Real Estate Investment Properties for Sale in Safety Harbor, FL

Looking for investment property in Safety Harbor, FL with high ROI ?

Explore a variety of short-term homes & houses in Safety Harbor, FL. Invest wisely with VRBO & Safety Harbor, 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 Safety Harbor, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2348 MESSENGER CIRCLE SAFETY HARBOR, FL Location, location, location! Welcome to beautiful Safety Harbor, one of the most desirabl...	4 beds \| 4 baths \| 3,553 sq.ft.	$1,199,999	Airbnb cash on cash: 3.95% Traditional cash on cash: 1.47% Airbnb Rental Income: $8687 Traditional Rental Income: $4288 Airbnb ROI: 3.95% Traditional ROI: 1.47%
623 1ST AVENUE N SAFETY HARBOR, FL Welcome home to 623 1st Ave N in Safety Harbor FL that is set on a picturesque, tree-lined...	4 beds \| 5 baths \| 3,782 sq.ft.	$1,150,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 5.5% Airbnb Rental Income: $8687 Traditional Rental Income: $8287 Airbnb ROI: 4.34% Traditional ROI: 5.5%
516 5TH AVENUE N SAFETY HARBOR, FL NO FLOOD ZONE. Rare opportunity just steps from downtown Safety Harbor on the coveted cobb...	4 beds \| 3 baths \| 2,750 sq.ft.	$899,000	Airbnb cash on cash: 6.78% Traditional cash on cash: 3.65% Airbnb Rental Income: $8687 Traditional Rental Income: $4427 Airbnb ROI: 6.78% Traditional ROI: 3.65%
349 PLYMOUTH STREET SAFETY HARBOR, FL Beautifully remodeled villa in the heart of Safety Harbor. Engineered hardwood floors thro...	2 beds \| 2 baths \| 1,013 sq.ft.	$329,900	Airbnb cash on cash: 9.12% Traditional cash on cash: 3.41% Airbnb Rental Income: $4556 Traditional Rental Income: $1838 Airbnb ROI: 9.12% Traditional ROI: 3.41%
914 WOODBRIDGE COURT SAFETY HARBOR, FL Imagine living just steps away from Main Street in quaint historic Safety Harbor â with ...	3 beds \| 3 baths \| 2,049 sq.ft.	$419,000	Airbnb cash on cash: 8.57% Traditional cash on cash: 3.98% Airbnb Rental Income: $6169 Traditional Rental Income: $3150 Airbnb ROI: 8.57% Traditional ROI: 3.98%
1005 S BAYSHORE BOULEVARD #102 SAFETY HARBOR, FL Fabulous first floor end unit on direct waterfront. Enjoy the completed updated and remode...	1 beds \| 1 baths \| 700 sq.ft.	$267,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 2.02% Airbnb Rental Income: $3108 Traditional Rental Income: $1857 Airbnb ROI: 4.18% Traditional ROI: 2.02%
3420 CHANNELSIDE COURT SAFETY HARBOR, FL Under Construction. The Showstopper at 3420 Channelside Ct - Completion is right around th...	5 beds \| 5 baths \| 3,890 sq.ft.	$2,457,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $8895 Airbnb ROI: N/A Traditional ROI: 2.65%
413 S BAYSHORE BOULEVARD 4 SAFETY HARBOR, FL Virtually Staged. Bring your boat, your kayak, your paddle board and your sense of adventu...	2 beds \| 2 baths \| 1,197 sq.ft.	$375,000	Airbnb cash on cash: 7.97% Traditional cash on cash: 4.07% Airbnb Rental Income: $4556 Traditional Rental Income: $2234 Airbnb ROI: 7.97% Traditional ROI: 4.07%
1906 WESTLEY STREET SAFETY HARBOR, FL Under contract-accepting backup offers. Welcome to Philippe Bay, a highly sought-after com...	2 beds \| 3 baths \| 1,505 sq.ft.	$475,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 2.69% Airbnb Rental Income: $4556 Traditional Rental Income: $2202 Airbnb ROI: 5.85% Traditional ROI: 2.69%
150 SUNCREST DRIVE SAFETY HARBOR, FL Under contract-accepting backup offers. Welcome to this beautifully updated and charming h...	3 beds \| 2 baths \| 1,360 sq.ft.	$449,950	Airbnb cash on cash: 9.61% Traditional cash on cash: 3.31% Airbnb Rental Income: $6169 Traditional Rental Income: $2299 Airbnb ROI: 9.61% Traditional ROI: 3.31%
2089 SWAN LANE SAFETY HARBOR, FL Welcome to your slice of Florida paradise in the heart of Safety Harbor! Nestled on a quie...	4 beds \| 2 baths \| 2,211 sq.ft.	$670,000	Airbnb cash on cash: 8.9% Traditional cash on cash: 3.17% Airbnb Rental Income: $8687 Traditional Rental Income: $3466 Airbnb ROI: 8.9% Traditional ROI: 3.17%
222 LOTUS DRIVE SAFETY HARBOR, FL Under contract-accepting backup offers. Located in an established Safety Harbor neighborho...	3 beds \| 2 baths \| 1,393 sq.ft.	$465,000	Airbnb cash on cash: 8.99% Traditional cash on cash: 2.94% Airbnb Rental Income: $6169 Traditional Rental Income: $2321 Airbnb ROI: 8.99% Traditional ROI: 2.94%
3484 SHORE DRIVE SAFETY HARBOR, FL Your dream home awaits in the heart of coveted Safety Harbor! This breathtaking waterfront...	4 beds \| 4 baths \| 3,415 sq.ft.	$1,850,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 2.66% Airbnb Rental Income: $8687 Traditional Rental Income: $8337 Airbnb ROI: 1.92% Traditional ROI: 2.66%
918 WOODBRIDGE COURT SAFETY HARBOR, FL * Assumable VA loan at 5.75 available for qualified buyers â potential savings compared ...	3 beds \| 3 baths \| 2,137 sq.ft.	$620,000	Airbnb cash on cash: 5.4% Traditional cash on cash: 2.42% Airbnb Rental Income: $6169 Traditional Rental Income: $3225 Airbnb ROI: 5.4% Traditional ROI: 2.42%
525 ELM STREET SAFETY HARBOR, FL Welcome to luxury living in the heart of charming downtown Safety Harbor! Built in 2023 wi...	3 beds \| 3 baths \| 2,164 sq.ft.	$759,900	Airbnb cash on cash: 4.61% Traditional cash on cash: 1.8% Airbnb Rental Income: $6169 Traditional Rental Income: $2962 Airbnb ROI: 4.61% Traditional ROI: 1.8%
1090 MAIN STREET SAFETY HARBOR, FL Stunning new construction mid-century modern two-story home located on highly sought-after...	4 beds \| 5 baths \| 2,946 sq.ft.	$1,580,000	Airbnb cash on cash: 3.43% Traditional cash on cash: -0.08% Airbnb Rental Income: $8687 Traditional Rental Income: $1906 Airbnb ROI: 3.43% Traditional ROI: -0.08%
685 1ST AVENUE N SAFETY HARBOR, FL One or more photo(s) has been virtually staged. Under Construction. Step into luxury and c...	4 beds \| 5 baths \| 3,556 sq.ft.	$1,999,999	Airbnb cash on cash: 2.59% Traditional cash on cash: 0.14% Airbnb Rental Income: $8687 Traditional Rental Income: $2499 Airbnb ROI: 2.59% Traditional ROI: 0.14%
337 PLYMOUTH STREET SAFETY HARBOR, FL Under contract-accepting backup offers. Welcome to this charming one-story villa ideally s...	2 beds \| 1 baths \| 939 sq.ft.	$299,000	Airbnb cash on cash: 8.31% Traditional cash on cash: 2.53% Airbnb Rental Income: $4556 Traditional Rental Income: $1982 Airbnb ROI: 8.31% Traditional ROI: 2.53%
1852 LAKE CYPRESS DRIVE #1852 SAFETY HARBOR, FL HUGE HUGE HUGE PRICE IMPROVEMENT!!!!! MOTIVATED SELLERS, LETS GET THIS PLACE SOLD... Call...	2 beds \| 2 baths \| 1,190 sq.ft.	$278,900	Airbnb cash on cash: 8.19% Traditional cash on cash: 3.15% Airbnb Rental Income: $4556 Traditional Rental Income: $2285 Airbnb ROI: 8.19% Traditional ROI: 3.15%
204 WATER VIEW COURT SAFETY HARBOR, FL Welcome to a beautifully reimagined home in the highly sought-after La Forest at Green Spr...	4 beds \| 2 baths \| 2,446 sq.ft.	$985,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 1.46% Airbnb Rental Income: $8687 Traditional Rental Income: $3239 Airbnb ROI: 5.62% Traditional ROI: 1.46%
215 2ND AVENUE N SAFETY HARBOR, FL Pre-Construction. To be built. Experience the perfect blend of luxury, coastal charm, and ...	4 beds \| 4 baths \| 3,645 sq.ft.	$1,849,900	Airbnb cash on cash: 1.98% Traditional cash on cash: -0.27% Airbnb Rental Income: $8687 Traditional Rental Income: $3181 Airbnb ROI: 1.98% Traditional ROI: -0.27%
340 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,261 sq.ft.	$2,301,100	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.82% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.92% Traditional ROI: 1.82%
370 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,264 sq.ft.	$2,369,400	Airbnb cash on cash: 1.84% Traditional cash on cash: 1.74% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.84% Traditional ROI: 1.74%
360 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,264 sq.ft.	$2,346,600	Airbnb cash on cash: 1.87% Traditional cash on cash: 1.77% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.87% Traditional ROI: 1.77%
350 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,264 sq.ft.	$2,323,900	Airbnb cash on cash: 1.89% Traditional cash on cash: 1.79% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.89% Traditional ROI: 1.79%
310 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,339 sq.ft.	$2,262,950	Airbnb cash on cash: 1.97% Traditional cash on cash: 1.87% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.97% Traditional ROI: 1.87%
380 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,264 sq.ft.	$2,392,200	Airbnb cash on cash: 1.81% Traditional cash on cash: 1.72% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.81% Traditional ROI: 1.72%
320 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,327 sq.ft.	$2,255,500	Airbnb cash on cash: 1.98% Traditional cash on cash: 1.88% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.98% Traditional ROI: 1.88%
285 N BAYSHORE BOULEVARD SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,878 sq.ft.	$2,930,500	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.22% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.3% Traditional ROI: 1.22%
275 N BAYSHORE DRIVE SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,878 sq.ft.	$2,951,500	Airbnb cash on cash: 1.28% Traditional cash on cash: 1.2% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.28% Traditional ROI: 1.2%
265 N BAYSHORE DRIVE SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,878 sq.ft.	$2,971,500	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.07% Airbnb Rental Income: $8687 Traditional Rental Income: $6514 Airbnb ROI: 1.27% Traditional ROI: 1.07%
330 JEFFERSON STREET SAFETY HARBOR, FL Pre-Construction. To be built. Harbour Pointe North is finally here! This new construction...	4 beds \| 5 baths \| 3,263 sq.ft.	$2,278,260	Airbnb cash on cash: 1.95% Traditional cash on cash: 1.85% Airbnb Rental Income: $8687 Traditional Rental Income: $6836 Airbnb ROI: 1.95% Traditional ROI: 1.85%
526 5TH AVENUE N SAFETY HARBOR, FL Welcome to the Sunshine Cottageâa beautifully restored and fully furnished 2-bedroom, 1-...	2 beds \| 1 baths \| 823 sq.ft.	$399,000	Airbnb cash on cash: 7.39% Traditional cash on cash: 2.84% Airbnb Rental Income: $4556 Traditional Rental Income: $1904 Airbnb ROI: 7.39% Traditional ROI: 2.84%
3321 MEANDER LANE SAFETY HARBOR, FL Pre-Construction. To be built. Ready to break ground on this fabulous new custom home wher...	4 beds \| 5 baths \| 4,453 sq.ft.	$3,000,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 0.09% Airbnb Rental Income: $8687 Traditional Rental Income: $3527 Airbnb ROI: 1.36% Traditional ROI: 0.09%
254 TIMBERVIEW DRIVE SAFETY HARBOR, FL Classic Elegance Meets Modern Flexibility in Safety Harbor. Discover the perfect blend o...	3 beds \| 3 baths \| 2,035 sq.ft.	$519,000	Airbnb cash on cash: 8.57% Traditional cash on cash: 7.07% Airbnb Rental Income: $6169 Traditional Rental Income: $4226 Airbnb ROI: 8.57% Traditional ROI: 7.07%
1802 OAK RIDGE ROAD SAFETY HARBOR, FL Executive Pool Home Near Historic Downtown Safety Harbor Welcome to Old Harbor Place â a...	4 beds \| 3 baths \| 2,786 sq.ft.	$879,000	Airbnb cash on cash: 6.89% Traditional cash on cash: 3.54% Airbnb Rental Income: $8687 Traditional Rental Income: $4309 Airbnb ROI: 6.89% Traditional ROI: 3.54%
1009 WYNDHAM WAY SAFETY HARBOR, FL Under contract-accepting backup offers. Discover the perfect blend of comfort, character, ...	4 beds \| 3 baths \| 2,670 sq.ft.	$810,000	Airbnb cash on cash: 7.57% Traditional cash on cash: 5.27% Airbnb Rental Income: $8687 Traditional Rental Income: $5313 Airbnb ROI: 7.57% Traditional ROI: 5.27%
415 MAPLE WAY #A & B SAFETY HARBOR, FL One-of-a-kind, fully designer-remodeled and professionally furnished turnkey duplex just s...	6 beds \| N/A baths \| 1,844 sq.ft.	$725,000	Airbnb cash on cash: 8.61% Traditional cash on cash: 2.04% Airbnb Rental Income: $8687 Traditional Rental Income: $2613 Airbnb ROI: 8.61% Traditional ROI: 2.04%
611 ELM STREET SAFETY HARBOR, FL Pre-Construction. To be built. Discover this stunning 4-bedroom, 2-bathroom home nestled i...	4 beds \| 2 baths \| 1,907 sq.ft.	$714,900	Airbnb cash on cash: 9.24% Traditional cash on cash: 3.22% Airbnb Rental Income: $8687 Traditional Rental Income: $3040 Airbnb ROI: 9.24% Traditional ROI: 3.22%
2403 COUNTRY TRAILS DRIVE SAFETY HARBOR, FL Under contract-accepting backup offers. This STUNNING 5-bedroom, 3-bathroom home in Safety...	5 beds \| 3 baths \| 2,366 sq.ft.	$730,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $4394 Airbnb ROI: N/A Traditional ROI: 4.88%

Real Estate investment in Safety-harbor, FL

There are 60 properties for sale in the city of Safety Harbor . The median list price in Safety Harbor is $564,662 and the average price per square foot is $273. In July 2026, the average monthly cash on cash return in Safety Harbor is 3.00%. The average monthly rental income in Safety Harbor is $2,449.

Safety-harbor, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 60 investment properties available for sale in Safety-harbor.

The ROI for Short-Term is higher than the Long-Term in Safety-harbor with average rental income of $6,169.

Your search for investment property begins and ends here

Investment Property for Sale in Safety Harbor, FL

2348 MESSENGER CIRCLE

SAFETY HARBOR, FL

4 beds | 4 baths | 3,553 sq.ft.

$1,199,999

Airbnb cash on cash: 3.95%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $8687

Traditional Rental Income: $4288

Airbnb ROI: 3.95%

Traditional ROI: 1.47%

623 1ST AVENUE N

SAFETY HARBOR, FL

4 beds | 5 baths | 3,782 sq.ft.

$1,150,000

Airbnb cash on cash: 4.34%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $8687

Traditional Rental Income: $8287

Airbnb ROI: 4.34%

Traditional ROI: 5.5%

516 5TH AVENUE N

SAFETY HARBOR, FL

4 beds | 3 baths | 2,750 sq.ft.

$899,000

Airbnb cash on cash: 6.78%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $8687

Traditional Rental Income: $4427

Airbnb ROI: 6.78%

Traditional ROI: 3.65%

349 PLYMOUTH STREET

SAFETY HARBOR, FL

2 beds | 2 baths | 1,013 sq.ft.

$329,900

Airbnb cash on cash: 9.12%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $4556

Traditional Rental Income: $1838

Airbnb ROI: 9.12%

Traditional ROI: 3.41%

914 WOODBRIDGE COURT

SAFETY HARBOR, FL

3 beds | 3 baths | 2,049 sq.ft.

$419,000

Airbnb cash on cash: 8.57%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $6169

Traditional Rental Income: $3150

Airbnb ROI: 8.57%

Traditional ROI: 3.98%

1005 S BAYSHORE BOULEVARD #102

SAFETY HARBOR, FL

1 beds | 1 baths | 700 sq.ft.

$267,000

Airbnb cash on cash: 4.18%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $3108

Traditional Rental Income: $1857

Airbnb ROI: 4.18%

Traditional ROI: 2.02%

3420 CHANNELSIDE COURT

SAFETY HARBOR, FL

5 beds | 5 baths | 3,890 sq.ft.

$2,457,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.65%

Airbnb Rental Income: $null

Traditional Rental Income: $8895

Airbnb ROI: N/A

Traditional ROI: 2.65%

413 S BAYSHORE BOULEVARD 4

SAFETY HARBOR, FL

2 beds | 2 baths | 1,197 sq.ft.

$375,000

Airbnb cash on cash: 7.97%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $4556

Traditional Rental Income: $2234

Airbnb ROI: 7.97%