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.

MLS# O6074376 - Status: Active View Property Details Add to Favorites View Map

  • 134 MARYS CHAPEL CT
  • Price: $2,650,000
  • Zip Code: 34229
  • 5521 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 6 Baths: 6+
  • 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 featur ... Read More
  • Listing courtesy of: BEYCOME OF FLORIDA LLC

MLS# A4546275 - Status: Active View Property Details Add to Favorites View Map

  • 340 OSPREY POINT DR
  • Price: $2,650,000
  • 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# A4551185 - Status: Active View Property Details Add to Favorites View Map

  • 370 SUGAR MILL DR
  • Price: $2,395,000
  • Zip Code: 34229
  • 4783 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • 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 peacef ... 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: $2,300,000
  • Zip Code: 34229
  • 4357 Square Feet
  • Subdivision: OAKS 2 PH 4-B
  • Bedrooms: 5 Baths: 4+
  • 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 perfectly enha ... Read More
  • Listing courtesy of: COMPASS FLORIDA, LLC

MLS# A4553378 - Status: Active View Property Details Add to Favorites View Map

  • 449 MACEWEN DR
  • Price: $2,250,000
  • Zip Code: 34229
  • 4192 Square Feet
  • Subdivision: OAKS 2 PH 4
  • Bedrooms: 4 Baths: 3+
  • 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 en ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

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

  • 628 N MACEWEN DR
  • Price: $2,250,000
  • 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 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 GOL ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

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

  • 419 E MACEWEN DR
  • Price: $2,100,000
  • Zip Code: 34229
  • 4201 Square Feet
  • Subdivision: OAKS 2 PH 3
  • Bedrooms: 4 Baths: 4+
  • 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 or ... Read More
  • Listing courtesy of: RON STAHL REALTY

MLS# A4551712 - Status: Active View Property Details Add to Favorites View Map

  • 452 BLUE GARDEN LN
  • Price: $1,895,000
  • Zip Code: 34229
  • 3910 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3+
  • 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 rea ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4548298 - Status: Active View Property Details Add to Favorites View Map

  • 603 EAGLE WATCH LN
  • Price: $1,750,000
  • Zip Code: 34229
  • 3872 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3+
  • 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. As y ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4552797 - Status: Active View Property Details Add to Favorites View Map

  • 567 MACEWEN DR
  • Price: $1,650,000
  • Zip Code: 34229
  • 3556 Square Feet
  • Subdivision: OAKS 2 PH 4-C PT 3
  • Bedrooms: 4 Baths: 3
  • 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 you c ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4547986 - Status: Active View Property Details Add to Favorites View Map

  • 402 E MACEWEN DR
  • Price: $1,600,000
  • 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 Cours ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4546629 - Status: Active View Property Details Add to Favorites

  • OSPREY
  • Price: $1,500,000
  • Zip Code: 34229
  • 3336 Square Feet
  • Subdivision: OAKS 2 PH 2
  • Bedrooms: 3 Baths: 2+
  • **GORGEOUS MEDITERRANEAN ESTATE** This 3-Bed + Large Office, Beautifully Appointed, single-story home features premium finishes throughout. The spacious, open floor plan boasts crown moldings in every room, Italian porcelain tile throughout nearly t ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4529031 - Status: Active View Property Details Add to Favorites View Map

  • 3603 N POINT RD #501
  • Price: $925,000
  • Zip Code: 34229
  • 2680 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • ZERO Damage after Hurricane Ian! This building is of the newest hurricane codes. Privacy, Security, Luxury, and the Country Club Lifestyle are calling your name. Just through the manned gate, to your secure building, ride up the private building elev ... Read More
  • Listing courtesy of: ALBERT WOOSTER & COMPANY

MLS# C7467516 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #301
  • Price: $899,900
  • Zip Code: 34229
  • 2594 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • 3 Bed / 3 Bath Luxury High Rise condo offers 2,594 SqFt of living space and is located in the serene, gated community of The Oaks Preserve. The Condos in this community are nestled in the back called the Meridian with peaceful views of the preserve. ... Read More
  • Listing courtesy of: ANYTIME REALTY LLC

MLS# A4528188 View Property Details Add to Favorites View Map

  • SUGAR MILL DR
  • Price: $795,000
  • Zip Code: 34229
  • 0.39 Acres
  • Rare opportunity to acquire one of the last remaining vacant parcels in prestigious Oaks Bayside. Build your Florida dream home using the builder of your choice within the Oaks Club - one of the West Coast of Florida's most exclusive private clubs. T ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4540108 - Status: Active View Property Details Add to Favorites View Map

  • 409 N POINT RD #403
  • Price: $700,000
  • Zip Code: 34229
  • 2203 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Escape to the casual elegance of your peaceful and private sanctuary at the Meridian, offering the best of luxury coastal living in Sarasota's premiere country club community. Upon entering through the guarded gate, you are enveloped in lush tropica ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4552430 - Status: Active View Property Details Add to Favorites View Map

  • 393 NORTH POINT RD #402
  • Price: $675,000
  • Zip Code: 34229
  • 2055 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • This picture-perfect 3 bedroom, 3 bath condo offers the perfect living space for those who seek luxury and comfort in a country club community. The elevator opens to your private foyer and upon entry you know you have entered a special sanctuary. M ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4551307 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #403
  • Price: $650,000
  • Zip Code: 34229
  • 2203 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • From start to finish your days will be pleasant and peaceful when you live them in this 3 bedroom, 3 bath condo with dining room; a 4th floor unit with 5th floor views. Imagine being surrounded by the nature and beauty of the preserve. Let the sound ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY