449 WEBBS COVE Osprey, FL $ 2,650,000
449 WEBBS COVE
$ 2,650,000
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449 WEBBS COVE

Osprey, FL, 34229
$ 2,650,000
Bedrooms4 Baths3.1 Sq 5,287

Monthly Estimate*

$ 16,317

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Single Family Home for sale in Osprey, FL

for $2,650,000 with 4 bedrooms and 3 full baths, 1 half bath. This 5,287 square foot home was built in 2006 on a lot size of 0.39.

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.

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Single Family Active

Price

$ 2,650,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 10,623

Style

Custom Traditional

Lot Size

0.39

Year Built

2006

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4688291

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Connected Electricity Connected Propane Public Sewer Connected Sprinkler Well Street Lights Underground Utilities Water Connected
Roof Tile
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
HOA Fee 2950
Garage Spaces 3
Association Fee Includes 24-Hour Guard Common Area Taxes Escrow Reserves Fund Manager Private Road Security
Patio/Porch Features Covered Deck Enclosed Front Porch Patio Screened
Architectural Style Custom Traditional
Pool Features Gunite In Ground Lighting Outside Bath Access Screen Enclosure Tile
Security Features Gated Community Security Gate Security System Security System Owned Smoke Detector(s)
Construction Materials Block Brick Stucco
Pets Allowed Cats OK Dogs OK
Year Built 2006
View Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Front
Community Features Clubhouse Deed Restrictions Fitness Center Gated Community - Guard Golf Pool Special Community Restrictions Tennis Court(s)
Assoc Fee Paid Per Semi-Annually
County Sarasota
New Construction false
Property Type Residential
Association Amenities Basketball Court Clubhouse Elevator(s) Fitness Center Gated Golf Course Pickleball Court(s) Pool Security Vehicle Restrictions Wheelchair Access
Attached Garage true
Subdivision Name OAKS
Facing Direction Southwest
Garage Y/N true
Total Rooms 12
Full Baths 3
Status Active
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.
High School Venice Senior High
City OSPREY
Association Name Access Management - Hope Root
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 17252
Carport Y/N false
Listing Terms Cash Conventional
Spa Features In Ground
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 10623.25
Middle/Junior High School Sarasota Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://pix360.com/phototour3/42217/
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 161
Legal Description LOT 161 OAKS
Water View Lake
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 491.67
Additional Rooms Den/Library/Office Formal Dining Room Separate Formal Living Room Separate Great Room Inside Utility Media Room Storage Rooms
Water View Y/N true
Flood Zone Code X
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Interior
Interior Amenities 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
Flooring Carpet Travertine Hardwood
Furnished Y/N Unfurnished
Fireplace Features Gas Living Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Shades Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Garden Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Entrance Private Mailbox Private Yard Rain Gutters Sliding Doors Sprinkler Metered
Vegetation Mature Landscaping Trees/Landscaped
Parking Features Circular Driveway Garage Door Opener Garage Faces Side Oversized Parking Pad
Lot Features Cul-De-Sac Landscaped Near Golf Course Private
Water Source Public
Lot Size Area 17252
Foundation Details Block Slab
Spa true
Building Area Total 6876
Lot Size Acres 0.39
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 3
Road Frontage Type Street Paved Private Road
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* Excluded Features
List By
Michael Saunders & Company

Broker

RosaliePhillips@michaelsaunders.com

Email

Affordability Calculator

$17,202
Per Month
95%
5%
0%
Monthly Principal & Interest
$16,317
Monthly Property Taxes
$885
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Venice Senior High High School High School
Pricing History
DatePricePrice ChangeDescription
5/1/2026$2,650,000 Listed Price

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449 WEBBS COVE, Osprey, FL, 34229 is a Single Family Home for sale at $2,650,000 with 5,287 sqft and a lot size of 0.39. 449 WEBBS COVE has 4 bedrooms, 3.1 baths, and was built in 2006. The property's zip code is 34229 which is in Osprey, FL