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$1,900,000
21 Days On Site

916 MACEWEN DRIVE
OSPREY, FL 34229

For Sale|Single Family Residence|Active
5
Beds
8
Total Baths
7
Full Baths
1
Partial Bath
5,986
SqFt
$317
/SqFt
1991
Built
Subdivision:
OAKS 2 PH 2
County:
Sarasota
Call Now: 941-202-6505
Is this the listing for you? We can help make it yours.
941-202-6505
916 MACEWEN DRIVE916 MACEWEN DRIVE916 MACEWEN DRIVE916 MACEWEN DRIVE
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Mortgage Calculator

Monthly Payment (Est.)

$8,669
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$1,900,000
Days On Site 
21 Days
Bedrooms 
5
Inside Area (SqFt) 
5,986 sqft
Total Baths 
8
Full Baths 
7
Partial Baths 
1
Lot Size 
1.2 Acres
Year Built 
1991
MLS® Number 
A4698153
Status 
Active
Property Tax 
$11,834.72
HOA/Condo/Coop Fees 
$283.33 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
3 weeks agoStatus changed to Active
3 weeks agoPrice changed to $1,900,000
3 weeks agoListing first seen on site
General Features
Acres 
1.2
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
4
Levels 
Two
Number Of Stories 
2
Parking 
Circular DrivewayDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGarage Faces RearGarage Faces SideOversizedGarageAttached
Pets 
Cats OKDogs OKYes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
7976
Style 
CustomTraditional
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
OUE2
Interior Features
Appliances 
DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Wood Burning
Flooring 
WoodBambooCarpetMarbleTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Crown MoldingDry BarEat-in KitchenHigh CeilingsStone CountersWalk-In Closet(s)
Laundry Features 
Electric Dryer HookupInsideLaundry RoomWasher Hookup
Spa 
Yes
Window Features 
ShuttersTinted Windows
Balcony/Porch/Lanai 
Dimensions - 62x39Level - First
Bedroom 2 
Dimensions - 13x13Level - First
Bedroom 3 
Dimensions - 13x14Level - Second
Bedroom 4 
Dimensions - 13x14Level - Second
Bedroom 5 
Dimensions - 11x15Level - Second
Bonus Room 
Dimensions - 19x19Level - Second
Den 
Dimensions - 13x11Level - First
Dinette 
Level - First
Dining Room 
Dimensions - 15x15Level - First
Family Room 
Dimensions - 16x21Level - First
Foyer 
Dimensions - 17x16Level - First
Kitchen 
Dimensions - 16x21Level - FirstFeatures - Granite Counters, Pantry, Stone Counters
Living Room 
Dimensions - 17x23Level - First
Master Bathroom 
Level - FirstFeatures - Bidet, Double Vanity
Master Bedroom 
Dimensions - 17x24Level - FirstFeatures - Wet Bar
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Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyLightingOutdoor Kitchen
Lot Features 
ClearedCorner LotLandscapedOn Golf CoursePaved
Patio And Porch 
CoveredEnclosedRear PorchScreened
Pool Features 
GuniteHeatedIn GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
Golf CourseTrees/Woods
Waterview 
Golf CourseTrees/Woods
Windows/Doors 
ShuttersTinted Windows
Community Features
Association Amenities 
ClubhouseFitness CenterGatedGolf CourseParkPlaygroundPoolTennis Court(s)
Association Dues 
850
Community Features 
GatedClubhouseFitness CenterGolfParkPlaygroundPoolRestaurantTennis Court(s)
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Quarterly
MLS Area 
34229 - Osprey
Roads 
Paved
Township 
38S
Schools
School District
Unknown
Elementary School
Laurel Nokomis Elementary
Middle School
Laurel Nokomis Middle
High School
Venice Senior High
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY (941) 402-6000

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-08-13 12:18 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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