$2,650,000
Off-Market Date: 05/19/2026449 Webbs Cove Osprey, FL 34229
Pending MLS# A4688291
4 beds 4 baths 5,287 sq ft Single Family
Details for 449 Webbs Cove
MLS# A4688291
Description for 449 Webbs Cove, Osprey, FL, 34229
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.39 Acres
Square Feet: 5,287 sq ft
Year Built: 2006
Garage: Yes
Stories: 1 Story
Construction: Brick,Block,Stucco
Subdivision: Oaks
Foundation: Block,Slab
County: Sarasota
School Information
Elementary: Laurel Nokomis Elementary
Middle: Sarasota Middle
High: Venice Senior High
Room Information
Main Floor
Primary Bedroom: 28x16.8
Office: 22x16.7
Dining Room: 14.1x14.1
Living Room: 26x24.6
Media Room: 18.5x14
Dinette: 15.9x11.8
Foyer: 5.8x11.3
Kitchen: 15.4x16
Great Room: 28x21.1
Bedroom 4: 12.5x13.3
Bedroom 3: 12.9x13.3
Bedroom 2: 12.7x14.5
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Washer Hookup, Laundry Room, Electric Dryer Hookup, Inside
Interior Features
Appliances: Electric Water Heater, Built-In Oven, Water Softener, Refrigerator, Washer, Dishwasher, Disposal, Dryer, Cooktop, Exhaust Fan, Wine Refrigerator, Water Purifier, Bar Fridge, Convection Oven
Flooring: Carpet,Travertine,Wood
Doors/Windows: Blinds, Window Treatments
Fireplaces: Living Room, Gas
Accessibility: Wheelchair Access
Additional Interior Features: Wet Bar, Vaulted Ceiling(s), Ceiling Fan(s), Central Vacuum, Built-in Features, Tray Ceiling(s), Window Treatments, High Ceilings, Walk-In Closet(s), Split Bedrooms, Open Floorplan, Wood Cabinets, Separate/Formal Living Room, Stone Counters, Kitchen/Family Room Combo, Crown Molding, Dry Bar, Coffered Ceiling(s), Separate/Formal Dining Room
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,High Speed Internet Available,Propane,Municipal Utilities,Sewer Connected,Underground Utilities,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Circular Driveway, Garage Door Opener, Garage, Garage Faces Side, Oversized, Parking Pad
Roof: Tile
Pool: Tile, Association, In Ground, Outside Bath Access, Gunite, Screen Enclosure, Community
Lot View: Lake,Water
Additional Exterior/Lot Features: Sprinkler/Irrigation, French Patio Doors, Rain Gutters, Private Yard, Private Entrance, Lighting, Outdoor Kitchen, Outdoor Grill, Garden, Covered, Deck, Patio, Enclosed, Screened, Front Porch, Private, Landscaped, Cul-de-Sac, Private Road, Near Golf Course
Waterfront Details
Water Front Features: Lake Front
Community Features
Community Features: Fitness, Clubhouse, Golf, Street Lights, Gated, Tennis Court(s), Pool
Security Features: Security Gate, Security System Owned, Smoke Detector(s), Security System, Gated Community, Gated with Guard
Association Amenities: Pickleball, Pool, Elevator(s), Security, Clubhouse, Fitness Center, Basketball Court, Golf Course, Gated
HOA Dues Include: Association Management, Security, Taxes, Reserve Fund, Road Maintenance, Common Areas
Homeowners Association: Yes
HOA Dues: $2,950 / Semi-Annually
Driving 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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 0142040028
Tax Amount: 10623.25
Tax Year: 2025
A broker reciprocity listing courtesy: MICHAEL SAUNDERS & COMPANY
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Sales History & Tax Summary for 449 Webbs Cove
Sales History
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Tax Summary
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Schools
Schools nearby 449 Webbs Cove
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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