449 Webbs Cove, OSPREY, FL

$2,650,000

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4

Beds

4

Baths

5,287

Square feet

0.39

Acres

About 449 Webbs Cove

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.

Features of 449 Webbs Cove

MLS® # A4688291
Price $2,650,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 5,287
Acres 0.39
Year Built 2006
Type Residential
Sub-Type Single Family Residence
Style Custom, Traditional
Status Pending

Community Information

Address 449 Webbs Cove
Area Osprey
Subdivision OAKS
City OSPREY
County Sarasota
State FL
Zip Code 34229

Amenities

Amenities Basketball Court, Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Security, Vehicle Restrictions, Wheelchair Access
Parking Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
# of Garages 3
View Water
Is Waterfront Yes
Waterfront Lake Front
Has Pool Yes

Interior

Interior Features Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Dry Bar, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Appliances Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Kitchen Reverse Osmosis System, Refrigerator, Washer, Water Filtration System, Water Purifier, Water Softener, Wine Refrigerator
Heating Central, Electric
Cooling Central Air
Fireplace Yes
Fireplaces Gas, Living Room

Exterior

Exterior Features French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Rain Gutters, Sliding Doors, Sprinkler Metered
Lot Description Cul-De-Sac, Landscaped, Near Golf Course, Private
Roof Tile
Foundation Block, Slab

School Information

Elementary Laurel Nokomis Elementary
Middle Sarasota Middle
High Venice Senior High

Additional Information

Date Listed May 1st, 2026
Days on Market 45
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeMICHAEL SAUNDERS & COMPANY

Listing Map

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