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City: Osprey, FL
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28 Properties Available In Osprey

28 Properties Available In Osprey

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  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
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FL >Osprey >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status

314 S SHORE DR, Osprey, FL 34229

Listed by Jonathan Minerick HOMECOIN.COM

$1,495,000

4
3
3,853 SqFt
Active

341 BAYSHORE DR, Osprey, FL 34229

Listed by Jeremy Myers COMPASS PROPERTY MANAGEMENT LLC

$3,200

3
2
1,897 SqFt
Active

14021 BELLAGIO WAY #404, Osprey, FL 34229

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

$1,175,000

3
3
2,187 SqFt
Active

51 MACEWEN DR #5, Osprey, FL 34229

Listed by Sabine Spycher 342 REAL ESTATE

$235,000

1
1
595 SqFt
Active

4271 EXPEDITION WAY #103, Osprey, FL 34229

Listed by Toni Zarghami KW COASTAL LIVING III

$280,000

2
2
1,135 SqFt
Active

4226 FRONTIER LN #103, Osprey, FL 34229

Listed by Kate Kwiecinski COLDWELL BANKER REALTY

$299,000

2
2
1,135 SqFt
Active

4304 EXPEDITION WAY WAY #105, Osprey, FL 34229

Listed by Tim Weller EXIT KING REALTY

$328,000

3
2
1,528 SqFt
Active

447 N SHORE DR, Osprey, FL 34229

Listed by Lauren Sisco COLDWELL BANKER SARASOTA CENT.

$499,000

3
2
1,874 SqFt
Active

4284 EXPEDITION WAY #NA, Osprey, FL 34229

Listed by Grace Bonaccorso PREFERRED SHORE LLC

$325,000

3
2
1,430 SqFt
Active

124 TURQUOISE LN, Osprey, FL 34229

Listed by Cody Smith RENT SARASOTA

$4,999

3
2
2,306 SqFt
Active

401 WALLS WAY, Osprey, FL 34229

Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

$1,775,000

4
4
4,387 SqFt
Active

280 HIDDEN BAY DR #201, Osprey, FL 34229

Listed by Nancy Guerrero PMI SOUTHWEST FLORIDA

$3,775

3
3
2,168 SqFt
Active

51 MACEWEN DR #11, Osprey, FL 34229

Listed by Sabine Spycher 342 REAL ESTATE

$235,000

1
1
623 SqFt
Active

186 WINDWARD DR, Osprey, FL 34229

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

$599,900

3
2
2,505 SqFt
Pending

365 S SHORE DR, Osprey, FL 34229

Listed by Lisa Asaro EXIT KING REALTY

$1,349,000

3
2
1,824 SqFt
Active

5100 JESSIE HARBOR DR #403, Osprey, FL 34229

Listed by Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

$650,000

2
2
2,143 SqFt
Active

678 FAITH AVE, Osprey, FL 34229

Listed by Troy Sacco GENEROUS PROPERTY

$749,000

3
3
2,583 SqFt
Active

104 PARK TRACE BLVD, Osprey, FL 34229

Listed by Lisa Morreale PREMIER SOTHEBY'S INTERNATIONAL REALTY

$550,000

4
3
2,557 SqFt
Active

401 N POINT RD #603, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

$629,000

3
3
2,203 SqFt
Active

1811 HIGHLAND RD, Osprey, FL 34229

Listed by Stephen Hachey REALTY OF RIVERVIEW LLC

$417,000

2
2
1,725 SqFt
Active

18 N CASEY KEY RD, Osprey, FL 34229

Listed by Valerie Dall'Acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

$1,750,000

3
2
1,977 SqFt
Active

854 MACEWEN DR, Osprey, FL 34229

Listed by Joe Murphy COLDWELL BANKER REALTY

$3,690,000

4
6
9,081 SqFt
Active

422 BLUE GARDEN LN, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

$1,495,000

3
4
3,872 SqFt
Active

352 GLENWOOD AVE, Osprey, FL 34229

Listed by Kano Keller WHITE SANDS REALTY GROUP FL

$417,000

3
2
1,300 SqFt
Active
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The Williamson Group

Michelle Williamson

+1(863) 264-6055 michelle@wearetwg.com
1007 E Oak St Suite A, Arcadia, FL

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      1. All Listings
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      3. Sold Listings
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      2. Contact Us
      3. Reviews
      USDA 100% Financing
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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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap

Logo 4 Footer
The Williamson Group

Michelle Williamson

+1(863) 264-6055 michelle@wearetwg.com
1007 E Oak St Suite A, Arcadia, FL

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews
      USDA 100% Financing
      Hobby Farms
      Off-Grid
      Waterfront Charlotte County
      Market Snapshot
      Blog
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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap