The Oaks Club

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

Welcome to The Oaks Club. This is a golf enthusiasts paradise that features some of the finest waterfront properties south of Sarasota! Situated in the city of Osprey, Sarasota County, The Oaks Club offers 2 championship golf courses, the Eagle Course and the Heron Course. Sarasota County is also home to one of the best beaches in the country, one of the finest collections of art, Florida’s richest culture, and best of all, the average daytime temperature in January is 71 degrees!

The Sarasota area hosts more than 92 separate golf courses. This area is loaded with a wide range golf course community real estate offerings ideal for both year-round and part-time residents. Whether you are looking for a modest winter get-away, an investment property, or 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 available in Sarasota.

The Oaks Club Golf Courses

The Oaks Club has 2 – 18 hole par 72 courses, the Heron course and the Eagle course. The Eagle course is probably the only course in Florida that is Sea Isle Paspalum grass from tee to green. Paspalum exhibits a fine leaf texture similar to hybrid Bermuda grass and can offer very “fast” conditions on fairways and greens and is a joy to play on.

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
• State-of-the-art practice facilities
• Designed for play at various levels, there are five tee alternatives at each hole.
• The recently renovated locker rooms are fully staffed
• Fantastic pro shop with extensive product offerings
• Golf lessons and weekly clinics
• Reciprocal arrangements with other premier Sarasota golf clubs in the summer months
• Take a virtual tour of The Oaks Club HERE

The Oaks Club Amenities

The Oaks Club features full country club lifestyle living and all the amenities you would expect from an organization of this caliber. The amenities include but are not limited to:

• A 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 security
• Luxury Guest suites

The Oaks Club Location

With most of the “opulent” golf communities all residing east of I-75 you really do miss out on a lot of things Sarasota offers because you won’t be bothered to drive 30 minutes to do anything most of the time unless you are highly motivated. And lets face it, with traffic the way it is during season, why would you want to leave the peace and serenity of your home and fight traffic for a half hour?

The Oaks Club is located in Osprey which is just far enough south of Sarasota to get you away from all the traffic you typically encounter on Tamiami Trail (US-41), Fruitville, Bee Ridge and downtown Sarasota.

With The Oaks Club being located right on the Intracostal Waterway, the community catches many of the cool summer breezes off the water that can be a great relief during our sweltering summers. I have seen temperatures vary as much as 5 degrees between inland locations east of I-75 and the coast. So if you want to make this your year-round residence, this is a big plus.

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.

31 listings found

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MLS# A4564864 - Status: Active View Property Details Add to Favorites View Map

• 112 OSPREY POINT DR
• Price: $5,000,000
• Zip Code: 34229
• 8621 Square Feet
• Subdivision: OAKS
• Bedrooms: 6 Baths: 6+
• Most desirable location in The Oaks Bayside Country club. Its Magical water view of Sarasota Bay is truly a Boater,s Dream! Featuring your own Private Dock with 3 power lifts...12,000/ 16,000. Driving threw this Private Gated Community you are surrou ... Read More
• Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICE

MLS# A4561977 - Status: Active View Property Details Add to Favorites View Map

• 426 MACEWEN DR
• Price: $4,475,000
• Zip Code: 34229
• 7254 Square Feet
• Subdivision: OAKS 2 PH 3
• Bedrooms: 7 Baths: 6+
• PRIVATE ESTATE IN THE OAKS WITH OVER 1 ACRE AND 2 BR GUEST HOUSE! You will be hard pressed to find a home as amazing as this custom designed country club estate in The Oaks Clubside. The first time it has ever been presented to the market, this home ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4581967 - Status: Active View Property Details Add to Favorites View Map

• 350 SUGAR MILL DR
• Price: $3,400,000
• Zip Code: 34229
• 5010 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 4+
• How to describe a masterpiece?! This home was completed just 7 months ago and is ready for a new owner to enjoy the breathtaking features it offers. This home is still under the builders warranty! It's like getting a new home without the two year wai ... Read More
• Listing courtesy of: PAT WILLIAMS REALTY, LLC

MLS# A4554720 - Status: Active View Property Details Add to Favorites View Map

• 854 MACEWEN DR
• Price: $3,250,000
• Zip Code: 34229
• 9081 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 4 Baths: 4+
• **SPACIOUS, LUXURIOUS and BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE** Boasts OVER 9,000sf and is situated on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4579561 - Status: Active View Property Details Add to Favorites View Map

• 340 OSPREY POINT DR
• Price: $2,495,000
• Zip Code: 34229
• 6001 Square Feet
• Subdivision: OAKS
• Bedrooms: 5 Baths: 5+
• Introducing The Grand Estate at The Oaks Bayside! Step into a world of opulence and tranquility, nestled within the exclusive gates of The Oaks Bayside. This remarkable residence stands as a testament to luxury living, enveloped by lush greenery, maj ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4564109 - Status: Active View Property Details Add to Favorites View Map

• 482 E MACEWEN DR
• Price: $2,250,000
• Zip Code: 34229
• 3327 Square Feet
• Subdivision: OAKS 2 PH 4-B PT 2
• Bedrooms: 4 Baths: 3
• Alert, Huge price reduction!! This is the one you have been waiting for! The home is gorgeous inside and out with recent whole house updates and finishes. Literally move-in ready for those that do not want to go through the many hassles of remodeling ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4570326 - Status: Active View Property Details Add to Favorites View Map

• 67 SUGAR MILL DR
• Price: $1,950,000
• Zip Code: 34229
• 4020 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 3+
• **ELEGANT, TRADITIONAL, CUSTOM-BUILT ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay Waters is sure to impress, boasting MANY UPDATES and Remarkable Architectural Detail throughout and consists of 4 Beds + 3 Full Baths + ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4566177 - Status: Active View Property Details Add to Favorites View Map

• 97 SUGAR MILL DR
• Price: $1,950,000
• Zip Code: 34229
• 4885 Square Feet
• Subdivision: OAKS
• Bedrooms: 5 Baths: 6
• Welcome home to The Oaks Bayside!! This home offers the perfect blend of luxury and comfort. Fall in love with this stately two-story custom pool home. On entry, you are immediately greeted by soaring 24' ceilings, floor to ceiling Palladian windows ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4581589 - Status: Active View Property Details Add to Favorites View Map

• 628 MACEWEN DR
• Price: $1,825,000
• Zip Code: 34229
• 4486 Square Feet
• Subdivision: OAKS
• Bedrooms: 5 Baths: 4+
• One or more photo(s) has been virtually staged. This Regents Versailles model in The Oaks Clubside combines all the delights of a Florida golf course home with luxury touches and a Mediterranean vibe. Designed to take advantage of the beautiful Eagle ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4577020 - Status: Active View Property Details Add to Favorites View Map

• 75 OSPREY POINT DR
• Price: $1,787,000
• Zip Code: 34229
• 4001 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 4
• **STUNNING and UPDATED ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters... situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest Ho ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4570226 - Status: Active View Property Details Add to Favorites View Map

• 558 DOVE POINTE
• Price: $1,725,000
• Zip Code: 34229
• 3521 Square Feet
• Subdivision: OAKS 2 PH 4-C PT 3
• Bedrooms: 3 Baths: 3
• **IMPRESSIVE COUNTRY CLUB ESTATE with WATER and GOLF COURSE VIEW on an OVERSIZED CORNER LOT** Located behind the Secure Gates of The Oaks-Clubside Country Club neighborhood, this Meticulously Maintained, Single Story Home with an Ideal Open Floorplan ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4583910 - Status: Active View Property Details Add to Favorites View Map

• 853 MACEWEN DR
• Price: $1,700,000
• Zip Code: 34229
• 4185 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 4 Baths: 4
• If you are seeking a home that offers you an abundance of living space,and an incredible lot with a ton of privacy, look no more. You have found it in this John Cannon custom-built home in The Oaks Clubside. With 4 bedrooms and 4 bathrooms, an offic ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4571117 - Status: Active View Property Details Add to Favorites View Map

• 894 MACEWEN DR
• Price: $1,700,000
• Zip Code: 34229
• 3095 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 3 Baths: 3
• With just under 3,100 square feet of living area, this 3 bedroom, 3 bath home in The Oaks Clubside offers all you need to live, work and play in South Sarasota. A large, pavered circular drive leads to the 897 sq. ft attached garage on one side, and ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4569068 - Status: Active View Property Details Add to Favorites View Map

• 627 N MACEWEN DR
• Price: $1,649,900
• Zip Code: 34229
• 3857 Square Feet
• Subdivision: OAKS 2 PH 4-C PT 3
• Bedrooms: 4 Baths: 4+
• NEW PRICE! - NEW ROOF AS OF JULY '23 - Welcome to your dream home! This exceptional HALF ACRE, 4-bedroom, 4.5-bath residence is a true gem. Upon entering through the double leaded glass doors, you will be captivated by the abundance of NATURAL LIGHT ... Read More
• Listing courtesy of: ROVI

MLS# A4561723 - Status: Active View Property Details Add to Favorites View Map

• 435 E MACEWEN DR
• Price: $1,550,000
• Zip Code: 34229
• 4087 Square Feet
• Subdivision: OAKS 2 PH 4-A
• Bedrooms: 4 Baths: 3+
• GATED COUNTRY CLUB HOME WITH GOLF COURSE VIEWS! This stately residence with 4-5 bedrooms and 3.5 baths offers a 4,000+ square foot San Marino II design built by Arthur Rutenberg Homes. The custom interior exudes opulence with many architectural featu ... Read More
• Listing courtesy of: CANDY SWICK & COMPANY

MLS# A4578773 - Status: Active View Property Details Add to Favorites View Map

• 3621 N POINT RD #603
• Price: $1,350,000
• Zip Code: 34229
• 2680 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Completely updated with exquisite quality, this 3 bedroom, 3 bath condo in Meridian at The Oaks Preserve is spacious, offering all the room you need to live a carefree luxury lifestyle. Meticulously maintained, and thoughtfully decorated, this unit o ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4557243 - Status: Active View Property Details Add to Favorites View Map

• 402 MACEWEN DR
• Price: $1,325,000
• Zip Code: 34229
• 3565 Square Feet
• Subdivision: OAKS
• Bedrooms: 3 Baths: 3+
• 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 Course ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4563888 - Status: Active View Property Details Add to Favorites View Map

• 401 NORTH POINT RD #404
• Price: $1,250,000
• Zip Code: 34229
• 2778 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 4 Baths: 3
• THE CONDITION OF THIS RESIDENCE IS BEYOND COMPARE! Stripped down to the studs and completely renovated, making it the most incredibly updated condo you will find in the Meridian! And, the 2,778 sq of this unit has been reconfigured to give you the mo ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4570004 - Status: Active View Property Details Add to Favorites View Map

• 401 N POINT RD #603
• Price: $994,900
• Zip Code: 34229
• 2203 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths and a formal dining room. Add to this, gorgeous views ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4574383 - Status: Active View Property Details Add to Favorites View Map

• 393 N POINT RD #602
• Price: $949,000
• Zip Code: 34229
• 2055 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• The coveted lifestyle of The Oaks Club with world-class golf from the moment you invest in this stunning condominium, and all the conveniences and amenities of maintenance-free condominium living, come together in this stunning Meridian sixth-floor r ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

31 listings found

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