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 |
|---|---|---|---|
29850 Journeys End RoadBig Pine Key, FLNestled among lush tropical foliage, this inviting 3-bedroom, 2-bath home offers privacy, ... |
3 beds | 2 baths | 1,152 sq.ft. |
$785,000 |
Airbnb cash on cash: 8.48%
|
30170 Linda StreetBig Pine Key, FLWelcome to your charming new home! This delightful concrete 1-bedroom, 1-bathroom residenc... |
1 beds | 1 baths | 528 sq.ft. |
$415,000 |
Airbnb cash on cash: 0.09%
|
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: -0.59%
|
1659 LONG BEACH DRIVEBig Pine Key, FLOne of the only true luxury oceanfront estates with a private sandy beach available in the... |
3 beds | 2 baths | 1,850 sq.ft. |
$2,199,000 |
Airbnb cash on cash: 2.31%
|
29051 Magnolia LnBig Pine Key, FLWelcome to 29051 Magnolia Ln, Big Pine Key, FL! This home offers a 2-bedroom, 2-bath main ... |
3 beds | 3 baths | 1,344 sq.ft. |
$1,099,000 |
Airbnb cash on cash: 5.68%
|
31047 Avenue IBig Pine Key, FLDiscover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath hom... |
3 beds | 3 baths | 1,500 sq.ft. |
$699,000 |
Airbnb cash on cash: 9.81%
|
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: 9.64%
|
29523 Enterprise AvenueBig Pine Key, FLWelcome to effortless waterfront living in the heart of Big Pine Key. This updated canal-f... |
3 beds | 2 baths | 1,539 sq.ft. |
$1,080,000 |
Airbnb cash on cash: 5.63%
|
30363 Flamingo LaneBig Pine Key, FLTranquility meets coastal living, discover this stunning concrete constructed home built i... |
3 beds | 3 baths | 1,837 sq.ft. |
$1,795,000 |
Airbnb cash on cash: 3.02%
|
3962 No Name RoadBig Pine Key, FLInvestment Opportunity! Waterfront CBS duplex with 2BD|1BA on each side. Property features... |
4 beds | 2 baths | 1,536 sq.ft. |
$987,500 |
Airbnb cash on cash: 6.55%
|
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%
|
1733 Sunrise DrBig Pine Key, FLBeautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean an... |
3 beds | 2 baths | 1,849 sq.ft. |
$2,069,000 |
Airbnb cash on cash: 2.37%
|
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: 6.68%
|
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: 4.81%
|
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: 6.48%
|
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. |
$1,199,000 |
Airbnb cash on cash: 5.08%
|
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. |
$1,895,000 |
Airbnb cash on cash: 2.63%
|
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: 0.22%
|
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. |
$999,000 |
Airbnb cash on cash: 0.22%
|
1607 Sunrise DriveBig Pine Key, FLOpen water pool home with breathtaking views of Bogie Channel and direct deep water access... |
2 beds | 2 baths | 1,980 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -0.66%
|
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. |
$2,450,000 |
Airbnb cash on cash: 1.72%
|
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
|
30985 Hibiscus DriveBig Pine Key, FLCBS POOL HOME OFFERS 133 ft. along the 50 ft. wide canal, boat davits, a fish cleaning sta... |
4 beds | 3 baths | 2,166 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 4.25%
|
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. |
$1,299,000 |
Airbnb cash on cash: -0.12%
|
29859 Overseas Highway #UNIT A-6Big Pine Key, FLOwn a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project ... |
2 beds | 2 baths | 780 sq.ft. |
$234,900 |
Airbnb cash on cash: 4.54%
|
30416 Coconut HighwayBig Pine Key, FLThis 25,000 sq. ft. property has plenty of room to add a pool and/or tiki hut, park an RV,... |
2 beds | 1 baths | 1,497 sq.ft. |
$718,000 |
Airbnb cash on cash: 0.93%
|
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: 1.55%
|
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. |
$5,900,000 |
Airbnb cash on cash: -0.12%
|
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: -0.97%
|
1433 Sunset RoadBig Pine Key, FLGreat income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogi... |
4 beds | 3 baths | 1,924 sq.ft. |
$839,000 |
Airbnb cash on cash: 7.8%
|
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. |
$2,650,000 |
Airbnb cash on cash: 1.44%
|
3831 Sunset DriveBig Pine Key, FLStunning water views and gorgeous sunsets will be yours from this slice of Keys paradise w... |
4 beds | 2 baths | 1,674 sq.ft. |
$1,180,000 |
Airbnb cash on cash: 4.59%
|
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. |
$645,000 |
Airbnb cash on cash: 0.64%
|
29039 Cedar DriveBig Pine Key, FL100 ft. canal-frontage, 15K boat lift, tiki hut and pool..... this Lower Keys property fee... |
2 beds | 1 baths | 1,056 sq.ft. |
$1,089,000 |
Airbnb cash on cash: -0.02%
|
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. |
$5,800,000 |
Airbnb cash on cash: N/A
|
3987 Gordon RoadBig Pine Key, FLTastefully updated and move-in ready so you can enjoy life in the Keys! The recent 8' x 30... |
2 beds | 2 baths | 984 sq.ft. |
$869,000 |
Airbnb cash on cash: 0.16%
|
Real Estate investment in Big-pine-key, FL
There are 39 properties for sale in the city of Big Pine Key . The median list price in Big Pine Key is $997,000 and the average price per square foot is $626. In December 2025, the average monthly cash on cash return in Big Pine Key is 2.00%. The average monthly rental income in Big Pine Key is $2,758.