The Oaks Club, Osprey, FL, Real Estate

The Oaks Club is a prestigious private equity country club renowned for its luxurious lifestyle and extensive amenities nestled amid preserved natural surroundings. Members have access to two championship 18-hole golf courses, 12 to 14 Har-Tru tennis courts, four pickleball courts, croquet lawns, bocce ball facilities, and a resort-style swimming pool ideal for relaxation, fitness classes, or family recreation. The club also boasts a state-of-the-art wellness and fitness center spanning about 7,500 square feet, along with diverse culinary options including family-friendly dining, weekend brunches, cocktails, and special wine events in a 34,000-square-foot Georgian-style clubhouse.

The Oaks Club currently has 28 single family homes for sale with an average list price of $2,059,750, 1 townhouse for sale with a list price of $695,000, 17 condos for sale with an average list price of $1,057,970.59, and 1 lot for sale with a list price of $750,000. The average annual property tax for The Oaks Club is $9,063.98.

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Subdivisions/Buildings

Subdivisions/Buildings Median Price
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Bishops Court at Oaks Preserve

Bishops Court at Oaks Preserve is a single-family home, townhouse, and condo community in The Oaks Club neighborhood of Osprey, Florida, built between 1984 and 2002. It currently has 4 single family homes for sale with an average list price of $1,122,250 and 1 townhouse for sale with a list price of $695,000. The homes range in size from 1,678 ft2 to 3,541 ft2. The HOA fees range from $222 to $1,052 per month. The average annual property tax for Bishops Court at Oaks Preserve is $3,890.74. It is located in Sarasota County. Nestled within the prestigious Oaks Preserve in Osprey, Florida, Bishops Court is an exclusive gated neighborhood that forms part of The Oaks Club, a luxurious private community renowned for its upscale living and serene natural surroundings. This intimate enclave features 46 ranch-style villas and a handful of two-story homes, many boasting private pools, alongside maintenance-free townhouses, all designed for comfort and elegance in a maintenance-inclusive setting. Residents enjoy dedicated neighborhood amenities such as a sparkling community pool and clubhouse, while mandatory membership in The Oaks Club unlocks an array of world-class facilities, including two championship 18-hole golf courses, 12 Har-Tru tennis courts (with several lighted for evening play), pickleball and croquet courts, a state-of-the-art 7,500-square-foot WellFit fitness center, a junior Olympic-sized swimming pool with a tiki bar, bocce ball, and diverse dining options from casual to fine farm-to-table cuisine, complemented by a vibrant social calendar of events. ... Read more
Median Price: $832,500
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Meridian at the Oaks Preserve

Meridian at the Oaks Preserve is a condo community in The Oaks Club neighborhood of Osprey, Florida, built between 2000 and 2007. It currently has 19 condos for sale with an average list price of $1,061,868.42. The homes range in size from 2,055 ft2 to 3,738 ft2. The HOA fees range from $225 to $2,285 per month. The average annual property tax for Meridian at the Oaks Preserve is $5,668.27. It is located in Sarasota County. Meridian at the Oaks Preserve is a luxurious gated condominium community nestled within the prestigious Oaks Club in Osprey, Florida, offering residents a serene country club lifestyle amid stunning natural surroundings with panoramic views of Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. The community features six to seven-story towers housing 160 upscale condos, complete with private elevators, spacious balconies, gourmet kitchens, high ceilings, and private garages. Amenities abound for an active and social lifestyle, including a residents-only pool, spa, and workout room, while mandatory membership in The Oaks Country Club grants access to two 18-hole championship golf courses, 12 Har-Tru lighted tennis courts, a croquet lawn, a bocce ball court, a Junior Olympic swimming pool with a Tiki bar, a state-of-the-art fitness center, and diverse dining options from casual fare to fine dining in an elegant clubhouse setting. This vibrant community, located just minutes from beaches, shopping, restaurants, and cultural attractions in Sarasota and Venice, provides an ideal blend of privacy, recreation, and convenience for those seeking upscale coastal living. ... Read more
Median Price: $685,000
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Windsor Lodge at the Oaks

Windsor Lodge at the Oaks is a condo building in The Oaks Club neighborhood of Osprey, Florida, built in 1990. It currently has no homes for sale. The homes range in size from 595 ft2 to 623 ft2. The HOA fees range from $133 to $133 per month. The average annual property tax for Windsor Lodge at the Oaks is $1,126.78. It is located in Sarasota County. Windsor Lodge at the Oaks at Osprey is a charming condominium building nestled within the gated, upscale community of The Oaks Clubside in Osprey, Florida, offering residents stunning views of lakes and championship golf courses from private balconies or patios. On-site amenities include a dedicated community pool and pool house exclusive to Windsor Lodge guests, along with an expansive lobby suitable for private gatherings. Surrounding the building, activities abound with access to two 18-hole golf courses, Har-Tru tennis and pickleball courts, croquet and bocce facilities, scenic walking trails, a state-of-the-art fitness center, and nearby Gulf Coast beaches for relaxation and water pursuits. ... Read more
Median Price: $295,000

Subdivisions/Buildings

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Market Trends

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Real Estate News

New Homes with In-ground Swimming Pools in The Oaks Club: November 16th to November 22nd

New Homes with In-ground Swimming Pools in The Oaks Club: November 16th to November 22nd - November 23, 2025

The Oaks Club had only new homes for sale with an in-ground swimming pool during the month of Sunday, November 16 to Saturday, November 22, and it was a ... continue reading
New Homes For Sale This Week in The Oaks Club: November 14th to November 20th

New Homes For Sale This Week in The Oaks Club: November 14th to November 20th - November 21, 2025

The Oaks Club had only 1 new home for sale during the week of Friday, November 14 to Thursday, November 20, including and it was a single family home for ... continue reading
New Homes with In-ground Swimming Pools in The Oaks Club: November 9th to November 15th

New Homes with In-ground Swimming Pools in The Oaks Club: November 9th to November 15th - November 16, 2025

The Oaks Club had only new homes for sale with an in-ground swimming pool during the month of Sunday, November 9 to Saturday, November 15, and it was a ... continue reading
New Homes For Sale This Week in The Oaks Club: November 7th to November 13th

New Homes For Sale This Week in The Oaks Club: November 7th to November 13th - November 14, 2025

The Oaks Club had 2 new homes for sale during the week of Friday, November 7 to Thursday, November 13, including including 1 single family home for sale with a ... continue reading
Homes Just Sold in The Oaks Club: November 4th to November 10th

Homes Just Sold in The Oaks Club: November 4th to November 10th - November 11, 2025

The Oaks Club had 3 sales during the week of Tuesday, November 4 to Monday, November 10, including including 3 single family homes for sale with an average list price ... continue reading
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