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The Oaks Clubside - Homes for Sale

The Oaks Clubside Homes for Sale

The Oaks Club Real Estate

The Oaks Club - Oaks Clubside - Oaks Bayside - Oaks Preserve - Meridian

is located on the east side of North Tamiami Trail (route 41) just as you enter into Osprey, and is home to The Oaks Club which is an exclusive members on
ly golf and country club of Sarasota.
READ MORE about The Oaks Clubside Homes for Sale.....

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The Oaks Clubside Homes for Sale

All Listings $100,000 - $200,000 $800,000 - $900,000
Over $1,000,000
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Sort listings by:Price, Highest First

468 Walls Way

OSPREY, FL - $2,000,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,698 SQFT
  • 278 DOM
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This 4 Bedroom Home With 4 Baths, And 2 Half Bath Enjoys One Of The Best Locations In The Oaks Clubside. Idyllically Situated At The End Of A Cul-de-sac, On A Beautifully Landscaped Half Acre Lot, This Home Offers Privacy, Tranquility And Beautif...

470 East Macewen Drive

OSPREY, FL - $1,870,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,267 SQFT
  • 54 DOM
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Escape To Your Very Own Private Paradise Set Within The Gated Community Of The Oaks. This Stunning Residence Blends Classic Architectural Elements, A Sense Of Openness, Comfort, And Function To Provide A Near-perfect Setting For A Vacation Retreat...

933 Blue Heron Overlook

OSPREY, FL - $1,575,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,856 SQFT
  • 8 DOM
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Premier Courtyard Estate Home With Picturesque Southwest Views Located In A Cul-de-sac In The Oaks Clubside Behind Heron's 1st Green. A Single Floor Home With 4856 Sq Ft Under Air Plus A 2900 Sq Ft Lanai With Heated Ig Salt Water Pool. Very Desira...

731 North Macewen Drive

OSPREY, FL - $859,900

Residential, Single Family Residence
OAKS 2 PH 4-C PT 1
  • 4 Beds
  • 4 Baths
  • 3,192 SQFT
  • 203 DOM
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Enjoy The 3d Virtual Tour Of This Elegant, Beautifully Updated, 4 Bed / 4 Bath, Luxury Estate Situated On The 17th Fairway Of The Heron Golf Course. Relish In The Coveted Lifestyle Of The Oaks Club, Featuring "luxury Coastal Living In The Heart Of...

51 Macewen Drive 2

OSPREY, FL - $110,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 623 SQFT
  • 102 DOM
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Windsor Guest Lodge Is The Easiest Way To Become A Member Of The Oaks! Perfect For Your Guest Or As A Quick Getaway To Enjoy The Complete Country Club Lifestyle At Its Finest. This 1 Bedroom, Maintenance Free, Condo Is Exquisite With Custom Deta...

More About The Oaks Clubside Homes for Sale

The Oaks Clubside is a community of 340 homes that are required to be at least 2,400 sq. ft. in size and on a minimum of ½ acre plus size lots with side entering garages.  The majority of the homes are larger than what has been required and are very grand in their presentation.  St. James Court which is close to The Oaks Clubhouse, is the only exception with 19 smaller homesites with homes that are smaller than 2,400 sq. ft. with front entering garages.   

These homes listed above are on the Clubside of The Oaks.  This is the Golf Course and the Tennis Club area of The Oaks Club.  As you enter through the guarded gate you will see The Oaks Club in front of you.  Membership to The Oaks Club is required of all residents of The Oaks Clubside. 
To view the current membership rates The Oaks Club Membership Fees.

To learn more about The Oaks Club facilities please visit  "THE OAKS CLUB"

The above is a current list of all The Oaks Clubside homes  that are for sale.  This list is arranged by price and is updated daily from the Sarasota MLS system.  Scroll through this page to see the complete list.  If you are looking for something specific or have some questions finding an Oaks Clubside home please feel comfortable in either calling me, Sara at (941) 586-4790 or email me directly at

                                                                              The Oaks Club Dues and Fees Schedule


All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 6th, 2021 at 8:21am EST.