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.	$639,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 3.46% Airbnb Rental Income: $3673 Traditional Rental Income: $3341 Airbnb ROI: 2.67% Traditional ROI: 3.46%
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.	$649,900	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.75% Airbnb Rental Income: $1651 Traditional Rental Income: $3074 Airbnb ROI: -0.32% Traditional ROI: 2.75%
9513 Serra Ct HOWEY IN THE HILLS, FL Charming pool home located at Mission Inn Resort and Country Club in the gated golf course...	2 beds \| 2 baths \| 1,691 sq.ft.	$408,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.27% Airbnb Rental Income: $1900 Traditional Rental Income: $2031 Airbnb ROI: 0.61% Traditional ROI: 2.27%
9429 San Miguel HOWEY IN THE HILLS, FL Leave the ordinary behind and retreat to your own private oasis in the prestigious Mission...	4 beds \| 2 baths \| 1,932 sq.ft.	$689,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 1.8% Airbnb Rental Income: $3673 Traditional Rental Income: $2210 Airbnb ROI: 2.83% Traditional ROI: 1.8%
314 Dupont Cir HOWEY IN THE HILLS, FL NEW PRICE! Welcome to beautiful Howey in the Hills! Enjoy the serene lifestyle in this sp...	3 beds \| 2 baths \| 1,679 sq.ft.	$360,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 6.67% Airbnb Rental Income: $1651 Traditional Rental Income: $2790 Airbnb ROI: 1.93% Traditional ROI: 6.67%
25101 Turkey Lake Rd HOWEY IN THE HILLS, FL Fall in love with this alluring property and beautiful custom-built home. This must-see h...	4 beds \| 3 baths \| 2,066 sq.ft.	$849,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 1.69% Airbnb Rental Income: $3673 Traditional Rental Income: $2447 Airbnb ROI: 2.23% Traditional ROI: 1.69%
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.	$379,999	Airbnb cash on cash: 6.37% Traditional cash on cash: 5.17% Airbnb Rental Income: $3673 Traditional Rental Income: $2444 Airbnb ROI: 6.37% Traditional ROI: 5.17%
112 E Gardenia St HOWEY IN THE HILLS, FL Nesteled in the quaint and charming town of Howey-in-the-Hills and just a few steps away f...	4 beds \| 4 baths \| 4,312 sq.ft.	$575,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 3.32% Airbnb Rental Income: $3673 Traditional Rental Income: $3434 Airbnb ROI: 2.29% Traditional ROI: 3.32%
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 \| 2,510 sq.ft.	$489,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 3.88% Airbnb Rental Income: $3673 Traditional Rental Income: $3171 Airbnb ROI: 3.23% Traditional ROI: 3.88%
121 E Pine St HOWEY IN THE HILLS, FL Welcome home!! This property is a must see and has so much to offer your family! Beginning...	3 beds \| 2 baths \| 2,088 sq.ft.	$375,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.73% Airbnb Rental Income: $1651 Traditional Rental Income: $2294 Airbnb ROI: 1.58% Traditional ROI: 4.73%
236 MESSINA PL HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Welcome to effortless Florida living in the heart ...	4 beds \| 2 baths \| 1,780 sq.ft.	$379,500	Airbnb cash on cash: 6.51% Traditional cash on cash: 5.43% Airbnb Rental Income: $3673 Traditional Rental Income: $2489 Airbnb ROI: 6.51% Traditional ROI: 5.43%
594 VIA BELLA COURT HOWEY IN THE HILLS, FL Under contract-accepting backup offers. Motivated sellers. Over $100,000 in improvements o...	4 beds \| 3 baths \| 3,038 sq.ft.	$520,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 4.16% Airbnb Rental Income: $3673 Traditional Rental Income: $3479 Airbnb ROI: 2.91% Traditional ROI: 4.16%
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.	$530,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 5.17% Airbnb Rental Income: $3673 Traditional Rental Income: $3343 Airbnb ROI: 4.22% Traditional ROI: 5.17%
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: -1.11% Traditional cash on cash: 2.41% Airbnb Rental Income: $1651 Traditional Rental Income: $2912 Airbnb ROI: -1.11% 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: -0.86% Traditional cash on cash: 4.54% Airbnb Rental Income: $1651 Traditional Rental Income: $2588 Airbnb ROI: -0.86% Traditional ROI: 4.54%
405 LONG AND WINDING ROAD HOWEY IN THE HILLS, FL Virtually Staged. Luxury Custom Estate Home in Blue Spring Reserve Experience upscale liv...	4 beds \| 5 baths \| 4,231 sq.ft.	$1,650,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 3.23% Airbnb Rental Income: $3673 Traditional Rental Income: $6865 Airbnb ROI: 0.63% Traditional ROI: 3.23%
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: 0.81% Traditional cash on cash: 5.61% Airbnb Rental Income: $1651 Traditional Rental Income: $2763 Airbnb ROI: 0.81% Traditional ROI: 5.61%
528 Bellissimo Pl HOWEY IN THE HILLS, FL Imagine 528 Bellissimo Pl, where everyday comfort and practicality blend seamlessly. The k...	4 beds \| 2 baths \| 1,880 sq.ft.	$370,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 4.91% Airbnb Rental Income: $3673 Traditional Rental Income: $2684 Airbnb ROI: 5.44% Traditional ROI: 4.91%
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.	$289,500	Airbnb cash on cash: 0.47% Traditional cash on cash: 5.19% Airbnb Rental Income: $1651 Traditional Rental Income: $2473 Airbnb ROI: 0.47% Traditional ROI: 5.19%
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.	$444,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.91% Airbnb Rental Income: $1651 Traditional Rental Income: $2772 Airbnb ROI: 0.11% Traditional ROI: 3.91%
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.	$390,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 5.34% Airbnb Rental Income: $1651 Traditional Rental Income: $4078 Airbnb ROI: -1.92% Traditional ROI: 5.34%
965 Lido Dr HOWEY IN THE HILLS, FL WELCOME HOME!! Discover this almost new townhouse in Howey in the Hills, featuring 3 bedro...	3 beds \| 2 baths \| 1,660 sq.ft.	$300,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.21% Airbnb Rental Income: $1651 Traditional Rental Income: $2264 Airbnb ROI: 0.4% Traditional ROI: 4.21%
1026 Lido Dr HOWEY IN THE HILLS, FL New Price Reduction! This charming spacious 3-bed, 2.5-bath townhome nestled in a establi...	3 beds \| 2 baths \| 1,660 sq.ft.	$224,500	Airbnb cash on cash: 1.03% Traditional cash on cash: 5.92% Airbnb Rental Income: $1651 Traditional Rental Income: $2277 Airbnb ROI: 1.03% Traditional ROI: 5.92%
9958 Santa Barbara Ct HOWEY IN THE HILLS, FL One or more photo(s) has been virtually staged. PRICE Just REDUCED!!! ALL NEW INTERIOR PAI...	3 beds \| 3 baths \| 2,107 sq.ft.	$454,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.99% Airbnb Rental Income: $1651 Traditional Rental Income: $3062 Airbnb ROI: -0.41% Traditional ROI: 3.99%
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: 0.77% Traditional cash on cash: 5.06% Airbnb Rental Income: $1651 Traditional Rental Income: $2387 Airbnb ROI: 0.77% 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: 0.96% Traditional cash on cash: 4.85% Airbnb Rental Income: $1651 Traditional Rental Income: $2647 Airbnb ROI: 0.96% Traditional ROI: 4.85%
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.	$259,900	Airbnb cash on cash: -0.98% Traditional cash on cash: 5.44% Airbnb Rental Income: $1651 Traditional Rental Income: $2792 Airbnb ROI: -0.98% 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.	$999,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 3% Airbnb Rental Income: $1651 Traditional Rental Income: $4225 Airbnb ROI: -0.26% Traditional ROI: 3%
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.	$229,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.48% Airbnb Rental Income: $1900 Traditional Rental Income: $2032 Airbnb ROI: 0.53% Traditional ROI: 3.48%
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: -0.43% Traditional cash on cash: 0.96% Airbnb Rental Income: $1651 Traditional Rental Income: $1888 Airbnb ROI: -0.43% Traditional ROI: 0.96%
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.	$299,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 5.27% Airbnb Rental Income: $1900 Traditional Rental Income: $2947 Airbnb ROI: -0.24% Traditional ROI: 5.27%
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.	$259,900	Airbnb cash on cash: 1.96% Traditional cash on cash: 7.26% Airbnb Rental Income: $1651 Traditional Rental Income: $2487 Airbnb ROI: 1.96% Traditional ROI: 7.26%
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: -0.97% Traditional cash on cash: 3.86% Airbnb Rental Income: $1900 Traditional Rental Income: $2647 Airbnb ROI: -0.97% 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	N/A beds \| N/A baths \| 1,830 sq.ft.	$329,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 5.52% Airbnb Rental Income: $1992 Traditional Rental Income: $2382 Airbnb ROI: 2.57% Traditional ROI: 5.52%
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%
0000 Silverwood Ln HOWEY IN THE HILLS, FL 0000 Silverwood Ln, HOWEY IN THE HILLS, FL 34737 \| Other	N/A beds \| N/A baths \| N/A	$5,900,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -1.66% Airbnb Rental Income: $1992 Traditional Rental Income: $1325 Airbnb ROI: -1.63% Traditional ROI: -1.66%
523 Bellissimo Pl HOWEY IN THE HILLS, FL Virtually Staged. SELLER MOTIVATED BRING US AN OFFER!! Seller will pay $9000 towards buyer...	4 beds \| 3 baths \| 2,565 sq.ft.	$449,999	Airbnb cash on cash: 4.73% Traditional cash on cash: 5.08% Airbnb Rental Income: $3673 Traditional Rental Income: $3017 Airbnb ROI: 4.73% Traditional ROI: 5.08%
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.	$644,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 0.51% Airbnb Rental Income: $1651 Traditional Rental Income: $1961 Airbnb ROI: -0.78% Traditional ROI: 0.51%
26206 Avenida Las Colinas #4A HOWEY IN THE HILLS, FL Huge Price Drop!! Schedule your showing today!! This fantastic DEAL won't last long!! LUXU...	2 beds \| 2 baths \| 2,031 sq.ft.	$299,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 6.02% Airbnb Rental Income: $1900 Traditional Rental Income: $2579 Airbnb ROI: 1.81% Traditional ROI: 6.02%

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

There are 84 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 $183. In July 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 $2,460.

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

There are 84 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 $2,460.

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.

$639,000

Airbnb cash on cash: 2.67%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $3673

Traditional Rental Income: $3341

Airbnb ROI: 2.67%

Traditional ROI: 3.46%

9326 San Jose Blvd

HOWEY IN THE HILLS, FL

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

$649,900

Airbnb cash on cash: -0.32%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $1651

Traditional Rental Income: $3074

Airbnb ROI: -0.32%

Traditional ROI: 2.75%

9513 Serra Ct

HOWEY IN THE HILLS, FL

2 beds | 2 baths | 1,691 sq.ft.

$408,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $1900

Traditional Rental Income: $2031

Airbnb ROI: 0.61%

Traditional ROI: 2.27%

9429 San Miguel

HOWEY IN THE HILLS, FL

4 beds | 2 baths | 1,932 sq.ft.

$689,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $3673

Traditional Rental Income: $2210

Airbnb ROI: 2.83%

Traditional ROI: 1.8%

314 Dupont Cir

HOWEY IN THE HILLS, FL

3 beds | 2 baths | 1,679 sq.ft.

$360,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 6.67%

Airbnb Rental Income: $1651

Traditional Rental Income: $2790

Airbnb ROI: 1.93%

Traditional ROI: 6.67%

25101 Turkey Lake Rd

HOWEY IN THE HILLS, FL

4 beds | 3 baths | 2,066 sq.ft.

$849,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $3673

Traditional Rental Income: $2447

Airbnb ROI: 2.23%

Traditional ROI: 1.69%

245 Messina Pl

HOWEY IN THE HILLS, FL

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

$379,999

Airbnb cash on cash: 6.37%

Traditional cash on cash: 5.17%

Airbnb Rental Income: $3673

Traditional Rental Income: $2444

Airbnb ROI: 6.37%

Traditional ROI: 5.17%

112 E Gardenia St

HOWEY IN THE HILLS, FL

4 beds | 4 baths | 4,312 sq.ft.

$575,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $3673

Traditional Rental Income: $3434

Airbnb ROI: 2.29%