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$2,650,000 Just Listed
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Property 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.
Full Property Details
Full Property Details for 449 Webbs Cove
General
- Price: $2,650,000
- HOA FEE: $492/month
- HOA FEE FREQ.: Semi-Annually
- Taxes: $10,623 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4688291
- Updated: 5/1/2026
- Added to Site: 4 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 12
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Dry Bar, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Living Room
- 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
- Furnishings: Unfurnished
- Flooring: Carpet, Travertine, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Basketball Court, Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Security, Vehicle Restrictions, Wheelchair Access
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure, Tile
- Spa: Yes
- Spa Description: In Ground
- Security/Safety: Gated Community, Security Gate, Security System, Security System Owned, Smoke Detector(s)
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
- Deck/Patio: Covered, Deck, Enclosed, Front Porch, Patio, Screened
- Porch/Patio/Deck: Covered, Deck, Enclosed, Front Porch, Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: OAKS
- 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.
- Direction Faces: Southwest
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Sarasota Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s)
- Optional Amenities: Basketball Court, Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Sec
- Association: Yes
- Assoc. Name: Access Management - Hope Root
- Assoc. Fees Include: 24-Hour Guard, Common Area Taxes, Escrow Reserves Fund, Manager, Private Road, Security
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Custom, Traditional
- Architectural Style: Custom, Traditional
- Exterior Const.: Block, Brick, Stucco
- Roof: Tile
- Windows: Blinds, Shades, Window Treatments
- Stories/Levels: One
- Square Feet: 5,287
- Sq. Ft. Source: Public Records
- Year Built: 2006
Lot Features
- Property View: Water
- Lot Size (Acres): 0.39
- Lot Size (Sq. Ft.): 17,252
- Lot Size: 17252
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Lake Front
Financial Considerations
- Association Fee: $2,950
- Assoc Fee Freq.: Semi-Annually
- Assoc Fee Desc.: Required
- Tax Amount: $10,623.25
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 161 OAKS
- Flood Zone Info: X
- APN: 142040028
- Property ID: 142040028
Listed by Michael Saunders & Company
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Schools
Schools serving 449 Webbs Cove
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 6.7 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 8.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 449 Webbs Cove
Date
Details
Price
Change
Source
5/01/2026
Listed
$2,650,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 449 Webbs Cove
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,323
-9%
$849,531
3%
2024
$10,208
3%
$825,589
3%
2023
$9,866
4%
$801,543
6%
2021
$9,509
-1%
$755,531
-3%
2022
$9,594
1%
$778,197
4%
2021
$9,509
-6%
$745,100
-7%
2019
$10,149
2%
$798,488
2%
2018
$9,958
-3%
$783,600
-1%
2017
$10,255
2%
$793,700
5%
2016
$10,024
-6%
$758,400
-3%
2015
$10,631
—
$785,030
1%
2014
$10,596
-8%
$778,800
-6%
2013
$11,458
—
$830,889
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 449 Webbs Cove
449 Webbs Cove, Osprey, FL 34229 (MLS# A4688291) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 449 Webbs Cove is currently listed for $2,650,000 and was received on May 01, 2026. Want to learn more about 449 Webbs Cove? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

