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Under Contract · Single Family

433 MACEWEN DRIVE

OSPREY, FL 34229

Beds
4 beds
Baths
4 baths
Area
4,012 sqft
Single FamilyBuilt 199826,388 sqft lot3-car garageCentral, Heat Pump, ZonedCentral Air, ZonedPoolFireplace$546/sqft231 days on market

About this home

Under contract-accepting backup offers. **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*

Facts & features

Interior

Bedrooms
4
Bathrooms
4
Living area
4,012 sqft
Heating
Central, Heat Pump, Zoned
Cooling
Central Air, Zoned
Flooring
Carpet, Ceramic Tile, Marble, Slate, Wood
Fireplace
Yes
Features
Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s)…
Appliances
Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer…

Exterior & lot

Lot size
26,388 sqft (0.61 ac)
Pool
Yes
Roof
Tile
Construction
Block, Stucco
Exterior
Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors

Parking

Garage
3 spaces

Financial

HOA dues
$425 / quarterly
Annual tax
$17,426 (2025)
Price / sqft
$546/sqft

Utilities

Water
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Public, Sprinkler Well, Underground Utilities

Property

Property type
Single Family
Year built
1998
Subdivision
OAKS
County
Sarasota

Assigned schools

Elementary
Laurel Nokomis Elementary
Middle
Laurel Nokomis Middle
High
Venice Senior High

Listing

Status
Under Contract
Days on market
212 days
MLS #
MFR778030453
Source
Stellar MLS

Listed by Mark Lyda · GENEROUS PROPERTY

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$2.31M
+5.5% vs asking
$2.18M low$2.44M high

Based on 21 comparable sales within 4 miles of OSPREY, FL, this home is priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$12,663/mo
Principal & interest
$11,069/mo
Property tax
$1,452/mo
Home insurance
$0/mo
HOA dues
$142/mo

Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own bill; insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price history

From the property’s MLS record.

DateEventPriceChange
Aug 17, 2026Price reduced$2,189,000−$61,000
Dec 30, 2025Listed$2,250,000

NeighbourhoodSample data

Reference scores for OSPREY, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
81/ 100
Very walkable
Transit Score
65/ 100
Good transit
Bike Score
76/ 100
Very bikeable
Elementary school
Laurel Nokomis Elementary
Assigned school from the MLS record
Middle school
Laurel Nokomis Middle
Assigned school from the MLS record
High school
Venice Senior High
Assigned school from the MLS record

Location

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