The Oaks Club, Osprey Florida

An enduring and lasting heritage provides a strong presence to The Oaks Club in the Osprey real estate market. And this holds true not only in Florida. As a matter of fact, this club has members from across the US as well as from other countries. Its legacy traces back to the turn of the twentieth century when it was established in a property where the grand old lady of Sarasota, Bertha Honoré Palmer, also had a home built for herself to start off the elegant lifestyle at The Oaks Club.
Many indeed have been charmed by the exciting combination of the waterfront location of The Oaks Club real estate development and its golf links. Also working well to its advantage is its location which is just far south enough to be free from the annoying Sarasota traffic.

The nucleus of social life in this Sarasota golf community takes form in a magnificent clubhouse, a 34,000-square-foot edifice that is host to an array of member privileges. It affords access to superior dining facilities such as those in its Glen Room, The Tavern, and The Grill Room. Social events abound throughout the year with the active special-interest associations for the club’s members. The Oaks’ calendar of activities can include dinner dances and themed events for large gatherings as well as bridge and mahjong games for small groups of friends.
For physical activities, The Oaks Club members have access to 12 tennis courts. Training programs are available under professional tennis instructors. Likewise accessible are a croquet court, a swimming pool, and a children’s playground.
There are two 18-hole par 72 championship golf courses which provide the perfect setting of the pristine natural environment of The Oaks’ residential community. One is the Eagle Course measuring 5,022 yards from the front tees and 7,003 yards from the back tees. It was designed by a well-know architect, Arthur Hills, who incorporated prime Sea Isle Paspalum grass from tee to green for each hole of the layout. The other course, the Heron, tours at 4,986 yards from the front tees and 6,695 yards from the back tees. Add-on golf amenities include modern practice facilities, a golf pro shop, and reciprocal playing privileges with local clubs during summer.

Homes in The Oaks Club are as diverse as its three neighborhoods— Oaks Bayside, Oaks Clubside, and Oaks Preserve which has four subdivisions. Styles and designs in A roster of The Oaks Club homes for sale can consist of estate homes, villas, townhomes, and condos. Asking prices can start in the high $200s for a condo unit and go beyond the $1 million mark for a fabulous estate home that can eloquently express the rich heritage of The Oaks. this community certainly boasts some of the finest Sarasota Real Estate available.
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
























