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$1,900,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 7 Full Baths
  • 1 Partial Bath
  • 5,986 Sq. Ft.
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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.

Full Property Details for 916 Macewen Dr

General

  • Price: $1,900,000
  • HOA FEE: $283/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $11,834 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4698153
  • Updated: 7/24/2026
  • Added to Site: 33 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 15
  • Interior Features: Central Vacuum, Chair Rail, Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Bamboo, Carpet, Marble, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 8
  • Full Bathrooms: 7
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Additional Information

  • Shared Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Auto Cleaner, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox
  • Deck/Patio: Covered, Enclosed, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4
  • Parking Features: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Split Garage

Location

  • Area: 34229 - Osprey
  • County: Sarasota
  • Development Name: 34229 - Osprey
  • Subdivision: OAKS 2 PH 2
  • Driving Directions: US 41/ Tamiami Trail to MacEwen Drive, turn east to the Oaks Clubside entrance. Continue through the guard gate. Left at the 4 way stop sign and continue on MacEwen to 916. The house will be on your right.
  • Direction Faces: North

School Information

  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High

Community

  • Community Name: 34229 - Osprey
  • Community Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Restaurant, Special Community Restrictions, Tennis Court(s), Wheelchair Access
  • Optional Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(s), Vehicle Restrictions
  • Association: Yes
  • Assoc. Name: Access Management/ Hope Root
  • Assoc. Fees Include: 24-Hour Guard, Community Pool, Escrow Reserves Fund, Manager, Private Road, Recreational Facilities
  • Pet Restrictions: Please review HOA rules for additional information

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Custom, Traditional
  • Architectural Style: Custom, Traditional
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Windows: Shutters, Tinted Windows
  • Stories/Levels: Two
  • Square Feet: 5,986
  • Sq. Ft. Source: Public Records
  • Year Built: 1991

Lot Features

  • Property View: Golf Course, Trees/Woods
  • Lot Size (Acres): 1.2
  • Lot Size (Sq. Ft.): 52,461
  • Lot Size: 1.2043
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $850
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $11,834.72
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOTS 274 & 275 OAKS 2 PHASE 2
  • Flood Zone Info: X500* / AE
  • APN: 141040016
  • Property ID: 141040016

Listed by Premier Sotheby's International Realty

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Listing agents

— 916 Macewen Dr —

  • Premier Sotheby's International Realty

  • Premier Sotheby's International Realty

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 916 Macewen Dr

School District:Sarasota County School District
NameGradesDistance
Laurel Nokomis School
1900 Laurel Road East, Nokomis, FL 34275
PK-85.6 mi
Venice Senior High School
1 Indian Avenue, Venice, FL 34285
9-127.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 916 Macewen Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/23/2026
Listed
$1,900,000
18.75%
MLS
5/01/2025
Sold
$1,600,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 916 Macewen Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,835
3%
$953,460
3%
2024
$11,540
3%
$926,589
3%
2023
$11,155
3%
$899,601
3%
2022
$10,841
1%
$873,399
3%
2021
$10,712
—
$847,960
1%
2021
$10,712
8%
$836,252
8%
2019
$9,951
2%
$776,493
2%
2018
$9,764
—
$762,015
2%
2017
$9,730
—
$746,342
2%
2016
$9,744
-2%
$730,991
1%
2015
$9,921
—
$725,910
1%
2014
$9,888
—
$720,149
2%
2013
$9,889
—
$709,506
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Premier Sotheby's International Realty

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916 Macewen Drive, Osprey, FL 34229 (MLS# A4698153) is a Single Family property with 5 bedrooms, 7 full bathrooms and 1 partial bathroom. 916 Macewen Drive is currently listed for $1,900,000 and was received on July 23, 2026. Want to learn more about 916 Macewen Drive? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

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