433 E Macewen Dr

Osprey, FL 34229

$2,250,000
Price
4
Beds
4,012 Sq. Ft.
$561 / Sq. Ft.
4,012
Sq. Ft.
$561
per Sq. Ft.
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Description

An exceptionally well maintained 4,012sf residence with 4 bedrooms 3 full and a half baths situated on the interior Heron golf course on a 0.61 acre lot in the private Oaks Club community. It has golf course and water views and 24 hr gated security. This custom golf course home was built by esteemed builder Arthur Rutenberg. It represents Rutenberg at his very best - stylish elegance, superior craftsmanship designed to accommodate the seamless indoor-outdoor transfer so critical to Florida living....An exceptionally well maintained 4,012sf residence with 4 bedrooms 3 full and a half baths situated on the interior Heron golf course on a 0.61 acre lot in the private Oaks Club community. It has golf course and water views and 24 hr gated security. This custom golf course home was built by esteemed builder Arthur Rutenberg. It represents Rutenberg at his very best - stylish elegance, superior craftsmanship designed to accommodate the seamless indoor-outdoor transfer so critical to Florida living. Most prominently the home features 12 foot high ceilings in most rooms, designed to maximize the home's grander, air flow and natural light. The previous owners called it "The House of Light”. The Rutenberg influence abounds in other stunning details starting with the lighted entrance posts, the dramatic circular driveway and the centrally located kitchen that seamlessly opens to a comfortable family/TV room. The home has magnificent coffered ceilings, distinctive crown molding and a gas fire place. Its oversized screened lanai encompasses substantial undercover space for family and guest dining. It is visually highlighted by a 4 foot high tile wall at the head of the pool with a waterfall feature. The kitchen is a cooks delight with new granite counters, stainless steel appliances, including SUBZERO and WOLF. The master bathroom has dual vanities and a large custom tiled shower and soaking tub. The oversized 3 car garage has amble storage capacity, a work table and a refrigerator. Mr. Rutenberg would be pleased to know that this meticulously crafted home has been skillfully updated over the years by all its owners. These improvements include - 1.) hurricane windows and doors (2020), 2.) Roof (2019), 3.) Cage - aluminum structure (2018) 4.) Screened under-cover outdoor grilling area - granite tops, refrigerator, seating for 4, Alfresco grill (20xx). The Oaks has been a member owned private residential golf club for over 40 years. It boosts many accolades, including being the only private residential golf club in the Sarasota/Bradenton/Fort Myers area recognized for high achievement by both Platinum Clubs of America and Distinguished Emerald Clubs of World. It has also been recognized as “The Healthiest Club" and is a certified Audubon Society award recipient. The club has a magnificent 30,000 square foot club house, three exquisite dinning venues, two 18 hole well maintained championship golf courses featuring excellent professional instruction, an outstanding racquets program with 12 har-tru Hydo Grid courts, 4 pickle ball counts, a vibrant croquet program with a regulation sized lawn, a state-of-the-art (newly expanded) wellness/fitness/spa facility, a junior olympic swimming pool, Bocce and a basketball court. Families with children are very welcome here. The Oaks Club’s ideal Sarasota County location places it minutes away from - Sarasota’s vibrant arts and cultural scene and great shopping. It also provides easy access to the expanded Sarasota airport, world class medical care and some of the most beautiful beaches in the world. There is no waitlist for membership.
  1. Listed by Mark Lyda • Brokerage DRE #1039754 • GENEROUS PROPERTY
    P: (941)-586-2670 C: (941)-586-2670 mark@generousproperty.com

Property Details for 433 East Macewen Drive

Architectural Style
Custom, Florida
Subdivision Name
OAKS
Township
38
Garage Spaces
3
View
Golf Course, Pool
Waterfront
No
Water View
Pond
Furnished
Negotiable
LISTING UPDATED: 01/20/2026 08:37 AM

Property Details for 433 East Macewen Drive

StatusActive
MLS #A4676505
Days on Market51
Taxes$17,426 / year
HOA Fees$1,700 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1998
Lot Size0.61 AC / 26,388 SF
CountySarasota County

Location

Listing Courtesy of GENEROUS PROPERTY, Mark Lyda
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Building Information for 433 East Macewen Drive

Stories-Year Built1998Building Size-Lot Size0.61 AC / 26,388 SF

Payment Calculator

$12,560 per month

30 year fixed, 6.15% Interest

Principal and Interest

$10,966

Property Taxes

$1,452

HOA Dues

$142

The Payment Calculator is for illustrative purposes only.

Property Information for 433 East Macewen Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5670.0
  • Building Area Units: Square Feet
  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Playground, Pool, Restaurant, Tennis Court(s)
  • Direction Faces: South
  • 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.
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Other Equipment: Fuel Tank(s), Irrigation Equipment
  • Mls Major Change Type: Back On Market
  • Major Change Type: Back On Market
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved, Private Road
  • Senior Community: No
  • SW Subdiv Community Name: The Oaks
  • Unit Number: No
  • Street Number: 433
  • Street Direction Prefix: E
  • Street Name: MACEWEN
  • Street Suffix: DRIVE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: 24-Hour Guard, Common Area Taxes, Escrow Reserves Fund, Recreational Facilities
  • Association Fee Requirement: Required
  • Association Name: ACCESS MANAGEMENT
  • Association Phone: 813-607-2220
  • Association: Yes
  • CDD: No
  • Number Of Pets: 3
  • Pet Restrictions: REFER TO DOCS
  • Tax Book Number: 0036/0031
  • Tax Legal Description: LOT 198 OAKS 2 PH 3
  • Tax Lot: 198
  • Tax Year: 2025
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Property
Lot Information
  • Additional Parcels: No
  • Lot Features: In County, Landscaped, Level, On Golf Course
  • Parcel Number: 0141150001
  • Total Acreage: 1/2 to less than 1
  • Water Access: No
  • Water Extras: No
  • Zoning: RE1
  • Zoning Compatible: Yes
  • Living Area: 4012
Property and Assessments
  • Year Built Numeric: 1998
  • Association Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
  • Flood Zone Code: X
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 18
  • Public Survey Section: 02
  • Dock YN: No
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Public, Sprinkler Well, Street Lights, Underground Utilities
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Hurricane Shutters, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Outdoor Kitchen
  • Patio And Porch Features: Screened
  • Pool Features: Auto Cleaner, Gunite, Heated, In Ground, Other, Screen Enclosure, Solar Heat
  • Pool Private: Yes
  • Pool: Private, Community
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Gated Community, Security System Owned, Smoke Detector(s)
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Den/Library/Office
  • Appliances: Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Cooling: Central Air, Zoned
  • Fireplace Features: Gas, Living Room
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Marble, Slate, Hardwood
  • Heating: Central, Heat Pump, Zoned
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 12.0
  • Water View: Yes
  • Window Features: Blinds, Window Treatments
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 433 East Macewen Drive

DateEvent & SourcePriceAppreciation
Jan 2, 2026

Listed (Active)

MFRMLS #A4676505

$2,250,000—
Dec 31, 2025

Pending

MFRMLS #A4676505

—
Dec 30, 2025

Listed (Active)

MFRMLS #A4676505

—
Dec 30, 2025

Temporarily Off Market

MFRMLS #A4676505

—
Dec 30, 2025

Pending

MFRMLS #A4676505

—
Dec 30, 2025

Listed (Active)

MFRMLS #A4676505

$2,250,000—
Nov 3, 2022

Sold (Public Record)

Public Record #1500697088

$2,000,000

+11.0% / yr

Nov 3, 2022

Sold

MFRMLS #A4547984

$2,000,000—
Sep 22, 2022

Pending

MFRMLS #A4547984

—
Sep 22, 2022

Listed (Active)

MFRMLS #A4547984

$2,150,000—
Jul 12, 2017

Sold (Public Record)

Public Record #601151652

$1,150,000

+5.9% / yr

Jul 12, 2017

Sold

MFRMLS #A4181075

$1,150,000—
May 2, 2017

Pending

MFRMLS #A4181075

—
Mar 26, 2017

Listed (Active)

MFRMLS #A4181075

$1,200,000—
Feb 23, 2011

Sold (Public Record)

Public Record #304624171

$800,000

-13.5% / yr

Feb 23, 2011

Sold

MFRMLS #A3901988

$800,000—
Aug 22, 2010

Pending

MFRMLS #A3901988

—
Jan 29, 2009

Listed (Active)

MFRMLS #A3901988

$1,450,000—
Nov 20, 2008

Withdrawn

MFRMLS #A3897189

$1,400,000—
Oct 31, 2008

Listed (Active)

MFRMLS #A3897189

$1,375,000—
Apr 11, 2006

Sold (Public Record)

Public Record #193613992

$1,620,000

+15.9% / yr

Jul 11, 2002

Sold (Public Record)

Public Record #96765066

$932,500—
DateEvent & SourcePrice
01/02/2026

Listed (Active)

MFRMLS #A4676505

$2,250,000
12/31/2025

Pending

MFRMLS #A4676505

—
12/30/2025

Listed (Active)

MFRMLS #A4676505

—
12/30/2025

Temporarily Off Market

MFRMLS #A4676505

—
12/30/2025

Pending

MFRMLS #A4676505

—
12/30/2025

Listed (Active)

MFRMLS #A4676505

$2,250,000
11/03/2022

Sold (Public Record)

Public Record #1500697088

$2,000,000

+11.0% / yr

11/03/2022

Sold

MFRMLS #A4547984

$2,000,000
09/22/2022

Pending

MFRMLS #A4547984

—
09/22/2022

Listed (Active)

MFRMLS #A4547984

$2,150,000
07/12/2017

Sold (Public Record)

Public Record #601151652

$1,150,000

+5.9% / yr

07/12/2017

Sold

MFRMLS #A4181075

$1,150,000
05/02/2017

Pending

MFRMLS #A4181075

—
03/26/2017

Listed (Active)

MFRMLS #A4181075

$1,200,000
02/23/2011

Sold (Public Record)

Public Record #304624171

$800,000

-13.5% / yr

02/23/2011

Sold

MFRMLS #A3901988

$800,000
08/22/2010

Pending

MFRMLS #A3901988

—
01/29/2009

Listed (Active)

MFRMLS #A3901988

$1,450,000
11/20/2008

Withdrawn

MFRMLS #A3897189

$1,400,000
10/31/2008

Listed (Active)

MFRMLS #A3897189

$1,375,000
04/11/2006

Sold (Public Record)

Public Record #193613992

$1,620,000

+15.9% / yr

07/11/2002

Sold (Public Record)

Public Record #96765066

$932,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 433 East Macewen Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$16,364 ($1,364 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,672 SqFtAbove Grade Finished SqFt3,672 SqFtStories1Lot Size26,390 SqFtStyleSingle Family ResidenceYear Built1998Year Renovated2013ZoningOUE2CountySARASOTAAPN0141-15-0001Fireplace TypeHas Fireplace

Schools near 433 East Macewen Drive

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Laurel Nokomis School
Public - PK to 8
Venice Senior High School
Public - 9 to 12
Pine View School
Public - 2 to 12
Imagine School At Palmer Ranch
Charter - PK to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Imagine School At Palmer Ranch
CharterPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 433 East Macewen Drive, Osprey, FL 34229

433 East Macewen Drive is a single family home for sale in Osprey, FL 34229. This property was listed for sale on December 30, 2025 by GENEROUS PROPERTY, it's currently listed at $2,250,000. It has been on the market for a total of 51 days and was last sold on November 3, 2022. This listing's school district is Sarasota. Nearby schools include Laurel Nokomis School, Venice Senior High School and Pine View School. 433 East Macewen Drive is a 4-bed, 4-bath, 4,012 sqft single family home built in 1998.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of GENEROUS PROPERTY, Mark Lyda

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