photo 1: 112 OSPREY POINT DRIVE, OSPREY FL 34229

Courtesy of KARA MONEY LLC 407-697-9630

Active

112 OSPREY POINT DRIVE, OSPREY FL 34229

$3,900,000

Price

4

Beds

6

Baths

8,635

Sq. Ft.

Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.

Listing Type

Residential

Property Type

Single Family Residence

Built Year

1989

Levels

Three Or More

Price/Sqft

--

Lot Size Acre

0.6

Status

Active

Days on Realoq

42

Living Area

8,635 Sq. Ft.

Lot Size Sqft

26,000 Sq. Ft.

Location

HOA Management Company
  • Access MGT/ Hope Root
HOA Management Company Phone
  • 813-607-2220
Fee Frequency
  • Semi-Annually
Fee
  • $2,850
Features
  • Clubhouse, Elevator(s), Fitness Center, Gated, Handicap Modified, Pickleball Court(s), Playground, Recreation Facilities, Security, Tennis Court(s)
Interior Features
  • Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen\/Family Room Combo, L Dining, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
Laundry Features
  • Inside, Laundry Room
Pool
  • In Ground
Garage Spaces
  • 3
Parking features
  • Circular Driveway, Off Street, Oversized
Roof
  • Tile
Foundation
  • Slab
Architecture
  • Custom, Traditional
Materials
  • Block, Stucco
Lot Information
  • Street One Way, Paved, Private
View
  • Water
Water Source
  • Public
Parcel Number
  • 0144080004
Agent

Kara Money

Brokerage

KARA MONEY LLC

Source AOR

Sarasota

Listing ID #

O6305818

Possession

Close Of Escrow

This content last updated on 06/15/2025 11:19 PM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

IDX information is provided exclusively for consumers' personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time.

Based on information submitted to the MLS GRID as of 06/15/2025 11:19 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Listing Information © 2025 Stellar MLS. All Rights Reserved.

MLS Search Powered by Home Junction.

Unlock Your Path to Financial Confidence
Get Pre-Approved Now

Today's Mortgage Rates - Florida