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101 Osprey Point Drive, Osprey, FL 34229

Osprey
Local realty services provided by:CENTURY 21 Circle
101 Osprey Point Drive,Osprey, FL 34229
$5,000,000
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  • 4 Beds
  • 6 Baths
  • 5,087 sq. ft.
  • Single family
  • Active
Listed by: joel schemmel
Office: douglas elliman
MLS#:A4664424
Source:MFRMLS

Price summary

  • Price:$5,000,000
  • Price per sq. ft.:$730.89
  • Monthly HOA dues:$950

About this home

A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5,000 square feet, all cleverly positioned on nearly an acre with 150 feet of lakefront. Situated on two of the community’s most desirable lots, the residence balances architectural distinction with thoughtful updates that ensure comfort and livability. An oversized circular drive paved in granite tile leads to a stately double-door entrance. Inside, the foyer sets the tone with soaring ceilings, hand-crafted moldings, chandeliers, and a white onyx floor with marble inserts. Spaces include an oversized living room with dual fireplaces, a crystal chandelier, and multiple sets of French doors opening to the lakefront patio. The dining room, anchored by another fireplace and framed by custom casings and built-in shelving, is ideal for grand entertaining. A...

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Home facts

  • Year built:1985
  • Listing ID #:A4664424
  • Added:179 day(s) ago
  • Updated:March 16, 2026 at 12:47 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:$5,000,000
  • Price per sq. ft.:$730.89
  • 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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