The Oaks Club

Listings For SaleSold History and Market Report

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

View Community Video

The Oaks Club Real Estate

Welcome to The Oaks Club. This is a golf enthusiasts paradise that features some of the finest waterfront properties south of Sarasota! Situated in the city of Osprey, Sarasota County, The Oaks Club offers 2 championship golf courses, the Eagle Course and the Heron Course. Sarasota County is also home to one of the best beaches in the country, one of the finest collections of art, Florida’s richest culture, and best of all, the average daytime temperature in January is 71 degrees!

The Sarasota area hosts more than 92 separate golf courses. This area is loaded with a wide range golf course community real estate offerings ideal for both year-round and part-time residents. Whether you are looking for a modest winter get-away, an investment property, or relax in a prestigious fairway-side mansion, Oaks Club real estate is available in many price ranges and designs and is some of the best golf community real estate available in Sarasota.

The Oaks Club Golf Courses

The Oaks Club Real Estate

The Oaks Club has 2 – 18 hole par 72 courses, the Heron course and the Eagle course. The Eagle course is probably the only course in Florida that is Sea Isle Paspalum grass from tee to green. Paspalum exhibits a fine leaf texture similar to hybrid Bermuda grass and can offer very “fast” conditions on fairways and greens and is a joy to play on.

The Oaks Club course statistics:

  • Eagle Golf Course yardage ranging from 5,022 to 7,003 yards, Sea Isle Supreme Paspalum grass from tee to green
  • Heron Golf Course yardage ranging from 4,986 to 6,695 yards
  • State-of-the-art practice facilities
  • Designed for play at various levels, there are five tee alternatives at each hole.
  • The recently renovated locker rooms are fully staffed
  • Fantastic pro shop with extensive product offerings
  • Golf lessons and weekly clinics
  • Reciprocal arrangements with other premier Sarasota golf clubs in the summer months
  • Take a virtual tour of The Oaks Club HERE

The Oaks Club Amenities

The Oaks Club features full country club lifestyle living and all the amenities you would expect from an organization of this caliber. The amenities include but are not limited to:

  • A 34,00 foot community clubhouse
  • Heated Jr. Olympic swimming pool
  • 12 Har-Tru Tennis courts, 4 are lighted for night time play.
  • Tournament croquet court
  • The Grille Room and Bar: 19th hole bar and Grille
  • The Tavern: Adult gathering area with a bar
  • The Glen Room: The Oaks Club formal dining room
  • 24 hour gated and mobile security
  • Luxury Guest suites

The Oaks Club Location

The Oaks Club Real Estate

With most of the “opulent” golf communities all residing east of I-75 you really do miss out on a lot of things Sarasota offers because you won’t be bothered to drive 30 minutes to do anything most of the time unless you are highly motivated. And lets face it, with traffic the way it is during season, why would you want to leave the peace and serenity of your home and fight traffic for a half hour?

The Oaks Club is located in Osprey which is just far enough south of Sarasota to get you away from all the traffic you typically encounter on Tamiami Trail (US-41), Fruitville, Bee Ridge and downtown Sarasota.

With The Oaks Club being located right on the Intracostal Waterway, the community catches many of the cool summer breezes off the water that can be a great relief during our sweltering summers. I have seen temperatures vary as much as 5 degrees between inland locations east of I-75 and the coast. So if you want to make this your year-round residence, this is a big plus.


The Oaks Club Homes for Sale

 

The Oaks Club Real Estate

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.

95 listings found

MLS# A4137860 - Status: Active with Contract View Property Details Add to Favorites View Map

  • 112 OSPREY POINT DR
  • Price: $4,449,000
  • Zip Code: 34229
  • 8973 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 6 Baths: 6+
  • NO WATER TEASE HERE! Truly a Boater's Dream! This grand custom 3 floor home sits on one of the premier lots in Oaks Bayside. Enjoy magical full waterview with amazing sunsets either at home or in your boat crewing on the open bay to the Gulf ... Read More
  • Listing courtesy of: EDELEN COMPANY INC

MLS# A4132353 - Status: Active View Property Details Add to Favorites View Map

  • 136 OSPREY POINT DR
  • Price: $3,449,900
  • Zip Code: 34229
  • 8843 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 7 Baths: 6+
  • Fantastic opportunity to own this prestigious home in The Oaks Bayside. You will be immediately impressed with the Georgian style of architecture as you first approach the circular driveway and the lush tropical foliage. The front facade of this home ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4136097 - Status: Active View Property Details Add to Favorites View Map

  • 931 BLUE HERON OVERLOOK
  • Price: $2,499,000
  • Zip Code: 34229
  • 6977 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 4 Baths: 5+
  • Located clubside at The Oaks, this distinguished residence is sited at the end of a cul-de-sac boasting breathtaking views stretching all the way to the Oaks Clubhouse and strategically located on the new Fry/Straka (course architects of Erin Hill, s ... Read More
  • Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY

MLS# A4141702 - Status: Active View Property Details Add to Favorites View Map

  • 285 SUGAR MILL DR
  • Price: $2,100,000
  • Zip Code: 34229
  • 5578 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • Grand and impressive-yet warm and comfortable at the same time, this private walled estate exudes a feeling of both tranquility and joy. Set in the wooded enclave of The Oaks Bayside, you arrive after driving down canopied Sugar Mill Dr. The proper ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4140671 - Status: Active View Property Details Add to Favorites View Map

  • 419 WALLS WAY
  • Price: $1,845,000
  • Zip Code: 34229
  • 5523 Square Feet
  • Subdivision: OAKS 2 PH 1
  • Bedrooms: 4 Baths: 4+
  • Prepare to be inspired at the sight of this grand colonial revival estate home sited gracefully on arguably one of The Oaks' premier cul-de-sac lots. Enjoy unrivaled sunrise, sunset, lake and golf course views of the new Fry- and Straka-designed ... Read More
  • Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY

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

  • 497 WEBBS CV
  • Price: $1,749,000
  • Zip Code: 34229
  • 6341 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 6 Baths: 6+
  • Located in the exclusive gated community of The Oaks Bayside. Totally remodeled home with too many improvements to list, everything is new including; new roof, air conditions, new flooring, new kitchens and baths, new pool, lanai screens, new travert ... Read More
  • Listing courtesy of: RE/MAX FINE PROPERTIES

MLS# A4146053 - Status: Active View Property Details Add to Favorites View Map

  • 340 OSPREY POINT DR
  • Price: $1,695,000
  • Zip Code: 34229
  • 6001 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • Timeless grandeur! This exquisite traditional estate was designed to perfection for luxury living with 5 bedrooms and 5.2 baths in the highly desirable Oaks Bayside. Volume ceilings, crown molding and architectural details are evident throughout th ... Read More
  • Listing courtesy of: GENEROUS PROPERTY

MLS# A4112665 - Status: Active View Property Details Add to Favorites View Map

  • 478 ORISKANY CT
  • Price: $1,679,000
  • Zip Code: 34229
  • 5856 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 5+
  • Closest home to brand new construction you will find in The Oaks. New Roof, New Windows, All new Kitchen with Viking Professional appliances, New Stone and wood Flooring throughout, All new interior doors, New plumbing, New second story, New Pool de ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4138267 - Status: Active View Property Details Add to Favorites View Map

  • 695 TRENTON WAY
  • Price: $1,629,000
  • Zip Code: 34229
  • 5294 Square Feet
  • Subdivision: OAKS 2 PH 2
  • Bedrooms: 4 Baths: 4+
  • Absolutely the best view in all The Oaks, 270+ degrees of lake and golf views! This large 4 bedroom, 4.5 bath (plus pool bath) 5,294 square foot home in The Oaks Clubside offers a location and view rivaled by none. As you enter, the formal living r ... Read More
  • Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICE

MLS# A4150778 - Status: Active View Property Details Add to Favorites View Map

  • 296 OSPREY POINT DR
  • Price: $1,599,000
  • Zip Code: 34229
  • 7092 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 5+
  • Featuring HIS AND HERS MASTER BEDROOMS AND BATHROOMS, this 4 Bedroom + office, 5.5 Bath, 7,092 sq ft home has it all! You need to look no further for the home that offers space, beauty, comfort & privacy! Travertine marble floors gleam throughout thi ... Read More
  • Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICE

MLS# A4144979 - Status: Active with Contract View Property Details Add to Favorites View Map

  • 373 SUGAR MILL DR
  • Price: $1,595,000
  • Zip Code: 34229
  • 4717 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4+
  • A rare opportunity that brings together lush landscaping and a prime lakefront location in Oaks Bayside with the attributes of a reconstructed and redesigned model-like home. This estate home has just recently been transformed to suit today's mo ... Read More
  • Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY

MLS# A4143576 - Status: Active View Property Details Add to Favorites View Map

  • 530 N MAC EWEN DR
  • Price: $1,365,000
  • Zip Code: 34229
  • 4346 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 5+
  • A tastefully understated façade gives entry to dramatic style and sophistication in this recently remodeled estate home located in the private gated community of The Oaks. Expertly renovated and meticulously maintained, this home showcases stunn ... Read More
  • Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY

MLS# A4146626 - Status: Active View Property Details Add to Favorites View Map

  • 395 SUGAR MILL DR
  • Price: $1,345,000
  • Zip Code: 34229
  • 4351 Square Feet
  • Subdivision: OAKS, BAYSIDE
  • Bedrooms: 4 Baths: 4
  • SPECTACULAR IS THE ONLY WAY TO DESCRIBE THIS CUSTOM BUILT BO MACEWEN HOME IN THE OAKS, BAYSIDE. Every inch of the 4,351 square feet of living space offers elegant living. Quality details abound, from the designer fixtures to the gourmet kitchen; Braz ... Read More
  • Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICE

MLS# A4124781 - Status: Active with Contract View Property Details Add to Favorites View Map

  • 370 SUGAR MILL DR
  • Price: $1,299,000
  • Zip Code: 34229
  • 4783 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 5 Baths: 5+
  • Detail, privacy and quality capture the spirit of this magnificent, five-bedroom residence, with an elegance befitting of its peaceful preserve location in the Oaks Bayside. Custom-built by Baron, the over 4,700 sq. ft. of living area exhibits master ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4107179 - Status: Active with Contract View Property Details Add to Favorites View Map

  • 376 SUGAR MILL DR
  • Price: $1,295,000
  • Zip Code: 34229
  • 5472 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 4+
  • This 5,472 sq. ft. grand manor house, with classic Mediterranean architecture, is designed for gracious living. Enter through the courtyard with a tranquil fountain and carved wood double doors that open to an elegant entry foyer. Here you will find ... Read More
  • Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICE

MLS# A4142877 - Status: Active View Property Details Add to Favorites View Map

  • 588 EAGLE WATCH LN
  • Price: $1,195,000
  • Zip Code: 34229
  • 4686 Square Feet
  • Subdivision: OAKS 2 PHASE 2
  • Bedrooms: 4 Baths: 4+
  • This beautiful custom home, rich in architectural detail including double crown molding throughout, is located on a private, cul-de-sac street in the Oaks Country Club and overlooks the 3rd fairway of the Heron Course. As you enter the elegant marble ... Read More
  • Listing courtesy of: SOLUTIONS REALTY

MLS# A4112833 - Status: Active View Property Details Add to Favorites View Map

  • 917 MACEWEN DR
  • Price: $1,195,000
  • Zip Code: 34229
  • 4068 Square Feet
  • Subdivision: OAKS 2 PHASE 2
  • Bedrooms: 3 Baths: 4
  • This custom built 3 bedroom w/ a den (possible 4th BR), 4 bathroom pool home with an oversized 3-car garage sits within the gates of the prestigious Oaks Golf and Country Club. Entering your new home, you will be met with a wide and open floor plan w ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4141913 - Status: Active View Property Details Add to Favorites View Map

  • 398 E MACEWEN DR
  • Price: $1,179,000
  • Zip Code: 34229
  • 4743 Square Feet
  • Subdivision: OAKS 2 PH 3
  • Bedrooms: 4 Baths: 5+
  • Stunning 4 bedroom, 5 1/2 bath, 5 car attached garage home with nearly 4,800 square feet of living space and nestled on the 4th fairway of the Eagle course at the world renowned Oaks Golf & Country Club. Conveniently located in south Sarasota near n ... Read More
  • Listing courtesy of: SARASOTA COAST REALTY INC

MLS# A4148609 - Status: Active View Property Details Add to Favorites View Map

  • 67 SUGAR MILL DR
  • Price: $1,175,000
  • Zip Code: 34229
  • 4020 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 3+
  • Style, quality and charm in a tranquil setting describes this timeless traditional home in the Oaks Bayside. Spacious and updated with the highest quality & detail this home has 4 bedrooms with 3 baths plus 2 half baths. Gracious oversized entry hal ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A3999138 - Status: Active View Property Details Add to Favorites View Map

  • 703 MACEWEN DR
  • Price: $1,160,000
  • Zip Code: 34229
  • 4641 Square Feet
  • Subdivision: OAKS
  • Bedrooms: 4 Baths: 3+
  • Experience an elegant country club lifestyle behind the gates of Sarasota's most sought-after community, The Oaks. The paver drive leads to this 2007 custom-built John Cannon four-bedroom plus den home, where spacious, bold interiors create a pe ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

95 listings found