916 MACEWEN DRIVE OSPREY FL 34229 MLS #A4698153 | Gary Kusher | Florida Real Estate

916 MACEWEN DRIVE
OSPREY, FL, 34229
$1,900,000
5 Beds
7.5 Baths
5,986 SqFt
1.2 Acres
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MLS #A4698153 image #0
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the highly sought-after, gated community of The Oaks, located in Osprey, adjacent to stunning Sarasota, known for The Arts. Bordering the Heron Course on the 8th Fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. Entire interior is freshly painted, to enhance vision of stateliness. With 5 bedrooms, 7.5 bathrooms, 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 4-car garage. Inside, the home is masterfully designed for both 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 33×46 sparkling heated pool & 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 master retreat is a true sanctuary, featuring a dedicated sitting area and luxurious his-and-hers en-suite bathrooms. 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 own 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 replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball 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 Details

Price:
$1,900,000
MLS #:
A4698153
Status:
Active
Beds:
5
Baths:
7.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKS 2 PH 2
Neighborhood:
34229osprey
Listed Date:
Jul 23, 2026
Finished Sq Ft:
5,986
Total Sq Ft:
7,976
Lot Size:
52,461 sqft / 1.20 acres (approx)
Year Built:
1991
PoolTennisGolfPrimary Bedroom Main FloorCommunity GatedCommunity Club House34229 – Osprey34229ospreyOaks 2 Ph 2Laurel Nokomis ElementaryLaurel Nokomis MiddleVenice Senior HighPlease Review Hoa Rules For Additional Information.1-2 YearsPets Allowed

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Schools

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

Interior

Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
7 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Bamboo, Carpet, Marble, Tile, Hardwood
Heating
Central, Electric
Interior Features
Central 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)
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
Two

Exterior

Architectural Style
Custom, Traditional
Association Amenities
Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
Attached Garage YN
1
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
Construction Materials
Block, Stucco
Covered Spaces
4
Direction Faces
North
Exterior Features
Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox
Garage Spaces
4
Lot Features
Cleared, Corner Lot, In County, Landscaped, On Golf Course, Oversized Lot
Open Parking YN
1
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Split Garage
Patio And Porch Features
Covered, Enclosed, Rear Porch, Screened
Roof
Tile
Spa Features
Heated, In Ground
View
Golf Course, Trees/Woods
Window Features
Shutters, Tinted Windows

Financial

HOA Fee
$850
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Community Pool, Escrow Reserves Fund, Manager, Private Road, Recreational Facilities
HOA Name
Access Management/ Hope Root
HOA Phone
813-607-2220
Tax Year
2025
Taxes
$11,835

Map

Community

Subdivisions in OSPREY

Market Summary

Current real estate data for Single Family in OSPREY as of Jul 24, 2026
83
Single Family Listed
163
Avg DOM
448
Avg $ / SqFt
$1,268,414
Avg List Price

Property Summary

    Located in the OAKS 2 PH 2 subdivision, 916 MACEWEN DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,900,000 and features 5 beds, 8 baths, and has approximately 5,986 square feet of living space, and was originally constructed in 1991. The current price per square foot is $317. The average price per square foot for Single Family listings in OSPREY is $448. The average listing price for Single Family in OSPREY is $1,268,414. To schedule a showing of MLS#a4698153 at 916 MACEWEN DRIVE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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