Real Estate Investment Properties for Sale in Saint Augustine, FL

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

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

Search for Woodlawn Investment Property for Sale in Saint Augustine, 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 1,722 Woodlawn Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
0 Arricola Ave SAINT AUGUSTINE, FL Build Your Modern Dream Home in Davis Shores - Plans Included & builder ready! This .06-ac...	2 beds \| 1 baths \| 1,530 sq.ft.	$699,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.3% Airbnb Rental Income: $2954 Traditional Rental Income: $2293 Airbnb ROI: 2.27% Traditional ROI: 2.3%
4 Nelmar Ave SAINT AUGUSTINE, FL North City Charmer! This 2 Bedroom,2 Bath Home Is Conveniently Located Close To Town And M...	2 beds \| 2 baths \| 1,954 sq.ft.	$599,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 1.89% Airbnb Rental Income: $2954 Traditional Rental Income: $1776 Airbnb ROI: 2.78% Traditional ROI: 1.89%
130 Grand Ravine Dr SAINT AUGUSTINE, FL Don't Miss This Elegant 3br/2ba Condo In Grand Ravine! Corner Unit With Extra Windows On T...	3 beds \| 2 baths \| 1,580 sq.ft.	$369,500	Airbnb cash on cash: 4.07% Traditional cash on cash: 2.55% Airbnb Rental Income: $3257 Traditional Rental Income: $1997 Airbnb ROI: 4.07% Traditional ROI: 2.55%
28 Catalonia Ct SAINT AUGUSTINE, FL The Conquistador's Complex is nestled on the intracoastal waterway surrounded by mature oa...	2 beds \| 2 baths \| 902 sq.ft.	$198,500	Airbnb cash on cash: 7.75% Traditional cash on cash: 5.03% Airbnb Rental Income: $2954 Traditional Rental Income: $1760 Airbnb ROI: 7.75% Traditional ROI: 5.03%
345 Charlotte St SAINT AUGUSTINE, FL Located In The Heart Of Downtown St. Augustineâs Historic District,345 Charlotte Street ...	3 beds \| 2 baths \| 1,908 sq.ft.	$915,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 0.11% Airbnb Rental Income: $4000 Traditional Rental Income: $2425 Airbnb ROI: 0.93% Traditional ROI: 0.11%
4 Ocean Trace Rd #119 SAINT AUGUSTINE, FL Your beach getaway, vacation rental or home by the sea. Perfect easy access ground floor u...	2 beds \| 2 baths \| 1,129 sq.ft.	$469,000	Airbnb cash on cash: 1.7% Traditional cash on cash: -0.03% Airbnb Rental Income: $2954 Traditional Rental Income: $1511 Airbnb ROI: 1.7% Traditional ROI: -0.03%
1424 Golden Lake Loop SAINT AUGUSTINE, FL Welcome to Sebastian Cove! The Valencia model is one of the largest in the complex and off...	3 beds \| 2 baths \| 1,337 sq.ft.	$250,000	Airbnb cash on cash: 7.2% Traditional cash on cash: 4.96% Airbnb Rental Income: $3257 Traditional Rental Income: $1998 Airbnb ROI: 7.2% Traditional ROI: 4.96%
8 Park Ave SAINT AUGUSTINE, FL Charming 3-bedroom, 2-bathroom main house PLUS separate cottage, located in the desirable ...	3 beds \| 2 baths \| 1,426 sq.ft.	$995,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 0.22% Airbnb Rental Income: $3257 Traditional Rental Income: $2431 Airbnb ROI: 0.32% Traditional ROI: 0.22%
28 Islander Ct SAINT AUGUSTINE, FL This Islander townhouse is a great price and in fantastic condition. Just 1.8 miles to the...	2 beds \| 2 baths \| 1,202 sq.ft.	$311,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 2.99% Airbnb Rental Income: $3229 Traditional Rental Income: $1899 Airbnb ROI: 4.96% Traditional ROI: 2.99%
4 Ocean Trace Rd #108 SAINT AUGUSTINE, FL Totally Renovated Furnished Unit!!! This Ground Floor Oceanfront Unit Offers 3 Bedrooms,2...	3 beds \| 2 baths \| 1,461 sq.ft.	$649,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 0.26% Airbnb Rental Income: $3257 Traditional Rental Income: $2284 Airbnb ROI: 0.66% Traditional ROI: 0.26%
3385 Coastal Hwy #1 SAINT AUGUSTINE, FL Wake Up To Breathtaking Sunrises Over The Atlantic And Wind Down To Glowing Sunsets Across...	4 beds \| 3 baths \| 1,928 sq.ft.	$615,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 3.39% Airbnb Rental Income: $6655 Traditional Rental Income: $4161 Airbnb ROI: 5.44% Traditional ROI: 3.39%
152 Manresa Rd SAINT AUGUSTINE, FL Live the dream or use as a turnkey investment property that has had much income success as...	3 beds \| 3 baths \| 1,806 sq.ft.	$799,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.77% Airbnb Rental Income: $3257 Traditional Rental Income: $2416 Airbnb ROI: 1.92% Traditional ROI: 1.77%
317 Mystical Way SAINT AUGUSTINE, FL Upgrades Galore And Location Too! Come And See This Wonderful 3 Bedroom,2 Full Bath,Home ...	3 beds \| 2 baths \| 1,440 sq.ft.	$499,900	Airbnb cash on cash: 4.8% Traditional cash on cash: 2.63% Airbnb Rental Income: $4000 Traditional Rental Income: $2129 Airbnb ROI: 4.8% Traditional ROI: 2.63%
35103 Harbour Vista Cir SAINT AUGUSTINE, FL Experience island living! Own a desirable first-floor Martinique floor plana spacious and ...	2 beds \| 2 baths \| 1,305 sq.ft.	$275,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 3.96% Airbnb Rental Income: $3229 Traditional Rental Income: $2079 Airbnb ROI: 5.47% Traditional ROI: 3.96%
650 W Pope Rd #263 SAINT AUGUSTINE, FL Discover Coastal Living At Its Finest In This Beautifully Updated 2-bedroom,1-bath Second-...	2 beds \| 1 baths \| 720 sq.ft.	$185,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 2.44% Airbnb Rental Income: $3229 Traditional Rental Income: $1387 Airbnb ROI: 8.78% Traditional ROI: 2.44%
130 De Haven St SAINT AUGUSTINE, FL This is your opportunity to live and invest in Historic Lincolnville! This property has 2 ...	N/A beds \| N/A baths \| 1,013 sq.ft.	$358,900	Airbnb cash on cash: 2.98% Traditional cash on cash: 0.41% Airbnb Rental Income: $2304 Traditional Rental Income: $867 Airbnb ROI: 2.98% Traditional ROI: 0.41%
305 Island Landing Dr SAINT AUGUSTINE, FL Spectacular Views And Fish From You Dock ! Enjoy Sunsets Overlooking The Intracoastal Tida...	3 beds \| 2 baths \| 1,406 sq.ft.	$649,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 1.35% Airbnb Rental Income: $3257 Traditional Rental Income: $1831 Airbnb ROI: 2.42% Traditional ROI: 1.35%
204 Joey Dr SAINT AUGUSTINE, FL This beach home is absolutely delightful! It combines the convenience of an easy walk to t...	3 beds \| 2 baths \| 1,714 sq.ft.	$470,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 2.61% Airbnb Rental Income: $3257 Traditional Rental Income: $2330 Airbnb ROI: 3.06% Traditional ROI: 2.61%
348 San Nicolas Way SAINT AUGUSTINE, FL Anastasia Island,Concrete Block,Home Located Behind The Gates Of Ocean Palms. Backing To ...	3 beds \| 2 baths \| 2,131 sq.ft.	$642,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.8% Airbnb Rental Income: $3257 Traditional Rental Income: $2230 Airbnb ROI: 2.29% Traditional ROI: 1.8%
301 Graciela Cir SAINT AUGUSTINE, FL Welcome to your modern 3BR + office home in the gorgeous and amenity-rich St Augustine Sho...	3 beds \| 2 baths \| 1,797 sq.ft.	$529,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 2.95% Airbnb Rental Income: $3257 Traditional Rental Income: $2383 Airbnb ROI: 3.23% Traditional ROI: 2.95%
931 A1a Beach Blvd #206 SAINT AUGUSTINE, FL Unit #206 is located on the West end of the Building on the Second Floor. The first thing...	3 beds \| 2 baths \| 1,526 sq.ft.	$459,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 1.91% Airbnb Rental Income: $3257 Traditional Rental Income: $2286 Airbnb ROI: 2.45% Traditional ROI: 1.91%
3418 Lands End Dr SAINT AUGUSTINE, FL Step Through Plated Double Glass Doors Into A Grand Foyer With Dramatic Italian Tile Floor...	4 beds \| 5 baths \| 5,978 sq.ft.	$5,200,000	Airbnb cash on cash: -0.35% Traditional cash on cash: -0.11% Airbnb Rental Income: $6655 Traditional Rental Income: $6564 Airbnb ROI: -0.35% Traditional ROI: -0.11%
1300 Vista Cove Rd SAINT AUGUSTINE, FL 1300 Vista Cove Is Completely Renovated For Your Convenience And Delight. The Open Kitche...	3 beds \| 2 baths \| 1,448 sq.ft.	$259,900	Airbnb cash on cash: 5.49% Traditional cash on cash: 2.56% Airbnb Rental Income: $3257 Traditional Rental Income: $1805 Airbnb ROI: 5.49% Traditional ROI: 2.56%
1012 Arbor Trails Ct SAINT AUGUSTINE, FL Beautiful Florida Home With Lake View!! Spacious! Open Floor Plan 4 Bedrooms,3 Bedrooms On...	4 beds \| 2 baths \| 2,182 sq.ft.	$412,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 2.85% Airbnb Rental Income: $5385 Traditional Rental Income: $2084 Airbnb ROI: 8.43% Traditional ROI: 2.85%
160 Crete Ct SAINT AUGUSTINE, FL Discover this charming home at 160 Crete Ct, St. Augustine, FL 32084-a perfect blend of co...	2 beds \| 2 baths \| 1,420 sq.ft.	$255,000	Airbnb cash on cash: 6.69% Traditional cash on cash: 5.32% Airbnb Rental Income: $2954 Traditional Rental Income: $1942 Airbnb ROI: 6.69% Traditional ROI: 5.32%
51 Foxcross Ave SAINT AUGUSTINE, FL THE NEXT BEST OPTION TO BUILDING A NEW HOME IS THIS 100% Energy Star Certified Providence ...	3 beds \| 2 baths \| 2,380 sq.ft.	$455,510	Airbnb cash on cash: 3.7% Traditional cash on cash: 3.21% Airbnb Rental Income: $3257 Traditional Rental Income: $2313 Airbnb ROI: 3.7% Traditional ROI: 3.21%
1511 Golden Lake Loop SAINT AUGUSTINE, FL Step Into This Beautifully Designed 1,004 Sq. Ft. Condo In Sebastian Cove,Offering The Per...	2 beds \| 2 baths \| 1,004 sq.ft.	$210,000	Airbnb cash on cash: 8.41% Traditional cash on cash: 6.19% Airbnb Rental Income: $3229 Traditional Rental Income: $2061 Airbnb ROI: 8.41% Traditional ROI: 6.19%
100 Saturn Rd SAINT AUGUSTINE, FL Intracoastal Gem on Lewis Point. Experience the ultimate Florida lifestyle in this contem...	3 beds \| 2 baths \| 1,482 sq.ft.	$465,000	Airbnb cash on cash: 4.25% Traditional cash on cash: 2.29% Airbnb Rental Income: $4000 Traditional Rental Income: $2138 Airbnb ROI: 4.25% Traditional ROI: 2.29%
423 Balearics Dr SAINT AUGUSTINE, FL A great location in the Villages of Valencia. This home sports three bedrooms and two bath...	3 beds \| 2 baths \| 1,671 sq.ft.	$379,900	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.38% Airbnb Rental Income: $3257 Traditional Rental Income: $2061 Airbnb ROI: 4.69% Traditional ROI: 3.38%
650 W Pope Rd #226 SAINT AUGUSTINE, FL Water View Condo On Anastasia Island! This Two Bedroom,One Bath Second Floor Unit Has Had...	2 beds \| 1 baths \| 720 sq.ft.	$170,000	Airbnb cash on cash: 8.98% Traditional cash on cash: 2.48% Airbnb Rental Income: $2954 Traditional Rental Income: $1219 Airbnb ROI: 8.98% Traditional ROI: 2.48%
146 Ocean Cay Blvd SAINT AUGUSTINE, FL Enjoy Relaxed Coastal Living In Ocean Cay,Just A Short Bike Ride To The Beach. This 2 Bedr...	3 beds \| 2 baths \| 1,540 sq.ft.	$495,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 2.38% Airbnb Rental Income: $4000 Traditional Rental Income: $2422 Airbnb ROI: 3.87% Traditional ROI: 2.38%
520 Florida Club Blvd #210 SAINT AUGUSTINE, FL Florida Club Condo - Amazing Golf Course Views From This 2 Bdrm/2 Bath Unit,Which Offers ...	2 beds \| 2 baths \| 1,131 sq.ft.	$205,000	Airbnb cash on cash: 7.1% Traditional cash on cash: 3.39% Airbnb Rental Income: $2954 Traditional Rental Income: $1517 Airbnb ROI: 7.1% Traditional ROI: 3.39%
409 Arricola Ave SAINT AUGUSTINE, FL This Davis Shores Home Is Located On A Great Lot Just A Short Walk Or Bike Ride To Histor...	2 beds \| 2 baths \| 1,327 sq.ft.	$425,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 2.66% Airbnb Rental Income: $2954 Traditional Rental Income: $1758 Airbnb ROI: 3.96% Traditional ROI: 2.66%
5336 Atlantic Vw SAINT AUGUSTINE, FL Direct Ocean Front 3/3 +bonus Room Makes You Feel Like You Are Always On Vacation! The Mom...	3 beds \| 3 baths \| 2,743 sq.ft.	$2,100,000	Airbnb cash on cash: -0.21% Traditional cash on cash: -0.02% Airbnb Rental Income: $4000 Traditional Rental Income: $3544 Airbnb ROI: -0.21% Traditional ROI: -0.02%
66 Julia St SAINT AUGUSTINE, FL Be The First To See This Brand-new Construction! Three Bedrooms,Two Bathrooms Plus A Garag...	3 beds \| 2 baths \| 1,244 sq.ft.	$359,900	Airbnb cash on cash: 5.72% Traditional cash on cash: 3.55% Airbnb Rental Income: $3257 Traditional Rental Income: $1752 Airbnb ROI: 5.72% Traditional ROI: 3.55%
164 King Arthur Ct SAINT AUGUSTINE, FL Spacious And Pristine,This Cb 4 Bedroom,2.5 Bath,Two-story Lakefront Home Is Not To Be Mis...	4 beds \| 2 baths \| 2,814 sq.ft.	$404,900	Airbnb cash on cash: 9.54% Traditional cash on cash: 4.17% Airbnb Rental Income: $5385 Traditional Rental Income: $2261 Airbnb ROI: 9.54% Traditional ROI: 4.17%
890 A1a Beach Blvd #75 SAINT AUGUSTINE, FL Relax and enjoy beachside living in the heart of St. Augustine Beach. This upscale condo h...	2 beds \| 2 baths \| 1,224 sq.ft.	$420,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 0.76% Airbnb Rental Income: $2954 Traditional Rental Income: $2080 Airbnb ROI: 1.24% Traditional ROI: 0.76%
125 Menendez Rd SAINT AUGUSTINE, FL Located Between The Ocean And The Intracoastal Waterway This Home Has Three Bedrooms Plus ...	4 beds \| 3 baths \| 2,220 sq.ft.	$490,000	Airbnb cash on cash: 8.47% Traditional cash on cash: 3.77% Airbnb Rental Income: $6655 Traditional Rental Income: $3141 Airbnb ROI: 8.47% Traditional ROI: 3.77%
120 Ocean Hibiscus Dr #301 SAINT AUGUSTINE, FL What a great condo! Feels much bigger than it is, with tons of windows and beautiful upgr...	2 beds \| 2 baths \| 851 sq.ft.	$375,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 0.12% Airbnb Rental Income: $2954 Traditional Rental Income: $1419 Airbnb ROI: 2.55% Traditional ROI: 0.12%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Saint Augustine, FL

0 Arricola Ave

SAINT AUGUSTINE, FL

2 beds | 1 baths | 1,530 sq.ft.

$699,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $2954

Traditional Rental Income: $2293

Airbnb ROI: 2.27%

Traditional ROI: 2.3%

4 Nelmar Ave

SAINT AUGUSTINE, FL

2 beds | 2 baths | 1,954 sq.ft.

$599,900

Airbnb cash on cash: 2.78%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $2954

Traditional Rental Income: $1776

Airbnb ROI: 2.78%

Traditional ROI: 1.89%

130 Grand Ravine Dr

SAINT AUGUSTINE, FL

3 beds | 2 baths | 1,580 sq.ft.

$369,500

Airbnb cash on cash: 4.07%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $3257

Traditional Rental Income: $1997

Airbnb ROI: 4.07%

Traditional ROI: 2.55%

28 Catalonia Ct

SAINT AUGUSTINE, FL

2 beds | 2 baths | 902 sq.ft.

$198,500

Airbnb cash on cash: 7.75%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $2954

Traditional Rental Income: $1760

Airbnb ROI: 7.75%

Traditional ROI: 5.03%

345 Charlotte St

SAINT AUGUSTINE, FL

3 beds | 2 baths | 1,908 sq.ft.

$915,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $4000

Traditional Rental Income: $2425

Airbnb ROI: 0.93%

Traditional ROI: 0.11%

4 Ocean Trace Rd #119

SAINT AUGUSTINE, FL

2 beds | 2 baths | 1,129 sq.ft.

$469,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $2954

Traditional Rental Income: $1511

Airbnb ROI: 1.7%

Traditional ROI: -0.03%

1424 Golden Lake Loop

SAINT AUGUSTINE, FL

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

$250,000

Airbnb cash on cash: 7.2%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $3257

Traditional Rental Income: $1998

Airbnb ROI: 7.2%

Traditional ROI: 4.96%

8 Park Ave

SAINT AUGUSTINE, FL

3 beds | 2 baths | 1,426 sq.ft.

$995,000

Airbnb cash on cash: 0.32%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $3257

Traditional Rental Income: $2431

Airbnb ROI: 0.32%