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 39 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
816 South Street #UNIT 4 Key West, FL Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium l...	1 beds \| 1 baths \| 640 sq.ft.	$629,000	Airbnb cash on cash: 6.87% Traditional cash on cash: 3.42% Airbnb Rental Income: $6590 Traditional Rental Income: $3275 Airbnb ROI: 6.87% Traditional ROI: 3.42%
1011 Simonton Street #1 Key West, FL Excellent opportunity whether looking for a private residence or an investment. This cond...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,799,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 1.26% Airbnb Rental Income: $11712 Traditional Rental Income: $5233 Airbnb ROI: 3.85% Traditional ROI: 1.26%
1209 Truman Avenue #UNIT 2 Key West, FL Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and ...	1 beds \| 1 baths \| 836 sq.ft.	$679,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 2.41% Airbnb Rental Income: $2214 Traditional Rental Income: $3369 Airbnb ROI: -0.3% Traditional ROI: 2.41%
800 Fleming Street #UNIT B-3 Key West, FL Perfectly situated just three blocks from Duval Street and two from the grocery store, thi...	2 beds \| 2 baths \| 1,207 sq.ft.	$1,449,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 1.67% Airbnb Rental Income: $8261 Traditional Rental Income: $4542 Airbnb ROI: 3.27% Traditional ROI: 1.67%
6810 Front Street unit: Snl13&B4sa Key West, FL This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space alon...	2 beds \| 5 baths \| 1,200 sq.ft.	$1,600,000	Airbnb cash on cash: -0.18% Traditional cash on cash: -2.45% Airbnb Rental Income: $7456 Traditional Rental Income: $2650 Airbnb ROI: -0.18% Traditional ROI: -2.45%
817 Eaton Street #UNIT 1 Key West, FL Old Town Condo Near Duval:Bright 1-bedroom, 1-bath condo located in the heart of Historic ...	1 beds \| 1 baths \| 740 sq.ft.	$820,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 1.45% Airbnb Rental Income: $6609 Traditional Rental Income: $3344 Airbnb ROI: 4.04% Traditional ROI: 1.45%
1901 S Roosevelt Boulevard #UNIT 104N Key West, FL Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in t...	2 beds \| 2 baths \| 1,176 sq.ft.	$875,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 3.53% Airbnb Rental Income: $3408 Traditional Rental Income: $4452 Airbnb ROI: 1.32% Traditional ROI: 3.53%
815 Pearl Street #UNIT 2 Key West, FL Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-ba...	1 beds \| 1 baths \| 546 sq.ft.	$599,900	Airbnb cash on cash: 1.03% Traditional cash on cash: 3.61% Airbnb Rental Income: $2214 Traditional Rental Income: $3101 Airbnb ROI: 1.03% Traditional ROI: 3.61%
1203 Newton Street #UNIT 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: -0.72% Traditional cash on cash: 1.37% Airbnb Rental Income: $2214 Traditional Rental Income: $3014 Airbnb ROI: -0.72% Traditional ROI: 1.37%
3841 N Roosevelt Boulevard #UNIT 332 Key West, FL Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor...	2 beds \| 3 baths \| 1,357 sq.ft.	$1,949,000	Airbnb cash on cash: -0.78% Traditional cash on cash: -1.33% Airbnb Rental Income: $7456 Traditional Rental Income: $5025 Airbnb ROI: -0.78% Traditional ROI: -1.33%
3841 N Roosevelt Boulevard #UNIT 315 Key West, FL Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor...	2 beds \| 3 baths \| 1,357 sq.ft.	$1,949,000	Airbnb cash on cash: -0.77% Traditional cash on cash: -1.32% Airbnb Rental Income: $7456 Traditional Rental Income: $5025 Airbnb ROI: -0.77% Traditional ROI: -1.32%
3841 N Roosevelt Boulevard #UNIT 213 Key West, FL Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2...	2 beds \| 3 baths \| 1,357 sq.ft.	$899,000	Airbnb cash on cash: -0.48% Traditional cash on cash: -1.64% Airbnb Rental Income: $7456 Traditional Rental Income: $5057 Airbnb ROI: -0.48% Traditional ROI: -1.64%
3841 N Roosevelt Boulevard #UNIT 222 Key West, FL Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathro...	3 beds \| 3 baths \| 1,586 sq.ft.	$999,000	Airbnb cash on cash: 2.73% Traditional cash on cash: -0.94% Airbnb Rental Income: $11088 Traditional Rental Income: $5641 Airbnb ROI: 2.73% Traditional ROI: -0.94%
115 Front Street #UNIT 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 \| 1,325 sq.ft.	$2,250,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 0.59% Airbnb Rental Income: $12364 Traditional Rental Income: $4758 Airbnb ROI: 3.15% Traditional ROI: 0.59%
3635 Seaside Drive #UNIT 314 Key West, FL Make an offer NOW and CATCH THE SUNSET every day from your third floor private balcony in ...	2 beds \| 2 baths \| 772 sq.ft.	$499,500	Airbnb cash on cash: 9.25% Traditional cash on cash: 4.66% Airbnb Rental Income: $7456 Traditional Rental Income: $3884 Airbnb ROI: 9.25% Traditional ROI: 4.66%
712 Galveston Lane #UNIT 1 Key West, FL Perched atop Solares Hill, the highest point in Key West, this Old Town luxury CBS condo o...	1 beds \| 1 baths \| 526 sq.ft.	$575,000	Airbnb cash on cash: 7.24% Traditional cash on cash: 0.88% Airbnb Rental Income: $6628 Traditional Rental Income: $1921 Airbnb ROI: 7.24% Traditional ROI: 0.88%
1124 Catherine Street #UNIT 202 Key West, FL This bright and well-maintained condo offers the perfect blend of comfort and convenience ...	2 beds \| 1 baths \| 677 sq.ft.	$599,000	Airbnb cash on cash: -2.17% Traditional cash on cash: 1.48% Airbnb Rental Income: $1999 Traditional Rental Income: $3515 Airbnb ROI: -2.17% Traditional ROI: 1.48%
413 Emma Street #UNIT A Key West, FL Welcome to 413 Emma Street, Unit A - a rare opportunity to own a piece of Key West history...	2 beds \| 3 baths \| 1,418 sq.ft.	$1,950,000	Airbnb cash on cash: 0.78% Traditional cash on cash: -0.07% Airbnb Rental Income: $8036 Traditional Rental Income: $4960 Airbnb ROI: 0.78% Traditional ROI: -0.07%
5601 College Road #UNIT A201 Key West, FL Welcome to Sunset Marina, a prestigious gated condominium community known for its breathta...	2 beds \| 2 baths \| 1,558 sq.ft.	$1,125,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 1.82% Airbnb Rental Income: $7456 Traditional Rental Income: $5643 Airbnb ROI: 2.19% Traditional ROI: 1.82%
1209 Truman Avenue #UNIT 5 Key West, FL This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den...	2 beds \| 2 baths \| 1,261 sq.ft.	$995,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.32% Airbnb Rental Income: $3477 Traditional Rental Income: $4685 Airbnb ROI: 1.18% Traditional ROI: 3.32%
1800 Atlantic Boulevard #UNIT 327C Key West, FL Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at on...	2 beds \| 2 baths \| 1,311 sq.ft.	$1,700,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.34% Airbnb Rental Income: $3408 Traditional Rental Income: $4951 Airbnb ROI: -1.12% Traditional ROI: 0.34%
422 Amelia Street #UNIT L6 Key West, FL Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. Thi...	1 beds \| 1 baths \| 405 sq.ft.	$1,450,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 0.79% Airbnb Rental Income: $6609 Traditional Rental Income: $3041 Airbnb ROI: 2.48% Traditional ROI: 0.79%
1901 S Roosevelt Boulevard #UNIT 208E Key West, FL Rare Direct Oceanview 3BD/2BA Condominium located in The La Brisa community. This condo of...	3 beds \| 2 baths \| 1,395 sq.ft.	$1,399,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 1.4% Airbnb Rental Income: $2385 Traditional Rental Income: $5116 Airbnb ROI: -1.15% Traditional ROI: 1.4%
2601 S Roosevelt Boulevard #UNIT 406A Key West, FL Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo ...	2 beds \| 2 baths \| 980 sq.ft.	$999,999	Airbnb cash on cash: 3.75% Traditional cash on cash: 1.46% Airbnb Rental Income: $7456 Traditional Rental Income: $3896 Airbnb ROI: 3.75% Traditional ROI: 1.46%
1616 Atlantic Boulevard #UNIT 3 Key West, FL OFFERED FULLY FURNISHED and completely renovated, this is the townhome buyers wait for and...	2 beds \| 3 baths \| 1,940 sq.ft.	$1,524,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.4% Airbnb Rental Income: $3408 Traditional Rental Income: $6491 Airbnb ROI: -0.31% Traditional ROI: 2.4%
120 Angela Street #UNIT 102 Key West, FL Welcome to Old Key West luxury living in this beautifully appointed 2-bedroom, 2-bathroom ...	2 beds \| 2 baths \| 852 sq.ft.	$995,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 1.44% Airbnb Rental Income: $8036 Traditional Rental Income: $3836 Airbnb ROI: 4.32% Traditional ROI: 1.44%
1901 S Roosevelt Boulevard #UNIT 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.	$1,575,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 0.93% Airbnb Rental Income: $2385 Traditional Rental Income: $5116 Airbnb ROI: -1.33% Traditional ROI: 0.93%
1014 Truman Avenue #UNIT 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.	$799,900	Airbnb cash on cash: 7.1% Traditional cash on cash: 3.49% Airbnb Rental Income: $8333 Traditional Rental Income: $4066 Airbnb ROI: 7.1% Traditional ROI: 3.49%
2601 S Roosevelt Boulevard #UNIT 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.	$625,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 2.44% Airbnb Rental Income: $4857 Traditional Rental Income: $3416 Airbnb ROI: 3.2% Traditional ROI: 2.44%
927 Thomas Street #UNIT #2 Key West, FL This show-stopping luxury condo delivers a rare blend of historic charm with a fully renov...	2 beds \| 2 baths \| 1,205 sq.ft.	$1,275,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 0.11% Airbnb Rental Income: $6658 Traditional Rental Income: $3059 Airbnb ROI: 2.05% Traditional ROI: 0.11%
927 Thomas Street #UNIT #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: 3.75% Traditional cash on cash: 1.59% Airbnb Rental Income: $6658 Traditional Rental Income: $3632 Airbnb ROI: 3.75% Traditional ROI: 1.59%
3635 Seaside Drive #APT 213 Key West, FL Welcome to 3635 Seaside Drive, Unit 213, an amazing two (2) bedroom and (2) two bathroom c...	2 beds \| 2 baths \| 772 sq.ft.	$518,000	Airbnb cash on cash: 8.89% Traditional cash on cash: 3.69% Airbnb Rental Income: $7456 Traditional Rental Income: $3504 Airbnb ROI: 8.89% Traditional ROI: 3.69%
617 Fleming Street #APT 4 Key West, FL Looking for a gorgeous, lock and go, 2-bedroom condo in a perfect downtown Key West locati...	2 beds \| 2 baths \| 1,020 sq.ft.	$1,399,000	Airbnb cash on cash: 2.2% Traditional cash on cash: -0.61% Airbnb Rental Income: $8036 Traditional Rental Income: $2852 Airbnb ROI: 2.2% Traditional ROI: -0.61%
3625 Seaside Drive #UNIT #25304 Key West, FL Enjoy the view of the Salt Ponds & catch sunset from the balcony of this 2 bedroom / 2 bat...	2 beds \| 2 baths \| 798 sq.ft.	$899,995	Airbnb cash on cash: 3.55% Traditional cash on cash: 0.53% Airbnb Rental Income: $7456 Traditional Rental Income: $3500 Airbnb ROI: 3.55% Traditional ROI: 0.53%
2601 S Roosevelt Boulevard #UNIT 108B Key West, FL Welcome to island living at its finest in this beautifully maintained 1-bedroom, 1-bathroo...	1 beds \| 1 baths \| 754 sq.ft.	$587,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 0.54% Airbnb Rental Income: $2797 Traditional Rental Income: $2181 Airbnb ROI: 0.47% Traditional ROI: 0.54%
3312 Northside Drive #UNIT 205 Key West, FL Imagine beginning and ending your day on your private balcony overlooking the tennis court...	1 beds \| 1 baths \| 528 sq.ft.	$355,000	Airbnb cash on cash: 7.05% Traditional cash on cash: 4.68% Airbnb Rental Income: $4857 Traditional Rental Income: $3069 Airbnb ROI: 7.05% Traditional ROI: 4.68%
2601 S Roosevelt Boulevard #UNIT 504A Key West, FL Beautiful Ocean Views of Smathers Beach and the Atlantic. This serene 1 bedroom, 1 bathroo...	1 beds \| 1 baths \| 754 sq.ft.	$675,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 1.58% Airbnb Rental Income: $2797 Traditional Rental Income: $3189 Airbnb ROI: -0.09% Traditional ROI: 1.58%
1011 Simonton Street unit: 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: 4.3% Traditional cash on cash: 0.78% Airbnb Rental Income: $11712 Traditional Rental Income: $3700 Airbnb ROI: 4.3% Traditional ROI: 0.78%
6810 Front Street #Snl13&B4sa Key West, FL This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space alo...	2 beds \| 5 baths \| 1,200 sq.ft.	$1,600,000	Airbnb cash on cash: -0.18% Traditional cash on cash: -1.01% Airbnb Rental Income: $7456 Traditional Rental Income: $4793 Airbnb ROI: -0.18% Traditional ROI: -1.01%

Your search for investment property begins and ends here

Condos for Sale in Key West, FL

816 South Street #UNIT 4

Key West, FL

1 beds | 1 baths | 640 sq.ft.

$629,000

Airbnb cash on cash: 6.87%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $6590

Traditional Rental Income: $3275

Airbnb ROI: 6.87%

Traditional ROI: 3.42%

1011 Simonton Street #1

Key West, FL

3 beds | 3 baths | 1,600 sq.ft.

$1,799,000

Airbnb cash on cash: 3.85%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $11712

Traditional Rental Income: $5233

Airbnb ROI: 3.85%

Traditional ROI: 1.26%

1209 Truman Avenue #UNIT 2

Key West, FL

1 beds | 1 baths | 836 sq.ft.

$679,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $2214

Traditional Rental Income: $3369

Airbnb ROI: -0.3%

Traditional ROI: 2.41%

800 Fleming Street #UNIT B-3

Key West, FL

2 beds | 2 baths | 1,207 sq.ft.

$1,449,000

Airbnb cash on cash: 3.27%

Traditional cash on cash: 1.67%

Airbnb Rental Income: $8261

Traditional Rental Income: $4542

Airbnb ROI: 3.27%

Traditional ROI: 1.67%

6810 Front Street unit: Snl13&B4sa

Key West, FL

2 beds | 5 baths | 1,200 sq.ft.

$1,600,000

Airbnb cash on cash: -0.18%

Traditional cash on cash: -2.45%

Airbnb Rental Income: $7456

Traditional Rental Income: $2650

Airbnb ROI: -0.18%

Traditional ROI: -2.45%

817 Eaton Street #UNIT 1

Key West, FL

1 beds | 1 baths | 740 sq.ft.

$820,000

Airbnb cash on cash: 4.04%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $6609

Traditional Rental Income: $3344

Airbnb ROI: 4.04%

Traditional ROI: 1.45%

1901 S Roosevelt Boulevard #UNIT 104N

Key West, FL

2 beds | 2 baths | 1,176 sq.ft.

$875,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $3408

Traditional Rental Income: $4452

Airbnb ROI: 1.32%

Traditional ROI: 3.53%

815 Pearl Street #UNIT 2

Key West, FL

1 beds | 1 baths | 546 sq.ft.

$599,900

Airbnb cash on cash: 1.03%

Traditional cash on cash: 3.61%

Airbnb Rental Income: $2214

Traditional Rental Income: $3101

Airbnb ROI: 1.03%