Active · Single Family

97 SUGAR MILL DRIVE

OSPREY, FL 34229

Beds

5 beds

Baths

6 baths

Area

4,885 sqft

Single FamilyBuilt 199017,570 sqft lot2-car garageCentralCentral AirPoolFireplace$399/sqft111 days on market

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.

Facts & features

Interior

Bedrooms: 5
Bathrooms: 6
Living area: 4,885 sqft
Heating: Central
Cooling: Central Air
Flooring: Ceramic Tile, Laminate, Wood
Fireplace: Yes
Stories: 2
Features: Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s)
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave…

Exterior & lot

Lot size: 17,570 sqft (0.4 ac)
Pool: Yes
Roof: Tile
Construction: Stucco
Exterior: Outdoor Grill, Outdoor Kitchen

Parking

Garage: 2 spaces

Financial

HOA dues: $2,900 / semi-annually
Annual tax: $16,651 (2025)
Price / sqft: $399/sqft

Utilities

Water: None
Sewer: Public Sewer
Utilities: Cable Connected, Electricity Connected, Public

Property

Property type: Single Family
Year built: 1990
Subdivision: OAKS
County: Sarasota

Listing

Status: Active
Days on market: 95 days
MLS #: MFR789024155
Source: Stellar MLS

Listed by Maria Domenech · PALM PARADISE REALTY GROUP

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

Estimate your monthly cost

PITI + HOA

Down payment (%)

Interest rate (%)

Loan term (yrs)

Property tax (% / yr)

Home insurance ($ / yr)

HOA dues ($ / mo)

Estimated monthly payment$11,731/mo

Principal & interest: $9,860/mo
Property tax: $1,388/mo
Home insurance: Left out until you enter a quote
HOA dues: $483/mo

Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2025 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price history

From the property’s MLS record.

Date	Event	Price	Change
Apr 29, 2026	Listed	$1,950,000	—

Neighbourhood

The schools below come from the MLS record for this home. Walking, transit and cycling figures for OSPREY, FL are not connected yet, so this page does not show them.

Elementary school

Not listed

Not named in the MLS record for this home

Middle school

Not listed

Not named in the MLS record for this home

High school

Not listed

Not named in the MLS record for this home

Location

Frequently asked questions

What would 97 SUGAR MILL DRIVE, OSPREY cost per month?

About $11,731 a month: $9,860 principal and interest, $1,388 property tax, $483 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.

Is 97 SUGAR MILL DRIVE, OSPREY priced fairly?

Comparable sales nearby put it between $2,619,069 and $3,013,337, with $2,816,203 in the middle. That is from 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $577 a square foot.

How does 97 SUGAR MILL DRIVE, OSPREY compare to nearby homes?

8 comparable properties within three miles. The nearest: 49 OSPREY POINT DRIVE, OSPREY, FL at $2,399,000, 3,953 sq ft, 0.34 miles away; 75 OSPREY POINT DRIVE, OSPREY, FL at $1,595,000, 4,001 sq ft, 0.39 miles away; 101 OSPREY POINT DRIVE, OSPREY, FL at $4,790,000, 5,087 sq ft, 0.5 miles away.

How long has 97 SUGAR MILL DRIVE, OSPREY been on the market?

95 days on the market.

Has the price of 97 SUGAR MILL DRIVE, OSPREY changed?

The price has not moved since it was listed.

How big is 97 SUGAR MILL DRIVE, OSPREY?

5 bed, 6 bath, 4,885 square feet. That is $399 a square foot.

What year was 97 SUGAR MILL DRIVE, OSPREY built?

Built in 1990.

What is the HOA fee at 97 SUGAR MILL DRIVE, OSPREY?

The association fee works out to $483 a month.

What are the property taxes at 97 SUGAR MILL DRIVE, OSPREY?

Property tax works out to about $1,388 a month, $16,651 a year, on the 2025 assessment.

Is 97 SUGAR MILL DRIVE, OSPREY still available?

It is still on the market.

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