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$1,900,000

916 MACEWEN DRIVE, OSPREY, FL 34229

3D Tour
Active1 days on market

Beds

5

Baths

8

Sq Ft

5,986 sq ft

Year Built

1991

Lot Size

1.20 acres

Garage

4

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4698153
StatusActive
Year Built1991
Stories2
Total Rooms15
ConstructionBlock, Stucco
RoofTile
FoundationSlab
FacesNorth
SubdivisionOAKS 2 PH 2
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCentral Vacuum, Chair Rail, Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
FlooringBamboo, Carpet, Marble, Tile, Hardwood
AppliancesBuilt-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
LaundryElectric Dryer Hookup, Inside, Laundry Room, Washer Hookup
WindowsShutters, Tinted Windows
CoolingCentral Air, Zoned
HeatingCentral, Electric
FireplaceYes ()

Exterior & Lot

ExteriorBalcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox
Lot Size1.20 acres (52,461 sq ft)
Lot FeaturesCleared, Corner Lot, In County, Landscaped, On Golf Course, Oversized Lot
Road SurfacePaved
ViewGolf Course, Trees/Woods

Pool & Spa

Private PoolYes
Pool FeaturesAuto Cleaner, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
SpaHeated, In Ground

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

Parking

GarageYes (4 spaces)

HOA & Community

HOAYes
HOA Fee$850 / Quarterly
Senior CommunityNo

Financial Details

List Price$1,900,000
Annual Taxes$11,835 (2025)
FinancingCash, Conventional
ZoningOUE2
Parcel #0141040016

Schools

ElementaryLaurel Nokomis Elementary
MiddleLaurel Nokomis Middle
HighVenice Senior High

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.

Location

916 MACEWEN DRIVE, OSPREY, FL 34229

Listing Information

OfficePREMIER SOTHEBY'S INTERNATIONAL REALTY
ListedJuly 23, 2026

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Home Price

$1,900,000

20% ($380,000)
6.75%

Loan Term

Principal & Interest$9,859
Property Tax (est.)$1,742
Insurance (est.)$150
Total Monthly$11,750
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is 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. Data last updated: July 25, 2026.

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