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Osprey, FL
Price
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    • $ 50,000
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
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    • $ 800,000
Beds
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Baths
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    • 1.5
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    • 3
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Map
319 Properties Available

319 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
2251 JESSIE HARBOR DR #2101, Osprey, FL 34229
1/68
Open Sun 12PM-3PM
3D

$359,000

2 Beds2 Baths1,400 SqFt

2251 JESSIE HARBOR DR #2101, Osprey, FL 34229

Listed by Mike Martino KELLER WILLIAMS ON THE WATER S

Stellar MLS
2309 JESSIE HARBOR DR #2402, Osprey, FL 34229
1/93
Open Sat 2PM-4PM
3D

$497,000

3 Beds3 Baths2,006 SqFt

2309 JESSIE HARBOR DR #2402, Osprey, FL 34229

Listed by Christine Pope MICHAEL SAUNDERS & COMPANY

Stellar MLS
4213 EXPEDITION WAY #107, Osprey, FL 34229
1/39
New

$320,000

3 Beds2 Baths1,430 SqFt

4213 EXPEDITION WAY #107, Osprey, FL 34229

Listed by Yunfei Liu DALTON WADE INC

Stellar MLS
321 LOOKOUT POINT DR, Osprey, FL 34229
1/77
Pending

$3,100,000

3 Beds4 Baths3,122 SqFt

321 LOOKOUT POINT DR, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
429 PATTERSON AVE, Osprey, FL 34229
1/46
New

$449,000

3 Beds1 Bath1,173 SqFt

429 PATTERSON AVE, Osprey, FL 34229

Listed by Brent Martin, LLC MARCUS & COMPANY REALTY

Stellar MLS
1495 LANDVIEW LN, Osprey, FL 34229
1/75
Open Sun 1PM-3PM

$799,900

3 Beds2 Baths2,474 SqFt

1495 LANDVIEW LN, Osprey, FL 34229

Listed by Pat Williams PAT WILLIAMS REALTY, LLC

Stellar MLS
206 FOUR KNOT LN, Osprey, FL 34229
1/99
Open Sun 1PM-4PM

$1,850,000

3 Beds2 Baths2,411 SqFt

206 FOUR KNOT LN, Osprey, FL 34229

Listed by Leighton Allenby REALTY ONE GROUP MVP

Stellar MLS
919 TRANQUILITY CIR, Osprey, FL 34229
1/62
Pending

$774,900

4 Beds4 Baths2,854 SqFt

919 TRANQUILITY CIR, Osprey, FL 34229

Listed by Ro Palladino AYERS AND ASSOCIATES REAL ESTATE

Stellar MLS
811 SARABAY RD, Osprey, FL 34229
1/36
Active

$449,000

2 Beds1 Bath1,211 SqFt

811 SARABAY RD, Osprey, FL 34229

Listed by Ariel Howell LPT REALTY, LLC

Stellar MLS
816 SHADOW BAY WAY, Osprey, FL 34229
1/66
Open Sun 12PM-2PM

$655,000

3 Beds3 Baths2,251 SqFt

816 SHADOW BAY WAY, Osprey, FL 34229

Listed by Katrin Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

Stellar MLS
7204 JESSIE HARBOR DR #7204, Osprey, FL 34229
1/43
Active

$395,000

2 Beds2 Baths1,255 SqFt

7204 JESSIE HARBOR DR #7204, Osprey, FL 34229

Listed by Mark Lyda GENEROUS PROPERTY

Stellar MLS
730 FORDINGBRIDGE WAY, Osprey, FL 34229
1/60
Active

$710,000

3 Beds2 Baths2,182 SqFt

730 FORDINGBRIDGE WAY, Osprey, FL 34229

Listed by Christina Gaskill COLDWELL BANKER REALTY

Stellar MLS
173 NAVIGATION CIR #107, Osprey, FL 34229
1/71
Active

$328,000

3 Beds2 Baths1,528 SqFt

173 NAVIGATION CIR #107, Osprey, FL 34229

Listed by Tim Weller EXIT KING REALTY

Stellar MLS
1474 LANDVIEW LN, Osprey, FL 34229
1/74
Open Sun 1PM-3PM

$1,475,000

4 Beds3 Baths3,246 SqFt

1474 LANDVIEW LN, Osprey, FL 34229

Listed by Pat Williams PAT WILLIAMS REALTY, LLC

Stellar MLS
401 N POINT RD #504, Osprey, FL 34229
1/54
Active

$880,000

3 Beds3 Baths2,778 SqFt

401 N POINT RD #504, Osprey, FL 34229

Listed by Lenore Treiman MICHAEL SAUNDERS & COMPANY

Stellar MLS
523 OAK BAY DR, Osprey, FL 34229
1/97
Pending

$540,000

4 Beds2 Baths2,399 SqFt

523 OAK BAY DR, Osprey, FL 34229

Listed by Karie Backman KELLER WILLIAMS ON THE WATER S

Stellar MLS
557 CRANE PRAIRIE WAY, Osprey, FL 34229
1/52
Pending

$599,000

3 Beds2 Baths2,172 SqFt

557 CRANE PRAIRIE WAY, Osprey, FL 34229

Listed by Lori Lockhart, PA COLDWELL BANKER REALTY

Stellar MLS
14041 BELLAGIO WAY #318, Osprey, FL 34229
1/46
Active

$999,000

3 Beds2 Baths2,086 SqFt

14041 BELLAGIO WAY #318, Osprey, FL 34229

Listed by Margot Leonard COLDWELL BANKER REALTY

Stellar MLS
75 OSPREY POINT DR, Osprey, FL 34229
1/70
Active

$1,649,000

4 Beds4 Baths4,001 SqFt

75 OSPREY POINT DR, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
360 N POINT RD, Osprey, FL 34229
1/49
Active

$1,495,000

3 Beds4 Baths2,913 SqFt

360 N POINT RD, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
1367 THORNAPPLE DR, Osprey, FL 34229
1/60
Pending

$569,000

3 Beds2 Baths2,182 SqFt

1367 THORNAPPLE DR, Osprey, FL 34229

Listed by Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
157 LOOKOUT POINT DR, Osprey, FL 34229
1/73
Pending

$875,000

3 Beds2 Baths1,859 SqFt

157 LOOKOUT POINT DR, Osprey, FL 34229

Listed by Pat Williams PAT WILLIAMS REALTY, LLC

Stellar MLS
101 OSPREY POINT DR, Osprey, FL 34229
1/65
Active

$4,790,000

4 Beds6 Baths5,087 SqFt

101 OSPREY POINT DR, Osprey, FL 34229

Listed by Joel Schemmel DOUGLAS ELLIMAN

Stellar MLS
292 TURQUOISE LN, Osprey, FL 34229
1/89
Active

$1,050,000

3 Beds2 Baths2,255 SqFt

292 TURQUOISE LN, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
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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.

SITE MAP

      Move To Sarasota, FL
      Relocation Guide to Sarasota
      Buy
      1. New Construction
      2. Luxury Homes
      3. Condo Listings
      Sell
      1. Home Valuation
      2. Sell My Home
      3. Sarasota Real Estate Market Report
      Blogs
      Resources
      1. About Us
      2. Contact Us
      3. Reviews
      4. North Carolina Real Estate
FLTR-Logo-Horizontal-Whitedefault

Florida Life Team Realty + NextHome Mountain Realty

Chandler South License ID: BK3306589

+1(941) 303-9575 hello@fltrealty.com

3230 Southgate Cir Suite 118, Sarasota, FL, 34239

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Chandler South- NextHome Mountain Realty- Broker - NC LIC #336593 - 

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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.

SITE MAP

      Move To Sarasota, FL
      Relocation Guide to Sarasota
      Buy
      1. New Construction
      2. Luxury Homes
      3. Condo Listings
      Sell
      1. Home Valuation
      2. Sell My Home
      3. Sarasota Real Estate Market Report
      Blogs
      Resources
      1. About Us
      2. Contact Us
      3. Reviews
      4. North Carolina Real Estate
FLTR-Logo-Horizontal-Whitedefault

Florida Life Team Realty + NextHome Mountain Realty

Chandler South License ID: BK3306589

+1(941) 303-9575 hello@fltrealty.com

3230 Southgate Cir Suite 118, Sarasota, FL, 34239

Get My App

Chandler South- NextHome Mountain Realty- Broker - NC LIC #336593 - 

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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