449 WEBBS COVE,OSPREY,FL,34229

$ 2,650,000
449 WEBBS COVE, OSPREY, Oaks

Overview

  • Updated On:
  • May 4, 2026
  • 4 Bedrooms
  • 3.5 Bathrooms
  • 5,287.00 ft2

Description

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views.
Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai.
The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element.
The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater.
Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function.
Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses,
Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer.
Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

Address: 449 WEBBS COVE
City:
Area:
State/County:
Zip: 34229
Country: US

Property Id: 196912
Price: $ 2,650,000
Property Size: 5,287.00 ft2
Property Lot Size: 0.39 ft2
Rooms: 12
Bedrooms: 4
Bathrooms: 3.5
ArchitecturalStyle: Custom, Traditional
AssociationAmenities: Basketball Court, Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Security, Vehicle Restrictions, Wheelchair Access
AssociationFee: 2950
AssociationFeeFrequency: Semi-Annually
AssociationFeeIncludes: 24-Hour Guard, Common Area Taxes, Escrow Reserves Fund, Manager, Private Road, Security
BathroomsFull: 3
BathroomsHalf: 1
BuildingAreaTotal: 6876
CommunityFeatures: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s)
ConstructionMaterials: Block, Brick, Stucco
ContractStatusChangeDate: 2026-05-01
Cooling: Central Air
CoveredSpaces: 3
CumulativeDaysOnMarket: 2
DaysOnMarket: 2
DirectionFaces: Southwest
Directions: US 41/Tamiami Trail to west on Osprey Point Drive (Oaks Bayside). Once through guard gate follow Osprey Point Dr to Webbs Cove. Follow Webbs Cove to address on left.
ElementarySchool: Laurel Nokomis Elementary
FireplaceFeatures: Gas, Living Room
Flooring: Carpet, Travertine, Hardwood
FoundationDetails: Block, Slab
Furnished: Unfurnished
GarageSpaces: 3
Heating: Central, Electric
HighSchool: Venice Senior High
IDXParticipationYN: 1
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels: One
ListAOR: Sarasota - Manatee
ListAgentAOR: Sarasota - Manatee
ListAgentEmail: RosaliePhillips@michaelsaunders.com
ListAgentFullName: Rosalie Phillips
ListAgentKey: 582b2d149f6797c1e834906104abd937
ListAgentMlsId: 281504359
ListAgentPreferredPhone: 941-544-4430
ListOfficeKey: c0135f3cfd1960f20469d6e3dc2b98b5
ListOfficeMlsId: 281502349
ListOfficeName: MICHAEL SAUNDERS & COMPANY
ListOfficePhone: 941-966-8000
ListingContractDate: 2026-03-27
ListingId: A4688291
ListingTerms: Cash, Conventional
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotFeatures: Cul-De-Sac, Landscaped, Near Golf Course, Private
LotSizeArea: 17252
LotSizeSquareFeet: 17252
LotSizeUnits: Square Feet
MLSAreaMajor: 34229 - Osprey
MiddleOrJuniorSchool: Sarasota Middle
MlsStatus: Active
ModificationTimestamp: May 3, 2026 at 09:23pm
OnMarketDate: 2026-05-01
OriginalEntryTimestamp: April 1, 2026 at 01:17pm
OriginalListPrice: 2650000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParcelNumber: 0142040028
ParkingFeatures: Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
PatioAndPorchFeatures: Covered, Deck, Enclosed, Front Porch, Patio, Screened
PetsAllowed: Cats OK, Dogs OK
PhotosChangeTimestamp: May 1, 2026 at 12:27pm
PhotosCount: 97
PoolFeatures: Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure, Tile
PostalCode: 34229
PriceChangeTimestamp: May 1, 2026 at 12:21pm
RoadFrontageType: Street Paved, Private Road
RoadSurfaceType: Paved, Asphalt
Roof: Tile
SecurityFeatures: Gated Community, Security Gate, Security System, Security System Owned, Smoke Detector(s)
Sewer: Public Sewer
SourceSystemKey: 786273519
SpaFeatures: In Ground
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: May 1, 2026 at 12:21pm
StreetName: WEBBS COVE
StreetNumber: 449
StreetNumberNumeric: 449
TaxAnnualAmount: 10623.25
TaxLegalDescription: LOT 161 OAKS
TaxLot: 161
TaxYear: 2025
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
View: Water
WaterSource: Public
WaterfrontFeatures: Lake Front
WindowFeatures: Blinds, Shades, Window Treatments
YearBuilt: 2006

Outdoor Details
Garage Attached
Other Features
1
Bar Fridge
Built-in Features
Built-In Oven
Ceiling Fan(s)
Central Vacuum
Coffered Ceiling(s)
Convection Oven
Cooktop
Crown Molding
Dishwasher
Disposal
Dry Bar
Dryer
Electric Water Heater
Exhaust Fan
French Doors
Garden
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Home Owners Association
Irrigation System
Kitchen Reverse Osmosis System
Kitchen/Family Room Combo
Lighting
Open Floorplan
Open Parking
Outdoor Grill
Outdoor Kitchen
Private Entrance
Private Mailbox
Private Yard
Rain Gutters
Refrigerator
Sliding Doors
Solid Wood Cabinets
Spa
Split Bedroom
Sprinkler Metered
Stone Counters
Thermostat
Tray Ceiling(s)
Vaulted Ceiling(s)
Walk-In Closet(s)
Washer
Water Filtration System
Water Purifier
Water Softener
Wet Bar
Window Treatments
Wine Refrigerator

Melanie Glover

Realtor
Member of: Keller Williams Island Life Real Estate

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