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.

22 listings found

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

• 854 MACEWEN DR
• Price: $3,850,000
• 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# A4546275 - Status: Active View Property Details Add to Favorites View Map

• 340 OSPREY POINT DR
• Price: $2,595,000
• Zip Code: 34229
• 6001 Square Feet
• Subdivision: OAKS
• Bedrooms: 5 Baths: 5+
• 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 up o ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4552820 - Status: Active View Property Details Add to Favorites View Map

• 871 MACEWEN DR
• Price: $2,495,000
• Zip Code: 34229
• 5168 Square Feet
• Subdivision: THE OAKS
• Bedrooms: 5 Baths: 5+
• 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 gre ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

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

• 482 E MACEWEN DR
• Price: $2,425,000
• Zip Code: 34229
• 3327 Square Feet
• Subdivision: OAKS 2 PH 4-B PT 2
• Bedrooms: 4 Baths: 3
• 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 with the current supply chain ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4561774 - Status: Active View Property Details Add to Favorites View Map

• 75 OSPREY POINT DR
• Price: $2,349,000
• Zip Code: 34229
• 4001 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 4
• Nestled among oaks on two buildable lots in The Oaks Bayside, is this 3 bedroom, 3 bath stately home, and a separate 1 bedroom, 1 bath guest house with kitchenette. Updated with the greatest of care to preserve the dignity of the design of famed arch ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4543207 - Status: Active View Property Details Add to Favorites View Map

• 465 E MACEWEN DR
• Price: $1,999,000
• Zip Code: 34229
• 4357 Square Feet
• Subdivision: OAKS 2 PH 4-B
• Bedrooms: 5 Baths: 4+
• Welcome to 465 E MacEwen Drive, a luxurious estate nestled within the sought after Oaks community in Osprey, Florida. This stunning property offers the ultimate in opulence and elegance.As you approach the home, you'll be struck by its grand facade a ... Read More
• Listing courtesy of: COMPASS FLORIDA LLC

MLS# W7852691 - Status: Active View Property Details Add to Favorites View Map

• 627 N MACEWEN DR
• Price: $1,899,000
• Zip Code: 34229
• 3857 Square Feet
• Subdivision: OAKS 2 PH 4-C PT 3
• Bedrooms: 4 Baths: 4+
• Don't Miss out on this astonishing, 4.5 bath home, you will be amazed with its beauty! Step through the double leaded glass doors and you will immediately experience the spaciousness filled with light. It offers all the room you need for everyday liv ... Read More
• Listing courtesy of: SIMPLE FEE LISTINGS LLC

MLS# A4548857 - Status: Active View Property Details Add to Favorites View Map

• 628 N MACEWEN DR
• Price: $1,890,000
• Zip Code: 34229
• 4486 Square Feet
• Subdivision: OAKS 2 PH 4-C PT 3
• Bedrooms: 5 Baths: 4+
• **BEAUTIFULLY UPDATED GOLF COURSE ESTATE** This Ideal, SINGLE-STORY Home features 4 Beds + 4.5 Baths + 1 Office + 1 Den/Bonus Room + 3-Car Oversized Garage. With its LIGHT AND BRIGHT Open Floorplan, Walls of Windows and High Ceilings throughout, thi ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4561136 - Status: Active View Property Details Add to Favorites View Map

• 280 SARATOGA CT
• Price: $1,850,000
• Zip Code: 34229
• 3970 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 4 Baths: 3+
• **SPECTACULAR WATER VIEW ON AN IDEAL CUL-DE-SAC LOT** Located behind the gates of the distinguished Oaks Country Club, this Single-Story, Golf Course Estate, custom built by Arthur Rutenberg, features an over 180 degree Water View while overlooking t ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4561819 - Status: Active View Property Details Add to Favorites View Map

• 325 OSPREY POINT DR
• Price: $1,795,000
• Zip Code: 34229
• 3905 Square Feet
• Subdivision: OAKS
• Bedrooms: 3 Baths: 4+
• This beautiful Bo MacEwen home is idyllically set on a lovely lakeside lot in The Oaks Bayside. With 3 bedrooms, 4.5 baths and over 3,900 square feet, it offers wonderful living space with classic elegant touches. Majestic from the outside once you e ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4553067 - Status: Active View Property Details Add to Favorites View Map

• 419 E MACEWEN DR
• Price: $1,695,000
• Zip Code: 34229
• 4201 Square Feet
• Subdivision: OAKS 2 PH 3
• Bedrooms: 4 Baths: 4+
• REDUCED $100,000 --NEW ROOF IS UNDER CONTRACT TO BE REPLACED.BEAUTIFUL CUSTOM-BUILT HOME situated at the end of a cul-de-sac on a Premium .72-acre golf course and lake homesite. This 4,201 SF of living space home has a 3-car side entry garage and off ... Read More
• Listing courtesy of: RON STAHL REALTY

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

• 435 E MACEWEN DR
• Price: $1,650,000
• 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# A4557243 - Status: Active View Property Details Add to Favorites View Map

• 402 MACEWEN DR
• Price: $1,525,000
• 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# A4560619 - Status: Active View Property Details Add to Favorites View Map

• 385 N POINT RD #604
• Price: $1,395,000
• Zip Code: 34229
• 2778 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Be prepared to be wowed when you step off the elevator into your private foyer, and this rarely available Ducal model. This 6th floor corner residence is just under 2800 square feet of perfection, and has 3 bedrooms, a study or 4 bedrooms, 3 full bat ... 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: $1,350,000
• Zip Code: 34229
• 2778 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 4 Baths: 3
• The most incredibly updated condo you will find in the Meridian! The 2,778 sq feet of this unit has been reconfigured to give you the most incredible living space imaginable. With 3 bedrooms, and a super large den, the floor plan flows like no other ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4564034 - Status: Active View Property Details Add to Favorites View Map

• 63 SUGAR MILL DR
• Price: $1,295,000
• Zip Code: 34229
• 3125 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 3
• **This RENOVATED home in The Oaks Bayside is the one you've been waiting for! Premium updates include a saltwater heated pool and spa combo with travertine pavers and pool cage (December 2021), soft-close all wood kitchen, laundry room and wet bar ca ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4556689 - Status: Active View Property Details Add to Favorites View Map

• 393 N POINT RD #602
• Price: $949,900
• Zip Code: 34229
• 2055 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• **DAZZLING WATER AND SUNSET VIEWS FROM THIS GORGEOUS, CUSTOM-RENOVATED, UPPER FLOOR CONDO UNIT** may be found behind the gates of The Oaks Preserve. This re-imagined, beautifully updated, contemporary 3-Bed / 3-Bath condo is found on the 6TH FLOOR a ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4565038 - Status: Active View Property Details Add to Favorites View Map

• 385 N POINT RD #304
• Price: $850,000
• Zip Code: 34229
• 2778 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Don't pass up the opportunity to live the country club lifestyle in comfort and ease in this well-priced unit in Meridian at The Oaks Preserve. Spacious, bright and clean, with lovely wood floors, this property is waiting for you to make it your own ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4558119 - Status: Active View Property Details Add to Favorites View Map

• 3621 NORTH POINT RD #301
• Price: $850,000
• Zip Code: 34229
• 2680 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Welcome to your slice of paradise. Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split flo ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

22 listings found

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