Real Estate Investment Properties for Sale in Watersound, FL

Looking for investment property in Watersound, FL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
132 N Somerset Street Watersound, FL Fully furnished and nestled in the heart of Alys Beach, this exquisite home epitomizes the...	3 beds \| 4 baths \| 2,004 sq.ft.	$3,850,000	Airbnb cash on cash: -0.87% Traditional cash on cash: -0.8% Airbnb Rental Income: $2463 Traditional Rental Income: $2115 Airbnb ROI: -0.87% Traditional ROI: -0.8%
260 Salt Box Lane Watersound, FL Experience the Essence of Coastal Elegance in Watersound Beach Nestled along the iconic Sc...	3 beds \| 3 baths \| 1,717 sq.ft.	$2,150,000	Airbnb cash on cash: -0.76% Traditional cash on cash: -0.64% Airbnb Rental Income: $2463 Traditional Rental Income: $2113 Airbnb ROI: -0.76% Traditional ROI: -0.64%
203 Trailhead Drive Watersound, FL This home sits on one of the most desirable streets in Origins. Over 1,000 sq. ft. of cove...	4 beds \| 5 baths \| 3,252 sq.ft.	$1,925,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 1.96% Airbnb Rental Income: $3633 Traditional Rental Income: $5538 Airbnb ROI: 0.45% Traditional ROI: 1.96%
74 Governors Court unit: #W304 #W304 Watersound, FL Turnkey 3BR/3BA condo in Alys Beach. Centrally located at the Whitby, one of the newest co...	3 beds \| 3 baths \| 1,878 sq.ft.	$3,850,000	Airbnb cash on cash: -1.12% Traditional cash on cash: -0.95% Airbnb Rental Income: $2463 Traditional Rental Income: $2470 Airbnb ROI: -1.12% Traditional ROI: -0.95%
436 Cannonball Lane lot: 3 Watersound, FL Entered for comp purposes only. This stunning new home built by Dune Construction features...	4 beds \| 4 baths \| 3,787 sq.ft.	$2,950,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.18% Airbnb Rental Income: $3633 Traditional Rental Income: $6337 Airbnb ROI: -0.1% Traditional ROI: 1.18%
133 Pollard Cove E lot: 15 Watersound, FL Entered for Comp purposes only. Appraiser, please see contract for a full list of features...	4 beds \| 4 baths \| 2,925 sq.ft.	$1,151,500	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.4% Airbnb Rental Income: $3633 Traditional Rental Income: $4872 Airbnb ROI: 1.5% Traditional ROI: 3.4%
E Pollard Cove lot: 95 Watersound, FL Recent price increase reflects the addition of enclosing the outdoor cabana! See details b...	4 beds \| 6 baths \| 4,827 sq.ft.	$2,602,925	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.99% Airbnb Rental Income: $3633 Traditional Rental Income: $7389 Airbnb ROI: 0.11% Traditional ROI: 1.99%
E Pollard Cove lot: 93 Watersound, FL New from Key Lime Construction in Powell Landing East, the Bienville is a 4,105 square foo...	4 beds \| 4 baths \| 4,105 sq.ft.	$2,425,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 1.16% Airbnb Rental Income: $3633 Traditional Rental Income: $5024 Airbnb ROI: 0.19% Traditional ROI: 1.16%
27 Admiralty Row unit: 207 #207 Watersound, FL Welcome to Residence 207 nestled within the sought after and distinguished low density Del...	2 beds \| 2 baths \| 1,638 sq.ft.	$3,500,000	Airbnb cash on cash: -1.74% Traditional cash on cash: -1.25% Airbnb Rental Income: $1487 Traditional Rental Income: $2661 Airbnb ROI: -1.74% Traditional ROI: -1.25%
182 E Pollard Cove lot: 79 Watersound, FL Entered for comp purposes only. Welcome to the brand new Avalon plan from Boswell Builders...	3 beds \| 4 baths \| 2,152 sq.ft.	$842,750	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.74% Airbnb Rental Income: $2463 Traditional Rental Income: $3103 Airbnb ROI: 1.16% Traditional ROI: 2.74%
102 Porter Way lot: 59 Watersound, FL Entered for comp purposes only. Appraiser please see contract for a full list of upgrades ...	4 beds \| 4 baths \| 2,448 sq.ft.	$1,187,540	Airbnb cash on cash: 1.42% Traditional cash on cash: 2.67% Airbnb Rental Income: $3633 Traditional Rental Income: $4218 Airbnb ROI: 1.42% Traditional ROI: 2.67%
360 Suwannee Drive unit: 12B #12B Watersound, FL Entered for Comp purposes. Presenting The Villas at Longleaf Park, a new addition to the W...	2 beds \| 2 baths \| 1,418 sq.ft.	$541,044	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.13% Airbnb Rental Income: $1487 Traditional Rental Income: $2160 Airbnb ROI: -0.06% Traditional ROI: 2.13%
360 Suwannee Drive unit: 12A #12A Watersound, FL Welcome to The Villas at Longleaf Park, an exciting new addition to Watersound Origins, of...	3 beds \| 2 baths \| 1,442 sq.ft.	$543,894	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.2% Airbnb Rental Income: $2463 Traditional Rental Income: $2204 Airbnb ROI: 1.53% Traditional ROI: 2.2%
323 Suwannee Drive unit: 72A #72A Watersound, FL Welcome to The Villas at Longleaf Park, an exciting new addition to Watersound Origins, of...	2 beds \| 2 baths \| 1,442 sq.ft.	$547,552	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.26% Airbnb Rental Income: $1487 Traditional Rental Income: $2248 Airbnb ROI: -0.09% Traditional ROI: 2.26%
68 Creek Bridge Way Watersound, FL A special opportunity to make a special lakefront home, nestled in the sought-after gated ...	5 beds \| 6 baths \| 4,333 sq.ft.	$4,295,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.16% Airbnb Rental Income: $3767 Traditional Rental Income: $8389 Airbnb ROI: -1.21% Traditional ROI: 0.16%
55 E Seabrook Way lot: 16 Watersound, FL Welcome to the Florence floor plan by Arkon Group, a stunning new construction home in Pow...	4 beds \| 4 baths \| 2,484 sq.ft.	$1,062,500	Airbnb cash on cash: 1.71% Traditional cash on cash: 2.25% Airbnb Rental Income: $3633 Traditional Rental Income: $3375 Airbnb ROI: 1.71% Traditional ROI: 2.25%
Cannonball Lane lot: 10 Watersound, FL Entered for comp purposes. Appraiser please see contract for a full list of features and u...	5 beds \| 6 baths \| 5,292 sq.ft.	$3,725,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 1.07% Airbnb Rental Income: $3767 Traditional Rental Income: $7530 Airbnb ROI: -0.25% Traditional ROI: 1.07%
E Seabrook Way lot: 21 Watersound, FL Entered for comp purposes only. Appraiser please see contract for a full list of features ...	4 beds \| 4 baths \| 3,244 sq.ft.	$1,375,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 2.85% Airbnb Rental Income: $3633 Traditional Rental Income: $5078 Airbnb ROI: 1.1% Traditional ROI: 2.85%
349 Suwannee Drive unit: 68B #68B Watersound, FL Entered for comp purposes. Welcome to The Villas at Longleaf Park in the Watersound Origin...	2 beds \| 2 baths \| 1,418 sq.ft.	$537,257	Airbnb cash on cash: -0.05% Traditional cash on cash: 2.3% Airbnb Rental Income: $1487 Traditional Rental Income: $2230 Airbnb ROI: -0.05% Traditional ROI: 2.3%
400 Suwannee Drive unit: 16A #16A Watersound, FL Entered for comp purposes. Welcome to The Villas at Longleaf Park, an exciting new additio...	2 beds \| 2 baths \| 1,442 sq.ft.	$563,187	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.2% Airbnb Rental Income: $1487 Traditional Rental Income: $2281 Airbnb ROI: -0.14% Traditional ROI: 2.2%
349 Suwannee Drive unit: 68A #68A Watersound, FL Entered for comp purposes. Welcome to The Villas at Longleaf Park, an exciting new additio...	2 beds \| 2 baths \| 1,442 sq.ft.	$507,488	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.61% Airbnb Rental Income: $1487 Traditional Rental Income: $2262 Airbnb ROI: 0.06% Traditional ROI: 2.61%
81 E Seabrook Way lot: 19 Watersound, FL Entrered for comp purposes. Welcome to the Florence floor plan by Arkon Group, a stunning ...	4 beds \| 4 baths \| 2,425 sq.ft.	$1,073,100	Airbnb cash on cash: 1.68% Traditional cash on cash: 2.26% Airbnb Rental Income: $3633 Traditional Rental Income: $3416 Airbnb ROI: 1.68% Traditional ROI: 2.26%
103 Porter Way lot: 78 Watersound, FL Entered for comp purposes only. Welcome to the brand new Avalon plan from Boswell Builders...	3 beds \| 4 baths \| 2,150 sq.ft.	$848,750	Airbnb cash on cash: 1.15% Traditional cash on cash: 2.89% Airbnb Rental Income: $2463 Traditional Rental Income: $3239 Airbnb ROI: 1.15% Traditional ROI: 2.89%
327 W Firethorn Circle lot: 43 Watersound, FL Entered for comp purpose. Appraiser see contract for a full list of features and upgrades....	4 beds \| N/A baths \| 2,555 sq.ft.	$1,186,875	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.13% Airbnb Rental Income: $3633 Traditional Rental Income: $3479 Airbnb ROI: 0.55% Traditional ROI: 1.13%
728 Breakers Street Watersound, FL SELLER OFFERING UP TO $10,000 TOWARDS BUYER'S CLOSING COSTS OR BUYING DOWN INTEREST* W...	4 beds \| 4 baths \| 3,397 sq.ft.	$1,575,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.13% Airbnb Rental Income: $3633 Traditional Rental Income: $5253 Airbnb ROI: 0.48% Traditional ROI: 2.13%
29 Tidal Bridge Way Watersound, FL Few homes capture the essence of ultra-luxury coastal elegance as effortlessly as 29 Tidal...	4 beds \| 4 baths \| 3,289 sq.ft.	$3,995,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.51% Airbnb Rental Income: $3633 Traditional Rental Income: $5035 Airbnb ROI: -1.1% Traditional ROI: -0.51%
395 Suwannee Drive unit: 60B #60B Watersound, FL Entered for comp purposes. Welcome to The Villas at Longleaf Park in the Watersound Origin...	2 beds \| 2 baths \| 1,418 sq.ft.	$522,273	Airbnb cash on cash: 0% Traditional cash on cash: 2.41% Airbnb Rental Income: $1487 Traditional Rental Income: $2227 Airbnb ROI: 0% Traditional ROI: 2.41%
373 Suwannee Drive unit: 64A #64A Watersound, FL Welcome to The Villas at Longleaf Park, an exciting new addition to Watersound Origins, of...	2 beds \| 2 baths \| 1,442 sq.ft.	$563,217	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.16% Airbnb Rental Income: $1487 Traditional Rental Income: $2259 Airbnb ROI: -0.14% Traditional ROI: 2.16%
128 Ravine Rd Watersound, FL Experience the best of coastal living at this upgraded 3/2 located within one of the most ...	3 beds \| 2 baths \| 1,674 sq.ft.	$729,900	Airbnb cash on cash: 1.34% Traditional cash on cash: 2.27% Airbnb Rental Income: $2463 Traditional Rental Income: $2496 Airbnb ROI: 1.34% Traditional ROI: 2.27%
400 Suwannee Drive unit: 16B #16B Watersound, FL Entered for Comp purposes. Presenting The Villas at Longleaf Park, a new addition to the W...	2 beds \| 2 baths \| 1,418 sq.ft.	$535,401	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.31% Airbnb Rental Income: $1487 Traditional Rental Income: $2227 Airbnb ROI: -0.04% Traditional ROI: 2.31%
Pollard Cove E Way lot: 22 Watersound, FL Entered for comp purposes. Welcome to the Florence floor plan by Arkon Group, a stunning n...	4 beds \| 4 baths \| 2,484 sq.ft.	$1,027,500	Airbnb cash on cash: 1.7% Traditional cash on cash: 2.27% Airbnb Rental Income: $3633 Traditional Rental Income: $3377 Airbnb ROI: 1.7% Traditional ROI: 2.27%
358 W Firethorn Circle lot: 29 Watersound, FL Entered for comp purpose. Appraiser see contract for a full list of features and upgrades....	4 beds \| 4 baths \| 2,520 sq.ft.	$1,056,575	Airbnb cash on cash: 1.66% Traditional cash on cash: 2.22% Airbnb Rental Income: $3633 Traditional Rental Income: $3390 Airbnb ROI: 1.66% Traditional ROI: 2.22%
337 W Firethorn Circle lot: 44 Watersound, FL Entered for comp purposes only. Appraiser, see contract for a full list of included featur...	4 beds \| 4 baths \| 2,700 sq.ft.	$1,205,950	Airbnb cash on cash: 1.33% Traditional cash on cash: 2.71% Airbnb Rental Income: $3633 Traditional Rental Income: $4390 Airbnb ROI: 1.33% Traditional ROI: 2.71%
445 Suwannee Drive unit: 52A #52A Watersound, FL Entered for comp purposes. Welcome to The Villas at Longleaf Park, an exciting new additio...	2 beds \| 2 baths \| 1,442 sq.ft.	$582,371	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.03% Airbnb Rental Income: $1487 Traditional Rental Income: $2259 Airbnb ROI: -0.19% Traditional ROI: 2.03%
27 Admiralty Row unit: 305 #305 Watersound, FL Welcome and experience unparalleled luxury at The Della Condominiums, an exquisite 2-bedro...	2 beds \| 2 baths \| 1,793 sq.ft.	$3,600,000	Airbnb cash on cash: -0.95% Traditional cash on cash: -0.35% Airbnb Rental Income: $1487 Traditional Rental Income: $3027 Airbnb ROI: -0.95% Traditional ROI: -0.35%
109 Kaiya Avenue Watersound, FL A true one-of-a-kind retreat in Kaiya Beach Resort, 109 Kaiya Avenue delivers more than 4,...	4 beds \| 4 baths \| 4,190 sq.ft.	$5,850,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -0.71% Airbnb Rental Income: $3633 Traditional Rental Income: $5363 Airbnb ROI: -1.18% Traditional ROI: -0.71%
50 Sea Garden Street Watersound, FL Welcome to 50 N Sea Garden Street, a stunning retreat in the heart of Alys Beach. Designed...	4 beds \| 4 baths \| 2,868 sq.ft.	$4,995,000	Airbnb cash on cash: -1.22% Traditional cash on cash: -0.78% Airbnb Rental Income: $3633 Traditional Rental Income: $4881 Airbnb ROI: -1.22% Traditional ROI: -0.78%
21 Rosecourt Street Watersound, FL Nestled in the sought-after Greenway phase of Watersound Origins on a deep and wide lot, t...	4 beds \| 4 baths \| 2,947 sq.ft.	$1,895,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 0.42% Airbnb Rental Income: $3633 Traditional Rental Income: $3597 Airbnb ROI: -0.01% Traditional ROI: 0.42%
320 Naturewalk Boulevard Watersound, FL With the golf cart included and every detail turnkey and furnished, this home delivers imm...	4 beds \| 2 baths \| 2,671 sq.ft.	$1,288,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.94% Airbnb Rental Income: $3633 Traditional Rental Income: $2949 Airbnb ROI: 0.85% Traditional ROI: 0.94%

Real Estate investment in Watersound, FL

There are 39 properties for sale in the city of Watersound . The median list price in Watersound is $1,187,540 and the average price per square foot is $472. In November 2025, the average monthly cash on cash return in Watersound is 2.00%. The average monthly rental income in Watersound is $3,220.

Watersound, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 39 investment properties available for sale in Watersound.

In 2025, the best neighborhood to buy investment property is Watersound.

The ROI for Short-Term is higher than the Long-Term in Watersound with average rental income of $3,633.

Your search for investment property begins and ends here

Investment Property for Sale in Watersound, FL

132 N Somerset Street

Watersound, FL

3 beds | 4 baths | 2,004 sq.ft.

$3,850,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: -0.8%

Airbnb Rental Income: $2463

Traditional Rental Income: $2115

Airbnb ROI: -0.87%

Traditional ROI: -0.8%

260 Salt Box Lane

Watersound, FL

3 beds | 3 baths | 1,717 sq.ft.

$2,150,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: -0.64%

Airbnb Rental Income: $2463

Traditional Rental Income: $2113

Airbnb ROI: -0.76%

Traditional ROI: -0.64%

203 Trailhead Drive

Watersound, FL

4 beds | 5 baths | 3,252 sq.ft.

$1,925,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $3633

Traditional Rental Income: $5538

Airbnb ROI: 0.45%

Traditional ROI: 1.96%

74 Governors Court unit: #W304 #W304

Watersound, FL

3 beds | 3 baths | 1,878 sq.ft.

$3,850,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: -0.95%

Airbnb Rental Income: $2463

Traditional Rental Income: $2470

Airbnb ROI: -1.12%

Traditional ROI: -0.95%

436 Cannonball Lane lot: 3

Watersound, FL

4 beds | 4 baths | 3,787 sq.ft.

$2,950,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $3633

Traditional Rental Income: $6337

Airbnb ROI: -0.1%

Traditional ROI: 1.18%

133 Pollard Cove E lot: 15

Watersound, FL

4 beds | 4 baths | 2,925 sq.ft.

$1,151,500

Airbnb cash on cash: 1.5%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $3633

Traditional Rental Income: $4872

Airbnb ROI: 1.5%

Traditional ROI: 3.4%

E Pollard Cove lot: 95

Watersound, FL

4 beds | 6 baths | 4,827 sq.ft.

$2,602,925

Airbnb cash on cash: 0.11%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $3633

Traditional Rental Income: $7389

Airbnb ROI: 0.11%

Traditional ROI: 1.99%

E Pollard Cove lot: 93

Watersound, FL

4 beds | 4 baths | 4,105 sq.ft.

$2,425,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $3633

Traditional Rental Income: $5024

Airbnb ROI: 0.19%