The Oaks Club

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Overview

The Oaks Golf & Country Club is 1000 acre development featuring two private 18 hole championship golf courses. The development is situated on both the east and west sides of US 41 in Osprey, Florida just 12 miles south of downtown Sarasota. Amenities include the private equity country club, guest lodge, 14 Har-Tru tennis courts, croquet court, 34,000 square foot Georgian-style clubhouse, fitness center, junior Olympic pool and an active social calendar.

Below are all of the homes for sale in the Oaks Club neighborhood in Osprey Florida. All real estate listings are updated daily from the Multiple Listing Service (MLS).

To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-923-7777 or send us an email. We are here to help!

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MLS® Listing Statistics

Total Listings: 16
Average Price: $1,981,875
Highest Price: $2,725,000
Lowest Price: $980,000
Average Size: 4,219 ft²
Average Price Per Square Foot: $467 per ft²

Explore Other Sarasota Golf Homes Communities

Homes for Sale in the Oaks

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Image 0: A4552820

871 Macewen Drive, OSPREY, FL - $2,725,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,168 SQFT
  • 1 DOM
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Sited On Arguably One Of The Best Lots In The Oaks Club, This Beautifully Updated Georgian-style Home And Guest House Blend Perfectly With The Surrounding Landscape To Deliver Both Privacy And Stunning Golf Course Views Of The Heron Course’s 13th ...

Image 1: A4546275

340 Osprey Point Dr, OSPREY, FL - $2,650,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,001 SQFT
  • 99 DOM
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This Grand Estate Is Just As One Might Expect Tucked Behind The Gates Of The Oaks Bayside. Set Back From The Street And Surrounded By Lush Landscaping Which Includes Mature Oak Trees, Tropical Plants, And Beautiful Shrubs. The Driveway Is Made U...

134 Marys Chapel Court, OSPREY, FL - $2,650,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 5,521 SQFT
  • 9 DOM
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Luxury Coastal Living In The Heart Of Sarasota! This Gorgeous, Remodeled 6 Br / 8 Ba Estate, With 3-car Side-entry Garage And Upgraded Luxurious Pool Area, Is Located In The Exclusive Bayside Neighborhood Of The Oaks Club. Wide Open Floor Plan Fea...

370 Sugar Mill Drive, OSPREY, FL - $2,395,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,783 SQFT
  • 34 DOM
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This 5 Bedroom, 5.5 Bath Home, Custom Built By Baron, Offers Over 4,700 Square Feet Of The Finest Living Area You’ll Find In The Oaks Bayside. Surrounded By Mature Landscaping, And Backing To Historic Spanish Point Preserve, This Home Enjoys A Pea...

Image 4: A4548857

628 North Macewen Drive, OSPREY, FL - $2,250,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,486 SQFT
  • 28 DOM
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**beautifully Updated Golf Course Estate** This Ideal, Single-story Home Features 5 Beds + 4.5 Baths + 1 Office/den + 3-car Oversized Garage. With Its Light And Bright Open Floorplan, Walls Of Windows And High Ceilings Throughout, This Welcoming ...

Image 5: A4553378

449 Macewen Drive, OSPREY, FL - $2,250,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,192 SQFT
  • 5 DOM
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Welcome To Your Dream Home! Located In The Oaks, A Highly Desired South Sarasota Golf Community, Is This Incredible Former Rutenberg Model. With 4 Spacious Bedrooms Plus Office, 3.5 Baths, And The Perfect Backyard For Entertaining, You Will Be The...

Image 6: A4543207

465 East Macewen Drive, OSPREY, FL - $2,150,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,357 SQFT
  • 130 DOM
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Welcome To The Oaks. This Solid Home Made It Through Hurricane Ian With Just Loss Of Power For A Short Time! Are You Looking For A Neighborhood With A Distinguished Country Club For Your Social Lifestyle. The Well-designed Floor Plan Perfect...

Image 7: A4553067

419 East Macewen Drive, OSPREY, FL - $2,100,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,201 SQFT
  • 10 DOM
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Beautiful Custom-built Home Situated On A Premium .72-acre Direct Golf Course Lake Homesite. This 4,201 Sf Living Home With A 3-car Side Garage Entry Offers Many Features That New Homes Don't Offer Today. Imagine 4-bedroom Ensuite Home For Guests ...

452 Blue Garden Lane, OSPREY, FL - $1,895,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,910 SQFT
  • 26 DOM
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Privacy Abounds In This Completely Updated Home W/newer Roof Located Behind The Gates Of The Oaks Bayside, This Custom-built 3 Bedroom, 3.5 Bath Home With Enormous Office/den Is The Personification Of A Sarasota Dream Come True! And It Is Move In ...

603 Eagle Watch Lane, OSPREY, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,872 SQFT
  • 75 DOM
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Live A Life Of Comfort And Elegance In Sarasota’s Premier Golf And Country Club Community! This 3 Bedroom, 3.5 Bath Home, Located On A Private Cul-de-sac In The Oaks Clubside Is Surrounded By Beautiful Tropical Landscaping And Exterior Lighting. A...

Image 10: A4552195

438 East Macewen Drive, OSPREY, FL - $1,725,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,489 SQFT
  • 2 DOM
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**totally Renovated, Move-in Ready, Golf Course Estate** Found Behind The Gates Of The Distinguished Oaks Country Club. This Impeccable, Single-story Home Offers Spectacular Water And Golf Course Views And Features A Light And Bright Open Floor P...

567 Macewen Drive, OSPREY, FL - $1,650,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,556 SQFT
  • 12 DOM
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What’s Better Than Living On A Golf Course? Living On A Golf Course In One Of The Finest Communities On Sarasota’s Beautiful Gulf Coast. Situated Behind The Gates Of The Oaks, This Spacious 4 Bedroom Plus Office, 3 Bath Home Offers Everything Yo...

402 East Macewen Drive, OSPREY, FL - $1,600,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,565 SQFT
  • 54 DOM
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Located Behind The Gates Of The Oaks Clubside, Within Close Proximity To The Clubhouse, This 3 Bedroom Plus Office, 3.5 Bath Home Has Over 3,500 Square Feet Of Quiet Elegance, And Comfortable Living Space. Situated On The 4th Hole Of The Eagle Co...

Image 13: A4553301

63 Sugar Mill Drive, OSPREY, FL - $1,550,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,125 SQFT
  • 2 DOM
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This Pristine 4 Bedroom, 3 Bath Home’s Spanish Influenced Architecture Makes It Interesting From The Exterior. Once You Step Inside, Your Interest Will Turn Into Love. As You Enter You Will Immediately Feel At Home. A Wide Expansive Of Gleaming P...

110 North Creek Lane, OSPREY, FL - $1,390,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,071 SQFT
  • 52 DOM
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Extensive Custom Home Renovation Just Completed! Boasts Better Views Of The Oaks Club Than Most Homes Within The Oaks Club Itself. As Soon As You Cross The Threshold, You’re Greeted By A Grand 2-story Tall Foyer, And Long Golf Course Views Of The ...

Image 15: N6122372

912 Tranquility Circle, OSPREY, FL - $980,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,206 SQFT
  • 141 DOM
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Home Stood Strong Through Hurricane! Market Price Improvement!! Live The Ultimate Floridian Lifestyle At This Custom-built Three-bedroom Home In One Of The Best Areas In All Of Osprey. This Unique Home Offers Its Residents Convenience And Privacy ...

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 December 3rd, 2022 at 7:03am EST.

The Oaks Club Description (continued)

  • The Oaks I Bayside features 197 homes sites with many houses directly on Little Sarasota bay.
  • The Oaks II Clubside features 358 estate sized home sites bordering the Oaks golf courses.
  • The Oaks Preserve features preserve home sites in a natural estuary.
  • Meridian at the Oaks Preserve a bay front condominium development behind the gates of the Oaks Preserve.

Membership is mandatory with any real estate purchase in Oaks I, Oaks II Oaks Preserve and Meridian. Equity and social memberships are available.

Location

The Oaks Club
301 MacEwen Dr.
Osprey, FL 34229
Website: http://www.theoaksclub.com

Directions: The Oaks is located just south of Sarasota in Osprey, FL. Take US 41 two miles south of Sarasota Square Mall.

Do you have any questions or need more information on buying a home in The Oaks Club?
Contact me today so we can talk about your real estate needs.

Map of The Oaks Club

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