Real Estate Investment Properties for Sale in Big Pine Key, FL
Looking for investment property in Big Pine Key, FL with high ROI ?
Explore a variety of short-term homes & houses in Big Pine Key, FL. Invest wisely with VRBO & Big Pine Key, 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 Big Pine Key, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
29034 Rose DriveBig Pine Key, FLExperience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key cana... |
2 beds | 1 baths | 864 sq.ft. |
$785,000 |
Airbnb cash on cash: 2.85%
|
3746 Park AvenueBig Pine Key, FLSELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in th... |
2 beds | 2 baths | 1,312 sq.ft. |
$1,299,900 |
Airbnb cash on cash: 1.19%
|
29175 Violet DriveBig Pine Key, FLEden Pines Gem: Fully updated, low assumable flood Modern Island Living: Updated Stilted R... |
3 beds | 2 baths | 986 sq.ft. |
$685,000 |
Airbnb cash on cash: 9.89%
|
29051 MAGNOLIA LaneBig Pine Key, FLExperience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front h... |
3 beds | 3 baths | 1,344 sq.ft. |
$1,055,000 |
Airbnb cash on cash: 5.96%
|
29284 Coconut Palm DriveBig Pine Key, FLEscape to your own private tropical oasis in the heart of Big Pine Key. Hidden behind lush... |
2 beds | 1 baths | 812 sq.ft. |
$520,000 |
Airbnb cash on cash: 5.16%
|
31011 Avenue CBig Pine Key, FLThis 4-bedroom, 2-bath, 1566 sq. ft. home has so much to offer for the price! A spacious l... |
4 beds | 2 baths | 1,566 sq.ft. |
$675,000 |
Airbnb cash on cash: 9.15%
|
1632 Bogie DriveBig Pine Key, FLWelcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--p... |
3 beds | 4 baths | 1,508 sq.ft. |
$1,199,000 |
Airbnb cash on cash: 4.97%
|
29635 Saratoga AvenueBig Pine Key, FLWelcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This bea... |
3 beds | 2 baths | 1,396 sq.ft. |
$1,450,000 |
Airbnb cash on cash: 3.76%
|
1657 Watson BoulevardBig Pine Key, FLExperience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekabo... |
3 beds | 2 baths | 1,330 sq.ft. |
$1,199,000 |
Airbnb cash on cash: 5.04%
|
30995 Watson BoulevardBig Pine Key, FLBrand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level re... |
4 beds | 3 baths | 2,400 sq.ft. |
$2,300,000 |
Airbnb cash on cash: 2.02%
|
1733 Sunrise DrBig Pine Key, FLBeautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and ... |
3 beds | 2 baths | 1,849 sq.ft. |
$2,069,000 |
Airbnb cash on cash: 2.37%
|
29562 Saratoga AvenueBig Pine Key, FLEmbrace island living in your own tropical paradise, where comfort, space, and waterfront ... |
4 beds | 2 baths | 2,310 sq.ft. |
$1,435,000 |
Airbnb cash on cash: 3.48%
|
31357 Avenue CBig Pine Key, FLBring your vision and make this Big Pine Key property your own! Situated on two spacious, ... |
3 beds | 2 baths | 1,451 sq.ft. |
$748,516 |
Airbnb cash on cash: 8.91%
|
30525 Winifred StreetBig Pine Key, FLNestled in the heart of Big Pine Key, this private canal-front retreat with screened in PO... |
3 beds | 3 baths | 1,774 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 5.26%
|
31490 Avenue FBig Pine Key, FLBrand-New Waterfront Home in the Florida Keys Discover the ultimate Florida Keys lifestyle... |
3 beds | 3 baths | 1,654 sq.ft. |
$950,000 |
Airbnb cash on cash: 6.58%
|
1540 Lantana LaneBig Pine Key, FLBring your boats to this beautifully furnished canal front home. This home is secluded on ... |
3 beds | 2 baths | 1,418 sq.ft. |
$899,000 |
Airbnb cash on cash: 7.08%
|
30375 Oleander BoulevardBig Pine Key, FLIsland Living in Big Pine Key! Charming and updated 2-bedroom, 1-bath concrete block home ... |
2 beds | 1 baths | 816 sq.ft. |
$549,900 |
Airbnb cash on cash: 4.9%
|
3635 Tradewinds StreetBig Pine Key, FLBeautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-ba... |
2 beds | 2 baths | 1,042 sq.ft. |
$840,000 |
Airbnb cash on cash: 2.7%
|
30468 Oleander BoulevardBig Pine Key, FLDiscover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuri... |
3 beds | 3 baths | 2,486 sq.ft. |
$2,150,000 |
Airbnb cash on cash: 2.1%
|
30368 Killdeer LaneBig Pine Key, FLWelcome to island living in Big Pine Key. Situated on a desirable corner lot, this beautif... |
3 beds | 2 baths | 1,200 sq.ft. |
$964,999 |
Airbnb cash on cash: 6.59%
|
31135 Hollerich DriveBig Pine Key, FLA beautifully kept home with amazing views of the Gulf, and easy boating access to some of... |
2 beds | 2 baths | 1,313 sq.ft. |
$1,099,000 |
Airbnb cash on cash: 1.74%
|
31569 Avenue DBig Pine Key, FLBrand-New Waterfront Luxury Home in the Florida Keys Discover the ultimate Florida Keys li... |
4 beds | 3 baths | 1,896 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 4.96%
|
31441 Avenue FBig Pine Key, FLBrand-New Waterfront Home in the Florida Keys Discover the perfect blend of modern luxury ... |
4 beds | 3 baths | 1,458 sq.ft. |
$975,000 |
Airbnb cash on cash: 6.3%
|
1518 Sunrise DriveBig Pine Key, FLDiscover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom... |
3 beds | 2 baths | 1,540 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 4.13%
|
3742 Seagrape StreetBig Pine Key, FLEscape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres o... |
3 beds | 3 baths | 4,687 sq.ft. |
$4,650,000 |
Airbnb cash on cash: 0.07%
|
1433 Sunset RoadBig Pine Key, FL699,000 for 2 units. Great price reduction on income producing CBS duplex in Big Pine Key.... |
4 beds | 3 baths | 1,924 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.62%
|
31473 Warner RoadBig Pine Key, FLWelcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of moder... |
3 beds | 4 baths | 2,087 sq.ft. |
$2,450,000 |
Airbnb cash on cash: 1.64%
|
29188 Tulip LaneBig Pine Key, FLNestled at the quiet end of a peaceful street, this beautifully maintained home offers the... |
2 beds | 2 baths | 1,050 sq.ft. |
$600,000 |
Airbnb cash on cash: 4.23%
|
31449 Avenue IBig Pine Key, FLDolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smar... |
5 beds | 4 baths | 3,500 sq.ft. |
$4,850,000 |
Airbnb cash on cash: N/A
|
1634 Lantana LaneBig Pine Key, FLCustom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-a... |
2 beds | 2 baths | 1,152 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.73%
|
31033 Hibiscus DriveBig Pine Key, FLNestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Ke... |
3 beds | 2 baths | 1,224 sq.ft. |
$727,000 |
Airbnb cash on cash: 9.66%
|
31478 Avenue EBig Pine Key, FL**PRICE ENHANCEMENT FOR THIS RESORT -STYLE SETTING** Adorable charm and the essential Flor... |
1 beds | 1 baths | 557 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.54%
|
1553 Sunrise DriveBig Pine Key, FLWalk into this luxurious palace with captivating open water views. Light colors accenting ... |
3 beds | 3 baths | 2,100 sq.ft. |
$2,700,000 |
Airbnb cash on cash: 1.6%
|
Real Estate investment in Big-pine-key, FL
There are 49 properties for sale in the city of Big Pine Key . The median list price in Big Pine Key is $789,528 and the average price per square foot is $512. In September 2026, the average monthly cash on cash return in Big Pine Key is 2.00%. The average monthly rental income in Big Pine Key is $3,207.