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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 $600,000 - $700,000 $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
  • 181 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
  • 171 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...

Photo of Listing #A4205202

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

Land, Residential Development
  • 416 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 #A4208052

91 Osprey Point Dr, Osprey, FL - $1,695,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 485 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...

425 E Macewen Dr, Osprey, FL - $1,500,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,153 SQFT
  • 68 DOM

Oaks

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This Spacious 5 Bedroom, 5.5 Bath Home Offers Over 5,100 Square Feet Of Living Space And Overlooks The Par 3 Fourth Hole Of The Oaks Heron Course. The Huge Gourmet Kitchen Features Top Of The Line Stainless Steel Appliances Including A Gas Range. ...

Photo of Listing #A4419256

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

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,924 SQFT
  • 192 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
  • 481 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 #N5915808

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 9,081 SQFT
  • 839 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...

776 Macewen Dr, Osprey, FL - $1,350,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 4,596 SQFT
  • 30 DOM

Oaks

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This Toll Brothers Built 5 Bedroom, 4.5 Bath Home Is Beautiful Inside & Out. Situated On The 14th Hole Of The Eagle Course, And Professionally Landscaped, The Lot Appeal Is Beyond Compare. Enchanted From The Outside, You Will Not Be Disappointed W...

Photo of Listing #A4423128

497 Webbs Cv, Osprey, FL - $1,340,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 6,863 SQFT
  • 139 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 #A4207974

340 Osprey Point Dr, Osprey, FL - $1,295,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 6,002 SQFT
  • 482 DOM

Oaks

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If You Want To Live An Enviable Lifestyle With The Comfort Of Being Surrounded By Nature, Combined With The Elegance Of Country Club Living, This 5 Bedroom French Country Styled Home, With 5 Full And 2 Half Baths Is Perfect For You! Play An Early ...

Photo of Listing #A4431484

398 Macewen Dr, Osprey, FL - $1,250,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,743 SQFT
  • 51 DOM

Oaks 2 Ph 3

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Incredible 4 Bedroom, 5.5 Bath Home With Separate Guest House Located Behind The Gates Of The Oaks Clubside. Situated On The 4th Fairway Of The Eagle Course, There Is A Great Deal To Love About This Large 4,743 Square Foot House. Custom-built In 1...

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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 May 26th, 2019 at 3:30pm EDT.