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523 Oak Bay Drive, Osprey, FL 34229

$540,000
  • 523 Oak Bay Drive, Osprey, FL 34229 Main Photo

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New to the Market Active
BEDS4 BATHS2 full SQUARE FEET2,399 MLS#A4696725
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONBAY OAKS ESTATES

Property Description

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 21/2 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.

523 Oak Bay Drive | MLS# A4696725

This single family home located at 523 Oak Bay Drive, Osprey, FL 34229 is currently listed for sale with an asking price of $540,000. This property was built in 1998 and has 4 bedrooms and 2 full baths with 2399 sq. ft. Oak Bay Drive is located in the BAY OAKS ESTATES subdivision. Search BAY OAKS ESTATES real estate on vspector.realty100.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 0.24 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $3,448
Year Built: 1998

Amenities

Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Split Bedroom
Walk-In Closet(s)
Private Mailbox
Sliding Doors

Feature Descriptions

Appliances: Cooktop, Disposal, Dryer, Microwave, Refrigerator
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
Exterior: Block, Stucco
Flood Zone Code: AE
Flooring: Carpet, Tile, Vinyl
Foundation: Slab
HOA Fee: 300/ Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.24
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Patio/Porch: Covered, Enclosed, Patio, Screened
Pets Allowed: Yes
Pets Restrictions: See association and County rules
Pool: Gunite, In Ground, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Supra Lock Box, Appointment Only
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Electricity Connected, Sewer Connected
Water: Public
Water Access Y/N: No
Zoning: RSF2

Local Schools

High School: Venice Senior High
Middle School: Sarasota Middle
Elementary School: Laurel Nokomis Elementary

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS ON THE WATER S
Agency Contact: 941-803-7522

Shown By

Agent Name: Vanessa Spector
Agent Phone: (305) 302-3750 Cell
Agency Title: Realty 100

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Estimated Payment

$ 1,646.64 per month $1,201.81 Principal & Interest $287.33 Property Tax $157.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/13/2026. The listing information on this page last changed on 06/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/13/2026 12:23:43 AM EST) or Miami MLS (last updated Sat 06/13/2026 12:19:49 AM EST) or Stellar MLS (last updated Sat 06/13/2026 12:14:11 AM EST) or Beaches MLS (last updated Sat 06/13/2026 12:19:11 AM EST). Real estate listings held by brokerage firms other than Realty 100 may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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