Back 523 Oak Bay Drive
Off Market

523 Oak Bay Drive

Osprey FL 34229

4
2
2
3189 sq. ft.
10287 sq. ft.
Single-Family
Last sold for $540,000
Karie BackmanKarie Backman, last sold this property on 07 August 2026 after 55 days on market.

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 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.

Features

4 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
3189 sq. ft. floor area
10287 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Osprey over the last 12 months, the estimated median property value of 523 Oak Bay Drive is $950k.

Median value
$950k
Estimated value range
$500k - $4.7m
Median days on market
63
Estimated value trend
23%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Osprey. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 523 Oak Bay Drive

2026
Sold
$540,000
07 Aug 2026 by Karie Backman, of KELLER WILLIAMS ON THE WATER S

Happy sellers in Osprey

67%
67% of sellers in Osprey reported that their sale price either exceeded or met their price expectations.

Osprey stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Osprey over the last 12 months.

Local market activity for 4 bedroom single-family properties in Osprey

In the last 12 months, 48 four-bedroom single-family properties similar to 523 Oak Bay Drive, have been sold.

This represents a 37% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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