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340 Osprey Point Dr, Osprey, FL 34229

$2,500,000

Elegant two-story home featuring a lush green lawn, manicured landscaping, and a stately entrance at 340 Osprey Point Dr, Osprey, FL 34229
  • Bedrooms

    5

  • Baths

    7

  • Sq. Feet

    6001

  • Year Built

    1998

  • Days On Market

    10

  • $/SqFt

    $417

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Home 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.

  • MLS #: A4647690
  • Address: 340 Osprey Point Dr
  • Levels: One
  • City: Osprey
  • Zip: 34229
  • County: Sarasota
  • Subdivision: Oaks
  • Community Features: Buyer Approval Required,Deed Restrictions,Fitness Center,Golf,No Truck/RV/Motorcycle Parking,Pool,Special Community Restrictions,Tennis Court(s)
  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Private Pool: True
  • Pool Features: Auto Cleaner,Child Safety Fence,Deck,Gunite,In Ground,Screen Enclosure
  • Spa Features: Heated,In Ground
  • Water View: Creek
  • Water Name: NORTH CREEK
  • Water Frontage: Creek
  • Water Feet: 200
  • Water Extras: Bridges - No Fixed Bridges
  • Water Access: Creek
  • 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 Counters,Thermostat,Vaulted Ceiling(s),Walk-In Closet(s)
  • Appliances: Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Electric Water Heater,Microwave,Refrigerator,Washer
  • Fireplace Desc: Gas,Living Room
  • Floor Covering: Carpet,Ceramic Tile,Marble,Wood
  • Architectural Style: Custom
  • Exterior Features: Hurricane Shutters,Irrigation System,Outdoor Shower,Sliding Doors
  • Exterior Contruction: Block
  • Foundation: Slab
  • Front Exposure: Southwest
  • Roof: Tile
  • Building Sqft: 7306

Available now at $2,500,000

Approximate Room Sizes / Descriptions

Kitchen26x22FirstMarble
Family Room22x22FirstMarble
Great Room24x20SecondCarpet
Living Room20x16FirstWood
Dining Room15x16FirstMarble
Office15x12FirstWood
Foyer15x10FirstMarble
Primary Bedroom20x16FirstWood
Bedroom 213x14SecondCarpet
Bedroom 315x14SecondCarpet
Bedroom 415x14SecondCarpet
Bedroom 517x11SecondCarpet
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Electric,Exhaust Fan
  • Utilities: BB/HS Internet Available,Cable Connected,Electricity Connected,Public,Street Lights,Underground Utilities
  • Lot Sqft: 34125.00
  • Lot Acres: 0.7800
  • Total Acre: 1/2 to less than 1
  • Lot Num: 8
  • HOA Fees: $475 Quarterly
  • HOA Monthly Amount: $158
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Location: Cleared,Oversized Lot,Paved
  • Disaster Mitigation: Hurricane Shutters/Windows
  • Maintenance Includes: Escrow Reserves Fund,Fidelity Bond,Guard - 24 Hour,Private Road
  • Pets Allowed: Yes
  • Pet Restrictions: Refer to docs.
  • Pet Size: Extra Large (101+ Lbs.)
  • Num Pets: 3
  • : 941-954-5454

Neighborhood

The average asking price of a 5 bedroom Osprey home in this zip code is $3,692,857 (47.7% more than this home).

This home is priced at $417/sqft, which is 43.3% less than similar homes in the 34229 zip code.

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Financial

  • Approx Payment:$12,162*
  • Taxes:$21,513

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (727) 776-3277 and speak with one of our real estate consultants.

Listing Courtesy of RE/MAX ALLIANCE GROUP. For information or to schedule a viewing of this property (MLS# A4647690), call: 727 776 3277

340 Osprey Point Dr, Osprey FL is a single family home of 6001 sqft and is currently priced at $2,500,000 . This single family home has 5 bedrooms. A comparable home for sale at 1216 N Casey Key Rd in Osprey is listed at $11,750,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos and New Homes in Osprey, FL. South Creek, Southbay Yacht & Racquet Club and Sorrento Shores are nearby neighborhoods. MLS A4647690 has been posted on this site since 4/5/2025 (today).

2025 4/14/2025.

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