97 Sugar Mill Dr, Osprey, FL, 34229
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1990
Materials
- Foundation: Block,Slab
- Roof: Tile
- Construction materials: Stucco
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Oven,Cooktop,Dishwasher,Disposal,Dryer,Microwave,Refrigerator,Washer,Wine Refrigerator
- Laundry features: Laundry Room
Bathroom2
- Level: First
Bathroom3
- Level: First
Bathroom4
- Level: First
Bathroom5
- Level: Second
Bedroom2
- Features: Built-in Closet
- Level: First
Bedroom3
- Features: Built-in Closet
- Level: Second
Bedroom4
- Features: Built-in Closet
- Level: Second
Bedroom5
- Features: Built-in Closet
- Level: Second
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Dining Room
- Level: First
Family Room
- Level: First
Features
- Eating Space In Kitchen,High Ceilings,Kitchen/Family Room Combo,Primary Bedroom Main Floor,Walk-In Closet(s)
- Door features: Outdoor Grill,Outdoor Kitchen
- Flooring: Ceramic Tile,Laminate,Hardwood
- Fireplace features: Electric
- Fireplace: Yes
Heating & Cooling
- Heating features: Central
- Cooling features: Central Air
Interior Area
- Total structure area: 6,062
- Total interior livable area: 4,885 sqft
Kitchen
- Level: First
Living Room
- Level: First
Primary Bathroom
- Level: First
Primary Bedroom
- Features: Walk-In Closet(s)
- Level: First
Property
Details
- Parcel number: 0143030004
- Zoning: RSF1
- Special condition: None
Features
- Levels: Two
- Stories: 2
- Private pool: Yes
- Pool features: Heated,In Ground,Outside Bath Access
- Exterior features: Outdoor Grill,Outdoor Kitchen
Lot
- Lot size: 0.40 Acres
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Lightning
- Coastal Flooding
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Sarasota County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $9,860 | $118,320 |
| Home Insurance * | $2,620 | $31,440 |
| Property Taxes | $2,185 | $26,220 |
| Electricity | $491 | $5,899 |
| Total | $15,156 | $181,872 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-01 | Listed for sale | $1,950,000 |
| 2025-04-19 | Listing removed | $1,800,000 |
| 2024-08-15 | Price change | $1,800,000 |
| 2024-07-24 | Price change | $1,900,000 |
| 2024-04-30 | Listed for sale | $2,100,000 |
| 2024-02-26 | Listing removed | -- |
| 2023-11-05 | Price change | $1,900,000 |
| 2023-08-14 | Price change | $1,950,000 |
| 2023-04-14 | Listed for sale | $2,100,000 |
| 2022-10-28 | Sold | $1,400,000 |
| 2022-10-13 | Pending sale | $1,850,000 |
| 2022-09-02 | Price change | $1,850,000 |
| 2022-08-09 | Price change | $1,995,000 |
| 2022-07-22 | Listed for sale | $2,100,000 |
| 2020-10-01 | Sold | $905,000 |
| 2020-01-15 | Pending sale | $980,000 |
| 2019-03-08 | Price change | $1,080,000 |
| 2019-03-07 | Listed for sale | $1,100,000 |
| 2019-01-28 | Listing removed | $1,180,000 |
| 2018-08-07 | Listed for sale | $1,180,000 |
| 2011-07-05 | Sold | $575,000 |
| 2011-04-21 | Pending sale | $699,000 |
| 2011-03-31 | Price change | $699,000 |
| 2010-11-26 | Price change | $795,000 |
| 2010-09-15 | Price change | $925,000 |
| 2010-08-30 | Listed for sale | $795,000 |
| 1993-08-09 | Sold | $660,000 |
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