433 E MacEwen Dr Osprey, FL 34229
Osprey AreaEstimated payment $13,648/month
Highlights
- On Golf Course
- Screened Pool
- Gated Community
- Fitness Center
- Custom Home
- Pond View
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*
Listing Agent
GENEROUS PROPERTY Brokerage Phone: 941-275-9399 License #3400771 Listed on: 12/30/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,426
Year Built
- Built in 1998
Lot Details
- 26,388 Sq Ft Lot
- On Golf Course
- South Facing Home
- Mature Landscaping
- Private Lot
- Level Lot
- Well Sprinkler System
- Landscaped with Trees
- Property is zoned RE1
HOA Fees
- $142 Monthly HOA Fees
Parking
- 3 Car Attached Garage
- Rear-Facing Garage
- Side Facing Garage
- Garage Door Opener
- Circular Driveway
Property Views
- Pond
- Golf Course
- Pool
Home Design
- Custom Home
- Florida Architecture
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 4,012 Sq Ft Home
- Bar Fridge
- Crown Molding
- Cathedral Ceiling
- Ceiling Fan
- Gas Fireplace
- Blinds
- Sliding Doors
- Family Room
- Living Room with Fireplace
- Dining Room
- Den
Kitchen
- Breakfast Bar
- Dinette
- Walk-In Pantry
- Built-In Convection Oven
- Range Hood
- Recirculated Exhaust Fan
- Microwave
- Dishwasher
- Wine Refrigerator
- Wolf Appliances
- Stone Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Carpet
- Marble
- Slate Flooring
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Studio bedroom
- Walk-In Closet
- Soaking Tub
- Bathtub With Separate Shower Stall
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Security System Owned
- Hurricane or Storm Shutters
- Fire and Smoke Detector
Pool
- Screened Pool
- Solar Heated In Ground Pool
- Heated Spa
- In Ground Spa
- Gunite Pool
- Fence Around Pool
- Auto Pool Cleaner
Outdoor Features
- Screened Patio
- Outdoor Kitchen
- Exterior Lighting
- Outdoor Grill
- Rain Gutters
Schools
- Laurel Nokomis Elementary School
- Laurel Nokomis Middle School
- Venice Senior High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Heat Pump System
- Underground Utilities
- Electric Water Heater
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 198
- Assessor Parcel Number 0141150001
Community Details
Overview
- Association fees include 24-Hour Guard, common area taxes, escrow reserves fund, recreational facilities
- Access Management Association, Phone Number (813) 607-2220
- Visit Association Website
- The Oaks Community
- Oaks Subdivision
- The community has rules related to deed restrictions, fencing, vehicle restrictions
Amenities
- Restaurant
- Clubhouse
Recreation
- Golf Course Community
- Tennis Courts
- Community Basketball Court
- Pickleball Courts
- Recreation Facilities
- Community Playground
- Fitness Center
- Community Pool
Security
- Security Guard
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $17,426 | $1,463,225 | ||
| 2024 | $16,380 | $1,421,987 | ||
| 2023 | $16,380 | $1,380,570 | $0 | $0 |
| 2022 | $11,659 | $969,157 | $0 | $0 |
| 2021 | $11,288 | $911,900 | $228,100 | $683,800 |
| 2020 | $11,751 | $930,812 | $0 | $0 |
| 2019 | $10,927 | $870,736 | $0 | $0 |
| 2018 | $10,723 | $854,500 | $247,200 | $607,300 |
| 2017 | $8,238 | $641,565 | $0 | $0 |
| 2016 | $8,251 | $694,800 | $229,500 | $465,300 |
| 2015 | $8,402 | $754,000 | $245,700 | $508,300 |
| 2014 | $8,374 | $609,900 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/23/2026 07/23/26 | For Sale | $2,189,000 | 0.0% | $546 / Sq Ft | |
| 07/22/2026 07/22/26 | Off Market | $2,189,000 | -- | -- | |
| 06/23/2026 06/23/26 | Price Changed | $2,189,000 | -2.7% | $546 / Sq Ft | |
| 01/02/2026 01/02/26 | For Sale | $2,250,000 | 0.0% | $561 / Sq Ft | |
| 12/30/2025 12/30/25 | Pending | -- | -- | -- | |
| 12/30/2025 12/30/25 | For Sale | $2,250,000 | +12.5% | $561 / Sq Ft | |
| 11/03/2022 11/03/22 | Sold | $2,000,000 | -7.0% | $499 / Sq Ft | View Prior Sale |
| 09/22/2022 09/22/22 | Pending | -- | -- | -- | |
| 09/22/2022 09/22/22 | For Sale | $2,150,000 | +87.0% | $536 / Sq Ft | |
| 08/17/2018 08/17/18 | Off Market | $1,150,000 | -- | -- | |
| 07/12/2017 07/12/17 | Sold | $1,150,000 | -4.2% | $287 / Sq Ft | View Prior Sale |
| 05/02/2017 05/02/17 | Pending | -- | -- | -- | |
| 03/26/2017 03/26/17 | For Sale | $1,200,000 | -- | $299 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $100 | None Listed On Document | |
| Warranty Deed | $2,000,000 | -- | |
| Warranty Deed | $1,150,000 | Attorney | |
| Warranty Deed | $800,000 | Attorney | |
| Warranty Deed | $1,620,000 | Attorney | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | $932,500 | -- | |
| Warranty Deed | $163,500 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $300,000 | Credit Line Revolving | |
| Previous Owner | $500,000 | Unknown | |
| Previous Owner | $300,000 | Credit Line Revolving | |
| Previous Owner | $800,000 | Fannie Mae Freddie Mac | |
| Previous Owner | $802,500 | Credit Line Revolving | |
| Previous Owner | $630,000 | Unknown |
Source: Stellar MLS
MLS Number: A4676505
APN: 0141-15-0001
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
- 448 E MacEwen Dr
- 403 Longbow Trail
- 810 Oak Briar Ln
- 909 MacEwen Dr
- 916 MacEwen Dr
- 480 Oriskany Ct
- 678 Faith Ave
- 14 Old Venice Rd
- 700 Faith Ave
- 236 Saint James Park
- 4296 Expedition Way Unit 104
- 759 Fordingbridge Way
- 4304 Expedition Way Unit 105
- 408 Park Trace Blvd
- 4271 Expedition Way Unit 103
- 173 Navigation Cir Unit 107
- 4226 Frontier Ln Unit 103
- 4213 Expedition Way Unit 107
- 1361 New Forest Ln
- 89 Navigation Cir
- 534 Oak Bay Dr Unit 1
- 919 Scherer Way
- 5417 Lampiasi St Unit SI FL1-ID1590861P
- 4219 Frontier Ln Unit 105
- 956 Scherer Way
- 184 Explorer Dr Unit 184
- 854 MacEwen Dr
- 152 Navigation Cir Unit 107
- 51 MacEwen Dr Unit 12
- 51 Mac Ewen Dr Unit 8
- 51 Mac Ewen Dr Unit 1
- 455 Pennsylvania Ave
- 9611 Castle Point Dr Unit 915
- 9611 Castle Point Dr Unit 916
- 9641 Castle Point Dr Unit 1225
- 9641 Castle Point Dr Unit 1215
- 5312 Greenbrook Dr Unit SI FL1-ID1590864P
- 6 Bay Acres Ave Unit 6 Bay Acres Ave
- 8 Bay Acres Ave Unit 8 Bay Acres Ave
- 8 Bay Ave
Ask me questions while you tour the home.