Benge Redding Team at William Raveis Real Estate
  • Buyers
  • Sellers
  • Sports Division
  • Register
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
171 Properties

171 Properties Available In Osprey

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Osprey >
Market Insights
616 CRANE PRAIRIE WAY, Osprey, FL 34229
1/56 56
Open 2/7 2PM-4PM

$ 960,000

3 Beds4 Baths3,561 SqFt

616 CRANE PRAIRIE WAY, Osprey, FL 34229

Single Family Home

Listed by Matthew Greenland KELLER WILLIAMS ISLAND LIFE REAL ESTATE

Stellar MLS
597 OAK RIVER CT, Osprey, FL 34229
1/48 48
Open Sun 12PM-3PM

$ 749,000

4 Beds2 Baths2,111 SqFt

597 OAK RIVER CT, Osprey, FL 34229

Single Family Home

Listed by Mairead Smialek COLDWELL BANKER REALTY

Stellar MLS
172 SEA ANCHOR DR, Osprey, FL 34229
1/48 48
Open Sun 1PM-3PM

$ 936,000

3 Beds3 Baths2,283 SqFt

172 SEA ANCHOR DR, Osprey, FL 34229

Single Family Home

Listed by Sharon Lewis GOLF & BAY PROPERTIES LLC

Stellar MLS
238 PALM AIR DR, Osprey, FL 34229
1/41 41
Open Sat 11AM-2PM

$ 193,000

2 Beds2 Baths1,152 SqFt

238 PALM AIR DR, Osprey, FL 34229

Manufactured Home

Listed by John Alexander FINE PROPERTIES

Stellar MLS
401 N POINT RD #504, Osprey, FL 34229
1/96 96
Open Sun 1PM-3PM

$ 1,100,000

3 Beds3 Baths2,778 SqFt

401 N POINT RD #504, Osprey, FL 34229

Condo

Listed by Elizabeth Mock COLDWELL BANKER REALTY

Stellar MLS
120 VILLA DR #120, Osprey, FL 34229
1/55 55
Open Sun 12PM-3PM

$ 525,000

2 Beds2 Baths1,404 SqFt

120 VILLA DR #120, Osprey, FL 34229

Single Family Home

Listed by Hansel Pitts, Jr. COLDWELL BANKER SARASOTA CENT.

Stellar MLS
919 TRANQUILITY CIRCLE CIR, Osprey, FL 34229
1/52 52
New

$ 850,000

4 Beds4 Baths2,854 SqFt

919 TRANQUILITY CIRCLE CIR, Osprey, FL 34229

Single Family Home

Listed by Ann Winger TIDELINE REAL ESTATE BROKERS

Stellar MLS
851 PLACID LAKE DR, Osprey, FL 34229
1/65 65
New

$ 739,000

5 Beds4 Baths3,395 SqFt

851 PLACID LAKE DR, Osprey, FL 34229

Single Family Home

Listed by Peter Lasalle PREFERRED SHORE LLC

Stellar MLS
242 HIDDEN BAY DR #603, Osprey, FL 34229
3D
New

$ 589,900

2 Beds2 Baths1,932 SqFt

242 HIDDEN BAY DR #603, Osprey, FL 34229

Condo

Listed by Susan Retzke RE/MAX PALM

Stellar MLS
146 WILLOW BEND WAY, Osprey, FL 34229
1/55 55
New

$ 699,000

4 Beds3 Baths2,540 SqFt

146 WILLOW BEND WAY, Osprey, FL 34229

Single Family Home

Listed by Maria Rocha, PLL KELLER WILLIAMS ON THE WATER S

Stellar MLS
494 MEADOW SWEET CIR, Osprey, FL 34229
1/46 46
New

$ 595,000

3 Beds2 Baths1,791 SqFt

494 MEADOW SWEET CIR, Osprey, FL 34229

Single Family Home

Listed by Carlos Saramago EXIT KING REALTY

Stellar MLS
786 SARABAY RD #19, Osprey, FL 34229
1/60 60
New

$ 579,000

2 Beds2 Baths1,555 SqFt

786 SARABAY RD #19, Osprey, FL 34229

Single Family Home

Listed by Michael Christo PREMIER SOTHEBYS INTL REALTY

Stellar MLS
1355 SOUTHBAY DR, Osprey, FL 34229
1/31 31
New

$ 4,500

3 Beds2 Baths2,367 SqFt

1355 SOUTHBAY DR, Osprey, FL 34229

Single Family Home

Listed by Sharon Lewis GOLF & BAY PROPERTIES LLC

Stellar MLS
232 HIDDEN BAY DR #303, Osprey, FL 34229
1/52 52
New

$ 710,000

2 Beds2 Baths1,750 SqFt

232 HIDDEN BAY DR #303, Osprey, FL 34229

Condo

Listed by Thomas Hedge, JR PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
242 HIDDEN BAY DR #302, Osprey, FL 34229
1/48 48
New

$ 699,000

3 Beds2 Baths2,032 SqFt

242 HIDDEN BAY DR #302, Osprey, FL 34229

Condo

Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
172 EXPLORER DR, Osprey, FL 34229
1/61 61
Pending

$ 350,000

2 Beds2 Baths1,449 SqFt

172 EXPLORER DR, Osprey, FL 34229

Condo

Listed by Ashley Wallace COLDWELL BANKER REALTY

Stellar MLS
1755 HIGHLAND RD, Osprey, FL 34229
1/31 31
New

$ 2,195

3 Beds2 Baths1,334 SqFt

1755 HIGHLAND RD, Osprey, FL 34229

Single Family Home

Listed by Jennifer Arroyo STOCKTON REALTY ADVISORS LLC

Stellar MLS
362 MACEWEN DR, Osprey, FL 34229
1/55 55
New

$ 2,249,000

4 Beds4 Baths4,117 SqFt

362 MACEWEN DR, Osprey, FL 34229

Single Family Home

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
17 BAYHEAD LN, Osprey, FL 34229
1/47 47
New

$ 1,300,000

3 Beds2 Baths2,850 SqFt

17 BAYHEAD LN, Osprey, FL 34229

Single Family Home

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
319 PARK TRACE BLVD, Osprey, FL 34229
1/57 57
New

$ 749,900

4 Beds3 Baths2,551 SqFt

319 PARK TRACE BLVD, Osprey, FL 34229

Single Family Home

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

Stellar MLS
1102 JESSIE HARBOR DR #1102, Osprey, FL 34229
1/82 82
Active

$ 475,000

2 Beds2 Baths1,425 SqFt

1102 JESSIE HARBOR DR #1102, Osprey, FL 34229

Condo

Listed by Mackenzie Davis-Mahan DOWNING FRYE REALTY, INC.

Stellar MLS
20 BAYHEAD LN, Osprey, FL 34229
3D
Active

$ 1,575,000

4 Beds3 Baths3,486 SqFt

20 BAYHEAD LN, Osprey, FL 34229

Single Family Home

Listed by Lielei Wahlmann EXP REALTY LLC

Stellar MLS
186 WINDWARD DR, Osprey, FL 34229
1/93 93
Active

$ 749,900

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
2043 CORDES ST, Osprey, FL 34229
1/35 35
Active

$ 299,000

3 Beds2 Baths1,186 SqFt

2043 CORDES ST, Osprey, FL 34229

Single Family Home

Listed by Travis Matthews PREFERRED SHORE LLC

Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 8

explore listings in Osprey

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
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.
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.