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 62 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 |
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1363 NEW FOREST LANEOSPREY, FLWelcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the... |
2 beds | 2 baths | 1,738 sq.ft. |
$499,000 |
Airbnb cash on cash: 2.19%
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519 BAYVIEW AVENUEOSPREY, FLValue Property in a Great Coastal Location. Perfect for a Boating Community in Sarasota, B... |
3 beds | 2 baths | 1,885 sq.ft. |
$495,000 |
Airbnb cash on cash: 4.02%
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563 PINE RANCH EAST ROADOSPREY, FLUnder contract-accepting backup offers. Step into your dream home in the sought-after Bay ... |
3 beds | 2 baths | 2,346 sq.ft. |
$675,000 |
Airbnb cash on cash: 2.21%
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901 REFLECTION WAYOSPREY, FLLOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this ME... |
3 beds | 2 baths | 2,443 sq.ft. |
$795,000 |
Airbnb cash on cash: 1.69%
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67 SUGAR MILL DRIVEOSPREY, FLUnder contract-accepting backup offers. This is your rare chance to claim a spectacular es... |
4 beds | 5 baths | 4,020 sq.ft. |
$1,999,000 |
Airbnb cash on cash: 1.44%
|
392 PARK TRACE BOULEVARDOSPREY, FLSet on a premier lakefront lot in Osprey, 392 Park Trace offers serene water views, incred... |
4 beds | 3 baths | 2,802 sq.ft. |
$939,000 |
Airbnb cash on cash: 4.81%
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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. |
$2,550,000 |
Airbnb cash on cash: -0.49%
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140 SUGAR MILL DRIVEOSPREY, FL**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landsc... |
4 beds | 4 baths | 3,286 sq.ft. |
$1,970,000 |
Airbnb cash on cash: 1.4%
|
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. |
$705,000 |
Airbnb cash on cash: 2.03%
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402 WALLS WAYOSPREY, FLUnder contract-accepting backup offers. Welcome to timeless elegance and modern comfort in... |
4 beds | 4 baths | 3,464 sq.ft. |
$1,450,000 |
Airbnb cash on cash: 2.21%
|
1484 SEAFARER DRIVEOSPREY, FLUnder contract-accepting backup offers. Welcome to Southbay Yacht & Racquet Club, one of t... |
4 beds | 4 baths | 3,479 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 3.29%
|
85 SUGAR MILL DRIVEOSPREY, FL**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Coun... |
3 beds | 3 baths | 4,191 sq.ft. |
$2,150,000 |
Airbnb cash on cash: -0.79%
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140 N CASEY KEY ROADOSPREY, FLStep into a world where the horizon meets the sea and every sunset paints a masterpiece. T... |
3 beds | 4 baths | 2,473 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -0.86%
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17 BAYHEAD LANEOSPREY, FLWelcome to an exquisitely revitalized estate set amidst a stunning landscape that is sure ... |
3 beds | 2 baths | 2,850 sq.ft. |
$1,350,000 |
Airbnb cash on cash: 0.13%
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510 LATITUDE LANEOSPREY, FLStunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exp... |
3 beds | 2 baths | 2,298 sq.ft. |
$635,000 |
Airbnb cash on cash: 1.47%
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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. |
$599,000 |
Airbnb cash on cash: 8.33%
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38 W BAY STREETOSPREY, FLLive like youâre on vacation in this updated Key Westâstyle home West of the Trail. Up... |
3 beds | 2 baths | 2,124 sq.ft. |
$925,000 |
Airbnb cash on cash: 1.22%
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594 PINE RANCH EAST ROADOSPREY, FLUnder contract-accepting backup offers. Discover this beautifully maintained 3-bedroom, 2-... |
3 beds | 3 baths | 2,298 sq.ft. |
$649,995 |
Airbnb cash on cash: 2.26%
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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: 0.69%
|
813 OAK POND DRIVEOSPREY, FLOne or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING ... |
4 beds | 2 baths | 1,981 sq.ft. |
$550,000 |
Airbnb cash on cash: 9.6%
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340 OSPREY POINT DROSPREY, FLIntroducing The Grand Estate at The Oaks Baysideâa true masterpiece of refined living wi... |
5 beds | 7 baths | 6,001 sq.ft. |
$2,500,000 |
Airbnb cash on cash: N/A
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866 PLACID LAKE DRIVEOSPREY, FLImmerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where th... |
3 beds | 2 baths | 2,171 sq.ft. |
$674,900 |
Airbnb cash on cash: 1.86%
|
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. |
$1,570,000 |
Airbnb cash on cash: -0.23%
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819 SHADOW BAY WAYOSPREY, FLA new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of ... |
4 beds | 2 baths | 2,145 sq.ft. |
$689,000 |
Airbnb cash on cash: 6.94%
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508 MEADOW SWEET CIRCLEOSPREY, FLThe Cottages of Rivendell are highly desirable residences, offering an exclusive community... |
2 beds | 2 baths | 1,604 sq.ft. |
$499,900 |
Airbnb cash on cash: 2%
|
32 Bay AvenueOSPREY, FLLocated in the highly sought-after Bay Acres community, this home offers modern upgrades, ... |
2 beds | 2 baths | 2,148 sq.ft. |
$495,000 |
Airbnb cash on cash: 2.98%
|
523 HABITAT BOULEVARDOSPREY, FLIn the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting ... |
4 beds | 3 baths | 2,314 sq.ft. |
$785,500 |
Airbnb cash on cash: 5.98%
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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%
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264 WOODS POINT ROADOSPREY, FLOne or more photo(s) has been virtually staged. Fresh paint is done, and new carpet is com... |
2 beds | 3 baths | 2,837 sq.ft. |
$485,000 |
Airbnb cash on cash: 0.99%
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650 CRANE PRAIRIE WAYOSPREY, FLBEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purc... |
4 beds | 4 baths | 3,183 sq.ft. |
$845,000 |
Airbnb cash on cash: 5%
|
312 YACHT HARBOR DRIVEOSPREY, FLOne or more photo(s) has been virtually staged. Considered one of the finest community-own... |
4 beds | 4 baths | 2,572 sq.ft. |
$2,299,000 |
Airbnb cash on cash: 1.07%
|
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. |
$409,900 |
Airbnb cash on cash: 4.15%
|
566 OAK BAY DRIVEOSPREY, FL**Seller is motivated**Welcome to Bay Oaks Estates. This 3-bedroom 2 bath plus den is a cl... |
3 beds | 2 baths | 2,559 sq.ft. |
$515,000 |
Airbnb cash on cash: 3.74%
|
219 KEEL WAYOSPREY, FL**IMPRESSIVE, METICULOUSLY MAINTAINED, SINGLE-STORY, CUL DE SAC ESTATE in the Highly Sough... |
3 beds | 3 baths | 2,735 sq.ft. |
$1,175,000 |
Airbnb cash on cash: 0.67%
|
227 SAINT JAMES PARKOSPREY, FL**TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the... |
2 beds | 2 baths | 2,071 sq.ft. |
$1,045,000 |
Airbnb cash on cash: 0.65%
|
370 SUGAR MILL DRIVEOSPREY, FL**Meticulously maintained, architectural perfection, this bright, spectacular estate featu... |
5 beds | 6 baths | 4,783 sq.ft. |
$2,650,000 |
Airbnb cash on cash: N/A
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662 FERNWALK LANEOSPREY, FL**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTER... |
4 beds | 4 baths | 4,359 sq.ft. |
$2,995,000 |
Airbnb cash on cash: 0.63%
|
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. |
$11,750,000 |
Airbnb cash on cash: N/A
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1049 N CASEY KEY ROADOSPREY, FLUnder contract-accepting backup offers. Seize the opportunity to own a piece of paradise o... |
3 beds | 3 baths | 2,582 sq.ft. |
$4,750,000 |
Airbnb cash on cash: -0.75%
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240 PATTERSON AVENUEOSPREY, FLUnder contract-accepting backup offers. Charming 3-bedroom, 2-bath bungalow with no HOA or... |
3 beds | 2 baths | 1,360 sq.ft. |
$360,000 |
Airbnb cash on cash: 5.84%
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