$2,399,000

49 OSPREY POINT DRIVE, Osprey

4

Beds

3.5

Baths

3,953 ft2

Property Size

A4671762

MLS #

About The Property

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Listing updated: 2026-10-14T22:25:51.950Z

Listed by Realtor: Jonathan Abrams, PLLC

Listed by office:  MICHAEL SAUNDERS & COMPANY

Source: Stellar MLS

Property Details

Listing Id: A4671762
Price: $2,399,000
Property Size: 3,953 ft2
Property Lot Size: 0 ft2
Rooms: 5
Bedrooms: 4
Bathrooms: 3.5
Architectural Style: Contemporary, Custom
Association Amenities: Clubhouse, Fitness Center, Golf Course, Maintenance, Pickleball Court(s), Tennis Court(s)
Association Fee: 5700
Association Fee Frequency: Annually
Bathrooms Full: 3
Bathrooms Half: 1
Modification Timestamp: 2026-10-14T22:29:33.883Z
Building Area Total: 5227
Community Features: Bay/Harbor Front, Dock, Fishing, Water Access, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Restaurant, Tennis Court(s)
Construction Materials: Block, Concrete, Stucco
Cooling: Central Air, Zoned
CoveredSpaces: 2
CumulativeDaysOnMarket: 335
DaysOnMarket: 335
DirectionFaces: North
ElementarySchool: Laurel Nokomis Elementary
FireplaceFeatures: Family Room, Living Room
Flooring: Concrete
FoundationDetails: Slab
GarageSpaces: 2
GreenIndoorAirQuality: Whole House Vacuum System
HighSchool: Venice Senior High
Laundry Features: Inside, Laundry Room
Levels: One
List AOR: Sarasota - Manatee
List Agent AOR: Sarasota - Manatee
List Agent Email: Jonathanabrams@michaelsaunders.com
List Agent Full Name: Jonathan Abrams, PLLC
List Agent MlsId: 281522608
ListOfficeMlsId: 281502395
List Office Name: MICHAEL SAUNDERS & COMPANY
ListOfficePhone: 941-349-3444
Living Area Source: Public Records
Lot Features: Landscaped, Oversized Lot
LotSizeArea: 17230
LotSizeSquareFeet: 17230
MLS Area Major: 34229 - Osprey
MiddleOrJuniorSchool: Sarasota Middle
MlsStatus: Active
ModificationTimestamp: 2026-10-14T22:25:51.950Z
OnMarketDate: 2025-11-13
Originating System Name: Stellar MLS
Ownership: Fee Simple
Parcel Number: 0142060007
Parking Features: Workshop in Garage
Pets Allowed: Yes
Pool Features: Fiber Optic Lighting, In Ground, Salt Water
Roof: Tile
Security Features: Gated Community
Sewer: Public Sewer
Spa Features: Heated, In Ground, Other
State Or Province: FL
Status Change Timestamp: 2025-11-13T18:43:27.677Z
Stories Total: 1
Street Name: OSPREY POINT
Street Number: 49
Street Number Numeric: 49
Street Suffix: DRIVE
Tax Annual Amount: 14206.23
Tax Book Number: 2111-2937
Tax Year: 2024
Utilities: Cable Connected, Electricity Connected, Public, Water Connected
Water Source: Public
Waterfront Features: Bay/Harbor Front, Lake Front
Year Built: 1989
Zoning: RSF1
FeedTypes: IDX
Source System Key: 774858395
OriginalEntryTimestamp: 2025-11-13T18:43:27.677Z
OriginalListPrice: 2595000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Built-in Features
Ceiling Fan(s)
Central Vacuum
Dishwasher
Eating Space In Kitchen
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Home Owners Association
Outdoor Shower
Primary Bedroom Main Floor
Range
Range Hood
Refrigerator
Sliding Doors
Spa
Split Bedroom
Stone Counters
Storage
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)

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$12,300.15
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 9,301.40

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Disclaimer

Property ID - | 988574

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

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