The Oaks Club

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

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 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

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.

28 listings found

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

• 112 OSPREY POINT DR
• Price: $5,486,000
• 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# A4554720 - Status: Active View Property Details Add to Favorites View Map

• 854 MACEWEN DR
• Price: $3,495,000
• 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# A4565483 - Status: Active View Property Details Add to Favorites View Map

• 385 NORTH POINT RD #902
• Price: $2,375,000
• Zip Code: 34229
• 3738 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3+
• This stunning 3,738 square foot, three bedroom, 3.5 bathroom residence is located in building I of the Meridian in The Oaks Preserve. Stripped to the studs, it was completely renovated with incredible care and finest attention to every detail. This s ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 482 E MACEWEN DR
• Price: $2,325,000
• Zip Code: 34229
• 3327 Square Feet
• Subdivision: OAKS 2 PH 4-B PT 2
• Bedrooms: 4 Baths: 3
• Alert, $100,000 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 remode ... 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: $2,199,000
• Zip Code: 34229
• 4001 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 4
• FORMER PERSONAL HOME OF AND DESIGNED BY FAMED ARCITECT BO MACEWEN WITH 2 BUILDABLE LOTS. Get ahead of the probable price change coming and schedule your showing today...Nestled among oaks in the prestigious Oaks Bayside, this 3 bedroom, 3 bath statel ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 871 MACEWEN DR
• Price: $2,145,000
• Zip Code: 34229
• 5168 Square Feet
• Subdivision: 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# A4566177 - Status: Active View Property Details Add to Favorites View Map

• 97 SUGAR MILL DR
• Price: $2,100,000
• 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# A4570865 - Status: Active View Property Details Add to Favorites View Map

• 465 MACEWEN DR
• Price: $1,950,000
• Zip Code: 34229
• 4357 Square Feet
• Subdivision: OAKS 2 PH 4-B
• Bedrooms: 5 Baths: 4+
• Elegance abounds in this spacious 2 story home with new roof in The Oaks Clubside. With 5 bedrooms, plus an office, 4 full and 2 half baths, there is room for everyday living, and for hosting guests. Beautifully landscaped, the curb appeal is a harbi ... 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: $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# A4569068 - Status: Active View Property Details Add to Favorites View Map

• 627 N MACEWEN DR
• Price: $1,849,000
• Zip Code: 34229
• 3857 Square Feet
• Subdivision: OAKS 2 PH 4-C PT 3
• Bedrooms: 4 Baths: 4+
• PRICED TO SELL -NEW ROOF SCHEDULED IN JUNE, - 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 ... Read More
• Listing courtesy of: ROVI

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

• 558 DOVE POINTE
• Price: $1,795,000
• 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# 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# A4568802 - Status: Active View Property Details Add to Favorites View Map

• 3603 N POINT RD #703
• Price: $1,595,000
• Zip Code: 34229
• 2680 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• **ULTIMATE VIEW from this 7TH Floor PENTHOUSE UNIT** behind the gates of the highly sought after Oaks-Preserve neighborhood. As you emerge from your private elevator foyer entrance, you will be enthralled by the Stunning, Unobstructed 90+ degree Vie ... Read More
• Listing courtesy of: GENEROUS PROPERTY

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

• 402 MACEWEN DR
• Price: $1,450,000
• 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# A4566374 - Status: Active View Property Details Add to Favorites View Map

• 600 EAGLE WATCH LN
• Price: $1,250,000
• Zip Code: 34229
• 3681 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 3 Baths: 3
• This spacious and elegant, 3 bed plus office, golf course home is nestled on a 0.7-acre lot with expansive views of the third hole of the Heron Golf Course. You are welcomed by a shady oak canopied front yard. Once inside the home, you will find a th ... Read More
• Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA 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 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# N6126282 - Status: Active View Property Details Add to Favorites View Map

• 3603 N POINT RD #602
• Price: $995,000
• Zip Code: 34229
• 2545 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Experience the ultimate Florida Gulf Coast lifestyle in this dream home located in The Oaks Country Club. Boasting breathtaking views of Little Sarasota Bay, Casey Key, and the Gulf, this stunning 3 beds/3 baths residence is perfect for golf and tenn ... Read More
• Listing courtesy of: KELLER WILLIAMS ON THE WATER

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# A4565477 - Status: Active View Property Details Add to Favorites View Map

• 1108 BAYHEAD LN
• Price: $975,000
• Zip Code: 34229
• 3541 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 4
• Welcome to the Oaks Preserve, a shaded and gated neighborhood where residents bike and walk in lush oak canopied surroundings. This 4 bedroom, 4 bath home has picturesque views of the lake and fountain, and is the perfect setting to enjoy relaxation ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# N6126537 View Property Details Add to Favorites View Map

• 148 OSPREY POINT DR
• Price: $925,000
• Zip Code: 34229
• 0.74 Acres
• Dreaming of building a new home? Now is the time to purchase the last remaining lot behind the gates of the Oaks Bayside. The Oaks Bayside is on the west side of Tamiami Trail and is surrounded on three sides by water. Residents have use of the commu ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4571689 - Status: Active View Property Details Add to Favorites View Map

• 226 SAINT JAMES PARK
• Price: $895,000
• Zip Code: 34229
• 2591 Square Feet
• Subdivision: OAKS 2 PH 1
• Bedrooms: 3 Baths: 2+
• **INCREDIBLE WATER AND GOLF COURSE VIEWS** from this ELEGANT, TRADITIONAL ESTATE in the Popular SAINT JAMES PARK, Cul De Sac neighborhood in The Oaks Country Club. Ideally Located near the Clubhouse and Campus of World Class Amenities, this Distinct ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4569805 - Status: Active View Property Details Add to Favorites View Map

• 293 TURQUOISE LN
• Price: $895,000
• Zip Code: 34229
• 2271 Square Feet
• Subdivision: OAKS
• Bedrooms: 3 Baths: 2
• **RARE OPPORTUNITY** This STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes ... Read More
• Listing courtesy of: GENEROUS PROPERTY

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

28 listings found

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