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.

Woodlawn Investment Property for Sale in Safety Harbor, FL

Search for Woodlawn Investment Property for Sale in Safety Harbor, Florida. Browse all of Mashvisor’s Woodlawn Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 84 Woodlawn Investment Property 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
1790 MAIN STREET SAFETY HARBOR, FL Under contract-accepting backup offers. MUST-SEE TURNKEY HOME IN SAFETY HARBOR! This one i...	4 beds \| 4 baths \| 3,123 sq.ft.	$1,299,999	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.03% Airbnb Rental Income: $4638 Traditional Rental Income: $4817 Airbnb ROI: 1.09% Traditional ROI: 2.03%
613 S BAYSHORE BOULEVARD SAFETY HARBOR, FL Under contract-accepting backup offers. ACCEPTING BACK UP OFFERS!! A rare waterfront o...	2 beds \| 2 baths \| 1,974 sq.ft.	$649,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 1.36% Airbnb Rental Income: $2790 Traditional Rental Income: $2317 Airbnb ROI: 1.06% Traditional ROI: 1.36%
2356 MESSENGER CIRCLE SAFETY HARBOR, FL PRICE REDUCTION!!!! Welcome to your dream home in the beautiful gated community of Cypress...	4 beds \| 2 baths \| 2,709 sq.ft.	$835,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 2.35% Airbnb Rental Income: $4638 Traditional Rental Income: $3449 Airbnb ROI: 2.64% Traditional ROI: 2.35%
910 PALMETTO DRIVE SAFETY HARBOR, FL This beautifully updated 4-bedroom, 3-bath home captures the essence of Florida living wit...	4 beds \| 3 baths \| 1,617 sq.ft.	$600,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 7.72% Airbnb Rental Income: $4638 Traditional Rental Income: $5771 Airbnb ROI: 3.98% Traditional ROI: 7.72%
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: 1.19% Traditional cash on cash: 3.7% Airbnb Rental Income: $4638 Traditional Rental Income: $6367 Airbnb ROI: 1.19% Traditional ROI: 3.7%
3 BOOTH BOULEVARD SAFETY HARBOR, FL Pool Home â Remodeled for Style and Comfort in Safety Harbor Beautifully remodeled 3-bed...	3 beds \| 2 baths \| 1,926 sq.ft.	$649,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 2.12% Airbnb Rental Income: $3780 Traditional Rental Income: $2750 Airbnb ROI: 2.47% Traditional ROI: 2.12%
1708 LAKE CYPRESS DRIVE #1708 SAFETY HARBOR, FL Under contract-accepting backup offers. Cypress Trace North is a beautiful community in Sa...	2 beds \| 2 baths \| 1,190 sq.ft.	$299,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 4.71% Airbnb Rental Income: $2790 Traditional Rental Income: $1952 Airbnb ROI: 5.36% Traditional ROI: 4.71%
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.	$429,900	Airbnb cash on cash: 3.53% Traditional cash on cash: 2.93% Airbnb Rental Income: $3780 Traditional Rental Income: $2719 Airbnb ROI: 3.53% Traditional ROI: 2.93%
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.	$275,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 0.6% Airbnb Rental Income: $2335 Traditional Rental Income: $1510 Airbnb ROI: 1.55% Traditional ROI: 0.6%
3420 CHANNELSIDE COURT SAFETY HARBOR, FL Under Construction. JANUARY UPDATE: Completion is right around the corner so dont wait on ...	5 beds \| 5 baths \| 3,890 sq.ft.	$2,035,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 1.93% Airbnb Rental Income: $5855 Traditional Rental Income: $6104 Airbnb ROI: 1.18% Traditional ROI: 1.93%
413 S BAYSHORE BOULEVARD #B2 SAFETY HARBOR, FL Waterfront living in Safety Harbor doesnât get better than this! Bring your boat and kay...	2 beds \| 2 baths \| 1,287 sq.ft.	$415,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 3.59% Airbnb Rental Income: $2790 Traditional Rental Income: $2463 Airbnb ROI: 2.75% Traditional ROI: 3.59%
1155 7TH STREET N SAFETY HARBOR, FL Beautiful lake view! NO HOA. Move in Ready! This 4 bed, 2 bath home has been completely up...	4 beds \| 2 baths \| 1,773 sq.ft.	$420,000	Airbnb cash on cash: 7.18% Traditional cash on cash: 4.68% Airbnb Rental Income: $4638 Traditional Rental Income: $2690 Airbnb ROI: 7.18% Traditional ROI: 4.68%
17 PENZANCE COURT SAFETY HARBOR, FL One or more photo(s) has been virtually staged. Villa-Style property with Stunning Pond Vi...	3 beds \| 2 baths \| 1,445 sq.ft.	$419,900	Airbnb cash on cash: 4.35% Traditional cash on cash: 2.58% Airbnb Rental Income: $3780 Traditional Rental Income: $2266 Airbnb ROI: 4.35% Traditional ROI: 2.58%
615 FAIRMONT AVENUE #C SAFETY HARBOR, FL Under contract-accepting backup offers. Step into this stunning second-floor condo, where ...	2 beds \| 2 baths \| 1,160 sq.ft.	$210,000	Airbnb cash on cash: 0.95% Traditional cash on cash: -0.25% Airbnb Rental Income: $2790 Traditional Rental Income: $1898 Airbnb ROI: 0.95% Traditional ROI: -0.25%
207 HANCOCK COURT SAFETY HARBOR, FL Under contract-accepting backup offers. Stunning Lakefront Home in Old Harbor Place, Safet...	3 beds \| 3 baths \| 2,348 sq.ft.	$869,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.23% Airbnb Rental Income: $3780 Traditional Rental Income: $3577 Airbnb ROI: 1.47% Traditional ROI: 2.23%
88 HARBOR OAKS CIRCLE SAFETY HARBOR, FL Welcome to your dream home in the heart of Safety Harbor, one of Floridaâs most charming...	4 beds \| 3 baths \| 2,112 sq.ft.	$599,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 3.56% Airbnb Rental Income: $4638 Traditional Rental Income: $3068 Airbnb ROI: 4.65% Traditional ROI: 3.56%
3324 BRIARWOOD LANE SAFETY HARBOR, FL Welcome to this inviting 4-bedroom, 2-bath pool home nestled in Safety Harbor's Briarwood ...	4 beds \| 2 baths \| 1,383 sq.ft.	$525,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 3.38% Airbnb Rental Income: $4638 Traditional Rental Income: $2860 Airbnb ROI: 5.04% Traditional ROI: 3.38%
3137 TEAL TERRACE SAFETY HARBOR, FL Under contract-accepting backup offers. Welcome to this impeccably remodeled 3-bedroom, 2-...	3 beds \| 2 baths \| 1,465 sq.ft.	$595,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 2.4% Airbnb Rental Income: $3780 Traditional Rental Income: $2516 Airbnb ROI: 3.21% Traditional ROI: 2.4%
1114 PELICAN PLACE SAFETY HARBOR, FL One or more photo(s) has been virtually staged. Another Price Improvement! A must see! Dis...	4 beds \| 2 baths \| 1,958 sq.ft.	$649,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 2.71% Airbnb Rental Income: $4638 Traditional Rental Income: $3085 Airbnb ROI: 3.68% Traditional ROI: 2.71%
300 N Bay Hills Blvd Clearwater, FL One or more photo(s) has been virtually staged. $105,000 PRICE REDUCTION! Nestled in the ...	3 beds \| 2 baths \| 1,596 sq.ft.	$275,000	Airbnb cash on cash: 7.24% Traditional cash on cash: 6.06% Airbnb Rental Income: $3780 Traditional Rental Income: $2655 Airbnb ROI: 7.24% Traditional ROI: 6.06%
37 OSPREY STREET SAFETY HARBOR, FL Welcome to your dream home in Safety Harbor's desirable North Bay Hills neighborhood, a st...	5 beds \| 3 baths \| 3,221 sq.ft.	$775,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 3.38% Airbnb Rental Income: $5855 Traditional Rental Income: $3892 Airbnb ROI: 4.49% Traditional ROI: 3.38%
3050 EGRET TERRACE SAFETY HARBOR, FL Welcome to a home where the work has already been doneâand done right. Check out the att...	3 beds \| 2 baths \| 2,070 sq.ft.	$749,500	Airbnb cash on cash: 2.11% Traditional cash on cash: 2.13% Airbnb Rental Income: $3780 Traditional Rental Income: $2977 Airbnb ROI: 2.11% Traditional ROI: 2.13%
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.	$1,975,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 1.04% Airbnb Rental Income: $4638 Traditional Rental Income: $5789 Airbnb ROI: -0.11% Traditional ROI: 1.04%
2368 FLANDERS WAY #D SAFETY HARBOR, FL Price improvement! Seller is motivated and ready to sell. This two bedrooms, two bath, 1,0...	2 beds \| 2 baths \| 1,060 sq.ft.	$205,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 5.35% Airbnb Rental Income: $2790 Traditional Rental Income: $2275 Airbnb ROI: 4.63% Traditional ROI: 5.35%
2363 FLANDERS WAY #C SAFETY HARBOR, FL Discover this beautifully updated 3-bedroom, 2-bathroom condo located in the highly sought...	3 beds \| 2 baths \| 1,230 sq.ft.	$310,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 2.85% Airbnb Rental Income: $3780 Traditional Rental Income: $2251 Airbnb ROI: 5.28% Traditional ROI: 2.85%
168 PINEWOOD TERRACE #104 SAFETY HARBOR, FL Under contract-accepting backup offers. Phenomenal Property! You have no idea how many up...	2 beds \| 2 baths \| 1,056 sq.ft.	$225,000	Airbnb cash on cash: 5.48% Traditional cash on cash: 5.88% Airbnb Rental Income: $2790 Traditional Rental Income: $2221 Airbnb ROI: 5.48% Traditional ROI: 5.88%
1111 DR M L KING JR STREET N SAFETY HARBOR, FL Under contract-accepting backup offers. Looking for an amazing, one-of-a-kind home? One of...	2 beds \| 2 baths \| 2,039 sq.ft.	$565,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 3.28% Airbnb Rental Income: $2790 Traditional Rental Income: $2971 Airbnb ROI: 1.7% Traditional ROI: 3.28%
105 LOTUS CIRCLE SAFETY HARBOR, FL One or more photo(s) has been virtually staged. PRICE ADJUSTMENT!! Delightful Safety Harbo...	3 beds \| 2 baths \| 1,443 sq.ft.	$469,900	Airbnb cash on cash: 4.33% Traditional cash on cash: 4.13% Airbnb Rental Income: $3780 Traditional Rental Income: $2871 Airbnb ROI: 4.33% Traditional ROI: 4.13%
612 FAIRMONT AVE #D SAFETY HARBOR, FL BIKE, GOLF-CART, WALK, or RIDE in Beautiful SAFETY HARBOR! Welcome to Yorktown at Beacon ...	2 beds \| 2 baths \| 1,160 sq.ft.	$250,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 6.02% Airbnb Rental Income: $2790 Traditional Rental Income: $1841 Airbnb ROI: 7.27% Traditional ROI: 6.02%
324 3RD AVENUE N SAFETY HARBOR, FL THIS BRAND NEW CONSTRUCTION 4 BED, 3.5 Bath with 3 CAR GARAGE pure luxury home is truly a...	4 beds \| 4 baths \| 2,835 sq.ft.	$1,699,999	Airbnb cash on cash: 0.99% Traditional cash on cash: -0.14% Airbnb Rental Income: $4638 Traditional Rental Income: $1897 Airbnb ROI: 0.99% Traditional ROI: -0.14%
Lot 4 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.	$1,888,450	Airbnb cash on cash: 0.63% Traditional cash on cash: 1.4% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.63% Traditional ROI: 1.4%
Lot 7 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.	$1,948,450	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.33% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.58% Traditional ROI: 1.33%
Lot 6 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.	$1,928,450	Airbnb cash on cash: 0.6% Traditional cash on cash: 1.35% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.6% Traditional ROI: 1.35%
Lot 5 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.	$1,908,450	Airbnb cash on cash: 0.62% Traditional cash on cash: 1.38% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.62% Traditional ROI: 1.38%
Lot 1 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.	$1,855,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 1.45% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.66% Traditional ROI: 1.45%
Lot 8 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.	$1,968,450	Airbnb cash on cash: 0.57% Traditional cash on cash: 1.31% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.57% Traditional ROI: 1.31%
Lot 2 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.	$1,848,450	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.46% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.67% Traditional ROI: 1.46%
Lot 10 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.	$2,503,450	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.82% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.23% Traditional ROI: 0.82%
Lot 11 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.	$2,503,450	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.82% Airbnb Rental Income: $4638 Traditional Rental Income: $5025 Airbnb ROI: 0.23% Traditional ROI: 0.82%
Lot 12 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.	$2,518,450	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.8% Airbnb Rental Income: $4638 Traditional Rental Income: $5013 Airbnb ROI: 0.23% Traditional ROI: 0.8%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Safety Harbor, FL

1790 MAIN STREET

SAFETY HARBOR, FL

4 beds | 4 baths | 3,123 sq.ft.

$1,299,999

Airbnb cash on cash: 1.09%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $4638

Traditional Rental Income: $4817

Airbnb ROI: 1.09%

Traditional ROI: 2.03%

613 S BAYSHORE BOULEVARD

SAFETY HARBOR, FL

2 beds | 2 baths | 1,974 sq.ft.

$649,900

Airbnb cash on cash: 1.06%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $2790

Traditional Rental Income: $2317

Airbnb ROI: 1.06%

Traditional ROI: 1.36%

2356 MESSENGER CIRCLE

SAFETY HARBOR, FL

4 beds | 2 baths | 2,709 sq.ft.

$835,000

Airbnb cash on cash: 2.64%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $4638

Traditional Rental Income: $3449

Airbnb ROI: 2.64%

Traditional ROI: 2.35%

910 PALMETTO DRIVE

SAFETY HARBOR, FL

4 beds | 3 baths | 1,617 sq.ft.

$600,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 7.72%

Airbnb Rental Income: $4638

Traditional Rental Income: $5771

Airbnb ROI: 3.98%

Traditional ROI: 7.72%

623 1ST AVENUE N

SAFETY HARBOR, FL

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

$1,150,000

Airbnb cash on cash: 1.19%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $4638

Traditional Rental Income: $6367

Airbnb ROI: 1.19%

Traditional ROI: 3.7%

3 BOOTH BOULEVARD

SAFETY HARBOR, FL

3 beds | 2 baths | 1,926 sq.ft.

$649,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $3780

Traditional Rental Income: $2750

Airbnb ROI: 2.47%

Traditional ROI: 2.12%

1708 LAKE CYPRESS DRIVE #1708

SAFETY HARBOR, FL

2 beds | 2 baths | 1,190 sq.ft.

$299,000

Airbnb cash on cash: 5.36%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $2790

Traditional Rental Income: $1952

Airbnb ROI: 5.36%

Traditional ROI: 4.71%

914 WOODBRIDGE COURT

SAFETY HARBOR, FL

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

$429,900

Airbnb cash on cash: 3.53%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $3780

Traditional Rental Income: $2719

Airbnb ROI: 3.53%