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.

26 listings found

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

• 112 OSPREY POINT DR
• Price: $4,850,000
• Zip Code: 34229
• 8621 Square Feet
• Subdivision: OAKS
• Bedrooms: 6 Baths: 6+
• Price to Sell! ***NEW ROOF 11/07/2023*** Most desirable location in The Oaks Bayside Country club. Its Magical water view of Sarasota Bay is truly a Boaters Dream! Featuring your own Private Dock with 3 power lifts...12,000/ 16,000. Driving through t ... 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# A4583299 - Status: Active View Property Details Add to Favorites View Map

• 252 OSPREY POINT DR
• Price: $2,095,000
• Zip Code: 34229
• 3780 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 3+
• **RENOVATED, CUSTOM, LIGHT-FILLED COURTYARD-STYLE HOME THAT EMBRACES A TRUE INDOOR/OUTDOOR LIFESTYLE AND OFFERS UNPARALLELED PRIVACY IN THE SECURE AND COVETED, OAKS-BAYSIDE NEIGHBORHOOD, WHILE OVERLOOKING A SCENIC NATURE PRESERVE WITH WATER VIEWS AND ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4566177 - Status: Active View Property Details Add to Favorites View Map

• 97 SUGAR MILL DR
• Price: $1,900,000
• 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# A4570326 - Status: Active View Property Details Add to Favorites View Map

• 67 SUGAR MILL DR
• Price: $1,899,000
• Zip Code: 34229
• 4020 Square Feet
• Subdivision: OAKS
• Bedrooms: 4 Baths: 3+
• **ELEGANT, TRADITIONAL, CUSTOM-BUILT ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay Waters is sure to impress, boasting MANY UPDATES and Remarkable Architectural Detail throughout and consists of 4 Beds + 3 Full Baths + ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4588678 - Status: Active View Property Details Add to Favorites View Map

• 453 WEBBS CV
• Price: $1,896,300
• Zip Code: 34229
• 3953 Square Feet
• Subdivision: OAKS
• Bedrooms: 3 Baths: 3+
• Welcome home to not only a beautiful house but a exclusive lifestyle of security, entertainment, sense of community and exercise surrounded by nature and steps away from the Gulf of Mexico.This home is located west of 41 putting you steps away from t ... Read More
• Listing courtesy of: BRIGHT REALTY

MLS# A4591361 - Status: Active View Property Details Add to Favorites View Map

• 325 OSPREY POINT DR
• Price: $1,750,000
• Zip Code: 34229
• 3905 Square Feet
• Subdivision: OAKS
• Bedrooms: 3 Baths: 4+
• This beautiful Bo MacEwen home, idyllically set on a lovely lakeside lot in The Oaks Bayside, is offered at a NEW PRICE. With 3 bedrooms, 4.5 baths and over 3,900 square feet, it offers wonderful living space with classic elegant touches. Majestic fr ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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: $1,750,000
• 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# A4570226 - Status: Active View Property Details Add to Favorites View Map

• 558 DOVE POINTE
• Price: $1,725,000
• 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# A4583910 - Status: Active View Property Details Add to Favorites View Map

• 853 MACEWEN DR
• Price: $1,700,000
• Zip Code: 34229
• 4185 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 4 Baths: 4
• If you are seeking a home that offers you an abundance of living space,and an incredible lot with a ton of privacy, look no more. You have found it in this John Cannon custom-built home in The Oaks Clubside. With 4 bedrooms and 4 bathrooms, an offic ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4581589 - Status: Active View Property Details Add to Favorites View Map

• 628 MACEWEN DR
• Price: $1,700,000
• Zip Code: 34229
• 4486 Square Feet
• Subdivision: OAKS
• Bedrooms: 5 Baths: 4+
• One or more photo(s) has been virtually staged. This Regents Versailles model in The Oaks Clubside combines all the delights of a Florida golf course home with luxury touches and a Mediterranean vibe. Designed to take advantage of the beautiful Eagle ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4571117 - Status: Active View Property Details Add to Favorites View Map

• 894 MACEWEN DR
• Price: $1,625,000
• Zip Code: 34229
• 3095 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 3 Baths: 3
• RECENTLY REDUCED. Don't let the opportunity to own this incredible home slip away. 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 lar ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4587151 - Status: Active View Property Details Add to Favorites View Map

• 3603 N POINT RD #701
• Price: $1,475,000
• Zip Code: 34229
• 2680 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• **SPECTACULAR VIEW from this 7TH Floor, Corner PENTHOUSE CONDO** Offering 3 En Suite Bedrooms, 3 Full Baths and PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve neighborhood in the Newest Meridian Condo Tower. ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# A4589700 - Status: Active View Property Details Add to Favorites View Map

• 651 ORISKANY CT
• Price: $1,295,000
• Zip Code: 34229
• 2826 Square Feet
• Subdivision: OAKS 2 PH 2
• Bedrooms: 3 Baths: 2+
• **BEAUTIFULLY RENOVATED, 1-STORY HOME ON OVERSIZED CORNER LOT WITH GOLF COURSE VIEW** Located on a quiet street behind the gates of the highly sought after Oaks-Clubside neighborhood, this 3 Bed PLUS Office (with separate entrance), 2.5 Bath home was ... Read More
• Listing courtesy of: GENEROUS PROPERTY

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
• 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# A4575407 - Status: Active View Property Details Add to Favorites View Map

• 3603 N POINT RD #202
• Price: $935,000
• Zip Code: 34229
• 3147 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• **ELEGANT and SPACIOUS CORNER CONDO UNIT - NEARLY 3200sf - With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood. This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned P ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# N6126537 View Property Details Add to Favorites View Map

• 148 OSPREY POINT DR
• Price: $905,000
• 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# A4576726 - Status: Active View Property Details Add to Favorites View Map

• 3603 N POINT RD #301
• Price: $895,000
• Zip Code: 34229
• 2680 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Beautifully appointed and updated luxury end unit condo in the newest and last to be built Meridian building. This end unit shares the elevator with only six other end units plus only steps away from and overlooks the resort-style pool, covered kitch ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4589564 - Status: Active View Property Details Add to Favorites View Map

• 393 NORTH POINT RD #503
• Price: $850,000
• Zip Code: 34229
• 2203 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• This condo in Meridian at The Oaks Preserve is an excellent choice! Enter through the secure foyer and take the private elevator to the fifth floor where you will find this charming 3 bedroom, 3 bath residence with dining room and two under the build ... 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

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

• 385 N POINT RD #304
• Price: $800,000
• Zip Code: 34229
• 2778 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• One or more photo(s) has been virtually staged. Don't pass up the opportunity to live the country club lifestyle in comfort and ease in this well-priced unit, with lots of living space, in Meridian at The Oaks Preserve. Spacious, bright and clean, wi ... 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: $775,000
• Zip Code: 34229
• 2680 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• 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 floor plan and absolutely breathtaking ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4578791 - Status: Active View Property Details Add to Favorites View Map

• 401 N POINT RD #303
• Price: $700,000
• Zip Code: 34229
• 2203 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Completely updated, 3 bedroom, 3 bath WITH DEN/OFFICE! This beautiful condo offers the unique feature of an added office/den, making it truly a place to live, work and play on the gorgeous Gulf Coast of Florida. The new kitchen combines functionalit ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4580457 - Status: Active View Property Details Add to Favorites View Map

• 409 N POINT RD #301
• Price: $650,000
• Zip Code: 34229
• 2594 Square Feet
• Subdivision: MERIDIAN AT THE OAKS PRESERVE
• Bedrooms: 3 Baths: 3
• Welcome to your slice of paradise! Don't pass up the opportunity to live the country club lifestyle in Meridian at The Oaks Preserve. Invite friends and family to this spacious, bright, and clean piece of property. This condo features 3 bedrooms and ... Read More
• Listing courtesy of: SARASOTA LAND AND HOMES LLC

26 listings found

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