$2,390,000
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95 Osprey Point Drive, Osprey, FL 34229

5 Beds
6 Baths
7,231 Sq Ft

Presenting a rare opportunity for the discerning buyer to own two waterfront homes on one private estate in the luxurious Oaks Bayside spanning well over 7,000 SqFt on a double lot. Please note, there ARE fence restrictions. Architectural masterpieces, both tucked away in a storybook setting, are works of art set apart from any new construction available on the market. There is no way to adequately distill into words the beauty and timeless style of this solid, sprawling, palatial estate.Have you ever envisioned yourself strolling through a peaceful garden with orchids and mature oaks, just like you were a character in a period drama film? Do you desire an idyllic playground to serve as pure inspiration for your novel or other creative endeavors? If all of this sounds good to you, 95 Osprey Point Drive is definitely worth a closer look. MAIN HOUSE: You have arrived when you enter the circular driveway past the wrought iron gates to the double front doors flanked by guardian statues and columns.Once inside the light drenched foyer, experience a sense of openness, harmony and clean lines as your attention is drawn to the wall of windows with a view of the landscaped grounds, sparkling pool and long lake views. The first floor's water facing rooms include a large master suite, breakfast nook and living room leading out to a 74 foot long covered, screened lanai and a state of the art outdoor kitchen!The entertaining wing includes the chefs kitchen with custom wood cabinetry right next to a formal dining room, complete with everything you need and more, built-in specialty coffee maker, Wolf Subzero and Viking. A wood panaled office and the second downstairs bedroom both lead out to a brick, walled courtyard with new french doors. The architecture is so extraordinary, it literally takes you to another place with glimmering chandeliers, 25 foot ceilings and two symmetrical staircases hugged with long, winding handrails leading to a sexy, old world glamour on the second floor. As you make your way upstairs, take a moment to observe the detail in the mill work, moldings and beautiful patterns on the ceilings.The second floor is so special featuring a lounge, play space/storage, front balcony, second master suite and the fourth bedroom. To top it all off, it is easy to visualize hosting Gatsby style soirees on the GRAND TERRACE with captivating views and relaxing sounds of the water features.GUEST HOUSE:A second circular driveway leads you to a beautiful 900 SqFt guest home with gorgeous water views, full kitchen, family room, bathroom, screened lanai and front balcony over a 4 car garage. List of updates and brochure will be provided to the future home buyer. All in all, this estate is like the piece of art you may not need, but have to have. 24 hours notice for showings or view the 3D tour! https://my.matterport.com/show/?m=EkMmBH26SFz&mls=1

  • MLS# A4482771
  • Date Listed11/03/2020
  • Bedrooms 5
  • Bathrooms 5 Full baths, 1 Half baths
  • Lot Size 0.74 acres (32,321 sq. ft)
  • Sewer Public Sewer
  • Subdivision OAKS
  • Property Type Single Family
  • County Sarasota
  • Year Built 1990
  • Water Public
  • Square Feet 7,231 sq. ft

Interior Features

  • Appliances Bar Fridge, Dishwasher, Freezer, Ice Maker, Microwave, Refrigerator, Trash Compactor, Wine Refrigerator
  • Flooring Marble, Tile, Wood
  • Cooling Central Air, Zoned
  • Heating Central, Propane, Zoned

Exterior / Lot Features

  • Exterior Dock, Balcony, Guest House, Other, Outdoor Kitchen, Workshop
  • Roof Tile
  • Lot Size Acres 0.74
  • Lot Size SQFT 32,321.00
  • Lot Features Waterfront

Financial Considerations

  • HOA Fee $4,200 Semi-Annually
  • Tax Amount $18,802
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 34229

Source: Walkscore

3/100

Car-Dependent

Walk Score ®

32/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 37/100.

Points of Interest near 95 OSPREY POINT DRIVE, OSPREY, FL 34229

Frequently Asked Questions for 95 OSPREY POINT DRIVE

Source: Realty.com

95 OSPREY POINT DRIVE, OSPREY, FL 34229 is a Single Family 0 sq. ft. home listed for sale. Realty.com has 52 photos available of this 5 bed, 6 bath house, listed at $2,390,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 52 photos of 95 OSPREY POINT DRIVE.

Our records indicate that 95 OSPREY POINT DRIVE was built in 1990.

The full address for this home is 95 OSPREY POINT DRIVE, OSPREY, FL 34229.

95 OSPREY POINT DRIVE has been listed on Realty.com since Tue November 03, 2020

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 37/100.

There are 3 schools assigned to this home. Check out the schools near 95 OSPREY POINT DRIVE. Gulf Gate Elementary School (Grades: PK - 5), Sarasota Middle School (Grades: 6 - 8), Riverview High School (Grades: 9 - 12)

Listing provided courtesy of: Coldwell Banker Realty (tel: 817-329-9005)
Listing agent: Krissy Haines (#281531728)

This content last refreshed on 2025-12-16 07:08:54. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 95 OSPREY POINT DRIVE, OSPREY, FL 34229 : MLS# A4482771