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.

Investment Property for Sale in Key West, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
58 Golf Club Dr Key West, FL	2 beds \| 3 baths \| N/A	$549,000	Airbnb cash on cash: 9.86% Traditional cash on cash: 8.46% Airbnb Rental Income: $7477 Traditional Rental Income: $5325 Airbnb ROI: 9.86% Traditional ROI: 8.46%
1017 Eaton Street Key West, FL Discover this hidden gem in Key West's vibrant Historic Seaport area. This beautiful and r...	4 beds \| 4 baths \| 1,494 sq.ft.	$2,189,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 0.57% Airbnb Rental Income: $15166 Traditional Rental Income: $4447 Airbnb ROI: 4.51% Traditional ROI: 0.57%
2911 Venetian Drive Key West, FL RARE- KEY WEST BOATING CANAL 3/3 GATED, POOL HOME GEM: 1.5M Beautiful CBS Custom 3 /3 Pool...	3 beds \| 3 baths \| 1,925 sq.ft.	$1,500,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 1.77% Airbnb Rental Income: $11834 Traditional Rental Income: $4255 Airbnb ROI: 5.66% Traditional ROI: 1.77%
1519 Johnson Street Key West, FL Bring all offers! Extremely motivated seller! This recently updated two-story home in the ...	5 beds \| 4 baths \| 2,366 sq.ft.	$2,390,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 0.94% Airbnb Rental Income: $13350 Traditional Rental Income: $5360 Airbnb ROI: 3.45% Traditional ROI: 0.94%
1215 Margaret Street Key West, FL Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in...	3 beds \| 3 baths \| 1,251 sq.ft.	$1,949,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 0.28% Airbnb Rental Income: $12355 Traditional Rental Income: $3618 Airbnb ROI: 3.86% Traditional ROI: 0.28%
2525 Patterson Avenue Key West, FL Welcome to your own outdoor living paradise at this single-family home in the heart of Key...	3 beds \| 2 baths \| 1,232 sq.ft.	$1,550,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 0.64% Airbnb Rental Income: $11834 Traditional Rental Income: $2808 Airbnb ROI: 5.41% Traditional ROI: 0.64%
1708 Duncan Street Key West, FL Exceptional Key West Living on the same street and Neighborhood where legendary Tennesse W...	3 beds \| 3 baths \| 1,708 sq.ft.	$1,392,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 1.73% Airbnb Rental Income: $12355 Traditional Rental Income: $4242 Airbnb ROI: 6.26% Traditional ROI: 1.73%
3310 Duck Avenue Key West, FL SOLD AS IS	2 beds \| 2 baths \| 1,032 sq.ft.	$590,000	Airbnb cash on cash: 9.12% Traditional cash on cash: 2.17% Airbnb Rental Income: $7477 Traditional Rental Income: $2215 Airbnb ROI: 9.12% Traditional ROI: 2.17%
923 Eaton Street Key West, FL Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic ho...	3 beds \| 2 baths \| 1,440 sq.ft.	$1,925,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 0.14% Airbnb Rental Income: $12355 Traditional Rental Income: $3270 Airbnb ROI: 3.96% Traditional ROI: 0.14%
620 Thomas Street #284 Key West, FL This second-floor, two bed, one bath condominium features soaring vaulted ceilings that ma...	2 beds \| 1 baths \| 646 sq.ft.	$859,000	Airbnb cash on cash: 6.08% Traditional cash on cash: -0.04% Airbnb Rental Income: $7981 Traditional Rental Income: $1566 Airbnb ROI: 6.08% Traditional ROI: -0.04%
1616 Atlantic Blvd #6 Key West, FL Stunning Casa Caselles condominium recently renovated! Enjoy impact windows and doors, cus...	2 beds \| 3 baths \| 1,940 sq.ft.	$2,145,000	Airbnb cash on cash: 1.32% Traditional cash on cash: -0.48% Airbnb Rental Income: $7991 Traditional Rental Income: $2888 Airbnb ROI: 1.32% Traditional ROI: -0.48%
115 Front Street #202 Key West, FL Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Fea...	2 beds \| 3 baths \| 1,260 sq.ft.	$1,695,000	Airbnb cash on cash: 2.21% Traditional cash on cash: -0.26% Airbnb Rental Income: $8076 Traditional Rental Income: $2645 Airbnb ROI: 2.21% Traditional ROI: -0.26%
18 Hilton Haven Rd Key West, FL Presenting a rare opportunity to acquire a distinguished single-family waterfront home on ...	5 beds \| 6 baths \| 3,597 sq.ft.	$5,750,000	Airbnb cash on cash: 0.15% Traditional cash on cash: -0.52% Airbnb Rental Income: $13350 Traditional Rental Income: $7389 Airbnb ROI: 0.15% Traditional ROI: -0.52%
330 Julia Street Key West, FL This house is (((Bigger))) than the Hemingway House! with 4,849 square feet and made of 14...	4 beds \| 6 baths \| 4,849 sq.ft.	$6,000,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 0.22% Airbnb Rental Income: $15598 Traditional Rental Income: $7573 Airbnb ROI: 1.16% Traditional ROI: 0.22%
32 Hilton Haven Road #8 Key West, FL Great location to all Key West has to offer on this waterfront 2 bedroom, 2.5 Bath Condo t...	2 beds \| 3 baths \| 1,114 sq.ft.	$995,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 1% Airbnb Rental Income: $7477 Traditional Rental Income: $2494 Airbnb ROI: 4.83% Traditional ROI: 1%
105 Front Street #119 Key West, FL This 2 bedroom, 2.5 bath Harbour Place condo is located on the first floor (2nd floor as p...	2 beds \| 3 baths \| 1,210 sq.ft.	$2,395,000	Airbnb cash on cash: 1.02% Traditional cash on cash: -0.79% Airbnb Rental Income: $8076 Traditional Rental Income: $2527 Airbnb ROI: 1.02% Traditional ROI: -0.79%
3633 1/2 Flagler Avenue Key West, FL Key West private family New Town home. Solid hardy board siding with bonus space and outdo...	4 beds \| 3 baths \| 1,458 sq.ft.	$1,250,000	Airbnb cash on cash: 8.98% Traditional cash on cash: 1.27% Airbnb Rental Income: $14576 Traditional Rental Income: $2999 Airbnb ROI: 8.98% Traditional ROI: 1.27%
1521 Rose Street Key West, FL ** Builders Dream Project - Tare Down and Build your Key West Dream Home 4 houses from the...	2 beds \| 1 baths \| 981 sq.ft.	$848,000	Airbnb cash on cash: 6.91% Traditional cash on cash: 1.33% Airbnb Rental Income: $7991 Traditional Rental Income: $2061 Airbnb ROI: 6.91% Traditional ROI: 1.33%
1120 Virginia Street Key West, FL Extraordinary Real Estate Opportunity - Priced below market value. Discover a rare gem in ...	3 beds \| 2 baths \| 1,326 sq.ft.	$1,380,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 0.69% Airbnb Rental Income: $12355 Traditional Rental Income: $2986 Airbnb ROI: 6.24% Traditional ROI: 0.69%
1909 Seidenberg Avenue Key West, FL Rare, private 10,000+ Square Foot double lot property - nearly a quarter acre on Key West ...	3 beds \| 2 baths \| 1,170 sq.ft.	$1,625,000	Airbnb cash on cash: 5.21% Traditional cash on cash: 0.38% Airbnb Rental Income: $12355 Traditional Rental Income: $2818 Airbnb ROI: 5.21% Traditional ROI: 0.38%
3841 N Roosevelt Boulevard #UNIT 332 Key West, FL Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has i...	2 beds \| 3 baths \| 1,357 sq.ft.	$1,949,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -2.4% Airbnb Rental Income: $7477 Traditional Rental Income: $3560 Airbnb ROI: -1.02% Traditional ROI: -2.4%
3841 N Roosevelt Boulevard #UNIT 315 Key West, FL Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has...	2 beds \| 3 baths \| 1,357 sq.ft.	$1,949,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -2.39% Airbnb Rental Income: $7477 Traditional Rental Income: $3560 Airbnb ROI: -1.02% Traditional ROI: -2.39%
2508 Patterson Avenue Key West, FL Seize the opportunity to remodel your dream home on the paradise island of Key West. This ...	2 beds \| 2 baths \| 1,180 sq.ft.	$960,000	Airbnb cash on cash: 5.08% Traditional cash on cash: 0.87% Airbnb Rental Income: $7477 Traditional Rental Income: $2283 Airbnb ROI: 5.08% Traditional ROI: 0.87%
620 Thomas St #183 Key West, FL Great 2 bedroom, 1 bath end unit in Shipyard Condominiums. This ground floor property is b...	2 beds \| 1 baths \| 646 sq.ft.	$825,000	Airbnb cash on cash: 6.42% Traditional cash on cash: 0.05% Airbnb Rental Income: $7981 Traditional Rental Income: $1566 Airbnb ROI: 6.42% Traditional ROI: 0.05%
840 olivia Key West, FL Step into this bright and airy two-story single-family move in ready home nestled in the h...	3 beds \| 2 baths \| 1,188 sq.ft.	$1,299,000	Airbnb cash on cash: 6.93% Traditional cash on cash: 1.19% Airbnb Rental Income: $12355 Traditional Rental Income: $3179 Airbnb ROI: 6.93% Traditional ROI: 1.19%
808 Fleming Street Key West, FL This charming three-unit property at 808 Fleming Street represents an exceptional investme...	4 beds \| 3 baths \| 2,003 sq.ft.	$1,850,000	Airbnb cash on cash: 5.31% Traditional cash on cash: 0.8% Airbnb Rental Income: $15166 Traditional Rental Income: $4696 Airbnb ROI: 5.31% Traditional ROI: 0.8%
2934 Riviera Drive Key West, FL There is NO other waterfront, single family home currently for sale in the MLS, located fr...	5 beds \| 3 baths \| 2,268 sq.ft.	$1,875,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 1.55% Airbnb Rental Income: $15207 Traditional Rental Income: $4869 Airbnb ROI: 5.93% Traditional ROI: 1.55%
828 Elizabeth Street Key West, FL This spacious 5 bedroom and 5 1/2 bath two story home was beautifully restored and finishe...	5 beds \| 6 baths \| 2,248 sq.ft.	$5,350,000	Airbnb cash on cash: 0.9% Traditional cash on cash: -0.02% Airbnb Rental Income: $13350 Traditional Rental Income: $6345 Airbnb ROI: 0.9% Traditional ROI: -0.02%
1200-1212 White Street Key West, FL A rare investment opportunity to own a residential mixed-use property located in the heart...	3 beds \| 6 baths \| 6,268 sq.ft.	$2,975,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.17% Airbnb Rental Income: $null Traditional Rental Income: $7711 Airbnb ROI: N/A Traditional ROI: 1.17%
7 Higgs Lane Key West, FL Escape the noise of the city and enjoy the simple pleasures of life in this 4-bedroom, 3-b...	4 beds \| 3 baths \| 2,410 sq.ft.	$2,295,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 0.54% Airbnb Rental Income: $15166 Traditional Rental Income: $4627 Airbnb ROI: 4.21% Traditional ROI: 0.54%
5603 College Road #UNIT D104 Key West, FL Experience waterfront living at its finest in this beautiful, single-level unit in the exc...	2 beds \| 2 baths \| 1,171 sq.ft.	$1,150,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 0.17% Airbnb Rental Income: $7477 Traditional Rental Income: $2835 Airbnb ROI: 3.17% Traditional ROI: 0.17%
1306 Virginia Street Key West, FL Historic diamond in the rough. Bring your vision and offers! Great location in old town ac...	3 beds \| 2 baths \| 1,428 sq.ft.	$1,595,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 0.79% Airbnb Rental Income: $12355 Traditional Rental Income: $3221 Airbnb ROI: 5.44% Traditional ROI: 0.79%
1500 Atlantic Boulevard #UNIT 213 Key West, FL Situated along the beautiful Key West coastline with exquisite oceanfront views, The Key W...	2 beds \| 2 baths \| 1,531 sq.ft.	$1,595,000	Airbnb cash on cash: 0.71% Traditional cash on cash: -1.34% Airbnb Rental Income: $7991 Traditional Rental Income: $3438 Airbnb ROI: 0.71% Traditional ROI: -1.34%
1701 Patricia Street Key West, FL Your gift for the December holidays & new year, receive a $10,000 buyer's closing cost cre...	3 beds \| 3 baths \| 2,309 sq.ft.	$2,790,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 0.38% Airbnb Rental Income: $12355 Traditional Rental Income: $4543 Airbnb ROI: 2.53% Traditional ROI: 0.38%
3711 Eagle Avenue Key West, FL Great duplex on upper Eagle Avenue. Currently, long-term renter in back cottage. Main ho...	2 beds \| 2 baths \| 1,464 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $2884 Airbnb ROI: N/A Traditional ROI: 2.08%
2330 Staples Avenue Key West, FL This centrally located Key West property presents a rare opportunity for development, offe...	1 beds \| 1 baths \| 693 sq.ft.	$1,200,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 0.07% Airbnb Rental Income: $6856 Traditional Rental Income: $1752 Airbnb ROI: 3.45% Traditional ROI: 0.07%
3705-3711 Eagle Avenue Key West, FL Rare opportunity to purchase 3705 Eagle (lot) and 3711 Eagle (duplex). 12,000 total lot s...	2 beds \| 2 baths \| 1,464 sq.ft.	$1,820,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.65% Airbnb Rental Income: $null Traditional Rental Income: $2887 Airbnb ROI: N/A Traditional ROI: 0.65%
1075 Duval Street #UNIT R10 Key West, FL Discover the perfect blend of investment potential and leisure in this 2-bedroom, 2.5-bath...	2 beds \| 3 baths \| 1,240 sq.ft.	$1,299,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 0.65% Airbnb Rental Income: $7991 Traditional Rental Income: $2791 Airbnb ROI: 3.7% Traditional ROI: 0.65%
811 Fleming Street Key West, FL Nestled in the heart of the Old Town district, just two blocks from the Historic Seaport, ...	1 beds \| 2 baths \| 2,252 sq.ft.	$2,500,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 0.01% Airbnb Rental Income: $6834 Traditional Rental Income: $3032 Airbnb ROI: 1.08% Traditional ROI: 0.01%
616 Eaton Street Key West, FL Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to q...	5 beds \| 7 baths \| 3,998 sq.ft.	$7,950,000	Airbnb cash on cash: 0.2% Traditional cash on cash: -0.16% Airbnb Rental Income: $13350 Traditional Rental Income: $8286 Airbnb ROI: 0.2% Traditional ROI: -0.16%

Real Estate investment in Key-west, FL

There are 169 properties for sale in the city of Key West . The median list price in Key West is $1,649,500 and the average price per square foot is $932. In December 2024, the average monthly cash on cash return in Key West is 1.00%. The average monthly rental income in Key West is $3,632.

Key-west, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 169 investment properties available for sale in Key-west.

In 2024, the best neighborhood to buy investment property is Historic Seaport.

The ROI for Short-Term is higher than the Long-Term in Key-west with average rental income of $12,355.

Your search for investment property begins and ends here

Investment Property for Sale in Key West, FL

58 Golf Club Dr

Key West, FL

2 beds | 3 baths | N/A

$549,000

Airbnb cash on cash: 9.86%

Traditional cash on cash: 8.46%

Airbnb Rental Income: $7477

Traditional Rental Income: $5325

Airbnb ROI: 9.86%

Traditional ROI: 8.46%

1017 Eaton Street

Key West, FL

4 beds | 4 baths | 1,494 sq.ft.

$2,189,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $15166

Traditional Rental Income: $4447

Airbnb ROI: 4.51%

Traditional ROI: 0.57%

2911 Venetian Drive

Key West, FL

3 beds | 3 baths | 1,925 sq.ft.

$1,500,000

Airbnb cash on cash: 5.66%

Traditional cash on cash: 1.77%

Airbnb Rental Income: $11834

Traditional Rental Income: $4255

Airbnb ROI: 5.66%

Traditional ROI: 1.77%

1519 Johnson Street

Key West, FL

5 beds | 4 baths | 2,366 sq.ft.

$2,390,000

Airbnb cash on cash: 3.45%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $13350

Traditional Rental Income: $5360

Airbnb ROI: 3.45%

Traditional ROI: 0.94%

1215 Margaret Street

Key West, FL

3 beds | 3 baths | 1,251 sq.ft.

$1,949,000

Airbnb cash on cash: 3.86%

Traditional cash on cash: 0.28%

Airbnb Rental Income: $12355

Traditional Rental Income: $3618

Airbnb ROI: 3.86%

Traditional ROI: 0.28%

2525 Patterson Avenue

Key West, FL

3 beds | 2 baths | 1,232 sq.ft.

$1,550,000

Airbnb cash on cash: 5.41%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $11834

Traditional Rental Income: $2808

Airbnb ROI: 5.41%

Traditional ROI: 0.64%

1708 Duncan Street

Key West, FL

3 beds | 3 baths | 1,708 sq.ft.

$1,392,000

Airbnb cash on cash: 6.26%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $12355

Traditional Rental Income: $4242

Airbnb ROI: 6.26%

Traditional ROI: 1.73%

3310 Duck Avenue

Key West, FL

2 beds | 2 baths | 1,032 sq.ft.

$590,000

Airbnb cash on cash: 9.12%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $7477

Traditional Rental Income: $2215

Airbnb ROI: 9.12%