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.
Investment Property for Sale in Osprey, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
854 MACEWEN DRIVEOSPREY, FLOne or more photo(s) has been virtually staged. **NEWLY RENOVATED, SPACIOUS, GOLF COURSE E... |
4 beds | 6 baths | 9,081 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -0.1%
|
14021 BELLAGIO WAY #308OSPREY, FL** THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FO... |
3 beds | 3 baths | 2,004 sq.ft. |
$875,000 |
Airbnb cash on cash: 1.71%
|
448 PARK TRACE BOULEVARDOSPREY, FL**THIS PROPERTY QUALIFIES FOR A 1.5% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE F... |
4 beds | 3 baths | 3,060 sq.ft. |
$950,000 |
Airbnb cash on cash: 4.78%
|
14041 BELLAGIO WAY #313OSPREY, FLUnder contract-accepting backup offers. Welcome to the highly desirable community of The V... |
3 beds | 2 baths | 1,988 sq.ft. |
$839,000 |
Airbnb cash on cash: -0.78%
|
135 TINA ISLAND DRIVEOSPREY, FLIf you are ready to retreat to paradise, look no more. This home is amazing. Located in a ... |
3 beds | 5 baths | 2,572 sq.ft. |
$3,275,000 |
Airbnb cash on cash: -0.53%
|
427 WASHINGTON AVENUEOSPREY, FLOne or more photo(s) has been virtually staged. Charming 3/2 Bungalow with Endless Possibi... |
3 beds | 2 baths | 1,120 sq.ft. |
$325,000 |
Airbnb cash on cash: 6.4%
|
111 WEBB STREETOSPREY, FLUnder contract-accepting backup offers. Postcard home at Village of Osprey. WEST OF THE TR... |
3 beds | 2 baths | 1,528 sq.ft. |
$625,000 |
Airbnb cash on cash: 2.92%
|
503 VELASQUEZ DRIVEOSPREY, FLDiscover this elegant waterfront retreat nestled on Blackburn Bay along the Intracoastal W... |
4 beds | 4 baths | 2,862 sq.ft. |
$2,950,000 |
Airbnb cash on cash: 0.39%
|
329 BAY VISTA AVENUEOSPREY, FLOne or more photo(s) has been virtually staged. Welcome to your own slice of paradise in t... |
2 beds | 2 baths | 1,346 sq.ft. |
$425,000 |
Airbnb cash on cash: 4.01%
|
14041 BELLAGIO WAY #214OSPREY, FLWelcome home to Osprey, FL, a true gem nestled between Sarasota and Venice. Nearby attract... |
3 beds | 2 baths | 1,799 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.15%
|
393 N POINT ROAD #302OSPREY, FLEnter through the secure foyer and take one of the two private elevators to the third floo... |
3 beds | 3 baths | 2,055 sq.ft. |
$495,000 |
Airbnb cash on cash: 2.73%
|
601 FERNWALK LANEOSPREY, FLUnder contract-accepting backup offers. **EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONT... |
4 beds | 6 baths | 5,453 sq.ft. |
$3,995,000 |
Airbnb cash on cash: 0.05%
|
97 SUGAR MILL DRIVEOSPREY, FLWelcome home to The Oaks Bayside!! This home offers the perfect blend of luxury and comfor... |
5 beds | 6 baths | 4,885 sq.ft. |
$1,800,000 |
Airbnb cash on cash: N/A
|
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. |
$685,000 |
Airbnb cash on cash: 1.73%
|
402 WALLS WAYOSPREY, FL**NEWER CONSTRUCTION (2014) -- IMPRESSIVE, CUSTOM âCOURTYARD STYLEâ GOLF COURSE ESTATE... |
4 beds | 4 baths | 3,464 sq.ft. |
$1,875,000 |
Airbnb cash on cash: 1.56%
|
401 N POINT ROAD #901OSPREY, FLThis opulent 3 bedroom plus den, 3 bath residence with a PRIVATE 2 CAR GARAGE located in M... |
3 beds | 3 baths | 2,594 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -0.2%
|
219 SAINT JAMES PARKOSPREY, FLUnder contract-accepting backup offers. **BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE, IDEAL... |
3 beds | 4 baths | 2,844 sq.ft. |
$1,295,000 |
Airbnb cash on cash: 0.47%
|
393 N POINT ROAD #801OSPREY, FLRare in every way, this 3 bedroom, 3 bath penthouse, with private two car garage, is only ... |
3 beds | 3 baths | 3,029 sq.ft. |
$1,650,000 |
Airbnb cash on cash: 0.09%
|
207 WOODLAND DRIVE #207OSPREY, FLSeller to pay monthly HOA fee until December 31, 2024 with a closed transaction sale. Offe... |
2 beds | 2 baths | 1,325 sq.ft. |
$299,900 |
Airbnb cash on cash: 5.33%
|
735 SHADOW BAY WAYOSPREY, FLWelcome to The Woodlands at Rivendell. This rarely available maintenance free home is 3 b... |
3 beds | 2 baths | 2,096 sq.ft. |
$639,000 |
Airbnb cash on cash: 1.58%
|
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. |
$450,000 |
Airbnb cash on cash: 2.61%
|
409 NORTH POINT ROAD #902OSPREY, FLA rare offering, Ninth floor UPDATED Penthouse with private 2 car garage. Enjoy the ultim... |
3 beds | 3 baths | 2,055 sq.ft. |
$1,275,000 |
Airbnb cash on cash: 0.13%
|
232 HIDDEN BAY DRIVE #504OSPREY, FLLocated in the sought-after Hidden Bay community in Osprey, with breathtaking views of Lit... |
3 beds | 3 baths | 2,000 sq.ft. |
$739,000 |
Airbnb cash on cash: 1.73%
|
385 N POINT ROAD #503OSPREY, FL**TURN-KEY, MOVE IN READY 5TH FLOOR CONDO WITH WATERFRONT AND PRESERVE VIEWS RIVALING HIGH... |
3 beds | 3 baths | 2,203 sq.ft. |
$799,500 |
Airbnb cash on cash: 1.04%
|
758 PINE RUN DRIVE #758OSPREY, FLThis home was professionally inspected by a Contractor following Hurricanes Helene and Mil... |
2 beds | 2 baths | 1,184 sq.ft. |
$267,800 |
Airbnb cash on cash: 3.38%
|
409 N POINT ROAD #704OSPREY, FLEnjoy luxury condo living at its finest. A rare offering, this 3 bedroom, 3 bath residence... |
3 beds | 3 baths | 2,778 sq.ft. |
$1,450,000 |
Airbnb cash on cash: -0.37%
|
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%
|
305 SORRENTO DRIVEOSPREY, FLThis lovely 3 bedroom, 2 bath, Sorrento Shores home has been recently updated and is move-... |
3 beds | 2 baths | 1,758 sq.ft. |
$449,900 |
Airbnb cash on cash: 4.81%
|
280 HIDDEN BAY DRIVE #204OSPREY, FLOne or more photo(s) has been virtually staged. Under Construction. Photos are for demonst... |
3 beds | 3 baths | 2,166 sq.ft. |
$822,250 |
Airbnb cash on cash: 0.55%
|
280 HIDDEN BAY DRIVE #402OSPREY, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Un... |
3 beds | 2 baths | 1,937 sq.ft. |
$845,250 |
Airbnb cash on cash: 0.92%
|
280 HIDDEN BAY DRIVE #301OSPREY, FLUnder Construction. Photos are for demonstration purposes only and may not reflect the act... |
3 beds | 3 baths | 2,166 sq.ft. |
$854,750 |
Airbnb cash on cash: -0.32%
|
385 N POINT ROAD #404OSPREY, FL*BEAUTIFULLY UPDATED CONDO WITH WIDE WATER VIEWS* This spacious residence of 3106 sqft to... |
4 beds | 3 baths | 2,778 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 3.7%
|
325 OSPREY POINT DRIVEOSPREY, FL**BEAUTIFULLY UPDATED ESTATE with WATER VIEW and STUNNING ARCHITECTURAL DETAILS** is locat... |
3 beds | 5 baths | 3,905 sq.ft. |
$1,690,000 |
Airbnb cash on cash: -0.02%
|
280 HIDDEN BAY DRIVE #403OSPREY, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Un... |
3 beds | 2 baths | 1,937 sq.ft. |
$845,250 |
Airbnb cash on cash: 0.92%
|
629 OAK BAY DRIVEOSPREY, FL**THIS PROPERTY QUALIFIES FOR A 1.5% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE F... |
4 beds | 2 baths | 1,867 sq.ft. |
$550,000 |
Airbnb cash on cash: 9.63%
|
280 HIDDEN BAY DRIVE #302OSPREY, FLOne or more photo(s) has been virtually staged. Under Construction. Photos are for demonst... |
3 beds | 2 baths | 1,937 sq.ft. |
$832,750 |
Airbnb cash on cash: 0.53%
|
280 HIDDEN BAY DRIVE #503OSPREY, FLOne or more photo(s) has been virtually staged. Under Construction. Just available is this... |
3 beds | 2 baths | 1,937 sq.ft. |
$925,000 |
Airbnb cash on cash: 0.75%
|
4239 EXPEDITION WAYOSPREY, FLWelcome to Bay Street Village, a highly sought-after gated condominium community in the he... |
2 beds | 2 baths | 1,574 sq.ft. |
$425,000 |
Airbnb cash on cash: 3.94%
|
401 N POINT ROAD #603OSPREY, FLOne or more photo(s) has been virtually staged. BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PR... |
3 beds | 3 baths | 2,203 sq.ft. |
$799,000 |
Airbnb cash on cash: 1.37%
|
280 HIDDEN BAY DRIVE #502OSPREY, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Un... |
3 beds | 2 baths | 1,937 sq.ft. |
$1,035,000 |
Airbnb cash on cash: 0.57%
|
Real Estate investment in Osprey, FL
There are 105 properties for sale in the city of Osprey . The median list price in Osprey is $799,000 and the average price per square foot is $325. In December 2024, the average monthly cash on cash return in Osprey is 2.00%. The average monthly rental income in Osprey is $3,389.