916 MacEwen Dr Osprey, FL 34229
Osprey AreaEstimated payment $11,732/month
Highlights
- On Golf Course
- Fitness Center
- Screened Pool
- Laurel Nokomis School Rated A-
- Oak Trees
- Custom Home
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.
Listing Agent
PREMIER SOTHEBY'S INTERNATIONAL REALTY Brokerage Phone: 941-364-4000 License #3089287 Listed on: 07/23/2026
Co-Listing Agent
PREMIER SOTHEBY'S INTERNATIONAL REALTY Brokerage Phone: 941-364-4000 License #688024
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $11,835
Year Built
- Built in 1991
Lot Details
- 1.2 Acre Lot
- On Golf Course
- North Facing Home
- Mature Landscaping
- Corner Lot
- Oversized Lot
- Cleared Lot
- Oak Trees
- Property is zoned OUE2
HOA Fees
- $283 Monthly HOA Fees
Parking
- 4 Car Attached Garage
- Electric Vehicle Home Charger
- Rear-Facing Garage
- Side Facing Garage
- Garage Door Opener
- Circular Driveway
Property Views
- Golf Course
- Woods
Home Design
- Custom Home
- Traditional Architecture
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 5,986 Sq Ft Home
- 2-Story Property
- Wet Bar
- Central Vacuum
- Built-In Desk
- Shelving
- Dry Bar
- Chair Railings
- Crown Molding
- High Ceiling
- Wood Burning Fireplace
- Tinted Windows
- Shutters
- French Doors
- Entrance Foyer
- Family Room Off Kitchen
- Living Room
- Formal Dining Room
- Den
- Bonus Room
- Inside Utility
- Hurricane or Storm Shutters
Kitchen
- Breakfast Area or Nook
- Eat-In Kitchen
- Dinette
- Built-In Oven
- Range
- Microwave
- Dishwasher
- Cooking Island
- Granite Countertops
- Disposal
Flooring
- Bamboo
- Wood
- Brick
- Carpet
- Marble
- Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- En-Suite Bathroom
- Walk-In Closet
- Bidet
- Bathtub With Separate Shower Stall
- Garden Bath
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Screened Pool
- Heated In Ground Pool
- Heated Spa
- In Ground Spa
- Gunite Pool
- Fence Around Pool
- Outside Bathroom Access
- Auto Pool Cleaner
- Pool Lighting
Outdoor Features
- Balcony
- Enclosed Patio or Porch
- Outdoor Kitchen
- Exterior Lighting
- Private Mailbox
Schools
- Laurel Nokomis Elementary School
- Laurel Nokomis Middle School
- Venice Senior High School
Utilities
- Zoned Heating and Cooling
- Vented Exhaust Fan
- Thermostat
- Underground Utilities
- Electric Water Heater
- High Speed Internet
- Cable TV Available
Additional Features
- Wheelchair Access
- Reclaimed Water Irrigation System
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 274
- Assessor Parcel Number 0141040016
Community Details
Overview
- Association fees include 24-Hour Guard, pool, escrow reserves fund, management, private road, recreational facilities
- Access Management/ Hope Root Association, Phone Number (813) 607-2220
- Visit Association Website
- The Oaks Community
- Oaks 2 Ph 2 Subdivision
- The community has rules related to building or community restrictions, deed restrictions, no truck, recreational vehicles, or motorcycle parking, vehicle restrictions
- Community features wheelchair access
Amenities
- Restaurant
- Clubhouse
Recreation
- Golf Course Community
- Tennis Courts
- Community Playground
- Fitness Center
- Community Pool
- Park
Security
- Security Guard
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $11,835 | $953,460 | ||
| 2024 | $11,155 | $926,589 | ||
| 2023 | $11,155 | $899,601 | $0 | $0 |
| 2022 | $10,841 | $873,399 | $0 | $0 |
| 2021 | $10,712 | $847,960 | $0 | $0 |
| 2020 | $10,771 | $836,252 | $0 | $0 |
| 2019 | $9,951 | $776,493 | $0 | $0 |
| 2018 | $9,764 | $762,015 | $0 | $0 |
| 2017 | $9,730 | $746,342 | $0 | $0 |
| 2016 | $9,744 | $897,700 | $292,000 | $605,700 |
| 2015 | $9,921 | $948,900 | $301,200 | $647,700 |
| 2014 | $9,888 | $709,506 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/23/2026 07/23/26 | For Sale | $1,900,000 | +18.8% | $317 / Sq Ft | |
| 05/01/2025 05/01/25 | Sold | $1,600,000 | -11.1% | $267 / Sq Ft | View Prior Sale |
| 03/25/2025 03/25/25 | Pending | -- | -- | -- | |
| 03/24/2025 03/24/25 | For Sale | $1,800,000 | -- | $301 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,600,000 | None Listed On Document | |
| Interfamily Deed Transfer | -- | Attorney | |
| Warranty Deed | $1,475,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $500,000 | Credit Line Revolving | |
| Previous Owner | $90,000 | Credit Line Revolving | |
| Previous Owner | $975,000 | Unknown |
Source: Stellar MLS
MLS Number: A4698153
APN: 0141-04-0016
- 909 MacEwen Dr
- 236 Saint James Park
- 480 Oriskany Ct
- 433 E MacEwen Dr
- 893 MacEwen Dr
- 852 MacEwen Dr
- 352 Glenwood Ave
- 14 Old Venice Rd
- 448 E MacEwen Dr
- 429 Patterson Ave
- 4296 Expedition Way Unit 104
- 89 Navigation Cir
- 51 MacEwen Dr Unit 5
- 51 MacEwen Dr Unit 12
- 51 Mac Ewen Dr Unit 14
- 4271 Expedition Way Unit 103
- 4304 Expedition Way Unit 105
- 173 Navigation Cir Unit 107
- 4213 Expedition Way Unit 107
- 456 Washington Ave
- 854 MacEwen Dr
- 51 Mac Ewen Dr Unit 8
- 51 Mac Ewen Dr Unit 1
- 534 Oak Bay Dr Unit 1
- 4219 Frontier Ln Unit 105
- 184 Explorer Dr Unit 184
- 152 Navigation Cir Unit 107
- 9477 Cedar Ridge Ln
- 9641 Castle Point Dr Unit 1225
- 9641 Castle Point Dr Unit 1215
- 2068 Preymore St
- 9560 High Gate Dr Unit 1626
- 9560 High Gate Dr Unit 1624
- 9611 Castle Point Dr Unit 915
- 9611 Castle Point Dr Unit 916
- 9630 Club South Cir Unit 6201
- 9590 High Gate Dr Unit 1915
- 9620 Club South Cir Unit 5101
- 6 Bay Acres Ave Unit 6 Bay Acres Ave
- 8 Bay Acres Ave Unit 8 Bay Acres Ave
Ask me questions while you tour the home.