101 Osprey Point Drive Osprey, FL 34229

PRICED AT $4,790,000

Listing Details

  • $4,790,000
  • MLS# A4694716
  • Type Residential - Single Family
  • Status Active
  • 4 Bedrooms
  • 5 full 1 partial Bathrooms
  • 5,087 Square Feet
  • 0.930 acres Lot Size
  • 1985 Year Built

Description

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota's prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community's most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined...read more

Features

  • Bar Fridge
  • Built-In Oven
  • Cooktop
  • Dishwasher
  • Disposal
  • Dryer
  • Electric Water Heater
  • Microwave
  • Range Hood
  • Refrigerator
  • Washer
  • Water Filtration System
  • Water Softener
  • Wine Refrigerator
  • Central Air, Zoned
  • Brick
  • Ceramic Tile
  • Parquet
  • Central, Electric, Zoned
  • 1.0 Story
  • $12,940 Taxes
  • Public, Well
  • Built in 1985
View All Features

Contact the Listing Agent

Contact the Listing Agent
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/26/2026. The listing information on this page last changed on 05/26/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 05/26/2026 12:38:09 PM EST) or Stellar MLS (last updated Tue 05/26/2026 12:31:02 PM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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All Property Features

  • Property Type: Residential - Single Family
  • Additional Rooms: Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System, Water Softener, Wine Refrigerator
  • Association Amenities: Clubhouse, Fitness Center, Gated, Handicap Modified, Pool, Recreation Facilities, Security, Tennis Court(s)
  • Community Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s), Street Lights
  • Cooling: Central Air, Zoned
  • Directions: US 41 to west into Oaks Bayside - Osprey Point Drive. Follow to 101 on the right.
  • Exterior: Block, Stucco
  • Exterior Features: French Doors, Hurricane Shutters, Lighting, Private Mailbox
  • Fireplace: Family Room, Living Room, Other, Primary Bedroom, Wood Burning
  • Fireplace Y/N: Yes
  • Flood Zone Code: AE X
  • Flooring: Brick, Ceramic Tile, Parquet
  • Foundation: Slab
  • Frontage Lake: 150
  • Garage: 3 car attached
  • Garage Dimensions: 22x35
  • Heating: Central, Electric, Zoned
  • HOA Fee: 5700/ Semi-Annually
  • HOA Y/N: Yes
  • Home Style: Custom, Traditional
  • Home Warranty Y/N: No
  • Interior Features: Built-in Features, Ceiling Fans(s), Chair Rail, Crown Molding, Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
  • Listing Terms: Cash, Conventional
  • Lot Description: Cul-De-Sac, In County, Landscaped, Paved
  • Lot Dimensions: 0.93
  • Lot Size: 0.93 Acres
  • Other Equipment: Irrigation Equipment
  • Ownership: Fee Simple
  • Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Off Street
  • Parking Notes: Circular Driveway, Driveway, Garage Door Opener, Gara
  • Patio/Porch: Front Porch, Rear Porch
  • Pets Allowed: Yes
  • Pets Size: Extra Large (101+ Lbs.)
  • Pool: Gunite, In Ground
  • Property Attached Y/N: No
  • Property Sub-Type: Single Family Residence
  • Roof Type: Tile
  • Security: Gated Community, Security System Owned, Smoke Detector(s)
  • Sewer: Public Sewer
  • Showing Instructions: 24 Hour Notice, Appointment Only, Listing Agent Must Accompany, ShowingTime
  • Spa: In Ground
  • Special Sale Provisions: None
  • Stories: 1.0
  • Swimming Pool: Yes
  • Taxes: $12,940
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Propane, Public, Sewer Connected, Sprinkler Well, Water Connected
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Water: Public, Well
  • Water Access Y/N: No
  • Waterfront Features: Lake Front
  • Water View: Lake
  • Windows: Blinds, Drapes, Window Treatments
  • Year Built: 1985
  • Zoning: RSF1