$1,900,000
916 Macewen Drive
Osprey, FL 34229
Listing updated: July 24, 2026 at 8:58 PM ET
Listing courtesy of Premier Sotheby'S International Realty · Todd Currey · MLS #A4698153 · Active · 941-364-4000Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveJul 24, 2026
- Listed$1,900,000Jul 23, 2026
- Price increased$1,900,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Oaks 2 Ph 2
- County
- Sarasota
- Year built
- 1991
- Living area
- 5,986 sq ft
- Price/sq ft
- $317
- Building area
- 7,976 sq ft (Public Records)
- Lot size
- 52,461 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X500* / AE (12115C0228G)
- Garage
- 4 spaces
- Pool
- Private pool
- Annual taxes
- $11,835 (2025)
- Parcel #
- 0141040016
- Zoning
- OUE2
- MLS #
- A4698153
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 7
- Half bathrooms
- 1
- Flooring
- Bamboo, Carpet, Marble, Tile, Wood
- Appliances
- Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Central Vaccum, Chair Rail, Crown Molding, Dry Bar, Eat-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
- Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
- Stories / Levels
- Two
- Direction faces
- North
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 4
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Garage
HOA & Financial
- HOA fee
- $850 / Quarterly
- Monthly HOA
- $283/mo
- Total monthly fees
- $283/mo
- Total annual fees
- $3,400
- HOA name
- Access Management/ Hope Root
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Please review HOA Rules for additional information.
- Approval process
- Please review HOA Rules for additional information.
Exterior & Construction
- Exterior features
- Balcony, French Doors, Hurricane Shutters, Lighting, Outdoor Kitchen, Private Mailbox
- Construction materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK, Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 17x23 |
| Dining Room | First | 15x15 |
| Family Room | First | 16x21 |
| Kitchen | First | 16x21 |
| Dinette | First | |
| Primary Bedroom | First | 17x24 |
| Primary Bathroom | First | |
| Bedroom 2 | First | 13x13 |
| Bedroom 3 | Second | 13x14 |
| Bedroom 4 | Second | 13x14 |
| Bedroom 5 | Second | 11x15 |
| Den | First | 13x11 |
| Bonus Room | Second | 19x19 |
| Balcony/Porch/Lanai | First | 62x39 |
| Foyer | First | 17x16 |
Listing Details
- Listing date
- 2026-06-29
- On market date
- 2026-07-23
- Original list price
- $1,900,000
- Occupant type
- Vacant
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-07-24
- Tax legal description
- LOTS 274 & 275 OAKS 2 PHASE 2
Flood risk
Moderate-risk area (0.2% annual-chance / “500-year” floodplain). Flood insurance is recommended but usually not required.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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Based on information submitted to the MLS GRID as of July 24, 2026 at 8:58 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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