• Home
  • What Makes a “Waterfront Specialist”?
  • Buyers
    • Buying or Selling a Luxury Home
    • What You Should Know About Short Sales
    • What You Should Know As a Buyer When Attending an Auction
    • Who To Consider When Buying a Home?
  • Sellers
    • Buying or Selling a Luxury Home
    • What to Look for in a Realtor When Selling Your Home?
    • What You Should Know About Bank Owned Properties
    • What You Should Know About Short Sales
  • About Us
    • Contact Us
    • Privacy Policy
  • Testimonials

The Gary Cardillo Group

Your Punta Gorda Waterfront Specialists

  • Office Listings
  • Homes for Sale
    • Port Charlotte Homes
    • Punta Gorda Homes
    • Punta Gorda Isles Homes
    • Burnt Store Isles Homes
    • Englewood Homes
    • North Port Homes
    • Sarasota Homes
    • Venice Homes
    • Waterfront Homes
      • Sailboat Homes
      • Canal Homes
    • Newly Listed Homes
  • Condos for Sale
    • Port Charlotte Condos
    • Punta Gorda Condos
    • Punta Gorda Isles Condos
    • Burnt Store Isles Condos
    • Englewood Condos
    • North Port Condos
    • Sarasota Condos
    • Venice Condos
    • Waterfront Condos
      • Sailboat Condos
      • Canal Condos
    • Newly Listed Condos
  • Land for Sale
    • Port Charlotte Lots
    • Punta Gorda Lots
    • Punta Gorda Isles Lots
    • Burnt Store Isles Lots
    • Englewood Lots
    • North Port Lots
    • Venice Lots
    • Waterfront Lots
      • Sailboat Lots
      • Canal Lots
    • Newly Listed Lots
  • Search the MLS
  • Blog
  • Contact Us

Listing Details for MLS #A4647690 - 340 Osprey Point Dr, Osprey, Fl 34229

Inquire

Residential Property - Single Family Residence in Osprey

Listing Price: $2,500,000Days on Market: 50

Description of Property

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.This is the only 5 bedroom/5 bath single family residence between $2,200,000 and $2,800,000 currently listed for sale in this Zip code.

MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
MLS #A4647690 - OSPREY
 

Property Details At A Glance

  • Virtual Tour

Property Type: Residential
Property Use or Sub Type: Single Family Residence
City: Osprey
County: Sarasota
Subdivision: Oaks
Bedrooms: 5
Bathrooms: 5
Half Baths: 2
Sq. Ft. Gross: 7,306
Sq. Ft. Living Area: 6,001
Cost per (heated) sqare foot: $417
Year built: 1998
Annual Tax: $21,513

HOA Fee: $475 Quarterly
Taxes and fees can change periodically, and other fees may apply. Please check with your Realtor for more details.

Association Fee Includes:

  • Private Road

Interior Features: Walk-In Closet(s)
Appliances: Washer

Fireplace: Yes
Fireplace Features: Living Room

Flooring: Hardwood

Laundry Features: Laundry Room

Schools

Elementary School: Laurel Nokomis Elementary
Middle/Junior High School: Laurel Nokomis Middle
High School: Venice Senior High

Pool & Waterfront Info

Private Pool: Yes
Pool Features: Screen Enclosure
Spa Features: In Ground
Water Front: Yes
Water Frontage: Creek
Water Access: Yes
Water Access Type: Creek
Water Name: NORTH CREEK

Water Extras: Bridges - No Fixed Bridges

Exterior & Construction

Architectural Style: Custom
Construction: Block
Foundation: Slab
Roof: Tile
Exterior Features: Sliding Doors
Garage: Yes
Garage Spaces: 3
Floors in Unit: One
Cooling: Zoned
Heating & Fuel: Exhaust Fan
Electric:
Patio & Porch Features:
Security Features: Security System
Other Structures:
View: Trees/Woods
Fencing:

Utilities: Underground Utilities
Sewer: Public Sewer
Water Source: Public
Community Features: Tennis Court(s)

Lot Information

Lot Features: Oversized Lot
Lot Size (acres): 0.78
Lot Size (sq. ft.): 34,125 square feet
Road Frontage: Street Paved
Front Exposure: Southwest

Legal Description & Other Information

Financing Available: Conventional
Parcel Number: 0142030009
Zoning: RE1
Pets Allowed/Pet Policies: Yes
Tax Legal Desc.: 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
Section: 3
Range: 18

Map

 

Listing courtesy of RE/MAX ALLIANCE GROUP. The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.

Contact The Cardillo Group today about this listing:

    Contact Us Today!

    Your Name (required)

    Your Email (required)

    MLS Number (required)

    Your Message (required)

    How Can We Help You?






      Shop for Real Estate

      • Single-Family Homes for Sale
        • Port Charlotte Homes
        • Punta Gorda Homes
        • Punta Gorda Isles Homes
        • Burnt Store Isles Homes
        • Englewood Homes
        • North Port Homes
        • Sarasota Homes
        • Venice Homes
        • Waterfront Homes
          • Sailboat Homes
          • Canal Homes
        • Newly Listed Homes
      • Condos for Sale
        • Port Charlotte Condos
        • Punta Gorda Condos
        • Punta Gorda Isles Condos
        • Englewood Condos
        • Burnt Store Isles Condos
        • North Port Condos
        • Sarasota Condos
        • Venice Condos
        • Waterfront Condos
          • Sailboat Condos
          • Canal Condos
        • Newly Listed Condos
      • Lots & Land for Sale
        • Port Charlotte Lots
        • Punta Gorda Lots
        • Punta Gorda Isles Lots
        • Burnt Store Isles Lots
        • Englewood Lots
        • North Port Lots
        • Venice Lots
        • Waterfront Lots
          • Sailboat Lots
          • Canal Lots
        • Newly Listed Lots
      • RE/MAX Harbor Realty Office Listings

      Search The MLS

      To search for real estate listed for sale in the MLS, please use our MLS Search Form »

      Search By MLS Listing Number

      MLS #:
      For multiple MLS numbers, separate numbers by a comma: e.g., C7005869, C7015140

      Recent Posts

      • Market Update
      • Thanks…..Giving
      • Market Update November 2024
      • Life Lessons from the Storms We Endure
      • Q: How has this new “anti-trust suit” in Missouri impacted the way agents work with buyers and sellers?

      Search The Blog

      Share

      Twitter
      facebook

      Contact The Gary Cardillo Group

      By email: Info@FLwaterfrontliving.com
      Mobile: 941-916-0939
      Address: RE/MAX Harbor Realty
      2815 Tamiami Trail
      Punta Gorda, FL 33950

      About The Gary Cardillo Group

      Gary Cardillo, Realtor While most people would like to talk about themselves, Gary and Gail have always put their clients first, and their diverse backgrounds have provided their clients an unparalleled level of service and knowledge throughout the past years.
        » Read More...

      Explore Real Estate for Sale

      • Search the MLS
      • Condos for Sale
      • Lots & Land for Sale
      • Single-Family Homes for Sale

      Read Our Blog

      • Buying Real Estate
      • Community Information
      • Events & Activities
      • Selling Real Estate
      The Gary Cardillo Group • RE/MAX Harbor Realty
      2815 Tamiami Trail • Punta Gorda, FL 33950
      941-916-0939
      garycardillo@wesellpg.com

      Copyright © 2011-2025 · The Gary Cardillo Group
      Site designed and managed by Tropical Web Works 104.156.48.242

      Back to Top
      Contact Us