Real Estate Investment Properties for Sale in Osprey, FL
Looking for investment property in Osprey, FL with high ROI ?
Explore a variety of short-term homes & houses in Osprey, FL. Invest wisely with VRBO & Osprey, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Condos for Sale in Osprey, FL
Search for Condo for Sale in Osprey, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 40 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
14041 BELLAGIO WAY #218OSPREY, FLMOTIVATED SELLER. Bring an offer! Elevate your expectations with this elegant waterfront h... |
3 beds | 2 baths | 2,374 sq.ft. |
$999,000 |
Airbnb cash on cash: -0.88%
|
5100 JESSIE HARBOR DRIVE #403OSPREY, FLThis meticulously maintained, waterfront residence is in an amenity-rich, gated community.... |
2 beds | 2 baths | 2,143 sq.ft. |
$679,900 |
Airbnb cash on cash: -0.21%
|
393 N POINT ROAD #401OSPREY, FLThis beautifully updated 3 bedroom, 3 bath residence with a den offers exceptional space, ... |
3 beds | 3 baths | 2,594 sq.ft. |
$785,000 |
Airbnb cash on cash: 1.14%
|
385 N POINT ROAD #304OSPREY, FL**MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF R... |
3 beds | 3 baths | 2,778 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 0.39%
|
409 N POINT ROAD #502OSPREY, FL**GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The cov... |
3 beds | 3 baths | 2,055 sq.ft. |
$599,000 |
Airbnb cash on cash: 2.02%
|
401 N POINT ROAD #504OSPREY, FLFULLY UPDATED ⢠WATER VIEWS ⢠PRIVATE 2-CAR GARAGE ⢠OFFICE/4TH BEDROOM OPTION F... |
3 beds | 3 baths | 2,778 sq.ft. |
$990,000 |
Airbnb cash on cash: 0.43%
|
401 N POINT ROAD #304OSPREY, FLGive yourself the gift of refined living in this expansive 2,778 square foot residenceât... |
3 beds | 3 baths | 2,778 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.93%
|
409 N POINT ROAD #1001OSPREY, FLUnder contract-accepting backup offers. **STUNNINGLY RENOVATED, MOVE-IN READY 10th FLOOR P... |
3 beds | 3 baths | 3,029 sq.ft. |
$2,750,000 |
Airbnb cash on cash: -0.76%
|
14041 BELLAGIO WAY #415OSPREY, FLA boater's dream. Enjoy waterfront living in this luxury penthouse unit with breathtaking ... |
3 beds | 2 baths | 1,736 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.15%
|
401 N POINT ROAD #301OSPREY, FLOne or more photo(s) has been virtually staged. Enter through the secure foyer and take th... |
3 beds | 3 baths | 2,594 sq.ft. |
$475,000 |
Airbnb cash on cash: 2.38%
|
409 N POINT ROAD #601OSPREY, FL**FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spaciou... |
3 beds | 3 baths | 2,594 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.01%
|
385 N POINT ROAD #503OSPREY, FLTURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living... |
3 beds | 3 baths | 2,203 sq.ft. |
$690,000 |
Airbnb cash on cash: 1.26%
|
401 N POINT RD APT 301OSPREY, FLInvest with success and buy through Auction.com. This bank-owned investment property is a ... |
3 beds | 3 baths | 2,594 sq.ft. |
$751,000 |
Airbnb cash on cash: -0.16%
|
3621 N POINT ROAD #301OSPREY, FLReady to live a stress-free luxury condo lifestyle? There is no place better to do it than... |
3 beds | 3 baths | 2,680 sq.ft. |
$625,000 |
Airbnb cash on cash: -1.14%
|
401 N POINT ROAD #603OSPREY, FLOne or more photo(s) has been virtually staged. This incredible offering has everything yo... |
3 beds | 3 baths | 2,203 sq.ft. |
$699,000 |
Airbnb cash on cash: -1.12%
|
3603 N POINT ROAD #202OSPREY, FL**ELEGANT and SPACIOUS CORNER CONDO UNIT â NEARLY 3200sf â With MULTIPLE BALCONIES** f... |
3 beds | 3 baths | 3,147 sq.ft. |
$699,000 |
Airbnb cash on cash: 1.62%
|
385 N POINT ROAD #402OSPREY, FL**BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Fl... |
3 beds | 3 baths | 2,055 sq.ft. |
$660,000 |
Airbnb cash on cash: 1.52%
|
393 N POINT ROAD #604OSPREY, FLImmerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf ... |
3 beds | 3 baths | 2,778 sq.ft. |
$795,000 |
Airbnb cash on cash: 0.67%
|
14021 BELLAGIO WAY #309OSPREY, FLEnjoy breathtaking sunset views overlooking the intercostal waterway in this boater's para... |
3 beds | 3 baths | 2,199 sq.ft. |
$899,995 |
Airbnb cash on cash: -1.07%
|
3603 N POINT ROAD #702OSPREY, FL**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 ... |
3 beds | 3 baths | 2,545 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -0.13%
|
4226 FRONTIER LANE #103OSPREY, FLCoastal convenience meets effortless living, just minutes from Siesta Key, Americaâs #1 ... |
2 beds | 2 baths | 1,135 sq.ft. |
$319,000 |
Airbnb cash on cash: 3.35%
|
242 HIDDEN BAY DRIVE #302OSPREY, FLEnjoy breathtaking water views and unforgettable sunsets over Little Sarasota Bay from thi... |
3 beds | 2 baths | 2,032 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.54%
|
7303 JESSIE HARBOR DRIVE #7303OSPREY, FLPENTHOUSE CONDO IN WATERFRONT COMMUNITY! Experience luxury coastal living in this spaciou... |
3 beds | 2 baths | 1,883 sq.ft. |
$474,900 |
Airbnb cash on cash: 0.91%
|
244 WOODLAND DRIVE #244OSPREY, FLBest value in Pine Run now priced at $200,000 after a $25,000 price improvement. This ... |
2 beds | 2 baths | 1,325 sq.ft. |
$200,000 |
Airbnb cash on cash: 4.15%
|
6100 JESSIE HARBOR DRIVE #202OSPREY, FLOne or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! E... |
3 beds | 4 baths | 3,771 sq.ft. |
$949,000 |
Airbnb cash on cash: -0.29%
|
385 N POINT ROAD #704OSPREY, FLExperience breathtaking views of the Bay and Gulf from this spacious 3 bedroom, 3 bath end... |
3 beds | 3 baths | 2,778 sq.ft. |
$1,500,000 |
Airbnb cash on cash: 0.11%
|
232 HIDDEN BAY DRIVE #303OSPREY, FLWaterfront resort-style living is behind the gates of Hidden Bay, set along the shores of ... |
2 beds | 2 baths | 1,943 sq.ft. |
$675,000 |
Airbnb cash on cash: -0.29%
|
242 HIDDEN BAY DRIVE #603OSPREY, FLStunning, unobstructed views of the Intracoastal Waterway, Little Sarasota Bay, and the Gu... |
2 beds | 2 baths | 1,932 sq.ft. |
$550,000 |
Airbnb cash on cash: -0.91%
|
250 HIDDEN BAY DRIVE #301OSPREY, FLEnjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spaciou... |
3 beds | 3 baths | 2,168 sq.ft. |
$725,000 |
Airbnb cash on cash: -0.87%
|
260 HIDDEN BAY DRIVE #405OSPREY, FLBuilt in 2019 and perfectly positioned on the fourth floor, this waterfront residence offe... |
3 beds | 3 baths | 2,168 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.55%
|
401 N POINT ROAD #1001OSPREY, FL**Rarely available 10th-floor penthouse corner residence offering 3,029 square feet with s... |
3 beds | 3 baths | 3,029 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -0.38%
|
4284 EXPEDITION WAY #NAOSPREY, FLWelcome to Bay Street Village, a gated, maintenance-free community in Osprey between Saras... |
3 beds | 2 baths | 1,430 sq.ft. |
$339,900 |
Airbnb cash on cash: 4.44%
|
260 HIDDEN BAY DRIVE 304OSPREY, FLThe Boca Residence: Spacious Living & Resort Style Discover a condominium that offers the... |
2 beds | 3 baths | 1,950 sq.ft. |
$699,000 |
Airbnb cash on cash: -1.22%
|
393 N POINT ROAD #301OSPREY, FLThis end unit in The Meridian has been thoughtfully updated and carefully maintained. Off... |
3 beds | 3 baths | 2,594 sq.ft. |
$625,000 |
Airbnb cash on cash: 2.01%
|
1140 BEACHCOMBER COURT #11OSPREY, FLOne or more photo(s) has been virtually staged. Welcome to Blackburn Point Marina Village,... |
3 beds | 3 baths | 2,040 sq.ft. |
$600,000 |
Airbnb cash on cash: 0.53%
|
211 WOODLAND DRIVE #211OSPREY, FLTucked away in the charming community of Pine Run, this uniquely designed two-story condo ... |
2 beds | 2 baths | 1,223 sq.ft. |
$200,000 |
Airbnb cash on cash: 4.23%
|
4304 EXPEDITION WAY WAY #105OSPREY, FLSpectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, ... |
3 beds | 2 baths | 1,528 sq.ft. |
$329,900 |
Airbnb cash on cash: 4.35%
|
1116 BEACHCOMBER COURT #3OSPREY, FLLOCATION, LOCATION, LOCATION! Nestled within the highly desirable gated enclave of Blackbu... |
3 beds | 3 baths | 2,040 sq.ft. |
$545,000 |
Airbnb cash on cash: 0.53%
|
4235 EXPEDITION WAY #102OSPREY, FLUnder contract-accepting backup offers. This well-maintained first-floor condominium offer... |
2 beds | 2 baths | 1,574 sq.ft. |
$379,900 |
Airbnb cash on cash: 3.92%
|
4173 FRONTIER LANE #4173OSPREY, FLINCREDIBLE CHARM!....INCREDIBLE LOCATION!.....You will be ENAMORED by this Highly Sought A... |
2 beds | 2 baths | 1,135 sq.ft. |
$289,000 |
Airbnb cash on cash: 6.1%
|