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147 Properties Available In Osprey
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$260,000
Condo
111 WOODLAND PL, Osprey, FL 34229
Property comes furnished. <br>Rare, 1st floor condo in Pine Run. Unique layout with center outdoor solarium for peaceful...
Listed by FLAT FEE MLS REALTY
$2,150
Condo
4223 FRONTIER LN, Osprey, FL 34229
This 1,135-square-foot condo features 2 bedrooms, 2 bathrooms, and a 1-car garage and will be available for an annual le...
Listed by PELICAN REALTY CORP
$4,750,000
Single Family Home
1049 N CASEY KEY RD, Osprey, FL 34229
Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, ...
Listed by PREMIER SOTHEBYS INTL REALTY
$11,750,000
Single Family Home
1216 N CASEY KEY RD, Osprey, FL 34229
This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured ...
Listed by PREMIER SOTHEBYS INTL REALTY
$774,900
Single Family Home
866 PLACID LAKE DR, Osprey, FL 34229
Immerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where this beautifully appointed home ...
Listed by KELLER WILLIAMS ON THE WATER S
$2,745,000
Single Family Home
49 OSPREY POINT DR, Osprey, FL 34229
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently upda...
Listed by MICHAEL SAUNDERS & COMPANY
$1,200,000
Single Family Home
820 PLACID LAKE DR, Osprey, FL 34229
***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-bathroom home offering 3...
Listed by LOYD ROBBINS & CO. LLC
$199,000
Manufactured Home
218 PALM AIR DR, Osprey, FL 34229
You'll be impressed with this delightful double wide from the moment you enter featuring 2 spacious bedrooms and 2 updat...
Listed by EXIT KING REALTY
$1,395,000
Condo
3603 N POINT RD #702, Osprey, FL 34229
**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRI...
Listed by GENEROUS PROPERTY
$950,000
Condo
14021 BELLAGIO WAY #309, Osprey, FL 34229
A boaters paradise. Discover the epitome of coastal living in this stunning 3-bedroom, 2.5-bathroom condo located in the...
Listed by EXP REALTY LLC
$949,900
Condo
385 N POINT RD #404, Osprey, FL 34229
Expansive Waterfront Views <br>One of the largest non-penthouse residences in Oaks Preserve, this updated 3,106 sq ft co...
Listed by PREMIER SOTHEBYS INTL REALTY
$1,685,000
Single Family Home
364 EL GRECO DR, Osprey, FL 34229
This exquisite waterfront residence offers a dreamlike lifestyle with expansive views of the canal and bay, making it a ...
Listed by PREMIER SOTHEBYS INTL REALTY
$5,900
Condo
3603 N POINT RD #602, Osprey, FL 34229
**FURNISHED, 3-BED / 3-FULL BATH, Over 2500sf CONDO with FANTASTIC VIEW** features an Open Floorplan and is located behi...
Listed by GENEROUS PROPERTY
$1,995,000
Single Family Home
67 SUGAR MILL DR, Osprey, FL 34229
Bring your clubs and come see this beautifully remodeled home in the Oaks Club (Bayside). Move in ready with all the ame...
Listed by MAPP REALTY & INVESTMENT CO
$244,950
Condo
362 PINE RUN DR, Osprey, FL 34229
Welcome to 362 Pine Run Drive, a modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom ...
Listed by COMPASS FLORIDA LLC
$1,300,000
Condo
393 N POINT RD #604, Osprey, FL 34229
Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, w...
Listed by ROBERT SLACK LLC
$2,350,000
Single Family Home
18 N CASEY KEY RD, Osprey, FL 34229
Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The li...
Listed by PREMIER SOTHEBYS INTL REALTY
$2,995,000
Single Family Home
662 FERNWALK LN, Osprey, FL 34229
**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FL...
Listed by GENEROUS PROPERTY
$997,000
Single Family Home
3904 WAYPOINT AVE, Osprey, FL 34229
This stunning Taylor Morrison Lazio floor plan residence offers an exceptional blend of luxury and tranquility in a desi...
Listed by PREMIER SOTHEBYS INTL REALTY
$650,000
Condo
14041 BELLAGIO WAY #315, Osprey, FL 34229
SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE...
Listed by WILLIAM RAVEIS REAL ESTATE
$1,185,000
Single Family Home
135 N CREEK LN, Osprey, FL 34229
Experience the ideal blend of tranquility and convenience in this exquisite residence, designed by renowned builder Robe...
Listed by PREMIER SOTHEBYS INTL REALTY
$660,000
Condo
385 N POINT RD #402, Osprey, FL 34229
**BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind ...
Listed by GENEROUS PROPERTY
$679,900
Single Family Home
1212 WINDWARD DR, Osprey, FL 34229
Peace of Mind & Prime Location! Nestled in the sought-after Southbay Yacht & Racquet Club—a premier waterfront community...
Listed by GENEROUS PROPERTY
$284,000
Condo
304 PINE RUN DR, Osprey, FL 34229
HUGE PRICE REDUCTION " LOWEST Price In The Community - Your Opportunity To Add Your Personal Touch! Charming Coastal Ret...
Listed by KELLER WILLIAMS ON THE WATER S