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150 Properties Available In Osprey
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$245,000
Condo
216 WOODLAND DR #216, Osprey, FL 34229
Looking for an active lifestyle community within walking distance of the Intercoastal? Pine Run is the perfect location...
Listed by PAT WILLIAMS REALTY, LLC
$649,995
Single Family Home
594 PINE RANCH EAST RD, Osprey, FL 34229
Discover this beautifully maintained 3-bedroom, 2-bathroom home nestled in a peaceful, private community just steps from...
Listed by DALTON WADE INC
$234,000
Manufactured Home
238 PALM AIR DR, Osprey, FL 34229
AN ARBORS BEAUTY in one of Florida's most-sought-after 55+ parks. You won't believe how BIG and BEAUTIFUL this home is ...
Listed by FINE PROPERTIES
$800,000
Single Family Home
851 PLACID LAKE DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. Your dream home is waiting for you! This home has Fresh Interior Paint, ...
Listed by OPENDOOR BROKERAGE LLC
$897,000
Single Family Home
678 CRANE PRAIRIE WAY, Osprey, FL 34229
It's always about the view and the new tile roof in June 2025 plus the Tesla whole-house solar system comprising 26 roof...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$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
$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
$647,000
Single Family Home
104 PARK TRACE BLVD, Osprey, FL 34229
Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 b...
Listed by KW COASTAL LIVING III
$549,000
Single Family Home
1313 THORNAPPLE DR, Osprey, FL 34229
Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. Incredibly light and br...
Listed by PREMIER SOTHEBYS INTL REALTY
$614,000
Single Family Home
51 WEBB ST, Osprey, FL 34229
***PRICE IMPROVEMENT***Location, Location, Location! Situated west of the trail in the heart of Osprey, this stunning 3-...
Listed by FINE PROPERTIES
$574,700
Single Family Home
827 PLACID LAKE DR, Osprey, FL 34229
$15,000 SELLER CONTRIBUTION! With a full price offer, you can use this money for a mortgage rate reduction or your cost...
Listed by FLAT FEE MLS REALTY
$4,200
Condo
Osprey, FL 34229
NOW AVAILABLE FOR RENT – READY FOR IMMEDIATE OCCUPANCY <br>Modern Elegance at Edgewater | Stunning Condo with Bay Views ...
Listed by BERKSHIRE HATHAWAY HOMESERVICE
$900,000
Condo
401 N POINT RD #304, Osprey, FL 34229
Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor p...
Listed by COLDWELL BANKER REALTY
$2,695
Single Family Home
607 OAK RIVER CT, Osprey, FL 34229
Don't miss out on this 3 bed/2bath with 2 car garage. Immaculate home. Light and bright. <br>Great floor plan includes a...
Listed by PMI SOUTHWEST FLORIDA
$2,999,000
Single Family Home
478 ORISKANY CT, Osprey, FL 34229
Welcome to your dream home, a sanctuary of elegance and comfort nestled on an exclusive, private street with only nine r...
Listed by COLDWELL BANKER REALTY
$4,200
Condo
Osprey, FL 34229
NOW AVAILABLE FOR RENT – READY FOR IMMEDIATE OCCUPANCY <br>Modern Elegance at Edgewater | Stunning Condo with Bay Views ...
Listed by BERKSHIRE HATHAWAY HOMESERVICE
$925,000
Condo
385 N POINT RD #404, Osprey, FL 34229
**STUNNINGLY UPDATED CONDO with Breathtaking Water & Preserve Views that rival those of higher floors!** This LARGE, COR...
Listed by GENEROUS PROPERTY
$2,550,000
Single Family Home
852 MACEWEN DR, Osprey, FL 34229
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country ...
Listed by GENEROUS PROPERTY
$1,499,500
Condo
385 N POINT RD #701, Osprey, FL 34229
**INCOMPARABLE VIEW! 7th FLOOR, CORNER CONDO UNIT WITH UNOBSTRUCTED SOUTH AND WEST PANORAMA. This Spacious unit of near...
Listed by GENEROUS PROPERTY
$319,000
Condo
116 NAVIGATION CIR #106, Osprey, FL 34229
Location, Lifestyle, and Peace of Mind — All in One! <br> <br>Welcome home to this beautifully appointed 3-bedroom, 2-ba...
Listed by COLDWELL BANKER REALTY
$1,550,000
Single Family Home
462 E MACEWEN DR, Osprey, FL 34229
This completely remodeled home in The Oaks Clubside, set on nearly an acre of mature, meticulously landscaped grounds, i...
Listed by COLDWELL BANKER REALTY
$785,500
Single Family Home
523 HABITAT BLVD, Osprey, FL 34229
In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting residence borders a sparkling ...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$710,000
Condo
250 HIDDEN BAY DR #302, Osprey, FL 34229
WHAT A VIEW and the pictures don't do it justice!! Prepare to be captivated by jaw-dropping sunsets from your oversized,...
Listed by COLDWELL BANKER REALTY