Real Estate Investment Properties for Sale in St Augustine, FL

Looking for investment property in St Augustine, FL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
202 CARIBE VISTA WAY ST AUGUSTINE, FL Wake up to fabulous sunrises from this fully furnished 2br/2ba second floor condo. Featur...	2 beds \| 2 baths \| 1,337 sq.ft.	$879,000	Airbnb cash on cash: -0.06% Traditional cash on cash: -0.42% Airbnb Rental Income: $3229 Traditional Rental Income: $2206 Airbnb ROI: -0.06% Traditional ROI: -0.42%
305 MARSH POINT CIR ST AUGUSTINE, FL Discover refined living in this 3-bedroom, 3-bath home with a dedicated office, nestled in...	3 beds \| 3 baths \| 2,416 sq.ft.	$998,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 1.1% Airbnb Rental Income: $4000 Traditional Rental Income: $2793 Airbnb ROI: 1.48% Traditional ROI: 1.1%
69 VILLAGE LAS PALMAS CIR ST AUGUSTINE, FL Discover the perfect beachside getaway in the highly sought-after Ocean Gallery Resort Com...	2 beds \| 2 baths \| 1,098 sq.ft.	$515,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 0.19% Airbnb Rental Income: $3229 Traditional Rental Income: $1623 Airbnb ROI: 2.02% Traditional ROI: 0.19%
6300 A1a South, B4-4u S #B44U ST AUGUSTINE, FL Beachside Bliss! Beautiful Crescent Beach Is Just Steps Past The Sparkling Community Pool....	1 beds \| 1 baths \| 768 sq.ft.	$295,000	Airbnb cash on cash: 1.68% Traditional cash on cash: -0.09% Airbnb Rental Income: $2504 Traditional Rental Income: $1407 Airbnb ROI: 1.68% Traditional ROI: -0.09%
21211 Harbour Vista Cir ST AUGUSTINE, FL Welcome To An Island Paradise. The Private & Serene Community Of The Preserve Of Anastasia...	3 beds \| 2 baths \| 1,451 sq.ft.	$275,000	Airbnb cash on cash: 7.96% Traditional cash on cash: 4.02% Airbnb Rental Income: $4000 Traditional Rental Income: $2123 Airbnb ROI: 7.96% Traditional ROI: 4.02%
16212 Harbour Vista Cir ST AUGUSTINE, FL Welcome To This Beautifully Maintained,End Unit,2-bedroom/2-bath,Second-story Condo,Featur...	2 beds \| 2 baths \| 1,521 sq.ft.	$313,000	Airbnb cash on cash: 4.74% Traditional cash on cash: 3.98% Airbnb Rental Income: $3229 Traditional Rental Income: $2278 Airbnb ROI: 4.74% Traditional ROI: 3.98%
5 Anastasia Lakes Drive ST AUGUSTINE, FL Tucked Away On A Quiet Cul-de-sac On Anastasia Island In Anastasia Lakes,This Spacious 4 B...	4 beds \| 3 baths \| 2,410 sq.ft.	$719,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 2.17% Airbnb Rental Income: $6655 Traditional Rental Income: $3166 Airbnb ROI: 5.43% Traditional ROI: 2.17%
83 Comares Ave #7A ST AUGUSTINE, FL Every Day Begins With The Quiet Rhythm Of Salt Run,Where Kayakers Glide Across Protected W...	2 beds \| 1 baths \| 838 sq.ft.	$400,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 0.22% Airbnb Rental Income: $3229 Traditional Rental Income: $1846 Airbnb ROI: 1.96% Traditional ROI: 0.22%
880 A1A Beach Blvd, #4205 #4205 ST AUGUSTINE, FL Experience The Perfect Blend Of Style And Comfort In This Bright And Airy Turn-key 2nd Flo...	2 beds \| 2 baths \| 878 sq.ft.	$344,900	Airbnb cash on cash: 2.99% Traditional cash on cash: -0.17% Airbnb Rental Income: $3229 Traditional Rental Income: $1477 Airbnb ROI: 2.99% Traditional ROI: -0.17%
25215 HARBOUR VISTA CIR ST AUGUSTINE, FL Island Living at it's Best! This second floor one bedroom, one bathroom flat is perched up...	1 beds \| 1 baths \| 818 sq.ft.	$229,900	Airbnb cash on cash: 4.67% Traditional cash on cash: 2.67% Airbnb Rental Income: $2504 Traditional Rental Income: $1464 Airbnb ROI: 4.67% Traditional ROI: 2.67%
64 Dolphin Drive ST AUGUSTINE, FL *** Mid-century Charm Meets Modern Livingâclose To St. Augustineâs Iconic Bridge Of Li...	4 beds \| 2 baths \| 1,796 sq.ft.	$569,000	Airbnb cash on cash: 7.56% Traditional cash on cash: 2.84% Airbnb Rental Income: $6655 Traditional Rental Income: $2849 Airbnb ROI: 7.56% Traditional ROI: 2.84%
5961 S A1A ST AUGUSTINE, FL This fully occupied mixed use quadplex is an 7.75% cap rate and is situated in the desirab...	N/A beds \| N/A baths \| N/A	$1,098,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 0.32% Airbnb Rental Income: $2379 Traditional Rental Income: $1859 Airbnb ROI: 0.25% Traditional ROI: 0.32%
144 MENENDEZ RD ST AUGUSTINE, FL SELLER IS MOTIVATED! ALL REASONABLE OFFERS TO BE CONSIDERED! This beautifully landscaped a...	5 beds \| 2 baths \| 2,527 sq.ft.	$524,900	Airbnb cash on cash: 9.64% Traditional cash on cash: 2.55% Airbnb Rental Income: $7825 Traditional Rental Income: $2855 Airbnb ROI: 9.64% Traditional ROI: 2.55%
2 Dondanville Rd #115 #115 ST AUGUSTINE, FL Easy Beach Access From This Updated Ground Floor Condominium At Luxurious Anastasia Condo!...	2 beds \| 2 baths \| 1,200 sq.ft.	$425,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 0.36% Airbnb Rental Income: $3229 Traditional Rental Income: $1901 Airbnb ROI: 1.87% Traditional ROI: 0.36%
8550 S A1A 323 #323 ST AUGUSTINE, FL Strong Ocean Views From This 2br/2.5ba Summerhouse Beach & Racquet Club Condo Located At S...	2 beds \| 3 baths \| 1,064 sq.ft.	$449,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 1.17% Airbnb Rental Income: $3229 Traditional Rental Income: $2034 Airbnb ROI: 2.28% Traditional ROI: 1.17%
900 Mickler Blvd ST AUGUSTINE, FL REDUCED! RENOVATED! This inviting corner-lot home is perfect for anyone ready to trade cit...	2 beds \| 2 baths \| 1,476 sq.ft.	$599,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 1.85% Airbnb Rental Income: $3229 Traditional Rental Income: $2410 Airbnb ROI: 2.01% Traditional ROI: 1.85%
880 A1A BEACH BOULEVARD #6208 ST AUGUSTINE, FL Enjoy ALL that Ocean and Racquet has to offer! Revel in the convenience of this centrally ...	2 beds \| 2 baths \| 878 sq.ft.	$399,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 0.07% Airbnb Rental Income: $3229 Traditional Rental Income: $1516 Airbnb ROI: 2.71% Traditional ROI: 0.07%
77 Aloha Cir ST AUGUSTINE, FL Beautifully Updated 3br/2ba Home Located Just Two Blocks From Butler Beach. Offered With B...	3 beds \| 2 baths \| 1,820 sq.ft.	$719,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 1.62% Airbnb Rental Income: $4000 Traditional Rental Income: $2307 Airbnb ROI: 2.87% Traditional ROI: 1.62%
1684 LEON ST ST AUGUSTINE, FL Located in the sought-after Menendez Park, this charming property is just a short walk thr...	3 beds \| 2 baths \| 1,444 sq.ft.	$599,900	Airbnb cash on cash: 3.45% Traditional cash on cash: 2.49% Airbnb Rental Income: $4000 Traditional Rental Income: $2605 Airbnb ROI: 3.45% Traditional ROI: 2.49%
24200 HARBOUR VISTA CIRCLE ST AUGUSTINE, FL PRICED TO SELL--SPACIOUS 1 BR, 1 BA second floor condo unit in the highly sought complex o...	1 beds \| 1 baths \| 910 sq.ft.	$213,500	Airbnb cash on cash: 4.94% Traditional cash on cash: 3.96% Airbnb Rental Income: $2504 Traditional Rental Income: $1700 Airbnb ROI: 4.94% Traditional ROI: 3.96%
45 VILLAGE LAS PALMAS CIR ST AUGUSTINE, FL Experience coastal living in this charming two-bedroom, two-bath condo nestled within the ...	2 beds \| 2 baths \| 1,098 sq.ft.	$524,000	Airbnb cash on cash: 1.63% Traditional cash on cash: -0.17% Airbnb Rental Income: $3229 Traditional Rental Income: $1616 Airbnb ROI: 1.63% Traditional ROI: -0.17%
94 VILLAGE DEL LAGO CIR ST AUGUSTINE, FL Step into this fully furnished, updated condo, featuring one of the most sought-after floo...	2 beds \| 2 baths \| 1,156 sq.ft.	$495,000	Airbnb cash on cash: 1.74% Traditional cash on cash: -0.01% Airbnb Rental Income: $3229 Traditional Rental Income: $1689 Airbnb ROI: 1.74% Traditional ROI: -0.01%
130 OLD TOWN PARKWAY #2304 ST AUGUSTINE, FL SPACIOUS 2 BR, 2 BA condo with 3 sided fireplace in living room, 2 large master bedrooms w...	2 beds \| 2 baths \| 990 sq.ft.	$199,900	Airbnb cash on cash: 8.29% Traditional cash on cash: 4.58% Airbnb Rental Income: $3229 Traditional Rental Income: $1797 Airbnb ROI: 8.29% Traditional ROI: 4.58%
140 WHISPERING OAKS CIR ST AUGUSTINE, FL Your Anastasia Island tropical treehouse treasure awaits! 140 Whispering Oaks is a great e...	4 beds \| 3 baths \| 2,360 sq.ft.	$1,150,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 1.02% Airbnb Rental Income: $6655 Traditional Rental Income: $2702 Airbnb ROI: 3.5% Traditional ROI: 1.02%
308 MARSH POINT CIR ST AUGUSTINE, FL Mediterranean Estate with Marsh Views & Saltwater Pool in a Premier Golf Community. Welco...	3 beds \| 3 baths \| 3,045 sq.ft.	$949,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.75% Airbnb Rental Income: $4000 Traditional Rental Income: $3369 Airbnb ROI: 1.49% Traditional ROI: 1.75%
118 RIO DEL MAR ST ST AUGUSTINE, FL What a great investment or family beach home for $238,000! This townhouse style condo has ...	2 beds \| 2 baths \| 960 sq.ft.	$238,000	Airbnb cash on cash: 7.24% Traditional cash on cash: 3.03% Airbnb Rental Income: $3229 Traditional Rental Income: $1555 Airbnb ROI: 7.24% Traditional ROI: 3.03%
508 Peninsula Ct ST AUGUSTINE, FL Come Live The Island Life Just One Mile From St. Augustine Beach. Location Is Premier With...	3 beds \| 2 baths \| 1,451 sq.ft.	$440,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 2.37% Airbnb Rental Income: $4000 Traditional Rental Income: $2043 Airbnb ROI: 5.04% Traditional ROI: 2.37%
33 CORTEZ ST AUGUSTINE, FL Unparalleled luxury awaits at Cortez On The Water, distinguished townhomes nestled along t...	4 beds \| 4 baths \| 2,872 sq.ft.	$1,299,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 0.83% Airbnb Rental Income: $6655 Traditional Rental Income: $3972 Airbnb ROI: 1.97% Traditional ROI: 0.83%
41 CORTEZ ST AUGUSTINE, FL Unparalleled luxury awaits at Cortez On The Water, distinguished townhomes nestled along t...	4 beds \| 4 baths \| 2,872 sq.ft.	$1,899,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 0.25% Airbnb Rental Income: $6655 Traditional Rental Income: $3972 Airbnb ROI: 1.04% Traditional ROI: 0.25%
45 CORTEZ ST AUGUSTINE, FL Unparalleled luxury awaits at Cortez On The Water, distinguished townhomes nestled along t...	4 beds \| 4 baths \| 2,872 sq.ft.	$2,229,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 0.07% Airbnb Rental Income: $6655 Traditional Rental Income: $3972 Airbnb ROI: 0.74% Traditional ROI: 0.07%
35 CORTEZ ST AUGUSTINE, FL Unparalleled luxury awaits at Cortez On The Water, distinguished townhomes nestled along t...	4 beds \| 4 baths \| 2,872 sq.ft.	$1,450,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 0.65% Airbnb Rental Income: $6655 Traditional Rental Income: $3984 Airbnb ROI: 1.67% Traditional ROI: 0.65%
47 CORTEZ ST AUGUSTINE, FL Unparalleled luxury awaits at Cortez On The Water, distinguished townhomes nestled along t...	4 beds \| 4 baths \| 2,872 sq.ft.	$2,499,000	Airbnb cash on cash: 0.55% Traditional cash on cash: -0.04% Airbnb Rental Income: $6655 Traditional Rental Income: $3984 Airbnb ROI: 0.55% Traditional ROI: -0.04%
43 CORTEZ ST AUGUSTINE, FL Unparalleled luxury awaits at Cortez On The Water, distinguished townhomes nestled along t...	4 beds \| 4 baths \| 2,872 sq.ft.	$1,975,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 0.21% Airbnb Rental Income: $6655 Traditional Rental Income: $3984 Airbnb ROI: 0.96% Traditional ROI: 0.21%
650 W POPE RD. UNIT 244 ST AUGUSTINE, FL Perfectly positioned on Anastasia Island, this upstairs corner-unit condo in Island Villas...	2 beds \| 2 baths \| 816 sq.ft.	$209,900	Airbnb cash on cash: 7.55% Traditional cash on cash: 2.56% Airbnb Rental Income: $3229 Traditional Rental Income: $1509 Airbnb ROI: 7.55% Traditional ROI: 2.56%
1685 Santander Street ST AUGUSTINE, FL One Of St. Augustineâs Secret Spots! Welcome To This Key West Style Home At 1685 Santand...	3 beds \| 3 baths \| 2,095 sq.ft.	$875,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 2.06% Airbnb Rental Income: $4000 Traditional Rental Income: $2806 Airbnb ROI: 2.47% Traditional ROI: 2.06%
74 VILLAGE DEL PRADO CIR ST AUGUSTINE, FL This popular 2br/2ba ground floor 'Big Sur' model in Ocean Gallery offers the perfect blen...	2 beds \| 2 baths \| 1,156 sq.ft.	$599,000	Airbnb cash on cash: 1.22% Traditional cash on cash: -0.09% Airbnb Rental Income: $3229 Traditional Rental Income: $1769 Airbnb ROI: 1.22% Traditional ROI: -0.09%
6909 RICHARDS PLACE ST AUGUSTINE, FL CRESCENT BEACH HOME just steps from the ocean, located south of historic St. Augustine, FL...	2 beds \| 2 baths \| 1,280 sq.ft.	$549,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 1.67% Airbnb Rental Income: $3229 Traditional Rental Income: $1958 Airbnb ROI: 2.73% Traditional ROI: 1.67%
322 FIDDLERS POINT DR ST AUGUSTINE, FL Lakefront Villa in Marsh Creek Country Club Stunning Views & Exceptional Amenities! Welco...	3 beds \| 3 baths \| 2,473 sq.ft.	$1,050,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 0.98% Airbnb Rental Income: $4000 Traditional Rental Income: $2773 Airbnb ROI: 1.36% Traditional ROI: 0.98%
46 VILLAGE DEL PRADO CIR ST AUGUSTINE, FL Location, location, location! This charming 2br/1ba condo in Village Del Prado Circle off...	2 beds \| 1 baths \| 1,098 sq.ft.	$409,000	Airbnb cash on cash: 2.46% Traditional cash on cash: -0.1% Airbnb Rental Income: $3229 Traditional Rental Income: $1520 Airbnb ROI: 2.46% Traditional ROI: -0.1%
302 AEGEAN VISTA WAY ST AUGUSTINE, FL Discover your slice of paradise in this partially furnished, 3rd floor, 2br/2ba condo loca...	2 beds \| 2 baths \| 1,337 sq.ft.	$879,000	Airbnb cash on cash: -0.09% Traditional cash on cash: -0.45% Airbnb Rental Income: $3229 Traditional Rental Income: $2209 Airbnb ROI: -0.09% Traditional ROI: -0.45%

Real Estate investment in St-augustine, FL

There are 181 properties for sale in the city of St Augustine . The median list price in St Augustine is $434,400 and the average price per square foot is $256. In March 2026, the average monthly cash on cash return in St Augustine is 3.00%. The average monthly rental income in St Augustine is $2,174.

St-augustine, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 181 investment properties available for sale in St-augustine.

In 2026, the best neighborhood to buy investment property is ST AUGUSTINE.

The ROI for Short-Term is higher than the Long-Term in St-augustine with average rental income of $4,000.

Your search for investment property begins and ends here

Investment Property for Sale in St Augustine, FL

202 CARIBE VISTA WAY

ST AUGUSTINE, FL

2 beds | 2 baths | 1,337 sq.ft.

$879,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: -0.42%

Airbnb Rental Income: $3229

Traditional Rental Income: $2206

Airbnb ROI: -0.06%

Traditional ROI: -0.42%

305 MARSH POINT CIR

ST AUGUSTINE, FL

3 beds | 3 baths | 2,416 sq.ft.

$998,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $4000

Traditional Rental Income: $2793

Airbnb ROI: 1.48%

Traditional ROI: 1.1%

69 VILLAGE LAS PALMAS CIR

ST AUGUSTINE, FL

2 beds | 2 baths | 1,098 sq.ft.

$515,000

Airbnb cash on cash: 2.02%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $3229

Traditional Rental Income: $1623

Airbnb ROI: 2.02%

Traditional ROI: 0.19%

6300 A1a South, B4-4u S #B44U

ST AUGUSTINE, FL

1 beds | 1 baths | 768 sq.ft.

$295,000

Airbnb cash on cash: 1.68%

Traditional cash on cash: -0.09%

Airbnb Rental Income: $2504

Traditional Rental Income: $1407

Airbnb ROI: 1.68%

Traditional ROI: -0.09%

21211 Harbour Vista Cir

ST AUGUSTINE, FL

3 beds | 2 baths | 1,451 sq.ft.

$275,000

Airbnb cash on cash: 7.96%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $4000

Traditional Rental Income: $2123

Airbnb ROI: 7.96%

Traditional ROI: 4.02%

16212 Harbour Vista Cir

ST AUGUSTINE, FL

2 beds | 2 baths | 1,521 sq.ft.

$313,000

Airbnb cash on cash: 4.74%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $3229

Traditional Rental Income: $2278

Airbnb ROI: 4.74%

Traditional ROI: 3.98%

5 Anastasia Lakes Drive

ST AUGUSTINE, FL

4 beds | 3 baths | 2,410 sq.ft.

$719,000

Airbnb cash on cash: 5.43%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $6655

Traditional Rental Income: $3166

Airbnb ROI: 5.43%

Traditional ROI: 2.17%

83 Comares Ave #7A

ST AUGUSTINE, FL

2 beds | 1 baths | 838 sq.ft.

$400,000

Airbnb cash on cash: 1.96%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $3229

Traditional Rental Income: $1846

Airbnb ROI: 1.96%