Real Estate Investment Properties for Sale in Key West, FL

Looking for investment property in Key West, FL with high ROI ?

Explore a variety of short-term homes & houses in Key West, FL. Invest wisely with VRBO & Key West, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Key West, FL

Search for Condo for Sale in Key West, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 30 Condo 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
806 Florida Street #Apt 5 Key West, FL 1 bedrooms and 1 bathrooms, you are going to enjoy the 626 sqft that composes this Condomi...	1 beds \| 1 baths \| 626 sq.ft.	$649,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 1.31% Airbnb Rental Income: $4306 Traditional Rental Income: $1963 Airbnb ROI: 3.68% Traditional ROI: 1.31%
3312 Northside Drive #405 Key West, FL IMPORTANT UPDATE TO NOTE: SELLER IS OFFERING A $5,000 BUYER CREDIT THAT CAN BE USED FOR CL...	1 beds \| 1 baths \| 528 sq.ft.	$343,400	Airbnb cash on cash: 4.33% Traditional cash on cash: 2.43% Airbnb Rental Income: $2590 Traditional Rental Income: $1357 Airbnb ROI: 4.33% Traditional ROI: 2.43%
2601 S Roosevelt Boulevard #406A Key West, FL Ocean Views from this beautifully 2br/1.5ba renovated Key West by The Sea condo on Smather...	2 beds \| 2 baths \| 980 sq.ft.	$926,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 1.95% Airbnb Rental Income: $5523 Traditional Rental Income: $4150 Airbnb ROI: 2.26% Traditional ROI: 1.95%
1203 Newton Street #1 Key West, FL Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generou...	1 beds \| 1 baths \| 427 sq.ft.	$699,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 1.89% Airbnb Rental Income: $4306 Traditional Rental Income: $3357 Airbnb ROI: 1.96% Traditional ROI: 1.89%
1901 S Roosevelt Boulevard #401E Key West, FL Discover the rare opportunity to own a premier developer's unit in one of Key West's most ...	3 beds \| 2 baths \| 1,395 sq.ft.	$1,375,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 1.06% Airbnb Rental Income: $7776 Traditional Rental Income: $4915 Airbnb ROI: 2.13% Traditional ROI: 1.06%
1014 Truman Avenue #202 Key West, FL 1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West...	2 beds \| 2 baths \| 1,017 sq.ft.	$750,000	Airbnb cash on cash: 8.55% Traditional cash on cash: 1.68% Airbnb Rental Income: $9006 Traditional Rental Income: $2512 Airbnb ROI: 8.55% Traditional ROI: 1.68%
2601 S Roosevelt Boulevard #204A Key West, FL Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath resid...	1 beds \| 1 baths \| 754 sq.ft.	$599,000	Airbnb cash on cash: 0% Traditional cash on cash: 2.94% Airbnb Rental Income: $2590 Traditional Rental Income: $3615 Airbnb ROI: 0% Traditional ROI: 2.94%
927 Thomas Street #4 Key West, FL Located in one of Key West's newer developments at The Captains House in Bahama Village, t...	2 beds \| 1 baths \| 762 sq.ft.	$859,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 1.98% Airbnb Rental Income: $7501 Traditional Rental Income: $3944 Airbnb ROI: 4.63% Traditional ROI: 1.98%
800 Fleming Street #C1 Key West, FL Discover a rare blend of history, artistry, and luxury in this extraordinary residence at ...	2 beds \| 3 baths \| 1,550 sq.ft.	$2,399,000	Airbnb cash on cash: 0.48% Traditional cash on cash: -0.37% Airbnb Rental Income: $7101 Traditional Rental Income: $3828 Airbnb ROI: 0.48% Traditional ROI: -0.37%
2601 S Roosevelt Boulevard #Apt 103C Key West, FL Renovated ground-floor condo directly across from Smathers Beach! Enjoy convenient coastal...	3 beds \| 2 baths \| 1,221 sq.ft.	$888,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 1.32% Airbnb Rental Income: $7776 Traditional Rental Income: $3404 Airbnb ROI: 4.81% Traditional ROI: 1.32%
204 Southard Street #5 Key West, FL Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, ...	2 beds \| 1 baths \| 646 sq.ft.	$865,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 0.37% Airbnb Rental Income: $7129 Traditional Rental Income: $1734 Airbnb ROI: 5.35% Traditional ROI: 0.37%
308 Margaret Street #3 Key West, FL ''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic ...	1 beds \| 1 baths \| 420 sq.ft.	$725,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 0.96% Airbnb Rental Income: $4330 Traditional Rental Income: $1883 Airbnb ROI: 3.23% Traditional ROI: 0.96%
32 Hilton Haven Road #Apt 5 Key West, FL Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-ba...	2 beds \| 2 baths \| 1,036 sq.ft.	$995,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 1.43% Airbnb Rental Income: $5304 Traditional Rental Income: $2878 Airbnb ROI: 2.89% Traditional ROI: 1.43%
816 South Street #4 Key West, FL Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to ...	1 beds \| 1 baths \| 640 sq.ft.	$599,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 3.86% Airbnb Rental Income: $4183 Traditional Rental Income: $3403 Airbnb ROI: 3.67% Traditional ROI: 3.86%
1500 Atlantic Boulevard #308 Key West, FL Located in the Beach Club, this reimagined residence offers a rare combination of luxury, ...	3 beds \| 3 baths \| 2,352 sq.ft.	$4,499,999	Airbnb cash on cash: 0.06% Traditional cash on cash: 0.01% Airbnb Rental Income: $7776 Traditional Rental Income: $6066 Airbnb ROI: 0.06% Traditional ROI: 0.01%
3312 Northside Drive #Apt 407 Key West, FL First time on the market since 1982. Santa clara condo building has been totally renovated...	2 beds \| 1 baths \| 696 sq.ft.	$425,000	Airbnb cash on cash: 9.32% Traditional cash on cash: 3.53% Airbnb Rental Income: $5523 Traditional Rental Income: $2107 Airbnb ROI: 9.32% Traditional ROI: 3.53%
1220 Newton Street #5 Key West, FL Welcome to 1220 Newton Street, Unit 5, located in the beautiful Meadows neighborhood of Ke...	4 beds \| 2 baths \| 1,448 sq.ft.	$779,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 3.34% Airbnb Rental Income: $7658 Traditional Rental Income: $3742 Airbnb ROI: 6.72% Traditional ROI: 3.34%
1901 S Roosevelt Boulevard #208E Key West, FL Ocean Views & Island Living at La Brisa - Key West. Wake up to ocean views and embrace the...	3 beds \| 2 baths \| 1,395 sq.ft.	$1,349,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 1.51% Airbnb Rental Income: $7776 Traditional Rental Income: $3680 Airbnb ROI: 3.59% Traditional ROI: 1.51%
927 Thomas Street #1 Key West, FL Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bed...	2 beds \| 3 baths \| 1,124 sq.ft.	$1,133,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 1.29% Airbnb Rental Income: $7501 Traditional Rental Income: $3285 Airbnb ROI: 3.93% Traditional ROI: 1.29%
5607 College Road #B302 Key West, FL Experience waterfront living at its finest in this rare top-floor residence at Sunset Mari...	2 beds \| 2 baths \| 1,171 sq.ft.	$1,375,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 0.66% Airbnb Rental Income: $5523 Traditional Rental Income: $3039 Airbnb ROI: 1.73% Traditional ROI: 0.66%
115 Front Street #Apt 101 Key West, FL Prior to the development of Truman Annex which was a notable Naval base located in the cen...	3 beds \| 3 baths \| 1,250 sq.ft.	$2,250,000	Airbnb cash on cash: 1.72% Traditional cash on cash: -0.1% Airbnb Rental Income: $8526 Traditional Rental Income: $3122 Airbnb ROI: 1.72% Traditional ROI: -0.1%
2601 S Roosevelt Boulevard #Apt 305C Key West, FL Live the Key West lifestyle just moments away from Smathers Beach. Discover an exceptional...	3 beds \| 2 baths \| 1,221 sq.ft.	$835,000	Airbnb cash on cash: 6.34% Traditional cash on cash: 2.03% Airbnb Rental Income: $7776 Traditional Rental Income: $2935 Airbnb ROI: 6.34% Traditional ROI: 2.03%
1117 Grinnell Street #Apt 3 Key West, FL Old Town Key West Charm with Pool & Dedicated Parking Welcome to Grinnell Square, an intim...	2 beds \| 1 baths \| 550 sq.ft.	$775,000	Airbnb cash on cash: 8.32% Traditional cash on cash: 1.2% Airbnb Rental Income: $9006 Traditional Rental Income: $2175 Airbnb ROI: 8.32% Traditional ROI: 1.2%
2601 S Roosevelt Boulevard #223C Key West, FL Well maintained 2BD/2BA condo that was converted from a 3BD for extra living space. Offeri...	3 beds \| 2 baths \| 1,221 sq.ft.	$769,000	Airbnb cash on cash: 6.89% Traditional cash on cash: 5.68% Airbnb Rental Income: $7776 Traditional Rental Income: $5423 Airbnb ROI: 6.89% Traditional ROI: 5.68%
3635 Seaside Drive #205 Key West, FL Enjoy the relaxed Key West lifestyle at Salt Ponds, a residential condominium community su...	2 beds \| 2 baths \| 772 sq.ft.	$525,000	Airbnb cash on cash: 7.04% Traditional cash on cash: 2.97% Airbnb Rental Income: $5523 Traditional Rental Income: $2417 Airbnb ROI: 7.04% Traditional ROI: 2.97%
6810 FRONT Street #B-15 & Slip 22 Key West, FL Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. Th...	3 beds \| 3 baths \| 7,080 sq.ft.	$875,000	Airbnb cash on cash: 8.82% Traditional cash on cash: -0.31% Airbnb Rental Income: $15556 Traditional Rental Income: $5331 Airbnb ROI: 8.82% Traditional ROI: -0.31%
1011 Simonton Street #1 Key West, FL Excellent opportunity whether looking for a private residence or an investment. This condo...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,799,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 1.32% Airbnb Rental Income: $9762 Traditional Rental Income: $5329 Airbnb ROI: 2.88% Traditional ROI: 1.32%

Your search for investment property begins and ends here

Condos for Sale in Key West, FL

806 Florida Street #Apt 5

Key West, FL

1 beds | 1 baths | 626 sq.ft.

$649,000

Airbnb cash on cash: 3.68%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $4306

Traditional Rental Income: $1963

Airbnb ROI: 3.68%

Traditional ROI: 1.31%

3312 Northside Drive #405

Key West, FL

1 beds | 1 baths | 528 sq.ft.

$343,400

Airbnb cash on cash: 4.33%

Traditional cash on cash: 2.43%

Airbnb Rental Income: $2590

Traditional Rental Income: $1357

Airbnb ROI: 4.33%

Traditional ROI: 2.43%

2601 S Roosevelt Boulevard #406A

Key West, FL

2 beds | 2 baths | 980 sq.ft.

$926,000

Airbnb cash on cash: 2.26%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $5523

Traditional Rental Income: $4150

Airbnb ROI: 2.26%

Traditional ROI: 1.95%

1203 Newton Street #1

Key West, FL

1 beds | 1 baths | 427 sq.ft.

$699,000

Airbnb cash on cash: 1.96%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $4306

Traditional Rental Income: $3357

Airbnb ROI: 1.96%

Traditional ROI: 1.89%

1901 S Roosevelt Boulevard #401E

Key West, FL

3 beds | 2 baths | 1,395 sq.ft.

$1,375,000

Airbnb cash on cash: 2.13%

Traditional cash on cash: 1.06%

Airbnb Rental Income: $7776

Traditional Rental Income: $4915

Airbnb ROI: 2.13%

Traditional ROI: 1.06%

1014 Truman Avenue #202

Key West, FL

2 beds | 2 baths | 1,017 sq.ft.

$750,000

Airbnb cash on cash: 8.55%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $9006

Traditional Rental Income: $2512

Airbnb ROI: 8.55%

Traditional ROI: 1.68%

2601 S Roosevelt Boulevard #204A

Key West, FL

1 beds | 1 baths | 754 sq.ft.

$599,000

Airbnb cash on cash: 0%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $2590

Traditional Rental Income: $3615

Airbnb ROI: 0%

Traditional ROI: 2.94%

927 Thomas Street #4

Key West, FL

2 beds | 1 baths | 762 sq.ft.

$859,000

Airbnb cash on cash: 4.63%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $7501

Traditional Rental Income: $3944

Airbnb ROI: 4.63%