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, FLTucked into the heart of Old Town, this beautifully restored residence pairs Key West's hi... |
3 beds | 2 baths | 1,665 sq.ft. |
$2,100,000 |
Airbnb cash on cash: 3.7%
|
224 Golf Club DriveKey West, FLStylish ''Spa'' home within the enclave of The Sanctuary of the Key West Golf Club. An ope... |
2 beds | 3 baths | 1,120 sq.ft. |
$875,000 |
Airbnb cash on cash: 3.8%
|
3513 Sunrise DriveKey West, FLA hidden gem nestled in our popular Sunrise Shores New Town district, this distinguished s... |
3 beds | 3 baths | 2,569 sq.ft. |
$2,165,000 |
Airbnb cash on cash: 1.06%
|
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. |
$2,175,000 |
Airbnb cash on cash: 3.37%
|
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. |
$1,990,000 |
Airbnb cash on cash: 3.2%
|
3314 Northside Drive #55Key West, FLExcellent Family Home or Investment Opportunity! Seller Financing Available: 20% down, 6.5... |
3 beds | 2 baths | 1,050 sq.ft. |
$569,900 |
Airbnb cash on cash: 8.23%
|
816 South Street #4Key West, FLExperience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium l... |
1 beds | 1 baths | 640 sq.ft. |
$599,000 |
Airbnb cash on cash: 5.97%
|
243 Golf Club DriveKey West, FLBeautifully maintained Golf Club home overlooking the 17th hole in the Sanctuary. This hom... |
3 beds | 3 baths | 1,600 sq.ft. |
$1,245,000 |
Airbnb cash on cash: 2.39%
|
1911 Seidenberg AvenueKey West, FLWith only two owners in its history, this well-maintained two-story property presents a ra... |
2 beds | 2 baths | 1,119 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 4.31%
|
1211 Knowles LaneKey West, FLTimeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled histor... |
3 beds | 3 baths | 1,284 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 5.89%
|
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: 4.1%
|
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: 2.31%
|
48 Merganser LaneKey West, FLAn easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf C... |
2 beds | 2 baths | 780 sq.ft. |
$640,000 |
Airbnb cash on cash: 4.99%
|
1011 Simonton Street #1Key West, FLExcellent 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: 4.39%
|
524 White StreetKey West, FLWelcome to ParotHdHideaway! Located in the heart of the Historic District, just steps to w... |
3 beds | 2 baths | 1,690 sq.ft. |
$1,249,999 |
Airbnb cash on cash: 7.69%
|
85 Golf Club DrKey West, FL
|
2 beds | 3 baths | N/A |
$459,000 |
Airbnb cash on cash: 8.79%
|
58 Golf Club DrKey West, FL
|
2 beds | 3 baths | N/A |
$549,000 |
Airbnb cash on cash: 7.17%
|
2924 Riviera DriveKey West, FLMust See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full b... |
3 beds | 3 baths | 2,469 sq.ft. |
$2,549,000 |
Airbnb cash on cash: 0.99%
|
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
|
1825 Venetia StreetKey West, FLIf you've been searching for a move-in ready slice of Key West in the heart of Midtown, 18... |
2 beds | 1 baths | 780 sq.ft. |
$699,000 |
Airbnb cash on cash: 8.72%
|
2330 Staples AvenueKey West, FLDiscover a rare investment opportunity in the heart of Key West. This spacious corner dupl... |
1 beds | 1 baths | 693 sq.ft. |
$999,000 |
Airbnb cash on cash: 3.39%
|
26 Cannon Royal DrKey West, FLEscape to your own private resort in this Mediterranean-inspired waterfront villa on the e... |
4 beds | 4 baths | 3,677 sq.ft. |
$5,095,000 |
Airbnb cash on cash: 1.24%
|
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. |
$1,689,000 |
Airbnb cash on cash: 4.12%
|
817 Terry LaneKey West, FLStep 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: 2.98%
|
710 Caroline StreetKey West, FLAn extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Car... |
4 beds | 5 baths | 2,250 sq.ft. |
$3,595,000 |
Airbnb cash on cash: 0.57%
|
2805 Flagler AvenueKey West, FLThis sophisticated residence features off-street parking for two vehicles or a boat and is... |
3 beds | 2 baths | 1,227 sq.ft. |
$874,999 |
Airbnb cash on cash: 4.91%
|
1800 Atlantic Boulevard #427CKey West, FLThis spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean v... |
2 beds | 2 baths | 1,311 sq.ft. |
$1,025,000 |
Airbnb cash on cash: 5.33%
|
1109 Stump LaneKey West, FLOn a quiet lane in Old Town, this classic Conch home offers a setting where life feels jus... |
3 beds | 3 baths | 1,724 sq.ft. |
$2,299,500 |
Airbnb cash on cash: 2.95%
|
1427 Washington StreetKey West, FLLocated 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: 1.94%
|
103 Front StreetKey West, FL103 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: -0.77%
|
3841 N Roosevelt Boulevard #222Key West, FLEnjoy 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: 0.69%
|
3841 N Roosevelt Boulevard #332Key West, FLExperience 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: -0.6%
|
3841 N Roosevelt Boulevard #315Key West, FLExperience 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: -0.6%
|
3201 Pearl AvenueKey West, FLUpdated home in a prime central Key West location! Perfect for a local buyer or as an affo... |
2 beds | 2 baths | 1,032 sq.ft. |
$610,000 |
Airbnb cash on cash: 6.53%
|
3 Nassau Lane #AKey West, FLCharming 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: 4.3%
|
2116 Fogarty AvenueKey West, FLWelcome to this beautifully renovated 3-bedroom, 2-bathroom home that perfectly blends mod... |
3 beds | 2 baths | 1,258 sq.ft. |
$1,249,000 |
Airbnb cash on cash: 3.95%
|
Real Estate investment in Key-west, FL
There are 232 properties for sale in the city of Key West . The median list price in Key West is $1,271,739 and the average price per square foot is $820. In August 2026, the average monthly cash on cash return in Key West is 1.00%. The average monthly rental income in Key West is $3,077.