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34 Properties Available In Osprey
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$289,000
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
$247,400
Condo
109 WOODLAND PL, Osprey, FL 34229
Welcome to 109 Woodland Place, a serene retreat nestled within the lush, natural surroundings of the Pine Run community ...
Listed by KELLER WILLIAMS ON THE WATER S
$3,000
Single Family Home
531 LATITUDE LN, Osprey, FL 34229
Annual unfurnished single-family home is available in the Willowbend community of Osprey! With some of the best lake vi...
Listed by PREMIER SOTHEBY'S INTERNATIONAL
$319,000
Condo
232 EXPLORER DR #15, Osprey, FL 34229
Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. O...
Listed by COLDWELL BANKER REALTY
$2,000
Townhouse
184 EXPLORER DR, Osprey, FL 34229
FULLY FURNISHED Property available for $2000 from May 1, 2025 till December 15 ,2025. Tenant pays electricity and intern...
Listed by DALTON WADE INC
$2,390,000
Single Family Home
600 EAGLE WATCH LN, Osprey, FL 34229
Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generou...
Listed by COLDWELL BANKER REALTY
$715,000
Single Family Home
110 PINE AVE, Osprey, FL 34229
Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of...
Listed by BRIGHT REALTY
$370,000
Single Family Home
240 PATTERSON AVE, Osprey, FL 34229
Charming 3-bedroom, 2-bath bungalow with no HOA or deed restrictions—perfect for boaters, RV owners, or anyone seeking f...
Listed by COLDWELL BANKER REALTY
$1,750
Single Family Home
1835 HIGHLAND RD, Osprey, FL 34229
Charming 2 bedroom 2 bathroom villa in GREAT location just across the street from Oscar Scherer Park in Osprey! Nice and...
Listed by JENNETTE PROPERTIES, INC.
$310,000
Single Family Home
208 VILLA DR #208, Osprey, FL 34229
Welcome Home!To this beautiful fully remodeled Villa in Osprey Village. Enjoy the sunrise and a coffee in your lanai and...
Listed by WWW.HOMEZU.COM
$1,650,000
Single Family Home
402 WALLS WAY, Osprey, FL 34229
This captivating 4 bedroom (plus den/office), 3.5 bathroom home is ready to welcome you into its charm and warmth. Built...
Listed by COLDWELL BANKER REALTY
$769,900
Single Family Home
826 OAK BRIAR LN, Osprey, FL 34229
Welcome to this Impressive 4-bedroom, 3-bath pool home located in the highly desirable Park Trace Estates in Osprey, Flo...
Listed by PREFERRED SHORE LLC
$649,000
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
$2,500
Condo
260 HIDDEN BAY DR #202, Osprey, FL 34229
Edgewater at Hidden Bay Annual Rental available now. UNFURNISHED. This pristine 3-bedroom (no extra den), 2.5-bath cond...
Listed by LINDSAY LEASING LLC
$2,999
Single Family Home
591 OAK BAY DR, Osprey, FL 34229
Mint-condition, immaculate pool home nestled within an exclusive Osprey, FL community. This pristine 3-bedroom, 3.5-bath...
Listed by REAL PROPERTY MANAGEMENT
$799,000
Single Family Home
608 CRANE PRAIRIE WAY, Osprey, FL 34229
One or more photo(s) has been virtually staged. Exceptional Opportunity on this Newly Priced Gem with stunning views and...
Listed by GULF SHORES REALTY
$1,495
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
$2,100
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
$2,100,000
Single Family Home
140 N CASEY KEY RD, Osprey, FL 34229
Welcome to your own private oasis on the coveted Casey Key Island—an 8-mile stretch of paradise known for its pristine b...
Listed by KELLER WILLIAMS ON THE WATER
$1,899,000
Single Family Home
525 S SHORE DR, Osprey, FL 34229
This redesigned mid-century styled 3-bedroom Bayfront home has been fully remastered with entertaining in mind. The stun...
Listed by COLDWELL BANKER REALTY
$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
$725,000
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
$670,000
Single Family Home
455 PARK TRACE BLVD, Osprey, FL 34229
CURRENTLY BEST VALUE IN OSPREY! Premium Lakefront lot with Stunning Views from Nearly Every Room! Discover the perfect ...
Listed by MICHAEL SAUNDERS & COMPANY
$1,045,000
Single Family Home
227 SAINT JAMES PARK, Osprey, FL 34229
**TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul ...
Listed by GENEROUS PROPERTY