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$1,900,000
$317/sqft
HOA: $850/quTaxes: $11,835/yr0d on market

Oaks

916 MACEWEN DR, OSPREY, FL, 34229

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5 Beds|8 Baths|5,986 Sq Ft|Built 1991|4 Car Garage
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🔥 Just listed — this home matches what most buyers are looking for in this area.

Acreage
Lot Size
1.2 acres
Lot Sqft
52,461 sqft
Lot Features
Cleared, Corner Lot, In County, Landscaped
Golf Course
Feature
On Golf Course
Community
Yes
C2C

Coast 2 Coast Home Realty

Licensed Florida Realtors

4.9· 214 reviews

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Buyer Insights

Here's what we know about this listing.

Why this home stands out

  • Updated today

Buyer Insights are informational only — always verify with your agent.

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.

City
OSPREY
Subdivision
OAKS 2 PH 2
County
Sarasota
Zip Code
34229
Community
The Oaks

School Report Card

Source: FL Dept. of Education

ABCDF
Elementary
Middle
High

Neighborhood

Map unavailable

Type
Single Family Residence
Living Area
5,986 sqft
Construction
Block, Stucco
Roof
Tile
Flooring
Bamboo, Carpet, Marble, Tile, Wood
Pool
Yes
HOA
$850 / Quarterly
  • 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
  • Built-in Oven
  • Dishwasher
  • Disposal
  • Dryer
  • Electric Water Heater
  • Microwave
  • Range
  • Refrigerator
  • Washer
  • Electric Dryer Hookup
  • Inside
  • Laundry Room
  • Washer Hookup
  • Covered
  • Enclosed
  • Rear Porch
  • Screened
  • Cleared
  • Corner Lot
  • In County
  • Landscaped
  • On Golf Course
  • Oversized Lot
  • Paved
  • Bb/hs Internet Available
  • Cable Available
  • Electricity Connected
  • Public
  • Sewer Connected
  • Sprinkler Recycled
  • Underground Utilities
  • Water Connected
  • 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
  • Clubhouse
  • Fitness Center
  • Gated
  • Golf Course
  • Park
  • Playground
  • Pool
  • Tennis Court(s)
  • Vehicle Restrictions
  • Wheelchair Access
  • Guard - 24 Hour
  • Pool
  • Escrow Reserves Fund
  • Management
  • Private Road
  • Recreational Facilities
Bedrooms
5
Bathrooms
8
Year Built
1991
Construction
Block, Stucco
Flooring
Bamboo, Carpet, Marble, Tile, Wood
Roof
Tile
Garage Spaces
4
Cooling
Central Air, Zoned
Heating
Central, Electric
Waterfront
No
Pet Restrictions
Cats Ok, Dogs Ok, Yes
Lot Size
1.2 acres
Senior Community
No
Building Elevator
No
Pet Size
# of Pets
Max Pet Weight
Tax Year
2025
Annual Tax Amount
$11,835

Association Fees

  • HOA Fee

    Access Management/ Hope Root

    $850/ Quarterly

Down Payment20% — $380,000
Interest Rate6.50%
Loan Term
Est. Mortgage
$9,607
HOA Fee
$283
Est. Property Tax
$986
Est. Insurance
$633
Total Est. Monthly Cost$11,510

* Estimates are for illustration purposes only and do not constitute an offer of financial advice. Actual rates, payments, insurance, and taxes will vary based on credit, location, and other factors. Contact a licensed mortgage professional for a personalized quote. Homeowners insurance estimate based on Florida averages.

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