433 E MACEWEN DRIVE Osprey, FL $ 2,189,000
433 E MACEWEN DRIVE
$ 2,189,000
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433 E MACEWEN DRIVE

Osprey, FL, 34229
$ 2,189,000
Bedrooms4 Baths3.1 Sq 4,012

Monthly Estimate*

$ 13,822

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Single Family Home for sale in Osprey, FL

for $2,189,000 with 4 bedrooms and 3 full baths, 1 half bath. This 4,012 square foot home was built in 1998 on a lot size of 0.61.

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*

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Single Family Contingent

Price

$ 2,189,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 17,425

Style

Custom Florida

Lot Size

0.61

Year Built

1998

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4676505

Features
General
Sewer Public Sewer
Heating Central Heat Pump Zoned
Cooling Central Air Zoned
Utilities Cable Connected Electricity Connected Public Sprinkler Well Street Lights Underground Utilities
Possession Close Of Escrow
Roof Tile
Appliances Bar Fridge Built-In Oven Convection Oven Dishwasher Disposal Dryer Electric Water Heater Exhaust Fan Microwave Range Hood Refrigerator Washer Wine Refrigerator
Zoning RE1
HOA Fee 425
Garage Spaces 3
Association Fee Includes 24-Hour Guard Common Area Taxes Escrow Reserves Fund Recreational Facilities
Patio/Porch Features Screened
Architectural Style Custom Florida
Pool Features Auto Cleaner Gunite Heated In Ground Other Screen Enclosure Solar Heat
Security Features Gated Community Security System Owned Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1998
View Golf Course Pool
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Clubhouse Deed Restrictions Fitness Center Gated Community - Guard Golf Playground Pool Restaurant Tennis Court(s)
Assoc Fee Paid Per Quarterly
County Sarasota
New Construction false
Property Type Residential
Association Amenities Basketball Court Clubhouse Fence Restrictions Fitness Center Gated Pickleball Court(s) Playground Pool Recreation Facilities Security Tennis Court(s) Vehicle Restrictions
Attached Garage true
Subdivision Name OAKS
Facing Direction South
Garage Y/N true
Other Structures Outdoor Kitchen
Total Rooms 12
Full Baths 3
Status Pending
Directions US41 TO EAST ONTO MACEWEN DR. (D/L / REALTOR CREDENTIALS REQUIRED AT GATE). PROCEED THROUGH ENTRY GATE; AT STOP SIGN CONTINUE STRAIGHT AND ARRIVE AT PROPERTY ON LEFT.
High School Venice Senior High
City OSPREY
Association Name ACCESS MANAGEMENT
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 26388
Carport Y/N false
Listing Terms Cash
Spa Features Heated In Ground
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 17425.54
Home Warranty Y/N false
Middle/Junior High School Laurel Nokomis Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://my.matterport.com/show/?m=tdh3RW5L1zi
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active Under Contract
Occupancy Type Owner
Tax Lot 198
Legal Description LOT 198 OAKS 2 PH 3
Water View Pond
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 141.67
Additional Rooms Den/Library/Office
Water View Y/N true
Flood Zone Code X
In Law Suite YN false
DockY/N false
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Interior
Interior Amenities Cathedral Ceiling(s) Ceiling Fan(s) Crown Molding Solid Wood Cabinets Stone Counters Vaulted Ceiling(s) Walk-In Closet(s) Window Treatments
Flooring Carpet Ceramic Tile Marble Slate Hardwood
Furnished Y/N Negotiable
Fireplace Features Gas Living Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Hurricane Shutters Irrigation System Lighting Outdoor Grill Outdoor Kitchen Rain Gutters Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Parking Features Circular Driveway Driveway Garage Door Opener Garage Faces Rear Garage Faces Side
Lot Features In County Landscaped Level On Golf Course
Water Source Public
Lot Size Area 26388
Foundation Details Slab
Spa true
Building Area Total 5670
Lot Size Acres 0.61
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved Private Road
Road Responsibility Private Maintained Road
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* Excluded Features
List By
mark@generousproperty.com

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Affordability Calculator

$15,274
Per Month
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Monthly Principal & Interest
$13,822
Monthly Property Taxes
$1,452
Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Venice Senior High High School High School
Pricing History
DatePricePrice ChangeDescription
6/23/2026$2,189,000 -2.71% Price Down
12/30/2025$2,250,000 Listed Price

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433 E MACEWEN DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $2,189,000 with 4,012 sqft and a lot size of 0.61. 433 E MACEWEN DRIVE has 4 bedrooms, 3.1 baths, and was built in 1998. The property's zip code is 34229 which is in Osprey, FL