$1,950,000
97 Sugar Mill Drive
Osprey, FL 34229
Listing updated: June 20, 2026 at 4:05 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed floor plan with expansive living areas, soaring ceilings, and an abundance of natural light. At the heart of the home is a completely renovated chef’s kitchen, featuring high-end finishes, premium appliances, custom cabinetry, and a seamless flow into the main living and entertaining spaces, perfect for both everyday living and hosting guests in style. Each of the five spacious bedrooms offers comfort and privacy, while the six bathrooms provide ample convenience for family and guests. Recent updates include a brand-new roof, and renovated kitchen, offering peace of mind and long-term value for the next owner. Outdoor living is equally impressive, with tranquil surroundings that capture the essence of Florida living, ideal for relaxing, entertaining, or simply enjoying the natural beauty that defines The Oaks Bayside. Residents enjoy access to The Oaks Club, a private, member-owned country club offering championship golf, tennis, fitness, dining, and a vibrant social lifestyle. Conveniently located near top-rated schools, beaches, dining, and shopping, this home delivers the perfect balance of privacy and accessibility. Experience refined living in one of the area’s most sought after communities, this is more than a home, it’s a lifestyle.
Local Insight
At $399/sqft for a 1990 build on just 0.4 acres in Osprey, you're paying a premium for the pool and location rather than getting a newer home or more land—worth verifying the pool's condition and age since that's likely driving significant value here. The $483 monthly HOA is reasonable for what appears to be an established subdivision, and being in Flood Zone X removes that major insurance wildcard, but the tight lot size means limited expansion potential if that matters to you down the road.
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 history50 days on market
- Status: ActiveMay 1, 2026
- Listed$1,950,000May 1, 2026
- Price increased$1,950,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 50
- Subdivision
- Oaks
- County
- Sarasota
- Year built
- 1990
- Living area
- 4,885 sq ft
- Price/sq ft
- $399
- Building area
- 6,062 sq ft (Public Records)
- Lot size
- 17,570 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12115C0228G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $16,651 (2025)
- Parcel #
- 0143030004
- Zoning
- RSF1
- MLS #
- A4691789
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 5
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Laminate, Wood
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s)
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $2,900 / Semi-Annually
- Monthly HOA
- $483/mo
- Total monthly fees
- $483/mo
- Total annual fees
- $5,800
- HOA name
- Access Management/ 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
- Please refer to HOA Docs
- Approval process
- Please refer to HOA
Exterior & Construction
- Exterior features
- Outdoor Grill, Outdoor Kitchen
- Construction materials
- Stucco
- Roof
- Tile
- Foundation
- Block, Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- None
- Utilities
- Cable Connected, Electricity Connected, Public
Community
- Pets allowed
- Breed Restrictions
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Dining Room | First | |
| Kitchen | First | |
| Family Room | First | |
| Primary Bedroom | First | |
| Primary Bathroom | First | |
| Bathroom 2 | First | |
| Bathroom 3 | First | |
| Bathroom 4 | First | |
| Bedroom 2 | First | |
| Bedroom 3 | Second | |
| Bedroom 4 | Second | |
| Bedroom 5 | Second | |
| Bathroom 5 | Second |
Listing Details
- Listing date
- 2026-04-29
- On market date
- 2026-05-01
- Original list price
- $1,950,000
- Occupant type
- Vacant
- MLS area
- 34229 - Osprey
- Listing AOR
- Suncoast Tampa
- Status changed
- 2026-05-01
- Tax legal description
- LOT 90 OAKS
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
U.S. 41 to Osprey Point Drive, The Oaks Bayside. Proceed through gate, turn left onto Sugar Mill Drive.
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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 20, 2026 at 4:05 PM 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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