$2,249,000
362 Macewen Drive
Osprey, FL 34229
Listing updated: June 10, 2026 at 9:54 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership
Local Insight
At $546/sqft for a 1998 build in Osprey, you're paying a premium that's driven by the water view and pool rather than age or square footage—so make sure that view and outdoor space justify the price for your lifestyle. The AE flood zone is worth a hard look; you'll want to verify flood insurance costs and elevation details before committing, since that can add $3,000-$5,000+ annually depending on the home's base flood elevation. The subdivision location is solid for schools and proximity to I-75, but the tight 0.59-acre lot means you're banking on that pool and view as your main outdoor amenities.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history140 days on market
- Status: ActiveApr 11, 2026
- Listed$2,249,000Jan 12, 2026
- Price increased$2,249,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 140
- Subdivision
- Oaks
- County
- Sarasota
- Year built
- 1998
- Living area
- 4,117 sq ft
- Price/sq ft
- $546
- Building area
- 5,478 sq ft (Public Records)
- Lot size
- 25,660 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X AE (1251440228E)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $10,742 (2025)
- Parcel #
- 0143090012
- Zoning
- RE1
- MLS #
- A4676567
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile, Wood
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- North
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized
HOA & Financial
- HOA fee
- $425 / Quarterly
- Monthly HOA
- $142/mo
- Total monthly fees
- $142/mo
- Total annual fees
- $1,700
- HOA name
- Access Management-Sarasota/Hope Root
- CDD
- No
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Approval required
- Approval process
- Submit application
Exterior & Construction
- Exterior features
- French Doors, Outdoor Grill, Rain Gutters, Sliding Doors
- Construction materials
- Block, Tilt up Walls
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Public, Sprinkler Recycled, Underground Utilities
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 2 | First | 14x13 |
| Bedroom 3 | First | 14x13 |
| Bedroom 4 | First | 15x12 |
| Den | First | 12x13 |
| Dining Room | First | 13x15 |
| Family Room | First | 17x20 |
| Kitchen | First | 17x11 |
| Living Room | First | 17x20 |
| Primary Bathroom | First | |
| Primary Bedroom | First | 27x15 |
Listing Details
- Listing date
- 2026-01-12
- On market date
- 2026-01-12
- Original list price
- $2,249,000
- Occupant type
- Owner
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-04-11
- Tax legal description
- LOT 1 OAKS 2 PHASE 1
Flood risk
See FEMA for this zone’s designation and insurance requirements.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Rte. 41/Tamiami Trail S to The Oaks Clubside entrance/MacEwen Drive. East through guard gate to address.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of June 10, 2026 at 9:54 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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