PendingGATEDPOOL HOMEWATERFRONTNO CDD
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$2,650,000
$501/sqft
HOA: $2,950/seTaxes: $10,623/yr108d on market

Oaks

449 WEBBS COVE, OSPREY, FL, 34229

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4 Beds|4 Baths|5,287 Sq Ft|Built 2006|3 Car Garage
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✨ This home matches what most buyers are looking for in this area.

Golf Course
Feature
Near Golf Course
Community
Yes
C2C

Coast 2 Coast Home Realty

Licensed Florida Realtors

4.9· 214 reviews

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Buyer Insights

Here's what we know about this listing.

Why this home stands out

  • 108+ days on market — seller may be motivated
  • Currently pending — may not accept new offers

Buyer Insights are informational only — always verify with your agent.

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.

City
OSPREY
Subdivision
OAKS
County
Sarasota
Zip Code
34229
Community
Oaks

School Report Card

Source: FL Dept. of Education

ABCDF
Elementary
Middle
High

Neighborhood

Map unavailable

Type
Single Family Residence
Living Area
5,287 sqft
Construction
Block, Brick, Stucco
Roof
Tile
Flooring
Carpet, Travertine, Wood
Pool
Yes
HOA
$2,950 / Semi-Annually
  • 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
  • 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
  • Electric Dryer Hookup
  • Inside
  • Laundry Room
  • Washer Hookup
  • Covered
  • Deck
  • Enclosed
  • Front Porch
  • Patio
  • Screened
  • Cul-de-sac
  • Landscaped
  • Near Golf Course
  • Private
  • Paved
  • Bb/hs Internet Available
  • Cable Connected
  • Electricity Connected
  • Propane
  • Public
  • Sewer Connected
  • Sprinkler Well
  • Underground Utilities
  • Water Connected
  • Clubhouse
  • Deed Restrictions
  • Fitness Center
  • Gated Community - Guard
  • Golf
  • Pool
  • Special Community Restrictions
  • Tennis Court(s)
  • Street Lights
  • Basketball Court
  • Clubhouse
  • Elevators
  • Fitness Center
  • Gated
  • Golf Course
  • Pickleball Court(s)
  • Pool
  • Security
  • Vehicle Restrictions
  • Wheelchair Access
  • Guard - 24 Hour
  • Common Area Taxes
  • Escrow Reserves Fund
  • Management
  • Private Road
  • Security
Bedrooms
4
Bathrooms
4
Year Built
2006
Construction
Block, Brick, Stucco
Flooring
Carpet, Travertine, Wood
Roof
Tile
Garage Spaces
3
Cooling
Central Air
Heating
Central, Electric
Waterfront
Yes
Pet Restrictions
Cats Ok, Dogs Ok
Lot Size
0.39 acres
Senior Community
No
Building Elevator
Pet Size
# of Pets
Max Pet Weight
Tax Year
2025
Annual Tax Amount
$10,623

Association Fees

  • HOA Fee

    Access Management - Hope Root

    $2,950/ Semi-Annually

Down Payment20% — $530,000
Interest Rate6.50%
Loan Term
Est. Mortgage
$13,400
HOA Fee
$492
Est. Property Tax
$885
Est. Insurance
$883
Total Est. Monthly Cost$15,660

* Estimates are for illustration purposes only and do not constitute an offer of financial advice. Actual rates, payments, insurance, and taxes will vary based on credit, location, and other factors. Contact a licensed mortgage professional for a personalized quote. Homeowners insurance estimate based on Florida averages.

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