Steven Koleno

Steven Koleno Consumer-First Real Estate Architect

$2,650,000.00
449 WEBBS COVE, OSPREY, FL - 34229
4 beds
3.5 baths
5,287 sqft
$2,650,000.00
449 WEBBS COVE, OSPREY, FL - 34229
Steven Koleno
$2,650,000.00
4 beds
3.5 baths
5,287 sqft
449 WEBBS COVE, OSPREY, FL - 34229
For Sale
Photo 1
  • Built in 2006
  • 3 garage spaces
  • $501.23/sqft
  • Lot size: 17,252 sqft
  • 111 days on market

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.

  • 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.
  • County: Sarasota
  • Geo subdivision: OAKS

Nearby Schools

Laurel Nokomis Elementary

Sarasota Middle

Venice Senior High

Features

Financial

Let's get in touch!

Steven Koleno

Steven Koleno

Consumer-First Real Estate Architect

See also

For Sale
8555 HERON LAGOON CIRCLE, SARASOTA, FL - 34242
$2,725,000.00
4 bds
3.5 ba
2,568 sqft
8555 HERON LAGOON CIRCLE, SARASOTA, FL - 34242
For Sale
14401 MASTHEAD DRIVE, OSPREY, FL - 34229
$2,850,000.00
3 bds
3.5 ba
2,665 sqft
14401 MASTHEAD DRIVE, OSPREY, FL - 34229
For Sale
1275 PORT LANE, SARASOTA, FL - 34242
$2,799,000.00
3 bds
3.0 ba
3,104 sqft
1275 PORT LANE, SARASOTA, FL - 34242
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4688291
Listing updated: June 12, 2026 at 1:09PM
Listing provided by: Rosalie Phillips, MICHAEL SAUNDERS & COMPANY
Last checked 1 month ago
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