David Shippey
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oaks Real Estate

Market Snapshot of Listings in oaks - Osprey, FL 34229
The current prices for all Real Estate Listings in oaks - Osprey, FL are reflected in the the table below.
Averages based on current search criteria as of 07/29/2025 7:28 PM
Class Total Number Price Beds Baths Age
Residential15$1,532,7673.13.136.9
Rental4$2,3942.21.532.8
Displaying results 11-19 of 19
62 Photos 13 Bayhead Lane Osprey, FL 34229

13 Bayhead Lane
Osprey, FL 34229
Oaks
Residential

MLS# A4645829 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 2310 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor pl... 

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$965,000
Provided courtesy of GENEROUS PROPERTY
72 Photos 340 Osprey Point Dr Osprey, FL 34229

340 Osprey Point Dr
Osprey, FL 34229
Oaks
Residential

MLS# A4647690 / Active
5 Beds, 7.00 Total Baths, 5 Full Bath, 2 Half Bath, 6001 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

Introducing The Grand Estate at The Oaks Baysidea true masterpiece of refined living within one of Sarasotas most prestigious gated communities. Su... 

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$2,500,000
Provided courtesy of RE/MAX ALLIANCE GROUP
80 Photos 662 Fernwalk Lane Osprey, FL 34229

662 Fernwalk Lane
Osprey, FL 34229
Oaks
Residential

MLS# A4635707 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4359 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FLOOD concern (Zone X) behind... 

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$2,995,000
Provided courtesy of GENEROUS PROPERTY
67 Photos 227 Saint James Park Osprey, FL 34229

227 Saint James Park
Osprey, FL 34229
Oaks
Residential

MLS# A4635743 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 2071 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

**TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul De Sac Lot in the Popular S... 

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$1,045,000
Provided courtesy of GENEROUS PROPERTY
95 Photos 49 Osprey Point Drive Osprey, FL 34229

49 Osprey Point Drive
Osprey, FL 34229
Oaks
Residential

MLS# A4642364 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3953 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creat... 

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$2,695,000
Reduced -$50,000
Provided courtesy of MICHAEL SAUNDERS & COMPANY
68 Photos 140 Sugar Mill Drive Osprey, FL 34229

140 Sugar Mill Drive
Osprey, FL 34229
Oaks
Residential

MLS# A4655736 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3286 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Secure Gates of The Oaks Bays... 

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$1,970,000
Provided courtesy of GENEROUS PROPERTY
76 Photos 112 Osprey Point Drive Osprey, FL 34229

112 Osprey Point Drive
Osprey, FL 34229
Oaks
Residential

MLS# O6305818 / Active
4 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 8635 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

Premier Waterfront Opportunity in The Oaks BaysideThis grand estate home, perfectly positioned on a rarely available direct waterfront lot in the e... 

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$3,705,000
Reduced -$195,000
Provided courtesy of KARA MONEY LLC
32 Photos 293 Turquoise Lane Osprey, FL 34229

293 Turquoise Lane
Osprey, FL 34229
Oaks
Rental

MLS# A4594860 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2271 Sqft
Type: SingleFamilyResidence, Area: 34229 - Osprey

**RARE RENTAL OPPORTUNITY (UNFURNISHED)** This STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the SECURE GATES of the... 

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$5,750
Provided courtesy of GENEROUS PROPERTY
86 Photos 33 Bishops Court Road UNIT #118 Osprey, FL 34229

33 Bishops Court Road UNIT #118
Osprey, FL 34229
Oaks
Residential

MLS# A4652332 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1890 Sqft
Area: 34229 - Osprey, Subdivision: Oaks

Come and enjoy the perfect maintenance free lifestyle in this exquisite townhouse located in one of the finest country clubs on the gulf coast, The... 

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$695,000
Provided courtesy of MICHAEL SAUNDERS & COMPANY

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