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10 Featured Properties Available

10 Featured Properties Available

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5100 JESSIE HARBOR DR #304, Osprey, FL 34229
1/71
Open Sun 1PM-3PM

$735,000

2 Beds2 Baths2,143 SqFt

5100 JESSIE HARBOR DR #304, Osprey, FL 34229

Listed by Suki Scollo COLDWELL BANKER REALTY

Stellar MLS
365 S SHORE DR, Osprey, FL 34229
1/95
Open Sat 11AM-1PM
3D

$1,349,000

3 Beds2 Baths1,824 SqFt

365 S SHORE DR, Osprey, FL 34229

Listed by Lisa Asaro EXIT KING REALTY

Stellar MLS
314 S SHORE DR, Osprey, FL 34229
1/99
Active

$1,495,000

4 Beds3 Baths3,853 SqFt

314 S SHORE DR, Osprey, FL 34229

Listed by Jonathan Minerick HOMECOIN.COM

Stellar MLS
135 TINA ISLAND DR, Osprey, FL 34229
1/47
Active

$3,295,000

3 Beds5 Baths2,572 SqFt

135 TINA ISLAND DR, Osprey, FL 34229

Listed by Mark Lyda GENEROUS PROPERTY

Stellar MLS
6100 JESSIE HARBOR DR #202, Osprey, FL 34229
1/83
Active

$850,000

3 Beds4 Baths3,771 SqFt

6100 JESSIE HARBOR DR #202, Osprey, FL 34229

Listed by Angelic Tassos CORCORAN DWELLINGS REALTY

Stellar MLS
353 S SHORE DR, Osprey, FL 34229
1/55
Active

$1,025,000

3 Beds2 Baths1,840 SqFt

353 S SHORE DR, Osprey, FL 34229

Listed by Phyllis Coviello COLDWELL BANKER SARASOTA CENT.

Stellar MLS
6100 JESSIE HARBOR DR #603, Osprey, FL 34229
1/43
Pending

$849,000

3 Beds3 Baths2,630 SqFt

6100 JESSIE HARBOR DR #603, Osprey, FL 34229

Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

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

$650,000

2 Beds2 Baths2,143 SqFt

5100 JESSIE HARBOR DR #403, Osprey, FL 34229

Listed by Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

$6,950

3 Beds2 Baths2,143 SqFt

5100 JESSIE HARBOR DR #504, Osprey, FL 34229

Listed by Chrissie Cummings JENNETTE PROPERTIES INC

Stellar MLS
120 VILLA DR #120, Osprey, FL 34229
1/55
Active

$497,000

2 Beds2 Baths1,404 SqFt

120 VILLA DR #120, Osprey, FL 34229

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

Stellar MLS
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EXCLUSIVE WATERFRONT REPRESENTATION
John Ferguson
Let's connect
john@sarasotawaterfrontgroup.com +1(941) 840-9412
1101 Tamiami Trl S, Venice, FL, 34285, USA

Get My App

HomeSmart Logo_Full_BLK
SARASOTA (400 x 100 px) (4)

Disclaimer HomeSmart & Personal

REALTOR® | Founder, Sarasota Waterfront Group

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.

John Ferguson, REALTOR®, HomeSmart. HomeSmart is a licensed real estate brokerage. Each HomeSmart office is independently owned and operated. All information deemed reliable but not guaranteed. Sarasota Waterfront Group is a trade name of John Ferguson and is not a separate brokerage entity. All real estate services are provided through HomeSmart.

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

EXCLUSIVE WATERFRONT REPRESENTATION
John Ferguson
Let's connect
john@sarasotawaterfrontgroup.com +1(941) 840-9412
1101 Tamiami Trl S, Venice, FL, 34285, USA

Get My App

HomeSmart Logo_Full_BLK
SARASOTA (400 x 100 px) (4)

Disclaimer HomeSmart & Personal

REALTOR® | Founder, Sarasota Waterfront Group

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.

John Ferguson, REALTOR®, HomeSmart. HomeSmart is a licensed real estate brokerage. Each HomeSmart office is independently owned and operated. All information deemed reliable but not guaranteed. Sarasota Waterfront Group is a trade name of John Ferguson and is not a separate brokerage entity. All real estate services are provided through HomeSmart.

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

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