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 43 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, FLElevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY ... |
3 beds | 2 baths | 2,086 sq.ft. |
$999,000 |
Airbnb cash on cash: -0.88%
|
14021 BELLAGIO WAY #404OSPREY, FLThis beautifully remodeled waterfront condominium in Osprey offers a blend of luxury, comf... |
3 beds | 3 baths | 2,187 sq.ft. |
$1,175,000 |
Airbnb cash on cash: -0.82%
|
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. |
$650,000 |
Airbnb cash on cash: -0.18%
|
393 N POINT ROAD #401OSPREY, FLOffered Turn-Key Furnished...This beautifully updated 3 bedroom, 3 bath residence with a d... |
3 beds | 3 baths | 2,594 sq.ft. |
$785,000 |
Airbnb cash on cash: 1.14%
|
5100 JESSIE HARBOR DRIVE #304OSPREY, FLExperience effortless coastal living in this stunning third-floor FURNISHED waterfront res... |
2 beds | 2 baths | 2,143 sq.ft. |
$735,000 |
Airbnb cash on cash: -0.44%
|
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. |
$1,100,000 |
Airbnb cash on cash: 0.52%
|
754 PINE RUN DRIVE #754OSPREY, FLOne or more photo(s) has been virtually staged. Rarely available and truly one-of-a-kind, ... |
2 beds | 2 baths | 1,379 sq.ft. |
$269,000 |
Airbnb cash on cash: 2.59%
|
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. Short Sale. Enter through the secure foyer... |
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. |
$629,000 |
Airbnb cash on cash: -1.14%
|
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%
|
89 NAVIGATION CIRCLEOSPREY, FLOne or more photo(s) has been virtually staged. Hidden within the gated community of Bay S... |
2 beds | 2 baths | 1,449 sq.ft. |
$345,000 |
Airbnb cash on cash: 4.54%
|
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. |
$299,000 |
Airbnb cash on cash: 3.64%
|
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%
|
51 MAC EWEN DRIVE #14OSPREY, FLThis completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge... |
1 beds | 1 baths | 595 sq.ft. |
$285,000 |
Airbnb cash on cash: 5.6%
|
6100 JESSIE HARBOR DRIVE #202OSPREY, FLOne or more photo(s) has been virtually staged. Experience elevated coastal living in this... |
3 beds | 4 baths | 3,771 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.36%
|
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%
|
242 HIDDEN BAY DRIVE #603OSPREY, FLUnder contract-accepting backup offers. Stunning, unobstructed views of the Intracoastal W... |
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%
|
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. |
$325,000 |
Airbnb cash on cash: 4.69%
|
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. |
$694,000 |
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. |
$525,000 |
Airbnb cash on cash: 0.75%
|
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, FLOne or more photo(s) has been virtually staged. Spectacular water views from most windows ... |
3 beds | 2 baths | 1,528 sq.ft. |
$328,000 |
Airbnb cash on cash: 4.38%
|
1116 BEACHCOMBER COURT #3OSPREY, FLUnder contract-accepting backup offers. LOCATION, LOCATION, LOCATION! Nestled within the h... |
3 beds | 3 baths | 2,040 sq.ft. |
$545,000 |
Airbnb cash on cash: 0.53%
|