916 MACEWEN DRIVE

OSPREY, FL 34229

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4698153

$1,900,000

Pending

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Property Details

Bedrooms

Bathrooms

Square Feet

5,986

MLS#

A4698153

Listed

July 23, 2026

Description

Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

Facts & Costs

Property type: Single Family Residence
Year built: 1991
Lot size: 1.2 acres
Stories: 2
Garage: 4 spaces
Half baths: 1
Price per sq ft: $317
Days on market: 69
Private pool: Yes
Waterfront: No
Community: The Oaks
Subdivision: OAKS 2 PH 2
County: Sarasota
Flood zone: X500* / AE

Monthly & yearly costs

HOA fee: $850 / quarterly
Property taxes: $11,835 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating: Central, Electric
Cooling: Central Air, Zoned
Flooring: Bamboo, Carpet, Marble, Tile, Wood
Roof: Tile
Construction: Block, Stucco
Parking: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Garage
View: Golf Course, Trees/Woods

Payment Estimate

$10,877 / month

Principal & interest: $9,607
Property taxes: $986
HOA: $283
Home insurance: enter below

Down payment (20%)$380,000Interest rate (%)Loan termHome insurance ($/year)

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

Built-In Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Washer
Central Vaccum
Chair Rail
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Balcony
Hurricane Shutters
Lighting
Outdoor Kitchen
Private Mailbox
Auto Cleaner
Gunite
Heated
In Ground
Outside Bath Access
Screen Enclosure

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Sep 30, 2026, 6:30 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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