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.

Single Family Homes for Sale in Key West, FL

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

Showing 125 Single Family Residential 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
1422 Patricia Street Key West, FL Situated on a 6,000 sq. ft. corner lot just one block from the Atlantic Ocean, this elevat...	3 beds \| 4 baths \| 1,865 sq.ft.	$2,199,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 1.74% Airbnb Rental Income: $2385 Traditional Rental Income: $7495 Airbnb ROI: -1.05% Traditional ROI: 1.74%
1519 Johnson Street Key West, FL Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, ...	5 beds \| 4 baths \| 2,366 sq.ft.	$2,290,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.4% Airbnb Rental Income: $null Traditional Rental Income: $8357 Airbnb ROI: N/A Traditional ROI: 2.4%
68 Sunset Key Drive Key West, FL Surprising water views combined with maximum privacy are the signature advantages of this ...	2 beds \| 3 baths \| 1,681 sq.ft.	$2,600,000	Airbnb cash on cash: -0.39% Traditional cash on cash: -0.85% Airbnb Rental Income: $7399 Traditional Rental Income: $4858 Airbnb ROI: -0.39% Traditional ROI: -0.85%
1115 Fleming Street Key West, FL This rare Key West treasure hasn't changed hands in over a century, and it sits on the mos...	4 beds \| 2 baths \| 1,760 sq.ft.	$1,975,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 1.62% Airbnb Rental Income: $10441 Traditional Rental Income: $5932 Airbnb ROI: 3.03% Traditional ROI: 1.62%
817 Terry Lane Key West, FL Step into a piece of Old Town Key West history. Built in 1928, this storybook Old Town cot...	1 beds \| 1 baths \| 420 sq.ft.	$998,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 2% Airbnb Rental Income: $6911 Traditional Rental Income: $3425 Airbnb ROI: 4.31% Traditional ROI: 2%
719 Elizabeth Street Key West, FL Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Par...	3 beds \| 1 baths \| 943 sq.ft.	$1,196,000	Airbnb cash on cash: 6.62% Traditional cash on cash: 1.97% Airbnb Rental Income: $11712 Traditional Rental Income: $4404 Airbnb ROI: 6.62% Traditional ROI: 1.97%
1606 Flagler Avenue Key West, FL Incredible value for this Midtown Key West Renovated Home \| 2BR/2BA \| Off-Street Parking \|...	2 beds \| 2 baths \| 1,118 sq.ft.	$950,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.41% Airbnb Rental Income: $3408 Traditional Rental Income: $4619 Airbnb ROI: 1.19% Traditional ROI: 3.41%
1405-1409 #ed Street Key West, FL Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently ...	3 beds \| 3 baths \| 1,872 sq.ft.	$2,895,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 1.14% Airbnb Rental Income: $944 Traditional Rental Income: $6229 Airbnb ROI: -0.95% Traditional ROI: 1.14%
1718 #ed Street Key West, FL Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offer...	3 beds \| 3 baths \| 1,477 sq.ft.	$1,350,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.33% Airbnb Rental Income: $2385 Traditional Rental Income: $6047 Airbnb ROI: -0.05% Traditional ROI: 3.33%
3206 Riviera Drive Key West, FL Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ...	3 beds \| 3 baths \| 2,212 sq.ft.	$2,699,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 1.66% Airbnb Rental Income: $11088 Traditional Rental Income: $7162 Airbnb ROI: 2.42% Traditional ROI: 1.66%
2827 Harris Avenue Key West, FL This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 20...	5 beds \| 5 baths \| 3,086 sq.ft.	$1,949,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.97% Airbnb Rental Income: $null Traditional Rental Income: $8144 Airbnb ROI: N/A Traditional ROI: 2.97%
711 Galveston Lane Key West, FL Nestled down a private and picturesque lane, this charming conch-style cottage offers the ...	3 beds \| 2 baths \| 866 sq.ft.	$1,195,000	Airbnb cash on cash: 6.82% Traditional cash on cash: 2.39% Airbnb Rental Income: $11712 Traditional Rental Income: $4639 Airbnb ROI: 6.82% Traditional ROI: 2.39%
1113 Stump Lane Key West, FL Experience the ideal blend of historic charm and modern luxury in this fully renovated and...	4 beds \| 5 baths \| 2,985 sq.ft.	$4,450,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 1.19% Airbnb Rental Income: $10441 Traditional Rental Income: $10125 Airbnb ROI: 0.8% Traditional ROI: 1.19%
2016 Fogarty Avenue Key West, FL Welcome to 2016 Fogarty Avenue in Midtown Key West -- a charming 2-bedroom, 1-bath wood-fr...	2 beds \| 1 baths \| 1,292 sq.ft.	$760,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 4.89% Airbnb Rental Income: $3408 Traditional Rental Income: $4441 Airbnb ROI: 2.36% Traditional ROI: 4.89%
1320 Eliza Street Key West, FL Welcome to the School House on Eliza! 1320 Eliza Street is a stunning corner-lot property ...	4 beds \| 3 baths \| 1,854 sq.ft.	$2,449,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 1.73% Airbnb Rental Income: $1277 Traditional Rental Income: $7255 Airbnb ROI: -1.08% Traditional ROI: 1.73%
2311 Patterson Avenue Key West, FL Your private island retreat awaits. Discover the ultimate in low-maintenance living with t...	3 beds \| 2 baths \| 1,356 sq.ft.	$899,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.43% Airbnb Rental Income: $2385 Traditional Rental Income: $5163 Airbnb ROI: 0.41% Traditional ROI: 4.43%
1010 Olivia Street Key West, FL Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally a...	3 beds \| 4 baths \| 2,421 sq.ft.	$3,999,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 0.54% Airbnb Rental Income: $11712 Traditional Rental Income: $6609 Airbnb ROI: 1.34% Traditional ROI: 0.54%
1706 Seminary Street Key West, FL Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where th...	3 beds \| 3 baths \| 1,938 sq.ft.	$2,099,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 2% Airbnb Rental Income: $2385 Traditional Rental Income: $6777 Airbnb ROI: -0.56% Traditional ROI: 2%
1719 Laird Street Key West, FL Pool. Space. Privacy. -- Rare Double Lot Living in Key West 1719 Laird Street offers the s...	4 beds \| 3 baths \| 2,276 sq.ft.	$1,999,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 2.79% Airbnb Rental Income: $2566 Traditional Rental Income: $7617 Airbnb ROI: -0.27% Traditional ROI: 2.79%
1503-1509 Seminary Street Key West, FL Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering include...	2 beds \| 1 baths \| 1,640 sq.ft.	$1,000,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 2.91% Airbnb Rental Income: $1999 Traditional Rental Income: $4711 Airbnb ROI: -0.56% Traditional ROI: 2.91%
103 Front Street Key West, FL 103 Front Street is a one of a kind masterpiece of architectural design and modern aesthet...	3 beds \| 3 baths \| 3,000 sq.ft.	$6,850,000	Airbnb cash on cash: -0.51% Traditional cash on cash: -0.8% Airbnb Rental Income: $12364 Traditional Rental Income: $8263 Airbnb ROI: -0.51% Traditional ROI: -0.8%
512 Amelia Street Key West, FL Located just half a block off Duval Street, 512 Amelia Street is a rare offering that beau...	2 beds \| 3 baths \| 1,120 sq.ft.	$3,099,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 0.03% Airbnb Rental Income: $8279 Traditional Rental Income: $4289 Airbnb ROI: 0.88% Traditional ROI: 0.03%
411 Louisa Street Key West, FL Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located...	5 beds \| 5 baths \| 3,663 sq.ft.	$6,750,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 0.44% Airbnb Rental Income: $11896 Traditional Rental Income: $11082 Airbnb ROI: 0.22% Traditional ROI: 0.44%
524 Southard Street Key West, FL Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town ...	3 beds \| 3 baths \| 2,262 sq.ft.	$3,168,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 0.9% Airbnb Rental Income: $12364 Traditional Rental Income: $7056 Airbnb ROI: 1.94% Traditional ROI: 0.9%
600 Elizabeth Street Key West, FL Elegantly positioned beneath the sweeping canopy of its namesake tree, Casa Sapodilla intr...	4 beds \| 6 baths \| 3,092 sq.ft.	$4,500,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 1.34% Airbnb Rental Income: $10397 Traditional Rental Income: $10697 Airbnb ROI: 0.81% Traditional ROI: 1.34%
410 Louisa Street Key West, FL Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet La...	3 beds \| 3 baths \| 2,002 sq.ft.	$2,699,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 0.71% Airbnb Rental Income: $11712 Traditional Rental Income: $5719 Airbnb ROI: 2.25% Traditional ROI: 0.71%
1505 Johnson Street Key West, FL POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This ...	3 beds \| 3 baths \| 1,489 sq.ft.	$1,499,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 2.69% Airbnb Rental Income: $2385 Traditional Rental Income: $5897 Airbnb ROI: -0.25% Traditional ROI: 2.69%
1223 Margaret Street #4 Key West, FL GORGEOUS Old Town Key West Luxury EXCELLENT VACATION RENTAL! Large 3 Story Single Family H...	4 beds \| 5 baths \| 2,412 sq.ft.	$2,799,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 0.51% Airbnb Rental Income: $10547 Traditional Rental Income: $5257 Airbnb ROI: 1.79% Traditional ROI: 0.51%
1222 Florida Street Key West, FL Picture living right in the heart of Key West where you can roll out of bed, grab a cafe c...	3 beds \| 1 baths \| 1,580 sq.ft.	$1,099,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 3.01% Airbnb Rental Income: $944 Traditional Rental Income: $4737 Airbnb ROI: -1.04% Traditional ROI: 3.01%
1427 Washington Street Key West, FL Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key W...	4 beds \| 3 baths \| 2,051 sq.ft.	$2,525,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 1.11% Airbnb Rental Income: $1277 Traditional Rental Income: $5909 Airbnb ROI: -1.03% Traditional ROI: 1.11%
1712 Laird Street Key West, FL Located in the heart of Key West, 1712 Laird Street offers a rare blend of central conveni...	3 beds \| 2 baths \| 1,378 sq.ft.	$1,289,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.98% Airbnb Rental Income: $2385 Traditional Rental Income: $5243 Airbnb ROI: 0.1% Traditional ROI: 2.98%
1209 Pearl Street Key West, FL Charming historic duplex ideally located within walking distance to the White Street Galle...	3 beds \| 2 baths \| 1,395 sq.ft.	$1,174,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 3.19% Airbnb Rental Income: $944 Traditional Rental Income: $5276 Airbnb ROI: -1.09% Traditional ROI: 3.19%
738 Olivia Street Key West, FL Charming Old Town Retreat in X Flood Zone! Step into island living with this beautifully r...	1 beds \| 2 baths \| 767 sq.ft.	$1,100,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 2.26% Airbnb Rental Income: $6628 Traditional Rental Income: $3710 Airbnb ROI: 3.85% Traditional ROI: 2.26%
910-914 Watson Street Key West, FL More than a residence and rarer than legend, 910-914 Watson Street stands as one of the mo...	5 beds \| 7 baths \| 4,387 sq.ft.	$5,995,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 0.97% Airbnb Rental Income: $11896 Traditional Rental Income: $15005 Airbnb ROI: 0.02% Traditional ROI: 0.97%
3700 Eagle Avenue Key West, FL Set on the highly desirable upper end of Eagle Avenue, this four bedroom, three bath home ...	4 beds \| 3 baths \| 2,733 sq.ft.	$1,689,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.76% Airbnb Rental Income: $9315 Traditional Rental Income: $6958 Airbnb ROI: 3.15% Traditional ROI: 2.76%
3 Nassau Lane #A Key West, FL Charming Key West Cottage on Historic Nassau Lane Nestled along the picturesque and histor...	1 beds \| 1 baths \| 468 sq.ft.	$825,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 2.68% Airbnb Rental Income: $6628 Traditional Rental Income: $3397 Airbnb ROI: 5.2% Traditional ROI: 2.68%
609 Margaret Street Key West, FL Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy...	3 beds \| 3 baths \| 1,017 sq.ft.	$1,169,500	Airbnb cash on cash: 7.04% Traditional cash on cash: 3.1% Airbnb Rental Income: $11712 Traditional Rental Income: $5282 Airbnb ROI: 7.04% Traditional ROI: 3.1%
1505 Rose Street Key West, FL Welcome to 1505 Rose Street in Key West, Florida! This legal duplex is perfect -- feels ju...	4 beds \| 3 baths \| 1,932 sq.ft.	$1,785,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 2.43% Airbnb Rental Income: $2566 Traditional Rental Income: $6591 Airbnb ROI: -0.37% Traditional ROI: 2.43%
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.	$2,175,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 1.79% Airbnb Rental Income: $10547 Traditional Rental Income: $7021 Airbnb ROI: 2.57% Traditional ROI: 1.79%
1503 Johnson Street Key West, FL Welcome to 1503 Johnson Street, a turnkey luxury retreat in the heart of Key West's covete...	3 beds \| 3 baths \| 1,690 sq.ft.	$1,950,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 1.64% Airbnb Rental Income: $2385 Traditional Rental Income: $5845 Airbnb ROI: -0.6% Traditional ROI: 1.64%

Your search for investment property begins and ends here

Single Family Homes for Sale in Key West, FL

1422 Patricia Street

Key West, FL

3 beds | 4 baths | 1,865 sq.ft.

$2,199,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $2385

Traditional Rental Income: $7495

Airbnb ROI: -1.05%

Traditional ROI: 1.74%

1519 Johnson Street

Key West, FL

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

$2,290,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.4%

Airbnb Rental Income: $null

Traditional Rental Income: $8357

Airbnb ROI: N/A

Traditional ROI: 2.4%

68 Sunset Key Drive

Key West, FL

2 beds | 3 baths | 1,681 sq.ft.

$2,600,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: -0.85%

Airbnb Rental Income: $7399

Traditional Rental Income: $4858

Airbnb ROI: -0.39%

Traditional ROI: -0.85%

1115 Fleming Street

Key West, FL

4 beds | 2 baths | 1,760 sq.ft.

$1,975,000

Airbnb cash on cash: 3.03%

Traditional cash on cash: 1.62%

Airbnb Rental Income: $10441

Traditional Rental Income: $5932

Airbnb ROI: 3.03%

Traditional ROI: 1.62%

817 Terry Lane

Key West, FL

1 beds | 1 baths | 420 sq.ft.

$998,000

Airbnb cash on cash: 4.31%

Traditional cash on cash: 2%

Airbnb Rental Income: $6911

Traditional Rental Income: $3425

Airbnb ROI: 4.31%

Traditional ROI: 2%

719 Elizabeth Street

Key West, FL

3 beds | 1 baths | 943 sq.ft.

$1,196,000

Airbnb cash on cash: 6.62%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $11712

Traditional Rental Income: $4404

Airbnb ROI: 6.62%

Traditional ROI: 1.97%

1606 Flagler Avenue

Key West, FL

2 beds | 2 baths | 1,118 sq.ft.

$950,000

Airbnb cash on cash: 1.19%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $3408

Traditional Rental Income: $4619

Airbnb ROI: 1.19%

Traditional ROI: 3.41%

1405-1409 #ed Street

Key West, FL

3 beds | 3 baths | 1,872 sq.ft.

$2,895,000

Airbnb cash on cash: -0.95%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $944

Traditional Rental Income: $6229

Airbnb ROI: -0.95%