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.

Multi Family for Sale in Key West, FL

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

Showing 17 Multi Family 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
1209 Packer Street Key West, FL Discover a seamless blend of historic character and modern refinement at 1209 Packer Stree...	4 beds \| 4 baths \| 2,150 sq.ft.	$2,350,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 0.93% Airbnb Rental Income: $10397 Traditional Rental Income: $5606 Airbnb ROI: 2.25% Traditional ROI: 0.93%
314 Simonton Street Key West, FL Step into Key West history with this remarkable property, available for the first time in ...	8 beds \| 11 baths \| 8,472 sq.ft.	$5,250,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.43% Airbnb Rental Income: $11896 Traditional Rental Income: $8952 Airbnb ROI: 0.59% Traditional ROI: 0.43%
1916 Seidenberg Avenue Key West, FL Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-...	6 beds \| 2 baths \| 1,694 sq.ft.	$1,068,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.05% Airbnb Rental Income: $3408 Traditional Rental Income: $3759 Airbnb ROI: 0.93% Traditional ROI: 2.05%
405 Petronia Street Key West, FL Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/...	2 beds \| 4 baths \| 1,596 sq.ft.	$2,999,999	Airbnb cash on cash: 0.73% Traditional cash on cash: -0.04% Airbnb Rental Income: $6911 Traditional Rental Income: $3406 Airbnb ROI: 0.73% Traditional ROI: -0.04%
901 Eisenhower Drive Key West, FL FULL TRANSIENT RECEIVER ZONE! Step into the pages of Key West history with this captivatin...	6 beds \| 5 baths \| 3,788 sq.ft.	$4,750,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 0.18% Airbnb Rental Income: $2214 Traditional Rental Income: $7100 Airbnb ROI: -1.06% Traditional ROI: 0.18%
1821 Harris Avenue Key West, FL Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features th...	9 beds \| 7 baths \| 3,687 sq.ft.	$1,824,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.9% Airbnb Rental Income: $3408 Traditional Rental Income: $9310 Airbnb ROI: -0.03% Traditional ROI: 3.9%
421 - 423 Simonton Street Key West, FL Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, ...	6 beds \| 8 baths \| 3,010 sq.ft.	$5,850,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 0.18% Airbnb Rental Income: $12364 Traditional Rental Income: $8941 Airbnb ROI: 0.4% Traditional ROI: 0.18%
1430 Vernon Avenue #UNIT 1-2 Key West, FL Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in t...	3 beds \| 2 baths \| 2,071 sq.ft.	$11,888,000	Airbnb cash on cash: -0.44% Traditional cash on cash: -0.67% Airbnb Rental Income: $8279 Traditional Rental Income: $4147 Airbnb ROI: -0.44% Traditional ROI: -0.67%
909 Grinnell Street Key West, FL Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's c...	7 beds \| 6 baths \| 2,790 sq.ft.	$1,899,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 3.25% Airbnb Rental Income: $11712 Traditional Rental Income: $8894 Airbnb ROI: 3.63% Traditional ROI: 3.25%
1011 Truman Avenue Key West, FL 1011 Truman Avenue is a stylish mixed-use property located in the heart of Old Town, Key W...	2 beds \| 3 baths \| 1,959 sq.ft.	$1,625,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 1.6% Airbnb Rental Income: $11712 Traditional Rental Income: $4385 Airbnb ROI: 5.04% Traditional ROI: 1.6%
1527 Von Phister Street Key West, FL Centrally located in the heart of Key West, this beautifully restored traditional Conch-st...	4 beds \| 3 baths \| 1,767 sq.ft.	$1,449,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 1.56% Airbnb Rental Income: $3408 Traditional Rental Income: $4356 Airbnb ROI: 0.3% Traditional ROI: 1.56%
723 Eaton Street Key West, FL Private Old Town Compound \| 723 Eaton Street \| $5,950,000Step off Eaton Street and into yo...	6 beds \| 8 baths \| 4,094 sq.ft.	$5,950,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 0.27% Airbnb Rental Income: $6609 Traditional Rental Income: $9369 Airbnb ROI: -0.46% Traditional ROI: 0.27%
621 Elizabeth Street Key West, FL This gorgeous two-cottage property is located at the top of Solares Hill in the heart of O...	3 beds \| 2 baths \| 1,594 sq.ft.	$1,699,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 0.81% Airbnb Rental Income: $11896 Traditional Rental Income: $3734 Airbnb ROI: 4.61% Traditional ROI: 0.81%
1614 Dennis Street Key West, FL 1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible u...	7 beds \| 4 baths \| 2,699 sq.ft.	$1,499,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.29% Airbnb Rental Income: $2385 Traditional Rental Income: $5435 Airbnb ROI: -0.33% Traditional ROI: 2.29%
419 Simonton Street #UNIT A Key West, FL The rare kind of antiquity that comes with all the comforts of today. Built before 1889 an...	2 beds \| 3 baths \| 1,123 sq.ft.	$1,485,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 0.29% Airbnb Rental Income: $12364 Traditional Rental Income: $3118 Airbnb ROI: 5.36% Traditional ROI: 0.29%
419 Simonton Street #UNIT C Key West, FL Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C i...	2 beds \| 3 baths \| 1,367 sq.ft.	$2,185,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 0.03% Airbnb Rental Income: $12364 Traditional Rental Income: $3416 Airbnb ROI: 3.33% Traditional ROI: 0.03%
2004 Patterson Avenue Key West, FL Well-maintained duplex offering flexible living and strong income potential in a desirable...	4 beds \| 3 baths \| 1,239 sq.ft.	$1,100,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 1.68% Airbnb Rental Income: $2566 Traditional Rental Income: $3478 Airbnb ROI: 0.19% Traditional ROI: 1.68%

Your search for investment property begins and ends here

Multi Family for Sale in Key West, FL

1209 Packer Street

Key West, FL

4 beds | 4 baths | 2,150 sq.ft.

$2,350,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $10397

Traditional Rental Income: $5606

Airbnb ROI: 2.25%

Traditional ROI: 0.93%

314 Simonton Street

Key West, FL

8 beds | 11 baths | 8,472 sq.ft.

$5,250,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 0.43%

Airbnb Rental Income: $11896

Traditional Rental Income: $8952

Airbnb ROI: 0.59%

Traditional ROI: 0.43%

1916 Seidenberg Avenue

Key West, FL

6 beds | 2 baths | 1,694 sq.ft.

$1,068,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $3408

Traditional Rental Income: $3759

Airbnb ROI: 0.93%

Traditional ROI: 2.05%

405 Petronia Street

Key West, FL

2 beds | 4 baths | 1,596 sq.ft.

$2,999,999

Airbnb cash on cash: 0.73%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $6911

Traditional Rental Income: $3406

Airbnb ROI: 0.73%

Traditional ROI: -0.04%

901 Eisenhower Drive

Key West, FL

6 beds | 5 baths | 3,788 sq.ft.

$4,750,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: 0.18%

Airbnb Rental Income: $2214

Traditional Rental Income: $7100

Airbnb ROI: -1.06%

Traditional ROI: 0.18%

1821 Harris Avenue

Key West, FL

9 beds | 7 baths | 3,687 sq.ft.

$1,824,900

Airbnb cash on cash: -0.03%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $3408

Traditional Rental Income: $9310

Airbnb ROI: -0.03%

Traditional ROI: 3.9%

421 - 423 Simonton Street

Key West, FL

6 beds | 8 baths | 3,010 sq.ft.

$5,850,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 0.18%

Airbnb Rental Income: $12364

Traditional Rental Income: $8941

Airbnb ROI: 0.4%

Traditional ROI: 0.18%

1430 Vernon Avenue #UNIT 1-2

Key West, FL

3 beds | 2 baths | 2,071 sq.ft.

$11,888,000

Airbnb cash on cash: -0.44%

Traditional cash on cash: -0.67%

Airbnb Rental Income: $8279

Traditional Rental Income: $4147

Airbnb ROI: -0.44%