Skip to Content Skip to Navigation Skip to Dashboard Skip to Search

Search The Oaks Real Estate Listings, Over $1,000,000

Map View New Construction Save this Search
Sort listings by:New Listings First
Photo of Listing #A4603094

165 Sugar Mill Drive, OSPREY, FL
$1,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,912 SQFT
  • 4 DOM
View Details & More Photos Save

This 4 Bedroom, 4.5 Bath Home In The Oaks Bayside Has Been Continuously Updated And Redecorated Over The Past Several Years, Making It A Pristine, Elegant Showcase. This Is The Perfect Home For The Refined Country Club Lifestyle You Seek To Live. ...

Photo of Listing #A4603537

497 Webbs Cove, OSPREY, FL
$3,600,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,863 SQFT
  • 6 DOM
View Details & More Photos Save

Magnificent Updated Estate! Located In The Highly Sought After Oaks Country Club! As You Enter The Double Doors You Will Be Amazed At This Master-piece That Words Alone Can Not Describe This 5-bedroom 6.5 Bath With 6-car Garage Residence. Also Inc...

Photo of Listing #A4600730

601 Fernwalk Lane, OSPREY, FL
$3,995,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,453 SQFT
  • 7 DOM
View Details & More Photos Save

**exquisitely Designed Estate Boasts Modern & Contemporary Elegance** This Fully Updated Residence Features A Main House With 3beds/4.5baths Plus Guest House (1bed/1bath, Kitchen/laundry, Living Area) And Is Situated On An Oversized, Private And S...

Photo of Listing #A4601951

922 Macewen Drive, OSPREY, FL
$2,875,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,443 SQFT
  • 12 DOM
View Details & More Photos Save

Under Contract-accepting Backup Offers. **stunningly Updated, Custom Golf Course Estate On A Spectacular, Stand Alone, Beautifully Landscaped Lot With Golf And Lake View ** Is Located Behind The Secure Gates Of The Oaks Country Club Neighborhood A...

325 Osprey Point Drive, OSPREY, FL
$1,689,900

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,905 SQFT
  • 16 DOM
View Details & More Photos Save

**beautifully Updated Estate With Water View And Stunning Architectural Details** Is Located In The Coveted, Oaks Bayside Country Club Neighborhood On Little Sarasota Bay. Enjoy The Private And Tranquil, Lake-front Setting Of This Meticulously Ma...

Photo of Listing #A4600134

284 Sugar Mill Drive, OSPREY, FL
$1,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,135 SQFT
  • 21 DOM
View Details & More Photos Save

Under Contract-accepting Backup Offers. Please View The 3d Matterport Tour By Clicking The Virtual Tour Link. Welcome To The Epitome Of Luxury Living Behind The Secure Gates Of The Oaks Bayside, Where Elegance Meets Tranquility In This Meticulo...

84 Bishops Court Road, OSPREY, FL
$1,295,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,573 SQFT
  • 24 DOM
View Details & More Photos Save

Splendid Is In The Details Of This Lovely Three Bedroom, Three Bath, Move In Ready Home In The Oaks Preserve. No Need To Be Concerned With Remodeling, As This Wonderful Home Underwent A Total And Complete Interior And Exterior Renovation In 2023. ...

Photo of Listing #A4601108 OPEN HOUSE
Mar30th
Saturday9AM-12PM

101 Sugar Mill Drive, OSPREY, FL
$3,200,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,875 SQFT
  • 29 DOM
View Details & More Photos Save

New. Notable. No Waiting For Your Dream Home! Rare Opportunity For A Luxury Florida Lifestyle With This Just Completed John Cannon Custom Build. A Coveted West Of Trail Location In The Oaks Bayside Positions You In One Of The Area’s Only Country...

201 Saint James Park, OSPREY, FL
$1,095,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,855 SQFT
  • 29 DOM
View Details & More Photos Save

Welcome Home To Your Sanctuary Located Behind The Gates Of The Exclusive Oaks Country Club. This Corner Lot In Saint James Park Is Situated Close To The Club, Tennis, And All The Amenities The Community Has To Offer. As You Approach The Home The L...

Photo of Listing #A4600762

385 N Point Road 404, OSPREY, FL
$1,150,000

Residential, Condominium
  • 4 Beds
  • 3 Baths
  • 2,778 SQFT
  • 36 DOM
View Details & More Photos Save

4th Floor Residence Offers An Uncommon Feature, Water Views Of Three Waterways, North Creek, The Intracoastal And The Gulf! And, Unlike Some Units At This Level, You Won’t Have To Play Peek-a-boo To Take In The Spectacular Views Of Water, Surroun...

Photo of Listing #A4592771

3603 N Point Road 603, OSPREY, FL
$1,425,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,680 SQFT
  • 40 DOM
View Details & More Photos Save

This 3 Bedroom, 3 Bath Residence In Meridian At The Oaks Preserve Is An End Unit On The 6th Floor, Membership In The Oaks Club Is Required With Homeownership.

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 29th, 2024 at 9:34pm EDT.