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.

98 listings found

MLS# A4210458 - Status: Active View Property Details Add to Favorites View Map

  • 112 OSPREY POINT DR
  • Price: $5,200,000
  • 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 HomeService

MLS# A4193965 - Status: Active View Property Details Add to Favorites View Map

  • 931 BLUE HERON OVERLOOK
  • Price: $3,100,000
  • Zip Code: 34229
  • 6977 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 5 Baths: 5+
  • Experience life in one of Florida's finest Country Clubs, The Oaks, from this exquisitely crafted estate home. Strategically positioned to overlook the signature Heron Golf Course, this extraordinary residence presents over 6,900 sq. ft. of space in ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4196744 - Status: Active View Property Details Add to Favorites View Map

  • 136 OSPREY POINT DR
  • Price: $2,999,000
  • Zip Code: 34229
  • 6461 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • One of the most beautiful homes in Sarasota, this immaculate residence in the Oaks Bayside is a flourish of custom finishes and designer upgrades inside and out. Located on an oversized parcel (more than half an acre) overlooking the preserve and tra ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4183696 - Status: Active View Property Details Add to Favorites View Map

  • 162 OSPREY POINT DR
  • Price: $2,800,000
  • Zip Code: 34229
  • 6807 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4+
  • Secluded sanctuary for nature lovers. Luxury home can often be an oxymoron. The luxury may exist, but what makes a house a "home"? This property answers that question, as it embodies the true meaning of the phrase. The classic elegance of this reside ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4190304 - Status: Active View Property Details Add to Favorites View Map

  • 95 OSPREY POINT DR
  • Price: $2,250,000
  • Zip Code: 34229
  • 7500 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • French Chateaux with guest house and 4+ (tandem) car garage in The Oaks Bayside. This incredible Bo MacEwen designed masterpiece was finished in 1997 and major renovations were done in 2001. As you enter the main house you are met with a spectacular ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4208052 - Status: Active View Property Details Add to Favorites View Map

  • 91 OSPREY POINT DR
  • Price: $1,995,000
  • Zip Code: 34229
  • 5100 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 5+
  • Iconic architecture in Sarasota's premiere golf and country club. This magnificent 4-bedroom estate was designed and built by Bo MacEwen and brims with the essence of warm, Southern hospitality. Bo was the original architect for The Oaks and he creat ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4173121 - Status: Active View Property Details Add to Favorites View Map

  • 285 SUGAR MILL DR
  • Price: $1,871,000
  • Zip Code: 34229
  • 5578 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • An award-winning golf club, #1 beach, nationally ranked school and peace of mind. What more could you ask for? Updated to the hurricane standards, this home features impact resistant garage doors and high velocity hurricane zone approved screen prote ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4167288 - Status: Active View Property Details Add to Favorites View Map

  • 324 OSPREY POINT DR
  • Price: $1,825,000
  • Zip Code: 34229
  • 5758 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5
  • Perfectly positioned along North Creek in the Oaks Bayside, this architecturally significant and beautifully designed residence is uniquely representative of what modern buyers are looking for in a home. Understated elegance, clean lines, dramatic wi ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4208738 - Status: Active View Property Details Add to Favorites View Map

  • 409 N POINT RD #1003B4
  • Price: $1,750,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • The best views in all of Meridian! Experience the luxurious Florida lifestyle with gorgeous open views that encompass Casey Key, Siesta Key, Downtown Sarasota, Little Sarasota Bay & the Gulf. This private, rarely available corner residence is located ... Read More
  • Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4203566 - Status: Active View Property Details Add to Favorites View Map

  • 669 TRENTON WAY
  • Price: $1,750,000
  • Zip Code: 34229
  • 5806 Square Feet
  • Subdivision: OAKS 2 PH 2
  • Bedrooms: 5 Baths: 5+
  • This truly unique one story home is Located on a quiet cul-de-sac street overlooking the Oaks Club (Clubside) Heron Golf course and a sparkling lake view. A Great combination. New pavered circular driveway. Enter the 10ft solid wood front doors to th ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4174238 - Status: Active View Property Details Add to Favorites View Map

  • 168 COASTAL HAMMOCK CT
  • Price: $1,750,000
  • Zip Code: 34229
  • 4924 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3+
  • Bayfront in the Oaks. Custom designed walled Mediterranean estate in private cul-de-sac location with a 5 stop elevator. Views from several locations showcasing the gulf and the bay. Very livable floor plan with expansive master suite offering a sepa ... Read More
  • Listing courtesy of: Crown Properties Group Inc

MLS# A4203589 - Status: Active View Property Details Add to Favorites View Map

  • 419 WALLS WAY
  • Price: $1,650,000
  • Zip Code: 34229
  • 5523 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 4 Baths: 4+
  • Best lot in The Oaks; on a cul-de-sac street, known as "The Street of Dreams", is the location for one of the most incredible homes in The Oaks. With over $1,000,000 in renovations, this spectacular colonial home gives new meaning to move in ready! E ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# N5915808 - Status: Active View Property Details Add to Favorites View Map

  • 854 MACEWEN DR
  • Price: $1,600,000
  • Zip Code: 34229
  • 9081 Square Feet
  • Subdivision: OAKS 2 PH 2
  • Bedrooms: 4 Baths: 4+
  • Offering over 9,000 square feet of exquisite living space, this richly-detailed custom home is nestled on a guarded, private cul-de-sac. Entertain guests or simply relax as a family in the multitude of well-designed rooms- from the living room with i ... Read More
  • Listing courtesy of: Michael Saunders & Company

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

  • 340 OSPREY POINT DR
  • Price: $1,500,000
  • Zip Code: 34229
  • 5948 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • Feeling conflicted? Do you love nature, but desire an elegant home? You CAN have it all. This 5 bedroom home, with 5 full and two half baths, is the answer. It sits at the edge of preserve land, surrounded by oak trees, palmettos and mangroves, wit ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4152178 - Status: Active View Property Details Add to Favorites View Map

  • 497 WEBBS CV
  • Price: $1,500,000
  • Zip Code: 34229
  • 6341 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 6 Baths: 6+
  • NO BUY IN DUES. Upon accepted offer by Seller, Seller will pay the social membership fee required by the Oaks Country Club. Located in the exclusive gated community of The Oaks Bayside. Totally remodeled home with too many improvements to list, ever ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4206881 - Status: Active View Property Details Add to Favorites View Map

  • 105 N POINT RD
  • Price: $1,490,000
  • Zip Code: 34229
  • 8914 Square Feet
  • Subdivision: OAKS 3 PH 1
  • Bedrooms: 5 Baths: 5+
  • Under Construction. Behind the gates of The Oaks Preserve, tucked away with complete privacy is this home waiting for your finishing touches. The home is completed to drywall so you may select all your own cabinetry and flooring. The home is 4/5 b ... Read More
  • Listing courtesy of: Key Sarasota Real Estate LLC

MLS# A4198065 - Status: Active View Property Details Add to Favorites View Map

  • 402 WALLS WAY
  • Price: $1,450,000
  • Zip Code: 34229
  • 3464 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 4 Baths: 3+
  • Spectacular waterfront home exhibits unsurpassed excellence in design and detail. Situated on a premier one acre lot in the beautiful The Oaks Club. Grande entry doors and breathtaking foyer open to reveal a pool and patio. Graceful Top name applian ... Read More
  • Listing courtesy of: Flatfee.com

MLS# A4187668 - Status: Active View Property Details Add to Favorites View Map

  • 395 SUGAR MILL DR
  • Price: $1,250,000
  • Zip Code: 34229
  • 4351 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4
  • The Secret Garden Home is located within the exclusive Oaks Bayside. This time honored custom home affords the discriminating buyer the highest quality for those wanting no detail overlooked in 4,351 square feet of elegant living. This home has it a ... Read More
  • Listing courtesy of: Piro & Associates

MLS# A4209111 - Status: Active View Property Details Add to Favorites View Map

  • 852 MACEWEN DR
  • Price: $1,200,000
  • Zip Code: 34229
  • 4519 Square Feet
  • Subdivision: OAKS 2 PH 2
  • Bedrooms: 4 Baths: 3+
  • Oaks Clubside Masterpiece. Elegant, pristine, charming, serene, are just a few of the words that will come to mind when you tour this beautiful completely remodeled home. Entering the front door, you are met with a large open living room/dining room ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4205976 - Status: Active View Property Details Add to Favorites View Map

  • 415 WALLS WAY
  • Price: $1,200,000
  • Zip Code: 34229
  • 5047 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4+
  • Like a decadent sundae, this 4 bedroom plus office, 4.5 bath home offers a tantalizing array of delights; & the stunning view over multiple golf holes & lakes is the cherry on top! Situated on a large lot, the front exterior features a circular drive ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4203124 - Status: Active View Property Details Add to Favorites View Map

  • 917 MACEWEN DR
  • Price: $1,175,000
  • Zip Code: 34229
  • 4068 Square Feet
  • Subdivision: OAKS 2 PHASE 2
  • Bedrooms: 3 Baths: 4
  • Custom built by Whitehall Quality Homes, this 3 bedroom (plus office) 4 bath home in The Oaks Clubside is a study in elegance. Stunning from the exterior, the paver drive features a fountain, and lighting to make this home attractive day and night. ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4199246 - Status: Active View Property Details Add to Favorites View Map

  • 738 N MACEWEN DR
  • Price: $1,175,000
  • Zip Code: 34229
  • 4614 Square Feet
  • Subdivision: OAKS 2 PH 4-C PT 2
  • Bedrooms: 5 Baths: 5+
  • 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 gorgeous lake and golf views, the floor plan offers fl ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4208023 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #1003
  • Price: $1,150,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Views, views, views to be enjoyed every moment of the day from this luxurious penthouse location in the Oaks Meridian. Marble foyer leads you into the well scaled 3 bedroom plus den, 3 bath split floor plan which affords comfortable spaces for living ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# N5911141 - Status: Active View Property Details Add to Favorites View Map

  • 42 OSPREY POINT DR
  • Price: $1,139,990
  • Zip Code: 34229
  • 3692 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3
  • MOVE IN READY! The beauty of The Oaks Bayside awaits you in this NEW construction Villa Serena floorplan. Private homesite backs to natural woodlands and eagle preserve. Through the gorgeous iron & glass double-door entry, you'll find a spacious sing ... Read More
  • Listing courtesy of: Emerald Realty of Southwest Florida LLC

98 listings found