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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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552 Eagle Watch Ln, Osprey, FL - $3,685,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 6,300 SQFT
  • 114 DOM
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New Construction With Separate Guest House. Unparalleled Construction Quality And Features. Located In One Of Sw Florida’s Finest Golf/tennis Communities - The Oaks. This Energy Efficient Masterpiece, Nestled On A Premium Golf Course And Lake Vie...

Photo of Listing #A4208052

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 174 DOM
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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 #A4208738

409 N Point Rd #1003, Osprey, FL - $1,650,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,778 SQFT
  • 170 DOM
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$100k Price Improvement! Owner Wants It Sold - Bring All Offers! The Best 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 - $1,550,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 9,081 SQFT
  • 553 DOM
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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 #A4203589

419 Walls Way, Osprey, FL - $1,550,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,523 SQFT
  • 198 DOM
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Best Lot In The Oaks; On A Cul-de-sac Street, Known As “the Street Of Dreams”, Is The Location For One Of The Most Incredible Homes In The Oaks. With Over $1,000,000 In Renovations, This Spectacular Colonial Home Gives New Meaning To Move In Ready...

676 Eagle Watch Ln, Osprey, FL - $1,545,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 5,399 SQFT
  • 105 DOM
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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 Large Walk-in Closets With ...

340 Osprey Point Dr, Osprey, FL - $1,500,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 5,988 SQFT
  • 171 DOM
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Would You Like To Come Home To A Residence That Offers Sophistication Or One That Fits Your Active Lifestyle & Surrounds You With The Beauty Of Nature? Why Choose? This 5 Bedroom Home With 5 Full And 2 Half Baths Offers Everything You Could Want F...

Photo of Listing #A4152178

497 Webbs Cv, Osprey, FL - $1,500,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 6,341 SQFT
  • 811 DOM
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"no Buy In Dues. Upon Accepted Offer By Seller, Seller Will Pay The Social Membership Fee Required By The Oaks Country Club." Located In The Exclusive Gated Community Of The Oaks Bayside. Totally Remodeled Home With Too Many Improvements To List,...

601 Fernwalk Ln, Osprey, FL - $1,250,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,547 SQFT
  • 45 DOM
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This Extraordinary Bo Macewen Designed Home, With Beautiful Southern Charm, Is Situated On A Double Lot With A Private Park-like Setting In Oaks Bayside. All The Light-filled, Spacious Rooms Are On The Same Level. The Traditional Interior Is Respl...

852 Macewen Dr, Osprey, FL - $1,200,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,519 SQFT
  • 140 DOM
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Privacy Abounds In This Sensational 4 Bedroom/3 And A Half Bath Oaks Club Custom Built Home With Stately Front Elevation. Updated Open Floor Plan With Soaring Ceilings Is Perfect For An Active Family Or Those Seeking A Home With Spacious And Graci...

867 Macewen Dr, Osprey, FL - $1,199,111

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,606 SQFT
  • 62 DOM
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Located Within The Gates Of The Oaks Clubside, Living Is Easy, Secure And Convenient In This Beautiful Active Lifestyle Community. This Modern 4/4.5 Pool Home Has Been Lovingly Updated And Ready To Enjoy. Upgrades Include Hardwood, Marble And Porc...

Photo of Listing #A4187668

395 Sugar Mill Dr, Osprey, FL - $1,199,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,351 SQFT
  • 415 DOM
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The " Secret Garden Home" Is Located Within The Exclusive Oaks Bayside. This Time Honored Custom Home Affords The Discriminating Buyer The Highest Quality For Those Wanting No Detail Overlooked In 4,351 Square Feet Of Elegant Living. This Home Has...

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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 July 19th, 2018 at 1:15pm EDT.