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.

53 listings found

MLS# A4669444 - Status: Active View Property Details Add to Favorites View Map

  • 137 OSPREY POINT DR
  • Price: $1,345,000
  • Zip Code: 34229
  • 3303 Square Feet
  • Subdivision: OAKS BAYSIDE
  • Bedrooms: 4 Baths: 3
  • Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The faade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4676710 - Status: Active View Property Details Add to Favorites View Map

  • 17 BAYHEAD LN
  • Price: $1,300,000
  • Zip Code: 34229
  • 2850 Square Feet
  • Subdivision: BISHOPS COURT AT OAKS PRESERVE
  • Bedrooms: 3 Baths: 2
  • Impeccable is the only way to describe this charming, completely remodeled 3-bedroom, 2-bath residence that blends luxury with everyday comfort. No detail was overlooked in the renovation, resulting in a truly beautiful and thoughtfully designed home ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4678161 - Status: Active View Property Details Add to Favorites View Map

  • 3621 N POINT RD #603
  • Price: $1,295,000
  • Zip Code: 34229
  • 2680 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • COMPLETELY UPDATED WITH GORGEOUS VIEWS! Prepare to be captivated by this updated 3 bedroom, 3 bath condo in Meridian at The Oaks Preserve. This spacious residence offers a carefree, luxury lifestyle with a private elevator, open layout, and stunning ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4677305 - Status: Active View Property Details Add to Favorites View Map

  • 409 NORTH POINT RD #902
  • Price: $1,275,000
  • Zip Code: 34229
  • 2055 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • **A RARE OFFERING, 9TH FLOOR, UPDATED PENTHOUSE with PRIVATE 2-CAR GARAGE** Enjoy the ultimate unobstructed views of Little Sarasota Bay that includes the Gulf of Mexico & Midnight Pass with Casey Key and Siesta Key in the vista. This upper-level Pen ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4679994 - Status: Active View Property Details Add to Favorites View Map

  • 409 N POINT RD #601
  • Price: $1,250,000
  • Zip Code: 34229
  • 2594 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • **FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4678422 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #304
  • Price: $1,200,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • **MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4653470 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #504
  • Price: $1,100,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • FULLY UPDATED WATER VIEWS PRIVATE 2-CAR GARAGE OFFICE/4TH BEDROOM OPTION From the moment the private elevator opens into your foyer, this residence reveals itself as a home crafted with intention, artistry, and a deep appreciation for its natural ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4679867 - Status: Active View Property Details Add to Favorites View Map

  • 227 SAINT JAMES PARK
  • Price: $980,000
  • Zip Code: 34229
  • 2071 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 2 Baths: 2
  • Experience the charm and wonderful location of this golf course home on Saint James Park, the leafy and quiet cul-de-sac where you can walk to tennis, golf, pickleball, croquet, heated pool and state of the art fitness center all within The Oaks Coun ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4660895 - Status: Active View Property Details Add to Favorites View Map

  • 599 PINE RANCH EAST RD
  • Price: $925,000
  • Zip Code: 34229
  • 2188 Square Feet
  • Subdivision: BAY OAKS ESTATES
  • Bedrooms: 3 Baths: 2
  • **EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4633961 - Status: Active View Property Details Add to Favorites View Map

  • 293 TURQUOISE LN
  • Price: $910,000
  • Zip Code: 34229
  • 2271 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 3 Baths: 2
  • **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 abound throughout this h ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4664085 - Status: Active View Property Details Add to Favorites View Map

  • 21 BAYHEAD LN
  • Price: $900,000
  • Zip Code: 34229
  • 2216 Square Feet
  • Subdivision: BISHOPSCOURT AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 2
  • Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4645829 - Status: Active View Property Details Add to Favorites View Map

  • 13 BAYHEAD LN
  • Price: $895,000
  • Zip Code: 34229
  • 2310 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 2 Baths: 2
  • **IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides p ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4638035 - Status: Active View Property Details Add to Favorites View Map

  • 393 N POINT RD #604
  • Price: $875,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during ... Read More
  • Listing courtesy of: ROBERT SLACK LLC

MLS# A4659785 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #304
  • Price: $850,000
  • Zip Code: 34229
  • 2778 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • Give yourself the gift of refined living in this expansive 2,778 square foot residence--the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4667023 View Property Details Add to Favorites View Map

  • 147 OSPREY POINT DR
  • Price: $750,000
  • 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# A4679677 View Property Details Add to Favorites View Map

  • 410 BLUE GARDEN LN
  • Price: $699,000
  • Zip Code: 34229
  • 0.55 Acres
  • Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota's most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal ... Read More
  • Listing courtesy of: ELITE PROPERTIES LLC

MLS# A4671958 - Status: Active View Property Details Add to Favorites View Map

  • 401 N POINT RD #603
  • Price: $699,000
  • 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. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to t ... 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: $699,000
  • 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# A4678425 - Status: Active View Property Details Add to Favorites View Map

  • 33 BISHOPS COURT RD #118
  • Price: $697,500
  • Zip Code: 34229
  • 1890 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 2 Baths: 2+
  • **EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4672342 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #503
  • Price: $690,000
  • Zip Code: 34229
  • 2203 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bed ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4680582 - Status: Active View Property Details Add to Favorites View Map

  • 57 BISHOPS COURT RD #121
  • Price: $685,000
  • Zip Code: 34229
  • 1890 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 2 Baths: 2+
  • Enjoy the perfect maintenance free country club lifestyle in the charming and quaint Bishopscourt Townhomes located in The Oaks Preserve. Architecturally designed, this classic Georgian style townhouse features two bedrooms, two full ensuite baths, o ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4665938 - Status: Active View Property Details Add to Favorites View Map

  • 571 PINE RANCH EAST RD
  • Price: $665,000
  • Zip Code: 34229
  • 2746 Square Feet
  • Subdivision: BAY OAKS ESTATES UNIT 1
  • Bedrooms: 5 Baths: 2+
  • One of the largest homes in Bay Oaks Estates, this 5-bedroom, 2.5-bath single-story pool retreat delivers the best of indoor-outdoor Florida living with flexible spaces for guests, work, and play. Curb appeal pops with a brick paver circular drive, l ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4635708 - Status: Active View Property Details Add to Favorites View Map

  • 385 N POINT RD #402
  • Price: $660,000
  • Zip Code: 34229
  • 2055 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • **BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lob ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4621353 - Status: Active View Property Details Add to Favorites View Map

  • 409 N POINT RD #502
  • Price: $635,000
  • Zip Code: 34229
  • 2055 Square Feet
  • Subdivision: MERIDIAN AT THE OAKS PRESERVE
  • Bedrooms: 3 Baths: 3
  • **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th fl ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4681290 - Status: Active View Property Details Add to Favorites View Map

  • 3621 N POINT RD #301
  • Price: $625,000
  • 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

53 listings found