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$1,900,000

916 MACEWEN DR, Osprey, FL 34229

Active
5
Beds
8
Baths
5,986
Sq Ft
$317
Per Sq Ft
1991
Built
1
Days Listed
4
Garage
1.20
Acres

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.

Facts & Features

Interior
Bedrooms5
Full Bathrooms7
Half Bathrooms1
Interior Sq Ft5,986
Total Structure Area7,976 sqft
FireplaceYes
FlooringBamboo, Carpet, Marble, Tile, Wood
HeatingCentral, Electric
CoolingCentral Air, Zoned
AppliancesBuilt-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Ra
LaundryElectric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Interior FeaturesCentral Vaccum, Chair Rail, Crown Molding, Dry Bar, Eat-in Kitchen, High Ceiling
Window FeaturesShutters, Tinted Windows
Property
Construction
Utilities
Community & HOA
Financial & Listing Details

Rooms

Room types: Living Room, Dining Room, Family Room, Kitchen, Dinette, Primary Bedroom, Primary Bathroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Bonus Room, Balcony/Porch/Lanai, Foyer

Living Room
LevelFirst
Dimensions17x23
FlooringBamboo
Dining Room
LevelFirst
Dimensions15x15
FlooringMarble
FeaturesBuilt-In Shelving
Family Room
LevelFirst
Dimensions16x21
FlooringTile
Kitchen
LevelFirst
Dimensions16x21
FlooringTile
FeaturesCloset Pantry, Cooking Island, Desk Built-In, Granite Counters, Pantry, Stone Counters
Dinette
LevelFirst
FlooringTile
Primary Bedroom
LevelFirst
Dimensions17x24
FlooringCarpet
FeaturesEn Suite Bathroom, Wet Bar
Primary Bathroom
LevelFirst
FlooringTile
FeaturesBidet, Double Vanity, En Suite Bathroom, Exhaust Fan, Garden Bath, Tub with Separate Shower Stall
Bedroom 2
LevelFirst
Dimensions13x13
FlooringTile
FeaturesEn Suite Bathroom
Bedroom 3
LevelSecond
Dimensions13x14
FlooringBamboo
FeaturesEn Suite Bathroom
Bedroom 4
LevelSecond
Dimensions13x14
FlooringBamboo
FeaturesEn Suite Bathroom
Bedroom 5
LevelSecond
Dimensions11x15
FlooringBamboo
FeaturesDesk Built-In
Den
LevelFirst
Dimensions13x11
FlooringWood
Bonus Room
LevelSecond
Dimensions19x19
FlooringBamboo
Balcony/Porch/Lanai
LevelFirst
Dimensions62x39
FlooringBrick/Stone
Foyer
LevelFirst
Dimensions17x16
FlooringMarble

Schools

School assignments and grades are informational — verify boundaries with the school district before purchasing.

Price History

Jul 23, 2026 Listed $1,900,000

Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4698153

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Properties displayed may be listed or sold by various participants in the MLS


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-07-25.
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.
Contact Agent
Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
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