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 |
|---|---|---|---|
29030 Iris DriveBig Pine Key, FLThis 3BR spacious canal front home with quick open water access is nestled at the end of a... |
3 beds | 2 baths | 1,353 sq.ft. |
$719,000 |
Airbnb cash on cash: 6.55%
|
29457 Constitution AvenueBig Pine Key, FLSolid, Spacious & Ready for Your Island Lifestyle! This 3 BD/3 BA concrete block home is j... |
3 beds | 3 baths | 1,608 sq.ft. |
$1,319,000 |
Airbnb cash on cash: 2.78%
|
1541 Sunrise DriveBig Pine Key, FLEnjoy absolutely stunning open water views and spectacular sunrises every morning from thi... |
3 beds | 2 baths | 2,068 sq.ft. |
$1,399,000 |
Airbnb cash on cash: 2.6%
|
651 Pine LaneBig Pine Key, FLNestled in the heart of Big Pine Key, this fantastic property offers 4 bedrooms, 2 baths, ... |
4 beds | 2 baths | 2,176 sq.ft. |
$1,245,000 |
Airbnb cash on cash: 4.31%
|
3746 Park AvenueBig Pine Key, FLWelcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath... |
2 beds | 2 baths | 1,312 sq.ft. |
$1,850,000 |
Airbnb cash on cash: 0.8%
|
1659 LONG BEACH DRIVEBig Pine Key, FLMotivated Seller, Let's make a deal! One of the ONLY luxury Oceanfront homes with your own... |
3 beds | 2 baths | 1,850 sq.ft. |
$2,199,000 |
Airbnb cash on cash: 1.3%
|
29051 MAGNOLIA LANEBig Pine Key, FLWelcome to 29051 Magnolia Lane in Big Pine Key, FL! This inviting home offers a 2-bedroom,... |
3 beds | 3 baths | 1,344 sq.ft. |
$1,165,000 |
Airbnb cash on cash: 3.42%
|
31243 E AvenueBig Pine Key, FL**Price Improvement* Welcome to your slice of paradise in Big Pine Key! This charming 3-b... |
3 beds | 2 baths | 1,204 sq.ft. |
$639,900 |
Airbnb cash on cash: 7.21%
|
30461 Poinciana RdBig Pine Key, FLCharming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 b... |
3 beds | 2 baths | 1,431 sq.ft. |
$565,000 |
Airbnb cash on cash: 8.27%
|
31568 AVENUE DBig Pine Key, FLInvest with success and buy through Auction.com. This bank-owned investment property is a ... |
3 beds | 2 baths | 1,536 sq.ft. |
$727,000 |
Airbnb cash on cash: 6.62%
|
117 W Sandy CircleBig Pine Key, FLLooking for that Family Home in The Florida Keys that fits your budget, well you just foun... |
4 beds | 2 baths | 1,200 sq.ft. |
$625,000 |
Airbnb cash on cash: 9.95%
|
1672 Pandorea LnBig Pine Key, FLClean corner-lot stilted canal-front home on Big Pine! 2/2 up. Recently updated. New centr... |
3 beds | 3 baths | 912 sq.ft. |
$799,000 |
Airbnb cash on cash: 5.5%
|
3962-3964 No Name RoadBig Pine Key, FLInvestment Opportunity! Waterfront duplex with 2BD|1BA on each side. Property features con... |
4 beds | 2 baths | 1,536 sq.ft. |
$987,500 |
Airbnb cash on cash: 4.32%
|
30995 Watson BoulevardBig Pine Key, FLFINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 ... |
4 beds | 3 baths | 2,400 sq.ft. |
$2,300,000 |
Airbnb cash on cash: 2.02%
|
1633 Lantana LaneBig Pine Key, FLLocated in Big Pine Key, this 3-bedroom, 2-bathroom, canal front Pool Home is a perfect bl... |
3 beds | 2 baths | 1,204 sq.ft. |
$949,000 |
Airbnb cash on cash: 4.36%
|
550 Pine LaneBig Pine Key, FLThis newly remodeled 2-bedroom, 1-bathroom home is perfectly positioned on two spacious lo... |
3 beds | 1 baths | 1,043 sq.ft. |
$1,275,000 |
Airbnb cash on cash: 3.09%
|
31490 Avenue FBig Pine Key, FLThis all-concrete, meticulously designed 3-bedroom, 2.5-bath home offers both luxury and f... |
3 beds | 3 baths | 1,492 sq.ft. |
$975,000 |
Airbnb cash on cash: 4.23%
|
30366 Falcon LaneBig Pine Key, FLFantastic CBS canal front Pool home on a double lot in Tropical Bay Estates. Entering int... |
3 beds | 2 baths | 1,398 sq.ft. |
$1,249,000 |
Airbnb cash on cash: 3.08%
|
3 W CookBig Pine Key, FLOceanfront home on offshore island only accessible by boat. This off grid rustic beachfron... |
3 beds | 2 baths | 704 sq.ft. |
$549,000 |
Airbnb cash on cash: 9.36%
|
29487 Ranger AvenueBig Pine Key, FLWaterfront Living in Big Pine Key! Well-Built Canal Home in Prime Lower Keys Location: T... |
2 beds | 2 baths | 1,258 sq.ft. |
$979,000 |
Airbnb cash on cash: 2.49%
|
1136 W SHORE DriveBig Pine Key, FLDon't miss out on this home... It is NOT a drive by.....Located on the West Side of the Is... |
3 beds | 4 baths | 2,295 sq.ft. |
$1,999,000 |
Airbnb cash on cash: 1.34%
|
29559 Ranger AvenueBig Pine Key, FLThis well desired location and immaculately maintained home is 5 minutes from world class ... |
2 beds | 3 baths | 1,200 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 2.29%
|
30342 Hibiscus LaneBig Pine Key, FLLook no further.....this charming Big Pine Key Cottage has all the comforts you are lookin... |
3 beds | 2 baths | 1,508 sq.ft. |
$565,000 |
Airbnb cash on cash: 8.36%
|
29676 Ranger AvenueBig Pine Key, FLThis expansive, 15,500 sq. ft. double lot in desirable Pine Channel Estates offers privacy... |
2 beds | 2 baths | 1,064 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 2.1%
|
31516 Avenue FBig Pine Key, FLExperience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home... |
3 beds | 3 baths | 1,600 sq.ft. |
$1,394,000 |
Airbnb cash on cash: 2.66%
|
30246 Watson BoulevardBig Pine Key, FLDiscover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totali... |
3 beds | 2 baths | 1,193 sq.ft. |
$799,000 |
Airbnb cash on cash: 5.86%
|
29176 Violet DriveBig Pine Key, FLEscape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen p... |
5 beds | 4 baths | 2,447 sq.ft. |
$2,340,000 |
Airbnb cash on cash: N/A
|
29662 Independence AvenueBig Pine Key, FLEmbrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home... |
2 beds | 2 baths | 1,024 sq.ft. |
$1,399,000 |
Airbnb cash on cash: 1.66%
|
29115 Rose DriveBig Pine Key, FLWelcome to this meticulously maintained, move-in ready canal-front home that offers the pe... |
3 beds | 2 baths | 1,250 sq.ft. |
$837,500 |
Airbnb cash on cash: 5.66%
|
3714 Pine StreetBig Pine Key, FLWelcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers... |
2 beds | 2 baths | 1,120 sq.ft. |
$829,000 |
Airbnb cash on cash: 3.27%
|
32734 Bimini LaneBig Pine Key, FLEscape to quintessential No Name Key to find this waterfront sanctuary. No Name Key is a s... |
3 beds | 2 baths | 1,654 sq.ft. |
$1,225,000 |
Airbnb cash on cash: 3%
|
10 W CookBig Pine Key, FLWelcome to Cook Island, a semi-private pristine barrier island offering one of the most be... |
3 beds | 1 baths | 1,162 sq.ft. |
$699,000 |
Airbnb cash on cash: 6.57%
|
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. |
$1,250,000 |
Airbnb cash on cash: 1.82%
|
31450 Avenue GBig Pine Key, FLThis expansive 4 bedroom, 3 bathroom home offers over 2,300 sq ft of solid concrete constr... |
4 beds | 3 baths | 2,323 sq.ft. |
$1,789,000 |
Airbnb cash on cash: 2.72%
|
31569 Avenue DBig Pine Key, FLWelcome to your Florida Keys fortress! This newly constructed 4-bedroom, 3-bath concrete h... |
4 beds | 3 baths | 1,896 sq.ft. |
$1,189,000 |
Airbnb cash on cash: 5.02%
|
31441 Avenue FBig Pine Key, FLThis solid all-concrete home, situated on a generous 10,000 sq ft double lot, offers the p... |
4 beds | 3 baths | 1,457 sq.ft. |
$980,000 |
Airbnb cash on cash: 6.26%
|
31131 Ave DBig Pine Key, FLMake this Charming Keys cottage your little piece of paradise today. Complete Remodel 2 Be... |
2 beds | 1 baths | 754 sq.ft. |
$459,000 |
Airbnb cash on cash: 7.11%
|
3742 Seagrape StreetBig Pine Key, FLBreathe in serenity during your escape to the ''The Castle'', a luxurious gated Gulf-front... |
3 beds | 3 baths | 4,687 sq.ft. |
$6,450,000 |
Airbnb cash on cash: -0.53%
|
31034 Hollerich DriveBig Pine Key, FLA great investment opportunity, or the chance for your paradise retreat to pay for itself!... |
4 beds | 2 baths | 1,460 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.08%
|
1341 Avenue CBig Pine Key, FLWelcome to 1341 Avenue C, Big Pine Key - Your Peaceful Island RetreatTucked away in the he... |
3 beds | 2 baths | 1,452 sq.ft. |
$699,000 |
Airbnb cash on cash: 6.55%
|
Real Estate investment in Big-pine-key, FL
There are 44 properties for sale in the city of Big Pine Key . The median list price in Big Pine Key is $1,071,150 and the average price per square foot is $707. In September 2025, the average monthly cash on cash return in Big Pine Key is 1.00%. The average monthly rental income in Big Pine Key is $2,888.