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(813) 464-9973

(813) 464-9973

101 Osprey Point Dr, Osprey, FL 34229

$5,300,000

Elegant home exterior boasts manicured landscaping, striking columns, and a welcoming double door entrance at 101 Osprey Point Dr, Osprey, FL 34229
  • Bedrooms

    4

  • Baths

    6

  • Sq. Feet

    5087

  • Year Built

    1985

  • Days On Market

    2

  • $/SqFt

    $1,042

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Home Description

One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeless elegance with this magnificent luxury home with 4 bedrooms, 5 full and 1 half bath. Meticulously crafted with unparalleled attention to detail by Bo MacEwen, this residence exemplifies quality and refinement at every turn. From the moment you approach, this home's stately facade and impeccable architectural design command attention. Entering through grand double doors, you're greeted by an impressive foyer, and an inviting floor plan that seamlessly blends classic charm with modern conveniences. The formal living room has a fireplace, an opulent chandelier and French doors. A chef's dream, the kitchen boasts top-of-the-line stainless steel appliances, sleek white cabinetry, and an island, with a small breakfast bar. Add this space to a formal dining room with fireplace, a butler’s pantry and a breakfast nook and you have everything you need for intimate gatherings to grand-scale entertaining. The master suite is a sanctuary of indulgence, featuring a large sitting area, and a spa-like ensuite bathroom with a huge shower. Each additional bedroom and bathroom is large, well-arranged and beautifully appointed. The grounds of this home have been designed for beauty and relaxation. At the heart of the grounds stands a stunning fountain. The sound of flowing water provides a calming soundtrack, enhancing the sense of tranquility. Walk out the back of the house and you will find a sparkling pool, surrounded by a spacious deck, its crystal-clear water reflecting the sunlight. Nearby, a luxurious spa invites you to unwind, with warm, bubbling water cascading gently in a soothing rhythm. Add to all this, continuous improvements and updates, including total renovation of the kitchen, down to the studs, new sub zero and Wolfe appliances, and exterior and interior painting in 2019, refinished hardwood floors in 2020, guest room bath remodels in 20201 and 2025, New Daikin 5 ton HP system in 2022, and master bedroom bath remodel in 2025 and you have found a home that has it all! With every feature meticulously curated and no expense spared, this property stands as a testament to luxury living at its very best. Experience the art of fine living in a residence that is as extraordinary as its next owner. The Oaks Bayside is located on the west side of Tamiami Trail, on the banks of Little Sarasota Bay. Surrounded by Historic Spanish Point and conservation land, it enjoys a tranquil, natural setting. There is a community dock for use by residents; fish, launch a kayak or just sit quietly and watch the daily show of glorious color put on by the evening sunsets. The Oaks Club has two championship golf courses, a driving range, 12 HAR TRU tennis courts (4 lighted), 4 pickleball courts, croquet court, a WellFit center, and 3 onsite restaurants. Club membership is required with homeownership.

  • MLS #: A4639897
  • Address: 101 Osprey Point Dr
  • Levels: One
  • City: Osprey
  • Zip: 34229
  • County: Sarasota
  • Subdivision: The Oaks
  • Community Features: Buyer Approval Required,Deed Restrictions,Fitness Center,Golf,Pool,Special Community Restrictions,Tennis Courts
  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Sarasota Middle
  • High School: Venice Senior High
  • Private Pool: True
  • Pool Features: In Ground
  • Water View: Lake
  • Water Frontage: Lake
  • Water Feet: 150
  • Interior Features: Cathedral Ceiling(s),Crown Molding,Eat-in Kitchen,Primary Bedroom Main Floor,Walk-In Closet(s),Window Treatments
  • Appliances: Cooktop,Dishwasher,Range,Refrigerator
  • Fireplace Desc: Family Room,Other,Primary Bedroom,Wood Burning
  • Floor Covering: Brick,Ceramic Tile
  • Library Features: Bar
  • Additional Rooms: Breakfast Room Separate,Den/Library/Office
  • Architectural Style: Custom,Traditional
  • Exterior Features: French Doors,Irrigation System,Lighting
  • Exterior Contruction: Block
  • Foundation: Slab
  • Front Exposure: West
  • Roof: Tile
  • Building Sqft: 6841

Available now at $5,300,000

Approximate Room Sizes / Descriptions

Dining Room15x25FirstWood
Family Room20x20FirstWood
Kitchen16x23FirstWood
Library20x26FirstWood
Living RoomFirst
Bedroom 412x10FirstWood
Bedroom 215x12FirstWood
Bedroom 313x13FirstBrick/Stone
Primary Bedroom25x22First
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Garage Feature: Circular Driveway,Garage Faces Side
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Electric
  • Utilities: Public
  • Lot Sqft: 40593.00
  • Lot Acres: 0.9300
  • Total Acre: 1/2 to less than 1
  • Lot Num: 147
  • HOA Fees: $5,700 Annually
  • HOA Monthly Amount: $475
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Maintenance Includes: Guard - 24 Hour,Pool,Private Road,Security
  • Pets Allowed: Yes
  • : 941-383-6411

Neighborhood

The average asking price of a 4 bedroom Osprey home in this zip code is $1,961,024 (63.0% less than this home).

This home is priced at $1,042/sqft, which is 49.3% less than similar homes in the 34229 zip code.

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Financial

  • Approx Payment:$25,783*
  • Taxes:$12,315

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (813) 464-9973 and speak with one of our real estate consultants.

Listing Courtesy of COLDWELL BANKER REALTY. For information or to schedule a viewing of this property (MLS# A4639897), call: (813) 464-9973

101 Osprey Point Dr, Osprey FL is a single family home of 5087 sqft and is currently priced at $5,300,000 . This single family home has 4 bedrooms. A comparable home for sale at 1862 Island Way in Osprey is listed at $2,195,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos and New Homes in Osprey, FL. Casey Key, Oaks and Sorrento Shores are nearby neighborhoods. MLS A4639897 has been posted on this site since 3/23/2025 (today).

2025 3/25/2025.

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