The Oaks Club

  • Description
  • Listings
  • Map
  • Contact

Overview

The Oaks Golf & Country Club is 1000 acre development featuring two private 18-hole championship golf courses. The development is situated on both the east and west sides of US 41 in Osprey, Florida just 12 miles south of downtown Sarasota. Amenities include the private equity country club, guest lodge, 14 Har-Tru tennis courts, croquet court, 34,000 square foot Georgian-style clubhouse, fitness center, junior Olympic pool and an active social calendar.

Below are all of the homes for sale in the Oaks Club neighborhood in Osprey Florida. All real estate listings are updated daily from the Multiple Listing Service (MLS). To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-923-7777 or send us an email. We are here to help!

… Read More

MLS® Listing Statistics

Total Listings: 18
Average Price: $2,028,611
Highest Price: $4,475,000
Lowest Price: $380,000
Average Size: 4,280 ft²
Average Price Per Square Foot: $469 per ft²

Explore Other Sarasota Golf Homes Communities

Homes for Sale in the Oaks

Map Save this Search
Sort listings by:Price, High to Low
Image 0: A4561977

426 Macewen Drive, OSPREY, FL - $4,475,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 7,254 SQFT
  • 28 DOM
View details More Photos Save

Private Estate In The Oaks With Over 1 Acre And 2 Br Guest House! You Will Be Hard Pressed To Find A Home As Amazing As This Custom Designed Country Club Estate In The Oaks Clubside. The First Time It Has Ever Been Presented To The Market, This H...

Image 1: A4554720

854 Macewen Drive, OSPREY, FL - $3,850,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 9,081 SQFT
  • 99 DOM
View details More Photos Save

**spacious, Luxurious And Beautifully Renovated, Golf Course Estate** Boasts Over 9,000sf And Is Situated On A Prominent, Private Cul De Sac Lot Of Over 3/4 Acres. Expansive Room Abounds In This Light And Bright Open Floorplan Consisting Of 4 Bed...

Image 2: A4546275

340 Osprey Point Dr, OSPREY, FL - $2,595,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,001 SQFT
  • 170 DOM
View details More Photos Save

This Grand Estate Is Just As One Might Expect Tucked Behind The Gates Of The Oaks Bayside. Set Back From The Street And Surrounded By Lush Landscaping Which Includes Mature Oak Trees, Tropical Plants, And Beautiful Shrubs. The Driveway Is Made U...

Image 3: A4552820

871 Macewen Drive, OSPREY, FL - $2,495,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,168 SQFT
  • 116 DOM
View details More Photos Save

Sited On Arguably One Of The Best Lots In The Oaks Club, This Beautifully Updated Georgian-style Home And Guest House Blend Perfectly With The Surrounding Landscape To Deliver Both Privacy And Stunning Golf Course Views Of The Heron Course’s 13th ...

482 East Macewen Drive, OSPREY, FL - $2,425,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,327 SQFT
  • 12 DOM
View details More Photos Save

This Is The One You Have Been Waiting For! The Home Is Gorgeous Inside And Out With Recent Whole House Updates And Finishes. Literally Move-in Ready For Those That Do Not Want To Go Through The Many Hassles Of Remodeling With The Current Supply Ch...

75 Osprey Point Drive, OSPREY, FL - $2,349,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,001 SQFT
  • 28 DOM
View details More Photos Save

Nestled Among Oaks On Two Buildable Lots In The Oaks Bayside, Is This 3 Bedroom, 3 Bath Stately Home, And A Separate 1 Bedroom, 1 Bath Guest House With Kitchenette. Updated With The Greatest Of Care To Preserve The Dignity Of The Design Of Famed A...

Image 6: A4543207

465 East Macewen Drive, OSPREY, FL - $1,999,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,357 SQFT
  • 244 DOM
View details More Photos Save

Welcome To 465 E Macewen Drive, A Luxurious Estate Nestled Within The Sought After Oaks Community In Osprey, Florida. This Stunning Property Offers The Ultimate In Opulence And Elegance. As You Approach The Home, You'll Be Struck By Its Grand Fac...

Image 7: W7852691

627 North Macewen Drive, OSPREY, FL - $1,899,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,857 SQFT
  • 37 DOM
View details More Photos Save

Don't Miss Out On This Astonishing, 4.5 Bath Home, You Will Be Amazed With Its Beauty! Step Through The Double Leaded Glass Doors And You Will Immediately Experience The Spaciousness Filled With Light. It Offers All The Room You Need For Everyday ...

Image 8: A4548857

628 North Macewen Drive, OSPREY, FL - $1,890,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,486 SQFT
  • 141 DOM
View details More Photos Save

**beautifully Updated Golf Course Estate** This Ideal, Single-story Home Features 4 Beds + 4.5 Baths + 1 Office + 1 Den/bonus Room + 3-car Oversized Garage. With Its Light And Bright Open Floorplan, Walls Of Windows And High Ceilings Throughout, ...

Image 9: A4561136

280 Saratoga Court, OSPREY, FL - $1,850,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,970 SQFT
  • 33 DOM
View details More Photos Save

**spectacular Water View On An Ideal Cul-de-sac Lot** Located Behind The Gates Of The Distinguished Oaks Country Club, This Single-story, Golf Course Estate, Custom Built By Arthur Rutenberg, Features An Over 180 Degree Water View While Overlookin...

325 Osprey Point Drive, OSPREY, FL - $1,795,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,905 SQFT
  • 31 DOM
View details More Photos Save

This Beautiful Bo Macewen Home Is Idyllically Set On A Lovely Lakeside Lot In The Oaks Bayside. With 3 Bedrooms, 4.5 Baths And Over 3,900 Square Feet, It Offers Wonderful Living Space With Classic Elegant Touches. Majestic From The Outside Once Yo...

Image 11: A4553067

419 East Macewen Drive, OSPREY, FL - $1,695,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,201 SQFT
  • 124 DOM
View details More Photos Save

Reduced $100,000 --new Roof Is Under Contract To Be Replaced.beautiful Custom-built Home Situated At The End Of A Cul-de-sac On A Premium .72-acre Golf Course And Lake Homesite. This 4,201 Sf Of Living Space Home Has A 3-car Side Entry Garage And ...

Image 12: A4561723

435 East Macewen Drive, OSPREY, FL - $1,650,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,087 SQFT
  • 5 DOM
View details More Photos Save

Gated Country Club Home With Golf Course Views! This Stately Residence With 4-5 Bedrooms And 3.5 Baths Offers A 4,000+ Square Foot San Marino Ii Design Built By Arthur Rutenberg Homes. The Custom Interior Exudes Opulence With Many Architectural Fe...

402 Macewen Drive, OSPREY, FL - $1,525,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,565 SQFT
  • 62 DOM
View details More Photos Save

Located Behind The Gates Of The Oaks Clubside, Within Close Proximity To The Clubhouse, This 3 Bedroom Plus Office, 3.5 Bath Home Has Over 3,500 Square Feet Of Quiet Elegance, And Comfortable Living Space. Situated On The 4th Hole Of The Eagle Cou...

Image 14: C7471786

135 North Creek Lane, OSPREY, FL - $1,499,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,160 SQFT
  • 29 DOM
View details More Photos Save

If Ever There Was A Statement Property With Resplendent Beauty, This Robert Guengerich Built Home Epitomizes The Refined Craftsmanship Of A Bygone Era. Nestled Amongst The Lushly Manicured Grounds On A Private Cul-de-sac Street, This Signature Hom...

63 Sugar Mill Drive, OSPREY, FL - $1,295,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,125 SQFT
  • 10 DOM
View details More Photos Save

**this Renovated Home In The Oaks Bayside Is The One You’ve Been Waiting For! Premium Updates Include A Saltwater Heated Pool And Spa Combo With Travertine Pavers And Pool Cage (december 2021), Soft-close All Wood Kitchen, Laundry Room And Wet Bar...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 27th, 2023 at 6:18am EDT.

The Oaks Club Description (continued)

Features & Amenities

  • The Oaks I Bayside features 197 homes sites with many houses directly on Little Sarasota bay.
  • The Oaks II Clubside features 358 estate-sized home sites bordering the Oaks golf courses.
  • The Oaks Preserve features preserve home sites in a natural estuary.
  • Meridian at the Oaks Preserve a bay front condominium development behind the gates of the Oaks Preserve.

Homeowners Association Information

  • HOA Fees: $1600 to $5000/year
  • CDD Fees: No CDD!
  • Fee includes: Gated Entrance, Security, Private Road, Common Area Maintenance & Landscaping

Nearby Schools

  • Laurel Nokomis Elementary
  • Sarasota Middle
  • Venice High

Membership is mandatory with any real estate purchase in Oaks I, Oaks II Oaks Preserve and Meridian. Equity and social memberships are available.

Location

The Oaks Club
301 MacEwen Dr.
Osprey, FL 34229
Website: http://www.theoaksclub.com

Directions: The Oaks is located just south of Sarasota in Osprey, FL. Take US 41 two miles south of Sarasota Square Mall.

Do you have any questions or need more information on buying a home in The Oaks Club?
Contact me today so we can talk about your real estate needs.

Map of The Oaks Club

Save this Search
Sort listings by:Price, High to Low
Sort listings by: Price

Ask a Question. We are here to help!

Please provide a valid email address.