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.
Single Family Homes for Sale in Osprey, FL
Search for Single Family Residential for Sale in Osprey, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 76 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
854 MACEWEN DRIVEOSPREY, FLOne or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oak... |
4 beds | 6 baths | 9,081 sq.ft. |
$3,790,000 |
Airbnb cash on cash: -0.04%
|
730 SARABAY ROADOSPREY, FLOne or more photo(s) has been virtually staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON ... |
4 beds | 6 baths | 6,308 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -0.66%
|
1303 THORNAPPLE DRIVEOSPREY, FLUnder contract-accepting backup offers. INCREDIBLE Pool Home in INCREDIBLE Community!...Yo... |
3 beds | 2 baths | 1,929 sq.ft. |
$674,900 |
Airbnb cash on cash: 1.48%
|
742 HARMS DRIVEOSPREY, FLBeautifully renovated and now offered at a newly reduced price, this turnkey property is a... |
3 beds | 2 baths | 1,293 sq.ft. |
$515,000 |
Airbnb cash on cash: 3.19%
|
403 LONGBOW TRAILOSPREY, FLWelcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in o... |
4 beds | 3 baths | 2,770 sq.ft. |
$1,095,000 |
Airbnb cash on cash: 3.96%
|
1019 SCHERER WAYOSPREY, FLWelcome to this beautiful 4 bedroom 3 full bath home situated in the desirable community o... |
4 beds | 3 baths | 2,498 sq.ft. |
$735,000 |
Airbnb cash on cash: 6.64%
|
764 SARABAY ROAD #8OSPREY, FLOne or more photo(s) has been virtually staged. Live the Florida dream on the water! Wake ... |
2 beds | 2 baths | 1,392 sq.ft. |
$450,000 |
Airbnb cash on cash: -0.87%
|
104 PARK TRACE BOULEVARDOSPREY, FLWelcome to this elegant and spacious luxury pool home offering over 2,500 square feet of r... |
4 beds | 3 baths | 2,557 sq.ft. |
$595,000 |
Airbnb cash on cash: 8.32%
|
1795 HIGHLAND ROADOSPREY, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Pe... |
3 beds | 3 baths | 1,879 sq.ft. |
$385,000 |
Airbnb cash on cash: 4.84%
|
76 OSPREY POINT DRIVEOSPREY, FLOWNER SAYS SELL! No Reasonable offer refused on this home that is already the lowest price... |
3 beds | 5 baths | 4,364 sq.ft. |
$1,590,000 |
Airbnb cash on cash: -0.48%
|
852 MACEWEN DRIVEOSPREY, FL**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the hig... |
3 beds | 4 baths | 4,519 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -0.48%
|
75 OSPREY POINT DRIVEOSPREY, FL**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on... |
4 beds | 4 baths | 4,001 sq.ft. |
$1,695,000 |
Airbnb cash on cash: 1.25%
|
140 SUGAR MILL DRIVEOSPREY, FLBEST PRICED 4 BED IN THE OAKS - MAJOR UPDATES ALLOW IMMEDIATE MOVE IN - NO REMODELING NEED... |
4 beds | 4 baths | 3,286 sq.ft. |
$1,695,000 |
Airbnb cash on cash: 1.72%
|
110 PINE AVENUEOSPREY, FLHeart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your... |
3 beds | 2 baths | 2,058 sq.ft. |
$699,000 |
Airbnb cash on cash: 2.06%
|
17 BAYHEAD LANEOSPREY, FLImpeccable is the only way to describe this charming, completely remodeled 3-bedroom, 2-ba... |
3 beds | 2 baths | 2,850 sq.ft. |
$1,300,000 |
Airbnb cash on cash: 0.17%
|
642 TRENTON WAYOSPREY, FLBeautifully updated and carefully maintained, this Rutenberg-designed home is idyllically ... |
4 beds | 5 baths | 3,939 sq.ft. |
$2,150,000 |
Airbnb cash on cash: 1.15%
|
1211 LOST CREEK COURTOSPREY, FLUnder contract-accepting backup offers. **BEAUTIFULLY UPDATED AND MOVE-IN READY, THIS SPAC... |
4 beds | 3 baths | 2,876 sq.ft. |
$829,000 |
Airbnb cash on cash: 6.4%
|
597 OAK RIVER COURTOSPREY, FLUnder contract-accepting backup offers. Stunning, fully remodeled 4-bedroom, 2-bathroom ho... |
4 beds | 2 baths | 2,111 sq.ft. |
$699,000 |
Airbnb cash on cash: 7.3%
|
365 S SHORE DRIVEOSPREY, FLWake up to ever-changing INTRACOASTAL VIEWS â SUNSETS dancing across the water, BOATS gl... |
3 beds | 2 baths | 1,824 sq.ft. |
$1,380,000 |
Airbnb cash on cash: 0.41%
|
180 LOOKOUT POINT DRIVEOSPREY, FLOne or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the ... |
5 beds | 4 baths | 3,236 sq.ft. |
$2,249,900 |
Airbnb cash on cash: N/A
|
4428 CONCHFISH LANEOSPREY, FLChic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located ... |
4 beds | 2 baths | 1,861 sq.ft. |
$548,000 |
Airbnb cash on cash: 9.19%
|
759 FORDINGBRIDGE WAYOSPREY, FLDiscover this stunning home located in the heart of Osprey, FL. Featuring a spacious layou... |
4 beds | 4 baths | 2,950 sq.ft. |
$727,000 |
Airbnb cash on cash: 6.69%
|
433 E MACEWEN DRIVEOSPREY, FLAn exceptionally well maintained 4,012sf residence with 4 bedrooms 3 full and a half baths... |
4 beds | 4 baths | 4,012 sq.ft. |
$2,250,000 |
Airbnb cash on cash: 1%
|
293 TURQUOISE LANEOSPREY, FL**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure ... |
3 beds | 2 baths | 2,271 sq.ft. |
$910,000 |
Airbnb cash on cash: 0.65%
|
401 WALLS WAYOSPREY, FLPerfectly positioned on the 9th hole tee box within the Oaks community, this meticulously ... |
4 beds | 4 baths | 4,387 sq.ft. |
$1,800,000 |
Airbnb cash on cash: 1.74%
|
360 N POINT ROADOSPREY, FL**DONâT WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSI... |
3 beds | 4 baths | 2,913 sq.ft. |
$1,499,000 |
Airbnb cash on cash: -0.23%
|
819 SHADOW BAY WAYOSPREY, FLWelcome to this stunning 2,145 square foot pool home in the premier community of Rivendell... |
4 beds | 2 baths | 2,145 sq.ft. |
$615,000 |
Airbnb cash on cash: 7.99%
|
32 BAY AVENUEOSPREY, FLUnder contract-accepting backup offers. Located in the highly sought-after Bay Acres commu... |
2 beds | 2 baths | 2,148 sq.ft. |
$415,000 |
Airbnb cash on cash: 3.66%
|
909 MACEWEN DRIVEOSPREY, FL**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** sit... |
3 beds | 4 baths | 4,241 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -0.06%
|
312 YACHT HARBOR DRIVEOSPREY, FLOne or more photo(s) has been virtually staged. Directly across the street from one of the... |
3 beds | 4 baths | 2,572 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -0.46%
|
2251 JESSIE HARBOR DRIVE #2101OSPREY, FL**1ST FLOOR END UNIT CONDO with WATER VIEW and PRIVATE 1-CAR GARAGE, WEST OF TRAIL! BRING ... |
2 beds | 2 baths | 1,400 sq.ft. |
$349,000 |
Airbnb cash on cash: 1.96%
|
219 KEEL WAYOSPREY, FLUnder contract-accepting backup offers. **IMPRESSIVE, METICULOUSLY MAINTAINED, SINGLE-STOR... |
3 beds | 3 baths | 2,735 sq.ft. |
$1,175,000 |
Airbnb cash on cash: 0.66%
|
662 FERNWALK LANEOSPREY, FL**EXCEPTIONAL, FULLY RENOVATED, COUNTRY CLUB ESTATE HOME OFFERING TRANQUIL LAKE AND GARDEN... |
4 beds | 4 baths | 4,359 sq.ft. |
$2,850,000 |
Airbnb cash on cash: 0.71%
|
230 OSPREY POINT DRIVEOSPREY, FLDesigned by Las Casitas Architects, this Spanish-style residence, featuring 3 bedrooms, 3.... |
3 beds | 4 baths | 3,586 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -0.61%
|
18 N CASEY KEY ROADOSPREY, FLElegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this s... |
3 beds | 2 baths | 1,977 sq.ft. |
$2,000,000 |
Airbnb cash on cash: -0.85%
|
1216 N CASEY KEY ROADOSPREY, FLThis classically designed estate is privately positioned on north end of Casey Key, consid... |
5 beds | 8 baths | 8,050 sq.ft. |
$10,750,000 |
Airbnb cash on cash: N/A
|
600 EAGLE WATCH LANEOSPREY, FLOne or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF... |
3 beds | 3 baths | 3,681 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -0.5%
|
13 BAYHEAD LANEOSPREY, FL**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANC... |
2 beds | 2 baths | 2,310 sq.ft. |
$850,000 |
Airbnb cash on cash: 0.71%
|
352 GLENWOOD AVEOSPREY, FLBeautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this ... |
3 beds | 2 baths | 1,300 sq.ft. |
$429,500 |
Airbnb cash on cash: 4.3%
|
296 PINE RANCH TRAILOSPREY, FL**THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER.... |
5 beds | 4 baths | 3,481 sq.ft. |
$1,250,000 |
Airbnb cash on cash: N/A
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