916 MacEwen Drive

Off Market

916 MacEwen Drive

Osprey FL 34229

7976 sq. ft.

52461 sq. ft.

Single-Family

Last sold for $1,612,500

Todd Currey, last sold this property on 08 October 2026 after 76 days on market.

Overview

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.

Features

5 bedrooms

8 bathrooms

4 carspaces

4 garage spaces

7976 sq. ft. floor area

52461 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Osprey over the last 12 months, the estimated median property value of 916 MacEwen Drive is $1.36m.

Median value

$1.36m

Estimated value range

$620k - $2.19m

Median days on market

134

Estimated value trend

-22%

decrease 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 916 MacEwen Drive

2026

Sold

$1,612,500

08 Oct 2026 by Todd Currey, of PREMIER SOTHEBYS INTL REALTY

2025

Sold

$1,600,000

01 May 2025 by Abbe | Rocha , of COLDWELL BANKER REALTY

2005

Sold

$1,475,000

30 Jun 2005 by Peggy Mock, of SKY Sotheby's Intl Realty

Happy sellers in Osprey

58%

58% 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 15 reviews in Osprey over the last 12 months.

Local market activity for 5 bedroom single-family properties in Osprey

In the last 12 months, 7 five-bedroom single-family properties similar to 916 MacEwen Drive, have been sold.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Osprey for a market analysis.

Abbe | Rocha

at Coldwell Banker Realty - Siesta Key

(167 reviews)

Get a market analysis

Lynn Bondanza

at Marcus & Company Realty

(23 reviews)

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Veronica Manes

at MICHAEL SAUNDERS & COMPANY

(2 reviews)

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Ania McGinty

at COMPASS FLORIDA LLC

(22 reviews)

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Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Osprey

Abbe | Rocha

Sellers who recommend Abbe | Rocha have praised them for being local expert, responsive, clear communication, supportive, well-prepared, reliable, and patient