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The Oaks Club, Osprey Florida

A jewel on Florida’s peaceful Sun Coast located just 12 miles south of downtown Sarasota, The Oaks Club is the embodiment of beauty and vitality. This private, member-owned country club offers the finest of amenities. One of the most attractive features of The Oaks Club is its celebrated social calendar and community life. This diverse Club is ideal for those seeking the finest Sarasota area Country Club location, an enviable lifestyle, and exceptional, sustainable value.

Members come from all over the world to reside in one of three gated communities: Oaks I Bayside features 197 home sites , many located directly on Little Sarasota Bay; Oaks II Clubside features 358 estate sized homes bordering the Oaks golf courses; Oaks Preserve features preserve home sites in a natural estuary.

See below to view Oaks Club real estate listings

The Oaks Club

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
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112 Osprey Point Dr, Osprey, FL - $4,450,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 115 DOM

Oaks

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Most Desirable Location In The Oaks Bayside Country Club; Truly A Boater's Dream! Featuring Your Own Private Dock With 3 Power Lifts..12,000/16,000. Driving Thru This Private Gated Community You Are Surrounded By A Canopy Of Mature Oak Trees. The ...

136 Osprey Point Dr, Osprey, FL - $2,790,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,461 SQFT
  • 105 DOM

Oaks

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Opportunity Of A Life Time! This Magnificent Three-level Mansion Is Located In The Exclusive Private Gated Community Oaks Bayside. This Home Is Priced To Sell And Is Below Market And Replacement Value. Exquisite Brazillan Cherry Wood Flooring Thro...

95 Osprey Point Dr, Osprey, FL - $2,100,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 7,531 SQFT
  • 164 DOM

Oaks

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Concierge Auction: Bid 2/26-28 | Previously $2.1m, Selling Without Reserve | Open Daily 1-4pm By Appointment. This Home Is Free And Clear Of Any Mortgage. Nestled Inside The Oaks Bayside, Welcome Home To 95 Osprey Point Drive. As You Enter Throu...

Photo of Listing #A4208052

91 Osprey Point Dr, Osprey, FL - $1,995,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 419 DOM

Oaks

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Iconic Architecture In Sarasota’s Premiere Golf And Country Club. This Magnificent 4-bedroom Estate Was Designed And Built By Bo Macewen And Brims With The Essence Of Warm, Southern Hospitality. Bo Was The Original Architect For The Oaks And He Cr...

Photo of Listing #A4205202

N Point Rd, Osprey, FL - $1,795,000

Land, Residential Development
  • 350 DOM

Oaks

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The Oaks Preserve Phase Iv - Located Behind The Gates Of The Oaks, This 3.12 Acre Development Site Is Entitled For 30 Single Family Residential Units. The Zoning Allows For Up To Four Stories And Great Flexibility In The Type Of Home Product Inclu...

Photo of Listing #A4419256

168 Coastal Hammock Ct, Osprey, FL - $1,500,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,924 SQFT
  • 126 DOM

Oaks

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Bayfront In The Oaks. Custom Designed Walled Mizner-style Estate In Private Cul-de-sac Location With A 5 Stop Elevator. Views From Several Areas Showcasing The Gulf And Bay. Very Livable Floor Plan With Expansive Master Suite Offering A Separate S...

Photo of Listing #A4208738

409 N Point Rd #1003, Osprey, FL - $1,500,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,778 SQFT
  • 415 DOM

Meridian At The Oaks Preserve

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Don't Be Shy - Owner Wants It Sold - Bring All Offers! The Best Penthouse Views In All Of Meridian! Experience The Luxurious Florida Lifestyle With Gorgeous Open Views That Encompass Casey Key, Siesta Key, Downtown Sarasota, Little Sarasota Bay &...

Photo of Listing #A4203589

419 Walls Way, Osprey, FL - $1,400,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,523 SQFT
  • 443 DOM

Oaks 2 Ph 1

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A Recent Price Reduction Makes This Spectacular 4 Bedroom, 4.5 Bath Colonial An Opportunity Too Good To Pass By! If You Are A Discriminating Buyer, Seeking The Utmost In Fine, Country Club Living, You Need To Look No Further. There Is A Reason Thi...

Photo of Listing #N5915808

854 Macewen Dr, Osprey, FL - $1,399,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 9,081 SQFT
  • 773 DOM

Oaks 2 Ph 2

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Offering Over 9,000 Square Feet Of Exquisite Living Space, This Richly-detailed Custom Home Is Nestled On A Guarded, Private Cul-de-sac. Entertain Guests Or Simply Relax As A Family In The Multitude Of Well-designed Rooms– From The Living Room Wit...

Photo of Listing #A4215527

676 Eagle Watch Ln, Osprey, FL - $1,399,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 5,399 SQFT
  • 349 DOM

Oaks 2 Ph 2

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Just Reduced $100,000. Classic Elegance At The Oaks Club Side! This Custom Built 5400sf Single Story Has Been Extensively Renovated To Include Fresh Interior Paint Throughout, New High-end Hardwood Floors And New Bathrooms. Master Suite Has 2 Lar...

497 Webbs Cv, Osprey, FL - $1,390,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 6,863 SQFT
  • 73 DOM

Oaks

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Seller Will Pay $25k Toward Club Membership With Approved Contract. Located In The Exclusive Gated Community Of The Oaks Bayside. Totally Remodeled Home With Too Many Improvements To List, Everything Is New Including; New Roof, Air Conditioners, N...

Photo of Listing #A4410275

586 N Macewen Dr, Osprey, FL - $1,375,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,163 SQFT
  • 226 DOM

Oaks

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Exceptional And Meticulously Maintained Best Describes This Fabulous 4100+ Sf, 4 Bedroom, 5 1/2 Bath, 5-car Garage Residence With Golf Course Views In The Highly Acclaimed Gated Golf Community - The Oaks Club. A Serene And Private Setting, With ...

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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.

Listing information last updated on March 22nd, 2019 at 12:45am EDT.