
916 MACEWEN DRIVE, OSPREY, FL, 34229
Active1 days on marketListed Jul 23, 2026MLS #A4698153
About this home
916 MACEWEN DRIVE
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.
Facts & features
The home at a glance
5
Bedrooms
7.5
Bathrooms
5,986
Sqft
1.2 ac
Lot size
4
Garage
1991
Year built
Two
Levels
$317
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$12,394 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$12,394/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Where it sits
Inside Oaks
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Osprey. See the full Osprey guide →
Oaks — neighborhood snapshot
Population
1,061
Median age
63
Median income
$98,734
Median home value
$983,226
Avg household
2
Households w/ children
47%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Osprey market
$710K → $530K
Osprey median sold, yr/yr
93.5%
Sale-to-list ratio (12 mo)
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 269% above the OSPREY 34229 median. See the full Osprey market guide →
Paper trail
This home's history
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Your agent
Carlos Torres
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 916 MACEWEN DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 916 MACEWEN DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Carlos's phone and CRM.
Straight answers
916 MACEWEN DRIVE FAQs
What would the monthly payment be for 916 MACEWEN DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $12,394/mo — principal and interest, the actual property-tax bill, the $283/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 916 MACEWEN DRIVE?+
The association fee works out to $283 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 916 MACEWEN DRIVE?+
The most recent tax bill on record (2025) was $11,835. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 916 MACEWEN DRIVE?+
The listing reports pets: Cats OK, Dogs OK, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Osprey?+
At $1,900,000, this home is listed about 175% above the Osprey median of $692,000. The market section on this page shows how the area is trending.
Which schools are assigned to 916 MACEWEN DRIVE?+
Laurel Nokomis School (elementary), Venice Senior High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$1,900,000 runs 269% above the OSPREY 34229 median — but at 5,986 sqft it's also nearly 3 times the size of the typical Osprey listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 1 day on market in a Osprey market that averages 57 — if it fits, move quickly.
04Strong assigned schools
Laurel Nokomis School, Venice Senior High School — Laurel Nokomis School rates 4 of 5. Always verify assignments with the district.
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · Todd Currey. MLS #A4698153.
IDX information is provided exclusively 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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