
439 E MACEWEN DRIVE, OSPREY, FL, 34229
Sold1447 days on marketListed Aug 3, 2022Sold Sep 14, 2022MLS #A4543716
About this home
439 E MACEWEN DRIVE
**GORGEOUS GOLF COURSE ESTATE** This Custom-Built, ARTHUR RUTENBERG home is ideal for entertaining with its Light and Bright Open Floor Plan and offers the utmost enjoyment both inside and out of the coveted Florida lifestyle. This 3 Bedroom plus Office/Den layout features Two Master Bedroom Suites, Spacious and well-equipped Kitchen, premium built-in solid wood cabinets throughout, volume tray and coffered ceilings, crown moldings, wet bar with wine refrigerator and many premium details throughout. An expansive screened lanai with Heated Pool & Spa overlooks the quiet and peaceful, interior “Heron” Golf Course. Young Roof (2013) and Newer A/C's (2022 & 2018). Situated on an Over Half Acre Lot with circular driveway, the wonderful curb appeal certainly sets the stage for this Home of Your Dreams in the distinguished country club community knows as THE OAKS – which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru Hydro-Grid tennis courts, 4 Pickleball Courts, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and available. **ENJOY THE AERIAL VIDEO AND 3D VIRTUAL TOUR**
Facts & features
The home at a glance
3
Bedrooms
3.5
Bathrooms
3,923
Sqft
0.57 ac
Lot size
3
Garage
1998
Year built
One
Levels
$491
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Osprey actives
$491 vs $331
Days on market
1447 vs 57 typical
Where $491/sqft sits among the 97 Osprey actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Osprey
Get to know Osprey. See the full Osprey guide →
The numbers that matter
The Osprey market
$710K → $530K
Osprey median sold, yr/yr
93.5%
Sale-to-list ratio (12 mo)
53 of 97
Osprey actives have cut their price
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 178% above the Osprey median. See the full Osprey market guide →
Paper trail
This home's history
Reality check
What actually sold near 439 E MACEWEN DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$910,000
766 SHADOW BAY WAY
4 bd · 3 ba · 3,438 sqft · $265/sqft · 132 DOM
Sold · Aug ’25$962,500
742 SHADOW BAY WAY
4 bd · 3 ba · 3,321 sqft · $290/sqft · 115 DOM
Sold · Apr ’26$1,025,000
1218 YACHT HARBOR DRIVE
3 bd · 3 ba · 3,297 sqft · $311/sqft · 203 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
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
Tyler Stoddard
REALTOR · CENTURY 21 Edge
Tours, negotiation, and every question about 439 E MACEWEN DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 439 E MACEWEN DRIVE — before you fall in love.
Selling nearby?
What's your home worth today?
This sale is one data point — your home is another. Get a data-driven estimate built from real closed sales like this one, in about a minute.
The brief
Four things that matter here
01Positioned at the premium end
$1,925,000 runs 178% above the Osprey median — but at 3,923 sqft it's also nearly twice 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.
03Time on market is leverage
1447 days on market against a Osprey median of 57 — sellers in this position are usually ready to negotiate.
04The price has already moved
Listed at $1,995,000, now $1,925,000 — a $70K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of GENEROUS PROPERTY · Mark Lyda. MLS #A4543716.
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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