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10 Featured Properties Available

10 Featured Properties Available

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180 LOOKOUT POINT DR, Osprey, FL 34229
1/70
Open Sun 11:30AM-1:30PM

$2,199,900

5 Beds4 Baths3,236 SqFt

180 LOOKOUT POINT DR, Osprey, FL 34229

Listed by Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

$875,000

3 Beds2 Baths1,859 SqFt

157 LOOKOUT POINT DR, Osprey, FL 34229

Listed by Pat Williams PAT WILLIAMS REALTY, LLC

Stellar MLS
272 FOUR KNOT LN, Osprey, FL 34229
1/80
Pending

$1,095,000

5 Beds3 Baths2,723 SqFt

272 FOUR KNOT LN, Osprey, FL 34229

Listed by Andrew Peterson KELLER WILLIAMS ISLAND LIFE REAL ESTATE

Stellar MLS
204 WINDWARD DR, Osprey, FL 34229
1/73
Active

$1,050,000

3 Beds3 Baths2,486 SqFt

204 WINDWARD DR, Osprey, FL 34229

Listed by Sharon Lewis GOLF & BAY PROPERTIES LLC

Stellar MLS
408 YACHT HARBOR DR, Osprey, FL 34229
1/46
Pending

$1,375,000

4 Beds4 Baths2,624 SqFt

408 YACHT HARBOR DR, Osprey, FL 34229

Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
313 LOOKOUT POINT DR, Osprey, FL 34229
1/100
Active

$5,999,999

4 Beds5 Baths5,337 SqFt

313 LOOKOUT POINT DR, Osprey, FL 34229

Listed by Natalie Gutwein MICHAEL SAUNDERS & COMPANY

Stellar MLS
1527 BUOY LN, Osprey, FL 34229
1/52
Active

$1,199,000

3 Beds3 Baths2,830 SqFt

1527 BUOY LN, Osprey, FL 34229

Listed by Matthew Lewis BRIGHT REALTY

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

$4,500

3 Beds2 Baths2,367 SqFt

1355 SOUTHBAY DR, Osprey, FL 34229

Listed by Sharon Lewis GOLF & BAY PROPERTIES LLC

Stellar MLS
186 WINDWARD DR, Osprey, FL 34229
1/93
Pending
3D

$599,900

3 Beds2 Baths2,505 SqFt

186 WINDWARD DR, Osprey, FL 34229

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

Stellar MLS
1602 SOUTHBAY DR, Osprey, FL 34229
1/56
Pending

$974,900

4 Beds4 Baths2,980 SqFt

1602 SOUTHBAY DR, Osprey, FL 34229

Listed by Thomas Kiessling COMPASS FLORIDA LLC

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

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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.