To schedule a showing of 523 Oak Bay Drive, Osprey, Florida, Call David Shippey at 863-521-4517 TODAY!

$540,000 No Recent Price Change
523 Oak Bay Drive
Osprey, FL 34229
  • 4Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 2,399SqFt
  • 1998Year Built
  • 0.24Acres
  • MLS# A4696725
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 days
  • Area34229 - Osprey
  • CountySarasota
  • Subdivision Bay Oaks Estates

Overview

Welcome home to this beautifully maintained 3-bedroom + den, 2-bath pool home nestled on a desirable corner lot, in a cul-de-sac, in Osprey. This home has been impeccably maintained and is an unbeatable location, this is the effortless Florida lifestyle you've been searching for.Peace of mind comes standard here. The roof is less than 7 years old, the AC was replaced just 2 years ago, and the hot water heater is under 3 years old... meaning the big-ticket items are already handled, so you can simply move in and enjoy. You will find vinyl plank flooring, tile and carpet throughout. The care and attention put into this home shows in every corner.This home offers space to rest, work, entertain and relax...The flexible den offers the perfect home office, creative studio, 4th bedroom or guest retreat, whatever your lifestyle calls for? along with two spacious bathrooms. Then, step outside to your private screened pool, where the corner lot provides extra breathing room, privacy, and that open, airy feel that's so rare to find.Positioned in the heart of Osprey, this home is only minutes from the beloved Legacy Trail? which is ideal for cycling, jogging, and morning walks through some of Florida's most scenic natural surroundings. Nature lovers will also enjoy the proximity to Oscar Scherer State Park, offering kayaking, wildlife watching, and over 15 miles of trails.And when the beach calls, it's answered quickly. Nokomis Beach is just a short drive away for a casual sunset stroll, while the world-famous Siesta Key Beach, home to some of the whitest, finest sand on the planet, is within easy reach for those perfect beach excursions.523 Oak Bay Drive checks every box: updated systems, private pool, flexible living space, and access to the very best of Florida's Gulf Coast. People also love the access to top-rated schools, including the nationally acclaimed Pine View School and Laurel Nokomis Elementary, making this the complete package for anyone looking to plant roots in one of Sarasota County's most sought-after communities. Homes like this don't last long. Schedule your private showing today.



Agriculture / Farm

Association Fees / Info

Pets Allowed:  Yes

Hoa Frequency Rate:  300

Association:  Yes

Hoa Fees Frequency:  Annually

Association Fee Includes:  Trash

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Gunite, InGround, ScreenEnclosure

Patio:  Covered, Enclosed, Patio, Screened

Pool Private:  Yes

Exterior Features:  SprinklerIrrigation

Fees / Restrictions

Financial

Original Price:  $540,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Carpet, Tile, Vinyl

Levels:  One

Laundry Features:  LaundryRoom

Interior Features:  EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, SplitBedrooms, WalkInClosets

Appliances:  Cooktop, Dryer, Disposal, Microwave, Refrigerator, Washer

Lot Info

Direction Remarks:  From Tamiami, turn east onto Preymore and drive 1.3 miles. Turn right onto Oak Bay Drive and 523 Oak Bay Drive will be on your left

Lot Size Units:  Acres

Lot Size Acres:  0.24

Lot Sqft:  10,287

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  02

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  1

Total Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  3

Sqft Info

Sqft:  2,399

Bulding Area Sqft:  3,189

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  2143

Tax Legal Description:  LOT 2143 BAY OAKS ESTATES UNIT 1

Tax Annual Amount:  3448.11

Tax Book Number:  36-47

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, SewerConnected

Waterfront / Water

Directions

From Tamiami, turn east onto Preymore and drive 1.3 miles. Turn right onto Oak Bay Drive and 523 Oak Bay Drive will be on your left

This listing courtesy of Keller Williams On The Water S 

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On davidshippey.com since Fri, Jun 12th 2026
No Property History recorded for this listing.

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If you have any questions on 523 Oak Bay Drive, Osprey, Florida, please call David Shippey at 863-521-4517.


MLS# A4696725 located at 523 Oak Bay Drive, Osprey, Florida is brought to you by David Shippey REALTOR®

523 Oak Bay Drive, Osprey, Florida has 4 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 523 Oak Bay Drive, Osprey, Florida is A4696725.
The price for 523 Oak Bay Drive, Osprey, Florida is $540,000.
The status of 523 Oak Bay Drive, Osprey, Florida is Active.
The subdivision of 523 Oak Bay Drive, Osprey, Florida is Bay Oaks Estates.
The home located at 523 Oak Bay Drive, Osprey, Florida was built in 2026.