449 Webbs Cove, Osprey, FL 34229
For Sale $2,650,000
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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.
Built-in Features
Ceiling Fans(s)
Central Vaccum
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
Basketball Court
Clubhouse
Elevators
Fitness Center
Gated
Golf Course
Pickleball Court(s)
Pool
Security
Vehicle Restrictions
Wheelchair Access
Taxes: $10,623.25
Tax Year: 2025
Association Fee: $2,950.00
Association Fee Frequency: Semi-Annually
French Doors
Garden
Lighting
Outdoor Grill
Outdoor Kitchen
Private Entrance
Private Mailbox
Private Yard
Rain Gutters
Sliding Doors
Sprinkler Metered
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
Water
Lake Front
View: Lake
Elementary School: Laurel Nokomis Elementary
Middle School: Sarasota Middle
Junior High: Sarasota Middle
High School: Venice Senior High
Building Description: Custom, Traditional
MLS Area: 34229 - Osprey
Total Square Footage: 6,876
Price per Square Feet: $501.23
Water: Public
Lot Desc.: Cul-De-Sac, Landscaped, Near Golf Course, Private, Paved
Construction: Block, Brick, Stucco
Date Listed: 2026-05-01 00:00:00
Pool: Y
Pool Description: Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure, Tile
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Shades, Window Treatments
Parking: Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Garage Description: Y
Garage Spaces: 3
Flooring: Carpet, Travertine, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air
Pets: Cats Ok, Dogs Ok
Sewer: Public Sewer
Amenities: Basketball Court, Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Pickleball Court(S), Pool, Security, Vehicle Restrictions, Wheelchair Access
Listing Courtesy Of: Michael Saunders & Company
rosaliephillips@michaelsaunders.com
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.
Property Details
Price: $2,650,000
Sq Ft: 5,287
($501 per
sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City: Osprey
County: Sarasota
Type: Single Family
Development: The Oaks Club
Subdivision: Oaks
Acres: 0.3900
Virtual Tour/Floorplan: View
Year Built: 2006
Listing Number: A4688291
Status Code: A-Active
Taxes: $10,623.25
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Unfurnished
Pets Allowed: Cats OK, Dogs OK
Total Recurring Fees: $492
Total Recurring Fee Frequency: 0.00
Interior Features:
Built-in Features
Ceiling Fans(s)
Central Vaccum
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
Amenities:
Basketball Court
Clubhouse
Elevators
Fitness Center
Gated
Golf Course
Pickleball Court(s)
Pool
Security
Vehicle Restrictions
Wheelchair Access
Financial Information:
Taxes: $10,623.25
Tax Year: 2025
Association Fee: $2,950.00
Association Fee Frequency: Semi-Annually
Exterior Features:
French Doors
Garden
Lighting
Outdoor Grill
Outdoor Kitchen
Private Entrance
Private Mailbox
Private Yard
Rain Gutters
Sliding Doors
Sprinkler Metered
Equipment:
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
View:
Water
Waterfront Description:
Lake Front
View: Lake
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Sarasota Middle
Junior High: Sarasota Middle
High School: Venice Senior High
Additional Information:
Building Description: Custom, Traditional
MLS Area: 34229 - Osprey
Total Square Footage: 6,876
Price per Square Feet: $501.23
Water: Public
Lot Desc.: Cul-De-Sac, Landscaped, Near Golf Course, Private, Paved
Construction: Block, Brick, Stucco
Date Listed: 2026-05-01 00:00:00
Pool: Y
Pool Description: Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure, Tile
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Shades, Window Treatments
Parking: Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Garage Description: Y
Garage Spaces: 3
Flooring: Carpet, Travertine, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air
Pets: Cats Ok, Dogs Ok
Sewer: Public Sewer
Amenities: Basketball Court, Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Pickleball Court(S), Pool, Security, Vehicle Restrictions, Wheelchair Access
Map of 449 Webbs Cove, Osprey, FL 34229
Listing Courtesy Of: Michael Saunders & Company
rosaliephillips@michaelsaunders.com