Back 449 Webbs Cove
Off Market

449 Webbs Cove

Osprey FL 34229

4
4
3
6876 sq. ft.
17252 sq. ft.
Single-Family
Last sold for $2,470,000
Rosalie PhillipsRosalie Phillips, last sold this property on 27 August 2026 after 117 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
3 carspaces
3 garage spaces
6876 sq. ft. floor area
17252 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Osprey over the last 12 months, the estimated median property value of 449 Webbs Cove is $988.25k.

Median value
$988.25k
Estimated value range
$500k - $4.7m
Median days on market
70
Estimated value trend
28%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Osprey. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 449 Webbs Cove

2026
Sold
$2,470,000
27 Aug 2026 by Rosalie Phillips, of MICHAEL SAUNDERS & COMPANY

Happy sellers in Osprey

67%
67% of sellers in Osprey reported that their sale price either exceeded or met their price expectations.

Osprey stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Osprey over the last 12 months.

Local market activity for 4 bedroom single-family properties in Osprey

In the last 12 months, 50 four-bedroom single-family properties similar to 449 Webbs Cove, have been sold.

This represents a 45% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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