101 Osprey Point Drive, Osprey, FL 34229

Osprey
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
101 Osprey Point Drive,Osprey, FL 34229
$4,790,000
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  • 4 Beds
  • 6 Baths
  • 5,087 sq. ft.
  • Single family
  • Active
Listed by: joel schemmel
Office: douglas elliman
MLS#:A4694716
Source:MFRMLS

Price summary

  • Price:$4,790,000
  • Price per sq. ft.:$700.19
  • Monthly HOA dues:$950

About this home

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 by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with...

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Home facts

  • Year built:1985
  • Listing ID #:A4694716
  • Added:2 day(s) ago
  • Updated:May 29, 2026 at 03:31 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:6
  • Full bathrooms:5
  • Half bathrooms:1
  • Flooring:Brick, Ceramic Tile, Parquet
  • Dining Description:Breakfast Room, Eat In Kitchen, Formal Dining Room
  • Kitchen Description:Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Eat-in Kitchen, Microwave, Range Hood, Refrigerator, Solid Surface Counters, Stone Counters, Water Filtration System, Water Softener, Wet Bar, Wine Refrigerator
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
  • Living area:5,087 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Central, Electric, Zoned
  • Central air:Yes

Structure and exterior

  • Roof:Tile
  • Year built:1985
  • Building area:5,087 sq. ft.
  • Lot area:0.93 Acres
  • Lot Features:Cul-de-sac, Landscaped, Paved
  • Architectural Style:Custom, Traditional
  • Construction Materials:Block, Stucco
  • Exterior Features:Front Porch, Lighting, Private Mailbox, Rear Porch
  • Foundation Description:Slab
  • Levels:1 Story

Schools

  • High school:Venice Senior High
  • Middle school:Sarasota Middle
  • Elementary school:Laurel Nokomis Elementary

Utilities

  • Water:Public, Water Connected, Well
  • Sewer:Public, Public Sewer, Sewer Connected

Finances and disclosures

  • Price:$4,790,000
  • Price per sq. ft.:$700.19
  • Tax amount:$12,940 (2025)

Features and amenities

  • Appliances:Bar Fridge, Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Irrigation Equipment, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System, Water Softener, Wine Refrigerator
  • Laundry features:Dryer, Inside, Laundry Room, Washer
  • Amenities:BB/HS Internet Available, Built-In Features, Cable Available, Ceiling Fans(s), Chair Rail, Clubhouse, Crown Molding, Eat-in Kitchen, Fitness Center, Gated, Handicap Modified, High Ceilings, Irrigation Equipment, Phone Available, Pool, Primary Bedroom Main Floor, Recreation Facilities, Security, Solid Surface Counters, Sprinkler Well, Stone Counters, Tennis Court(s), Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
  • Pool features:Gunite, In Ground, Pool, Private Pool

Parking

  • Parking description:Attached Garage, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Off Street
  • Garage:Yes
  • Garage spaces:3
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