The Oaks in Osprey FL…A life of grandeur for those who seek tradition and timelessness. Established originally as the dream home amongst stately oaks and exotic palms for Chicago “grande dame” Bertha Honoré Palmer nearly a hundred years ago. The Oaks offers everything from waterfront mansions on the Bay to maintenance free villas. The community contains three gated neighborhoods; Oaks Bayside, Oaks Clubside and Oaks Preserve.
Nestled In The Prestigious Gated Enclave Of The Oaks Bayside In Sarasota, This Sedona-inspired Retreat Was Recently Updated From Wall To Wall Creating A Like Brand New Home. The Estate Seamlessly Blends Modern Luxury, Comfort, And Serenity. With A...
**magnificent View From This 7th Floor, Penthouse Condo** Offering 3 En Suite Bedrooms, 3 Full Baths And A Treasured Private 2-car Garage! Located Behind The Gates Of The Highly Sought After Oaks-preserve, Country Club Neighborhood In The Newest M...
OPEN HOUSEDiscover The Perfect Blend Of Luxury And Tranquility In This Stunning 2017 Custom Home Built By Owner, Nestled On An Oversized 17,512 Sq. Ft. Lakefront Lot In The Exclusive Gated Oaks Preserve Community. Boasting Breathtaking Water Views And Total...
Bring Your Clubs And Come See This Beautifully Remodeled Home In The Oaks Club (bayside). Move In Ready With All The Amenities You Need. This Home Boast All The Room You Need With 4 Bedroom And A Study/bourbon Room. Totally Secluded Back Yard For ...
Stunning Updated Condominium With Breathtaking Water Views. Welcome To This Beautifully Updated, Spacious Condominium Offering 3,106 Square Feet Of Total Living Space, One Of The Largest Non-penthouse Units In The Oaks Preserve Country Club Neighb...
Under Contract-accepting Backup Offers. **immaculate Estate -- Newer Construction (2014) -- Meticulously Maintained, Move-in Ready, Custom Residence Designed By Las Casitas Architects** Offers Exceptional Quality Craftsmanship Throughout And Is Lo...
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Can Luxury Living And Great Value Go Hand And Hand? It Can With This Well Priced Residence In Meridian At The Oaks Preserve. Nestled Above The Treetops, This Luxury Condo Is The Perfect Solution For Those Who Want To Live A Carefree Lifestyle And...
One Or More Photo(s) Has Been Virtually Staged. It Is Rare To Find Such An Incredible Combination Of Privacy And Spectacular Views As You Will Find In This 3 Bedroom, 4.5 Bath Home. Located On A Quiet Dead-end Street In The Oaks Bayside, The Trad...
Your Dream Homesite Awaits! This Lot Is Located Within The Oaks Bayside, One Of Southwest Florida‘s Most Exclusive Private, Gated Communities. This Amazing Property Is Near The Community Dock And Fountain And Is Surrounded By Some Of The Most Gran...
Immerse Yourself In The Unparalleled, Unobstructed Views Of Little Sarasota Bay, The Gulf Of Mexico And Midnight Pass, With Casey Key And Siesta Key Gracing The Horizon From This 6th-floor Corner Unit Condo. Marvel At The Gorgeous Water Views Dur...
**fantastic, Fully Renovated Estate Of Nearly 4700sf With Lake / Garden View Is Situated On A Serene, Interior, Cul-de-sac Lot With No Flood Concern (zone “x”) Behind The Secure Gates Of The Highly Sought After Bayside Neighborhood Within The Oaks...
The Oaks Preserve is further divided into:
A dynamic community where the eagles soar…Protective of the natural Florida habitat, The Oaks Club employs environmentally sound practices and have created a ten-acre bald eagle preserve in Oaks Bayside, to allow this regal, endangered species to flourish. With the club’s sensational location on Little Sarasota Bay, access to a variety of marinas is convenient and deep water sailing and fishing are just a short drive from the Club entrance. The community is accented by the lush vegetation of the natural shoreline with sea myrtle, beach elder, and mangroves housing native birds and wildlife.
The Oaks community is home to their private country club, The Oaks Club, offering the finest in championship-style golf on two 18-hole courses, a professional tennis facility with 12 Har-Tru tennis courts, and exquisite restaurants including The Glen Room, an elegant option for fine dining with a fireplace and Old English ambiance. The clubhouse is an extensive 42,000 square feet of comfort and luxury. The Oaks Club also has a junior olympic pool, professional croquet court, and a playground.
The Oaks Club is located at 301 MacEwen Drive, Osprey, Florida 34239. The community is located directly off of Tamiami Trail S. (U.S. 41) and has an entrance on both the east and west side of Tamiami Trial S.
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on March 16th, 2025 at 2:49am EDT.
