Real Estate Investments for Sale in Osprey, FL With High ROI
Are you looking for a vacation rental in Osprey, FL? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.
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 |
|---|---|---|---|
14021 BELLAGIO WAY #308OSPREY, FLWelcome to luxury living at its finest! Nestled in The Villas at Osprey Harbor Village on ... |
3 beds | 3 baths | 2,004 sq.ft. |
$925,000 |
Airbnb cash on cash: 2.36%
|
448 PARK TRACE BOULEVARDOSPREY, FLDistinguished by a multitude of desirable upgrades at build, and richly improved with sign... |
4 beds | 3 baths | 3,060 sq.ft. |
$999,000 |
Airbnb cash on cash: 2.92%
|
14041 BELLAGIO WAY #313OSPREY, FLWelcome to the highly desirable community of The Villas at Osprey Harbor! This light and b... |
3 beds | 2 baths | 1,988 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.02%
|
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: 8.63%
|
503 VELASQUEZ DRIVEOSPREY, FLWelcome to 503 Velasquez Drive, your Osprey Oasis and waterfront estate located on Blackbu... |
4 beds | 4 baths | 2,862 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -0.14%
|
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. |
$429,900 |
Airbnb cash on cash: 4.24%
|
165 SUGAR MILL DRIVEOSPREY, FLThis 4 bedroom, 4.5 bath home in The Oaks Bayside has been continuously updated and redeco... |
4 beds | 5 baths | 3,912 sq.ft. |
$1,995,000 |
Airbnb cash on cash: 0.71%
|
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: 4.2%
|
601 FERNWALK LANEOSPREY, FL**EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED R... |
4 beds | 6 baths | 5,453 sq.ft. |
$3,995,000 |
Airbnb cash on cash: -0.34%
|
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
|
385 N POINT ROAD #304OSPREY, FLOne or more photo(s) has been virtually staged. Donât pass up the opportunity to live th... |
3 beds | 3 baths | 2,778 sq.ft. |
$595,000 |
Airbnb cash on cash: 3.47%
|
177 NAVIGATION CIRCLEOSPREY, FL10K PRICE REDUCTION! NEED A QUICK CLOSE? NO PROBLEM, SELLERS HAVE MOVED TO THEIR NEW HOME!... |
3 beds | 3 baths | 1,655 sq.ft. |
$425,000 |
Airbnb cash on cash: 4.99%
|
75 OSPREY POINT DRIVEOSPREY, FLOpulent Exclusivity Awaits You at The Oaks, Osprey Florida. With a recent $100,000 price r... |
4 beds | 4 baths | 4,001 sq.ft. |
$1,695,000 |
Airbnb cash on cash: 0.53%
|
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: 2.8%
|
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: 0.73%
|
401 N POINT ROAD #701OSPREY, FLEnjoy luxury living at its finest in this TOTALLY RENOVATED 3 bedroom, 3 bath residence wi... |
3 beds | 3 baths | 2,594 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 0.48%
|
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. |
$1,750,000 |
Airbnb cash on cash: 0.15%
|
140 N CASEY KEY ROADOSPREY, FLThe price has been improved. DROP ANCHOR and stay forever in this 3 bedroom, 3.5 bath, i... |
3 beds | 4 baths | 2,473 sq.ft. |
$2,600,000 |
Airbnb cash on cash: -0.76%
|
614 BAYSHORE DRIVEOSPREY, FLWelcome to this exclusive 2024 waterfront estate by Pileggi Custom Homesâa boater's drea... |
3 beds | 5 baths | 4,000 sq.ft. |
$5,350,000 |
Airbnb cash on cash: -0.6%
|
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. |
$304,900 |
Airbnb cash on cash: 5.63%
|
223 HIDDEN BAY DRIVE #304OSPREY, FLThis third-floor Hidden Bay home starts with stunning world-class views of the pool, lagoo... |
3 beds | 2 baths | 1,515 sq.ft. |
$525,025 |
Airbnb cash on cash: 2.91%
|
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. |
$499,000 |
Airbnb cash on cash: 3.72%
|
409 NORTH POINT ROAD #902OSPREY, FLA rare offering, Ninth floor Penthouse, updated and turnkey furnished with private 2 car g... |
3 beds | 3 baths | 2,055 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 0.55%
|
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. |
$875,000 |
Airbnb cash on cash: 1.7%
|
758 PINE RUN DRIVE #758OSPREY, FLWelcome to this beautifully updated, spacious 2-story condo, boasting 2 bedrooms, 2.5 bath... |
2 beds | 2 baths | 1,184 sq.ft. |
$268,700 |
Airbnb cash on cash: 3.82%
|
385 N POINT ROAD #403OSPREY, FL**STUNNINGLY UPDATED CONDO with MARVELOUS VIEW** This Spacious unit of over 2200sf feature... |
3 beds | 3 baths | 2,203 sq.ft. |
$875,000 |
Airbnb cash on cash: 1.76%
|
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: 0.81%
|
3621 N POINT ROAD #601OSPREY, FLLocated on the south end of building V in Meridian at The Oaks Preserve, this 3 bedroom, 3... |
3 beds | 3 baths | 2,680 sq.ft. |
$1,300,000 |
Airbnb cash on cash: 0.74%
|
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: 6.43%
|
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: 1.44%
|
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: 1.78%
|
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: 0.54%
|
385 N POINT ROAD #404OSPREY, FL4th floor residence offers an uncommon feature, water views of THREE waterways, North Cree... |
4 beds | 3 baths | 2,778 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 2.35%
|
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: 1.78%
|
629 OAK BAY DRIVEOSPREY, FL**THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR... |
4 beds | 2 baths | 1,867 sq.ft. |
$565,000 |
Airbnb cash on cash: 6.84%
|
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: 1.41%
|
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: 1.55%
|
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. |
$829,000 |
Airbnb cash on cash: 2.17%
|
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: 1.28%
|
280 HIDDEN BAY DRIVE #401OSPREY, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Un... |
3 beds | 3 baths | 2,166 sq.ft. |
$925,000 |
Airbnb cash on cash: 1.55%
|
Real Estate investment in Osprey, FL
There are 96 properties for sale in the city of Osprey . The median list price in Osprey is $832,750 and the average price per square foot is $337. In October 2024, the average monthly cash on cash return in Osprey is 3.00%. The average monthly rental income in Osprey is $3,756.