The Oaks Club

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The Oaks Club Real Estate for Sale – Osprey, Florida 34229

The Oaks Club Real Estate

The Oaks Club highly regarded as a golf and residential real estate gem in Osprey, Sarasota County, brings the legacy of an incomparable lifestyle to this world class location. This is why The Oaks Club real estate development is one to rave about. The development was founded at the turn of the 20th century by Bertha Honoré Palmer, one of the early pioneers who owned a substantial parcel of Sarasota real estate.

The Oaks Club merges the allure of a golf and waterfront community with its delightful setting on the shores of the peaceful Intracoastal waterway. Located in Osprey, it’s far enough to the south of Sarasota to get you away from all the US-41, Bee Ridge, Fruitville, and downtown Sarasota traffic. With The Oaks Club situated directly on the Intracostal Waterway, the cool breezes off the water will bring enormous relief during the sizzling Sarasota summers.

The heart of social life at The Oaks is in its majestic, 34,000 square foot clubhouse. The distinguished confines of the club presents a refined range of social amenities for entertaining and dining suiting diverse occasions and tastes. Formal dining is featured in The Glen Room and informal or more casual dining is enjoyed in The Tavern or The Grill Room where friends can swap golf stories and avail of the liberal collections of wines and spirits.

Filling the busy social calendar for members are activities like lively dinner dances and theme parties, as well as more informal pursuits such as competitive bridge and mah-jong games. The club also holds various special events throughout the year through several local social associations. For more physically active members, sporting amenities abound in the tennis center featuring 12 Har-Tru tennis courts with 4 being lighted for night play, a tournament croquet court, and a sparkling junior Olympic-size swimming pool with an adjacent children’s playground.

For those who are considering owning real estate at The Oaks Club and will be looking for membership, the 2 options are equity and social and either is mandatory if you wish to reside in the community. There are associate memberships available for non-residents for golf, tennis, and junior tennis.

The Oaks Club Golf Courses

The Oaks Club Real Estate

The championship golf courses that are woven into the fabric of The Oaks’ community are comprised of 2 challenging, 18-hole, par 72 layouts. The Eagle, designed by world famous course architect, Arthur Hills, is acclaimed as one of the best in Southwest Florida. The course features a slope rating of 147, measures out at 5,022 yards from the front tees, and extends to a beautiful 7,003 yards from the back markers, enabling options to fit the skill sets of all duffers.

Officially opened in 1984, the Heron course was thoughtfully designed by another heralded course architect, William Byrd. Comparable options are obtainable at this course which measures 6,695 yards from the farthest tees and 4,986 yards from the nearest. It has a set of five tee boxes with a slope rating of 136.

Additional member privileges at The Oaks Club include state of the art equipment and weekly golf clinics available at the practice facilities. Along with the expansive, full service locker rooms, there is a pro shop with a wealth of cutting edge golf equipment, contemporary sports accessories, and the latest in fashionable apparel. The club also features reciprocal summer play agreements with other golf clubs in the immediate area.

The Oaks Club Real Estate

The Oaks Club Real Estate

Numerous and diverse lifestyle preferences and options await those seeking to buy real estate in The Oaks Club. This gated residential community is composed of three unique neighborhoods namely the Oaks Bayside, the Oaks Clubside, and the Oaks Preserve.

Boasting 4 distinct subdivisions, most of The Oaks Club real estate options are offered at the Oaks Preserve. One subdivision, The Bishopscourt, is composed of ranch type villas and 2 story homes while the Bishopscourt Townhomes encompasses a mini-complex of two maintenance free residential buildings, a clubhouse, and a pool. The Emerald Woods subdivision consists of maintenance free villas and the Meridian is an enclave taking in 4, 10 story condos overlooking Sarasota Bay.

Real estate for sale at the Oaks Club can include condos with price points in the $300,000 range or a mansion sized estate home priced at over $7 million.


The Oaks Club Homes for Sale

The Oaks Club consists of three gated neighborhoods, 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.

56 listings found

MLS# A4419954 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $4,450,000
  • Zip Code: 34229
  • 8973 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 6 Baths: 6+
  • 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 Gra ... Read More
  • Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

MLS# A4454431 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $3,790,000
  • Zip Code: 34229
  • 6340 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4+
  • The ultimate in luxury, location and design. As you open the 13' cast iron front doors, you will immediately feel the grandeur of this expansive residence - custom crafted to perfection. Each of the 12 rooms, plus 4.5 baths, are thoughtfully designed ... Read More
  • Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

MLS# A4455608 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,950,000
  • Zip Code: 34229
  • 4571 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 3+
  • Set gracefully amidst lush tropical landscaping in the gated waterfront community of The Oaks Bayside, this stunning residence has been masterfully designed to blend classic architectural elements and exceptional finishes with grand scale and light t ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4456074 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,840,000
  • Zip Code: 34229
  • 6981 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • NEW PRICE $100,000 Reduction. Welcome to an exquisite lifestyle at a price you won't believe; all in the world-class, incredibly private Oaks Bayside community. At 318 Osprey Point, you will live without limits across almost 7,000 square feet of stun ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4456557 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,700,000
  • Zip Code: 34229
  • 6416 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 6+
  • ** VIRTUAL SHOWINGS AVAILABLE. CHECK OUT THE VIDEO AND SLIDE SHOWS, floor plan available** The Oaks...Exceptional home, custom built on one of the most beautiful lots in the Oaks Clubside w/a private setting w/lake & golf beyond. Over 6200 SF, 5/6 BD ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4456744 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,695,000
  • Zip Code: 34229
  • 5578 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • 2 BR 2 BATH GUEST HOUSE, 4 CAR GARAGE, AND WALLED MOTOR COURT! You will feel like nobility when you enter this gated lakeside estate in The Oaks Bayside. This spacious 4 bedroom, 5.5 bath gives you all the amenities of an exclusive resort, and the w ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4466028 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,600,000
  • Zip Code: 34229
  • 5698 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 5 Baths: 4+
  • This 4 bedroom home with 4 baths, and 2 half bath enjoys one of the best locations in the Oaks Clubside. Idyllically situated at the end of a cul-de-sac, on a beautifully landscaped half acre lot, this home offers privacy, tranquility and beautiful ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4428519 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,450,000
  • Zip Code: 34229
  • 5153 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • RECENTLY REDUCED! 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 includin ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4462606 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,395,000
  • Zip Code: 34229
  • 5610 Square Feet
  • Subdivision: OAKS 2 PH 4-C PT 3
  • Bedrooms: 5 Baths: 5+
  • **VIRTUAL, INTERACTIVE, VIDEO CHAT TOUR AVAILABLE.** ENJOY the 3D VIRTUAL TOUR of this ELEGANT, Custom-Built, 5-6 Bed / 5.5 Bath, Pool/Spa, Luxury Estate situated on the 16th fairway of the Heron Golf Course. Relish in the coveted lifestyle of The O ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4452379 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,345,000
  • Zip Code: 34229
  • 5399 Square Feet
  • Subdivision: OAKS 2 PH 2
  • Bedrooms: 5 Baths: 6+
  • RECENT PRICE ADJUSTMENT. Classic elegance at The Oaks Club Side! Owner will entertain owner financing, or a trade for smaller residential or commercial property. This custom built 5400sf single story has been extensively renovated to include fresh in ... Read More
  • Listing courtesy of: CHARLES RUTENBERG REALTY INC

MLS# A4457045 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,300,000
  • Zip Code: 34229
  • 6863 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 6 Baths: 6+
  • 6 CAR GARAGE, 2BR 2 BATH GUEST HOUSE ! you seeking a one-of-a-kind home located in the tropics equipped to entertain, and accommodate, all the guests you want to share your luxury lifestyle with? Then you will love this large, unique home in The Oak ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4207974 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,250,000
  • Zip Code: 34229
  • 6002 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • 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 rou ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4464783 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,200,000
  • Zip Code: 34229
  • 3706 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3
  • Have you been imagining what your home in Florida should look like? Well, think big! This 3 bedroom, plus office and bonus room, 3 bath custom built-home with whole house impact glass in The Oaks Bayside will not only meet, but exceed, every expecta ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4459688 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,150,000
  • Zip Code: 34229
  • 4486 Square Feet
  • Subdivision: OAKS 2 PH 4-C PT 3
  • Bedrooms: 5 Baths: 4+
  • The OAKS is the most luxurious GOLF and TENNIS community in Sarasota county located on two outstanding golf courses. The Oaks Club was awarded the Distinguished Emerald Club of the World Designation Award. Is the only West Central Florida Country Clu ... Read More
  • Listing courtesy of: HORIZON REALTY INTERNATIONAL

MLS# A4447540 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,100,000
  • Zip Code: 34229
  • 4743 Square Feet
  • Subdivision: OAKS 2 PH 3
  • Bedrooms: 4 Baths: 5+
  • One or more photo(s) has been virtually staged. Incredible 4 bedroom, 5.5 bath home with separate guest quarters 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 ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4409213 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,090,000
  • Zip Code: 34229
  • 4937 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 4 Baths: 4+
  • Virtual Showing Available! Newly Updated Kitchen and New Roof! This beautiful residence located in the much sought-after Oaks Club community offers a large, warm home situated at the end of a cul-de-sac on lushly landscaped grounds. High ceilings, ma ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4466416 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,050,000
  • Zip Code: 34229
  • 3464 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 4 Baths: 3+
  • One or more photo(s) has been virtually staged. This stunning 4 bedroom, 3.5 bath home in the Oaks Clubside is waiting for you to come make it your own! Built in 2014 by Todd Johnson Homes, the courtyard style, and country modern flair, gives it a un ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4464322 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $957,000
  • Zip Code: 34229
  • 3517 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 3 Baths: 3
  • Welcome to LOS CEDROS! This one of a kind courtyard palace overlooks the first green of the Eagle Course and is located in St. James Park, one of the most coveted areas in The Oaks. This piece of paradise has its own reputation in this highly sough ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4450307 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $945,000
  • Zip Code: 34229
  • 4614 Square Feet
  • Subdivision: OAKS 2 PH 4-C PT 2
  • Bedrooms: 5 Baths: 5+
  • One or more photo(s) has been virtually staged. Imagine how you'd like to live the ultimate Florida lifestyle. Your vision can become a reality in this 5 bedroom, 5.5 bath two story home in The Oaks Clubside. Set back on a cul-de-sac lot, with gorgeo ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4445704 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $900,000
  • Zip Code: 34229
  • 3832 Square Feet
  • Subdivision: OAKS 2 PH 3
  • Bedrooms: 4 Baths: 3+
  • Set back on a beautiful corner cul-de-sac lot, this custom built 4 bedroom. 3.5 bath Rutenberg home offers you everything you would want for your Florida golf lifestyle. The circular drive, and house itself, are framed by large oak trees creating a p ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4438190 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $850,000
  • Zip Code: 34229
  • 3667 Square Feet
  • Subdivision: OAKS CLUB
  • Bedrooms: 3 Baths: 3+
  • RECENTLY REDUCED! Stunning lake views and a parklike setting add the exclamation point to this beautiful 3 bedroom, 3.5 bath home, designed and built by Arthur Rutenberg. A circular driveway with a 3-car side entry garage, surrounded by lush mature l ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4423394 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $847,000
  • Zip Code: 34229
  • 3665 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 3 Baths: 3+
  • **MOVE-IN CONDITION** ENJOY the 3D TOUR and AERIAL VIDEO of this Classic ARTHUR RUTENBERG built, architecturally-inspired, meticulously-maintained, 3 bedroom and 3-1/2 bath gorgeous pool home offering picturesque, golf course views on a quiet, cul de ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4468708 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $839,000
  • Zip Code: 34229
  • 3355 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3
  • Shelter in Paradise in this elegant lakefront home located in Sarasota's most exclusive private Country Club community, "The Oaks". Ready for immediate occupancy this pristine single story 3-bedroom plus study / 3 full bath residence highlights an in ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4451061 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $800,000
  • Zip Code: 34229
  • 2594 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • A private one car garage, plus one parking space under the building, and private elevators are just a few of the features of this marvelous condo with a spectacular view from almost every room. This gorgeous 3 bedroom plus den, 3 bath residence offer ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

56 listings found