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157 Properties

157 Properties Available In Osprey

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FL >Osprey >
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650 CRANE PRAIRIE WAY, Osprey, FL 34229
1/100 100

$3,750

Active

Single Family Home

4 Beds 4 Baths 3,183 SqFt

650 CRANE PRAIRIE WAY, Osprey, FL 34229

Now Available – Lease Option or Lease Purchase Opportunity in Willowbend! Flexible lease terms now offered: <br>Lease Op...

Listed by

Stellar MLS
5100 JESSIE HARBOR DR #701, Osprey, FL 34229
1/47 47

$725,000

Active

Condo

3 Beds 3 Baths 2,484 SqFt

5100 JESSIE HARBOR DR #701, Osprey, FL 34229

Perched on the top floor of Blackburn Harbor Residences, this 3-bedroom, 3-bath end unit is just under 2500 square feet ...

Listed by

Stellar MLS
471 PARK TRACE BLVD, Osprey, FL 34229
1/69 69

$699,000

Active

Single Family Home

4 Beds 3 Baths 2,267 SqFt

471 PARK TRACE BLVD, Osprey, FL 34229

SIGNIFICANT PRICE IMPROVEMENT!! Welcome to your dream home! This stunning, custom-built 4 bedroom, 3 bathroom residence...

Listed by

Stellar MLS
5100 JESSIE HARBOR DR #602, Osprey, FL 34229
1/49 49

$3,800

Active

Condo

2 Beds 2 Baths 2,143 SqFt

5100 JESSIE HARBOR DR #602, Osprey, FL 34229

Enjoy luxury waterfront living in this beautifully updated 6th-floor condo at Blackburn Harbor Residences on the West si...

Listed by

Stellar MLS
7303 JESSIE HARBOR DR #7303, Osprey, FL 34229
1/61 61

$474,900

Active

Condo

3 Beds 2 Baths 1,883 SqFt

7303 JESSIE HARBOR DR #7303, Osprey, FL 34229

PENTHOUSE CONDO IN WATERFRONT COMMUNITY! <br>Experience luxury coastal living in this spacious 3-bedroom, 2-bath penthou...

Listed by

Stellar MLS
819 SHADOW BAY WAY, Osprey, FL 34229
1/43 43

$689,000

Active

Single Family Home

4 Beds 2 Baths 2,145 SqFt

819 SHADOW BAY WAY, Osprey, FL 34229

A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of Rivendell. Live so beautifully...

Listed by

Stellar MLS
622 BAYSHORE DR, Osprey, FL 34229
1/92 92

$5,700,000

Active

Single Family Home

6 Beds 5 Baths 4,893 SqFt

622 BAYSHORE DR, Osprey, FL 34229

ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! <br>Welcome to 622 Bayshore Drive - where coasta...

Listed by

Stellar MLS
170 EDGEWOOD DR, Osprey, FL 34229
1/41 41

$164,900

Active

Manufactured Home

2 Beds 2 Baths 959 SqFt

170 EDGEWOOD DR, Osprey, FL 34229

YOUR PERFECT FLORIDA RETREAT AWAITS.... Imagine spending your winter days in a swimming pool or in the warm waters and b...

Listed by

Stellar MLS
1484 SEAFARER DR, Osprey, FL 34229
1/100 100

$1,250,000

Pending

Single Family Home

4 Beds 4 Baths 3,479 SqFt

1484 SEAFARER DR, Osprey, FL 34229

Under contract-accepting backup offers. Welcome to Southbay Yacht & Racquet Club, one of the Gulf Coast's most coveted c...

Listed by

Stellar MLS
4267 EXPEDITION WAY, Osprey, FL 34229
1/35 35

$310,000

Pending

Condo

2 Beds 2 Baths 1,135 SqFt

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

Stellar MLS
813 OAK POND DR, Osprey, FL 34229
3D

$550,000

Active

Single Family Home

4 Beds 2 Baths 1,981 SqFt

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

Stellar MLS
4428 CONCHFISH LN, Osprey, FL 34229
1/13 13

$599,000

Active

Single Family Home

4 Beds 2 Baths 1,861 SqFt

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

Stellar MLS
280 HIDDEN BAY DR #303, Osprey, FL 34229
1/34 34

$4,000

Active

Condo

3 Beds 2 Baths 1,937 SqFt

280 HIDDEN BAY DR #303, Osprey, FL 34229

One or more photo(s) has been virtually staged. *** PRICE REDUCED*** Annual Rental. This newly constructed 3rd floor con...

Listed by

Stellar MLS
140 SUGAR MILL DR, Osprey, FL 34229
3D

$1,970,000

Active

Single Family Home

4 Beds 4 Baths 3,286 SqFt

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

Stellar MLS
137 WOODLAND PL, Osprey, FL 34229
1/75 75

$175,000

Active

Condo

2 Beds 2 Baths 1,325 SqFt

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

Stellar MLS
766 SHADOW BAY WAY, Osprey, FL 34229
1/68 68

$949,900

Pending

Single Family Home

4 Beds 3 Baths 3,438 SqFt

766 SHADOW BAY WAY, Osprey, FL 34229

Under contract-accepting backup offers. LISTING AGENT WILL CONTINUE TO ACCOMPANY SHOWINGS. Nestled on a quiet street in ...

Listed by

Stellar MLS
1527 BUOY LN, Osprey, FL 34229
1/60 60

$1,279,000

Active

Single Family Home

3 Beds 3 Baths 2,830 SqFt

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

Stellar MLS
401 N POINT RD #504, Osprey, FL 34229
1/89 89

$1,150,000

Active

Condo

3 Beds 3 Baths 2,778 SqFt

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

Stellar MLS
296 PINE RANCH TRL, Osprey, FL 34229
3D

$1,450,000

Active

Single Family Home

5 Beds 4 Baths 3,481 SqFt

296 PINE RANCH TRL, Osprey, FL 34229

**THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** ...

Listed by

Stellar MLS
352 GLENWOOD AVE, Osprey, FL 34229
1/36 36

$444,000

Active

Single Family Home

3 Beds 2 Baths 1,300 SqFt

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

Stellar MLS
5100 JESSIE HARBOR DR #504, Osprey, FL 34229
1/87 87

$7,000

Active

Condo

3 Beds 2 Baths 2,143 SqFt

5100 JESSIE HARBOR DR #504, Osprey, FL 34229

Available from December 7, 2025, and Jan/Feb/Mar/Apr 2026. Beautiful 5th Floor condo located in Blackburn Harbor Residen...

Listed by

Stellar MLS
112 OSPREY POINT DR, Osprey, FL 34229
1/76 76

$3,325,000

Pending

Single Family Home

4 Beds 6 Baths 8,635 SqFt

112 OSPREY POINT DR, Osprey, FL 34229

Premier Waterfront Opportunity in The Oaks Bayside <br>This grand estate home, perfectly positioned on a rarely availabl...

Listed by

Stellar MLS
14041 BELLAGIO WAY #218, Osprey, FL 34229
1/43 43

$5,000

Active

Condo

3 Beds 2 Baths 2,374 SqFt

14041 BELLAGIO WAY #218, Osprey, FL 34229

Welcome to your coastal sanctuary in the gated community of Villas at Osprey Harbor Village. Located just minutes from M...

Listed by

Stellar MLS
260 HIDDEN BAY DR #305, Osprey, FL 34229
1/37 37

$789,000

Active

Condo

3 Beds 3 Baths 2,168 SqFt

260 HIDDEN BAY DR #305, Osprey, FL 34229

Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets <br>3 Bed | 2.5 Bath | Den w/ Custom Qu...

Listed by

Stellar MLS
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London Foster (LondonFosterRealty.com)

Bobby Mahallati License ID: 0705018

+1(305) 766-7993 [email protected]

9001 SW 73rd Ct, Miami, FL, 33156, USA

ABOUT
London Foster is a technology based real estate firm. Our technology is a revolutionary cloud-based platform which empowers our associates to always be engaged.

London Foster provides everything our associates need to conduct their business at our office, remotely or mobile.

No matter where you are you will always be connected to our network with exclusive access, just like if you were at the office.

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London Foster White Logo
London Foster (LondonFosterRealty.com)

Bobby Mahallati License ID: 0705018

+1(305) 766-7993 [email protected]

9001 SW 73rd Ct, Miami, FL, 33156, USA

ABOUT
London Foster is a technology based real estate firm. Our technology is a revolutionary cloud-based platform which empowers our associates to always be engaged.

London Foster provides everything our associates need to conduct their business at our office, remotely or mobile.

No matter where you are you will always be connected to our network with exclusive access, just like if you were at the office.

    • Home
      Featured Areas
      1. Florida
      2. New York
      Contact
    • Sellers
      1. Sellers
      2. Home Valuation
      Team
    • Buyers
      1. Buyers
      2. Buy
      3. Calculator
      About
      1. About Me
      2. Testimonials

Get My App

Accessibility Statement

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.