49 OSPREY POINT DRIVE,OSPREY,FL,34229

$ 2,399,000
49 OSPREY POINT DRIVE, OSPREY, Oaks

Overview

  • Updated On:
  • May 9, 2026
  • 4 Bedrooms
  • 3.5 Bathrooms
  • 3,953.00 ft2

Description

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.

Address: 49 OSPREY POINT DRIVE
City:
Area:
State/County:
Zip: 34229
Country: US

Property Id: 116156
Price: $ 2,399,000
Property Size: 3,953.00 ft2
Property Lot Size: 0.40 ft2
Rooms: 5
Bedrooms: 4
Bathrooms: 3.5
ArchitecturalStyle: Contemporary, Custom
AssociationAmenities: Clubhouse, Fitness Center, Golf Course, Maintenance, Pickleball Court(s), Tennis Court(s)
AssociationFee: 5700
AssociationFeeFrequency: Annually
BathroomsFull: 3
BathroomsHalf: 1
BuildingAreaTotal: 5227
CommunityFeatures: Bay/Harbor Front, Dock, Fishing, Water Access, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Restaurant, Tennis Court(s)
ConstructionMaterials: Block, Concrete, Stucco
ContractStatusChangeDate: 2025-11-13
Cooling: Central Air, Zoned
CoveredSpaces: 2
CumulativeDaysOnMarket: 176
DaysOnMarket: 176
DirectionFaces: North
Directions: From US 41 go South to Osprey Point Drive. West on Osprey point drive, show gate guard your card. 49 Osprey Point is on the right.
ElementarySchool: Laurel Nokomis Elementary
FireplaceFeatures: Family Room, Living Room
Flooring: Concrete
FoundationDetails: Slab
GarageSpaces: 2
GreenIndoorAirQuality: Whole House Vacuum System
Heating: Central, Zoned
HighSchool: Venice Senior High
IDXParticipationYN: 1
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Inside, Laundry Room
Levels: One
ListAOR: Sarasota - Manatee
ListAgentAOR: Sarasota - Manatee
ListAgentEmail: Jonathanabrams@michaelsaunders.com
ListAgentFullName: Jonathan Abrams, PLLC
ListAgentKey: 6a056247cee8e0005f9127b6fe875696
ListAgentMlsId: 281522608
ListAgentPreferredPhone: 941-232-2868
ListOfficeKey: 13ec17e0be74db4be9a139fc72c8e824
ListOfficeMlsId: 281502395
ListOfficeName: MICHAEL SAUNDERS & COMPANY
ListOfficePhone: 941-349-3444
ListingContractDate: 2025-11-11
ListingId: A4671762
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotFeatures: Landscaped, Oversized Lot
LotSizeArea: 17230
LotSizeSquareFeet: 17230
LotSizeUnits: Square Feet
MLSAreaMajor: 34229 - Osprey
MiddleOrJuniorSchool: Sarasota Middle
MlsStatus: Active
ModificationTimestamp: May 9, 2026 at 12:20am
OnMarketDate: 2025-11-13
OriginalEntryTimestamp: November 13, 2025 at 06:43pm
OriginalListPrice: 2595000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParcelNumber: 0142060007
ParkingFeatures: Workshop in Garage
PatioAndPorchFeatures: Covered, Enclosed, Screened
PetsAllowed: Yes
PhotosChangeTimestamp: April 30, 2026 at 07:12pm
PhotosCount: 96
PoolFeatures: Fiber Optic Lighting, In Ground, Salt Water
PostalCode: 34229
PostalCodePlus4: 9246
PriceChangeTimestamp: May 3, 2026 at 08:21pm
RoadSurfaceType: Asphalt
Roof: Tile
SecurityFeatures: Gated Community
Sewer: Public Sewer
SourceSystemKey: 774858395
SpaFeatures: Heated, In Ground, Other
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: November 13, 2025 at 06:43pm
StoriesTotal: 1
StreetName: OSPREY POINT
StreetNumber: 49
StreetNumberNumeric: 49
StreetSuffix: DRIVE
TaxAnnualAmount: 14206.23
TaxBookNumber: 2111-2937
TaxLegalDescription: LOT 135 OAKS
TaxLot: 135
TaxYear: 2024
Utilities: Cable Connected, Electricity Connected, Public, Water Connected
WaterSource: Public
WaterfrontFeatures: Bay/Harbor Front, Lake Front
YearBuilt: 1989
Zoning: RSF1

Outdoor Details
Garage Attached
Other Features
1
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)

Melanie Glover

Realtor
Member of: Keller Williams Island Life Real Estate

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    Melanie Glover