The Oaks Homes For Sale in Sarasota

The Oaks Clubhouse

Behold, The Oaks Club - a golf enthusiast's paradise located in the city of Osprey in Sarasota County that features some of the most beautiful waterfront properties south of Sarasota! The Oaks Club is home to not one, but two championship golf courses; the Eagle Course and the Heron Course.

A jewel on Florida’s peaceful Sun Coast, its celebrated social calendar and community life attracts members from all over the United States that reside in one of The Oak's three gated communities.

Looking for a smaller winter get-away, an investment property, or to relax in a prestigious fairway-side mansion? Oaks Club real estate is available in many price ranges and designs and is some of the best golf community real estate property available in the Sarasota area.

Just as with original art masterpieces, the opulent Oaks Country Club community just south of Sarasota has a fine pedigree. This area was established nearly a century ago; the original Oaks property was the home of Chicago socialite Bertha Honore Palmer (think Chicago's Palmer House Hotel), a world-renowned art patron and businesswoman. Mrs Palmer vacationed here and helped make the Sarasota area the popular winter resort destination that it still is today. The prestigious Oaks Country Club, site of Mrs. Palmer's former home, is the hub of social life in this community today. The Oaks Sarasota community offers the luxurious environment that one expects from a top-class facility. Not unlike Mrs. Palmer, residents of The Oaks have convenient access to the Gulf of Mexico, world-class golf and tennis, and a short drive to all of Sarasota's fantastic cultural offerings. The community has a wide choice of residences, from large bayfront estates to custom-designed condominiums. The Oaks Sarasota residents enjoy total privacy, elegance and Florida's natural beauty. Come experience this splendid community for yourself.

The Oaks Club Homes for Sale

There are three gated neighborhoods to choose from at The Oaks Club.

  • The Oaks Bayside features 197 homes sites with many homes directly on Little Sarasota Bay.
  • The Oaks Clubside features 358 estate sized home sites bordering The Oaks Club golf courses.
  • The Oaks Preserve features preserve home sites in a natural estuary. Meridian at The Oaks Preserve is a bay front condominium development within the preserve.

Homes For Sale in The Oaks

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$900,000 - $1,000,000 Over $1,000,000
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112 Osprey Point Dr, Osprey $4,449,000

  • 6 Beds
  • 7.0 Baths
  • 8,973 SqFt
  • 0.60 Acres

No Water Tease Here! Truly A Boater's Dream! This Grand Custom 3 Floor Home Sits On One Of The Premier Lots In Oaks Bayside. Enjoy Magical Full Waterview With Amazing Sunsets Either At Home Or In Your Boat Crewing On The Open Bay To The Gulf Of Mexico. ...

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136 Osprey Point Dr, Osprey $3,499,900

  • 7 Beds
  • 9.0 Baths
  • 8,843 SqFt
  • 0.67 Acres

Fantastic Opportunity To Own This Prestigious Home In The Oaks Bayside. You Will Be Immediately Impressed With The Georgian Style Of Architecture As You First Approach The Circular Driveway And The Lush Tropical Foliage. The Front Facade Of This Home Is Pic...

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931 Blue Heron Overlook, Osprey $2,995,000

  • 4 Beds
  • 7.0 Baths
  • 6,977 SqFt
  • 0.59 Acres

Located Clubside At The Oaks, This Distinguished Residence Is Sited At The End Of A Cul-de-sac Boasting Breathtaking Views Stretching All The Way To The Oaks Clubhouse And Strategically Located On The New Fry/straka (course Architects Of Erin Hill, Site Of ...

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324 Osprey Point Dr, Osprey $1,995,000

  • 5 Beds
  • 6.0 Baths
  • 5,758 SqFt
  • 0.97 Acres

Nestled On Nearly An Acre Of Lush Tropical Foliage Along The Banks Of North Creek Is This Extraordinary Custom Designed Estate Home And Guest House. Truly A World Apart, The Neighborhood Boasts More Than 200 Acres Of Pristine Florida Foliage With Less Than ...

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470 E Macewen Dr, Osprey $1,896,400

  • 4 Beds
  • 4.0 Baths
  • 5,267 SqFt
  • 0.60 Acres

Set Gracefully Amid Lush Landscaping In The Private Gated Community Of The Oaks, This Stunning Residence Has Been Masterfully Designed To Blend Classic Architectural Elements With State-of-the-art Innovation To Create A Sense Of Openness, Comfort And Sophis...

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478 Oriskany Ct, Osprey $1,799,000

  • 4 Beds
  • 7.0 Baths
  • 5,856 SqFt
  • 0.55 Acres

Completely Re-built In 2014, Including Brand New Tile Roof, This Stunning Oaks Club Home Is Positioned Overlooking The 14th Hole Of The Newly Designed Heron Course. With Long Fairway And Expansive Lake Views That Stretch For As Far As The Eye Can See, You ...

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296 Osprey Point Dr, Osprey $1,599,900

  • 4 Beds
  • 6.0 Baths
  • 7,092 SqFt
  • 1.00 Acres

Spacious Home Located In The Exclusive Oaks Country Club! As Soon As You Enter This Beautiful Neighborhood Lined With Oak Trees You Immediately Feel Welcomed. Oaks Bayside Features A Community Day Dock To Launch Your Kayak And Enjoy Living The Florida Wat...

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222 Sugar Mill Dr, Osprey $1,489,000

  • 5 Beds
  • 6.0 Baths
  • 5,736 SqFt
  • 0.76 Acres

Located In The Oaks Bayside This 5 Bedroom, 5.5 Bath Home Is Situated On Almost 1 Acre, And Borders Historic Spanish Point, The Beautiful Bayside Preserve In Osprey. Built By High-end Custom Builder, Baron Construction, The Home Was Purchased By The Curren...

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370 Sugar Mill Dr, Osprey $1,430,000

  • 5 Beds
  • 6.0 Baths
  • 4,783 SqFt
  • 0.46 Acres

Detail, Privacy And Quality Capture The Spirit Of This Magnificent, Five-bedroom Residence, With An Elegance Befitting Of Its Peaceful Preserve Location In The Oaks Bayside. Custom-built By Baron, The Over 4,700 Sq. Ft. Of Living Area Exhibits Masterful Cra...

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530 N Mac Ewen Dr, Osprey $1,395,000

  • 4 Beds
  • 6.0 Baths
  • 4,346 SqFt
  • 0.61 Acres

4300 Sq. Ft. Home With Over 7000 Sq. Ft. Of Granite And Marble!...transitional Styled Splendor Is The Only Way To Describe This Beautiful Former Regent Versailles Model Home. Built In 2002 The Current Owner Completely Remodeled This Home From The Garage To ...

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376 Sugar Mill Dr, Osprey $1,349,000

  • 4 Beds
  • 6.0 Baths
  • 5,472 SqFt
  • 0.88 Acres

Sold Furnished With A Few Exceptions, Exceptional Oaks Bayside Home With Over 5400 Sq. Ft. Enter Through Courtyard With A Tranquil Fountain And Carved Wood Double Doors That Open To Elegant Entry Foyer. This Grand Manor House With Classic Mediterranean Arch...

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446 E. Mac Ewen Dr, Osprey $1,299,980

  • 3 Beds
  • 4.0 Baths
  • 4,003 SqFt
  • 0.70 Acres

Limited Opportunity To Own Brand New Distinctive Mirabella Home In Oaks Club On Fairway 7 W/magnificent Views From Every Angle Of This Masterfully Crafted Home. This Exceptionally Designed 3-bdrm 3.5 Ba 1-story W/den, Over-sized Bonus Room & 4-car Garage Ha...

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The Oaks Club Golf Courses

The Oaks Club has two – 18 hole par 72 courses, the Heron course and the Eagle course.

“Our two courses, the Eagle and the Heron, challenge highly skilled players, and yet remain playable for golfers of all skill levels.
Respectful of our pristine environment, our courses share habitat with eagles, egrets, sandhill cranes, turtles, blue herons, bobcats and other native species. These close encounters with nature’s vibrant flora and fauna greatly enhance—and inspire—the golfing experience.”

- The Oaks Club

The Oaks Club course statistics:

  • Eagle Golf Course yardage ranging from 5,022 to 7,003 yards, Sea Isle Supreme Paspalum grass from tee to green
  • Heron Golf Course yardage ranging from 4,986 to 6,695 yards
  • Five tee placements appeal for golfers of all skill levels
  • State-of-the-art practice facilities and fully-staffed locker rooms
  • An award-winning golf pro shop with extensive product offerings
  • Golf lessons and weekly clinics
  • Active men’s, women’s, and couple’s play, as well as numerous informal groups
  • Reciprocal arrangements with other local clubs during summer months

The Oaks Club Amenities

The Oaks Club features stellar amenities you would only expect from an organization of this caliber. The amenities include but are not limited to:

  • 34,00 foot community clubhouse
  • Heated Jr. Olympic swimming pool
  • 12 Har-Tru Tennis courts, 4 are lighted for night time play.
  • Tournament croquet court
  • The Grille Room and Bar: 19th hole bar and Grille
  • The Tavern: Adult gathering area with a bar
  • The Glen Room: The Oaks Club formal dining room
  • 24 hour gated and mobile

The Oaks Club Location

Conveniently located in in the city of Osprey, The Oaks Club is removed from all the congested traffic you typically encounter on Tamiami Trail (US-41), Fruitville, Bee Ridge and downtown Sarasota. Cool summer breezes from the Intracoastal Waterway provide great relief during the hotter summer months.

Homes Sold in The Oaks

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Photos of The Oaks

The Oaks Clubhouse

Aerial view of The Oaks

Overlooking Sarasota bay

Natural Trail

Areial view of Oak Clubhouse

Social room in the clubhouse

Library in the clubhouse

The Oaks dining room


The Oaks in Sarasota

The Oaks swimming pool

Bar in Oaks Clubhouse

grand staircase in Oaks clubhouse

Map of the Oaks


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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.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on November 25th, 2015 at 2:06pm EST.