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Published on: Thu, Apr 10, 2025 1:01 PM
Updated on: Fri, Nov 28, 2025 10:42 AM
About the Lister
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Name: Lee Brewer
Company: Lee Brewer - RE/MAX Alliance Group
Office Phone:  
Cell Phone: (941) 724-3448
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  340 OSPREY POINT DR Osprey

340 OSPREY POINT DR Osprey Florida , 34229
340 OSPREY POINT DR Osprey Florida                                                                                             , 34229  Lee Brewer - RE/MAX Alliance Group
Listing ID: RL-Florida-14751 Single Family/Residential Type

Purchase Option

Acquisition Option: Traditional Purchase
Quick Glance
Listing ID: RL-Florida-14751
Status: Accepting Offers
Property Status: Normal Sale
Building Status: Existing
Year Built: 1998
Building Size: 6,001.00 Sq Ft.
Total Rooms: 12
No of Bedrooms: 5
No of Bathrooms: 5
No of Half Bathrooms: 2
No of Total Units: 10
Lot Area: 0.00 Sq Ft.
No of Stories: 2
No of Parking: N/A
No of Garages: 2
Pool: Yes
Water Front: No
Roofing: Tile
Attached Documents
No documents added yet!
Listing Summary
Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota's most prestigious gated communities.
Complete Details
Year Build: 1998
Building Size: 6,001
Total Lot Area: 0
No. of Stories: 2
No. of Parking: 0

Total Rooms: 0

No. of Bed Rooms: 5
No. of Bath Rooms: 5
No. of Half-Baths: 2
No. of Garages: 2
No. of Kitchen: 1
Property Current Status: Normal Sale
Building Status: Existing
Heating and Cooling: Heating and Cooling
Furnished: No
Water Front: No
Pool: Yes
Roofing: Tile
Detail Description

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.

Additional Properties
Property Highlights
  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Count
  • Heating: Central, Electric, Exhaust Fan
  • Cooling: Central Air, Zoned
  • Flooring: Carpet, Ceramic Tile, Marble, Wood
  • Fireplaces Type: Gas, Living Room
  • Appliance: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
  • Laundry: Inside, Laundry Room
  • Exterior Feature: Hurricane Shutters, Irrigation System, Outdoor Shower, Sliding Doors
  • Lot Description: Cleared, Oversized Lot, Paved
  • HOA Fee Include: Guard - 24 Hour,Escrow Reserves Fund,Fidelity Bond,Private Road
Pets Allowed
  • Pet Size: Extra Large (101+ Lbs.)
Property Utilities
  • BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Street Lights, Underground Utilities
Amenities
  • Pool: Auto Cleaner, Child Safety Fence, Deck, Gunite, In Ground, Screen Enclosure
Community Features
  • Buyer Approval Required, Deed Restrictions, Fitness Center, Golf, No Truck/RV/Motorcycle Parking, Pool, Special Community Restrictions, Tennis Court(s)
  • Elementary Schools: Laurel Nokomis Elementary
  • Middle Schools: Laurel Nokomis Middle
  • High Schools: Venice Senior High

Lending Opportunities

Interested in making an offer on this property or adding it to your portfolio? Our network of experienced lenders is ready to provide you with competitive loan options tailored to your needs. Whether you're an investor or a first-time buyer, securing financing is the key to turning this opportunity into reality. Don’t wait, reach out now to get pre-approved, explore your loan options, and take the next step with confidence!
Company Name Lender Type Contact Name Contact Number Actions
Easy Home Loans, LLC Mortgage Broker Ana M Gonzalez (786) 525-7126 Request Quote
Universe Financial Corp Mortgage Broker Melody Bejerano (305) 505-3053 Request Quote
Listing Address
Lister's other Properties
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Listing ID: RL-Florida-27359
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Category: Residential Type - Condo/Townhouse
Status: Accepting Offers
Created On: 2/6/2026
Modified On: 2/6/2026
2756 CLUBHOUSE DR #101 , Sarasota Florida                                                                                              34232
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Listing ID: RL-Florida-27349
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Status: Accepting Offers
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Modified On: 2/4/2026
1703 N POMPANO AVE , Sarasota Florida                                                                                              34234
Address: 5085 KINGSLEY RD , North Port Florida 34287
Listing ID: RL-Florida-27348
Listing Type: Residential
Category: Residential Type - Single Family
Status: Accepting Offers
Created On: 2/4/2026
Modified On: 2/4/2026
5085 KINGSLEY RD , North Port Florida                                                                                              34287
Address: 5601 BENTGRASS DR #10-112 , Sarasota Florida 34235
Listing ID: RL-Florida-27347
Listing Type: Residential
Category: Residential Type - Condo/Townhouse
Status: Accepting Offers
Created On: 2/4/2026
Modified On: 2/4/2026
5601 BENTGRASS DR #10-112 , Sarasota Florida                                                                                              34235
Address: 940 OSBORNE DR , Sarasota Florida 34234
Listing ID: RL-Florida-27346
Listing Type: Residential
Category: Residential Type - Single Family
Status: Accepting Offers
Created On: 2/3/2026
Modified On: 2/3/2026
940 OSBORNE DR , Sarasota Florida                                                                                              34234
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