Real Estate Investment Properties for Sale in Saint James City, FL

Looking for investment property in Saint James City, FL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3544 Ruby Avenue Saint James City, FL Tropical Waterfront Paradise with Endless Charm! Welcome to your own slice of paradise! Ne...	4 beds \| 3 baths \| 2,950 sq.ft.	$1,289,000	Airbnb cash on cash: 3.89% Traditional cash on cash: 2.77% Airbnb Rental Income: $8870 Traditional Rental Income: $5864 Airbnb ROI: 3.89% Traditional ROI: 2.77%
2888 Oleander Street #C4 Saint James City, FL Beautiful second floor unit in Fisherman's Wharf. 2 bedrooms, 2 baths, with a screened por...	2 beds \| 2 baths \| 1,053 sq.ft.	$305,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 2.36% Airbnb Rental Income: $4862 Traditional Rental Income: $2275 Airbnb ROI: 7.89% Traditional ROI: 2.36%
3571 Emerald Ave Saint James City, FL Welcome to your own private waterfront retreat! This beautifully redesigned 4 BEDROOM POOL...	4 beds \| 2 baths \| 1,292 sq.ft.	$749,000	Airbnb cash on cash: 8.31% Traditional cash on cash: 2.87% Airbnb Rental Income: $8870 Traditional Rental Income: $3401 Airbnb ROI: 8.31% Traditional ROI: 2.87%
3605 Stabile Road Saint James City, FL One or more photo(s) has been virtually staged. Discover refined waterfront living in this...	4 beds \| 3 baths \| 3,850 sq.ft.	$2,390,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 0.74% Airbnb Rental Income: $8870 Traditional Rental Income: $4783 Airbnb ROI: 1.84% Traditional ROI: 0.74%
2823 8th Ave Saint James City, FL This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on n...	3 beds \| 2 baths \| 1,986 sq.ft.	$1,500,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 0.95% Airbnb Rental Income: $6738 Traditional Rental Income: $3539 Airbnb ROI: 2.3% Traditional ROI: 0.95%
3580 Gondola Ln Saint James City, FL Completely renovated, move-in ready waterfront home on Pine Island with direct Gulf access...	2 beds \| 2 baths \| 1,499 sq.ft.	$439,900	Airbnb cash on cash: 6.72% Traditional cash on cash: 4.83% Airbnb Rental Income: $4862 Traditional Rental Income: $3086 Airbnb ROI: 6.72% Traditional ROI: 4.83%
3446 Pinetree Drive Saint James City, FL Effortless luxury meets true Gulf access-without a single bridge in sight. Located on the ...	3 beds \| 2 baths \| 1,781 sq.ft.	$865,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 3.49% Airbnb Rental Income: $6738 Traditional Rental Income: $3756 Airbnb ROI: 5.56% Traditional ROI: 3.49%
2355 Banana Street Saint James City, FL Great gulf access. Less than 5 minutes out to San Carlos Bay and then on to the fishing, b...	2 beds \| 2 baths \| 1,744 sq.ft.	$525,000	Airbnb cash on cash: 5.57% Traditional cash on cash: 3.92% Airbnb Rental Income: $4862 Traditional Rental Income: $3052 Airbnb ROI: 5.57% Traditional ROI: 3.92%
3608 Rita Ln Saint James City, FL Experience the best of island waterfront living at 3608 Rita Lane-offering coveted Direct ...	2 beds \| 2 baths \| 1,194 sq.ft.	$559,900	Airbnb cash on cash: 5.43% Traditional cash on cash: 2.54% Airbnb Rental Income: $4862 Traditional Rental Income: $2352 Airbnb ROI: 5.43% Traditional ROI: 2.54%
3778 Pinetree Drive Saint James City, FL This beautifully furnished home offers 2 bedrooms PLUS a Bonus room and direct waterfront ...	2 beds \| 2 baths \| 1,391 sq.ft.	$679,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 2.54% Airbnb Rental Income: $4862 Traditional Rental Income: $3100 Airbnb ROI: 3.74% Traditional ROI: 2.54%
3211 Stringfellow Road #102 Saint James City, FL Rare opportunity to own a direct Gulf access, first floor condo. A large heated pool. slip...	1 beds \| 1 baths \| 488 sq.ft.	$205,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 4.35% Airbnb Rental Income: $3212 Traditional Rental Income: $1821 Airbnb ROI: 7.78% Traditional ROI: 4.35%
3026 Trawler Ln Saint James City, FL Experience the best of coastal living in this exceptional waterfront furnished retreat in ...	3 beds \| 2 baths \| 1,389 sq.ft.	$594,900	Airbnb cash on cash: 7.28% Traditional cash on cash: 2.04% Airbnb Rental Income: $6738 Traditional Rental Income: $2516 Airbnb ROI: 7.28% Traditional ROI: 2.04%
2230 Palm Avenue Saint James City, FL BAYFRONT! Imagine ending your day with the sky stretching wide over San Carlos Bay, the li...	3 beds \| 3 baths \| 2,073 sq.ft.	$989,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 1.39% Airbnb Rental Income: $6738 Traditional Rental Income: $3377 Airbnb ROI: 3.62% Traditional ROI: 1.39%
3638 Pinetree Dr Saint James City, FL TIMELESS DESIGN MEETS ISLAND LIVING AT ITS FINEST! Prepare to be impressed-this one-of-a-k...	3 beds \| 3 baths \| 2,063 sq.ft.	$1,099,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 1.65% Airbnb Rental Income: $6738 Traditional Rental Income: $3637 Airbnb ROI: 3.4% Traditional ROI: 1.65%
2660 Date Street Saint James City, FL GULF ACCESS 3/3 home has everything you could wish for in your forever home. It has a heat...	3 beds \| 3 baths \| 1,551 sq.ft.	$589,000	Airbnb cash on cash: 8.09% Traditional cash on cash: 4.63% Airbnb Rental Income: $6738 Traditional Rental Income: $3527 Airbnb ROI: 8.09% Traditional ROI: 4.63%
3810 Myers Lane Saint James City, FL Island Living at Its Best! Have you been looking for a LARGE GARAGE and a POOL? This 3-bed...	3 beds \| 3 baths \| 1,703 sq.ft.	$469,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 5.22% Airbnb Rental Income: $6738 Traditional Rental Income: $3462 Airbnb ROI: 9.7% Traditional ROI: 5.22%
2193 Macadamia Street Saint James City, FL Discover one of Pine Island's most exclusive waterfront lifestyles in the gated boating co...	3 beds \| 3 baths \| 2,485 sq.ft.	$1,327,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 2.07% Airbnb Rental Income: $6738 Traditional Rental Income: $4841 Airbnb ROI: 2.54% Traditional ROI: 2.07%
3728 Gasparilla St Saint James City, FL Welcome to an exceptional opportunity offering three beautifully renovated living spaces o...	5 beds \| 4 baths \| 2,372 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $2460 Airbnb ROI: N/A Traditional ROI: 3.69%
3660 Tropical Point Drive Saint James City, FL Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop do...	2 beds \| 3 baths \| 1,068 sq.ft.	$345,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 5.19% Airbnb Rental Income: $4862 Traditional Rental Income: $2434 Airbnb ROI: 9.6% Traditional ROI: 5.19%
3772 Tropical Point Dr Saint James City, FL Vacation every day in this beautifully remodeled, fully furnished Pine Island retreat, whe...	2 beds \| 2 baths \| 852 sq.ft.	$375,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 3.1% Airbnb Rental Income: $4862 Traditional Rental Income: $1920 Airbnb ROI: 8.63% Traditional ROI: 3.1%
2551 Tamarind St Saint James City, FL Welcome to this beautifully updated 2-bedroom, 2.5 bath home in the heart of Saint James C...	2 beds \| 2 baths \| 1,162 sq.ft.	$440,000	Airbnb cash on cash: 7.33% Traditional cash on cash: 3.3% Airbnb Rental Income: $4862 Traditional Rental Income: $2205 Airbnb ROI: 7.33% Traditional ROI: 3.3%
2560 BAYBREEZE STREET Saint James City, FL Pre-Construction. To be built. Pre-construction opportunity. To be built. Sale is for the ...	2 beds \| 2 baths \| 2,075 sq.ft.	$419,000	Airbnb cash on cash: 7.85% Traditional cash on cash: 8.86% Airbnb Rental Income: $4862 Traditional Rental Income: $4258 Airbnb ROI: 7.85% Traditional ROI: 8.86%
2579 Eighth Avenue Saint James City, FL Welcome to your private waterfront oasis in St. James City, where privacy and the ultimate...	3 beds \| 3 baths \| 1,953 sq.ft.	$849,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 4.19% Airbnb Rental Income: $6738 Traditional Rental Income: $4838 Airbnb ROI: 4.93% Traditional ROI: 4.19%
3557 Sea Holly Lane Saint James City, FL Owner wants your offer...Welcome to 3557 Sea Holly Lane in St. James City, a custom-built ...	3 beds \| 3 baths \| 2,215 sq.ft.	$698,000	Airbnb cash on cash: 7.1% Traditional cash on cash: 5.92% Airbnb Rental Income: $6738 Traditional Rental Income: $4654 Airbnb ROI: 7.1% Traditional ROI: 5.92%
4931 Island Acres Ct Saint James City, FL Just over an Acre of Pure Island Serenity! Nestled at the end of the cul-da-sac for total ...	3 beds \| 3 baths \| 1,975 sq.ft.	$549,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 5.24% Airbnb Rental Income: $1471 Traditional Rental Income: $3894 Airbnb ROI: -0.33% Traditional ROI: 5.24%
2360 Oleander St Saint James City, FL Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated...	2 beds \| 2 baths \| 1,220 sq.ft.	$715,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 1.53% Airbnb Rental Income: $4862 Traditional Rental Income: $2395 Airbnb ROI: 3.74% Traditional ROI: 1.53%
3656 Emerald Avenue Saint James City, FL Highlights: Over 100 feet of brand-new composite dock & pilings - Dual 14,000 lb boat lift...	3 beds \| 2 baths \| 1,964 sq.ft.	$1,259,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 1.06% Airbnb Rental Income: $6738 Traditional Rental Income: $3651 Airbnb ROI: 2.58% Traditional ROI: 1.06%
3594 Rita Lane Saint James City, FL Great location in that it's the 2nd canal in from the bay taking just a couple of minutes ...	3 beds \| 2 baths \| 1,550 sq.ft.	$722,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 2.44% Airbnb Rental Income: $6738 Traditional Rental Income: $3136 Airbnb ROI: 5.85% Traditional ROI: 2.44%
3420 1st Ave Saint James City, FL LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished,...	3 beds \| 2 baths \| 1,709 sq.ft.	$1,484,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 0.81% Airbnb Rental Income: $6738 Traditional Rental Income: $3456 Airbnb ROI: 2.23% Traditional ROI: 0.81%
2420 Cherimoya Lane Saint James City, FL LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in b...	4 beds \| 4 baths \| 2,157 sq.ft.	$999,000	Airbnb cash on cash: 6.11% Traditional cash on cash: 3.13% Airbnb Rental Income: $8870 Traditional Rental Income: $4431 Airbnb ROI: 6.11% Traditional ROI: 3.13%
2936 Oleander Street #A2 Saint James City, FL St. James City Condo offers 'DIRECT ACCESS to the Gulf of Mexico' in this fully furnished ...	2 beds \| 2 baths \| 1,053 sq.ft.	$275,900	Airbnb cash on cash: 9.19% Traditional cash on cash: 2.76% Airbnb Rental Income: $4862 Traditional Rental Income: $2190 Airbnb ROI: 9.19% Traditional ROI: 2.76%
2892 Sanibel Boulevard Saint James City, FL MOTIVATED SELLER - DIRECT GULF ACCESS, NO BRIDGES & NO RENTAL RESTRICTIONS! Welcome to isl...	2 beds \| 2 baths \| 1,210 sq.ft.	$475,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 4% Airbnb Rental Income: $4862 Traditional Rental Income: $2803 Airbnb ROI: 6.39% Traditional ROI: 4%
3807 San Carlos Dr Saint James City, FL RARE SAN CARLOS BAY ESTATE - OPEN WATER VIEWS, DEEP-WATER GULF ACCESS & LUXURY ISLAND LIVI...	3 beds \| 3 baths \| 3,555 sq.ft.	$2,750,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.86% Airbnb Rental Income: $6738 Traditional Rental Income: $6948 Airbnb ROI: 0.35% Traditional ROI: 0.86%
3569 San Carlos Drive Saint James City, FL With unobstructed views of the bay, perfectly framed by the tropical landscape, this resid...	3 beds \| 3 baths \| 3,602 sq.ft.	$1,999,900	Airbnb cash on cash: 1.42% Traditional cash on cash: 1.4% Airbnb Rental Income: $6738 Traditional Rental Income: $5376 Airbnb ROI: 1.42% Traditional ROI: 1.4%
2390 Oleander Street Saint James City, FL DIRECT GULF ACCESS! Dreaming of living on the water with direct access? Here is your chanc...	2 beds \| 2 baths \| 1,306 sq.ft.	$359,000	Airbnb cash on cash: 8.4% Traditional cash on cash: 5.64% Airbnb Rental Income: $4862 Traditional Rental Income: $2933 Airbnb ROI: 8.4% Traditional ROI: 5.64%
3064 Sloop Ln Saint James City, FL Welcome to island life on beautiful Pine Island in St. James City! This 1,200+ sq ft water...	2 beds \| 2 baths \| 1,250 sq.ft.	$365,000	Airbnb cash on cash: 9.04% Traditional cash on cash: 6.04% Airbnb Rental Income: $4862 Traditional Rental Income: $2793 Airbnb ROI: 9.04% Traditional ROI: 6.04%
5209 WESTERN DRIVE Saint James City, FL Your Homestead awaits! Country Living Meets Coastal Beauty â 13.5 Acres of Peace, Privac...	3 beds \| 3 baths \| 1,512 sq.ft.	$480,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 2.73% Airbnb Rental Income: $6738 Traditional Rental Income: $2296 Airbnb ROI: 9.7% Traditional ROI: 2.73%
3811 Crestwell Court Saint James City, FL Experience the Essence of Island Living! Welcome to this exceptional stilt home, perfectly...	3 beds \| 3 baths \| 1,591 sq.ft.	$550,000	Airbnb cash on cash: 9.13% Traditional cash on cash: 4.55% Airbnb Rental Income: $6738 Traditional Rental Income: $3073 Airbnb ROI: 9.13% Traditional ROI: 4.55%
2763 Sanderling Ct Saint James City, FL Welcome to your waterfront paradise in the heart of St. James City! This beautifully remod...	3 beds \| 2 baths \| 1,776 sq.ft.	$674,900	Airbnb cash on cash: 7.01% Traditional cash on cash: 3.61% Airbnb Rental Income: $6738 Traditional Rental Income: $3284 Airbnb ROI: 7.01% Traditional ROI: 3.61%
3728 Emerald Ave Saint James City, FL Waterfront luxury, move-in ready - and just minutes to the Gulf! New pool liner & lanai sc...	3 beds \| 2 baths \| 1,320 sq.ft.	$517,000	Airbnb cash on cash: 8.98% Traditional cash on cash: 4.91% Airbnb Rental Income: $6738 Traditional Rental Income: $3457 Airbnb ROI: 8.98% Traditional ROI: 4.91%

Real Estate investment in Saint-james-city, FL

There are 95 properties for sale in the city of Saint James City . The median list price in Saint James City is $449,000 and the average price per square foot is $279. In July 2026, the average monthly cash on cash return in Saint James City is 4.00%. The average monthly rental income in Saint James City is $2,519.

Saint-james-city, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 95 investment properties available for sale in Saint-james-city.

The ROI for Short-Term is higher than the Long-Term in Saint-james-city with average rental income of $6,738.

Your search for investment property begins and ends here

Investment Property for Sale in Saint James City, FL

3544 Ruby Avenue

Saint James City, FL

4 beds | 3 baths | 2,950 sq.ft.

$1,289,000

Airbnb cash on cash: 3.89%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $8870

Traditional Rental Income: $5864

Airbnb ROI: 3.89%

Traditional ROI: 2.77%

2888 Oleander Street #C4

Saint James City, FL

2 beds | 2 baths | 1,053 sq.ft.

$305,000

Airbnb cash on cash: 7.89%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $4862

Traditional Rental Income: $2275

Airbnb ROI: 7.89%

Traditional ROI: 2.36%

3571 Emerald Ave

Saint James City, FL

4 beds | 2 baths | 1,292 sq.ft.

$749,000

Airbnb cash on cash: 8.31%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $8870

Traditional Rental Income: $3401

Airbnb ROI: 8.31%

Traditional ROI: 2.87%

3605 Stabile Road

Saint James City, FL

4 beds | 3 baths | 3,850 sq.ft.

$2,390,000

Airbnb cash on cash: 1.84%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $8870

Traditional Rental Income: $4783

Airbnb ROI: 1.84%

Traditional ROI: 0.74%

2823 8th Ave

Saint James City, FL

3 beds | 2 baths | 1,986 sq.ft.

$1,500,000

Airbnb cash on cash: 2.3%

Traditional cash on cash: 0.95%

Airbnb Rental Income: $6738

Traditional Rental Income: $3539

Airbnb ROI: 2.3%

Traditional ROI: 0.95%

3580 Gondola Ln

Saint James City, FL

2 beds | 2 baths | 1,499 sq.ft.

$439,900

Airbnb cash on cash: 6.72%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $4862

Traditional Rental Income: $3086

Airbnb ROI: 6.72%

Traditional ROI: 4.83%

3446 Pinetree Drive

Saint James City, FL

3 beds | 2 baths | 1,781 sq.ft.

$865,000

Airbnb cash on cash: 5.56%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $6738

Traditional Rental Income: $3756

Airbnb ROI: 5.56%

Traditional ROI: 3.49%

2355 Banana Street

Saint James City, FL

2 beds | 2 baths | 1,744 sq.ft.

$525,000

Airbnb cash on cash: 5.57%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $4862

Traditional Rental Income: $3052

Airbnb ROI: 5.57%