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28 Properties

28 Properties Available In Osprey

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FL >Osprey >
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314 S SHORE DR, Osprey, FL 34229
1/99 99
New

$ 1,495,000

4 Beds3 Baths3,853 SqFt

314 S SHORE DR, Osprey, FL 34229

Single Family Home

Listed by Jonathan Minerick HOMECOIN.COM

Stellar MLS
341 BAYSHORE DR, Osprey, FL 34229
1/45 45
Active

$ 3,200

3 Beds2 Baths1,897 SqFt

341 BAYSHORE DR, Osprey, FL 34229

Single Family Home

Listed by Jeremy Myers COMPASS PROPERTY MANAGEMENT LLC

Stellar MLS
14021 BELLAGIO WAY #404, Osprey, FL 34229
1/77 77
Active

$ 1,175,000

3 Beds3 Baths2,187 SqFt

14021 BELLAGIO WAY #404, Osprey, FL 34229

Condo

Listed by Megan E. George, PA PREMIER SOTHEBYS INTL REALTY

Stellar MLS
51 MACEWEN DR #5, Osprey, FL 34229
1/44 44
Active

$ 235,000

1 Bed1 Bath595 SqFt

51 MACEWEN DR #5, Osprey, FL 34229

Condo

Listed by Sabine Spycher 342 REAL ESTATE

Stellar MLS
4271 EXPEDITION WAY #103, Osprey, FL 34229
3D
Active

$ 280,000

2 Beds2 Baths1,135 SqFt

4271 EXPEDITION WAY #103, Osprey, FL 34229

Condo

Listed by Toni Zarghami KW COASTAL LIVING III

Stellar MLS
4226 FRONTIER LN #103, Osprey, FL 34229
1/36 36
Active

$ 299,000

2 Beds2 Baths1,135 SqFt

4226 FRONTIER LN #103, Osprey, FL 34229

Condo

Listed by Kate Kwiecinski COLDWELL BANKER REALTY

Stellar MLS
4304 EXPEDITION WAY WAY #105, Osprey, FL 34229
1/77 77
Active

$ 328,000

3 Beds2 Baths1,528 SqFt

4304 EXPEDITION WAY WAY #105, Osprey, FL 34229

Condo

Listed by Tim Weller EXIT KING REALTY

Stellar MLS
408 PARK TRACE BLVD, Osprey, FL 34229
1/34 34
Active

$ 595,000

3 Beds3 Baths1,840 SqFt

408 PARK TRACE BLVD, Osprey, FL 34229

Single Family Home

Listed by Jennie Lascelle PREFERRED SHORE LLC

Stellar MLS
447 N SHORE DR, Osprey, FL 34229
1/45 45
Active

$ 499,000

3 Beds2 Baths1,874 SqFt

447 N SHORE DR, Osprey, FL 34229

Single Family Home

Listed by Lauren Sisco COLDWELL BANKER SARASOTA CENT.

Stellar MLS
4284 EXPEDITION WAY #NA, Osprey, FL 34229
1/40 40
Active

$ 325,000

3 Beds2 Baths1,430 SqFt

4284 EXPEDITION WAY #NA, Osprey, FL 34229

Condo

Listed by Grace Bonaccorso PREFERRED SHORE LLC

Stellar MLS
124 TURQUOISE LN, Osprey, FL 34229
1/48 48
Active

$ 4,999

3 Beds2 Baths2,306 SqFt

124 TURQUOISE LN, Osprey, FL 34229

Single Family Home

Listed by Cody Smith RENT SARASOTA

Stellar MLS
401 WALLS WAY, Osprey, FL 34229
1/51 51
Active

$ 1,775,000

4 Beds4 Baths4,387 SqFt

401 WALLS WAY, Osprey, FL 34229

Single Family Home

Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

Stellar MLS
280 HIDDEN BAY DR #201, Osprey, FL 34229
1/36 36
Active

$ 3,775

3 Beds3 Baths2,168 SqFt

280 HIDDEN BAY DR #201, Osprey, FL 34229

Condo

Listed by Nancy Guerrero PMI SOUTHWEST FLORIDA

Stellar MLS
51 MACEWEN DR #11, Osprey, FL 34229
1/42 42
Active

$ 235,000

1 Bed1 Bath623 SqFt

51 MACEWEN DR #11, Osprey, FL 34229

Condo

Listed by Sabine Spycher 342 REAL ESTATE

Stellar MLS
186 WINDWARD DR, Osprey, FL 34229
3D
Pending

$ 599,900

3 Beds2 Baths2,505 SqFt

186 WINDWARD DR, Osprey, FL 34229

Single Family Home

Listed by Brittany Coleman, PLLC KELLER WILLIAMS ON THE WATER S

Stellar MLS
365 S SHORE DR, Osprey, FL 34229
3D
Active

$ 1,349,000

3 Beds2 Baths1,824 SqFt

365 S SHORE DR, Osprey, FL 34229

Single Family Home

Listed by Lisa Asaro EXIT KING REALTY

Stellar MLS
5100 JESSIE HARBOR DR #403, Osprey, FL 34229
1/44 44
Active

$ 650,000

2 Beds2 Baths2,143 SqFt

5100 JESSIE HARBOR DR #403, Osprey, FL 34229

Condo

Listed by Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
678 FAITH AVE, Osprey, FL 34229
1/51 51
Active

$ 749,000

3 Beds3 Baths2,583 SqFt

678 FAITH AVE, Osprey, FL 34229

Single Family Home

Listed by Troy Sacco GENEROUS PROPERTY

Stellar MLS
104 PARK TRACE BLVD, Osprey, FL 34229
1/47 47
Active

$ 550,000

4 Beds3 Baths2,557 SqFt

104 PARK TRACE BLVD, Osprey, FL 34229

Single Family Home

Listed by Lisa Morreale PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
401 N POINT RD #603, Osprey, FL 34229
1/99 99
Active

$ 629,000

3 Beds3 Baths2,203 SqFt

401 N POINT RD #603, Osprey, FL 34229

Condo

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
1811 HIGHLAND RD, Osprey, FL 34229
1/19 19
Active

$ 417,000

2 Beds2 Baths1,725 SqFt

1811 HIGHLAND RD, Osprey, FL 34229

Townhouse

Listed by Stephen Hachey REALTY OF RIVERVIEW LLC

Stellar MLS
854 MACEWEN DR, Osprey, FL 34229
1/69 69
Active

$ 3,690,000

4 Beds6 Baths9,081 SqFt

854 MACEWEN DR, Osprey, FL 34229

Single Family Home

Listed by Joe Murphy COLDWELL BANKER REALTY

Stellar MLS
422 BLUE GARDEN LN, Osprey, FL 34229
1/100 100
Active

$ 1,495,000

3 Beds4 Baths3,872 SqFt

422 BLUE GARDEN LN, Osprey, FL 34229

Single Family Home

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
352 GLENWOOD AVE, Osprey, FL 34229
3D
Active

$ 417,000

3 Beds2 Baths1,300 SqFt

352 GLENWOOD AVE, Osprey, FL 34229

Single Family Home

Listed by Kano Keller WHITE SANDS REALTY GROUP FL

Stellar MLS
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Benge Redding Team at William Raveis Real Estate

Samantha Kasprzyk-Benge

+1(941) 650-3732 [email protected]

6021 Midnight Pass Rd, Sarasota, FL, 34242, United States
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black full 1
Benge Redding Team at William Raveis Real Estate

Samantha Kasprzyk-Benge

+1(941) 650-3732 [email protected]

6021 Midnight Pass Rd, Sarasota, FL, 34242, United States
    • Buyers
    • Sellers
    • Sports Division

Get My App

Powered by Lofty Inc. Copyright 2026. 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.