To schedule a showing of 324 Bayshore Drive, Osprey, Florida, Call David Shippey at 863-521-4517 TODAY!

$3,995,000 Reduced -$255,000
324 Bayshore Drive
Osprey, FL 34229
  • 4Beds
  • 5.00Total Baths
  • 4 Full, 1 HalfBaths
  • 4,389SqFt
  • 2000Year Built
  • 0.47Acres
  • MLS# A4683138
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market3 months, 19 days
  • Area34229 - Osprey
  • CountySarasota
  • Subdivision Bay Acres - Resub

Overview

Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to the Intracoastal Waterway. Even more spectacular is the beautiful water and natural beauty of Midnight Pass which is just to the north of this property and sandbar relaxation just a short boat ride away. This home features all the right spaces and updates- it features a smartly renovated main house comprised of three bedrooms, three and a half bathrooms and spacious office, as well as separate guest suite with full bathroom. From the moment you approach this property you can tell something is different about it. The large front yard features a wraparound drive with tasteful landscaping and as you approach the front door you are transported into true relaxation as you enter over a pool with footbridge to the front door. The immediate thing you will notice are unobstructed beautiful views, high ceilings and stunning architecture. As you take in the 36x36 tile updated flooring youll visit the kitchen and great room. The kitchen features upscale appliances from SubZero, Miele and Thermador, as well as sleek European style cabinetry. The main living space opens onto a screened, elevated patio with built-in summer kitchen. The primary is oversized with soaring ceilings and features a spa-like bathroom with free-standing tub, walk-in shower, dual vanities, and walk-in closet. The real fun begins outside- its hard to beat the outdoor living space- private sandy beach, heated pool and spa, and large fenced backyard to enjoy. The boating enthusiast will enjoy dual 16k and 10k boat lifts, fish cleaning station, water and electrical service. This home features its own video security system, solar panels with battery backup, a full complement of hurricane shutters, and is located in flood X, indicating no flood insurance required. The roof was replaced in 2025, the structure is built strong with ICF concrete block construction, and the attic insulation is spray foam for energy efficiency. This special estate must truly be seen in person to grasp- schedule your private showing today.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  5.00

Fullbaths:  4

Building Info

Window Features:  WindowTreatments

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary, Custom

Pool Features:  Heated, InGround, SaltWater

Patio:  RearPorch, Covered, Deck, FrontPorch, Porch, Screened, Balcony

Pool Private:  Yes

Exterior Features:  Balcony, SprinklerIrrigation, Lighting, OutdoorKitchen, RainGutters, StormSecurityShutters

Fees / Restrictions

Financial

Original Price:  $4,250,000

Fencing:  ChainLink, Fenced, Wood

Garage / Parking

Parking Features:  CircularDriveway, Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Energy Generation:  Solar

Interior Features

Fireplace Desc:  FamilyRoom

Fireplace:  Yes

Floors:  EngineeredHardwood, Tile

Levels:  Two

Spa:  Yes

Laundry Features:  Inside, LaundryRoom

Interior Features:  CeilingFans, HighCeilings, SolidSurfaceCounters, WalkInClosets, WindowTreatments

Appliances:  BarFridge, BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, ElectricWaterHeater, Refrigerator, WaterPurifier, WineRefrigerator, Washer

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  US 41 to Bay Acres Avenue to address.

Lot Size Units:  Acres

Lot Size Acres:  0.47

Lot Sqft:  20,603

Vegetation:  PartiallyWooded

Lot Desc:  OutsideCityLimits, Landscaped

Misc

Other

Other Structures:  GuestHouse, OutdoorKitchen

Special Conditions:  None

Security Features:  SecuritySystem, ClosedCircuitCameras, SmokeDetectors

Other Rooms Info

Property Info

Section:  10

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  InsulatedConcreteForms, Stucco

Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  10

Sqft Info

Sqft:  4,389

Bulding Area Sqft:  7,971

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  9

Tax Legal Description:  BEG AT THE INT OF THE WLY R/W OF A 50 FT ACCESS RD AND THE WLY R/W OF BAYSHORE DR, AS SHOWN ON PLAT OF BAY ACRES RESUB TH N 31-29-00 W ON WLY LINE OF SAID ACCESS ROAD 4.25 FT TO SELY COR OF

Tax Block:  1

Tax Annual Amount:  23356

Tax Book Number:  7-16

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, HighSpeedInternetAvailable, Propane, MunicipalUtilities, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  BayAccess, Bayfront

View:  Yes

View:  Bay, Intercoastal, Pool, Water

Directions

US 41 to Bay Acres Avenue to address.

This listing courtesy of Michael Saunders & Company 

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Price & Status History (on davidshippey.com since Tue, Feb 24th 2026)
  • Original Price: $4,250,000
  • Current Price: $3,995,000
  • Price Reduced: $255,000
Date ChangedFromTo
04/29/2026$4,250,000 $3,995,000 Reduced by $255,000

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If you have any questions on 324 Bayshore Drive, Osprey, Florida, please call David Shippey at 863-521-4517.


MLS# A4683138 located at 324 Bayshore Drive, Osprey, Florida is brought to you by David Shippey REALTOR®

324 Bayshore Drive, Osprey, Florida has 4 Beds, 4 Full Bath, and 1 Half Bath.
The MLS Number for 324 Bayshore Drive, Osprey, Florida is A4683138.
The price for 324 Bayshore Drive, Osprey, Florida is $3,995,000.
The status of 324 Bayshore Drive, Osprey, Florida is Active.
The subdivision of 324 Bayshore Drive, Osprey, Florida is Bay Acres - Resub.
The home located at 324 Bayshore Drive, Osprey, Florida was built in 2026.