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916 Macewen Drive, Osprey, FL 34229

$1,900,000
  • 916 Macewen Drive, Osprey, FL 34229 Main Photo

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New to the Market Active
BEDS5 BATHS7 full 1 partial SQUARE FEET5,986 MLS#A4698153
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONOAKS 2

Property Description

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 33x46 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.

916 Macewen Drive | MLS# A4698153

This single family home located at 916 Macewen Drive, Osprey, FL 34229 is currently listed for sale with an asking price of $1,900,000. This property was built in 1991 and has 5 bedrooms and 7 full and 1 partial baths with 5986 sq. ft. Macewen Drive is located in the OAKS 2 subdivision. Search OAKS 2 real estate on cblackwell.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Garage: 4 car attached
Heating: Central, Electric
Home Style: Custom, Traditional
Lot Size: 1.20 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $11,834
Year Built: 1991

Amenities

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)
Balcony
French Doors
Hurricane Shutters
Lighting
Outdoor Kitchen
Private Mailbox

Feature Descriptions

Additional Rooms: Bonus Room, Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility
Appliances: Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Association Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
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
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.
Disaster Mitigation: Hurricane Shutters/Windows
Exterior: Block, Stucco
Fireplace: Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X500* / AE
Flooring: Bamboo, Carpet, Marble, Tile, Wood
Foundation: Slab
HOA Fee: 850/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Cleared, Corner Lot, In County, Landscaped, On Golf Course, Oversized Lot, Paved
Lot Dimensions: 1.2
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Garage
Parking Notes: Circular Driveway, Driveway, Electric Vehicle Chargi
Patio/Porch: Covered, Enclosed, Rear Porch, Screened
Pets Allowed: Cats OK, Dogs OK, Yes
Pets Restrictions: Please review HOA rules for additional information
Pool: Auto Cleaner, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Key/Agent, Listing Agent Must Accompany, See Remarks, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Shutters, Tinted Windows
Zoning: OUE2

Room Sizes

Living Room: 17x23
Dining Room: 15x15
Family Room: 16x21
Kitchen: 16x21
Primary Bedroom: 17x24
Bedroom 2: 13x13
Bedroom 3: 13x14
Bedroom 4: 13x14
Bedroom 5: 11x15
Den: 13x11
Bonus Room: 19x19
Balcony/Porch/Lanai: 62x39
Foyer: 17x16

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: PREMIER SOTHEBY'S INTERNATIONAL REALTY
Agency Contact: 941-364-4000

Shown By

Agent Name: Christy Blackwell
Agent Phone:
Agency Title: Florida Executive Realty

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Estimated Payment

$ 5,768.91 per month $4,228.58 Principal & Interest $986.17 Property Tax $554.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/24/2026. The listing information on this page last changed on 07/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 07/24/2026 12:57:00 AM EST) or Stellar MLS (last updated Fri 07/24/2026 12:43:58 AM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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