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157 Properties Available In Osprey

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1363 NEW FOREST LN, Osprey, FL 34229
1/24 24

$499,000

Active

Single Family Home

2 Beds 2 Baths 1,738 SqFt

1363 NEW FOREST LN, Osprey, FL 34229

Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodland...

Listed by

901 REFLECTION WAY, Osprey, FL 34229
3D

$795,000

Active

Single Family Home

3 Beds 2 Baths 2,443 SqFt

901 REFLECTION WAY, Osprey, FL 34229

LOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this METICULOUSLY MAINTAINED, Custom-...

Listed by

519 BAYVIEW AVE, Osprey, FL 34229
1/48 48

$495,000

Active

Single Family Home

3 Beds 2 Baths 1,885 SqFt

519 BAYVIEW AVE, Osprey, FL 34229

Value Property in a Great Coastal Location. Perfect for a Boating Community in Sarasota, Bay Acres quick boating to Sies...

Listed by

184 EXPLORER DR, Osprey, FL 34229
1/25 25

$1,995

Active

Townhouse

2 Beds 2 Baths 1,135 SqFt

184 EXPLORER DR, Osprey, FL 34229

The unit is available for rent from October 1 till December 30 , 2025.The minimum rental period is 1 month. The monthly ...

Listed by

320 TROPIC DR, Osprey, FL 34229
1/20 20

$190,000

Active

Manufactured Home

2 Beds 2 Baths 1,199 SqFt

320 TROPIC DR, Osprey, FL 34229

A GREAT HOME IN A GREAT PARK AT A GREAT PRICE. Welcome to your new home in the Arbors, Sarasota County's most sought-af...

Listed by

340 OSPREY POINT DR, Osprey, FL 34229
1/72 72

$2,500,000

Active

Single Family Home

5 Beds 7 Baths 6,001 SqFt

340 OSPREY POINT DR, Osprey, FL 34229

Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota's most pres...

Listed by

110 PINE AVE, Osprey, FL 34229
1/11 11

$705,000

Active

Single Family Home

3 Beds 2 Baths 2,058 SqFt

110 PINE AVE, Osprey, FL 34229

Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of...

Listed by

13 BAYHEAD LN, Osprey, FL 34229
3D

$965,000

Active

Single Family Home

2 Beds 2 Baths 2,310 SqFt

13 BAYHEAD LN, Osprey, FL 34229

**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This reside...

Listed by

236 SAINT JAMES PARK, Osprey, FL 34229
1/88 88

$2,900,000

Active

Single Family Home

6 Beds 7 Baths 6,246 SqFt

236 SAINT JAMES PARK, Osprey, FL 34229

Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home ...

Listed by

402 WALLS WAY, Osprey, FL 34229
1/79 79

$1,450,000

Pending

Single Family Home

4 Beds 4 Baths 3,464 SqFt

402 WALLS WAY, Osprey, FL 34229

Under contract-accepting backup offers. Welcome to timeless elegance and modern comfort in The Oaks Clubside. This stunn...

Listed by

101 WOODLAND PL, Osprey, FL 34229
1/36 36

$7,200

Active

Townhouse

3 Beds 3 Baths 1,839 SqFt

101 WOODLAND PL, Osprey, FL 34229

Now AVAILABLE FOR LEASE WINTER SEASON 2026 at PINE RUN Condominiums in Osprey, Florida! 3BR/2.5BA Location! Location! We...

Listed by

280 HIDDEN BAY DR #202, Osprey, FL 34229
3D

$780,250

Active

Condo

3 Beds 2 Baths 1,937 SqFt

280 HIDDEN BAY DR #202, Osprey, FL 34229

READY FOR IMMEDIATE OCCUPANCY! <br>Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota Bay <br> ...

Listed by

1049 N CASEY KEY RD, Osprey, FL 34229
1/64 64

$4,750,000

Pending

Single Family Home

3 Beds 3 Baths 2,582 SqFt

1049 N CASEY KEY RD, Osprey, FL 34229

Under contract-accepting backup offers. Seize the opportunity to own a piece of paradise on the exclusive North Casey Ke...

Listed by

1216 N CASEY KEY RD, Osprey, FL 34229
1/60 60

$11,750,000

Active

Single Family Home

5 Beds 8 Baths 8,050 SqFt

1216 N CASEY KEY RD, Osprey, FL 34229

This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured ...

Listed by

201 EAGLENOOK WAY, Osprey, FL 34229
1/88 88

$1,200,000

Pending

Single Family Home

4 Beds 3 Baths 3,379 SqFt

201 EAGLENOOK WAY, Osprey, FL 34229

Nestled in the exclusive Pine Ranch community of Osprey, Florida, this 4-bedroom, 3-bath estate offers a rare opportunit...

Listed by

820 PLACID LAKE DR, Osprey, FL 34229
3D

$1,095,000

Active

Single Family Home

5 Beds 4 Baths 3,938 SqFt

820 PLACID LAKE DR, Osprey, FL 34229

Discover this expansive 5-bedroom, 4-bathroom home with an oversized bonus room and 3,938 sq. ft. of living space, perfe...

Listed by

3603 N POINT RD #702, Osprey, FL 34229
3D

$1,395,000

Active

Condo

3 Beds 3 Baths 2,545 SqFt

3603 N POINT RD #702, Osprey, FL 34229

**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRI...

Listed by

3603 N POINT RD #602, Osprey, FL 34229
3D

$5,900

Active

Condo

3 Beds 3 Baths 2,545 SqFt

3603 N POINT RD #602, Osprey, FL 34229

**FURNISHED, 3-BED / 3-FULL BATH, Over 2500sf CONDO with FANTASTIC VIEW** features an Open Floorplan and is located behi...

Listed by

67 SUGAR MILL DR, Osprey, FL 34229
1/83 83

$1,999,000

Pending

Single Family Home

4 Beds 5 Baths 4,020 SqFt

67 SUGAR MILL DR, Osprey, FL 34229

Under contract-accepting backup offers. This is your rare chance to claim a spectacular estate in Sarasota's premier gol...

Listed by

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