$810,000

Active

Single Family Home

5 Beds 4 Baths 3,395 SqFt

851 PLACID LAKE DR, Osprey, FL 34229

One or more photo(s) has been virtually staged. Your dream home is waiting for you! This home has Fresh Interior Paint, ...

Listed by OPENDOOR BROKERAGE LLC

14041 BELLAGIO WAY #414, Osprey, FL 34229

93

$750,000

Active

Condo

3 Beds 2 Baths 1,799 SqFt

14041 BELLAGIO WAY #414, Osprey, FL 34229

Luxury waterfront penthouse with deep water marina access. Discover Osprey Harbor Village, an exclusive gated condo comm...

Listed by WILLIAM RAVEIS REAL ESTATE

68

$998,000

Active

Single Family Home

4 Beds 3 Baths 3,438 SqFt

766 SHADOW BAY WAY, Osprey, FL 34229

Nestled on a quiet street in the highly sought-after Rivendell community, this former Arthur Rutenberg model home featur...

Listed by COLDWELL BANKER SARASOTA CENT.

93

$1,200,000

Active

Single Family Home

4 Beds 5 Baths 4,020 SqFt

67 SUGAR MILL DR, Osprey, FL 34229

Selling This Weekend Only (July 18th – 19th) for Highest/Best Offer! Viewings from 9-5 on Friday, and 8-12 on Saturday. ...

Listed by MAPP REALTY & INVESTMENT CO

14041 BELLAGIO WAY #315, Osprey, FL 34229

100

$650,000

Active

Condo

3 Beds 2 Baths 1,736 SqFt

14041 BELLAGIO WAY #315, Osprey, FL 34229

SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE...

Listed by WILLIAM RAVEIS REAL ESTATE

5100 JESSIE HARBOR DR #701, Osprey, FL 34229

47

$725,000

Active

Condo

3 Beds 3 Baths 2,484 SqFt

5100 JESSIE HARBOR DR #701, Osprey, FL 34229

Perched on the top floor of Blackburn Harbor Residences, this 3-bedroom, 3-bath end unit is just under 2500 square feet ...

Listed by WILLIAM RAVEIS REAL ESTATE

37

$265,000

Active

Condo

2 Beds 2 Baths 1,325 SqFt

121 WOODLAND PL #121, Osprey, FL 34229

Fabulous location for this FULLY FURNISHED, TURNKEY, two bedroom second floor condo in the Pine Run neighborhood. If y...

Listed by PAT WILLIAMS REALTY, LLC

69

$749,000

Active

Single Family Home

3 Beds 3 Baths 2,267 SqFt

471 PARK TRACE BLVD, Osprey, FL 34229

Welcome to your dream home! This stunning, custom-built 3 bedroom, 3 bathroom residence perfectly blends luxury, comfort...

Listed by FLORIDA HOME TEAM LLC

3D

$479,000

Active

Single Family Home

3 Beds 2 Baths 1,904 SqFt

26 BAY ACRES AVE, Osprey, FL 34229

Discover this hidden gem in the sought-after waterfront community in Bay Acres, positioned West of the Trail with direct...

Listed by RE/MAX ALLIANCE GROUP

49

$897,000

Active

Single Family Home

3 Beds 2 Baths 2,483 SqFt

678 CRANE PRAIRIE WAY, Osprey, FL 34229

It's always about the view and the new tile roof in June 2025 plus the Tesla whole-house solar system comprising 26 roof...

Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY

7303 JESSIE HARBOR DR #7303, Osprey, FL 34229

59

$474,900

Active

Condo

3 Beds 2 Baths 1,883 SqFt

7303 JESSIE HARBOR DR #7303, Osprey, FL 34229

PENTHOUSE CONDO IN WATERFRONT COMMUNITY! <br>Experience luxury coastal living in this spacious 3-bedroom, 2-bath penthou...

Listed by KW COASTAL LIVING

43

$689,000

Active

Single Family Home

4 Beds 2 Baths 2,145 SqFt

819 SHADOW BAY WAY, Osprey, FL 34229

A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of Rivendell. Live so beautifully...

Listed by PREMIER SOTHEBYS INTL REALTY

$1,950,000

Pending

Single Family Home

4 Beds 4 Baths 4,132 SqFt

898 MACEWEN DR, Osprey, FL 34229

Large 4 bedroom, 4 bath home on over half an acre bordering the 7th fairway of the Heron Golf Course in the Oaks Clubsid...

Listed by COLDWELL BANKER REALTY

99

$6,750,000

Active

Single Family Home

6 Beds 5 Baths 4,893 SqFt

622 BAYSHORE DR, Osprey, FL 34229

Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretch...

Listed by MICHAEL SAUNDERS & COMPANY

54

$765,000

Pending

Single Family Home

3 Beds 2 Baths 2,463 SqFt

127 PARK TRACE BLVD, Osprey, FL 34229

Absolutely Spectacular Lake-View Home in Osprey - with New ROOF and Upgrades throughout is priced to sell! <br>This prop...

Listed by MICHAEL SAUNDERS & COMPANY

18

$249,900

Pending

Single Family Home

3 Beds 2 Baths 1,284 SqFt

444 WASHINGTON AVE, Osprey, FL 34229

Under contract-accepting backup offers. Handyman or tear down. Potential of 2 buildable lots. The carport area roof lift...

Listed by COLDWELL BANKER SARASOTA CENT.

41

$164,900

Active

Manufactured Home

2 Beds 2 Baths 863 SqFt

170 EDGEWOOD DR, Osprey, FL 34229

YOUR PERFECT FLORIDA RETREAT AWAITS.... Imagine spending your winter days in a swimming pool or in the warm waters and b...

Listed by KW SUNCOAST

53

$499,900

Active

Condo

2 Beds 2 Baths 1,574 SqFt

780 SARABAY RD #16, Osprey, FL 34229

Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Littl...

Listed by RMS ELITE PROPERTIES

100

$1,295,000

Active

Single Family Home

4 Beds 4 Baths 3,479 SqFt

1484 SEAFARER DR, Osprey, FL 34229

Welcome to Southbay Yacht & Racquet Club, one of the Gulf Coast's most coveted communities—where every day feels like a ...

Listed by EXP REALTY LLC

35

$310,000

Active

Condo

2 Beds 2 Baths 1,135 SqFt

4267 EXPEDITION WAY, Osprey, FL 34229

Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minut...

Listed by COLDWELL BANKER REALTY

32

$380,000

Active

Townhouse

2 Beds 2 Baths 1,165 SqFt

1801 HIGHLAND RD, Osprey, FL 34229

Enjoy this Key West-style townhome in Towns-End Shores-maintenance-free living at its best! Beautifully upgraded with po...

Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE

3D

$560,000

Active

Single Family Home

4 Beds 2 Baths 1,981 SqFt

813 OAK POND DR, Osprey, FL 34229

One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!!...

Listed by PREFERRED SHORE LLC

3D

$649,995

Pending

Single Family Home

4 Beds 3 Baths 2,256 SqFt

695 RIVENDELL BLVD, Osprey, FL 34229

Under contract-accepting backup offers. Welcome to 695 Rivendell Boulevard in Osprey, Florida – a beautifully maintained...

Listed by DALTON WADE INC

55

$3,300,000

Active

Single Family Home

4 Beds 6 Baths 7,842 SqFt

550 DOVE POINTE, Osprey, FL 34229

Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this statel...

Listed by MICHAEL SAUNDERS & COMPANY

149 Featured Properties Available