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 22 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
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.	$5,500,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.49% Airbnb Rental Income: $11896 Traditional Rental Income: $8952 Airbnb ROI: 0.64% Traditional ROI: 0.49%
620 White Street Key West, FL This legal duplex offers fantastic potential with two separate units. The front unit is a ...	3 beds \| 2 baths \| 1,421 sq.ft.	$1,115,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 1.7% Airbnb Rental Income: $8836 Traditional Rental Income: $3597 Airbnb ROI: 5.15% Traditional ROI: 1.7%
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.	$1,079,000	Airbnb cash on cash: 5.84% Traditional cash on cash: 2.02% Airbnb Rental Income: $9343 Traditional Rental Income: $3759 Airbnb ROI: 5.84% Traditional ROI: 2.02%
806 Pearl Street Key West, FL Unleash your vision and step into endless possibilities with this two-story duplex, a blan...	4 beds \| 3 baths \| 1,504 sq.ft.	$1,199,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.49% Airbnb Rental Income: $6571 Traditional Rental Income: $4554 Airbnb ROI: 3.15% Traditional ROI: 2.49%
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: 0.76% Traditional cash on cash: -0.02% Airbnb Rental Income: $6911 Traditional Rental Income: $3406 Airbnb ROI: 0.76% Traditional ROI: -0.02%
928 Truman Avenue #UNIT 101 Key West, FL Old Town Multi-Use PropertyLocated on Truman Avenue, this versatile property offers both r...	8 beds \| 5 baths \| 1,830 sq.ft.	$1,580,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 2.15% Airbnb Rental Income: $11712 Traditional Rental Income: $5586 Airbnb ROI: 4.87% Traditional ROI: 2.15%
1812 Flagler Avenue Key West, FL Motivated seller! Call today for the cash listing price!10 Unit Apartment building with gr...	9 beds \| 11 baths \| 8,004 sq.ft.	$3,999,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 0.39% Airbnb Rental Income: $11301 Traditional Rental Income: $6611 Airbnb ROI: 1.09% Traditional ROI: 0.39%
901 Eisenhower Drive Key West, FL FULL TRANSIENT RECEIVER ZONE! Ahoy, Dreamers and visionaries, step into the pages of Key W...	6 beds \| 5 baths \| 3,788 sq.ft.	$4,975,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 0.13% Airbnb Rental Income: $6571 Traditional Rental Income: $7100 Airbnb ROI: -0.27% Traditional ROI: 0.13%
400 Aronovitz Lane Key West, FL Welcome to Zen Villa! Located in the heart of Old Town, Key West, and comprised of three h...	5 beds \| 6 baths \| 3,666 sq.ft.	$3,700,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 0.74% Airbnb Rental Income: $11896 Traditional Rental Income: $8190 Airbnb ROI: 1.19% Traditional ROI: 0.74%
1409 Truman Avenue Key West, FL This home offers a unique opportunity for flexible living or investment! Currently configu...	3 beds \| 4 baths \| 1,932 sq.ft.	$1,350,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 2.49% Airbnb Rental Income: $6571 Traditional Rental Income: $4959 Airbnb ROI: 2.75% Traditional ROI: 2.49%
1409 4Th Street Key West, FL Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lo...	4 beds \| 3 baths \| 2,664 sq.ft.	$1,299,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 1.99% Airbnb Rental Income: $11301 Traditional Rental Income: $4263 Airbnb ROI: 6.1% Traditional ROI: 1.99%
1115 Fleming Street Key West, FL This home has not been sold in over 100 years! The property sits on the corner of world fa...	4 beds \| 2 baths \| 1,760 sq.ft.	$2,175,000	Airbnb cash on cash: 0.85% Traditional cash on cash: -0.43% Airbnb Rental Income: $6073 Traditional Rental Income: $2277 Airbnb ROI: 0.85% Traditional ROI: -0.43%
1312 Catherine Street Key West, FL This charming duplex is an excellent value. Located near White Street, the beaches and pie...	2 beds \| 2 baths \| 1,095 sq.ft.	$898,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 1.93% Airbnb Rental Income: $6712 Traditional Rental Income: $2845 Airbnb ROI: 4.99% Traditional ROI: 1.93%
1028-1030 Truman Avenue Key West, FL Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes...	4 beds \| 8 baths \| 4,013 sq.ft.	$2,250,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 2.79% Airbnb Rental Income: $10441 Traditional Rental Income: $9471 Airbnb ROI: 2.33% Traditional ROI: 2.79%
2418 Patterson Avenue Key West, FL Investment opportunity! This Duplex features a 3 bedroom and 1 bath main home with carport...	4 beds \| 2 baths \| 1,785 sq.ft.	$1,069,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 1.53% Airbnb Rental Income: $4857 Traditional Rental Income: $3215 Airbnb ROI: 2.18% Traditional ROI: 1.53%
1821 Harris Avenue Key West, FL Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features th...	9 beds \| 7 baths \| 3,687 sq.ft.	$1,844,900	Airbnb cash on cash: 2.66% Traditional cash on cash: 3.84% Airbnb Rental Income: $8957 Traditional Rental Income: $9310 Airbnb ROI: 2.66% Traditional ROI: 3.84%
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.	$6,500,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 0.07% Airbnb Rental Income: $12364 Traditional Rental Income: $8941 Airbnb ROI: 0.26% Traditional ROI: 0.07%
1215 Bay Street Key West, FL This charming four-bedroom, three-bathroom duplex is a rare find, nestled on a generous 7,...	4 beds \| 3 baths \| 1,740 sq.ft.	$1,249,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 1.99% Airbnb Rental Income: $8957 Traditional Rental Income: $4284 Airbnb ROI: 4.56% Traditional ROI: 1.99%
1122 Simonton Street Key West, FL Excellent income producing rental property and/or employee housing with multiple units. Al...	6 beds \| 5 baths \| 2,587 sq.ft.	$2,450,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 1.86% Airbnb Rental Income: $11712 Traditional Rental Income: $7628 Airbnb ROI: 2.71% Traditional ROI: 1.86%
830 Fleming Street Key West, FL NEW LISTING!!! First time on the market since the mid 70s! Prime Old Town Location mixed-u...	3 beds \| 4 baths \| 1,989 sq.ft.	$1,495,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 2.41% Airbnb Rental Income: $12364 Traditional Rental Income: $5229 Airbnb ROI: 5.93% Traditional ROI: 2.41%
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: 2.04% Traditional cash on cash: 3.25% Airbnb Rental Income: $8333 Traditional Rental Income: $8894 Airbnb ROI: 2.04% Traditional ROI: 3.25%
2616 Patterson Avenue Key West, FL LEGAL QUADPLEX SPECIAL! Located in the heart of the island, this TURNKEY four unit concret...	8 beds \| 4 baths \| 2,880 sq.ft.	$1,799,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 2.12% Airbnb Rental Income: $11088 Traditional Rental Income: $5644 Airbnb ROI: 4.16% Traditional ROI: 2.12%

Your search for investment property begins and ends here

Multi Family for Sale in Key West, FL

314 Simonton Street

Key West, FL

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

$5,500,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 0.49%

Airbnb Rental Income: $11896

Traditional Rental Income: $8952

Airbnb ROI: 0.64%

Traditional ROI: 0.49%

620 White Street

Key West, FL

3 beds | 2 baths | 1,421 sq.ft.

$1,115,000

Airbnb cash on cash: 5.15%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $8836

Traditional Rental Income: $3597

Airbnb ROI: 5.15%

Traditional ROI: 1.7%

1916 Seidenberg Avenue

Key West, FL

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

$1,079,000

Airbnb cash on cash: 5.84%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $9343

Traditional Rental Income: $3759

Airbnb ROI: 5.84%

Traditional ROI: 2.02%

806 Pearl Street

Key West, FL

4 beds | 3 baths | 1,504 sq.ft.

$1,199,000

Airbnb cash on cash: 3.15%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $6571

Traditional Rental Income: $4554

Airbnb ROI: 3.15%

Traditional ROI: 2.49%

405 Petronia Street

Key West, FL

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

$2,999,999

Airbnb cash on cash: 0.76%

Traditional cash on cash: -0.02%

Airbnb Rental Income: $6911

Traditional Rental Income: $3406

Airbnb ROI: 0.76%

Traditional ROI: -0.02%

928 Truman Avenue #UNIT 101

Key West, FL

8 beds | 5 baths | 1,830 sq.ft.

$1,580,000

Airbnb cash on cash: 4.87%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $11712

Traditional Rental Income: $5586

Airbnb ROI: 4.87%

Traditional ROI: 2.15%

1812 Flagler Avenue

Key West, FL

9 beds | 11 baths | 8,004 sq.ft.

$3,999,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $11301

Traditional Rental Income: $6611

Airbnb ROI: 1.09%

Traditional ROI: 0.39%

901 Eisenhower Drive

Key West, FL

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

$4,975,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $6571

Traditional Rental Income: $7100

Airbnb ROI: -0.27%