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916 MACEWEN DRIVE, Osprey, FL, 34229

5beds
8baths
5,986sqft
$1,900,000
$317price/sqft
$14,714/moest. monthly cost
$588,560/yrincome needed

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.

Getting Around

4
WalkingCar-Dependent
0
TransitVery Limited Transit
29
BikeSomewhat Bikeable

Schools

8/10
Laurel Nokomis SchoolGrades PK-85.6 mi
7/10
Venice Senior High SchoolGrades 9-127.8 mi

Construction

Condition

  • Year built: 1991

Materials

  • Foundation: Slab
  • Roof: Tile
  • Construction materials: Block,Stucco

Type & Style

  • Home type: SingleFamily
  • Architectural style: Custom,Traditional
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Oven,Dishwasher,Disposal,Dryer,Electric Water Heater,Microwave,Range,Refrigerator,Washer
  • Laundry features: Electric Dryer Hookup,Inside,Laundry Room,Washer Hookup

Balcony Porch Lanai

  • Level: First
  • Area: 2418
  • Dimensions: 62x39

Bedroom2

  • Features: En Suite Bathroom,Walk-In Closet(s)
  • Level: First
  • Area: 169
  • Dimensions: 13x13

Bedroom3

  • Features: En Suite Bathroom,Built-in Closet
  • Level: Second
  • Area: 182
  • Dimensions: 13x14

Bedroom4

  • Features: En Suite Bathroom,Built-in Closet
  • Level: Second
  • Area: 182
  • Dimensions: 13x14

Bedroom5

  • Features: Built-in Features,Walk-In Closet(s)
  • Level: Second
  • Area: 165
  • Dimensions: 11x15

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 8
  • Full bathrooms: 7
  • 1/2 bathrooms: 1

Bonus Room

  • Features: No Closet
  • Level: Second
  • Area: 361
  • Dimensions: 19x19

Den

  • Features: No Closet
  • Level: First
  • Area: 143
  • Dimensions: 13x11

Dinette

  • Level: First

Dining Room

  • Features: Built-In Shelving
  • Level: First
  • Area: 225
  • Dimensions: 15x15

Family Room

  • Level: First
  • Area: 336
  • Dimensions: 16x21

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)
  • Door features: French Doors,Outdoor Kitchen
  • Window features: Hurricane Shutters,Hurricane Shutters/Windows
  • Flooring: Bamboo,Carpet,Marble,Tile,Hardwood
  • Fireplace features: Wood Burning
  • Fireplace: Yes

Foyer

  • Level: First
  • Area: 272
  • Dimensions: 17x16

Heating & Cooling

  • Heating features: Central,Electric
  • Cooling features: Central Air,Zoned

Interior Area

  • Total structure area: 7,976
  • Total interior livable area: 5,986 sqft

Kitchen

  • Features: Pantry,Kitchen Island,Built-in Features,Granite Counters,Stone Counters
  • Level: First
  • Area: 336
  • Dimensions: 16x21

Living Room

  • Level: First
  • Area: 391
  • Dimensions: 17x23

Primary Bathroom

  • Features: Bidet,Dual Sinks,En Suite Bathroom,Exhaust Fan,Garden Bath,Tub with Separate Shower Stall
  • Level: First

Primary Bedroom

  • Features: En Suite Bathroom,Wet Bar,Dual Closets
  • Level: First
  • Area: 408
  • Dimensions: 17x24

Property

Details

  • Parcel number: 0141040016
  • Zoning: OUE2
  • Special condition: None

Features

  • Levels: Two
  • Stories: 2
  • Private pool: Yes
  • Pool features: Auto Cleaner,Gunite,Heated,In Ground,Lighting,Outside Bath Access,Screen Enclosure
  • Patio & porch: Covered,Enclosed,Rear Porch,Screened
  • Exterior features: Balcony,Irrigation System,Lighting,Outdoor Kitchen,Private Mailbox
  • Has spa: Yes
  • Spa features: Heated,In Ground
  • Has view: Yes
  • View description: Golf Course,Trees/Woods
  • Residential vegetation: Mature Landscaping,Oak Trees,Trees/Landscaped

Lot

  • Lot size: 1.20 Acres
  • Features: Cleared,Corner Lot,In County,Landscaped,On Golf Course,Oversized Lot

Parking

  • Total spaces: 4
  • Parking features: Circular Driveway,Driveway,Electric Vehicle Charging Station(s),Garage Door Opener,Garage Faces Rear,Garage Faces Side,Oversized,Split Garage
  • Has garage: Yes
  • Attached garage spaces: 4
  • Covered spaces: 4
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneVery High
  • Lightning
    LightningRelatively High
  • Inland Flooding
    Inland FloodingModerate
  • Tornado
    TornadoModerate
  • Wildfire
    WildfireModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Hurricane
Lightning
Inland Flooding
Tornado
Wildfire
Tsunami

FEMA Declared Disasters in Sarasota County and Florida

Coastal Storm
Flood
Hurricane
Severe Storm
Straight Line Winds
Tornado
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $9,607$115,284
Home Insurance *$2,553$30,636
Property Taxes $1,952$23,424
Electricity $602$7,229
Total$14,714$176,568
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$504,480/yr
40% on housing$441,420/yr
45% on housing$392,373/yr

Florida FAIR Plan Programs

Citizens Property Insurance Corporation [Florida]

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 1,321,953Commercial: 13,564
Total Premiums$4.60B
Total Exposure$385.82B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 15.0%
15.0%
0%30.0%
Electricity Growth Rate10-year average: 2.2%
2.2%
0%15.0%
Property Taxes Growth Rate2-year average: 6.6%
6.6%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$317This listing

vs Other Active Listings

Avg $/sqft

ZIP 34229$362
Sarasota County$346

vs Homes Sold Last Month

Median $/sqft

ZIP 34229$307
Sarasota County$245

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-24Listed for sale$1,900,000
2025-05-01Sold$1,600,000
2025-03-25Pending sale$1,800,000
2025-03-24Listed for sale$1,800,000
2005-06-30Sold$1,475,000

For Sale by Agent

AgentTodd Currey
BrokeragePREMIER SOTHEBY'S INTERNATIONAL REALTY

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