Schedule Tour
$1,900,000

916 Macewen Dr

Osprey, FL
Pending
5
Bedrooms
7.5
Bathrooms
7,976
Square Feet
1.2
Lot Size (acres)
1991
Year Built
73
Days On Market

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.

Take the 3D virtual tour →

Listing Information

Listing Updated
17 days ago
Listed By
Todd Currey, 9414026000 · PREMIER SOTHEBY'S INTERNATIONAL REALTY, 9413644000
MLS#
A4698153
Source
Stellar MLS
Status
Pending

Facts & Features

Location

Community Information

Address
916 Macewen Dr, Osprey, FL 34229
City
Osprey
County
Sarasota
Neighborhood
OAKS 2 PH 2
Zip Code
34229

Architecture

Bedrooms
5
Bathrooms
7.5
Stories
2
Year Built
1991
Style
Traditional, Custom
Construction Materials
Stucco, Block
Building Area
7,976 sq. ft.
Foundation
Slab
Roof
Tile
Levels
Two
Garage
Yes
Garage Spaces
4
Parking Features
Driveway, Attached, Oversized, Garage Door Opener, Garage, Garage Faces Side, Garage Faces Rear, Circular Driveway, Electric Vehicle Charging Station(s)

Features & Amenities

Interior Features
Eat-in Kitchen, Walk-In Closet(s), High Ceilings, Crown Molding, Stone Counters, Dry Bar
Appliances
Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Range, Disposal
Flooring
Tile, Carpet, Wood, Marble, Bamboo
Exterior Features
Lighting, Balcony, Outdoor Kitchen
Patio and Porch
Covered, Enclosed, Screened, Rear Porch
Community Features
Clubhouse, Gated, Golf, Pool, Playground, Tennis Court(s), Park, Fitness Center, Restaurant
Cooling
Central Air, Zoned
Heating
Electric, Central

Property Features

Lot Size
1.2 Acres
Lot Features
Cleared, Corner Lot, On Golf Course, Landscaped, Paved
View
Trees/Woods, Golf Course
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Connected, Sewer Connected, Water Connected, Underground Utilities

Square Footage

Total
5,986 sq. ft.

Tax & Financial Information

List Price
$1,900,000
Annual Taxes
$11,834
Association Fee
$850 (paid Quarterly)
Association Amenities
Playground, Clubhouse, Fitness Center, Pool, Gated, Tennis Court(s), Park, Golf Course

Schools

72/100
Pine View School
7th & Above · Grades 02–12 · 1.1 mi
City
Osprey
Students
2,051
Parent reviews
4.3★ avg · 8 reviews
Student body
70% White · 13% Asian · 10% Hispanic / Latino
Free/reduced lunch
13%
Phone
(941) 486-2001
59/100
Gulf Gate Elementary School
Elementary · Grades PK–05 · 4.5 mi
City
Sarasota
Students
696
Parent reviews
3.0★ avg · 4 reviews
Student body
62% White · 25% Hispanic / Latino · 7% Two or More Races
Free/reduced lunch
54%
Phone
(941) 361-6499
52/100
Imagine School At Palmer Ranch
Elementary · Grades PK–08 · 4.2 mi
City
Sarasota
Students
433
Parent reviews
2.1★ avg · 14 reviews
Student body
49% White · 41% Hispanic / Latino · 5% Two or More Races
Free/reduced lunch
4%
Phone
(941) 257-1124
69/100
Victory Baptist Academy
All Grades · Grades KG–12 · 0.7 mi · Private
City
Osprey
Students
76
Student–teacher
10.0
Student body
90% White · 7% Two or More Races · 4% Hispanic / Latino
Phone
(941) 966-4716
50/100
The Study Center
All Grades · Grades 02–10 · 4.7 mi · Private
City
Nokomis
Students
14
Student body
93% White · 7% Hispanic / Latino
Phone
(941) 493-8869

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
07/23/2026Listed for sale$1,900,000

Listed by Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY · 9413644000

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: September 16, 2026 at 7:36 PM | Source: Stellar MLS | MLS#: A4698153

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Alene Civil is here to help. Reach out and expect a response within one business day.

How can I help?

Alene Civil is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

Keisha is here to help. Reach out and expect a response within one business day.

Mortgage pre-approval

Your Next Chapter Starts With Just A Few Steps

Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Keisha
Durand
Keisha
LO NMLS: #972729

Pre-approval made easy

We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.