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147 Properties Available In Osprey
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$2,390
Townhouse
4212 EXPEDITION WAY, Osprey, FL 34229
IMMACULATE, FURNISHED , POOL AND PALM TREES VIEW** Welcome to life in paradise! Here's your best opportunity yet! TURN-K...
Listed by DALTON WADE INC
$1,295,000
Single Family Home
1484 SEAFARER DR, Osprey, FL 34229
Welcome to Southbay Yacht & Racquet Club, one of the Gulf Coast's most coveted communities—where every day feels like a ...
Listed by EXP REALTY LLC
$310,000
Condo
4267 EXPEDITION WAY, Osprey, FL 34229
Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minut...
Listed by COLDWELL BANKER REALTY
$380,000
Townhouse
1801 HIGHLAND RD, Osprey, FL 34229
Enjoy this Key West-style townhome in Towns-End Shores-maintenance-free living at its best! Beautifully upgraded with po...
Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE
$560,000
Single Family Home
813 OAK POND DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!!...
Listed by PREFERRED SHORE LLC
$3,300,000
Single Family Home
550 DOVE POINTE, Osprey, FL 34229
Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this statel...
Listed by MICHAEL SAUNDERS & COMPANY
$599,000
Single Family Home
4428 CONCHFISH LN, Osprey, FL 34229
Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not co...
Listed by HORIZON REALTY INTERNATIONAL
$4,400
Condo
280 HIDDEN BAY DR #303, Osprey, FL 34229
One or more photo(s) has been virtually staged. Annual Rental. This newly constructed 3rd floor condo is available for i...
Listed by GULF COAST REALTY & MANAGEMENT
$1,970,000
Single Family Home
140 SUGAR MILL DR, Osprey, FL 34229
**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Se...
Listed by GENEROUS PROPERTY
$550,000
Condo
1164 BEACHCOMBER CT #19, Osprey, FL 34229
Welcome to the exclusive Blackburn Point Marina Village – where luxury meets convenience in one of Sarasota's desirable ...
Listed by PREMIER SOTHEBYS INTL REALTY
$2,299,900
Single Family Home
180 LOOKOUT POINT DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & ...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$190,000
Condo
137 WOODLAND PL, Osprey, FL 34229
Unbelievable!!! A 2-bedroom/2-bathroom, West of Trail condo for under $200,000! Come home to this warm, cozy and charmin...
Listed by COMPASS FLORIDA LLC
$699,900
Single Family Home
866 OAK BRIAR LN, Osprey, FL 34229
Welcome to the highly desirable Park Trace Estates where residents enjoy low HOA fees! This beautiful pool home is mov...
Listed by COLDWELL BANKER REALTY
$12,000
Single Family Home
600 EAGLE WATCH LN, Osprey, FL 34229
Beautiful completely renovated home with all the upgrades you can want. Available for annual, and shorter term leases. ...
Listed by COLDWELL BANKER REALTY
$998,000
Single Family Home
766 SHADOW BAY WAY, Osprey, FL 34229
Nestled on a quiet street in the highly sought-after Rivendell community, this former Arthur Rutenberg model home featur...
Listed by COLDWELL BANKER SARASOTA CENT.
$1,339,000
Single Family Home
1527 BUOY LN, Osprey, FL 34229
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilin...
Listed by BRIGHT REALTY
$129,900
Manufactured Home
310 TROPIC DR, Osprey, FL 34229
Priced well below market. Great condition - move in ready. Being offered furnished. The roof is only 5 years old. This o...
Listed by COLDWELL BANKER SARASOTA CENT.
$2,400
Condo
4248 EXPEDITION WAY #4248, Osprey, FL 34229
Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards you...
Listed by RYNTAL
$695,000
Townhouse
33 BISHOPS COURT RD #118, Osprey, FL 34229
Come and enjoy the perfect maintenance free lifestyle in this exquisite townhouse located in one of the finest country c...
Listed by MICHAEL SAUNDERS & COMPANY
$475,000
Single Family Home
321 SORRENTO DR, Osprey, FL 34229
Welcome to this beautifully maintained Sorrento Shores pool home, exuding timeless Mediterranean charm. Built in 1988, t...
Listed by EXIT KING REALTY
$1,275,000
Condo
401 N POINT RD #504, Osprey, FL 34229
FULLY UPDATED ~ WATER VIEWS ~ PRIVATE 2 CAR GARAGE ~ OFFICE/4TH BEDROOM OPTION ~ The eye of an artist and perfected skil...
Listed by COLDWELL BANKER REALTY
$1,450,000
Single Family Home
296 PINE RANCH TRL, Osprey, FL 34229
SELLER OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private ...
Listed by ASHTON LAKES REALTY INC
$444,000
Single Family Home
352 GLENWOOD AVE, Osprey, FL 34229
Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions <br> <br>Welcome to this immaculate 3-bedroom, 2-...
Listed by WHITE SANDS REALTY GROUP FL
$3,995
Single Family Home
76 BISHOPS COURT RD #116, Osprey, FL 34229
Date Available 5/15//25 end of lease 10/30/25 Luxury turnkey furnished Georgian Style Villa in beautiful, secure, gated ...
Listed by CAPITAL REAL ESTATE ENTERPRISE