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Pending
    • $2,650,000

    449 WEBBS COVE, OSPREY, FL 34229

    4beds
    5,287sqft
    : 
    $17,562/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    0.4 Acres Lot
    $-- Zestimate®
    $501/sqft
    $492/mo HOA

    What's special

    Serene lake viewsAquarium windowsFour bedroomsPrivate bay accessAbundant storage throughoutCovered seatingOak-canopied streets
    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.
    118 days
    |
    144
    |
    1
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Rosalie Phillips 941-544-4430,

    MICHAEL SAUNDERS & COMPANY 941-966-8000

    Source: Stellar MLS,MLS#: A4688291MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Dining Room, Living Room, Great Room, Utility Room, Media Room, Storage Rooms
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 470.4 Square Feet
      • Dimensions: 16.8x28
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 184.15 Square Feet
      • Dimensions: 14.5x12.7
      Bedroom 3
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 171.57 Square Feet
      • Dimensions: 13.3x12.9
      Bedroom 4
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 166.25 Square Feet
      • Dimensions: 13.3x12.5
      Dinette
      • Level: First
      • Area: 187.62 Square Feet
      • Dimensions: 11.8x15.9
      Dining room
      • Level: First
      • Area: 198.81 Square Feet
      • Dimensions: 14.1x14.1
      Foyer
      • Level: First
      • Area: 65.54 Square Feet
      • Dimensions: 11.3x5.8
      Great room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 590.8 Square Feet
      • Dimensions: 21.1x28
      Kitchen
      • Level: First
      • Area: 246.4 Square Feet
      • Dimensions: 16x15.4
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 639.6 Square Feet
      • Dimensions: 24.6x26
      Media room
      • Level: First
      • Area: 259 Square Feet
      • Dimensions: 14x18.5
      Office
      • Level: First
      • Area: 367.4 Square Feet
      • Dimensions: 16.7x22
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, 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
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
      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
      • Flooring: Carpet, Travertine, Hardwood
      • Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 6,876
      • Total interior livable area: 5,287 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Deck, Enclosed, Front Porch, Patio, Screened
      • Exterior features: Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Rain Gutters, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure, Tile
      • Has spa: Yes
      • Spa features: In Ground
      • Has view: Yes
      • View description: Water, Lake
      • Has water view: Yes
      • Water view: Water,Lake
      • Waterfront features: Lake Front
      Lot
      • Size: 0.4 Acres
      • Features: Cul-De-Sac, Landscaped, Near Golf Course, Private
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 0142040028
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Custom,Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Brick, Stucco
      • Foundation: Block, Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s)
      • Security: Gated Community, Security Gate, Security System, Security System Owned, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: OAKS
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Security, Vehicle Restrictions, Wheelchair Access
      • Services included: 24-Hour Guard, Common Area Taxes, Reserve Fund, Manager, Private Road, Security
      • HOA fee: $492 monthly
      • HOA name: Access Management - Hope Root
      • HOA phone: 813-607-2220
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $501/sqft
      • Tax assessed value: $1,516,600
      • Annual tax amount: $10,623
      • Date on market: 5/1/2026
      • Cumulative days on market: 34 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/19/2026Pending sale$2,650,000$501/sqft
        Source: Stellar MLS #A4688291 Report a problem
        5/1/2026Listed for sale$2,650,000+638.2%$501/sqft
        Source: Stellar MLS #A4688291 Report a problem
        5/30/2002Sold$359,000+28.2%$68/sqft
        Source: Public Record Report a problem
        5/8/2001Sold$280,000+166.7%$53/sqft
        Source: Public Record Report a problem
        4/2/1999Sold$105,000$20/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,623 +4.1%$849,531 +2.9%
        2024$10,208 +3.5%$825,589 +3%
        2023$9,866 +2.8%$801,543 +3%
        2022$9,594 +0.9%$778,197 +3%
        2021$9,509 -0.5%$755,531 +1.4%
        2020$9,560 -5.8%$745,100 -6.7%
        2019$10,149 $798,488 +1.9%
        2018$10,149 +1.9%$783,600 -1.3%
        2017$9,958 -6.3%$793,700 +4.7%
        2016$10,631 $758,400 -6.3%
        2015$10,631 $809,100 -2.6%
        2014$10,631 -7.2%$830,889
        2013$11,458 +2.7%$830,889 +1.7%
        2012$11,156 +3.6%$817,000 +1.9%
        2011$10,772 -17.5%$801,800 -15.4%
        2010$13,052 -7.1%$947,400 -13.9%
        2009$14,048 $1,100,399 +0.1%
        2008$14,048 -3.4%$1,099,300 -2%
        2007$14,548 $1,121,300 +185.7%
        2006-- $392,500 +28.1%
        2005-- $306,500 +51.2%
        2004$3,013 +8.4%$202,700 +12.2%
        2003$2,779 +16%$180,700 +13.9%
        2002$2,396 +12.5%$158,700 +6.8%
        2001$2,130 +42.3%$148,600 +44.3%
        2000$1,497 $103,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 34229

        Getting around

        2 / 100
        Car-Dependent
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Laurel Nokomis Elementary
        • Middle: Sarasota Middle
        • High: Venice Senior High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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