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.

35 listings found

MLS# A4600730 - Status: Active View Property Details Add to Favorites View Map

  • 601 FERNWALK LN
  • Price: $3,995,000
  • Zip Code: 34229
  • 5453 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 5+
  • **EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED Residence features a MAIN HOUSE with 3Beds/4.5Baths plus GUEST HOUSE (1Bed/1Bath, Kitchen/Laundry, Living area) and is situated on an Oversized, Private and Sere ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4609703 - Status: Active View Property Details Add to Favorites View Map

  • 388 BUNKER HL
  • Price: $3,100,000
  • Zip Code: 34229
  • 4937 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 5 Baths: 5+
  • Situated at the end of a cul-de-sac behind the gates of The Oaks, this 4 bedroom home w/1 bedroom guest house has 2 offices, four full and two half baths, exudes warmth and charm. Beautifully set on a 26,000 ft2 verdant lot, the rich vegetation gives ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4611812 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #802
  • Price: $2,500,000
  • Zip Code: 34229
  • 3738 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3+
  • This 3 bedroom, study, 3 1/2 bath penthouse residence in Meridian at the Oaks Preserve is beautifully renovated with high end finishes, a 2 car garage, has splendid sunsets and is offered furnished. Membership in the Oaks Country Club is required. ... Read More
  • Listing courtesy of: COLDWELL BANKER SARASOTA CENT.

MLS# A4608902 - 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# A4603094 - Status: Active View Property Details Add to Favorites View Map

  • 165 SUGAR MILL DR
  • Price: $1,995,000
  • Zip Code: 34229
  • 3912 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4+
  • This 4 bedroom, 4.5 bath home in The Oaks Bayside has been continuously updated and redecorated over the past several years, making it a pristine, elegant showcase. This is the perfect home for the refined country club lifestyle you seek to live. As ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4610759 - Status: Active View Property Details Add to Favorites View Map

  • 451 MAC EWEN DR
  • Price: $1,900,000
  • Zip Code: 34229
  • 4368 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 3+
  • Welcome to your dream home in The Oaks Clubside. Incredible curb appeal will be your first impression of this 4 bedroom (plus office) home with 3 full and one half baths. With a pavered walkway, circular driveway, and lovely landscaping you are becko ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4611113 - Status: Active View Property Details Add to Favorites View Map

  • 75 OSPREY POINT DR
  • Price: $1,795,000
  • Zip Code: 34229
  • 4001 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4
  • Opulent Exclusivity Awaits You at The Oaks, Osprey Florida. Nestled in the prestigious waterfront community of The Oaks - Bayside, 75 Osprey Point Dr. stands as a testament to luxurious living and architectural magnificence. This expansive estate is ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER S

MLS# A4584850 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #901
  • Price: $1,750,000
  • Zip Code: 34229
  • 2594 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • This opulent 3 bedroom plus den, 3 bath residence with a PRIVATE 2 CAR GARAGE located in Meridian at The Oaks Preserve, is a dream come true! A penthouse-level end unit situated on the north side of the building, it has been carefully updated and met ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4584509 - Status: Active View Property Details Add to Favorites View Map

  • 452 BLUE GARDEN LN
  • Price: $1,690,000
  • 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 re ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4601618 - Status: Active View Property Details Add to Favorites View Map

  • 325 OSPREY POINT DR
  • Price: $1,689,900
  • Zip Code: 34229
  • 3905 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 4+
  • **BEAUTIFULLY UPDATED ESTATE with WATER VIEW and STUNNING ARCHITECTURAL DETAILS** is located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Enjoy the Private and Tranquil, Lake-front setting of this Meticulously Maint ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4594469 - Status: Active View Property Details Add to Favorites View Map

  • 360 N POINT RD
  • Price: $1,595,000
  • Zip Code: 34229
  • 2913 Square Feet
  • Subdivision: OAKS 3 PH 1
  • Bedrooms: 3 Baths: 3+
  • One or more photo(s) has been virtually staged. Discover the quality and convenience of a home that blends classic allure with modern comfort, providing the perfect canvas for your luxury lifestyle in this brand-new, never-lived-in masterpiece on a r ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4610414 - Status: Active View Property Details Add to Favorites View Map

  • 639 EAGLE WATCH LANE
  • Price: $1,549,000
  • Zip Code: 34229
  • 4406 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 5+
  • This 4 bedroom with 5 full, and 1 half bath, a new roof and fresh exterior paint, is waiting for you to come and make it your own. Situated on a beautiful lot in The Oaks Clubside, it offers stunning views overlooking the lake out to the #7 of the H ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4606078 - Status: Active View Property Details Add to Favorites View Map

  • 491 E MACEWEN DR
  • Price: $1,490,000
  • Zip Code: 34229
  • 3526 Square Feet
  • Subdivision: OAKS 2 PH 4-B PT 2
  • Bedrooms: 4 Baths: 4
  • This private home was built with Luxury in mind. 4 bedrooms, 4 bath, Office, Family room, Built-in wet bar with Space for a wine cooler. Extended covered patio, Outdoor shower, Hurricane shutters, Custom designed his and her closets, lots of closet s ... Read More
  • Listing courtesy of: CARON REALTY INC

MLS# A4597633 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #701
  • Price: $1,400,000
  • Zip Code: 34229
  • 2594 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Enjoy luxury living at its finest in this TOTALLY RENOVATED 3 bedroom, 3 bath residence with a PRIVATE ONE CAR GARAGE plus one parking space under the building. Located in Meridian, behind the secure gates of The Oaks Preserve, you truly feel like y ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4608440 - Status: Active View Property Details Add to Favorites View Map

  • 219 SAINT JAMES PARK
  • Price: $1,349,000
  • Zip Code: 34229
  • 2844 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 3 Baths: 3+
  • WOW! The work is done! Located in coveted Saint James Park on the first fairway of the Eagle Course, this architectural beauty is within walking or biking distance to all the amenities at the esteemed Oaks Country Club. Three en-suite bedrooms all wi ... Read More
  • Listing courtesy of: SOLUTIONS REALTY

MLS# A4604118 - Status: Active View Property Details Add to Favorites View Map

  • 3621 NORTH POINT RD #601
  • Price: $1,340,000
  • Zip Code: 34229
  • 2680 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Welcome to luxury living at its finest in the highly regarded Meridian at The Oaks Preserve! This condominium offers an unparalleled blend of elegance, comfort, and breathtaking views that will leave you speechless. Enter this expansive sanctuary fea ... Read More
  • Listing courtesy of: THE SARASOTA REAL ESTATE COMP.

MLS# A4596761 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #903
  • Price: $1,250,000
  • Zip Code: 34229
  • 2203 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • BEAUTIFULLY UPDATED 3 bedroom, 3 bath 9th floor penthouse with PRIVATE 2 CAR GARAGE in Meridian at The Oaks Preserve offers the perfect living space for those who seek luxury and comfort in a country club community. RECENTLY RENOVATED and meticulousl ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4593249 - Status: Active View Property Details Add to Favorites View Map

  • 409 N POINT RD #702
  • Price: $1,200,000
  • Zip Code: 34229
  • 2055 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • One or more photo(s) has been virtually staged. Sweeping views of the Intracoastal and Gulf welcome you as you enter this impeccably kept seventh floor Meridian unit with its own private entrance. Pride of ownership is evident at every turn. Beautifu ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4600762 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #404
  • Price: $1,150,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 4 Baths: 3
  • 4th floor residence offers an uncommon feature, water views of THREE waterways, North Creek, the Intracoastal and the Gulf! And, unlike some units at this level, you won't have to play peek-a-boo to take in the spectacular views of water, surroundin ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4604256 - Status: Active View Property Details Add to Favorites View Map

  • 12 BISHOPS COURT RD RD
  • Price: $995,000
  • Zip Code: 34229
  • 3182 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 3+
  • Welcome to the Oaks Preserve, a wonderful neighborhood of natural beauty and lush canopied surroundings, yet close to Sarasota's #1 beaches and the ideal location for easy living! This gracious and charming courtyard home with a separate guest/casita ... Read More
  • Listing courtesy of: COLDWELL BANKER SARASOTA CENT.

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

  • 401 N POINT RD #603
  • Price: $950,000
  • Zip Code: 34229
  • 2203 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • One or more photo(s) has been virtually staged. 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 ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4595119 - Status: Active View Property Details Add to Favorites View Map

  • 393 N POINT RD #602
  • Price: $899,000
  • Zip Code: 34229
  • 2055 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Experience the sought-after lifestyle of The Oaks Club, seamlessly blended with the convenience and perks of a maintenance-free condominium, in this remarkable residence at The Meridian. This fully renovated three-bedroom, three-bath condominium is a ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4610203 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #503
  • Price: $875,000
  • Zip Code: 34229
  • 2203 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • **TURN-KEY, MOVE IN READY 5TH FLOOR CONDO WITH WATERFRONT AND PRESERVE VIEWS RIVALING HIGHER FLOORS** - JUST BRING YOUR SUITCASE AND ENJOY PARADISE! Over 2200sf in the Luxury, High-Rise, Meridian Condo Complex which features 3 BEDROOMS + 3 FULL BATHS ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4611066 - Status: Active View Property Details Add to Favorites View Map

  • 149 TURQUOISE LN
  • Price: $865,000
  • Zip Code: 34229
  • 2358 Square Feet
  • Subdivision: EMERALD WOODS AT OAKS 03 PH 02
  • Bedrooms: 3 Baths: 2
  • This beautiful 3-bedroom, 2-bath house is located in The Oaks community. The house features a 2-car garage and tile flooring throughout. The 3rd bedroom is currently used as an office with a built-in desk. Enjoy the heated pool and the convenience ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4587942 View Property Details Add to Favorites View Map

  • 147 OSPREY POINT DR
  • Price: $850,000
  • Zip Code: 34229
  • 0.47 Acres
  • Your dream homesite awaits! This lot is located within the Oaks Bayside, one of Southwest Florida's most exclusive private, gated communities. This amazing property is near the community dock and fountain and is surrounded by some of the most grand a ... Read More
  • Listing courtesy of: BRIGHT REALTY

35 listings found