 beds \| 2 baths \| 1,660 sq.ft.	$279,900	Airbnb cash on cash: 9.9% Traditional cash on cash: 6.62% Airbnb Rental Income: $4251 Traditional Rental Income: $2487 Airbnb ROI: 9.9% Traditional ROI: 6.62%
102 Camino Real Blvd #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: 2.98% Traditional cash on cash: 3.86% Airbnb Rental Income: $3129 Traditional Rental Income: $2647 Airbnb ROI: 2.98% Traditional ROI: 3.86%
S Dewey Robbins Rd HOWEY IN THE HILLS, FL S Dewey Robbins Rd, HOWEY IN THE HILLS, FL 34737 \| Other	N/A beds \| N/A baths \| N/A	$375,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 1.82% Airbnb Rental Income: $1992 Traditional Rental Income: $1399 Airbnb ROI: 2.02% Traditional ROI: 1.82%
24207 Turkey Lake Rd HOWEY IN THE HILLS, FL 24207 Turkey Lake Rd, HOWEY IN THE HILLS, FL 34737 \| Manufactured Home	3 beds \| 2 baths \| 1,830 sq.ft.	$329,000	Airbnb cash on cash: 8.66% Traditional cash on cash: 5.52% Airbnb Rental Income: $4251 Traditional Rental Income: $2382 Airbnb ROI: 8.66% Traditional ROI: 5.52%
7086 Number Two Rd HOWEY IN THE HILLS, FL 7086 Number Two Rd, HOWEY IN THE HILLS, FL 34737 \| Single Family Residential	3 beds \| 2 baths \| 3,177 sq.ft.	$998,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 1.48% Airbnb Rental Income: $4251 Traditional Rental Income: $3221 Airbnb ROI: 1.63% Traditional ROI: 1.48%
9509 San Fernando Ct HOWEY IN THE HILLS, FL 9509 San Fernando Ct, HOWEY IN THE HILLS, FL 34737 \| Other	N/A beds \| N/A baths \| N/A	$115,000	Airbnb cash on cash: 9.03% Traditional cash on cash: 7.18% Airbnb Rental Income: $1992 Traditional Rental Income: $1266 Airbnb ROI: 9.03% Traditional ROI: 7.18%

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

There are 65 properties for sale in the city of Howey In The Hills . The median list price in Howey In The Hills is $383,750 and the average price per square foot is $180. 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 $2,590.

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

There are 65 investment properties available for sale in Howey-in-the-hills.

The ROI for Short-Term is higher than the Long-Term in Howey-in-the-hills with average rental income of $4,251.

Your search for investment property begins and ends here

Investment Property for Sale in Howey In The Hills, FL

9926 Santa Barbara Ct

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 | 2 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 Ave

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 Dr

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 Blvd

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%

245 Messina Pl

HOWEY IN THE HILLS, FL

4 beds | 2 baths | 1,910 sq.ft.

$385,000

Airbnb cash on cash: 9.48%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $5065

Traditional Rental Income: $2444

Airbnb ROI: 9.48%

Traditional ROI: 5.09%

575 Avila Pl

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%