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$5,300,000
5 Days On Site

101 OSPREY POINT DRIVE
OSPREY, FL 34229

For Sale|Single Family Residence|Active
4
Beds
5
Full Baths
1
Partial Bath
5,087
SqFt
$1,042
/SqFt
1985
Built
Subdivision:
THE OAKS
County:
Sarasota
Call Now: (941) 465-9235
Is this the home for you? We can help make it yours.
(941) 465-9235
101 OSPREY POINT DRIVE101 OSPREY POINT DRIVE101 OSPREY POINT DRIVE101 OSPREY POINT DRIVE
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Monthly Payment (Est.)

$24,181
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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.

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Listing Snapshot
Price 
$5,300,000
Days On Site 
5 Days
Bedrooms 
4
Inside Area (SqFt) 
5,087 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.93 Acres
Year Built 
1985
MLS® Number 
A4639897
Status 
Active
Property Tax 
$12,315.48
HOA/Condo/Coop Fees 
$475 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
6 days agoListing first seen on site
General Features
Acres 
0.93
Attached Garage 
Yes
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Parking 
Circular DrivewayGarage Faces SideAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Gated Community
Sewer 
Public Sewer
SqFt Total 
6841
Stories 
One
Style 
CustomTraditional
Water Source 
Public
Zoning 
RSF1
Interior Features
Appliances 
CooktopDishwasherRangeRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomOtherWood Burning
Flooring 
BrickCeramic Tile
Heating 
Electric
Interior 
Cathedral Ceiling(s)Crown MoldingEat-in KitchenWalk-In Closet(s)
Laundry Features 
Inside
Spa 
Yes
Window Features 
Drapes
Bedroom 2 
Dimensions - 15x12Level - First
Bedroom 3 
Dimensions - 13x13Level - First
Bedroom 4 
Dimensions - 12x10Level - First
Dining Room 
Dimensions - 15x25Level - First
Family Room 
Dimensions - 20x20Level - First
Kitchen 
Dimensions - 16x23Level - First
Library 
Dimensions - 20x26Level - FirstFeatures - Bar
Living Room 
Level - First
Master Bedroom 
Dimensions - 25x22Level - First
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Exterior Features
Construction Details 
Block
Exterior 
Lighting
Lot Features 
Waterfront
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake Front
Waterview 
LakeWater
Windows/Doors 
Drapes
Community Features
Association Amenities 
Fitness CenterGatedMaintenancePoolRecreation FacilitiesSecurityTennis Court(s)
Association Dues 
5700
Community Features 
GatedFitness CenterGolfPoolTennis Court(s)
HOA Fee Frequency 
Semi-Annually
MLS Area 
34229 - Osprey
Roads 
Paved
Township 
38
Schools
School District
Unknown
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
Listing courtesy of COLDWELL BANKER REALTY 9414003969



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-03-29 05:45 AM EDT

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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