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$540,000
1 Day On Site

523 OAK BAY DRIVE
OSPREY, FL 34229

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
2
Full Baths
2,399
SqFt
$225
/SqFt
1998
Built
Subdivision:
BAY OAKS ESTATES
County:
Sarasota
Call Now: 941-685-5565
Is this the listing for you? We can help make it yours.
941-685-5565
523 OAK BAY DRIVE523 OAK BAY DRIVE523 OAK BAY DRIVE523 OAK BAY DRIVE
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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 2½ 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.

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Listing Snapshot
Price 
$540,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
2,399 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.24 Acres
Year Built 
1998
MLS® Number 
A4696725
Status 
Active
Property Tax 
$3,448.11
HOA/Condo/Coop Fees 
$25 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
10 hours agoStatus changed to Active
yesterdayListing first seen on site
General Features
Acres 
0.24
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Number Of Stories 
1
Parking 
Attached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3189
Utilities 
Electricity ConnectedSewer Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
CooktopDisposalDryerMicrowaveRefrigerator
Cooling 
Central Air
Flooring 
CarpetTileVinyl
Furnished 
Unfurnished
Heating 
Central
Interior 
Eat-in KitchenHigh CeilingsWalk-In Closet(s)
Laundry Features 
Laundry Room
Great Room 
Level - First
Kitchen 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BlockStucco
Patio And Porch 
CoveredEnclosedPatioScreened
Pool Features 
GuniteIn GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Association Dues 
300
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Annually
MLS Area 
34229 - Osprey
Roads 
Paved
Township 
38S
Schools
School District
Unknown
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
Listing courtesy of KELLER WILLIAMS ON THE WATER S (941) 404-8389



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-13 05:59 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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