The Oaks Club, Osprey Florida

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 a price points in the high $200,000 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.
MLS# A3977881 - Pending View Property Details Add to Favorites View Map
- 74 SUGAR MILL DR
- Price: $29,000
- Zip Code: 34229
- 0.3651 Acres
- Short Sale. MOTIVATED SELLERS! NO BANK INVOLVEMENT. Only taxes and HOA liens exist. Best value in the Oaks! Build your dream home in one of Sarasota's finest Golf and Country Clubs offering first class amenities including 36 holes of championship ... Read More
- Listing courtesy of: RE/MAX ALLIANCE GROUP
MLS# A3960134 View Property Details Add to Favorites View Map
- 51 MAC EWEN DR # 8
- Price: $45,000
- Zip Code: 34229
- 595 Square Feet
- Subdivision: WINDSOR LODGE AT THE OAKS
- Bedrooms: 1 Baths: 1
- Windsor Guest Lodge. What easier way to become a member of The Oaks? Use for your guests or as a quick get away to enjoy true country club living at its finest with 36 holes of golf, tennis and fine dining. Beautiful lake and Golf Course views. ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3936462 View Property Details Add to Favorites View Map
- BayHead Lane
- Price: $49,000
- Zip Code: 34229
- 0.402 Acres
- The largest lot in Bishops Court at the Oaks Preserve. This prime parcel IS 17,511 sq. ft. and priced below assessed value it includes lake frontage with potential to build a new home with beautiful water views and large enough for a striking circula ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3977143 View Property Details Add to Favorites View Map
- 51 MAC EWEN DR # 5
- Price: $69,000
- Zip Code: 34229
- 595 Square Feet
- Subdivision: WINDSOR LODGE AT THE OAKS
- Bedrooms: 1 Baths: 1
- Beautiful first floor unit in Windsor Lodge, exquisitely remodeled with fine furnishings, overlooking the pool and golf course beyond. Step into this fully furnished suite, which is perfect for a vacation away from home, or upscale lodging for visiti ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# M5828384 View Property Details Add to Favorites View Map
- 88 SUGAR MILL DR
- Price: $99,000
- Zip Code: 34229
- 0.4061 Acres
- Beautiful large lot in outstanding community. Build your dream home here! ... Read More
- Listing courtesy of: COLDWELL BANKER RESIDENTIAL RE
MLS# A3969485 View Property Details Add to Favorites View Map
- 51 MAC EWEN DR # 17/18
- Price: $100,000
- Zip Code: 34229
- 1190 Square Feet
- Subdivision: WINDSOR LODGE AT THE OAKS
- Bedrooms: 1 Baths: 2
- Suites 17 & 18 at Windsor Guest Lodge located on the gorgeous #18 Eagle lake within The Oaks, an exclusive gated golf and country club community. This is a perfect weekend retreat for golfers or renters. Walking distance to the club with its fabu ... Read More
- Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY
MLS# A3975477 View Property Details Add to Favorites View Map
- 38 OSPREY POINT DR
- Price: $164,900
- Zip Code: 34229
- 0.4139 Acres
- Build a new home behind the gates of The Oaks Bayside on this gorgeous lot on highly desirable Osprey Point Drive. There is ample room to build a large home. The lot backs up to a wonderful, quiet preserve area and the land is cleared and ready for ... Read More
- Listing courtesy of: CRISTELLO AND CO REAL ESTATE
MLS# A3975479 View Property Details Add to Favorites View Map
- 42 OSPREY POINT DR
- Price: $164,900
- Zip Code: 34229
- 0.4188 Acres
- Build a new home behind the gates of The Oaks Bayside on this gorgeous lot on highly desirable Osprey Point Drive. There is ample room to build a large home The lot backs up to a wonderful, quiet preserve area and the land is cleared and ready for ... Read More
- Listing courtesy of: CRISTELLO AND CO REAL ESTATE
MLS# A3907764 View Property Details Add to Favorites View Map
- 400 BLUE GARDEN LN
- Price: $169,900
- Zip Code: 34229
- 0.5316 Acres
- Well located oversized corner lot in prestigious Oaks Bayside. Beautiful waterview of North Creek is possible from this homesite. Bring your kayak or canoe! Newly renovated Arthur Hills designed go lf courses open soon, tennis, minutes to Pineview ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3969863 View Property Details Add to Favorites View Map
- 41 BISHOPSCOURT RD # 119
- Price: $175,000
- Zip Code: 34229
- 1890 Square Feet
- Subdivision: OAKS PRESERVE
- Bedrooms: 2 Baths: 2
- SHORT SALE: Excellent opportunity to own a lovely townhouse in the Oaks Preserve. Enjoy a tranquil lake view from an expansive open balcony surrounded by Oak trees and lush mature landscaping. This maintenance free townhouse is a short sale and pro ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3977507 View Property Details Add to Favorites View Map
- 57 BISHOPSCOURT RD # 121
- Price: $225,000
- Zip Code: 34229
- 1890 Square Feet
- Subdivision: OAKS
- Bedrooms: 2 Baths: 2+
- Traditional Oaks charm is what you will find in this gracious townhome. Step out onto the brick patio and relax overlooking a lovely lake....Bishopscourt townhomes is a small enclave of 12 condominium residences surrounded by lush landscaping and ma ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# C7042373 View Property Details Add to Favorites View Map
- 612 OAK BAY DR
- Price: $259,900
- Zip Code: 34229
- 1915 Square Feet
- Subdivision: BAY OAKS ESTS UNIT 1
- Bedrooms: 3 Baths: 2
- Short Sale. This property will be available for showings on April 7th from 11am-1pm. This luxurious 3/2/2 POOL home has outstanding curb appeal with amazing architecture inside. Located on a slightly oversized lot, this home boasts over 1900 SqFt of ... Read More
- Listing courtesy of: ANYTIME REALTY LLC
MLS# A3962724 View Property Details Add to Favorites View Map
- 305 North Point Road
- Price: $263,800
- Zip Code: 34229
- 1.2112 Acres
- Build your dream home on this Estate lot with water access in The Oaks Preserve. Over one acre with water frontage on Shakett Creek leading to Sarasota Bay and over 60 trees including live Oaks and 100 year old Pine trees providing natural shading an ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3939401 View Property Details Add to Favorites View Map
- 440 BLUE GARDEN LN
- Price: $272,400
- Zip Code: 34229
- 0.6656 Acres
- ONE-OF-A-KIND 3/4 ACRE PRIVATE WOODED CULDESAC PARCEL. ONLY FEW REMAINING BUILDING LOTS IN THE PRESTIGIOUS OAKS CLUB. SARASOTA COUNTY'S PINEVIEW SCHOOL FOR GIFTED IS NEARBY. Do what you Love, Love what you do! Symphony, opera, fishing, sailing, polo, ... Read More
- Listing courtesy of: CAPITAL REAL ESTATE ENTERPRISE
MLS# A3966882 View Property Details Add to Favorites View Map
- 146 TURQUOISE LN
- Price: $275,000
- Zip Code: 34229
- 1988 Square Feet
- Subdivision: THE OAKS
- Bedrooms: 3 Baths: 2
- Beautifully maintained, maintenance free home in tranquil small community as part of the Oaks Club (membership required). Located in the quite Emerald Woods section of the Oaks Preserve at the end of a quite cul-de-sac. Very private with back lanai ... Read More
- Listing courtesy of: COLDWELL BANKER RES R E
MLS# A356253 View Property Details Add to Favorites View Map
- 410 BLUE GARDEN LN
- Price: $279,900
- Zip Code: 34229
- 0.5473 Acres
- Located on a private and quiet cul-de-sac in The Oaks. Rear views of your home will offer serene, beautiful views of North Creek. ... Read More
- Listing courtesy of: ELITE PROPERTIES LLC
MLS# A3949944 View Property Details Add to Favorites View Map
- 401 N POINT RD # 303
- Price: $285,000
- Zip Code: 34229
- 2203 Square Feet
- Subdivision: MERIDIAN AT THE OAKS PRESERVE, OAKS PRESERVE, OAKS
- Bedrooms: 3 Baths: 3
- LUXURIOUS LIVING WITH WATERFRONT PRESERVE VIEWS! From the moment that you step off of the elevator into your own private lobby you will know that this building will indulge your desires with only the finest finishes. This great room floor plan has ... Read More
- Listing courtesy of: CANDY SWICK & COMPANY
MLS# A3958674 View Property Details Add to Favorites View Map
- 76 BISHOPSCOURT RD # 116
- Price: $285,000
- Zip Code: 34229
- 1678 Square Feet
- Subdivision: OAKS PRESERVE
- Bedrooms: 2 Baths: 2
- You must see this rarely available 1 level condominium within the Oaks Golf Course community in the Oaks Preserve. Designed by Bo MacEwen this Georgian style home is large enough for year-round living or perfect for seasonal use.The large living/din ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# N5779700 View Property Details Add to Favorites View Map
- 623 PINE RANCH EAST RD
- Price: $294,900
- Zip Code: 34229
- 1886 Square Feet
- Subdivision: BAY OAKS ESTS UNIT 1
- Bedrooms: 3 Baths: 2
- Beautiful, Versatile and Well Built all describe this former model home with its many upgrades. If you're looking for an Immaculate, Move in Condition home, this is it. 3 Bedrooms and 2 Recently Updated Baths boast the beauty of this home along with ... Read More
- Listing courtesy of: VENICE REAL ESTATE COMPANY
MLS# A3974184 View Property Details Add to Favorites View Map
- 409 N POINT RD # 403
- Price: $299,000
- Zip Code: 34229
- 2203 Square Feet
- Subdivision: MERIDIAN AT THE OAKS PRESERVE
- Bedrooms: 3 Baths: 3
- Seller will pay $20,000 towards buyer's membership with a full price offer! This condo might just be The One for even the most discriminating Buyer, offering a generous 'great room floor plan' over 2,203 square feet with serene waterfront preserve vi ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3971776 View Property Details Add to Favorites View Map
- 65 BISHOPSCOURT RD # 122
- Price: $305,000
- Zip Code: 34229
- 1678 Square Feet
- Subdivision: OAKS PRESERVE
- Bedrooms: 2 Baths: 2
- Designed by Bo MacEwen, this fantastic one story maintenance free condo in desirable Bishopscourt Townhomes is perfect for your casual lifestyle. The end unit has large picture windows overlooking the lake and fountain, pecan floors, a glassed lanai ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3973557 View Property Details Add to Favorites View Map
- 3621 N POINT RD # 302
- Price: $309,000
- Zip Code: 34229
- 2545 Square Feet
- Subdivision: MERIDIAN AT THE OAKS PRESERVE
- Bedrooms: 3 Baths: 3
- The Meridian Towers are 6 architecturally beautiful buildings within the Oaks Preserve. This condominium is located in the 5th Tower, built in 2006, next to the heated pool and fitness center. Through the secure lobby take the elevawtor to your own ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3955112 View Property Details Add to Favorites View Map
- 350 SUGAR MILL DR
- Price: $325,000
- Zip Code: 34229
- 0.6677 Acres
- Build a new home behind the gates of THE OAKS BAYSIDE, on this gorgeous 30,000 sq. ft. home site that abuts historic Spanish Point on the highly desirable Sugar Mill Drive. PLANS AVAILABLE FROM RENOWNED ARCHITECT INBAR FOR YOUR 9,500 SQ. FT. DREAM HO ... Read More
- Listing courtesy of: KELLER WILLIAMS REALTY
MLS# A3963234 View Property Details Add to Favorites View Map
- 21 BAYHEAD LN
- Price: $325,000
- Zip Code: 34229
- 2216 Square Feet
- Subdivision: BISHOPS COURT AT THE OAKS PRESERVE
- Bedrooms: 3 Baths: 2
- DONT MISS this beautiful maintenance free home built for the current owners by Lee Wetherington in a Golf Enthusiasts paradise. The property is located on a lush tropical preserve providing privacy for the lanai with sparkling pool & spa. Quali ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3952675 View Property Details Add to Favorites View Map
- 393 N POINT RD # 301
- Price: $339,000
- Zip Code: 34229
- 2594 Square Feet
- Subdivision: MERIDIAN AT THE OAKS PRESERVE
- Bedrooms: 3 Baths: 3
- Light and bright end unit with 2 spaces in garage. Popular A unit featuring separate den and custom closed off kitchen with room for a breakfast table. Lovely moldings and finishes, southern facing lanai affording great bay breezes and warm winter su ... Read More
- Listing courtesy of: CROWN PROPERTIES GROUP INC
























