David Shippey
863.521.4517

49 Osprey Point Drive Osprey Florida | Home for Sale

To schedule a showing of 49 Osprey Point Drive, Osprey, Florida, Call David Shippey at 863-521-4517 TODAY!

$2,695,000 Reduced -$50,000
49 Osprey Point Drive
Osprey, FL 34229
  • 4Beds
  • 4.00Total Baths
  • 3 Full, 1 HalfBaths
  • 3,953SqFt
  • 1989Year Built
  • 0.40Acres
  • MLS# A4642364
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 23 days
  • Area34229 - Osprey
  • CountySarasota
  • Subdivision Oaks

Overview

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.



Agriculture / Farm

Association Fees / Info

Community Features:  Clubhouse, Dock, Fitness, Fishing, Golf, Pool, Restaurant, TennisCourts, WaterAccess, Gated

Pets Allowed:  Yes

Senior Community:  No

Hoa Frequency Rate:  5700

Association:  Yes

Association Amenities:  Clubhouse, FitnessCenter, GolfCourse, MaintenanceGrounds, Pickleball, TennisCourts

Hoa Fees Frequency:  Annually

Bathroom Info

Total Baths:  4.00

Fullbaths:  3

Building Info

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary, Custom

Pool Features:  InGround, SaltWater, Community, Other

Patio:  Covered, Enclosed, Screened

Pool Private:  Yes

Exterior Features:  OutdoorShower, Storage

Fees / Restrictions

Financial

Original Price:  $2,995,000

Disclosures:  CovenantsRestrictionsDisclosure

Garage / Parking

Open Parking:  No

Parking Features:  WorkshopInGarage

Attached Garage:  Yes

Garage:  Yes

Carport:  No

Green / Env Info

Interior Features

Fireplace Desc:  FamilyRoom, LivingRoom

Fireplace:  Yes

Floors:  Concrete

Levels:  One

Spa:  Yes

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, CentralVacuum, EatInKitchen, HighCeilings, MainLevelPrimary, StoneCounters, SplitBedrooms, VaultedCeilings, WalkInClosets, SeparateFormalLivingRoom

Appliances:  Dishwasher, Range, Refrigerator, RangeHood, CentralVacuum

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  From US 41 go South to Osprey Point Drive. West on Osprey point drive, show gate guard your card. 49 Osprey Point is on the right.

Lot Size Units:  Acres

Lot Size Acres:  0.4

Lot Sqft:  17,230

Lot Desc:  OversizedLot, Landscaped

Misc

Other

Special Conditions:  None

Security Features:  GatedWithGuard, GatedCommunity

Other Rooms Info

Property Info

Section:  03

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Attached:  No

New Construction:  No

Construction Materials:  Block, Concrete, Stucco

Stories:  1

Total Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  5

Sqft Info

Sqft:  3,953

Bulding Area Sqft:  5,227

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  135

Tax Legal Description:  LOT 135 OAKS

Tax Annual Amount:  14206.23

Tax Book Number:  2111-2937

Unit Info

Utilities / Hvac

Heating:  Central, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, MunicipalUtilities, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  LakeFront, LakePrivileges

View:  Yes

View:  Lake, Water

Directions

From US 41 go South to Osprey Point Drive. West on Osprey point drive, show gate guard your card. 49 Osprey Point is on the right.

This listing courtesy of Michael Saunders & Company 

Mortgage Calculator

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Price & Status History (on davidshippey.com since Wed, Mar 5th 2025)
  • Original Price: $2,995,000
  • Current Price: $2,695,000
  • Price Reduced: $300,000
Date ChangedFromTo
07/24/2025$2,745,000 $2,695,000 Reduced by $50,000
06/11/2025$2,795,000 $2,745,000 Reduced by $50,000

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If you have any questions on 49 Osprey Point Drive, Osprey, Florida, please call David Shippey at 863-521-4517.


MLS# A4642364 located at 49 Osprey Point Drive, Osprey, Florida is brought to you by David Shippey REALTOR®

49 Osprey Point Drive, Osprey, Florida has 4 Beds, 3 Full Bath, and 1 Half Bath.
The MLS Number for 49 Osprey Point Drive, Osprey, Florida is A4642364.
The price for 49 Osprey Point Drive, Osprey, Florida is $2,695,000.
The status of 49 Osprey Point Drive, Osprey, Florida is Active.
The subdivision of 49 Osprey Point Drive, Osprey, Florida is Oaks.
The home located at 49 Osprey Point Drive, Osprey, Florida was built in 2025.

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