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$1,900,000
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Property Description
Introducing The Grand Estate at The Oaks Bayside-a true masterpiece of refined living within one of Sarasota's most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you'll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling-ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef's kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler's pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you'll have access to The Oaks Club's world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don't miss your chance to own this exceptional estate-schedule your private tour today and experience the luxury of life at The Oaks Bayside.
Full Property Details
Full Property Details for 340 Osprey Point Dr
General
- Sold For: $1,900,000
- HOA FEE: $158/month
- HOA FEE FREQ.: Quarterly
- Taxes: $21,512 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4647690
- Added to Site: 332 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 12
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Gas, Living Room
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile, Marble, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Auto Cleaner, Child Safety Fence, Deck, Gunite, In Ground, Screen Enclosure
- Spa Description: Heated, In Ground
- Security/Safety: Gated Community, Security Gate, Security System
Exterior
- Exterior Features: Hurricane Shutters, Irrigation System, Outdoor Shower, Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: OAKS
- Driving Directions: Take Tamiami Trail south to Osprey, continue south to the Oaks Club on the right hand side of the road, Turn right at Osprey Point Road, stop at guard house proceed to the first street turn right, follow past the first stop sign to the house on the right side.
- Direction Faces: Southwest
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Water Access, Waterfront, Buyer Approval Required, Deed Restrictions, Fitness Center, Golf, No Truck/RV/Motorcycle Parking, Pool, Special Community Restrictions, Tennis Court(s)
- Association: Yes
- Assoc. Name: LIGHTHOUSE PROPERTY MGT. / HOPE ROOT
- Assoc. Fees Include: 24-Hour Guard, Escrow Reserves Fund, Fidelity Bond, Private Road
- Number of Pets: 3
- Pet Restrictions: Refer to docs.
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Exhaust Fan
Utilities
- Sewer: Public Sewer
- Water District: NORTH CREEK
- Water: Public
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Street Lights, Underground Utilities
Structural Information
- Architectural Info: Custom
- Architectural Style: Custom
- Exterior Const.: Block
- Roof: Tile
- Stories/Levels: One
- Square Feet: 6,001
- Sq. Ft. Source: Owner
- Living Area: 6,001 Sq. Ft.
- Year Built: 1998
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.78
- Lot Size (Sq. Ft.): 34,125
- Lot Size: 34125
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water Access: Yes
- Water Access Desc: Creek
- Water Extras: Yes
- Water Front Name: NORTH CREEK
- Water Front Desc.: Waterfront, Creek
Financial Considerations
- Association Fee: $475
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $21,512.93
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 8 & SLY 1/2 OF LOT 9 DESC AS BEG AT MOST SLY COR OF LOT 9 TH N-43-34-41-W 14.18 FT TH WLY ALG CURVE TO LEFT 63.45 FT TH N-36- 44-16-E 185.66 FT TO MHWL OF NORTH CREEK TH S-55-19-55-E ALG SAID
- Flood Zone Info: AE
- APN: 142030009
- Property ID: 142030009
Listed by Re/Max Alliance Group
Sold by Michael Saunders & Company
Get Pre-Approved Today
Schools
Schools serving 340 Osprey Point Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 6.5 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 8.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 340 Osprey Point Dr
Date
Details
Price
Change
Source
2/10/2026
Sold
$1,900,000
-20.67%
MLS
11/10/2025
Price Reduced
$2,395,000
-4.2%
MLS
4/05/2025
Listed
$2,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
340 Osprey Point Dr, Osprey, FL 34229 (MLS# A4647690) is a Single Family property that was sold at $1,900,000 on February 10, 2026. Want to learn more about 340 Osprey Point Dr? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

