419 E MACEWEN DRIVE, OSPREY, FL, 34229
Sold1334 days on marketListed Nov 23, 2022Sold Sep 27, 2023MLS #A4553067
About this home
419 E MACEWEN DRIVE
REDUCED $100,000 --NEW ROOF IS UNDER CONTRACT TO BE REPLACED.BEAUTIFUL CUSTOM-BUILT HOME situated at the end of a cul-de-sac on a Premium .72-acre golf course and lake homesite. This 4,201 SF of living space home has a 3-car side entry garage and offers many features that new homes today don't have. Imagine a home having four en-suite bedrooms for family and guests (two in a wing of their own), along with an office/den as well as three fireplaces located in the living room, the main bedroom and the family room. Features include a well-equipped, efficiently laid-out kitchen having premium custom built-in wood cabinets, a wall of them with glass fronts and lighted, and a wet bar; 12 foot and 10-foot ceilings with coffers and volume trays, crown molding and fans throughout. Entering the foyer, you have an expansive view, through a 16-foot window wall that pockets completely open, of the screened lanai having a large, sculpted, heated pool and spa, and an outdoor kitchen, all overlooking the quiet 'Heron' golf course and lake. Watch sunsets every evening of the year from the lanai or from a lakeside grove garden. The Oaks Club has many amenities, including two 18-hole championship golf courses, 12 Har-Tru Hydro-Grid tennis courts, 4 Pickleball courts, Fitness center, junior Olympic heated community pool plus the elegant CLUBHOUSE. Excellent location just a short distance to Gulf beaches, Legacy Hiking and Bike Trail, Pine View High School, Publix, Walmart, Lowes, Walgreen's/CVS and Target. Membership in The Oaks Club is mandatory. The owner has relocated; the home is presently vacant and can close any time.
Facts & features
The home at a glance
4
Bedrooms
4.5
Bathrooms
4,201
Sqft
0.72 ac
Lot size
3
Garage
1997
Year built
One
Levels
$345
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
$345 vs $338
Days on market
1334 vs 57 typical
Where $345/sqft sits among the 98 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 98
Osprey actives have cut their price
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 110% above the Osprey median. See the full Osprey market guide →
Paper trail
This home's history
Reality check
What actually sold near 419 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 · Jun ’26$1,385,000
434 MACEWEN DRIVE · same community
3 bd · 3 ba · 2,414 sqft · $574/sqft · 6 DOM
Sold · Feb ’26$990,000
820 PLACID LAKE DRIVE
5 bd · 4 ba · 3,938 sqft · $251/sqft · 294 DOM
Sold · Aug ’25$1,015,000
678 CLEAR CREEK DRIVE
5 bd · 3 ba · 3,912 sqft · $259/sqft · 11 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
Kevin Johnson
CEO & Managing Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 419 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 419 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
$1,450,000 runs 110% above the Osprey median — but at 4,201 sqft it's also nearly twice the size of the typical Osprey listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
1334 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 $2,100,000, now $1,450,000 — a $650K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of RON STAHL REALTY · Ronald Stahl. MLS #A4553067.
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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