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175 Properties Available In Osprey
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$1,100,000
Single Family Home
820 PLACID LAKE DR, Osprey, FL 34229
HUGE PRICE IMPROVEMENT ***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-b...
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
$875,000
Single Family Home
608 CRANE PRAIRIE WAY, Osprey, FL 34229
One or more photo(s) has been virtually staged. NEW PRICE!! Discover your dream home in this stunning 2,678 square foot ...
Listed by GULF SHORES REALTY
$985,000
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
$1,695
Condo
51 MACEWEN DR #14, Osprey, FL 34229
Windsor Lodge in The Oaks - Gorgeous turnkey furnished studio apartment available now for lease! This charming 595 sq ft...
Listed by LINDSAY LEASING LLC
$1,625,000
Single Family Home
20 BAYHEAD LN, Osprey, FL 34229
Discover the perfect blend of luxury and tranquility in this stunning 2017 custom home built by owner, nestled on an ove...
Listed by SARASOTA LAND AND HOMES LLC
$549,500
Single Family Home
574 CRANE PRAIRIE WAY, Osprey, FL 34229
This stunning two-bedroom plus den/office, two-bath home by the esteemed builder Lee Wetherington is a masterpiece of in...
Listed by PREMIER SOTHEBYS INTL REALTY
$978,750
Condo
385 N POINT RD #404, Osprey, FL 34229
Stunning updated condominium with breathtaking water views. Welcome to this beautifully updated, spacious condominium of...
Listed by PREMIER SOTHEBYS INTL REALTY
$2,200
Condo
116 REVOLUTION WAY #116, Osprey, FL 34229
ONE MONTH FREE RENT with a 24-MONTH LEASE - Ask about our security deposit alternative to help with the upfront move in ...
Listed by RYNTAL
$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
$275,000
Condo
308 PINE RUN DR, Osprey, FL 34229
Welcome to 308 Pine Run Drive, Osprey, FL—your slice of paradise where the sun sets in your backyard and nobody lives ab...
Listed by COMPASS FLORIDA LLC
$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
$1,700,000
Single Family Home
282 SHELL MIDDEN CT, Osprey, FL 34229
One or more photo(s) has been virtually staged. It is rare to find such an incredible combination of privacy and spectac...
Listed by COLDWELL BANKER REALTY
$749,000
Single Family Home
146 WILLOW BEND WAY, Osprey, FL 34229
Motivated Seller - happy to review all offers. A new barrel tile roof is the crowning jewel on this spacious executive-s...
Listed by PREMIER SOTHEBYS INTL REALTY
$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
$1,049,000
Single Family Home
366 S CREEK CT, Osprey, FL 34229
Welcome home to the highly sought after gated waterfront community of South Creek in Osprey FL! This gorgeous home has a...
Listed by KELLER WILLIAMS ON THE WATER S
$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
$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
$749,900
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
$5,500
Condo
385 N POINT RD #503, Osprey, FL 34229
**TURN-KEY, MOVE IN READY 5TH FLOOR CONDO WITH WATERFRONT AND PRESERVE VIEWS RIVALING HIGHER FLOORS** - JUST BRING YOUR ...
Listed by GENEROUS PROPERTY