$6,449,000

A rare combination of timeless grandeur and effortless waterfront living, this bayfront estate in The Oaks Bayside commands approximately 150 feet of Bay frontage across 0.60 acres, with water views framing nearly every principal room. The residence offers 6 bedrooms, 5.5 baths, multiple covered balconies overlooking the Bay, additional ground-level… Read More flex space and a side-entry 3-car garage. A circular brick-paver driveway, tropical landscaping and a stately columned entrance create an unforgettable arrival. The dramatic two-story foyer features architectural columns, custom millwork and a wood-clad ceiling accent. European French white oak engineered flooring flows through the main living spaces. The living and family rooms feature soaring ceilings, extensive millwork, statement lighting, carved-stone fireplaces and oversized windows framing expansive water views. An adjoining sitting area features arched windows, a wood-clad ceiling and multiple glass doors opening to the waterfront balcony. The new kitchen is appointed with ceiling-height Shaker cabinetry, champagne-bronze hardware, marble countertops and an oversized waterfall island with seating for five. A GE Monogram appliance suite includes a professional gas range with griddle, refrigerator and dishwasher. A custom range hood, dimensional tile backsplash, apron-front sink and walk-in pantry complete the space. The waterfront dining nook incorporates built-in cabinetry, a stone serving counter and beverage cooler, while the formal dining room features a tray ceiling, paneled walls and columns. A waterfront office with built-in bookshelves, fireplace and balcony access, an updated laundry room and multiple en-suite guest accommodations complete the main level. Upstairs, the landing overlooks the living spaces beneath a crystal chandelier. The primary suite offers separate sleeping and sitting areas, a carved-stone fireplace, wide water views, private balcony access and two walk-in closets with custom storage. Its spa-inspired bath includes dual furniture-style vanities, a freestanding soaking tub beneath a picture window and an oversized frameless shower with marble-look tile, rainfall and handheld fixtures. Additional bedrooms offer en-suite or nearby baths, walk-in closets, abundant natural light and water or tropical views. Multiple covered balconies overlook the newly resurfaced pool, paver terrace, manicured lawn and waterfront. The pool features a 7-foot depth, entry steps, seating or sun-shelf areas, lighting, a self-cleaning system and a new pump. A private walkway through the mangroves leads to a new 5-by-60-foot composite dock completed in 2026, equipped with electric, water and a 6,000-pound boat lift. The property also features a concrete seawall and direct boating access. The lower level provides substantial additional flexibility for recreation, fitness, media or entertaining. Further updates include a newer 2023 tile roof, new HVAC, all-new appliances and flooring, new interior doors and moldings, hurricane protection and exterior lighting. The renowned Oaks Club is one of the area’s premier member-owned clubs, featuring two championship 18-hole golf courses, a full slate of tennis and fitness facilities, and an elegant clubhouse offering fine dining and a vibrant social calendar. Ideally situated in Osprey, the property offers convenient access to Gulf beaches, the Legacy Trail, dining and shopping, with downtown Sarasota and Venice both within easy reach. Read Less

Courtesy of DOUGLAS ELLIMAN 941-867-6199

Listing Snapshot

Days Online

Last Updated

Sep 4, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

8,621

Lot Size

0.6 Acres

Year Built

1989

MLS Number

A4702047

Additional Details

Property Access

Road Surface: Asphalt, Concrete

Appliances & Equipment

Bar Fridge, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator, Other equipment: Irrigation Equipment, Permeable Paving

Building

Built in 1989, Living area: 8621, Living area units: Square Feet, Building faces East, 2 stories, Levels: Two, Construction Materials: Block, Concrete, Stucco

Community

Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s), Street Lights

Cooling

Central Air, Zoned

Exterior Features

Patio/Porch Features: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Balcony, Lighting, Permeable Paving, Private Mailbox, Rain Gutters

Fireplaces

Family Room, Living Room, Primary Bedroom

Floors

Tile, Wood

Foundation

Slab, Stem Wall

Garage

3 spaces

Heating

Central, Electric, Zoned

Home Owner's Association

Association Fee: $2,950, Fee Frequency: Semi-Annually, Fee Includes: Guard - 24 Hour, Pool, Management, Private Road, Security

Interior Features

Built-in Features, Ceiling Fans(s), Chair Rail, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)

Laundry

Inside, Laundry Room

Lot

0.6 acres, Flood Insurance Required, FloodZone, In County, Landscaped, Paved, Private, Mature Landscaping, Trees/Landscaped

Parking

Circular Driveway, Covered, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Ground Level, Off Street

Pets Policy

Allowed: Yes

Pool

Gunite, In Ground, Lighting, Outside Bath Access, Self Cleaning, Tile

Property

Water, Gulf/Ocean - Full

Roof

Tile

Security Features

Closed Circuit Camera(s), Gated Community, Smoke Detector(s)

Sewer

Public Sewer

Taxes

Additional parcels description:, Parcel Number: 0144080004, Public Survey Range: 18E, Public Survey Section: 04, Annual Amount: $39,088.2, Tax Book Number: 2111-2937, Legal Description: LOT 44 OAKS OR 2855/1444, Lot: 44, Year: 2025, Zoning: RSF1

Utilities

Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Well, Underground Utilities, Water Connected, Water Source: Public, Well

Water Features

Water Body Name: LITTLE SARASOTA BAY, Bay/Harbor

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