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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1119 Whitehead StreetKey West, FLThis stunning Old Town residence offers the perfect blend of historic charm and modern ele... |
3 beds | 2 baths | 1,665 sq.ft. |
$2,250,000 |
Airbnb cash on cash: 3%
|
702 Florida StreetKey West, FLBRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a de... |
2 beds | 2 baths | 1,458 sq.ft. |
$1,290,000 |
Airbnb cash on cash: 0.54%
|
3513 Sunrise DriveKey West, FLA hidden gem nestled in our popular New Town district, this distinguished single family ho... |
3 beds | 3 baths | 2,569 sq.ft. |
$2,265,000 |
Airbnb cash on cash: 2.67%
|
1209 Packer StreetKey West, FLDiscover a seamless blend of historic character and modern refinement at 1209 Packer Stree... |
4 beds | 4 baths | 2,150 sq.ft. |
$2,250,000 |
Airbnb cash on cash: 1.45%
|
1019 Eaton StreetKey West, FLTucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home i... |
3 beds | 2 baths | 1,458 sq.ft. |
$2,195,000 |
Airbnb cash on cash: 3.29%
|
1420 White StreetKey West, FLStunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home w... |
5 beds | 3 baths | 2,608 sq.ft. |
$2,999,998 |
Airbnb cash on cash: 3.45%
|
816 Ashe StreetKey West, FLThis beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Ke... |
3 beds | 4 baths | 1,522 sq.ft. |
$2,150,000 |
Airbnb cash on cash: -0.38%
|
1320 Eliza StreetKey West, FLWelcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property t... |
4 beds | 4 baths | 1,854 sq.ft. |
$2,449,000 |
Airbnb cash on cash: -1.08%
|
816 South Street #UNIT 4Key West, FLExperience 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%
|
1001 ed Street #UNIT BKey West, FLEnjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully re... |
3 beds | 5 baths | 1,442 sq.ft. |
$1,680,000 |
Airbnb cash on cash: 4.23%
|
243 Golf Club DriveKey West, FLA PRICE REDUCTION IS THE GIFT THAT KEEPS ON GIVING! Motivated Sellers ready for your holid... |
3 beds | 3 baths | 1,600 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 5.54%
|
53 Spoonbill WayKey West, FLBIG PRICE REDUCTION!!!!! MUST SEE! Meticulously Maintained Tropical Escape. This townhome... |
4 beds | 3 baths | 1,320 sq.ft. |
$865,000 |
Airbnb cash on cash: 7.11%
|
3405 16th TerraceKey West, FLSpacious, Turn-key Retreat on one of New Town's Largest Lots:Welcome to a rare opportunity... |
4 beds | 3 baths | 2,050 sq.ft. |
$1,575,000 |
Airbnb cash on cash: 3.5%
|
202 Admirals LaneKey West, FLLocated in a gated community within the highly sought-after Truman Annex in Old Town Key W... |
5 beds | 4 baths | 3,148 sq.ft. |
$4,350,000 |
Airbnb cash on cash: 0.6%
|
3365 Flagler AvenueKey West, FLWelcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2... |
2 beds | 2 baths | 1,339 sq.ft. |
$860,000 |
Airbnb cash on cash: 5.79%
|
1012 Packer Street #UNIT 7AKey West, FLWelcome home to your oasis in the heart of old town Key West. Located a short walk to famo... |
2 beds | 2 baths | 768 sq.ft. |
$789,000 |
Airbnb cash on cash: 7.27%
|
3409 Eagle AvenueKey West, FLIntroducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key We... |
4 beds | 4 baths | 2,410 sq.ft. |
$2,649,000 |
Airbnb cash on cash: 1.69%
|
48 Merganser LaneKey West, FLWelcome to Sweet Tee! Escape to this charming 2-story townhome in the peaceful Key West Go... |
2 beds | 2 baths | 780 sq.ft. |
$660,000 |
Airbnb cash on cash: 7.02%
|
1011 Simonton Street #1Key West, FLExcellent 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%
|
314 Simonton StreetKey West, FLStep 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%
|
1016 Varela Street #UNIT REARKey West, FLTucked quietly behind neighboring homes in the heart of Key West, 1016 Varela St. Rear off... |
3 beds | 3 baths | 1,306 sq.ft. |
$1,379,000 |
Airbnb cash on cash: -0.19%
|
524 White StreetKey West, FLWelcome to ParotHdHideaway!Located in the heart of the Historic District, just steps to wo... |
3 beds | 2 baths | 1,690 sq.ft. |
$1,375,000 |
Airbnb cash on cash: -0.39%
|
58 Golf Club DrKey West, FL
|
2 beds | 3 baths | N/A |
$549,000 |
Airbnb cash on cash: 9.82%
|
2924 Riviera DriveKey West, FLMust See! Meticulously renovated house on the Riviera Canal. Owner / Seller is a carpenter... |
3 beds | 4 baths | 2,469 sq.ft. |
$2,549,000 |
Airbnb cash on cash: 2.5%
|
2827 Harris AvenueKey West, FLThis 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
|
90 Golf Club DriveKey West, FLThis charming Poolside Key West Golf Club home is ready for you to make your very own vaca... |
2 beds | 3 baths | 930 sq.ft. |
$765,000 |
Airbnb cash on cash: 6.48%
|
1120 Stump LaneKey West, FLWelcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away ... |
2 beds | 2 baths | 952 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 0.59%
|
2330 Staples AvenueKey West, FLDiscover a rare investment opportunity in the heart of Key West. This spacious corner dup... |
1 beds | 1 baths | 693 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.82%
|
3700 Eagle AvenueKey West, FLSet on the highly desirable upper end of Eagle Avenue, this four bedroom, three bath home ... |
4 beds | 3 baths | 2,733 sq.ft. |
$1,789,000 |
Airbnb cash on cash: 2.92%
|
817 Terry LaneKey West, FLStep into a piece of Old Town Key West history.Built in 1928, this storybook Old Town cott... |
1 beds | 1 baths | 420 sq.ft. |
$998,000 |
Airbnb cash on cash: 4.31%
|
1209 Truman Avenue #UNIT 2Key West, FLCharming 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%
|
27 Riviera DrKey West, FLWelcome to your own slice of paradise in the Florida Keys! This wonderful opportunity offe... |
2 beds | 2 baths | 1,200 sq.ft. |
$699,000 |
Airbnb cash on cash: 7.33%
|
3741 Eagle AvenueKey West, FLExperience refined island living in this BRAND NEW residence perfectly situated on a gener... |
3 beds | 4 baths | 2,744 sq.ft. |
$3,950,000 |
Airbnb cash on cash: 1.29%
|
1500 Seminary Street #UNIT 5AKey West, FLWelcome to this charming 1-bedroom, 1-bathroom apartment nestled in the heart of Key West.... |
1 beds | 1 baths | 525 sq.ft. |
$515,000 |
Airbnb cash on cash: -2.3%
|
1022 Fleming StreetKey West, FLInvest in Key West with this Duplex which can be also easily used as a single family home!... |
4 beds | 2 baths | 2,016 sq.ft. |
$1,650,000 |
Airbnb cash on cash: 3.62%
|
1708 Laird StreetKey West, FLTucked into the heart of Midtown Key West, this striking 4 bedroom, 3 bathroom concrete ho... |
4 beds | 3 baths | 1,632 sq.ft. |
$2,199,000 |
Airbnb cash on cash: -0.67%
|
1610 Von Phister StreetKey West, FLFully renovated and redefined mid-century home, perfectly tailored for modern island livin... |
4 beds | 4 baths | 3,656 sq.ft. |
$2,925,000 |
Airbnb cash on cash: -0.78%
|
800 Fleming Street #UNIT B-3Key West, FLPerfectly 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%
|
1109 Stump LaneKey West, FLNestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for r... |
3 beds | 4 baths | 1,724 sq.ft. |
$2,299,500 |
Airbnb cash on cash: 2.49%
|
2911 Seidenberg AvenueKey West, FLWelcome to your dream home in the heart of Key West's MidTown!This beautifully updated 3-... |
3 beds | 2 baths | 1,052 sq.ft. |
$1,195,000 |
Airbnb cash on cash: 6.42%
|
Real Estate investment in Key-west, FL
There are 236 properties for sale in the city of Key West . The median list price in Key West is $1,262,500 and the average price per square foot is $817. In April 2026, the average monthly cash on cash return in Key West is 1.00%. The average monthly rental income in Key West is $3,271.